Swfloridafinehomes.com Search Results

$2,950,000

Gulf-to-Bay elegance meets relaxed coastal sophistication in this elevated, sailboat-access waterfront retreat, ideally positioned within one of Siesta Key’s most exclusive gated enclaves. Set in a rare peninsula neighborhood offering true Gulf-to-Bay living, this Caribbean-inspired residence delivers exceptional privacy, sweeping water views, and direct boating access with no bridges to the Intracoastal Waterway. With the newly reopened Midnight Pass just minutes away, access to the Gulf is effortless, making this an extraordinary opportunity for boaters and beach lovers alike. Surrounded by mature tropical landscaping and located on a quiet dead-end street, the home enjoys both Gulf views and a tranquil basin setting with a private dock. Inside, a vaulted-ceiling great room anchors the main living level, filled with natural light and framed by sliding glass doors that open to expansive covered terraces on both the east and west sides—perfect for sunrise mornings and sunset evenings overlooking the water. The open-concept kitchen is designed for entertaining and everyday living, featuring premium appliances including a Sub-Zero refrigerator and generous workspace. The primary suite is located on the main living level, offering terrace access and serene water views, while additional guest accommodations provide flexibility for family and friends. Above, a rooftop observation deck—accessible via spiral staircase—offers breathtaking 360-degree vistas spanning the Gulf, bay, and coastline, creating a truly unforgettable vantage point. Thoughtfully constructed on pilings with storm-conscious design, the home blends timeless island style with peace of mind. The ground level provides covered parking for multiple vehicles, abundant storage, and space for kayaks, paddleboards, and beach gear. An elevator shaft is already in place for future installation, and pool plans are available. With deeded beach access just steps away and a private dock at your back door, this is one of the few properties on Siesta Key where you can enjoy the beach in front and your boat behind. Beach, boating, privacy, and views converge in this exceptional offering—capturing the essence of Gulf-to-Bay living on Siesta Key. 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, and St. Armands Circle.

4 Beds ⋅ 3 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34242 Zip Code

Gulf-to-Bay elegance meets relaxed coastal sophistication in this elevated, sailboat-access waterfront retreat, ideally positioned within one of Siesta Key’s most exclusive gated enclaves. Set in a rare peninsula neighborhood offering true Gulf-to-Bay living, this Caribbean-inspired residence delivers exceptional privacy, sweeping water views, and direct boating access with no bridges to the Intracoastal Waterway. With the newly reopened Midnight Pass just minutes away, access to the Gulf is effortless, making this an extraordinary opportunity for boaters and beach lovers alike. Surrounded by mature tropical landscaping and located on a quiet dead-end street, the home enjoys both Gulf views and a tranquil basin setting with a private dock. Inside, a vaulted-ceiling great room anchors the main living level, filled with natural light and framed by sliding glass doors that open to expansive covered terraces on both the east and west sides—perfect for sunrise mornings and sunset evenings overlooking the water. The open-concept kitchen is designed for entertaining and everyday living, featuring premium appliances including a Sub-Zero refrigerator and generous workspace. The primary suite is located on the main living level, offering terrace access and serene water views, while additional guest accommodations provide flexibility for family and friends. Above, a rooftop observation deck—accessible via spiral staircase—offers breathtaking 360-degree vistas spanning the Gulf, bay, and coastline, creating a truly unforgettable vantage point. Thoughtfully constructed on pilings with storm-conscious design, the home blends timeless island style with peace of mind. The ground level provides covered parking for multiple vehicles, abundant storage, and space for kayaks, paddleboards, and beach gear. An elevator shaft is already in place for future installation, and pool plans are available. With deeded beach access just steps away and a private dock at your back door, this is one of the few properties on Siesta Key where you can enjoy the beach in front and your boat behind. Beach, boating, privacy, and views converge in this exceptional offering—capturing the essence of Gulf-to-Bay living on Siesta Key. 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, and St. Armands Circle.

9265 Blind Pass Road, Sarasota

$1,300,000

FULL WATER VIEWS FROM GULF FRONT RESIDENCE. TILE FLOORING! Kitchen with Granite countertop, Stainless appliance. Laundry in Residence. New HVAC 2025. Two spacious bedrooms and Den. Furnished! First carport off elevator. Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, Game room, Clubhouse, two Heated pools, Gas Grills, Carport, Parking, and PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

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

FULL WATER VIEWS FROM GULF FRONT RESIDENCE. TILE FLOORING! Kitchen with Granite countertop, Stainless appliance. Laundry in Residence. New HVAC 2025. Two spacious bedrooms and Den. Furnished! First carport off elevator. Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, Game room, Clubhouse, two Heated pools, Gas Grills, Carport, Parking, and PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

8764 Midnight Pass Road Unit A306, Sarasota

$990,000

Experience Luxury Living on Siesta Key! Welcome to the Gulf & Bay Club Condominium perfectly situated on the pristine shores of Siesta Key. This stunning Gulf-front property offers unparalleled beach living, making it the ultimate coastal retreat. This unit is offered turnkey furnished, ready for immediate enjoyment. 2-bedroom, 2-bathroom residence presents an expansive floor plan highlighted with a new kitchen featuring new appliances, granite countertops,new cabinets, and refined accents. The kitchen seamlessly transitions into a spacious living area with enclosed lanai adding additional space in your living area. Offered turnkey furnished with a sophisticated beach ambiance. Master bath featuring dual sinks, quartz countertops and large walk-in shower. The additional bedroom for your guests includes an ensuite bath which offers ample space. Door lock, gate, building, and beach access. Plus an owner’s storage closets for rental convenience. This property serves as a tranquil retreat in an exceptional location whether you're seeking a permanent residence, a vacation getaway, or a profitable rental property. The building boasts an array of amenities designed to elevate everyday living, including onsite management for added convenience. Two electric vehicle charging stations that are available, 3 Large heated pools w/wifi including 1 lap pool, 800ft Private soft white sandy beach, 6 Tennis courts including 1 Har-Tru court, 6 Pickleball courts, Basketball/Racquetball/Pickleball courts, Shuffleboard court, Organized seasonal golf for men and women, State of the art fitness center, including free weights and yoga room, 6 Dry saunas, hot tub, 2 Clubhouses – library with books, bar, pool table and TV’s, Numerous social activities during season, World famous Siesta Key Beach – #1 by TripAdvisor, Directly on the beautiful Gulf of Mexico, Spectacular sunrises and sunsets

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

Experience Luxury Living on Siesta Key! Welcome to the Gulf & Bay Club Condominium perfectly situated on the pristine shores of Siesta Key. This stunning Gulf-front property offers unparalleled beach living, making it the ultimate coastal retreat. This unit is offered turnkey furnished, ready for immediate enjoyment. 2-bedroom, 2-bathroom residence presents an expansive floor plan highlighted with a new kitchen featuring new appliances, granite countertops,new cabinets, and refined accents. The kitchen seamlessly transitions into a spacious living area with enclosed lanai adding additional space in your living area. Offered turnkey furnished with a sophisticated beach ambiance. Master bath featuring dual sinks, quartz countertops and large walk-in shower. The additional bedroom for your guests includes an ensuite bath which offers ample space. Door lock, gate, building, and beach access. Plus an owner’s storage closets for rental convenience. This property serves as a tranquil retreat in an exceptional location whether you're seeking a permanent residence, a vacation getaway, or a profitable rental property. The building boasts an array of amenities designed to elevate everyday living, including onsite management for added convenience. Two electric vehicle charging stations that are available, 3 Large heated pools w/wifi including 1 lap pool, 800ft Private soft white sandy beach, 6 Tennis courts including 1 Har-Tru court, 6 Pickleball courts, Basketball/Racquetball/Pickleball courts, Shuffleboard court, Organized seasonal golf for men and women, State of the art fitness center, including free weights and yoga room, 6 Dry saunas, hot tub, 2 Clubhouses – library with books, bar, pool table and TV’s, Numerous social activities during season, World famous Siesta Key Beach – #1 by TripAdvisor, Directly on the beautiful Gulf of Mexico, Spectacular sunrises and sunsets

5780 Midnight Pass Road Unit 207, Sarasota

$2,550,000

Exceptional four-unit boutique coastal hospitality investment ideally positioned directly across from PB13 public beach access on legendary Siesta Key. This distinguished property represents one of the island’s most compelling income-producing opportunities, offering immediate access to Siesta Beach, ranked the #1 Beach in America and #4 worldwide by TripAdvisor’s 2025 Travelers’ Choice Awards. Renowned for its 99% pure quartz crystal sand and vibrant turquoise Gulf waters, this iconic destination delivers an unparalleled coastal experience that drives year-round demand. The intimate complex features a desirable mix of one and two bedroom residences and is professionally managed and offered fully turnkey, with all systems, furnishings, and operational components optimized for short-term rental performance. This established, high-performing hospitality asset demonstrates strong guest appeal, repeat bookings, and the ability to command premium nightly rates, allowing a new owner to seamlessly step into a stabilized operation from day one. Guests are consistently drawn to the unbeatable across-the-street beach access, eliminating parking hassles and enhancing walkability, an increasingly rare and highly sought-after advantage that supports rate premiums throughout the year. The property’s boutique scale and coastal charm deliver the personalized, resort-style experience today’s travelers prefer, further strengthening occupancy and guest loyalty. No rental restrictions provide a critical competitive edge, offering complete flexibility to optimize booking strategies, pricing models, and minimum stays without regulatory limitations. Strong financials underscore the property’s exceptional performance. With limited comparable inventory, enduring demand for high-quality coastal accommodations, and an irreplaceable location on Siesta Key, this offering represents a rare opportunity to acquire a trophy boutique hospitality asset in one of Florida’s most coveted beach markets. The Point of Rocks location further elevates market performance, placing guests within walking distance of Crescent Village’s restaurants, shops, and boutiques, while maintaining direct proximity to one of the world’s most celebrated beaches. This is a truly exceptional acquisition for investors seeking immediate cash flow, long-term appreciation, and a premier presence in an iconic coastal destination.

