Swfloridafinehomes.com Search Results

$655,000

Siesta Key investment property and nightly rental opportunity at Beach Club at Siesta Key, approved for true nightly vacation rentals near world famous Siesta Key Beach. Historical rental income approaches $83,000 annually, with modeled revenue potential exceeding $103,000 if owner use nights were made available for rental. Historical bookings show approximately 209 reserved nights annually with average nightly rates between $397 and $450, creating a strong income producing profile relative to the $660,000 list price. Detailed rental history, booking records, and revenue analysis are available for review. Few properties on Siesta Key combine true nightly rental eligibility, documented rental performance approaching $83,000 annually, modeled revenue potential exceeding $103,000, extensive renovation, and resort style amenities within this price range. Unit 106D is the largest floor plan in the community and is positioned as a private corner residence overlooking the heated resort style pool with minimal foot traffic. Built in 2009 with elevated construction, the building sustained no storm related damage. This Unit has been recently and extensively renovated beyond prior community finishes. While some online rental marketing may reflect earlier interiors, the unit now features luxury vinyl plank flooring throughout, matching quartz countertops in the kitchen and bathrooms, updated cabinetry, stainless steel appliances, modern fixtures, and renovated kitchen and bath spaces. A full size washer and dryer supports guest convenience and longer stays. From entry, the space presents more like a boutique resort suite than a typical beach rental. Upgrades were selected for both visual appeal and rental durability. Offered fully furnished and turnkey, the property is positioned for immediate continuation of nightly rental operations. A detailed 3D virtual tour is included with the listing to allow buyers to explore the residence remotely. Due to consistent guest bookings, showing availability may require advance coordination. Ownership allows up to 120 days of personal use annually while maximizing income through nightly rentals. Professional on site management handles reservations, guest communication, cleaning, and maintenance. Community amenities include a heated pool, hot tub, grilling areas, shared patio spaces, complimentary beach chairs and umbrellas, on site office support, and gated beach access to Siesta Key Beach. Located near the South Bridge with Crescent Market and the restaurants, bars, and shops of Siesta Key’s South Village just around the corner. Recent interior updates and the residence’s desirable pool view location create additional opportunity for increased booking activity and nightly rates as updated photography and marketing are introduced. Historical booking data demonstrates consistent guest demand and strong occupancy, while analysis of owner use nights indicates additional revenue potential depending on preferred usage strategy. Properties offering true nightly rental flexibility with Siesta Key Beach access, documented rental performance approaching $83,000 annually, modeled revenue potential exceeding $103,000, and extensive renovation rarely become available within this price range on Siesta Key. Detailed rental history, booking records, and full revenue analysis are available upon request.

2 Beds ⋅ 2 Baths ⋅ Beach Club At Siesta Key SubDv. ⋅ 34242 Zip Code

Siesta Key investment property and nightly rental opportunity at Beach Club at Siesta Key, approved for true nightly vacation rentals near world famous Siesta Key Beach. Historical rental income approaches $83,000 annually, with modeled revenue potential exceeding $103,000 if owner use nights were made available for rental. Historical bookings show approximately 209 reserved nights annually with average nightly rates between $397 and $450, creating a strong income producing profile relative to the $660,000 list price. Detailed rental history, booking records, and revenue analysis are available for review. Few properties on Siesta Key combine true nightly rental eligibility, documented rental performance approaching $83,000 annually, modeled revenue potential exceeding $103,000, extensive renovation, and resort style amenities within this price range. Unit 106D is the largest floor plan in the community and is positioned as a private corner residence overlooking the heated resort style pool with minimal foot traffic. Built in 2009 with elevated construction, the building sustained no storm related damage. This Unit has been recently and extensively renovated beyond prior community finishes. While some online rental marketing may reflect earlier interiors, the unit now features luxury vinyl plank flooring throughout, matching quartz countertops in the kitchen and bathrooms, updated cabinetry, stainless steel appliances, modern fixtures, and renovated kitchen and bath spaces. A full size washer and dryer supports guest convenience and longer stays. From entry, the space presents more like a boutique resort suite than a typical beach rental. Upgrades were selected for both visual appeal and rental durability. Offered fully furnished and turnkey, the property is positioned for immediate continuation of nightly rental operations. A detailed 3D virtual tour is included with the listing to allow buyers to explore the residence remotely. Due to consistent guest bookings, showing availability may require advance coordination. Ownership allows up to 120 days of personal use annually while maximizing income through nightly rentals. Professional on site management handles reservations, guest communication, cleaning, and maintenance. Community amenities include a heated pool, hot tub, grilling areas, shared patio spaces, complimentary beach chairs and umbrellas, on site office support, and gated beach access to Siesta Key Beach. Located near the South Bridge with Crescent Market and the restaurants, bars, and shops of Siesta Key’s South Village just around the corner. Recent interior updates and the residence’s desirable pool view location create additional opportunity for increased booking activity and nightly rates as updated photography and marketing are introduced. Historical booking data demonstrates consistent guest demand and strong occupancy, while analysis of owner use nights indicates additional revenue potential depending on preferred usage strategy. Properties offering true nightly rental flexibility with Siesta Key Beach access, documented rental performance approaching $83,000 annually, modeled revenue potential exceeding $103,000, and extensive renovation rarely become available within this price range on Siesta Key. Detailed rental history, booking records, and full revenue analysis are available upon request.

1054 Sun N Sea Drive Unit 106, Sarasota

$699,000

Gulf-Side Condo on Siesta Key! Don’t miss this great opportunity to own a beautiful condo with a pool view and just steps from the beach. This spacious first-floor unit features 2 bedrooms and 2 bathrooms, high ceilings, and generously sized rooms that provide plenty of space for family and guests. The condo also includes a private garage and the convenience of an in-unit washer and dryer. Ideally located just a short walk from the pool, fitness center and the beach, this home is part of Peppertree Bay, a desirable beach-to-bay community. Residents enjoy an impressive array of amenities, including a private beach, two heated pools, two clubhouses perfect for gatherings, BBQ areas, tennis and pickleball courts, a fitness center, sauna, and a fishing pier. On-site management adds to the ease of ownership, making this an ideal full-time residence, vacation home, or investment property.

2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code

Gulf-Side Condo on Siesta Key! Don’t miss this great opportunity to own a beautiful condo with a pool view and just steps from the beach. This spacious first-floor unit features 2 bedrooms and 2 bathrooms, high ceilings, and generously sized rooms that provide plenty of space for family and guests. The condo also includes a private garage and the convenience of an in-unit washer and dryer. Ideally located just a short walk from the pool, fitness center and the beach, this home is part of Peppertree Bay, a desirable beach-to-bay community. Residents enjoy an impressive array of amenities, including a private beach, two heated pools, two clubhouses perfect for gatherings, BBQ areas, tennis and pickleball courts, a fitness center, sauna, and a fishing pier. On-site management adds to the ease of ownership, making this an ideal full-time residence, vacation home, or investment property.

6012 W Peppertree Way Unit 227B, Sarasota

$1,350,000

You can bike to the beach from this fully renovated coastal contemporary home in a highly desirable Siesta Key community just minutes from world-famous Siesta Key Beach. Ideal as a primary residence, second home, rental investment, or multigenerational property with private in-law suite. Upstairs offers 2BR/2BA with soaring ceilings, abundant natural light, and open-concept living. Downstairs features a private 1BR/1BA suite with living area, kitchenette, as well as a separate laundry closet—perfect for guests or income potential. Designer finishes throughout, LVT flooring, and a chef’s kitchen with 10’ quartzite waterfall island, custom cabinetry, and premium stainless appliances including Fisher & Paykel refrigerator and GE Profile induction range. The Spacious primary suite with deck/pool access offers a custom walk-in closet and spa-style bath featuring dual vanities, freestanding tub, and separate shower. Updated secondary bath, stacked washer/dryer, and generous storage. Outdoor living shines with Trex-decked patios, oversized screened pool enclosure, travertine pavers, covered lanai, and heated resort-style pool as well as new hot tub. The Custom Siesta Key Mural adds a little fun to the space as well! Fully fenced yard with tropical landscaping for added privacy. Extensive updates include newer roof, electrical, plumbing, AC, pool heater, appliances, Hardie board siding, interior/exterior paint, LED lighting, epoxy-finished garage and paver driveway. Minutes to Siesta Key Village dining, shopping, and beaches. Do not miss your chance to have your Move-in ready coastal retreat -meticulously maintained and designed for effortless Siesta Key living. All measurements are estimates and are approximate. Buyer and/or Buyer agent confirm all info - seller nor agent makes no guarantees

3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

You can bike to the beach from this fully renovated coastal contemporary home in a highly desirable Siesta Key community just minutes from world-famous Siesta Key Beach. Ideal as a primary residence, second home, rental investment, or multigenerational property with private in-law suite. Upstairs offers 2BR/2BA with soaring ceilings, abundant natural light, and open-concept living. Downstairs features a private 1BR/1BA suite with living area, kitchenette, as well as a separate laundry closet—perfect for guests or income potential. Designer finishes throughout, LVT flooring, and a chef’s kitchen with 10’ quartzite waterfall island, custom cabinetry, and premium stainless appliances including Fisher & Paykel refrigerator and GE Profile induction range. The Spacious primary suite with deck/pool access offers a custom walk-in closet and spa-style bath featuring dual vanities, freestanding tub, and separate shower. Updated secondary bath, stacked washer/dryer, and generous storage. Outdoor living shines with Trex-decked patios, oversized screened pool enclosure, travertine pavers, covered lanai, and heated resort-style pool as well as new hot tub. The Custom Siesta Key Mural adds a little fun to the space as well! Fully fenced yard with tropical landscaping for added privacy. Extensive updates include newer roof, electrical, plumbing, AC, pool heater, appliances, Hardie board siding, interior/exterior paint, LED lighting, epoxy-finished garage and paver driveway. Minutes to Siesta Key Village dining, shopping, and beaches. Do not miss your chance to have your Move-in ready coastal retreat -meticulously maintained and designed for effortless Siesta Key living. All measurements are estimates and are approximate. Buyer and/or Buyer agent confirm all info - seller nor agent makes no guarantees

4939 Commonwealth Drive, Sarasota

$2,550,000

Under contract-accepting backup offers. PRICE REDUCTION**Rare Siesta Key Estate Compound | 4 Lots | Guest House + Studio | Minutes to Beach & Village** A truly exceptional offering on Siesta Key—this private multi-residence estate spans four combined lots, creating a rare sense of space, flexibility, and opportunity just moments from the world-renowned Siesta Beach and vibrant Siesta Key Village. The main residence features 3 bedrooms and 3.5 baths, thoughtfully designed for comfortable coastal living and effortless entertaining. Complementing the main home, a detached guest house and separate studio apartment provide additional private accommodations—ideal for extended family, visitors, or flexible use as a home office, creative space, or potential income-producing opportunity. Set within a quiet residential enclave, the expansive property offers a level of privacy seldom found on the island. Mature landscaping and generous grounds create a true “compound” feel—perfect for multi-generational living, seasonal retreats, or those seeking room to expand and customize. Whether envisioned as a private coastal retreat, a legacy family property, or a redevelopment opportunity, the possibilities here are unmatched. The oversized parcel offers potential for future expansion or reconfiguration, making it a compelling option for end-users and investors alike. Located less than a mile from Siesta Key’s powdery soft sand beaches and the dining, shopping, and entertainment of the Village, this property delivers the best of island living—space, privacy, and proximity. **Opportunities like this are exceptionally rare on Siesta Key.**

5 Beds ⋅ 6 Baths ⋅ Siesta Hammock SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. PRICE REDUCTION**Rare Siesta Key Estate Compound | 4 Lots | Guest House + Studio | Minutes to Beach & Village** A truly exceptional offering on Siesta Key—this private multi-residence estate spans four combined lots, creating a rare sense of space, flexibility, and opportunity just moments from the world-renowned Siesta Beach and vibrant Siesta Key Village. The main residence features 3 bedrooms and 3.5 baths, thoughtfully designed for comfortable coastal living and effortless entertaining. Complementing the main home, a detached guest house and separate studio apartment provide additional private accommodations—ideal for extended family, visitors, or flexible use as a home office, creative space, or potential income-producing opportunity. Set within a quiet residential enclave, the expansive property offers a level of privacy seldom found on the island. Mature landscaping and generous grounds create a true “compound” feel—perfect for multi-generational living, seasonal retreats, or those seeking room to expand and customize. Whether envisioned as a private coastal retreat, a legacy family property, or a redevelopment opportunity, the possibilities here are unmatched. The oversized parcel offers potential for future expansion or reconfiguration, making it a compelling option for end-users and investors alike. Located less than a mile from Siesta Key’s powdery soft sand beaches and the dining, shopping, and entertainment of the Village, this property delivers the best of island living—space, privacy, and proximity. **Opportunities like this are exceptionally rare on Siesta Key.**

4839 Givens Court, Sarasota

$2,695,000

"Prepare to be captivated by this fully renovated masterpiece, offering an unparalleled blend of modern luxury and coastal sophistication. Featuring an extra 1,300 square feet of finished, legal nonconforming space in addition to the official tax record, this property offers exceptional value at under $800/sq ft when including this spectacular bonus square footage. Perfectly designed for upscale entertaining or private relaxation, every detail of this residence has been meticulously updated with premium finishes. Don't miss the opportunity to own a turnkey oasis that truly offers more than meets the eye."