6 Beds ⋅ 4 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code

Exceptional four-unit boutique coastal hospitality investment ideally positioned directly across from PB13 public beach access on legendary Siesta Key. This distinguished property represents one of the island’s most compelling income-producing opportunities, offering immediate access to Siesta Beach, ranked the #1 Beach in America and #4 worldwide by TripAdvisor’s 2025 Travelers’ Choice Awards. Renowned for its 99% pure quartz crystal sand and vibrant turquoise Gulf waters, this iconic destination delivers an unparalleled coastal experience that drives year-round demand. The intimate complex features a desirable mix of one and two bedroom residences and is professionally managed and offered fully turnkey, with all systems, furnishings, and operational components optimized for short-term rental performance. This established, high-performing hospitality asset demonstrates strong guest appeal, repeat bookings, and the ability to command premium nightly rates, allowing a new owner to seamlessly step into a stabilized operation from day one. Guests are consistently drawn to the unbeatable across-the-street beach access, eliminating parking hassles and enhancing walkability, an increasingly rare and highly sought-after advantage that supports rate premiums throughout the year. The property’s boutique scale and coastal charm deliver the personalized, resort-style experience today’s travelers prefer, further strengthening occupancy and guest loyalty. No rental restrictions provide a critical competitive edge, offering complete flexibility to optimize booking strategies, pricing models, and minimum stays without regulatory limitations. Strong financials underscore the property’s exceptional performance. With limited comparable inventory, enduring demand for high-quality coastal accommodations, and an irreplaceable location on Siesta Key, this offering represents a rare opportunity to acquire a trophy boutique hospitality asset in one of Florida’s most coveted beach markets. The Point of Rocks location further elevates market performance, placing guests within walking distance of Crescent Village’s restaurants, shops, and boutiques, while maintaining direct proximity to one of the world’s most celebrated beaches. This is a truly exceptional acquisition for investors seeking immediate cash flow, long-term appreciation, and a premier presence in an iconic coastal destination.

6905 Point Of Rocks Road, Sarasota

$1,375,000

Incredible Gulf-front first-floor residence (10’ elevation) within the amenity-rich 32-acre campus of the Gulf & Bay community on Siesta Key. This 2-bedroom, 2-bath furnished condominium is ideally positioned in the highly desirable F Building and offers direct walk-out access to the beach with unobstructed views of 800 feet of private shoreline and the expansive Gulf of Mexico. Just steps from the sand, this exceptional location delivers the ultimate Gulf & Bay lifestyle—blending convenience, privacy, and breathtaking coastal scenery. This unit did not flood during recent storms. The remodeled kitchen features abundant cabinetry, a beverage cooler, and a comfortable eat-in area with a built-in desk. The primary suite captures beautiful Gulf views and includes a walk-in closet plus an additional wall closet. The en-suite bath has been tastefully remodeled with a frameless travertine shower, dual vanities, and a dedicated makeup area. The spacious guest bedroom offers two full Murphy beds, providing flexible sleeping accommodations. Additional highlights include a new A/C system (2025), 20" x 20" tile throughout the main living areas, and smooth ceilings—no popcorn. Gulf & Bay is truly one of the best resort complexes on Siesta key featuring: 2 clubhouses, 3 heated pools, pickleball courts, tennis courts (1 HarTru), well equipped fitness center, hot tub, multiple grill areas all leading out to World Famous, gorgeous Siesta Key Beach!

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

Incredible Gulf-front first-floor residence (10’ elevation) within the amenity-rich 32-acre campus of the Gulf & Bay community on Siesta Key. This 2-bedroom, 2-bath furnished condominium is ideally positioned in the highly desirable F Building and offers direct walk-out access to the beach with unobstructed views of 800 feet of private shoreline and the expansive Gulf of Mexico. Just steps from the sand, this exceptional location delivers the ultimate Gulf & Bay lifestyle—blending convenience, privacy, and breathtaking coastal scenery. This unit did not flood during recent storms. The remodeled kitchen features abundant cabinetry, a beverage cooler, and a comfortable eat-in area with a built-in desk. The primary suite captures beautiful Gulf views and includes a walk-in closet plus an additional wall closet. The en-suite bath has been tastefully remodeled with a frameless travertine shower, dual vanities, and a dedicated makeup area. The spacious guest bedroom offers two full Murphy beds, providing flexible sleeping accommodations. Additional highlights include a new A/C system (2025), 20" x 20" tile throughout the main living areas, and smooth ceilings—no popcorn. Gulf & Bay is truly one of the best resort complexes on Siesta key featuring: 2 clubhouses, 3 heated pools, pickleball courts, tennis courts (1 HarTru), well equipped fitness center, hot tub, multiple grill areas all leading out to World Famous, gorgeous Siesta Key Beach!

5740 Midnight Pass Road Unit 104F, Sarasota

$1,995,000

Nearly 200 feet of deep-water frontage in the prestigious Hidden Harbor enclave of Siesta Key—no bridges, quick access to Roberts Bay and the Gulf of America. Move-in ready and never flooded. Enjoy island living in this private waterfront setting surrounded by multi-million dollar estates. Lush, canopy-lined brick paver streets, wide water views, no through streets, and excellent boating access. The home has been thoughtfully renovated with an emphasis on functionality and storage, featuring an updated kitchen, modernized bathrooms, tile flooring throughout, recessed lighting, impact-rated windows and sliders, landscape lighting, a dedicated well with irrigation system, and a heated saltwater pool. Bike to the award-winning Siesta Key Beach, dine and shop in Siesta Village, kayak from your dock to nearby mangrove tunnels, or enjoy the convenience of downtown Sarasota less than seven miles away. A rare waterfront home offering immediate enjoyment and long-term upside in a neighborhood experiencing significant luxury redevelopment.

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

Nearly 200 feet of deep-water frontage in the prestigious Hidden Harbor enclave of Siesta Key—no bridges, quick access to Roberts Bay and the Gulf of America. Move-in ready and never flooded. Enjoy island living in this private waterfront setting surrounded by multi-million dollar estates. Lush, canopy-lined brick paver streets, wide water views, no through streets, and excellent boating access. The home has been thoughtfully renovated with an emphasis on functionality and storage, featuring an updated kitchen, modernized bathrooms, tile flooring throughout, recessed lighting, impact-rated windows and sliders, landscape lighting, a dedicated well with irrigation system, and a heated saltwater pool. Bike to the award-winning Siesta Key Beach, dine and shop in Siesta Village, kayak from your dock to nearby mangrove tunnels, or enjoy the convenience of downtown Sarasota less than seven miles away. A rare waterfront home offering immediate enjoyment and long-term upside in a neighborhood experiencing significant luxury redevelopment.

5155 Hidden Harbor Road, Sarasota

$6,300,000

Under contract-accepting backup offers. Pre-Construction. To be built. Under construction. This new Siesta Key residence is a masterpiece of innovative design and flawless craftsmanship, offering unparalleled luxury and coastal elegance, with a water view backyard and private boat dock. Designed and developed by the renowned Pham Development team, this home is ready for tours, with still the opportunity to customize finishings. Nestled on a nearly 14,000-square-foot lot with 118 feet of prime canal frontage, this waterfront home blends modern elements with timeless coastal charm. Featuring 4 spacious bedrooms, 4 full and 1 half impeccably designed bathrooms, and a 3-car garage, the home is thoughtfully designed for both comfort and style. At the heart of this residence is a well appointed kitchen, with an open-concept layout. The stunning quartz island with waterfall edges takes center stage, accentuated by elegant pendant lighting. Sleek, custom cabinetry complements the state-of-the-art stainless steel appliances, making this space ideal for both entertaining. The light-filled living areas are designed to maximize the breathtaking water views, offering a seamless connection to the outdoors. Step outside to your private oasis, where a resort-style pool is surrounded by lush landscaping. The outdoor spaces are designed in harmony with the natural surroundings, creating a tranquil retreat framed by swaying palms and shimmering waters. A private boat dock with a 10,000-pound lift and seating area provides unparalleled access to the Gulf Coast's azure waters, making this home a boater’s paradise. Located in one of Sarasota’s most desirable neighborhoods, this extraordinary property offers a blend of privacy, convenience, and luxury. A short distance away from world-class beaches, fine dining, and entertainment, this is a rare opportunity to own a slice of paradise in an exceptional location.

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

Under contract-accepting backup offers. Pre-Construction. To be built. Under construction. This new Siesta Key residence is a masterpiece of innovative design and flawless craftsmanship, offering unparalleled luxury and coastal elegance, with a water view backyard and private boat dock. Designed and developed by the renowned Pham Development team, this home is ready for tours, with still the opportunity to customize finishings. Nestled on a nearly 14,000-square-foot lot with 118 feet of prime canal frontage, this waterfront home blends modern elements with timeless coastal charm. Featuring 4 spacious bedrooms, 4 full and 1 half impeccably designed bathrooms, and a 3-car garage, the home is thoughtfully designed for both comfort and style. At the heart of this residence is a well appointed kitchen, with an open-concept layout. The stunning quartz island with waterfall edges takes center stage, accentuated by elegant pendant lighting. Sleek, custom cabinetry complements the state-of-the-art stainless steel appliances, making this space ideal for both entertaining. The light-filled living areas are designed to maximize the breathtaking water views, offering a seamless connection to the outdoors. Step outside to your private oasis, where a resort-style pool is surrounded by lush landscaping. The outdoor spaces are designed in harmony with the natural surroundings, creating a tranquil retreat framed by swaying palms and shimmering waters. A private boat dock with a 10,000-pound lift and seating area provides unparalleled access to the Gulf Coast's azure waters, making this home a boater’s paradise. Located in one of Sarasota’s most desirable neighborhoods, this extraordinary property offers a blend of privacy, convenience, and luxury. A short distance away from world-class beaches, fine dining, and entertainment, this is a rare opportunity to own a slice of paradise in an exceptional location.

4644 Higel Avenue, Sarasota

$1,125,000

If tennis and pickleball courts, beachfront living, and exceptional rental potential are at the top of your list, welcome to Surf & Racquet Club on Siesta Key—where resort-style amenities and timeless island appeal come together seamlessly. This sought-after ground-floor residence in Building W (5916) offers effortless access, direct proximity to the beach, and a lifestyle that balances relaxation with activity. The interior has been thoughtfully renovated with a clean, sophisticated coastal aesthetic. The kitchen is a standout, featuring crisp white cabinetry, elegant quartzite countertops, stainless steel appliances, double ovens, recessed lighting, and bar seating ideal for casual entertaining or morning coffee before a walk on the sand. Both bathrooms have been updated to complement the home’s refined yet relaxed design. Warm hardwood floors provide a rich foundation in the living area, paired with fresh neutral tones and curated furnishings with woven textures—rattan and bamboo elements that nod to island living while maintaining an elevated feel. The primary suite offers a versatile vanity area, perfect for getting ready for an exciting night in Siesta Key’s vibrant village or preparing for another sun-filled day. The enclosed lanai, framed by expansive windows, overlooks the lush 13-acre grounds of Surf & Racquet with tranquil views toward the pool and palm-lined pathways leading to Siesta Key’s world-renowned beach. Your ownership grants access to 2 heated swimming pools, fitness center, a BBQ pavilion, and a recreation hall as well as an active tennis calendar where owners come together for fitness, fellowship and fun. Whether you’re seeking a polished beachfront retreat or a high-performing investment in one of the island’s most iconic communities, this residence delivers comfort, style, and the unmistakable allure of Siesta Key living.

2 Beds ⋅ 2 Baths ⋅ Sarasota Surf & Racquet SubDv. ⋅ 34242 Zip Code

If tennis and pickleball courts, beachfront living, and exceptional rental potential are at the top of your list, welcome to Surf & Racquet Club on Siesta Key—where resort-style amenities and timeless island appeal come together seamlessly. This sought-after ground-floor residence in Building W (5916) offers effortless access, direct proximity to the beach, and a lifestyle that balances relaxation with activity. The interior has been thoughtfully renovated with a clean, sophisticated coastal aesthetic. The kitchen is a standout, featuring crisp white cabinetry, elegant quartzite countertops, stainless steel appliances, double ovens, recessed lighting, and bar seating ideal for casual entertaining or morning coffee before a walk on the sand. Both bathrooms have been updated to complement the home’s refined yet relaxed design. Warm hardwood floors provide a rich foundation in the living area, paired with fresh neutral tones and curated furnishings with woven textures—rattan and bamboo elements that nod to island living while maintaining an elevated feel. The primary suite offers a versatile vanity area, perfect for getting ready for an exciting night in Siesta Key’s vibrant village or preparing for another sun-filled day. The enclosed lanai, framed by expansive windows, overlooks the lush 13-acre grounds of Surf & Racquet with tranquil views toward the pool and palm-lined pathways leading to Siesta Key’s world-renowned beach. Your ownership grants access to 2 heated swimming pools, fitness center, a BBQ pavilion, and a recreation hall as well as an active tennis calendar where owners come together for fitness, fellowship and fun. Whether you’re seeking a polished beachfront retreat or a high-performing investment in one of the island’s most iconic communities, this residence delivers comfort, style, and the unmistakable allure of Siesta Key living.

5916 Midnight Pass Road Unit W102, Sarasota

$985,000

Major Price Reduction and what an opportunity! In a word...Stunning. Introducing this fully renovated and stylishly furnished 9th floor condominium offering refined Gulf-front living on Siesta Key, where breathtaking sunsets and gentle Gulf breezes set the tone for everyday life. This beautifully redesigned 1,435-square-foot residence features two bedrooms and two full baths and was completely renovated in 2020 with quality finishes and thoughtful details throughout. The open, light-filled layout creates an elegant yet inviting coastal retreat, perfect for both quiet evenings and entertaining guests. With a split bedroom floorplan, your guests will enjoy their ensuite bathroom and slider doors leading to the expansive patio overlooking the Gulf and it's forever views. The primary suite has it's own private balcony and water and Island views expand from downtown Sarasota all the way up to mid Longboat Key. Boat watching is a must! The building is exceptionally well maintained with strong financial reserves and stands apart as association fees have actually decreased, reflecting extensive completed improvements designed to enhance storm protection and long-term value. A brand-new seawall is currently being installed and is already fully funded, providing additional peace of mind. Residents enjoy an impressive array of amenities, including a Gulf-front pool ideal for watching the sun melt into the horizon, an outdoor kitchen with grills for sunset gatherings, a beautifully appointed social room, a fitness room with equipment, a spacious bike room, and a dedicated fishing room for rod and gear storage. Each floor has a laundry room with storage and you may also install an approved washer and dryer in your apartment. A new fishing pier and social sunset pier are being completed, offering the perfect waterfront setting for entertaining, relaxing, and savoring evening skies painted in coastal hues. Ideally located just moments from Siesta Key Village, this exceptional residence places coffee, wine, shopping, and dining just steps away, blending relaxed island charm with an elevated Gulf-front lifestyle. Move right in - turnkey furnished!

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

Major Price Reduction and what an opportunity! In a word...Stunning. Introducing this fully renovated and stylishly furnished 9th floor condominium offering refined Gulf-front living on Siesta Key, where breathtaking sunsets and gentle Gulf breezes set the tone for everyday life. This beautifully redesigned 1,435-square-foot residence features two bedrooms and two full baths and was completely renovated in 2020 with quality finishes and thoughtful details throughout. The open, light-filled layout creates an elegant yet inviting coastal retreat, perfect for both quiet evenings and entertaining guests. With a split bedroom floorplan, your guests will enjoy their ensuite bathroom and slider doors leading to the expansive patio overlooking the Gulf and it's forever views. The primary suite has it's own private balcony and water and Island views expand from downtown Sarasota all the way up to mid Longboat Key. Boat watching is a must! The building is exceptionally well maintained with strong financial reserves and stands apart as association fees have actually decreased, reflecting extensive completed improvements designed to enhance storm protection and long-term value. A brand-new seawall is currently being installed and is already fully funded, providing additional peace of mind. Residents enjoy an impressive array of amenities, including a Gulf-front pool ideal for watching the sun melt into the horizon, an outdoor kitchen with grills for sunset gatherings, a beautifully appointed social room, a fitness room with equipment, a spacious bike room, and a dedicated fishing room for rod and gear storage. Each floor has a laundry room with storage and you may also install an approved washer and dryer in your apartment. A new fishing pier and social sunset pier are being completed, offering the perfect waterfront setting for entertaining, relaxing, and savoring evening skies painted in coastal hues. Ideally located just moments from Siesta Key Village, this exceptional residence places coffee, wine, shopping, and dining just steps away, blending relaxed island charm with an elevated Gulf-front lifestyle. Move right in - turnkey furnished!

4822 Ocean Boulevard Unit 9A, Siesta Key

$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

$2,680,000

Why wait to build an elevated home? Here is your chance to have a modern coastal retreat on Siesta Key’s Grand Canal — beautifully designed, impeccably finished, and perfectly positioned for the ultimate waterfront lifestyle. This exceptional 2020 built three-story residence combines luxury, comfort, and an effortless indoor–outdoor flow, all just moments from Siesta Key Village. From the moment you step inside, wide water views draw you through the home, highlighting the sparkling canal, private dock, jet-ski or boat lift, and the ideal boating water that makes this property so special. The interior is bright, open, and meticulously curated with a relaxed, coastal-chic aesthetic. A sleek private elevator services all floors, while oversized sliders open to multiple balconies and terraces, each framing postcard-perfect views. The main living level features an expansive great room with tray ceilings, abundant natural light, and entertaining-friendly open floorplan, including a dining area with balcony—perfect for morning coffee or sunset cocktails. The chef’s kitchen is a showpiece, offering custom cabinetry, premium stainless appliances including a gas convection Bosch range, a massive island with storage on all sides, designer pendant lighting, and gorgeous stone countertops. Whether you’re prepping a feast or entertaining friends, the space is both functional and stunning. The bedroom accommodations are thoughtfully designed for both comfort and flexibility. On the main living level, a beautifully finished guest bedroom with adjacent full bath provides the perfect space for visitors or a sophisticated home office. The primary suite is a true retreat, offering a private balcony with sweeping canal views and a spa-inspired bath featuring a soaking tub, glass-enclosed walk-in shower, refined tilework, and dual stone-topped vanities. Two additional guest bedrooms, each with custom closet built-ins, are positioned at the end of the hall, while a bright and spacious laundry room adds everyday ease to this well-planned level. Outdoors, the covered lounge area is pure relaxation, featuring a beautifully finished wood ceiling, comfortable seating, and a shimmering pool that sits just steps from the water. An outdoor shower adds a resort-like touch, making it easy to rinse off after boating, paddleboarding, kayaking, or swimming. Hurricane rated, higher elevation, newer seawall...all of the boxes are checked for peace of mind living. This home has held strong through past storms with no water entering the interior living areas. The waterfront lifestyle here is unmatched: • Deep, protected Grand Canal waterway • Private dock with a 10,000 lb lift, which could accommodate a nice size boat or a pair of jet skis • Easy boating access to the Intracoastal Waterway • Perfect setup with ladder for kayaking, paddleboarding & jet-skiing • Multiple balconies with panoramic water views • Elevator to all levels • Stylish, high-end finishes throughout • New pool heater and pool pump in 2024. This home delivers the best of Siesta Key: a quiet, peaceful waterfront cul-de-sac setting with unbeatable boating water—yet close enough to stroll, bike, or golf-cart to the Village for dining, shopping, live music, and dancing. This home even includes the SK local favorite Tube Dude unique mailbox! It’s coastal luxury, modern design, and island adventure all wrapped into one exceptional property. This home is spotless! Truly a great find for a move-in ready beach home.