4 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

"Prepare to be captivated by this fully renovated masterpiece, offering an unparalleled blend of modern luxury and coastal sophistication. Featuring an extra 1,300 square feet of finished, legal nonconforming space in addition to the official tax record, this property offers exceptional value at under $800/sq ft when including this spectacular bonus square footage. Perfectly designed for upscale entertaining or private relaxation, every detail of this residence has been meticulously updated with premium finishes. Don't miss the opportunity to own a turnkey oasis that truly offers more than meets the eye."

4938 Commonwealth Drive, Sarasota

$6,300,000

Under Construction. An extraordinary opportunity awaits on the coveted north end of Siesta Key. Currently under construction and scheduled for completion in late 2026, this magnificent waterfront estate offers the rare chance to personalize finishes and create a truly bespoke coastal masterpiece—without the years-long process of designing, permitting, and building. Set on a remarkable and rarely available 1.25-acre estate-sized lot with direct sailboat water frontage, the property provides unobstructed access to Sarasota Bay and the open waters of the Gulf of Mexico. Boating enthusiasts will appreciate the deep-water access with no bridges to the bay, offering seamless days on the water from your own backyard. The custom-designed residence encompasses over 6,000 square feet of refined living space, thoughtfully planned to blend grand scale with effortless coastal elegance. Expansive indoor-outdoor living areas, soaring ceilings, and walls of glass are designed to capture tranquil water views and Gulf breezes. Buyers have the exclusive opportunity to select interior finishes, fixtures, and design elements—tailoring the home to their personal vision while benefiting from the expertise and timeline already in place. Complementing the main residence is a private guest house, ideal for hosting family and friends in comfort and style. The true estate setting is further enhanced by a full-sized tennis court, lush grounds with room for additional amenities, and the privacy rarely found on waterfront properties. This is a once-in-a-generation opportunity to own a newly built waterfront compound in one of the Gulf Coast’s most sought-after locations—where luxury, space, convenience and converge. These images are architectural renderings created for illustrative purposes only and are based on preliminary plans and design concepts. Renderings are intended to convey the overall vision, layout, and design intent but are not exact representations of the final constructed residence. Actual materials, finishes, dimensions, landscaping, fixtures, furnishings, ceiling details, lighting, views, and architectural elements may vary. All features, specifications, and details are subject to change without notice.

5 Beds ⋅ 8 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Under Construction. An extraordinary opportunity awaits on the coveted north end of Siesta Key. Currently under construction and scheduled for completion in late 2026, this magnificent waterfront estate offers the rare chance to personalize finishes and create a truly bespoke coastal masterpiece—without the years-long process of designing, permitting, and building. Set on a remarkable and rarely available 1.25-acre estate-sized lot with direct sailboat water frontage, the property provides unobstructed access to Sarasota Bay and the open waters of the Gulf of Mexico. Boating enthusiasts will appreciate the deep-water access with no bridges to the bay, offering seamless days on the water from your own backyard. The custom-designed residence encompasses over 6,000 square feet of refined living space, thoughtfully planned to blend grand scale with effortless coastal elegance. Expansive indoor-outdoor living areas, soaring ceilings, and walls of glass are designed to capture tranquil water views and Gulf breezes. Buyers have the exclusive opportunity to select interior finishes, fixtures, and design elements—tailoring the home to their personal vision while benefiting from the expertise and timeline already in place. Complementing the main residence is a private guest house, ideal for hosting family and friends in comfort and style. The true estate setting is further enhanced by a full-sized tennis court, lush grounds with room for additional amenities, and the privacy rarely found on waterfront properties. This is a once-in-a-generation opportunity to own a newly built waterfront compound in one of the Gulf Coast’s most sought-after locations—where luxury, space, convenience and converge. These images are architectural renderings created for illustrative purposes only and are based on preliminary plans and design concepts. Renderings are intended to convey the overall vision, layout, and design intent but are not exact representations of the final constructed residence. Actual materials, finishes, dimensions, landscaping, fixtures, furnishings, ceiling details, lighting, views, and architectural elements may vary. All features, specifications, and details are subject to change without notice.

3460 Flamingo Avenue, Sarasota

$3,600,000

There is only one — The Upper Deck. Some homes are designed to be admired. Others are designed to frame extraordinary views. Upper Deck was conceived to do something more deliberate — to position its owner above the expected. Rising in measured progression from foundation to crown, the residence unfolds vertically, each level more refined than the last. The architecture favors clarity over ornamentation, restraint over excess. Natural woods, soft neutrals, and Scandinavian precision establish a disciplined design language that feels both current and enduring. The lower level is grounded and intentional — structured for recreation, arrival, and ease. Above it, a curated collection of private suites offers balance and symmetry, designed to accommodate gathering without sacrificing composure. The second level of living space is the architectural heart, introducing light and proportion in equal measure. Here, clean-lined cabinetry, warm textures, and an open plan scaled for sixteen create a space that hosts effortlessly while maintaining aesthetic control. An adjacent balcony extends the space outward, maintaining continuity between interior living and the expansive Gulf views beyond. And then, the ascent culminates. The Crown: a 400-square-foot rooftop summit redefines perspective and offers unobstructed views of the Gulf. Elevated above Siesta Key, it offers a rare vantage point: sky uninterrupted, evenings extended, conversations carried a little longer. The private primary suite occupies its rightful position at the top, with direct rooftop access and a bath that mirrors the home’s restrained elegance. Upper Deck is not defined by square footage or amenity count. It is defined by hierarchy and the intentional decision to elevate each experience, each finish, each viewpoint. It is a residence for those who understand that position matters — in architecture, in life, and in legacy. More than a home, the Upper Deck is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

5 Beds ⋅ 7 Baths ⋅ 329 Beach Land Condominium SubDv. ⋅ 34242 Zip Code

There is only one — The Upper Deck. Some homes are designed to be admired. Others are designed to frame extraordinary views. Upper Deck was conceived to do something more deliberate — to position its owner above the expected. Rising in measured progression from foundation to crown, the residence unfolds vertically, each level more refined than the last. The architecture favors clarity over ornamentation, restraint over excess. Natural woods, soft neutrals, and Scandinavian precision establish a disciplined design language that feels both current and enduring. The lower level is grounded and intentional — structured for recreation, arrival, and ease. Above it, a curated collection of private suites offers balance and symmetry, designed to accommodate gathering without sacrificing composure. The second level of living space is the architectural heart, introducing light and proportion in equal measure. Here, clean-lined cabinetry, warm textures, and an open plan scaled for sixteen create a space that hosts effortlessly while maintaining aesthetic control. An adjacent balcony extends the space outward, maintaining continuity between interior living and the expansive Gulf views beyond. And then, the ascent culminates. The Crown: a 400-square-foot rooftop summit redefines perspective and offers unobstructed views of the Gulf. Elevated above Siesta Key, it offers a rare vantage point: sky uninterrupted, evenings extended, conversations carried a little longer. The private primary suite occupies its rightful position at the top, with direct rooftop access and a bath that mirrors the home’s restrained elegance. Upper Deck is not defined by square footage or amenity count. It is defined by hierarchy and the intentional decision to elevate each experience, each finish, each viewpoint. It is a residence for those who understand that position matters — in architecture, in life, and in legacy. More than a home, the Upper Deck is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

329 Beach Road Unit B, Sarasota

$2,650,000

Now is your opportunity to own this waterfront tropical oasis on Siesta Key in the highly sought after exclusive community of Hidden Harbor. Comprised of just 36 homes, Hidden Harbor located on the North end of Siesta Key, is one of the most unique developments in Sarasota with its tropical landscaping reminiscent of old Florida. Most known for its waterfront lots and brick paver streets shaded by a magnificent canopy of lush greenery. This home has been beautifully reimagined to showcase its contemporary design and is situated on over half acre lot enjoying 119’ of deep-water canal front, making this a boater’s dream. The dock spans almost 40 feet and features a 10,000lb boat lift (installed in 2020) and has both electric and water supplies. No bridges to obstruct your journey out to Roberts Bay, which is just a turn of a corner away. The home features a new metal roof (2023), 4 new HVAC units that includes a garage unit (2024), and new hurricane impact sliders and windows (2021). On the inside you will find a floor plan that is flooded with natural light thanks to large sliders and tall architectural style windows that truly bring the Florida landscape inside. The first floor has all new luxury flooring and woodwork, including new solid core doors. The kitchen was recently renovated with European style cabinetry, stone counters, and a luxury Fisher & Paykel appliance package including range hood and induction cooktop. The two light-filled bedrooms on the East side of the home both feature access to outdoor spaces and walk-in closets. The shared bathroom, which also acts as a pool bath with its door to the outside, was renovated with a new seamless glass shower, European style vanity with LED mirror, and all new fixtures and hardware. Throughout the home, you will find restored original fixtures keeping with the home’s integrity. The primary suite dominates the second floor with a loft area, a light filled bedroom that enjoys the cross breeze when both walls of sliding windows are open, and a custom installed closet. There is an updated en-suite bathroom with another seamless glass shower and floating vanity with new upgraded fixtures. Outside the yard is truly a Florida paradise with fire pit area, stunning tropical landscaping with professionally installed low voltage lighting system, pest control misting system, and an impressive heated pool that was resurfaced and upgraded with a travertine deck. This property offers extreme privacy, architectural character and significance, and water views, all within one of the most unique neighborhoods on Siesta Key. The Hidden Harbor canal offers deep water for your boat or sailboat. Enjoy true island life, whether you find yourself relaxing by your pool, boating, fishing, kayaking, and even paddle-boarding all from your property. There is a natural seawall of mangroves, and the riprap was installed by the reputable Duncan Seawall. The world-famous Siesta Key Beach is just a short 1.5-mile bike ride, golf cart ride, or leisurely walk away. Enjoy local restaurants, boutiques, and live music at the island's lively Siesta Village. Close to the mainland and downtown Sarasota, this is a prime location for island living. If you are looking for your own piece of paradise, and a property that is truly unique, set up a private tour today!

3 Beds ⋅ 2 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Now is your opportunity to own this waterfront tropical oasis on Siesta Key in the highly sought after exclusive community of Hidden Harbor. Comprised of just 36 homes, Hidden Harbor located on the North end of Siesta Key, is one of the most unique developments in Sarasota with its tropical landscaping reminiscent of old Florida. Most known for its waterfront lots and brick paver streets shaded by a magnificent canopy of lush greenery. This home has been beautifully reimagined to showcase its contemporary design and is situated on over half acre lot enjoying 119’ of deep-water canal front, making this a boater’s dream. The dock spans almost 40 feet and features a 10,000lb boat lift (installed in 2020) and has both electric and water supplies. No bridges to obstruct your journey out to Roberts Bay, which is just a turn of a corner away. The home features a new metal roof (2023), 4 new HVAC units that includes a garage unit (2024), and new hurricane impact sliders and windows (2021). On the inside you will find a floor plan that is flooded with natural light thanks to large sliders and tall architectural style windows that truly bring the Florida landscape inside. The first floor has all new luxury flooring and woodwork, including new solid core doors. The kitchen was recently renovated with European style cabinetry, stone counters, and a luxury Fisher & Paykel appliance package including range hood and induction cooktop. The two light-filled bedrooms on the East side of the home both feature access to outdoor spaces and walk-in closets. The shared bathroom, which also acts as a pool bath with its door to the outside, was renovated with a new seamless glass shower, European style vanity with LED mirror, and all new fixtures and hardware. Throughout the home, you will find restored original fixtures keeping with the home’s integrity. The primary suite dominates the second floor with a loft area, a light filled bedroom that enjoys the cross breeze when both walls of sliding windows are open, and a custom installed closet. There is an updated en-suite bathroom with another seamless glass shower and floating vanity with new upgraded fixtures. Outside the yard is truly a Florida paradise with fire pit area, stunning tropical landscaping with professionally installed low voltage lighting system, pest control misting system, and an impressive heated pool that was resurfaced and upgraded with a travertine deck. This property offers extreme privacy, architectural character and significance, and water views, all within one of the most unique neighborhoods on Siesta Key. The Hidden Harbor canal offers deep water for your boat or sailboat. Enjoy true island life, whether you find yourself relaxing by your pool, boating, fishing, kayaking, and even paddle-boarding all from your property. There is a natural seawall of mangroves, and the riprap was installed by the reputable Duncan Seawall. The world-famous Siesta Key Beach is just a short 1.5-mile bike ride, golf cart ride, or leisurely walk away. Enjoy local restaurants, boutiques, and live music at the island's lively Siesta Village. Close to the mainland and downtown Sarasota, this is a prime location for island living. If you are looking for your own piece of paradise, and a property that is truly unique, set up a private tour today!