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

Why wait to build an elevated home? Here is your chance to have a modern coastal retreat on Siesta Key’s Grand Canal — beautifully designed, impeccably finished, and perfectly positioned for the ultimate waterfront lifestyle. This exceptional 2020 built three-story residence combines luxury, comfort, and an effortless indoor–outdoor flow, all just moments from Siesta Key Village. From the moment you step inside, wide water views draw you through the home, highlighting the sparkling canal, private dock, jet-ski or boat lift, and the ideal boating water that makes this property so special. The interior is bright, open, and meticulously curated with a relaxed, coastal-chic aesthetic. A sleek private elevator services all floors, while oversized sliders open to multiple balconies and terraces, each framing postcard-perfect views. The main living level features an expansive great room with tray ceilings, abundant natural light, and entertaining-friendly open floorplan, including a dining area with balcony—perfect for morning coffee or sunset cocktails. The chef’s kitchen is a showpiece, offering custom cabinetry, premium stainless appliances including a gas convection Bosch range, a massive island with storage on all sides, designer pendant lighting, and gorgeous stone countertops. Whether you’re prepping a feast or entertaining friends, the space is both functional and stunning. The bedroom accommodations are thoughtfully designed for both comfort and flexibility. On the main living level, a beautifully finished guest bedroom with adjacent full bath provides the perfect space for visitors or a sophisticated home office. The primary suite is a true retreat, offering a private balcony with sweeping canal views and a spa-inspired bath featuring a soaking tub, glass-enclosed walk-in shower, refined tilework, and dual stone-topped vanities. Two additional guest bedrooms, each with custom closet built-ins, are positioned at the end of the hall, while a bright and spacious laundry room adds everyday ease to this well-planned level. Outdoors, the covered lounge area is pure relaxation, featuring a beautifully finished wood ceiling, comfortable seating, and a shimmering pool that sits just steps from the water. An outdoor shower adds a resort-like touch, making it easy to rinse off after boating, paddleboarding, kayaking, or swimming. Hurricane rated, higher elevation, newer seawall...all of the boxes are checked for peace of mind living. This home has held strong through past storms with no water entering the interior living areas. The waterfront lifestyle here is unmatched: • Deep, protected Grand Canal waterway • Private dock with a 10,000 lb lift, which could accommodate a nice size boat or a pair of jet skis • Easy boating access to the Intracoastal Waterway • Perfect setup with ladder for kayaking, paddleboarding & jet-skiing • Multiple balconies with panoramic water views • Elevator to all levels • Stylish, high-end finishes throughout • New pool heater and pool pump in 2024. This home delivers the best of Siesta Key: a quiet, peaceful waterfront cul-de-sac setting with unbeatable boating water—yet close enough to stroll, bike, or golf-cart to the Village for dining, shopping, live music, and dancing. This home even includes the SK local favorite Tube Dude unique mailbox! It’s coastal luxury, modern design, and island adventure all wrapped into one exceptional property. This home is spotless! Truly a great find for a move-in ready beach home.

4881 Oxford Drive, Siesta Key

$1,000,000

RARELY AVAILABLE! Crystal Sands, Gulf Side GROUND FLOOR UNIT! Just out the door of your lanai and it is just steps to the pool and crystal white sands of Siesta Beach! This 2 bedroom, 2 bath split plan offers the best in beachside living. Beautiful, newly remodeled kitchen with extended peninsula is perfect for prep and entertaining! New appliances as well. Bathrooms are both nicely appointed with updated fixtures. Primary bath features separate dressing area/vanity and new shower with glass enclosure. Both bedrooms have walk in closets plus an additional double closet in the guest bedroom for extra storage or a perfect owner's closet. In addition, there is a large utility room with your own washer and dryer that allows even more storage. The generous lanai is accessible from the living and both bedrooms. Enjoy a peek-a-boo view of the gulf while enjoying your favorite beverage! Crystal Sands is one of the most desirable communities on Siesta Key and a highly sought rental destination. (2 week minimum) Situated perfectly right in the heart of Crescent Beach! There are 2 heated pools, assigned covered parking, community grills and an onsite management office. Gated access for extra security and comfort. Now is your opportunity to own a unit in this famous building at a great price! Rentals in place. Please contact agent for showing availability. All information believed to be accurate but should be verified by buyer.

2 Beds ⋅ 2 Baths ⋅ Crystal Sands SubDv. ⋅ 34242 Zip Code

RARELY AVAILABLE! Crystal Sands, Gulf Side GROUND FLOOR UNIT! Just out the door of your lanai and it is just steps to the pool and crystal white sands of Siesta Beach! This 2 bedroom, 2 bath split plan offers the best in beachside living. Beautiful, newly remodeled kitchen with extended peninsula is perfect for prep and entertaining! New appliances as well. Bathrooms are both nicely appointed with updated fixtures. Primary bath features separate dressing area/vanity and new shower with glass enclosure. Both bedrooms have walk in closets plus an additional double closet in the guest bedroom for extra storage or a perfect owner's closet. In addition, there is a large utility room with your own washer and dryer that allows even more storage. The generous lanai is accessible from the living and both bedrooms. Enjoy a peek-a-boo view of the gulf while enjoying your favorite beverage! Crystal Sands is one of the most desirable communities on Siesta Key and a highly sought rental destination. (2 week minimum) Situated perfectly right in the heart of Crescent Beach! There are 2 heated pools, assigned covered parking, community grills and an onsite management office. Gated access for extra security and comfort. Now is your opportunity to own a unit in this famous building at a great price! Rentals in place. Please contact agent for showing availability. All information believed to be accurate but should be verified by buyer.

6300 Midnight Pass Road Unit 110, Sarasota

$5,250,000

A truly one-of-a-kind beachfront home with spectacular western-facing Gulf views, this is one of only 7 homes on private Tenacity Lane at the north end of Siesta Key. A few steps along your private backyard path lead you to the powdery white sands of Siesta Key Beach. Built with the main living areas above county elevation requirements, the home captures sweeping beach-and-ocean panoramas from nearly every room. The living room features a stone fireplace, soaring ceilings, and a wall of sliding glass doors that frame the Gulf and fill the space with natural light. The kitchen and dining area also afford water views and include stainless steel appliances, a gas cooktop, built-in oven/microwave, and a wet bar—ideal for entertaining. A standout feature is the upper loft overlooking the beach with its own private deck for an even higher vantage point. The spacious primary suite includes a beach-facing alcove—perfect for a private office or reading nook—along with a large bath with dual sinks, a jetted tub, a separate shower, and a private balcony. Two additional bedrooms are generous in size with large windows, en-suite baths, and water views. Outside, the expansive beachfront deck is partially covered and provides scenic space for grilling, stargazing, or simply enjoying the beach view. The ground level houses a two-car garage, abundant storage, and a full bath. The expansive driveway accommodates parking for 12+ vehicles, alongside a large covered outdoor space for relaxing in the shade. Zoned Residential Multi-Family and offered furnished, this private, direct beachfront property is just steps to Siesta Key Village, renowned for it’s nightlife, dining, shopping, and entertainment. The true value of this property is in the land - it's location, direct beach frontage and access. This is an exceptional opportunity to enjoy as-is, renovate, or reimagine entirely. A prime Siesta Key setting with endless potential—a truly rare opportunity to secure a legacy property and create something extraordinary on one of Florida’s most coveted stretches of sand.

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

A truly one-of-a-kind beachfront home with spectacular western-facing Gulf views, this is one of only 7 homes on private Tenacity Lane at the north end of Siesta Key. A few steps along your private backyard path lead you to the powdery white sands of Siesta Key Beach. Built with the main living areas above county elevation requirements, the home captures sweeping beach-and-ocean panoramas from nearly every room. The living room features a stone fireplace, soaring ceilings, and a wall of sliding glass doors that frame the Gulf and fill the space with natural light. The kitchen and dining area also afford water views and include stainless steel appliances, a gas cooktop, built-in oven/microwave, and a wet bar—ideal for entertaining. A standout feature is the upper loft overlooking the beach with its own private deck for an even higher vantage point. The spacious primary suite includes a beach-facing alcove—perfect for a private office or reading nook—along with a large bath with dual sinks, a jetted tub, a separate shower, and a private balcony. Two additional bedrooms are generous in size with large windows, en-suite baths, and water views. Outside, the expansive beachfront deck is partially covered and provides scenic space for grilling, stargazing, or simply enjoying the beach view. The ground level houses a two-car garage, abundant storage, and a full bath. The expansive driveway accommodates parking for 12+ vehicles, alongside a large covered outdoor space for relaxing in the shade. Zoned Residential Multi-Family and offered furnished, this private, direct beachfront property is just steps to Siesta Key Village, renowned for it’s nightlife, dining, shopping, and entertainment. The true value of this property is in the land - it's location, direct beach frontage and access. This is an exceptional opportunity to enjoy as-is, renovate, or reimagine entirely. A prime Siesta Key setting with endless potential—a truly rare opportunity to secure a legacy property and create something extraordinary on one of Florida’s most coveted stretches of sand.

216 Tenacity Lane, Sarasota

$1,850,000

MOTIVATED SELLER!!Located in the highly sought-after Siesta Key area with convenient access to Shell Beach, this beautifully constructed 4-bedroom, 3-bath home was built in 2016. The residence features concrete block construction on the first floor, a framed second floor with durable synthetic siding, IMPACT WINDOWS AND DOORS, a METAL ROOF, and stained tongue-and-groove soffits. Interior highlights include tile flooring, Shiloh cabinetry, quartz countertops, Thermador appliances, crown molding, and oversized baseboards. The spacious primary suite offers a tray ceiling, dual walk-in closets, and a luxurious bath with double vanities and a Jacuzzi tub. A WHOLE HOUSE WATER FILTRATION SYSTEM WITH ULTRAVIOLET LIGHT adds to the home’s modern comforts. Outdoor living shines with a screened lanai encompassing the porch, pool, and spa, plus a fully equipped outdoor kitchen—perfect for entertaining. Lush tropical landscaping, including lemon, avacado, banana and mango tree provides privacy and a serene setting. During hurricanes, there was no water intrusion into the living areas of the home. A limited amount of water entered the garage with no resulting damage, and pool equipment has been raised to provide additional protection. Offered fully furnished (with exclusions) and equipped with a WHOLE HOUSE GENERATOR, this home combines quality construction, thoughtful upgrades, and refined coastal living—an ideal retreat in one of Siesta Key’s most desirable locations.