5303 Hidden Harbor Road, Sarasota

$949,000

Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddle boarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.

3 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code

Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddle boarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.

1350 Siesta Bayside Drive Unit 1350B, Sarasota

$1,700,000

If you’ve been searching for a fully renovated waterfront beach home on Siesta Key where everything has already been done for you, this is it. This beautifully updated 3-story coastal contemporary offers 4 bedrooms, 3 full baths, and 2,822 square feet of light-filled living space on a saltwater canal with quick access to the Intracoastal Waterway. From the updated composite dock and lift to the refreshed pool, pool deck, hurricane rated windows and doors, HVAC system, mosquito misting system, composite front and rear decking, turf, kitchen, baths, flooring, paint, and finishes — nearly every major component has been thoughtfully upgraded, giving you the rare opportunity to simply move in and enjoy without the surprise costs and renovation timelines that often come with island properties. For the boating enthusiast, the location is ideal: step out your back door, hop on your boat, and reach the Intracoastal in minutes with no marina fees and no hassle. Spend your mornings fishing, your afternoons at a waterfront restaurant, and your evenings cruising at sunset — all from your own private dock. For the seasonal owner, the home’s higher elevation and minimal storm impact history offer peace of mind, while the updated systems reduce maintenance concerns and make lock-and-leave ownership simple. Investors will appreciate the absence of HOA restrictions and the flexibility of one-month minimum rentals, opening the door to strong seasonal income potential in a market consistently ranked among Florida’s most desirable beach destinations. Large, fully-fenced, updated canal-front homes with boating access remain in limited supply, supporting both rental demand and long-term appreciation. Full-time residents will love the space and versatility of three levels, ideal for hosting guests or creating private retreats for family, the oversized driveway in addition to the garage, and the balance of privacy and proximity to everything Siesta Key offers. Inside, the home blends modern design with coastal warmth, featuring stainless steel appliances, solid stone countertops, large plank natural-tone wood flooring, oversized grey tile on the lower level, and a soft neutral palette that enhances natural light throughout. Open living spaces flow seamlessly to the outdoors, creating the perfect environment for entertaining or relaxed island living. The updated pool area feels like a private resort, surrounded by refreshed decking and low-maintenance turf, while expansive composite decks on both the front and rear of the home provide multiple spaces to gather, dine, and unwind. Bike to Siesta Key Village, reach the world-famous white sand beach in minutes, or cruise from your own dock whenever the mood strikes. Priced to sell and positioned as one of the best values for a fully updated canal-front home on Siesta Key, this property delivers lifestyle, flexibility, income potential, and long-term upside in one compelling coastal package.

4 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

If you’ve been searching for a fully renovated waterfront beach home on Siesta Key where everything has already been done for you, this is it. This beautifully updated 3-story coastal contemporary offers 4 bedrooms, 3 full baths, and 2,822 square feet of light-filled living space on a saltwater canal with quick access to the Intracoastal Waterway. From the updated composite dock and lift to the refreshed pool, pool deck, hurricane rated windows and doors, HVAC system, mosquito misting system, composite front and rear decking, turf, kitchen, baths, flooring, paint, and finishes — nearly every major component has been thoughtfully upgraded, giving you the rare opportunity to simply move in and enjoy without the surprise costs and renovation timelines that often come with island properties. For the boating enthusiast, the location is ideal: step out your back door, hop on your boat, and reach the Intracoastal in minutes with no marina fees and no hassle. Spend your mornings fishing, your afternoons at a waterfront restaurant, and your evenings cruising at sunset — all from your own private dock. For the seasonal owner, the home’s higher elevation and minimal storm impact history offer peace of mind, while the updated systems reduce maintenance concerns and make lock-and-leave ownership simple. Investors will appreciate the absence of HOA restrictions and the flexibility of one-month minimum rentals, opening the door to strong seasonal income potential in a market consistently ranked among Florida’s most desirable beach destinations. Large, fully-fenced, updated canal-front homes with boating access remain in limited supply, supporting both rental demand and long-term appreciation. Full-time residents will love the space and versatility of three levels, ideal for hosting guests or creating private retreats for family, the oversized driveway in addition to the garage, and the balance of privacy and proximity to everything Siesta Key offers. Inside, the home blends modern design with coastal warmth, featuring stainless steel appliances, solid stone countertops, large plank natural-tone wood flooring, oversized grey tile on the lower level, and a soft neutral palette that enhances natural light throughout. Open living spaces flow seamlessly to the outdoors, creating the perfect environment for entertaining or relaxed island living. The updated pool area feels like a private resort, surrounded by refreshed decking and low-maintenance turf, while expansive composite decks on both the front and rear of the home provide multiple spaces to gather, dine, and unwind. Bike to Siesta Key Village, reach the world-famous white sand beach in minutes, or cruise from your own dock whenever the mood strikes. Priced to sell and positioned as one of the best values for a fully updated canal-front home on Siesta Key, this property delivers lifestyle, flexibility, income potential, and long-term upside in one compelling coastal package.

5119 Oxford Drive, Sarasota

$2,995,000

Under contract-accepting backup offers. New price! Beautifully private, this exceptional Siesta Key residence delivers the lifestyle discerning island buyers seek. Ideally near the aqua Gulf waters and powdery white sands of Crescent Beach, and moments from the peaceful shoreline of Turtle Beach, this remarkable coastal retreat spans approximately 230 feet of protected boating water and is tucked at the end of a quiet, tree-lined street, offering rare privacy and a sense of peaceful seclusion seldom found on the island. This two-story home offers flexible living with three to four bedrooms, six and a half baths, an office or den, and thoughtfully designed indoor-outdoor areas that define relaxed island luxury. A gracious arrival sets the tone as antique wood-and-glass double-entry doors open to a light-filled foyer and formal living room, anchored by a custom electric fireplace and framed by soaring windows. Natural light pours in, highlighting architectural details and creating an immediate sense of warmth and understated sophistication. The heart of the home is a magnificent kitchen designed for entertaining and everyday living, featuring a generous central island that flows seamlessly into the inviting family room with a wood-burning fireplace. Walls of glass throughout dissolve the boundary between indoors and out, creating a seamless connection to the lush, private surroundings. The main level includes a private guest en-suite with direct lanai access, along with a unique screened atrium, an inviting space for alfresco dining, sunning, or quiet relaxation. An adjacent flex room easily serves as an office, studio, or additional guest suite, offering versatility for today’s evolving lifestyles. Upstairs, a graceful, curved staircase leads to another en-suite bedroom, a full bath adjacent to the office or flex space, and an owner’s retreat. The primary suite is a sanctuary, complete with separate spa-inspired baths, expansive walk-in closets, and a private sunset terrace overlooking the pool and tranquil canal waters, an ideal setting to unwind at the end of the day. Outdoors, the property transforms into a private waterfront oasis. The lushly landscaped pool area features cascading fountains, while boating enthusiasts will appreciate 230 feet of seawall, a private dock, a 7,000-pound boatlift, a kayak lift, and a separate fishing pier, all on deep, protected water with quick access to Sarasota Bay and the Intracoastal Waterway. Notably, the property experienced no damage or flooding during the 2024 storms, according to the owners, offering valuable peace of mind alongside its exceptional setting. Enjoy effortless access to the beach, nearby restaurants and shops, and free island trolley. When you’re ready to venture beyond the island, downtown Sarasota is just minutes away over the south bridge, offering world-class dining, arts and culture, including The Ringling, Van Wezel Performing Arts Hall, St. Armands Circle, and the vibrant Sarasota Farmers Market. This is a rare opportunity to own a storm-resilient waterfront retreat that seamlessly blends privacy, boating access, accessibility, and timeless coastal elegance, the best of Siesta Key living.

4 Beds ⋅ 7 Baths ⋅ Princes Gate SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. New price! Beautifully private, this exceptional Siesta Key residence delivers the lifestyle discerning island buyers seek. Ideally near the aqua Gulf waters and powdery white sands of Crescent Beach, and moments from the peaceful shoreline of Turtle Beach, this remarkable coastal retreat spans approximately 230 feet of protected boating water and is tucked at the end of a quiet, tree-lined street, offering rare privacy and a sense of peaceful seclusion seldom found on the island. This two-story home offers flexible living with three to four bedrooms, six and a half baths, an office or den, and thoughtfully designed indoor-outdoor areas that define relaxed island luxury. A gracious arrival sets the tone as antique wood-and-glass double-entry doors open to a light-filled foyer and formal living room, anchored by a custom electric fireplace and framed by soaring windows. Natural light pours in, highlighting architectural details and creating an immediate sense of warmth and understated sophistication. The heart of the home is a magnificent kitchen designed for entertaining and everyday living, featuring a generous central island that flows seamlessly into the inviting family room with a wood-burning fireplace. Walls of glass throughout dissolve the boundary between indoors and out, creating a seamless connection to the lush, private surroundings. The main level includes a private guest en-suite with direct lanai access, along with a unique screened atrium, an inviting space for alfresco dining, sunning, or quiet relaxation. An adjacent flex room easily serves as an office, studio, or additional guest suite, offering versatility for today’s evolving lifestyles. Upstairs, a graceful, curved staircase leads to another en-suite bedroom, a full bath adjacent to the office or flex space, and an owner’s retreat. The primary suite is a sanctuary, complete with separate spa-inspired baths, expansive walk-in closets, and a private sunset terrace overlooking the pool and tranquil canal waters, an ideal setting to unwind at the end of the day. Outdoors, the property transforms into a private waterfront oasis. The lushly landscaped pool area features cascading fountains, while boating enthusiasts will appreciate 230 feet of seawall, a private dock, a 7,000-pound boatlift, a kayak lift, and a separate fishing pier, all on deep, protected water with quick access to Sarasota Bay and the Intracoastal Waterway. Notably, the property experienced no damage or flooding during the 2024 storms, according to the owners, offering valuable peace of mind alongside its exceptional setting. Enjoy effortless access to the beach, nearby restaurants and shops, and free island trolley. When you’re ready to venture beyond the island, downtown Sarasota is just minutes away over the south bridge, offering world-class dining, arts and culture, including The Ringling, Van Wezel Performing Arts Hall, St. Armands Circle, and the vibrant Sarasota Farmers Market. This is a rare opportunity to own a storm-resilient waterfront retreat that seamlessly blends privacy, boating access, accessibility, and timeless coastal elegance, the best of Siesta Key living.

6934 Belgrave Drive, Siesta Key

$15,500,000

Under contract-accepting backup offers. Experience private beachfront coastal luxury at this one-of-one Siesta Key home, thoughtfully curated for comfort, style, and entertainment - by Pham Development. Perfectly positioned off the Gulf, with gorgeous ocean views throughout the rooms - you can watch a world-class sunset view from your master bedroom. Spanning over 6,468 square feet under air and 9,080 total square feet, this exquisite residence captures the essence of resort-style waterfront living on more than half an acre of pristine Gulf-front land. Be at ease with a surrounding elevated riprap shoreline and the imported rocks, offering both protection and privacy. Pull into the property through the gated entry, with a paved driveway for ample parking. The ground level offers a 3-car garage, spacious private fitness studio with AC, large flex space/storage room, and huge game room that leads out to the truly special backyard - with premium turf, silica sand and a putting area. Host a sunset dinner with the full outdoor kitchen, including a freezer, wet bar, beverage center, ice machine, and 6-burner grill. Have a drink while sitting in the pool facing the ocean, relax in the champagne spa hot tub, or tan on the sun shelf. Put your toes in the sand area of the backyard, or take the paver steps down to the private beach and swim in the ocean - the ultimate paradise. Wake up to the panoramic views of the Gulf of America and Sarasota Bay, that create a daily masterpiece of color and light, and have a coffee on the master bedroom's private balcony. With 6 bedrooms, 5 full bathrooms, and 2 half baths, you can host more family and guests - along with the second living room/media room. All of the bedrooms have custom built-in closets, and the spacious ocean-view master bathroom leads to two spacious walk-in closets. The home features high-ceilings, beautiful hardwood flooring throughout, and cypress beams. The living and dining room area have a fireplace, and the open-floor plan leads out to another large balcony overlooking the ocean. Enjoy the gourmet custom kitchen with Thermador gas appliances, a walk-in pantry, and an extra large quartz island with seating. An elevator connects the 3-level home through the grand living spaces that flow seamlessly toward the water, blending indoor sophistication with the beauty of the coast. The lush tropical landscaping evokes the serenity of a private resort. Located just minutes from Siesta Beach, the Village, and the North Siesta Bridge, this rare coastal jewel offers the ultimate combination of elegance, exclusivity, and Gulf-front tranquility—a move-in ready residence truly without equal on Siesta Key.

6 Beds ⋅ 8 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Experience private beachfront coastal luxury at this one-of-one Siesta Key home, thoughtfully curated for comfort, style, and entertainment - by Pham Development. Perfectly positioned off the Gulf, with gorgeous ocean views throughout the rooms - you can watch a world-class sunset view from your master bedroom. Spanning over 6,468 square feet under air and 9,080 total square feet, this exquisite residence captures the essence of resort-style waterfront living on more than half an acre of pristine Gulf-front land. Be at ease with a surrounding elevated riprap shoreline and the imported rocks, offering both protection and privacy. Pull into the property through the gated entry, with a paved driveway for ample parking. The ground level offers a 3-car garage, spacious private fitness studio with AC, large flex space/storage room, and huge game room that leads out to the truly special backyard - with premium turf, silica sand and a putting area. Host a sunset dinner with the full outdoor kitchen, including a freezer, wet bar, beverage center, ice machine, and 6-burner grill. Have a drink while sitting in the pool facing the ocean, relax in the champagne spa hot tub, or tan on the sun shelf. Put your toes in the sand area of the backyard, or take the paver steps down to the private beach and swim in the ocean - the ultimate paradise. Wake up to the panoramic views of the Gulf of America and Sarasota Bay, that create a daily masterpiece of color and light, and have a coffee on the master bedroom's private balcony. With 6 bedrooms, 5 full bathrooms, and 2 half baths, you can host more family and guests - along with the second living room/media room. All of the bedrooms have custom built-in closets, and the spacious ocean-view master bathroom leads to two spacious walk-in closets. The home features high-ceilings, beautiful hardwood flooring throughout, and cypress beams. The living and dining room area have a fireplace, and the open-floor plan leads out to another large balcony overlooking the ocean. Enjoy the gourmet custom kitchen with Thermador gas appliances, a walk-in pantry, and an extra large quartz island with seating. An elevator connects the 3-level home through the grand living spaces that flow seamlessly toward the water, blending indoor sophistication with the beauty of the coast. The lush tropical landscaping evokes the serenity of a private resort. Located just minutes from Siesta Beach, the Village, and the North Siesta Bridge, this rare coastal jewel offers the ultimate combination of elegance, exclusivity, and Gulf-front tranquility—a move-in ready residence truly without equal on Siesta Key.

4046 Higel Avenue, Sarasota

$3,350,000

Discover Unrivaled Coastal Elegance Steps from Siesta Key Beach! This rare gem features two meticulously remodeled canal-front homes with stunning partial views of the bay, perfectly situated in a prestigious neighborhood. The main residence boasts a contemporary design with open and spacious layouts, highlighted by soaring 24 ft ceilings adorned with stylish gray wooden accent beams. Culinary enthusiasts will be captivated by the gourmet kitchen, featuring custom-made wood cabinets complemented by exquisite Carrara Quartz countertops. Equipped with top-of-the-line appliances, including a new stainless Thermador refrigerator, Bosch dishwasher, and an impressive center island with a bar area, it truly caters to the most discerning chefs. Zoned RMF2 while located in a single-family neighborhood, this property allows for daily Airbnb rentals, making it an excellent investment opportunity. A private, charming guest cottage serves as an ideal retreat or rental for additional cash flow. Recent upgrades include new Window World Hurricane-rated windows, French doors, and a newly installed seawall (2025), ensuring your investment remains safe and secure. The main house spans 3,005 sq ft, featuring three bedrooms and 2.5 baths adorned with luxurious Panaria marble and 24x48 tile flooring. Bathrooms boast contemporary Miseno vanities and premium Grohe and Hansgrohe fixtures. The decadent master suite invites relaxation with a rain cap shower and a sumptuous soaking tub. Both homes are equipped with new Rheem A/C units, while the property’s outdoor oasis features a large screened lanai overlooking the canal and bay. Dive into the newly resurfaced pool with a stunning stone waterfall or enjoy the expansive outdoor space, surrounded by tropical landscaping. The cozy guest cottage, covering 1,700 sq ft, includes three bedrooms and two full baths, showcasing beach-washed ceramic tile flooring, white wood Shaker cabinets, and modern KitchenAid and Bosch appliances. The new dock provides easy access to pristine boating waters with no bridges obstructing your path to the bay. Siesta Key is a haven for music lovers and foodies alike, while Sarasota delights with its vibrant art scene, ballet performances, the Asolo Performing Arts Center, the Ringling Art Museum, and world-class shopping. Relax with your favorite beverage on the rear patio, shaded by a majestic live oak, or grab your fishing rod, bathing suit, and water toys to fully embrace the Siesta Salt Life. Act fast! This exquisite property offers a luxurious lifestyle and lucrative potential in one of Florida’s most sought-after destinations!

Siesta SubDv. ⋅ 34242 Zip Code

Discover Unrivaled Coastal Elegance Steps from Siesta Key Beach! This rare gem features two meticulously remodeled canal-front homes with stunning partial views of the bay, perfectly situated in a prestigious neighborhood. The main residence boasts a contemporary design with open and spacious layouts, highlighted by soaring 24 ft ceilings adorned with stylish gray wooden accent beams. Culinary enthusiasts will be captivated by the gourmet kitchen, featuring custom-made wood cabinets complemented by exquisite Carrara Quartz countertops. Equipped with top-of-the-line appliances, including a new stainless Thermador refrigerator, Bosch dishwasher, and an impressive center island with a bar area, it truly caters to the most discerning chefs. Zoned RMF2 while located in a single-family neighborhood, this property allows for daily Airbnb rentals, making it an excellent investment opportunity. A private, charming guest cottage serves as an ideal retreat or rental for additional cash flow. Recent upgrades include new Window World Hurricane-rated windows, French doors, and a newly installed seawall (2025), ensuring your investment remains safe and secure. The main house spans 3,005 sq ft, featuring three bedrooms and 2.5 baths adorned with luxurious Panaria marble and 24x48 tile flooring. Bathrooms boast contemporary Miseno vanities and premium Grohe and Hansgrohe fixtures. The decadent master suite invites relaxation with a rain cap shower and a sumptuous soaking tub. Both homes are equipped with new Rheem A/C units, while the property’s outdoor oasis features a large screened lanai overlooking the canal and bay. Dive into the newly resurfaced pool with a stunning stone waterfall or enjoy the expansive outdoor space, surrounded by tropical landscaping. The cozy guest cottage, covering 1,700 sq ft, includes three bedrooms and two full baths, showcasing beach-washed ceramic tile flooring, white wood Shaker cabinets, and modern KitchenAid and Bosch appliances. The new dock provides easy access to pristine boating waters with no bridges obstructing your path to the bay. Siesta Key is a haven for music lovers and foodies alike, while Sarasota delights with its vibrant art scene, ballet performances, the Asolo Performing Arts Center, the Ringling Art Museum, and world-class shopping. Relax with your favorite beverage on the rear patio, shaded by a majestic live oak, or grab your fishing rod, bathing suit, and water toys to fully embrace the Siesta Salt Life. Act fast! This exquisite property offers a luxurious lifestyle and lucrative potential in one of Florida’s most sought-after destinations!

1240 Solitude Lane, Sarasota

$1,500,000

Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai. The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more. Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property. While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty.

2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code

Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai. The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more. Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property. While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty.

6146 Midnight Pass Road Unit 12S, Sarasota

$1,799,000

Welcome to a premier Siesta Key Beach condo that delivers the ultimate combination of luxury coastal living and high-performing rental income potential. This beautifully updated 3-bedroom, 2-bath condominium is professionally managed through an established onsite program, offering owners a seamless, turnkey experience with the ability to enjoy the home personally while also participating in a proven, income-producing rental program. Located directly on world-famous Siesta Key Beach, consistently ranked among the top beaches in Florida, the U.S., and the world, this property benefits from strong year-round demand for high-end vacation rentals. Whether you’re looking for a beachfront vacation home, a short-term rental investment, or the ideal blend of both, this residence is positioned to deliver outstanding lifestyle value and long-term upside. The current owner has successfully utilized the rental program while still enjoying substantial personal use, making this an exceptional opportunity for buyers seeking a condo with documented rental history and the flexibility to reserve premium seasonal time for themselves. Inside, the condo features a bright, open layout with spacious living areas and finishes that appeal to both owners and guests. Enjoy partial Gulf of Mexico views and Siesta Key Beach scenery from the primary suite, living room, and private lanai—capturing the coastal lifestyle today’s vacation renters are looking for. Owners and guests enjoy access to desirable resort-style amenities, including a sparkling pool, fitness center, concierge services, and professional onsite management. With unbeatable beach access, nearby attractions, and a consistent track record of rental demand, this is one of the most compelling income-producing condos on Siesta Key. Schedule your private showing today and discover the value of owning a luxury Siesta Key vacation rental property.

3 Beds ⋅ 2 Baths ⋅ Siesta Key Beach Residences Ii SubDv. ⋅ 34242 Zip Code

Welcome to a premier Siesta Key Beach condo that delivers the ultimate combination of luxury coastal living and high-performing rental income potential. This beautifully updated 3-bedroom, 2-bath condominium is professionally managed through an established onsite program, offering owners a seamless, turnkey experience with the ability to enjoy the home personally while also participating in a proven, income-producing rental program. Located directly on world-famous Siesta Key Beach, consistently ranked among the top beaches in Florida, the U.S., and the world, this property benefits from strong year-round demand for high-end vacation rentals. Whether you’re looking for a beachfront vacation home, a short-term rental investment, or the ideal blend of both, this residence is positioned to deliver outstanding lifestyle value and long-term upside. The current owner has successfully utilized the rental program while still enjoying substantial personal use, making this an exceptional opportunity for buyers seeking a condo with documented rental history and the flexibility to reserve premium seasonal time for themselves. Inside, the condo features a bright, open layout with spacious living areas and finishes that appeal to both owners and guests. Enjoy partial Gulf of Mexico views and Siesta Key Beach scenery from the primary suite, living room, and private lanai—capturing the coastal lifestyle today’s vacation renters are looking for. Owners and guests enjoy access to desirable resort-style amenities, including a sparkling pool, fitness center, concierge services, and professional onsite management. With unbeatable beach access, nearby attractions, and a consistent track record of rental demand, this is one of the most compelling income-producing condos on Siesta Key. Schedule your private showing today and discover the value of owning a luxury Siesta Key vacation rental property.

915 Seaside Drive Unit 412, Sarasota

$3,800,000

Pre-Construction. To be built. Brought to you by Noah Thomas Builders in a prime Siesta Key location. This contemporary coastal new construction at 5531 Calle del Verano showcases modern luxury paired with timeless island design—just ONE BLOCK from the powdery quartz sands of Siesta Key Beach, consistently ranked among the best beaches in the world. Thoughtfully engineered and built to FEMA’s latest standards, this residence offers peace of mind alongside elevated coastal living. Spanning approximately 3,200 square feet and features an open-concept layout, high ceilings, and refined finishes throughout. Designed for both comfort and entertaining, the chef’s kitchen is outfitted with quartz countertops, premium appliances, and an oversized island, flowing seamlessly into expansive living and dining spaces. The private primary suite serves as a serene retreat with a spa-inspired bath and generous walk-in closets. Built for coastal durability, the home includes hurricane-rated windows and doors, resilient construction, and modern systems designed to withstand Florida’s coastal environment. Step outside to your private pool and spa, creating a resort-style oasis perfect for relaxing after a beach day or hosting gatherings under the sun and stars. Additional features include a private elevator and gas generator enhancing both convenience and piece of mind. The rooftop deck is a standout feature—an elevated sanctuary offering the ultimate island experience. Designed for sunsets, sea breezes, and unforgettable entertaining, this space provides a unique vantage point to enjoy Siesta Key’s natural beauty. Siesta Key offers a rare blend of natural beauty and everyday convenience. Enjoy morning walks to the beach, afternoons on the water, and evenings dining or strolling through Siesta Village, home to renowned restaurants, boutiques, and live music. With its turquoise waters, unforgettable sunsets, and year-round outdoor lifestyle, Siesta Key remains one of Sarasota’s most sought-after destinations for both full-time residents and second-home owners. This quiet north-end location provides added privacy while still offering easy access to downtown Sarasota, arts and culture, and mainland amenities—delivering the perfect balance of island serenity and modern convenience. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