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

MOTIVATED SELLER!!Located in the highly sought-after Siesta Key area with convenient access to Shell Beach, this beautifully constructed 4-bedroom, 3-bath home was built in 2016. The residence features concrete block construction on the first floor, a framed second floor with durable synthetic siding, IMPACT WINDOWS AND DOORS, a METAL ROOF, and stained tongue-and-groove soffits. Interior highlights include tile flooring, Shiloh cabinetry, quartz countertops, Thermador appliances, crown molding, and oversized baseboards. The spacious primary suite offers a tray ceiling, dual walk-in closets, and a luxurious bath with double vanities and a Jacuzzi tub. A WHOLE HOUSE WATER FILTRATION SYSTEM WITH ULTRAVIOLET LIGHT adds to the home’s modern comforts. Outdoor living shines with a screened lanai encompassing the porch, pool, and spa, plus a fully equipped outdoor kitchen—perfect for entertaining. Lush tropical landscaping, including lemon, avacado, banana and mango tree provides privacy and a serene setting. During hurricanes, there was no water intrusion into the living areas of the home. A limited amount of water entered the garage with no resulting damage, and pool equipment has been raised to provide additional protection. Offered fully furnished (with exclusions) and equipped with a WHOLE HOUSE GENERATOR, this home combines quality construction, thoughtful upgrades, and refined coastal living—an ideal retreat in one of Siesta Key’s most desirable locations.

3919 Roberts Point Road, Sarasota

$3,330,000

This is the renovation you would do for yourself…. If you’ve toured new construction homes recently and thought to yourself, did the architects just give up? Then this home might just be for you… *Elegance. Charm. Attention to detail.* Three phrases we don’t hear enough anymore, but that changes today as we step inside ‘Casa Alegre’ on Featherbed Lane. Located in the heart of Siesta Key Village and positioned at one of the most impressive intersections of waterways the Grand Canal offers, there is no more sought-after location on all of Siesta Key than right here. An 8-minute walk into the Village merges proximity with privacy in the exact way you’ve been imagining. This fully renovated Mediterranean Revival is overflowing with pride of ownership. Featuring major upgrades including a new roof, new seawall, all new hurricane windows and doors, new flooring, new electrical, and more; this is the renovation you would do for yourself, and that translates into true confidence, not just fresh finishes. Inside, the home lives bright and open, in part from its southern facing pool, and even more-so with volumes of natural light pouring in through NINE sets of brand-new sliding glass doors and a layout designed for effortless island living and entertaining. With 4 true bedrooms, 4 baths, plus an incredible bonus room ready for a billiards table or game room, a heated pool and boating lifestyle at your doorstep, this is a rare opportunity to own a home with genuine character, in a location that simply can’t be replicated. Private showings available upon request.

4 Beds ⋅ 4 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code

This is the renovation you would do for yourself…. If you’ve toured new construction homes recently and thought to yourself, did the architects just give up? Then this home might just be for you… *Elegance. Charm. Attention to detail.* Three phrases we don’t hear enough anymore, but that changes today as we step inside ‘Casa Alegre’ on Featherbed Lane. Located in the heart of Siesta Key Village and positioned at one of the most impressive intersections of waterways the Grand Canal offers, there is no more sought-after location on all of Siesta Key than right here. An 8-minute walk into the Village merges proximity with privacy in the exact way you’ve been imagining. This fully renovated Mediterranean Revival is overflowing with pride of ownership. Featuring major upgrades including a new roof, new seawall, all new hurricane windows and doors, new flooring, new electrical, and more; this is the renovation you would do for yourself, and that translates into true confidence, not just fresh finishes. Inside, the home lives bright and open, in part from its southern facing pool, and even more-so with volumes of natural light pouring in through NINE sets of brand-new sliding glass doors and a layout designed for effortless island living and entertaining. With 4 true bedrooms, 4 baths, plus an incredible bonus room ready for a billiards table or game room, a heated pool and boating lifestyle at your doorstep, this is a rare opportunity to own a home with genuine character, in a location that simply can’t be replicated. Private showings available upon request.

4833 Featherbed Lane, Sarasota

$1,225,000

Experience luxury Gulf-front living at its finest in this stunning, fully renovated beachfront condo on world-famous Siesta Beach in sunny Sarasota, Florida. Perfectly positioned to capture breathtaking views of the turquoise Gulf waters and powdery white quartz sand, this TURNKEY FURNISHED residence offers the ultimate coastal paradise—ideal as a primary home, vacation retreat, or investment property. This beautifully redesigned condo features 2 spacious bedrooms and 2 full bathrooms, thoughtfully updated with high-end designer finishes throughout. The open-concept living space is filled with natural light and showcases top-of-the-line appliances, custom cabinetry, sleek quartz countertops, and elegant coastal-inspired details. HURRICANE IMPACT WINDOWS provide peace of mind while framing postcard-worthy sunsets and allowing the soothing sound of the waves to set the tone for everyday living. NO STORM Water INTRUSION from 2024 Hurricanes! Wake up to the Gulf breeze in the serene primary suite, complete with a spa-like en suite bathroom and refined finishes that rival luxury resorts. Every detail has been carefully curated, making this home truly move-in ready with no updates needed—simply bring your suitcase and start enjoying beachfront life. Residents enjoy an exceptional suite of resort-style amenities, including two heated pools, a state-of-the-art fitness center, an inviting clubhouse, tennis courts, pickleball courts and racquetball courts. Whether you prefer relaxing poolside, staying active, or entertaining guests, this community offers something for everyone. Conveniently located just minutes from world-class dining, boutique shopping, and vibrant island attractions, this Gulf-front luxury condo delivers the perfect blend of tranquility and accessibility. Live every day like a vacation in this rare Siesta Beach offering—where luxury, comfort, and coastal beauty come together effortlessly. Check out the virtual tour or book your private showing today!

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

Experience luxury Gulf-front living at its finest in this stunning, fully renovated beachfront condo on world-famous Siesta Beach in sunny Sarasota, Florida. Perfectly positioned to capture breathtaking views of the turquoise Gulf waters and powdery white quartz sand, this TURNKEY FURNISHED residence offers the ultimate coastal paradise—ideal as a primary home, vacation retreat, or investment property. This beautifully redesigned condo features 2 spacious bedrooms and 2 full bathrooms, thoughtfully updated with high-end designer finishes throughout. The open-concept living space is filled with natural light and showcases top-of-the-line appliances, custom cabinetry, sleek quartz countertops, and elegant coastal-inspired details. HURRICANE IMPACT WINDOWS provide peace of mind while framing postcard-worthy sunsets and allowing the soothing sound of the waves to set the tone for everyday living. NO STORM Water INTRUSION from 2024 Hurricanes! Wake up to the Gulf breeze in the serene primary suite, complete with a spa-like en suite bathroom and refined finishes that rival luxury resorts. Every detail has been carefully curated, making this home truly move-in ready with no updates needed—simply bring your suitcase and start enjoying beachfront life. Residents enjoy an exceptional suite of resort-style amenities, including two heated pools, a state-of-the-art fitness center, an inviting clubhouse, tennis courts, pickleball courts and racquetball courts. Whether you prefer relaxing poolside, staying active, or entertaining guests, this community offers something for everyone. Conveniently located just minutes from world-class dining, boutique shopping, and vibrant island attractions, this Gulf-front luxury condo delivers the perfect blend of tranquility and accessibility. Live every day like a vacation in this rare Siesta Beach offering—where luxury, comfort, and coastal beauty come together effortlessly. Check out the virtual tour or book your private showing today!

5790 Midnight Pass Road Unit 104, Sarasota

$1,224,000

Virtually Staged. Welcome to this beautifully renovated ranch-style home, ideally located within minutes to the #1 beach in the United States—Siesta Key Beach! Set on an oversized lot, this property offers a private outdoor oasis with a relaxing pool surrounded by lush, mature landscaping, perfect for entertaining or unwinding after a day at the beach. Designed for effortless single-level living, this home blends modern updates with timeless coastal style, making it perfect as a full-time residence, vacation getaway, or investment opportunity. Offering 3 spacious bedrooms + den and 2.5 updated baths, the thoughtfully designed floor plan delivers both comfort and functionality. Light-filled living areas flow seamlessly throughout the home, complemented by a stylishly updated kitchen and baths featuring quality finishes. A detached garage adds valuable convenience and storage. Recent upgrades include a 2024 Tesla solar system with two Powerwall's, providing energy efficiency, backup power, and long-term savings. Additional improvements include two HVAC systems for optimal climate control and a new water heater for added peace of mind. Enjoy morning strolls to the world-renowned quartz sands of Siesta Key Beach, evenings dining at Siesta Village, and the ease of move-in-ready coastal living in one of the most sought-after locations. Expertly restored terrazzo flooring throughout the main living areas and bedrooms, giving the home a new fresh look. All information should be independently verified by buyer's and buyers agent.

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

Virtually Staged. Welcome to this beautifully renovated ranch-style home, ideally located within minutes to the #1 beach in the United States—Siesta Key Beach! Set on an oversized lot, this property offers a private outdoor oasis with a relaxing pool surrounded by lush, mature landscaping, perfect for entertaining or unwinding after a day at the beach. Designed for effortless single-level living, this home blends modern updates with timeless coastal style, making it perfect as a full-time residence, vacation getaway, or investment opportunity. Offering 3 spacious bedrooms + den and 2.5 updated baths, the thoughtfully designed floor plan delivers both comfort and functionality. Light-filled living areas flow seamlessly throughout the home, complemented by a stylishly updated kitchen and baths featuring quality finishes. A detached garage adds valuable convenience and storage. Recent upgrades include a 2024 Tesla solar system with two Powerwall's, providing energy efficiency, backup power, and long-term savings. Additional improvements include two HVAC systems for optimal climate control and a new water heater for added peace of mind. Enjoy morning strolls to the world-renowned quartz sands of Siesta Key Beach, evenings dining at Siesta Village, and the ease of move-in-ready coastal living in one of the most sought-after locations. Expertly restored terrazzo flooring throughout the main living areas and bedrooms, giving the home a new fresh look. All information should be independently verified by buyer's and buyers agent.