4 Beds ⋅ 5 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. Brought to you by Noah Thomas Builders in a prime Siesta Key location. This contemporary coastal new construction at 5531 Calle del Verano showcases modern luxury paired with timeless island design—just ONE BLOCK from the powdery quartz sands of Siesta Key Beach, consistently ranked among the best beaches in the world. Thoughtfully engineered and built to FEMA’s latest standards, this residence offers peace of mind alongside elevated coastal living. Spanning approximately 3,200 square feet and features an open-concept layout, high ceilings, and refined finishes throughout. Designed for both comfort and entertaining, the chef’s kitchen is outfitted with quartz countertops, premium appliances, and an oversized island, flowing seamlessly into expansive living and dining spaces. The private primary suite serves as a serene retreat with a spa-inspired bath and generous walk-in closets. Built for coastal durability, the home includes hurricane-rated windows and doors, resilient construction, and modern systems designed to withstand Florida’s coastal environment. Step outside to your private pool and spa, creating a resort-style oasis perfect for relaxing after a beach day or hosting gatherings under the sun and stars. Additional features include a private elevator and gas generator enhancing both convenience and piece of mind. The rooftop deck is a standout feature—an elevated sanctuary offering the ultimate island experience. Designed for sunsets, sea breezes, and unforgettable entertaining, this space provides a unique vantage point to enjoy Siesta Key’s natural beauty. Siesta Key offers a rare blend of natural beauty and everyday convenience. Enjoy morning walks to the beach, afternoons on the water, and evenings dining or strolling through Siesta Village, home to renowned restaurants, boutiques, and live music. With its turquoise waters, unforgettable sunsets, and year-round outdoor lifestyle, Siesta Key remains one of Sarasota’s most sought-after destinations for both full-time residents and second-home owners. This quiet north-end location provides added privacy while still offering easy access to downtown Sarasota, arts and culture, and mainland amenities—delivering the perfect balance of island serenity and modern convenience. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

5531 Calle Del Verano, Sarasota

$115,000

Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 4-7), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s #1 beach. For buyers searching for Siesta Key real estate, fractional ownership opportunities, or a luxury Gulf-front condo for sale, this offering stands out as truly exceptional. Step into an expansive residence that radiates comfort and coastal charm. The unit has been beautifully refreshed with more than $150,000 in designer furniture and high-end furnishings, giving the home an elevated, stylish, and welcoming atmosphere. The spacious floor plan includes a primary suite, a secondary suite, and a generous guest bedroom—making it ideal for extended stays and visiting guests. The gourmet kitchen features premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtfully curated accessories that enhance the home’s luxury coastal feel. As an owner, you’ll enjoy signature Hyatt Vacation Club amenities, including full-service beach and concierge support, assistance with local activities, continental breakfast, valet parking, and 24-hour security. Every detail is designed to deliver an effortless blend of private ownership and resort-style living on Siesta Key. Claim your piece of paradise—four uninterrupted winter weeks in a spacious Gulf-front residence—and enjoy the benefits of fractional ownership at a fraction of the cost of full ownership. If you're searching for the perfect Siesta Key beachfront property, this rare four-week package offers unmatched value, flexibility, and lifestyle.

3 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code

Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 4-7), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s #1 beach. For buyers searching for Siesta Key real estate, fractional ownership opportunities, or a luxury Gulf-front condo for sale, this offering stands out as truly exceptional. Step into an expansive residence that radiates comfort and coastal charm. The unit has been beautifully refreshed with more than $150,000 in designer furniture and high-end furnishings, giving the home an elevated, stylish, and welcoming atmosphere. The spacious floor plan includes a primary suite, a secondary suite, and a generous guest bedroom—making it ideal for extended stays and visiting guests. The gourmet kitchen features premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtfully curated accessories that enhance the home’s luxury coastal feel. As an owner, you’ll enjoy signature Hyatt Vacation Club amenities, including full-service beach and concierge support, assistance with local activities, continental breakfast, valet parking, and 24-hour security. Every detail is designed to deliver an effortless blend of private ownership and resort-style living on Siesta Key. Claim your piece of paradise—four uninterrupted winter weeks in a spacious Gulf-front residence—and enjoy the benefits of fractional ownership at a fraction of the cost of full ownership. If you're searching for the perfect Siesta Key beachfront property, this rare four-week package offers unmatched value, flexibility, and lifestyle.

915 Seaside Drive Unit 410, Weeks 4-7, Sarasota

$2,000,000

Live the Siesta Key lifestyle at its best in this exceptional, elevated waterfront residence, positioned just one block from Siesta Village and only three blocks to Sunset Pier and world-famous white quartz sands and aqua waters of Siesta Beach. Whether you’re seeking a primary residence, vacation retreat or potential income-producing investment, this home offers the location, boating access and peace of mind today’s buyers value most. Custom-designed and built by the engineer-owner, this striking Key West–inspired, three-story home offers approximately 4,210 square feet of air-conditioned living space, thoughtfully engineered for energy efficiency, durability and low maintenance. The main living level begins at approximately 19 feet above base flood elevation, a significant advantage that helps reduce flood risk and insurance costs. Built in compliance with FEMA and Florida building codes, the home earned Florida Power & Light’s Build Smart designation, verified to be 40% more energy-efficient than required by Florida energy standards. Designed for everyday living and entertaining, the expansive open-concept main level features soaring tray ceilings, glass block accents, porcelain tile with marble inlays and abundant natural light. The chef’s kitchen offers extensive custom cabinetry, abundant quartz countertop workspace, an oversized island and stainless-steel appliances, seamlessly flowing into an expansive formal dining room ideal for hosting family and friends. The home offers five bedrooms and five baths, including a spacious owner’s suite with vaulted ceilings, spa-style bath and an oversized bonus room opening to multiple balconies with tranquil water views. A large recreation room, workshop, and generous storage add flexibility for full-time living or guest accommodations. Additional features include impact windows, wind-rated low-maintenance exterior siding, zoned HVAC with UV filtration, central vacuum, oversized four-car garage, additional driveway parking and landscaped, maintenance-free grounds. Outdoor living is a highlight, featuring a saltwater pool with titanium heat pump and hydraulic cover, expansive paver deck, outdoor kitchen with a seven-foot stainless steel grill, wet bar, pergola, gazebo and ambient LED lighting, ideal for relaxed island entertaining. Boaters will appreciate the canal-front setting with a 7,000-pound boat lift, providing easy access to Sarasota Bay and downtown by water. From morning experiences along the shoreline to breathtaking sunsets over the Gulf, every day on Siesta Key feels like a vacation. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including the Ringling Museum, Van Wezel Performing Arts Hall, St. Armands Circle and ever-popular Sarasota Farmers Market. Offering exceptional value as one of the lowest price-per-square-foot elevated waterfront homes on Siesta Key, this residence combines location, construction quality, efficiency and lifestyle, an outstanding opportunity to own in the heart of Siesta Key.

5 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Live the Siesta Key lifestyle at its best in this exceptional, elevated waterfront residence, positioned just one block from Siesta Village and only three blocks to Sunset Pier and world-famous white quartz sands and aqua waters of Siesta Beach. Whether you’re seeking a primary residence, vacation retreat or potential income-producing investment, this home offers the location, boating access and peace of mind today’s buyers value most. Custom-designed and built by the engineer-owner, this striking Key West–inspired, three-story home offers approximately 4,210 square feet of air-conditioned living space, thoughtfully engineered for energy efficiency, durability and low maintenance. The main living level begins at approximately 19 feet above base flood elevation, a significant advantage that helps reduce flood risk and insurance costs. Built in compliance with FEMA and Florida building codes, the home earned Florida Power & Light’s Build Smart designation, verified to be 40% more energy-efficient than required by Florida energy standards. Designed for everyday living and entertaining, the expansive open-concept main level features soaring tray ceilings, glass block accents, porcelain tile with marble inlays and abundant natural light. The chef’s kitchen offers extensive custom cabinetry, abundant quartz countertop workspace, an oversized island and stainless-steel appliances, seamlessly flowing into an expansive formal dining room ideal for hosting family and friends. The home offers five bedrooms and five baths, including a spacious owner’s suite with vaulted ceilings, spa-style bath and an oversized bonus room opening to multiple balconies with tranquil water views. A large recreation room, workshop, and generous storage add flexibility for full-time living or guest accommodations. Additional features include impact windows, wind-rated low-maintenance exterior siding, zoned HVAC with UV filtration, central vacuum, oversized four-car garage, additional driveway parking and landscaped, maintenance-free grounds. Outdoor living is a highlight, featuring a saltwater pool with titanium heat pump and hydraulic cover, expansive paver deck, outdoor kitchen with a seven-foot stainless steel grill, wet bar, pergola, gazebo and ambient LED lighting, ideal for relaxed island entertaining. Boaters will appreciate the canal-front setting with a 7,000-pound boat lift, providing easy access to Sarasota Bay and downtown by water. From morning experiences along the shoreline to breathtaking sunsets over the Gulf, every day on Siesta Key feels like a vacation. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including the Ringling Museum, Van Wezel Performing Arts Hall, St. Armands Circle and ever-popular Sarasota Farmers Market. Offering exceptional value as one of the lowest price-per-square-foot elevated waterfront homes on Siesta Key, this residence combines location, construction quality, efficiency and lifestyle, an outstanding opportunity to own in the heart of Siesta Key.

605 Avenida De Mayo, Sarasota

$800,000

If you're seeking a spacious condo on Siesta Key with incredible gulf front views, look no further. This exceptional residence is located in Sandy Cove, a hidden gem of Siesta Key and a distinguished mid-century modern development designed by locally renowned architect Frank Folsom Smith. Ideally situated close to Siesta Key Village—just a short walk away—the community features its own private beach and fishing pier. This 2-bedroom, 2-bathroom residence offers a unique and thoughtfully designed floor plan. Upon arrival, you're greeted by a charming garden courtyard that offers a glimpse into the home through floor-to-ceiling glass. Step inside this beautifully preserved period residence and prepare to be captivated by soaring vaulted ceilings and breathtaking gulf front views. The home also includes an additional seating area and a front patio, perfect for savoring some of Siesta Key's most spectacular vistas. A rare and highly coveted feature: the residence comes with a 1-car garage—a true amenity in this sought-after community

2 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code

If you're seeking a spacious condo on Siesta Key with incredible gulf front views, look no further. This exceptional residence is located in Sandy Cove, a hidden gem of Siesta Key and a distinguished mid-century modern development designed by locally renowned architect Frank Folsom Smith. Ideally situated close to Siesta Key Village—just a short walk away—the community features its own private beach and fishing pier. This 2-bedroom, 2-bathroom residence offers a unique and thoughtfully designed floor plan. Upon arrival, you're greeted by a charming garden courtyard that offers a glimpse into the home through floor-to-ceiling glass. Step inside this beautifully preserved period residence and prepare to be captivated by soaring vaulted ceilings and breathtaking gulf front views. The home also includes an additional seating area and a front patio, perfect for savoring some of Siesta Key's most spectacular vistas. A rare and highly coveted feature: the residence comes with a 1-car garage—a true amenity in this sought-after community

37 Sandy Cove Road Unit 3B, Sarasota

$12,900,000

Discover a rare opportunity to enjoy pristine Gulf views, aquamarine waters, and a deep-water dock on the very North end of Siesta Key, just minutes to downtown Sarasota. One of Siesta Key’s most stunning and secluded waterfront sites — a residence offering a rare combination of historic significance, panoramic views of Big Pass, and exceptional structural integrity. Located approximately 200 feet south of civic leader Henry Higel’s early 20th-century Higelhurst Hotel, the pioneering developer’s beloved coastal breezes still beckon family and friends to enjoy swimming, water sports, boating, fishing, shoreline picnics, and direct, no-bridge access to the sparkling Gulf. Multiple covered porches and expansive windows provide front-row views of vivid sunsets and frolicking dolphins. Named for its pineapple stair finials symbolizing welcome, the Pineapple House was built in 2008 with an engineer-homeowner’s meticulous eye for detail. Constructed on pilings and grade beams, the home is set on a 31,293-square-foot lot and encompasses 6,596 square feet under air, with more than 13,000 total square feet. Designed by Diane Weinman with a refined Boca Grande aesthetic and built by ML Collingwood, the dwelling projects enduring quality, thoughtful engineering, and elevated coastal living. Enter through the impressive double doors to a sensual treat of symmetry and light. Main-level windows crowned with transoms frame views of the tropical blue sky. Walnut engineered flooring, Jerusalem stone, eight-foot doors, custom millwork, and generous closets enhance both functionality and beauty throughout. Scaled to feel both warm and elegant, the interiors are enriched with refined finishes and thoughtful architectural detailing. Living spaces encompass a formal dining room with butler’s pantry, living room, bookcase-lined library or sitting room, private office with built-in desk and cabinetry, dedicated home gym, and a flexible gathering room. A second primary or guest suite on the main level offers a private sitting area, breakfast bar, screened porch, and picture-perfect water views. An elevator conveniently serves all three floors. The chef’s kitchen anchors the main living areas with honed granite countertops, Sub-Zero appliances, custom Campbell cabinetry, and a walk-in pantry, opening to casual dining spaces and sun-filled outdoor porches. Upstairs, the primary suite is a tranquil retreat featuring a spa-inspired bath, oversized walk-in closet, shaded terrace, and outdoor shower. The expansive dock features two boat lifts: one 22,000-pound lift suitable for a 32- to 36-foot vessel and a second 10,000-pound lift. A humidity-controlled four-car tandem garage and a separate two-car garage accommodate up to six vehicles along with extensive marine and recreational gear. Solar panels and a 30kW generator underscore the home’s focus on energy efficiency and resilience. Outdoor living is highlighted by a 20,000-gallon heated saltwater lap pool surrounded by Shellcrete patios and Ipe decking. A perched beach with fire pit and swings welcomes gatherings overlooking Big Pass, while a 75-foot rear setback ensures privacy within a lushly landscaped yard. Rich in history, resilient and luxurious, intimate and refined, this is Sarasota waterfront living at its most authentic and coveted. Photos 1 and 2 reflect the new colors that the home is being painted.