5107 Saint Albans Avenue, Sarasota

$4,650,000

One-of-a-Kind Gulf-Front Luxury at Ten35 Seaside! Welcome to Unit #503—an extraordinary, custom-designed Gulf-front residence on South Siesta Key. Thoughtfully reimagined with over $400,000 in bespoke upgrades, this one-of-a-kind home delivers a level of luxury, craftsmanship, and exclusivity rarely offered. From the moment you arrive, convenience meets prestige with two deeded parking spaces and one of only eleven private storage lockers in the building. Inside, a reconfigured layout maximizes sweeping, unobstructed Gulf views, while curated finishes include exquisite precious stone slabs, advanced AV and home automation, and custom acoustic paneling for a truly immersive living experience. The chef’s kitchen is a showpiece, featuring a backlit precious stone backsplash, premium appliances, and custom cabinetry designed for both beauty and performance. An adjacent wet bar—complete with custom shelving, a full-size Sub-Zero wine refrigerator, and beverage cooler—sets the stage for effortless entertaining. The Gulf-front primary suite is a serene retreat with panoramic views, a spacious walk-in closet, and a spa-inspired en-suite bath with dual vanities and an expansive walk-in shower. Three additional guest suites provide luxurious comfort and privacy for family and guests alike. Outdoor living is equally impressive, with a generous Gulf-front terrace and custom outdoor kitchen, ideal for alfresco dining while taking in the sights and sounds of the shoreline. Residents of Ten35 Seaside enjoy a resort-style lifestyle with beach attendants, a Gulf-front pool, fire pits and grilling areas, a state-of-the-art fitness center, on-site property management, and an optional on-site rental program offering income potential. A rare offering at one of Siesta Key’s most coveted addresses, Unit #503 represents the pinnacle of Gulf-front living—where exceptional design, unparalleled customization, and breathtaking views come together. This is more than a residence; it’s a coastal masterpiece.

4 Beds ⋅ 4 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code

One-of-a-Kind Gulf-Front Luxury at Ten35 Seaside! Welcome to Unit #503—an extraordinary, custom-designed Gulf-front residence on South Siesta Key. Thoughtfully reimagined with over $400,000 in bespoke upgrades, this one-of-a-kind home delivers a level of luxury, craftsmanship, and exclusivity rarely offered. From the moment you arrive, convenience meets prestige with two deeded parking spaces and one of only eleven private storage lockers in the building. Inside, a reconfigured layout maximizes sweeping, unobstructed Gulf views, while curated finishes include exquisite precious stone slabs, advanced AV and home automation, and custom acoustic paneling for a truly immersive living experience. The chef’s kitchen is a showpiece, featuring a backlit precious stone backsplash, premium appliances, and custom cabinetry designed for both beauty and performance. An adjacent wet bar—complete with custom shelving, a full-size Sub-Zero wine refrigerator, and beverage cooler—sets the stage for effortless entertaining. The Gulf-front primary suite is a serene retreat with panoramic views, a spacious walk-in closet, and a spa-inspired en-suite bath with dual vanities and an expansive walk-in shower. Three additional guest suites provide luxurious comfort and privacy for family and guests alike. Outdoor living is equally impressive, with a generous Gulf-front terrace and custom outdoor kitchen, ideal for alfresco dining while taking in the sights and sounds of the shoreline. Residents of Ten35 Seaside enjoy a resort-style lifestyle with beach attendants, a Gulf-front pool, fire pits and grilling areas, a state-of-the-art fitness center, on-site property management, and an optional on-site rental program offering income potential. A rare offering at one of Siesta Key’s most coveted addresses, Unit #503 represents the pinnacle of Gulf-front living—where exceptional design, unparalleled customization, and breathtaking views come together. This is more than a residence; it’s a coastal masterpiece.

1035 Seaside Drive Unit 503, Sarasota

$4,995,000

Repriced to the market - reduced $250,000! An exceptional opportunity to own two stunning residences in one offering, near the powdery white sands of world-renowned Crescent Beach. Beach House Residences #301 and the Penthouse together create a rare, turnkey coastal retreat where modern elegance and relaxed island living exist in harmony. Offered fully furnished and move-in ready, this one-of-a-kind, two-level residence presents exceptional flexibility to embrace the ultimate Siesta Key lifestyle. Suited as a full-time or seasonal residence, a multi-generational family retreat, or a flexible ownership opportunity with the ability to enjoy or utilize one floor while renting another, short or long-term. Spanning the top two floors, this unique offering includes six generously sized bedrooms and five full baths (a four-bedroom, three-bath residence plus a two-bedroom, two-bath penthouse), thoughtfully designed to accommodate family and guests with ease. Expansive open floor plans welcome you with immediate Gulf views, while floor-to-ceiling glass and spacious balconies offer coastal breezes and blazing sunsets. Chef’s kitchens on each level are beautifully appointed to host unforgettable gatherings or intimate dinners, blending function with refined coastal style. Each residence enjoys its own private, secured entry, access to a state-of-the-art elevator, full kitchens, laundry rooms, luxury countertops, soft-close wood cabinetry, upscale lighting and designer fixtures. Additional highlights include spa-inspired baths, plush furnishings, 10-foot ceilings, spacious closets, a secure lobby, a private two-car garage and a hot tub on the penthouse-level balcony. Chic contemporary architecture enhances the building’s coastal presence, while sweeping Gulf and sunset views create a sense of escape. A private pet run oasis adds a thoughtful touch for four-legged companions. Outdoor living is equally inviting and as a member of the community association, residents enjoy access to the pool and private beach entry, offering a seamless connection to the Gulf. Ideally within a half block of Siesta Key’s vibrant South Village, you are moments from beloved restaurants, cafés, tiki bars, boutiques, rentals and everyday conveniences. Complimentary trolley service provides easy access to Siesta Village, evoking the charm of a relaxed island-style experience, while quick access to the Stickney Point Bridge allows effortless travel on and off the island. With its prime beach-block location, thoughtful design and rare dual-residence configuration, this is a coastal offering that feels timeless and irreplaceable, an opportunity to create lasting memories on one of Florida’s celebrated shorelines.

6 Beds ⋅ 5 Baths ⋅ Sarasota By The Sea SubDv. ⋅ 34242 Zip Code

Repriced to the market - reduced $250,000! An exceptional opportunity to own two stunning residences in one offering, near the powdery white sands of world-renowned Crescent Beach. Beach House Residences #301 and the Penthouse together create a rare, turnkey coastal retreat where modern elegance and relaxed island living exist in harmony. Offered fully furnished and move-in ready, this one-of-a-kind, two-level residence presents exceptional flexibility to embrace the ultimate Siesta Key lifestyle. Suited as a full-time or seasonal residence, a multi-generational family retreat, or a flexible ownership opportunity with the ability to enjoy or utilize one floor while renting another, short or long-term. Spanning the top two floors, this unique offering includes six generously sized bedrooms and five full baths (a four-bedroom, three-bath residence plus a two-bedroom, two-bath penthouse), thoughtfully designed to accommodate family and guests with ease. Expansive open floor plans welcome you with immediate Gulf views, while floor-to-ceiling glass and spacious balconies offer coastal breezes and blazing sunsets. Chef’s kitchens on each level are beautifully appointed to host unforgettable gatherings or intimate dinners, blending function with refined coastal style. Each residence enjoys its own private, secured entry, access to a state-of-the-art elevator, full kitchens, laundry rooms, luxury countertops, soft-close wood cabinetry, upscale lighting and designer fixtures. Additional highlights include spa-inspired baths, plush furnishings, 10-foot ceilings, spacious closets, a secure lobby, a private two-car garage and a hot tub on the penthouse-level balcony. Chic contemporary architecture enhances the building’s coastal presence, while sweeping Gulf and sunset views create a sense of escape. A private pet run oasis adds a thoughtful touch for four-legged companions. Outdoor living is equally inviting and as a member of the community association, residents enjoy access to the pool and private beach entry, offering a seamless connection to the Gulf. Ideally within a half block of Siesta Key’s vibrant South Village, you are moments from beloved restaurants, cafés, tiki bars, boutiques, rentals and everyday conveniences. Complimentary trolley service provides easy access to Siesta Village, evoking the charm of a relaxed island-style experience, while quick access to the Stickney Point Bridge allows effortless travel on and off the island. With its prime beach-block location, thoughtful design and rare dual-residence configuration, this is a coastal offering that feels timeless and irreplaceable, an opportunity to create lasting memories on one of Florida’s celebrated shorelines.

1140 Seaside Drive Unit 301 & Penthouse, Siesta Key

$1,050,000

65 steps to the sand, 312 steps to the water from the Terrace East property are waiting for you! Walk inside and unwind in this updated, turnkey luxury condominium offering nightly sunset views of the #1 beach in the country. This is a rare opportunity to own a condominium in the vibrant heart of Siesta Key, walk to all the amenities and charm that Siesta Key village offers. The property is just steps from the world-famous quartz sands of Siesta Key Beach. Tastefully decorated and truly move in ready, this coastal retreat features a beautifully updated kitchen with custom cabinetry, granite countertops, tile backsplash, stainless steel appliances, crown molding, and thoughtful designer finishes. Luxury vinyl flooring flows throughout the condominium, creating a cohesive and low maintenance living space ideal for beachside living. Both bathrooms have been updated and showcase tile showers with elegant quartz sinks. Two spacious balconies provide the perfect setting to enjoy stunning Gulf sunsets, entertain family and friends, or take in the vibrant island atmosphere below. The island lifestyle is at your doorstep with easy access to local restaurants, live music, boutique shopping, and even a grocery store within .2 of a mile. Located in the iconic Terrace East, this 24-hour secure building offers a welcoming common area for residents and guests. The community has recently enhanced its curb appeal with updated landscaping and beautifully refreshed grounds, creating a true resort style ambiance. Residents enjoy a spacious sparkling pool with new pool furniture, an exercise room, a private tennis/pickleball court, and new stainless steel outdoor grills perfect for entertaining. Whether you are searching for a primary residence, second home, or vacation getaway, this condominium delivers luxury, comfort, and exceptional walkability in one of Florida’s most desirable beach destinations. Experience the best of Siesta Key beach lifestyle in an elevated retreat that combines iconic location, modern updates, and outstanding amenities.