5 Beds ⋅ 6 Baths ⋅ Gulfmead Estates SubDv. ⋅ 34242 Zip Code

Discover a rare opportunity to enjoy pristine Gulf views, aquamarine waters, and a deep-water dock on the very North end of Siesta Key, just minutes to downtown Sarasota. One of Siesta Key’s most stunning and secluded waterfront sites — a residence offering a rare combination of historic significance, panoramic views of Big Pass, and exceptional structural integrity. Located approximately 200 feet south of civic leader Henry Higel’s early 20th-century Higelhurst Hotel, the pioneering developer’s beloved coastal breezes still beckon family and friends to enjoy swimming, water sports, boating, fishing, shoreline picnics, and direct, no-bridge access to the sparkling Gulf. Multiple covered porches and expansive windows provide front-row views of vivid sunsets and frolicking dolphins. Named for its pineapple stair finials symbolizing welcome, the Pineapple House was built in 2008 with an engineer-homeowner’s meticulous eye for detail. Constructed on pilings and grade beams, the home is set on a 31,293-square-foot lot and encompasses 6,596 square feet under air, with more than 13,000 total square feet. Designed by Diane Weinman with a refined Boca Grande aesthetic and built by ML Collingwood, the dwelling projects enduring quality, thoughtful engineering, and elevated coastal living. Enter through the impressive double doors to a sensual treat of symmetry and light. Main-level windows crowned with transoms frame views of the tropical blue sky. Walnut engineered flooring, Jerusalem stone, eight-foot doors, custom millwork, and generous closets enhance both functionality and beauty throughout. Scaled to feel both warm and elegant, the interiors are enriched with refined finishes and thoughtful architectural detailing. Living spaces encompass a formal dining room with butler’s pantry, living room, bookcase-lined library or sitting room, private office with built-in desk and cabinetry, dedicated home gym, and a flexible gathering room. A second primary or guest suite on the main level offers a private sitting area, breakfast bar, screened porch, and picture-perfect water views. An elevator conveniently serves all three floors. The chef’s kitchen anchors the main living areas with honed granite countertops, Sub-Zero appliances, custom Campbell cabinetry, and a walk-in pantry, opening to casual dining spaces and sun-filled outdoor porches. Upstairs, the primary suite is a tranquil retreat featuring a spa-inspired bath, oversized walk-in closet, shaded terrace, and outdoor shower. The expansive dock features two boat lifts: one 22,000-pound lift suitable for a 32- to 36-foot vessel and a second 10,000-pound lift. A humidity-controlled four-car tandem garage and a separate two-car garage accommodate up to six vehicles along with extensive marine and recreational gear. Solar panels and a 30kW generator underscore the home’s focus on energy efficiency and resilience. Outdoor living is highlighted by a 20,000-gallon heated saltwater lap pool surrounded by Shellcrete patios and Ipe decking. A perched beach with fire pit and swings welcomes gatherings overlooking Big Pass, while a 75-foot rear setback ensures privacy within a lushly landscaped yard. Rich in history, resilient and luxurious, intimate and refined, this is Sarasota waterfront living at its most authentic and coveted. Photos 1 and 2 reflect the new colors that the home is being painted.

3440 Gulfmead Drive, Sarasota

$815,000

Fall in love with the natural light and tranquil views of the Intracoastal Waterway that define everyday living in this beautiful updated residence. Featuring soaring cathedral ceilings and expansive windows, this home is filled with sunlight while perfectly framing the stunning waterfront scenery. The open, airy layout creates an effortless flow ideal for both relaxing and entertaining. Enjoy gentle coastal breezes and the serenity of a quiet community, complete with your own deeded access to world famous Siesta Key Beach, known for its soft quartz sand and breathtaking sunsets. Surrounded by lush tropical landscaping, this home offers a peaceful and private setting while still delivering the vibrant coastal lifestyle Siesta Key is celebrated for. Whether you're seeking a full-time residence, a vacation getaway, or an investment opportunity, this property offers the perfect blend of luxury, comfort, and island charm. Resort style amenities include two pools, two hot tubs, tennis courts, pickleball, a fitness center, shuffleboard, a community room with kitchen, and a library with your next great read waiting for you. Best of all, this lovely unit is a Penthouse and End Unit so very peaceful and walking distance to shops and restaurants. Unit is turnkey furnished. Please watch Video 2 as it captures the lifestyle at Excelsior Beach to Bay and Siesta Key. Don’t miss out on this one, call today for your private showing.

2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code

Fall in love with the natural light and tranquil views of the Intracoastal Waterway that define everyday living in this beautiful updated residence. Featuring soaring cathedral ceilings and expansive windows, this home is filled with sunlight while perfectly framing the stunning waterfront scenery. The open, airy layout creates an effortless flow ideal for both relaxing and entertaining. Enjoy gentle coastal breezes and the serenity of a quiet community, complete with your own deeded access to world famous Siesta Key Beach, known for its soft quartz sand and breathtaking sunsets. Surrounded by lush tropical landscaping, this home offers a peaceful and private setting while still delivering the vibrant coastal lifestyle Siesta Key is celebrated for. Whether you're seeking a full-time residence, a vacation getaway, or an investment opportunity, this property offers the perfect blend of luxury, comfort, and island charm. Resort style amenities include two pools, two hot tubs, tennis courts, pickleball, a fitness center, shuffleboard, a community room with kitchen, and a library with your next great read waiting for you. Best of all, this lovely unit is a Penthouse and End Unit so very peaceful and walking distance to shops and restaurants. Unit is turnkey furnished. Please watch Video 2 as it captures the lifestyle at Excelsior Beach to Bay and Siesta Key. Don’t miss out on this one, call today for your private showing.

6285 Midnight Pass Road Unit 307, Sarasota

$2,500,000

Gated Siesta Key Estate with Guest House & Boating Access. Experience the best of Siesta Key living, where award-winning white quartz sand beaches meet a relaxed island lifestyle, just minutes from Sarasota’s vibrant arts, dining, and cultural attractions. Don’t be deceived by the 1977 construction date. A 2003 addition doubled the size of this home. Metal roof installed in 2017. Pool and deck renewed in 2022. Brand new elevated sea wall and dock in 2023. 2 new A/C systems in 2026. And these are just some of the highlights. Tucked inside its own gated enclave, this exceptional waterfront estate with a detached guest house is surrounded by lush tropical landscaping, creating a secluded oasis. The thoughtfully designed open floor plan offers many possibilities. The kitchen serves as the heart of this home, opening seamlessly to a casual living area and dining space, while the expansive living room beyond features a fireplace and picture windows framing tranquil water and tropical views. A versatile flex room at the front of the home easily adapts to your lifestyle — ideal as a home office, formal dining room, or playroom. Additional conveniences include a half bath and an oversized laundry room with access to a spacious two-car garage with abundant storage. French doors at the rear of the home lead to the outdoor living area, where a heated saltwater pool and spa overlook peaceful canal views wrapping along the rear and side of the property. Upstairs, the impressive primary suite offers a true retreat, complete with its own fireplace and a luxuriously appointed spa-style bathroom. A generous second bedroom features an ensuite bathroom, while two additional bedrooms share a third bathroom. Wood flooring, marble tile, high-end finishes, and distinctive architectural details are showcased throughout. Adding flexibility, the detached guest suite includes a private entrance, studio, bathroom, kitchenette, and private courtyard — perfect for guests, multigenerational living, live-in staff, home office space, or fitness studio. Boating enthusiasts will appreciate immediate access to the waterfront lifestyle with a private dock, 7,000-pound boat lift, plus an included 18-foot boat with trailer and two kayaks — ready for adventure from day one. Ideally located in the heart of Siesta Key, the home is just steps from the Out-of-Door Academy school, and a walk or bike ride to Siesta Beach and Siesta Village. Convenient access to the north bridge makes reaching downtown Sarasota easy. Offered turnkey furnished, this extraordinary property is move-in ready and perfectly suited as a primary residence, seasonal retreat, vacation home, or rental investment opportunity.

4 Beds ⋅ 5 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code

Gated Siesta Key Estate with Guest House & Boating Access. Experience the best of Siesta Key living, where award-winning white quartz sand beaches meet a relaxed island lifestyle, just minutes from Sarasota’s vibrant arts, dining, and cultural attractions. Don’t be deceived by the 1977 construction date. A 2003 addition doubled the size of this home. Metal roof installed in 2017. Pool and deck renewed in 2022. Brand new elevated sea wall and dock in 2023. 2 new A/C systems in 2026. And these are just some of the highlights. Tucked inside its own gated enclave, this exceptional waterfront estate with a detached guest house is surrounded by lush tropical landscaping, creating a secluded oasis. The thoughtfully designed open floor plan offers many possibilities. The kitchen serves as the heart of this home, opening seamlessly to a casual living area and dining space, while the expansive living room beyond features a fireplace and picture windows framing tranquil water and tropical views. A versatile flex room at the front of the home easily adapts to your lifestyle — ideal as a home office, formal dining room, or playroom. Additional conveniences include a half bath and an oversized laundry room with access to a spacious two-car garage with abundant storage. French doors at the rear of the home lead to the outdoor living area, where a heated saltwater pool and spa overlook peaceful canal views wrapping along the rear and side of the property. Upstairs, the impressive primary suite offers a true retreat, complete with its own fireplace and a luxuriously appointed spa-style bathroom. A generous second bedroom features an ensuite bathroom, while two additional bedrooms share a third bathroom. Wood flooring, marble tile, high-end finishes, and distinctive architectural details are showcased throughout. Adding flexibility, the detached guest suite includes a private entrance, studio, bathroom, kitchenette, and private courtyard — perfect for guests, multigenerational living, live-in staff, home office space, or fitness studio. Boating enthusiasts will appreciate immediate access to the waterfront lifestyle with a private dock, 7,000-pound boat lift, plus an included 18-foot boat with trailer and two kayaks — ready for adventure from day one. Ideally located in the heart of Siesta Key, the home is just steps from the Out-of-Door Academy school, and a walk or bike ride to Siesta Beach and Siesta Village. Convenient access to the north bridge makes reaching downtown Sarasota easy. Offered turnkey furnished, this extraordinary property is move-in ready and perfectly suited as a primary residence, seasonal retreat, vacation home, or rental investment opportunity.

4712 Higel Avenue, Sarasota

$2,800,000

Pre-Construction. To be built. Dreaming of building a brand-new home on Siesta Key but not sure where to start? Have you ever built a bonfire on the beach and had 50 of your closest family and friends over for a beach party? This happens no where else on Siesta Key. Residents in the neighborhood enjoy the unique privilege of crossing Heron Lagoon via a private bridge to the sands of Siesta Key beach. There’s a cabana for storing your beach chairs, kayaks and water toys. It’s a one minute walk from your front door to the bridge and another minute to cross it! Here's an opportunity to build your dream home on a pristine, oversized lot nestled on the quiet end of Siesta Key. At this lot the hard work has already been done for you. This to-be-built coastal residence has been thoughtfully designed as a 4-bedroom, 4.5-bath home with a den and club room and an experienced builder is already secured. All that's left is for you to personalize the finishes and make it distinctly yours. This exceptional lot offers unparalleled privacy, lush natural surroundings on an expansive corner parcel. Only minutes to restaurants, a marina to house your boat, and beautiful Turtle Beach where you can walk to newly opened Midnight Pass. The previous structure has been removed, and a clean slate is waiting for your vision. Use the Showing Time button to schedule your visit today. This is your opportunity to step into the Siesta Key lifestyle with a custom home already in motion, without the typical delays of starting from scratch. Schedule your visit and walk the property to experience the location firsthand. Property is also being sold as land only.

4 Beds ⋅ 5 Baths ⋅ Heron Lagoon Lodges SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. Dreaming of building a brand-new home on Siesta Key but not sure where to start? Have you ever built a bonfire on the beach and had 50 of your closest family and friends over for a beach party? This happens no where else on Siesta Key. Residents in the neighborhood enjoy the unique privilege of crossing Heron Lagoon via a private bridge to the sands of Siesta Key beach. There’s a cabana for storing your beach chairs, kayaks and water toys. It’s a one minute walk from your front door to the bridge and another minute to cross it! Here's an opportunity to build your dream home on a pristine, oversized lot nestled on the quiet end of Siesta Key. At this lot the hard work has already been done for you. This to-be-built coastal residence has been thoughtfully designed as a 4-bedroom, 4.5-bath home with a den and club room and an experienced builder is already secured. All that's left is for you to personalize the finishes and make it distinctly yours. This exceptional lot offers unparalleled privacy, lush natural surroundings on an expansive corner parcel. Only minutes to restaurants, a marina to house your boat, and beautiful Turtle Beach where you can walk to newly opened Midnight Pass. The previous structure has been removed, and a clean slate is waiting for your vision. Use the Showing Time button to schedule your visit today. This is your opportunity to step into the Siesta Key lifestyle with a custom home already in motion, without the typical delays of starting from scratch. Schedule your visit and walk the property to experience the location firsthand. Property is also being sold as land only.

8504 Heron Lagoon Circle, Sarasota

$29,995,000

Under Construction. Under Construction. Welcome to 3990 Higel Avenue, set to be completed in August of 2026 and can be offered fully furnished. Where architectural brilliance meets unrivaled luxury on Sarasota’s exclusive Gulf-front shores. 3990 Higel is 1 of 1. Having direct ocean frontage, while having the ability to have your own private bock/lift. This 13,035 square-foot masterpiece is designed by the acclaimed DSDG Architects, built by Nutter Construction, and interior designed by Angela Rodriguez Interiors. This home sits gracefully on one acre of prime Gulf-front property, delivering an unparalleled coastal living experience. As you arrive, a grand private driveway lined with lush tropical landscaping and a stately entrance sets the tone for this extraordinary estate. The main residence features 5 spacious ensuite bedrooms, meticulously designed with ultra-luxurious finishes, custom millwork, and designer lighting throughout The interiors blend modern sophistication with timeless elegance, offering soaring ceilings, expansive walls of glass, and seamless transitions between indoor and outdoor spaces. The great room, bathed in natural light, showcases floor-to-ceiling windows that frame breathtaking views of the turquoise Gulf waters. A reflecting pool with fountain features mirrors the beauty of the estate’s serene surroundings, while retractable glass walls blur the lines between indoor comfort and outdoor splendor. The gourmet kitchen is a culinary dream, outfitted with custom cabinetry, designer hardware, and state-of-the-art appliances, including an oversized island ideal for both entertaining and everyday living. The primary suite is a sanctuary unto itself, complete with private sitting areas, a balcony with mesmerizing Gulf views, and a spa-inspired ensuite bath adorned with exquisite finishes, soaking tub, and oversized shower. Each additional bedroom offers equally luxurious accommodations, ensuring guests experience unrivaled comfort and style. Outdoor living rivals a world-class resort with multiple terraces, a sparkling infinity-edge pool, and expansive lounging areas surrounded by lush gardens. A firepit area and thoughtfully designed hardscaping invite al fresco dining and relaxation under the stars. For boating enthusiasts, a private deeded 20,000 lb boat lift provides direct access to the Gulf, seamlessly connecting the estate to Sarasota’s waters. Adding to the grandeur is a detached 2-bedroom guest house, complete with its own living space, ensuring the utmost privacy and convenience for family and friends. Designed for entertaining, the home also includes a dedicated party room and an elegant wine room to showcase your finest collection. Every detail has been carefully considered – from the structural integrity and elevation designed for storms to the cutting-edge smart home systems and incredible engineering. This estate represents the pinnacle of craftsmanship and design, set in one of Sarasota’s most coveted waterfront locations. 3990 Higel Avenue is more than just a home; it is a timeless retreat where luxury, tranquility, and Gulf-front beauty converge to create an extraordinary living experience.

7 Beds ⋅ 11 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

Under Construction. Under Construction. Welcome to 3990 Higel Avenue, set to be completed in August of 2026 and can be offered fully furnished. Where architectural brilliance meets unrivaled luxury on Sarasota’s exclusive Gulf-front shores. 3990 Higel is 1 of 1. Having direct ocean frontage, while having the ability to have your own private bock/lift. This 13,035 square-foot masterpiece is designed by the acclaimed DSDG Architects, built by Nutter Construction, and interior designed by Angela Rodriguez Interiors. This home sits gracefully on one acre of prime Gulf-front property, delivering an unparalleled coastal living experience. As you arrive, a grand private driveway lined with lush tropical landscaping and a stately entrance sets the tone for this extraordinary estate. The main residence features 5 spacious ensuite bedrooms, meticulously designed with ultra-luxurious finishes, custom millwork, and designer lighting throughout The interiors blend modern sophistication with timeless elegance, offering soaring ceilings, expansive walls of glass, and seamless transitions between indoor and outdoor spaces. The great room, bathed in natural light, showcases floor-to-ceiling windows that frame breathtaking views of the turquoise Gulf waters. A reflecting pool with fountain features mirrors the beauty of the estate’s serene surroundings, while retractable glass walls blur the lines between indoor comfort and outdoor splendor. The gourmet kitchen is a culinary dream, outfitted with custom cabinetry, designer hardware, and state-of-the-art appliances, including an oversized island ideal for both entertaining and everyday living. The primary suite is a sanctuary unto itself, complete with private sitting areas, a balcony with mesmerizing Gulf views, and a spa-inspired ensuite bath adorned with exquisite finishes, soaking tub, and oversized shower. Each additional bedroom offers equally luxurious accommodations, ensuring guests experience unrivaled comfort and style. Outdoor living rivals a world-class resort with multiple terraces, a sparkling infinity-edge pool, and expansive lounging areas surrounded by lush gardens. A firepit area and thoughtfully designed hardscaping invite al fresco dining and relaxation under the stars. For boating enthusiasts, a private deeded 20,000 lb boat lift provides direct access to the Gulf, seamlessly connecting the estate to Sarasota’s waters. Adding to the grandeur is a detached 2-bedroom guest house, complete with its own living space, ensuring the utmost privacy and convenience for family and friends. Designed for entertaining, the home also includes a dedicated party room and an elegant wine room to showcase your finest collection. Every detail has been carefully considered – from the structural integrity and elevation designed for storms to the cutting-edge smart home systems and incredible engineering. This estate represents the pinnacle of craftsmanship and design, set in one of Sarasota’s most coveted waterfront locations. 3990 Higel Avenue is more than just a home; it is a timeless retreat where luxury, tranquility, and Gulf-front beauty converge to create an extraordinary living experience.

3990 Higel Avenue, Sarasota

$1,299,900

Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and enjoying city views. Inside, the spacious open-concept floor plan is thoughtfully designed for both comfort and style. Extensive kitchen and bath renovations completed in 2020 showcase contemporary finishes and high-end fixtures throughout. The chef’s kitchen features shaker-style cabinetry, quartz countertops, reverse osmosis system, and a built-in desk area with additional storage—both functional and elegant. The adjoining den, filled with natural light from sliding glass doors, offers a peaceful spot to read or work while taking in tranquil outdoor views. Immaculate hardwood floors flow through the living areas, adding warmth and timeless appeal. The dining room is enhanced by a custom built-in dry bar, ideal for entertaining. Expansive windows and sliding glass doors frame stunning southern views of the Intracoastal Waterway, where boats pass by, dolphins play, and coastal breezes set the mood. The enclosed, tiled lanai extends the living space and provides a perfect setting for gathering with friends and family while enjoying the scenery. The primary suite is a private retreat with its own lanai access, a spacious walk-in closet, and a luxurious en-suite bath featuring a soaking tub and tiled walk-in shower. The guest bedroom offers a private entrance to the front patio, generous storage with two closets (including a walk-in), and direct access to the guest bathroom. Additional features include an interior utility room with cabinetry, a newer hot water heater (2024), newer HVAC system (2018), and washer and dryer (2019)—making this a truly move-in-ready home. Private under-building garage parking and additional storage provide convenience and peace of mind. Dolphin Bay is a pet-friendly community offering resort-style amenities, including a pool & spa, fitness center, clubhouse, three Har-Tru tennis courts, fishing pier, and scenic walking paths. Enjoy an easy stroll or trolley ride to world-famous Siesta Key Beach, renowned for its powdery white sand, Pickleball courts, and laid-back island vibe. Schedule your private showing today and discover the best of Siesta Key living—no hurricane damage from any storms.

2 Beds ⋅ 2 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and enjoying city views. Inside, the spacious open-concept floor plan is thoughtfully designed for both comfort and style. Extensive kitchen and bath renovations completed in 2020 showcase contemporary finishes and high-end fixtures throughout. The chef’s kitchen features shaker-style cabinetry, quartz countertops, reverse osmosis system, and a built-in desk area with additional storage—both functional and elegant. The adjoining den, filled with natural light from sliding glass doors, offers a peaceful spot to read or work while taking in tranquil outdoor views. Immaculate hardwood floors flow through the living areas, adding warmth and timeless appeal. The dining room is enhanced by a custom built-in dry bar, ideal for entertaining. Expansive windows and sliding glass doors frame stunning southern views of the Intracoastal Waterway, where boats pass by, dolphins play, and coastal breezes set the mood. The enclosed, tiled lanai extends the living space and provides a perfect setting for gathering with friends and family while enjoying the scenery. The primary suite is a private retreat with its own lanai access, a spacious walk-in closet, and a luxurious en-suite bath featuring a soaking tub and tiled walk-in shower. The guest bedroom offers a private entrance to the front patio, generous storage with two closets (including a walk-in), and direct access to the guest bathroom. Additional features include an interior utility room with cabinetry, a newer hot water heater (2024), newer HVAC system (2018), and washer and dryer (2019)—making this a truly move-in-ready home. Private under-building garage parking and additional storage provide convenience and peace of mind. Dolphin Bay is a pet-friendly community offering resort-style amenities, including a pool & spa, fitness center, clubhouse, three Har-Tru tennis courts, fishing pier, and scenic walking paths. Enjoy an easy stroll or trolley ride to world-famous Siesta Key Beach, renowned for its powdery white sand, Pickleball courts, and laid-back island vibe. Schedule your private showing today and discover the best of Siesta Key living—no hurricane damage from any storms.

1260 Dolphin Bay Way Unit 403, Sarasota

$1,650,000

Superb Location. Big Family Retreat. Excellent Investment. Quiet Beach Days. The search for your ultimate beach retreat ends at 436 Canal Road. This 3-bedroom, 3 ½ bath home has all the extras you’re looking for. Your home is located just steps to world famous Siesta Key Beach. You are an easy walk, bike ride, or golf cart drive to Siesta Key Village where you will experience great food, entertainment and eclectic shopping. Enjoy fishing or dropping your kayak or paddleboard off your private community dock to explore Siesta Key by water. Or relax by the west-facing pool shared by only 4 units. At home, use your interior elevator to take you to all four floors. The oversized garage comes with a new garage door, a mini-split AC unit and plenty of room for your golf cart and beach toys. The first floor of living space has an open-plan kitchen with stainless steel appliances, a dining area and living room. There is also a balcony, laundry and half-bath on this floor. The next floor contains 3 spacious bedrooms and 2 baths. The Primary bedroom has an en-suite with dual sinks, both a garden tub and shower, and two walk-in closets. The top level had a surprise flex space that opens to the large roof top terrace with stunning views of the gulf. The flex space currently has 2 twin beds, a wet bar with under-counter sink, and a full bath with shower. Your home has a 2026 Roof, 2-AC units (2025 and 2022), and new Garage Door (2025). The property is currently being utilized as a WEEKLY rental and sleeps 8. The community is pet-friendly (owners only). Seller is grossing $100k using VRBO. Projections of $167,000+ with property manager. Come visit paradise on Siesta Key.

3 Beds ⋅ 4 Baths ⋅ Siesta Villa SubDv. ⋅ 34242 Zip Code

Superb Location. Big Family Retreat. Excellent Investment. Quiet Beach Days. The search for your ultimate beach retreat ends at 436 Canal Road. This 3-bedroom, 3 ½ bath home has all the extras you’re looking for. Your home is located just steps to world famous Siesta Key Beach. You are an easy walk, bike ride, or golf cart drive to Siesta Key Village where you will experience great food, entertainment and eclectic shopping. Enjoy fishing or dropping your kayak or paddleboard off your private community dock to explore Siesta Key by water. Or relax by the west-facing pool shared by only 4 units. At home, use your interior elevator to take you to all four floors. The oversized garage comes with a new garage door, a mini-split AC unit and plenty of room for your golf cart and beach toys. The first floor of living space has an open-plan kitchen with stainless steel appliances, a dining area and living room. There is also a balcony, laundry and half-bath on this floor. The next floor contains 3 spacious bedrooms and 2 baths. The Primary bedroom has an en-suite with dual sinks, both a garden tub and shower, and two walk-in closets. The top level had a surprise flex space that opens to the large roof top terrace with stunning views of the gulf. The flex space currently has 2 twin beds, a wet bar with under-counter sink, and a full bath with shower. Your home has a 2026 Roof, 2-AC units (2025 and 2022), and new Garage Door (2025). The property is currently being utilized as a WEEKLY rental and sleeps 8. The community is pet-friendly (owners only). Seller is grossing $100k using VRBO. Projections of $167,000+ with property manager. Come visit paradise on Siesta Key.