2 Beds ⋅ 2 Baths ⋅ Terrace East SubDv. ⋅ 34242 Zip Code

65 steps to the sand, 312 steps to the water from the Terrace East property are waiting for you! Walk inside and unwind in this updated, turnkey luxury condominium offering nightly sunset views of the #1 beach in the country. This is a rare opportunity to own a condominium in the vibrant heart of Siesta Key, walk to all the amenities and charm that Siesta Key village offers. The property is just steps from the world-famous quartz sands of Siesta Key Beach. Tastefully decorated and truly move in ready, this coastal retreat features a beautifully updated kitchen with custom cabinetry, granite countertops, tile backsplash, stainless steel appliances, crown molding, and thoughtful designer finishes. Luxury vinyl flooring flows throughout the condominium, creating a cohesive and low maintenance living space ideal for beachside living. Both bathrooms have been updated and showcase tile showers with elegant quartz sinks. Two spacious balconies provide the perfect setting to enjoy stunning Gulf sunsets, entertain family and friends, or take in the vibrant island atmosphere below. The island lifestyle is at your doorstep with easy access to local restaurants, live music, boutique shopping, and even a grocery store within .2 of a mile. Located in the iconic Terrace East, this 24-hour secure building offers a welcoming common area for residents and guests. The community has recently enhanced its curb appeal with updated landscaping and beautifully refreshed grounds, creating a true resort style ambiance. Residents enjoy a spacious sparkling pool with new pool furniture, an exercise room, a private tennis/pickleball court, and new stainless steel outdoor grills perfect for entertaining. Whether you are searching for a primary residence, second home, or vacation getaway, this condominium delivers luxury, comfort, and exceptional walkability in one of Florida’s most desirable beach destinations. Experience the best of Siesta Key beach lifestyle in an elevated retreat that combines iconic location, modern updates, and outstanding amenities.

5300 Ocean Boulevard Unit 202, Sarasota

$1,305,000

EXCEPTIONALLY RARE Siesta Key Income Property | Zoned for DAILY Rentals — a true Siesta Key Unicorn. This rare 4-bedroom, 4-bath duplex offers a unique opportunity to acquire a short-term rental asset just a short stroll from the world-famous white sands of Siesta Key Beach, one of the most supply-constrained and consistently in-demand vacation markets in Florida. Configured as two fully renovated 2BR/2BA residences, this property delivers unmatched flexibility—ideal as a high-performing investment, 1031 replacement property, vacation home, or personal residence with income potential. Zoned for DAILY rentals—a highly limited and valuable designation on Siesta Key—the property is currently operated as a professionally managed short-term rental with future bookings in place. Designed for both guest appeal and operational efficiency, each unit features open-concept living spaces, updated kitchens, in-unit laundry, durable tile flooring throughout, and tasteful coastal furnishings. The property is being sold fully furnished and turnkey, allowing for a seamless transition of ownership with no operational downtime. Outdoor amenities further support strong occupancy and repeat bookings, including a fenced, heated pool, tropical landscaping, lounging and dining areas, and a private grilling space. Four dedicated off-street parking spaces (two per unit) add a meaningful competitive advantage in this highly desirable beach location. Professionally operated as a vacation rental since 2020, the property has achieved documented gross rental income approaching $200,000 annually. A temporary decline in late 2024 and early 2025 was event-driven rather than demand-driven, due to regional hurricane-related cancellations. Travel demand to Siesta Key is now rebounding, and bookings are steadily returning—positioning the property for revenue normalization and potential growth consistent with prior peak years. Whether you are a short-term rental investor, 1031 exchange buyer, or an owner seeking to blend lifestyle with income, this property offers a rare combination of location, zoning, resilience, and upside in one of Florida’s most desirable coastal markets. Detailed income and expense reports available upon request. Buyer to verify exchange eligibility and tax treatment with qualified advisors. Private showings by appointment only.

4 Beds ⋅ 4 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code

EXCEPTIONALLY RARE Siesta Key Income Property | Zoned for DAILY Rentals — a true Siesta Key Unicorn. This rare 4-bedroom, 4-bath duplex offers a unique opportunity to acquire a short-term rental asset just a short stroll from the world-famous white sands of Siesta Key Beach, one of the most supply-constrained and consistently in-demand vacation markets in Florida. Configured as two fully renovated 2BR/2BA residences, this property delivers unmatched flexibility—ideal as a high-performing investment, 1031 replacement property, vacation home, or personal residence with income potential. Zoned for DAILY rentals—a highly limited and valuable designation on Siesta Key—the property is currently operated as a professionally managed short-term rental with future bookings in place. Designed for both guest appeal and operational efficiency, each unit features open-concept living spaces, updated kitchens, in-unit laundry, durable tile flooring throughout, and tasteful coastal furnishings. The property is being sold fully furnished and turnkey, allowing for a seamless transition of ownership with no operational downtime. Outdoor amenities further support strong occupancy and repeat bookings, including a fenced, heated pool, tropical landscaping, lounging and dining areas, and a private grilling space. Four dedicated off-street parking spaces (two per unit) add a meaningful competitive advantage in this highly desirable beach location. Professionally operated as a vacation rental since 2020, the property has achieved documented gross rental income approaching $200,000 annually. A temporary decline in late 2024 and early 2025 was event-driven rather than demand-driven, due to regional hurricane-related cancellations. Travel demand to Siesta Key is now rebounding, and bookings are steadily returning—positioning the property for revenue normalization and potential growth consistent with prior peak years. Whether you are a short-term rental investor, 1031 exchange buyer, or an owner seeking to blend lifestyle with income, this property offers a rare combination of location, zoning, resilience, and upside in one of Florida’s most desirable coastal markets. Detailed income and expense reports available upon request. Buyer to verify exchange eligibility and tax treatment with qualified advisors. Private showings by appointment only.

1123 Crescent Street Unit 1123/1125, Sarasota

$1,100,000

Beachfront condo with full gulf views. Completely renovated unit in 2024 with direct access to the sugary white sand beaches. New tile floor throughout. All new kitchen with new custom kitchen cabinetry, granite counter tops and stainless-steel appliances. Turnkey furnished. Excellent rental history. Private end unit location on the southern end of the complex. Brand new gulf front community pool, gulf to bay property with community fitness room, tennis courts, barbeque areas and dockage.

2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ph 1 & 2 SubDv. ⋅ 34242 Zip Code

Beachfront condo with full gulf views. Completely renovated unit in 2024 with direct access to the sugary white sand beaches. New tile floor throughout. All new kitchen with new custom kitchen cabinetry, granite counter tops and stainless-steel appliances. Turnkey furnished. Excellent rental history. Private end unit location on the southern end of the complex. Brand new gulf front community pool, gulf to bay property with community fitness room, tennis courts, barbeque areas and dockage.

6342 Midnight Pass Road Unit 310, Sarasota

$1,125,000

Experience effortless beachfront living from this turnkey-furnished, second-floor condominium with elevator access and sweeping views of the turquoise waters of the Gulf of Mexico and the newly updated pool area. Enjoy morning coffee to the sound of the surf and spectacular sunsets with uninterrupted shoreline views. BEST OF ALL - THIS UNIT SUSTAINED NO HURRICANE DAMAGE! Located at Midnight Cove, a highly sought-after gulf-to-bay community on Crescent Beach, this spacious 2-bedroom, 2-bath residence offers a welcoming coastal-style foyer and an open, updated kitchen with solid surface counters, closet pantry and a breakfast bar with seating for four. The living and dining areas open to a screened lanai featuring chaise lounges, a dining table, and bar counter—perfect for relaxed indoor-outdoor living. The primary suite includes a large walk-in closet and an updated ensuite bath with new cabinetry, countertops, fixtures, and a glass-enclosed shower. A separate in-unit laundry room provides added storage, while the guest bedroom and second bath comfortably accommodate family and friends. Designed for low-maintenance living, Midnight Cove offers resort-style amenities including two pools, private beach access, tennis courts, boat dockage, fitness room, barbecue areas, and gated entry. An onsite, professionally managed rental office makes ownership effortless, with many repeat guests and strong rental demand. Ideally located just minutes from Siesta Key Village’s shops and dining, and within easy reach of Sarasota-Bradenton International Airport and Tampa International Airport, this property is perfect as a primary residence, vacation home, or income-producing investment. Extensive rental history available. Ideal for a 1031 exchange.

2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ph 1 & 2 SubDv. ⋅ 34242 Zip Code

Experience effortless beachfront living from this turnkey-furnished, second-floor condominium with elevator access and sweeping views of the turquoise waters of the Gulf of Mexico and the newly updated pool area. Enjoy morning coffee to the sound of the surf and spectacular sunsets with uninterrupted shoreline views. BEST OF ALL - THIS UNIT SUSTAINED NO HURRICANE DAMAGE! Located at Midnight Cove, a highly sought-after gulf-to-bay community on Crescent Beach, this spacious 2-bedroom, 2-bath residence offers a welcoming coastal-style foyer and an open, updated kitchen with solid surface counters, closet pantry and a breakfast bar with seating for four. The living and dining areas open to a screened lanai featuring chaise lounges, a dining table, and bar counter—perfect for relaxed indoor-outdoor living. The primary suite includes a large walk-in closet and an updated ensuite bath with new cabinetry, countertops, fixtures, and a glass-enclosed shower. A separate in-unit laundry room provides added storage, while the guest bedroom and second bath comfortably accommodate family and friends. Designed for low-maintenance living, Midnight Cove offers resort-style amenities including two pools, private beach access, tennis courts, boat dockage, fitness room, barbecue areas, and gated entry. An onsite, professionally managed rental office makes ownership effortless, with many repeat guests and strong rental demand. Ideally located just minutes from Siesta Key Village’s shops and dining, and within easy reach of Sarasota-Bradenton International Airport and Tampa International Airport, this property is perfect as a primary residence, vacation home, or income-producing investment. Extensive rental history available. Ideal for a 1031 exchange.