436 Canal Road Unit A, Sarasota

$875,000

LOCATION, LOCATION, LOCATION! Nestled within the highly desirable Peppertree Bay community, this exceptional first-floor island retreat offers breathtaking views and a serene coastal atmosphere. Designed with elevated ceilings and a well-appointed floor plan, this 2-bedroom, 2-bath residence lives more like a private home than a condominium. Great elevation with NO HURRICANE DAMAGE and NEW IMPACT WINDOWS providing additional protection and peace of mind. Upon entry, you are immediately welcomed by floor-to-ceiling windows that flood the space with natural light and showcase stunning views throughout the main living areas. The spacious open concept layout seamlessly connects the living area to the Florida Room, where sliding doors open to a paved patio, just perfect for entertaining, relaxing with friends, or enjoying a quiet evening cocktail. A defined dining area continues to enjoy picturesque views, while the custom kitchen will delight any home chef with abundant cabinetry, generous workspace, granite countertops, mosaic tile backsplash, and stainless-steel appliances. The spacious primary suite features multiple closets and a private en-suite bath, while a well-appointed guest bedroom and second full bath provide comfort and privacy for visiting family and friends. A PRIVATE GARAGE, an exceptional and highly sought-after feature on Siesta Key, adds tremendous value and convenience. Peppertree Bay is an amenity-rich community offering two heated pools, a fishing pier, BBQ and picnic areas, tennis courts, a fitness center, and two clubhouses with fully equipped kitchens and regular social events. Enjoy the closeness of Siesta Key Village for live music, shopping, and dining, or take advantage of easy on-and-off island access to all that Sarasota has to offer. Offered turnkey furnished and move-in ready, this stunning residence is ideal as a full-time home or a luxurious vacation retreat. Just bring your toothbrush and start living the Florida dream.

2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code

LOCATION, LOCATION, LOCATION! Nestled within the highly desirable Peppertree Bay community, this exceptional first-floor island retreat offers breathtaking views and a serene coastal atmosphere. Designed with elevated ceilings and a well-appointed floor plan, this 2-bedroom, 2-bath residence lives more like a private home than a condominium. Great elevation with NO HURRICANE DAMAGE and NEW IMPACT WINDOWS providing additional protection and peace of mind. Upon entry, you are immediately welcomed by floor-to-ceiling windows that flood the space with natural light and showcase stunning views throughout the main living areas. The spacious open concept layout seamlessly connects the living area to the Florida Room, where sliding doors open to a paved patio, just perfect for entertaining, relaxing with friends, or enjoying a quiet evening cocktail. A defined dining area continues to enjoy picturesque views, while the custom kitchen will delight any home chef with abundant cabinetry, generous workspace, granite countertops, mosaic tile backsplash, and stainless-steel appliances. The spacious primary suite features multiple closets and a private en-suite bath, while a well-appointed guest bedroom and second full bath provide comfort and privacy for visiting family and friends. A PRIVATE GARAGE, an exceptional and highly sought-after feature on Siesta Key, adds tremendous value and convenience. Peppertree Bay is an amenity-rich community offering two heated pools, a fishing pier, BBQ and picnic areas, tennis courts, a fitness center, and two clubhouses with fully equipped kitchens and regular social events. Enjoy the closeness of Siesta Key Village for live music, shopping, and dining, or take advantage of easy on-and-off island access to all that Sarasota has to offer. Offered turnkey furnished and move-in ready, this stunning residence is ideal as a full-time home or a luxurious vacation retreat. Just bring your toothbrush and start living the Florida dream.

6047 E Peppertree Way Unit 224, Sarasota

$575,000

Located in the highly sought-after Gulf Haven Community, this beautifully renovated residence offers a rare opportunity to enjoy private beachfront living on the sugar-white sands of world-famous Siesta Key Beach, shared exclusively by just 50 owners. No crowds, no competition for space for your beach chair or blanket, just pure relaxation. With over 1,000 square feet of air-conditioned living area, the unit features a brand-new kitchen showcasing stainless steel appliances, shaker-style cabinetry, and elegant quartz countertops. The chef’s kitchen is complemented by an oversized living area with soaring vaulted ceilings and enlarged windows that flood the space with natural light. The fully renovated bathroom includes a custom glass-enclosed shower, new cabinets, and stunning countertops. Major upgrades such as a new HVAC system and water heater provide peace of mind and leave nothing for an owner to do but enjoy the beach. Additional features include an air-conditioned Florida room protected by exterior block construction, a spacious bedroom with a walk-in closet, second closet, and attic storage. Additionally, there is a fully enclosed carport with ample attic storage, parking for three vehicles, and an outdoor storage shed. Finally, there is a in residence laundry room with stacked washed and dryer, very rare for beach front condominiums. This ground floor residence is ideally located close to the sand while overlooking the lush grassy courtyard that leads directly to the beach. Residents enjoy access to a beachfront club room, community outdoor gathering area, and a sparkling community pool, delivering the ultimate Siesta Key lifestyle that you’ve been waiting for. A short ride to dining, shopping, and non-stop entertainment at either the north or south villages. Come and live the life you deserve in this ultimate beach getaway.

1 Beds ⋅ 1 Baths ⋅ Gulf Haven SubDv. ⋅ 34242 Zip Code

Located in the highly sought-after Gulf Haven Community, this beautifully renovated residence offers a rare opportunity to enjoy private beachfront living on the sugar-white sands of world-famous Siesta Key Beach, shared exclusively by just 50 owners. No crowds, no competition for space for your beach chair or blanket, just pure relaxation. With over 1,000 square feet of air-conditioned living area, the unit features a brand-new kitchen showcasing stainless steel appliances, shaker-style cabinetry, and elegant quartz countertops. The chef’s kitchen is complemented by an oversized living area with soaring vaulted ceilings and enlarged windows that flood the space with natural light. The fully renovated bathroom includes a custom glass-enclosed shower, new cabinets, and stunning countertops. Major upgrades such as a new HVAC system and water heater provide peace of mind and leave nothing for an owner to do but enjoy the beach. Additional features include an air-conditioned Florida room protected by exterior block construction, a spacious bedroom with a walk-in closet, second closet, and attic storage. Additionally, there is a fully enclosed carport with ample attic storage, parking for three vehicles, and an outdoor storage shed. Finally, there is a in residence laundry room with stacked washed and dryer, very rare for beach front condominiums. This ground floor residence is ideally located close to the sand while overlooking the lush grassy courtyard that leads directly to the beach. Residents enjoy access to a beachfront club room, community outdoor gathering area, and a sparkling community pool, delivering the ultimate Siesta Key lifestyle that you’ve been waiting for. A short ride to dining, shopping, and non-stop entertainment at either the north or south villages. Come and live the life you deserve in this ultimate beach getaway.

5860 Midnight Pass Road Unit 40, Sarasota

$639,900

Reduced over 60K! Excellent resort investment opportunity with a proven rental history at The Beach Club on Siesta Key, located just steps from the world-famous sugar-sand beach. This beautifully maintained residence looks and feels brand new, featuring a functional floor plan, deeded beach access, and a complete 2021 update with elegant sea-inspired décor, flat-screen TVs, free Wi-Fi, and a full kitchen with stainless steel appliances. Owners enjoy up to 120 days of personal use per year while benefiting from professional on-site management or the option to self-manage for added flexibility. TripAdvisor rates the property 4.5 stars with outstanding reviews. Resort amenities include a heated pool, hot tub, and complimentary beach chairs and umbrellas. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. Ideally located mid-island just 1,000 feet south of the Stickney Point Bridge for easy mainland access, and within walking distance to popular restaurants, shops, marinas, rentals, and local favorites such as Captain Curt’s and Daiquiri Deck—making this a true turnkey beach getaway and income-producing investment. Ask your agent for the Rental History attached to the MLS listing too!

2 Beds ⋅ 2 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code

Reduced over 60K! Excellent resort investment opportunity with a proven rental history at The Beach Club on Siesta Key, located just steps from the world-famous sugar-sand beach. This beautifully maintained residence looks and feels brand new, featuring a functional floor plan, deeded beach access, and a complete 2021 update with elegant sea-inspired décor, flat-screen TVs, free Wi-Fi, and a full kitchen with stainless steel appliances. Owners enjoy up to 120 days of personal use per year while benefiting from professional on-site management or the option to self-manage for added flexibility. TripAdvisor rates the property 4.5 stars with outstanding reviews. Resort amenities include a heated pool, hot tub, and complimentary beach chairs and umbrellas. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. Ideally located mid-island just 1,000 feet south of the Stickney Point Bridge for easy mainland access, and within walking distance to popular restaurants, shops, marinas, rentals, and local favorites such as Captain Curt’s and Daiquiri Deck—making this a true turnkey beach getaway and income-producing investment. Ask your agent for the Rental History attached to the MLS listing too!

6732 Sarasea Circle Unit 104C, Sarasota

$4,095,000

Completed in 2024, this custom one-story canal-front residence in the sought-after Sara Sands neighborhood offers a seamless blend of modern coastal design and effortless island living. Ideally located just minutes from Siesta Key Village, you’re close to boutique shopping, top restaurants, coffee shops, popular wine bar, and lively evening entertainment—while enjoying excellent boating water with quick 10–15 minute access to the Intracoastal Waterway. The home welcomes you with striking curb appeal, featuring a wide paver driveway, lush tropical landscaping, and a covered entry leading to an impressive wood front door. Inside, the open, airy floor plan is designed to maximize indoor-outdoor living. The main living space flows beautifully into the outdoors, highlighted by a dramatic covered lanai with a rich wood-plank ceiling, recessed lighting, and modern ceiling fans—creating a resort-style atmosphere year-round. The gourmet chef’s kitchen is both functional and elegant, showcasing custom wood cabinetry, quartz countertops, premium appliances, and a dedicated beverage bar ideal for entertaining. Large sliding glass doors open fully to the expansive covered patio, creating a true extension of the living space. This thoughtfully designed home offers four bedrooms and four bathrooms, providing privacy and comfort for family and guests alike. Each space is finished with clean lines, high ceilings, and quality craftsmanship throughout. Outdoors is where this property truly shines. The large covered patio deck includes multiple seating and dining areas, a fully equipped outdoor kitchen, and overlooks a resort-style pool with sun shelf, all framed by tropical landscaping and tranquil canal views. A covered boathouse with 10,000 lb lift, charming gazebo, and fenced yard complete this exceptional waterfront setting—perfect for boating days, sunset gatherings, and relaxed island evenings. This is a rare opportunity to own a nearly new canal-front home in one of Siesta Key’s most desirable neighborhoods—offering luxury, lifestyle, and location in perfect harmony.

4 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code

Completed in 2024, this custom one-story canal-front residence in the sought-after Sara Sands neighborhood offers a seamless blend of modern coastal design and effortless island living. Ideally located just minutes from Siesta Key Village, you’re close to boutique shopping, top restaurants, coffee shops, popular wine bar, and lively evening entertainment—while enjoying excellent boating water with quick 10–15 minute access to the Intracoastal Waterway. The home welcomes you with striking curb appeal, featuring a wide paver driveway, lush tropical landscaping, and a covered entry leading to an impressive wood front door. Inside, the open, airy floor plan is designed to maximize indoor-outdoor living. The main living space flows beautifully into the outdoors, highlighted by a dramatic covered lanai with a rich wood-plank ceiling, recessed lighting, and modern ceiling fans—creating a resort-style atmosphere year-round. The gourmet chef’s kitchen is both functional and elegant, showcasing custom wood cabinetry, quartz countertops, premium appliances, and a dedicated beverage bar ideal for entertaining. Large sliding glass doors open fully to the expansive covered patio, creating a true extension of the living space. This thoughtfully designed home offers four bedrooms and four bathrooms, providing privacy and comfort for family and guests alike. Each space is finished with clean lines, high ceilings, and quality craftsmanship throughout. Outdoors is where this property truly shines. The large covered patio deck includes multiple seating and dining areas, a fully equipped outdoor kitchen, and overlooks a resort-style pool with sun shelf, all framed by tropical landscaping and tranquil canal views. A covered boathouse with 10,000 lb lift, charming gazebo, and fenced yard complete this exceptional waterfront setting—perfect for boating days, sunset gatherings, and relaxed island evenings. This is a rare opportunity to own a nearly new canal-front home in one of Siesta Key’s most desirable neighborhoods—offering luxury, lifestyle, and location in perfect harmony.

5078 Sandy Beach Avenue, Sarasota