6342 Midnight Pass Road Unit 423, Sarasota

$1,030,000

For data entry only. Sold off-market.

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

For data entry only. Sold off-market.

5790 Midnight Pass Road Unit 408, Sarasota

$1,650,000

Big price reduction, owner will entertain all serious offers!! Build your dream home on this stunning deep Waterfront cleared 15000 sqft lot on Siesta Keys Grand Canal. 10,000 lbs boat lift already in place and room for a second boat or water toys. Located on a quiet cul-de-sac, 154 feet of water frontage with wide views and direct access to the bay and Gulf of Mexico, just two-and-a-half blocks to the powdery white sands of Siesta Key Beach, walking distance to Siesta Village's quaint shops and restaurants and approximately 15 minutes to downtown Sarasota many restaurants, shopping, cultural events and entertainment Well on premises for irrigation.

Siesta Isles SubDv. ⋅ 34242 Zip Code

Big price reduction, owner will entertain all serious offers!! Build your dream home on this stunning deep Waterfront cleared 15000 sqft lot on Siesta Keys Grand Canal. 10,000 lbs boat lift already in place and room for a second boat or water toys. Located on a quiet cul-de-sac, 154 feet of water frontage with wide views and direct access to the bay and Gulf of Mexico, just two-and-a-half blocks to the powdery white sands of Siesta Key Beach, walking distance to Siesta Village's quaint shops and restaurants and approximately 15 minutes to downtown Sarasota many restaurants, shopping, cultural events and entertainment Well on premises for irrigation.

5353 Cape Leyte Drive, Sarasota

$1,640,000

Wake each morning to the soothing rhythm of the sea in this stunning gulf-front condominium, where glorious, unobstructed views sweep across lushly manicured grounds, the shimmering pool, powder-soft beach, and the sparkling waters of the Gulf. This beautifully remodeled three-bedroom residence and two baths has been completely re-imagined, taken down to the studs and rebuilt from floor to ceiling with refined finishes and thoughtful design. The open-concept layout is anchored by a chef-inspired kitchen featuring a generous island, wood cabinetry, a stylish designer backsplash, gleaming granite countertops, and stainless steel appliances, all flowing seamlessly into the living area where breathtaking water views steal the show. Designed for both elegance and ease, the home also offers inside laundry with extra storage, making everyday living as effortless as it is luxurious. Whether you're entertaining guests against a sunset backdrop or savoring quiet mornings gazing at the Gulf, this condo delivers coastal living at its most captivating.

3 Beds ⋅ 2 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code

Wake each morning to the soothing rhythm of the sea in this stunning gulf-front condominium, where glorious, unobstructed views sweep across lushly manicured grounds, the shimmering pool, powder-soft beach, and the sparkling waters of the Gulf. This beautifully remodeled three-bedroom residence and two baths has been completely re-imagined, taken down to the studs and rebuilt from floor to ceiling with refined finishes and thoughtful design. The open-concept layout is anchored by a chef-inspired kitchen featuring a generous island, wood cabinetry, a stylish designer backsplash, gleaming granite countertops, and stainless steel appliances, all flowing seamlessly into the living area where breathtaking water views steal the show. Designed for both elegance and ease, the home also offers inside laundry with extra storage, making everyday living as effortless as it is luxurious. Whether you're entertaining guests against a sunset backdrop or savoring quiet mornings gazing at the Gulf, this condo delivers coastal living at its most captivating.

5880 Midnight Pass Road Unit 710, Sarasota

$1,350,000

Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a large 12,805 square foot lot with 75 ft of private lakefront overlooking the serene waters of Lake Norma, on our famed Siesta Key. Renovated with meticulous attention to detail, this newly updated home features an expansive, light-filled open floor plan with continuous quartzite countertops throughout. It includes two primary suites, one of which flows into its own private kitchenette overlooking the tranquil waterfront. Two lanais and a custom built hot tub and pool complete with a waterfall and color-changing lighting system ensure seamless indoor-outdoor living. Quality and craftsmanship are paramount, and every detail has been thoughtfully considered to ensure superior structural integrity, including the hurricane impact windows and elevated AC condensers. A new roof was installed in 2024, along with new mechanicals, electrical, plumbing, pool surfacing, appliances, and more. This gorgeous island paradise has been fully renovated to both preserve and highlight its architectural elegance. A prime location, this property is ideally situated minutes to the world-famous powdery sands of Siesta Key Beach, less than a mile from charming Siesta Key Village, and near the prestigious Out-of-Door Academy. A quick 5-minute drive over the North Bridge takes you to Sarasota proper and a mere 10 minutes more to the heart of dazzling downtown Sarasota and St. Armands Circle, where you can enjoy a wide selection of fine dining, shopping, and world-class cultural arts and nightlife, making it the ideal home for those seeking the ultimate Florida lifestyle. Schedule your private showing today.

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

Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a large 12,805 square foot lot with 75 ft of private lakefront overlooking the serene waters of Lake Norma, on our famed Siesta Key. Renovated with meticulous attention to detail, this newly updated home features an expansive, light-filled open floor plan with continuous quartzite countertops throughout. It includes two primary suites, one of which flows into its own private kitchenette overlooking the tranquil waterfront. Two lanais and a custom built hot tub and pool complete with a waterfall and color-changing lighting system ensure seamless indoor-outdoor living. Quality and craftsmanship are paramount, and every detail has been thoughtfully considered to ensure superior structural integrity, including the hurricane impact windows and elevated AC condensers. A new roof was installed in 2024, along with new mechanicals, electrical, plumbing, pool surfacing, appliances, and more. This gorgeous island paradise has been fully renovated to both preserve and highlight its architectural elegance. A prime location, this property is ideally situated minutes to the world-famous powdery sands of Siesta Key Beach, less than a mile from charming Siesta Key Village, and near the prestigious Out-of-Door Academy. A quick 5-minute drive over the North Bridge takes you to Sarasota proper and a mere 10 minutes more to the heart of dazzling downtown Sarasota and St. Armands Circle, where you can enjoy a wide selection of fine dining, shopping, and world-class cultural arts and nightlife, making it the ideal home for those seeking the ultimate Florida lifestyle. Schedule your private showing today.

4646 Gleason Avenue, Sarasota

$25,000,000

Under contract-accepting backup offers. Pre-Construction. To be built. One or more photos was virtually staged. An unmatched LUXURY BEACH estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Currently in development for New Construction by Pham Development, the iconic Mid-Century Modern style residence is privately gated and designed to deliver resort-level living on one of Florida’s most coveted coastlines on the Gulf of America and Sarasota Bay. Spanning 14,543 sq. ft. under roof, with 6,301 sq. ft. of air-conditioned interiors, the home features 5 bedrooms, 6 full baths, and 1 half baths. Engineered for longevity, it rests on a fortified foundation with a riprap seawall installation, ensuring enduring protection for the estate, luxe pool with hot tub, and land. Lifestyle amenities rival the finest resorts: a rooftop with ocean views, and a full personal fitness center with yoga studio. Entertainment spaces abound with opportunity for a movie theater room, an ocean-view office, gun and jewelry safe room, and an up to 16-car enclosed garage. Paddleboard and kayak access lead directly to the Gulf, with options for a beach volleyball or pickleball court. The grand master suite has an expansive Gulf-facing terrace, his-and-hers walk-in closets, and spa-inspired baths. Multiple terraces, an outdoor kitchen, a chef’s kitchen, and butler’s pantry add to the all-inclusive luxury lifestyle of this home. More than a residence, this estate is a legacy home—crafted for generations, with an indoor-outdoor footprint tailored for both grand entertaining and intimate coastal living. Private showings are available upon request.

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

Under contract-accepting backup offers. Pre-Construction. To be built. One or more photos was virtually staged. An unmatched LUXURY BEACH estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Currently in development for New Construction by Pham Development, the iconic Mid-Century Modern style residence is privately gated and designed to deliver resort-level living on one of Florida’s most coveted coastlines on the Gulf of America and Sarasota Bay. Spanning 14,543 sq. ft. under roof, with 6,301 sq. ft. of air-conditioned interiors, the home features 5 bedrooms, 6 full baths, and 1 half baths. Engineered for longevity, it rests on a fortified foundation with a riprap seawall installation, ensuring enduring protection for the estate, luxe pool with hot tub, and land. Lifestyle amenities rival the finest resorts: a rooftop with ocean views, and a full personal fitness center with yoga studio. Entertainment spaces abound with opportunity for a movie theater room, an ocean-view office, gun and jewelry safe room, and an up to 16-car enclosed garage. Paddleboard and kayak access lead directly to the Gulf, with options for a beach volleyball or pickleball court. The grand master suite has an expansive Gulf-facing terrace, his-and-hers walk-in closets, and spa-inspired baths. Multiple terraces, an outdoor kitchen, a chef’s kitchen, and butler’s pantry add to the all-inclusive luxury lifestyle of this home. More than a residence, this estate is a legacy home—crafted for generations, with an indoor-outdoor footprint tailored for both grand entertaining and intimate coastal living. Private showings are available upon request.

4050 Higel Avenue, Sarasota

$1,400,000

N/A

2 Beds ⋅ 2 Baths ⋅ Sarasota Surf & Racquet SubDv. ⋅ 34242 Zip Code

N/A

5924 Midnight Pass Road Unit 508, Sarasota

$26,000,000

Rising above an enviable stretch of shoreline, this Gulf-front estate showcases timeless architecture and coastal refinement. Designed by CMSA Architects and completed in 2020, the residence features layered rooflines, sculpted stone staircases, and soaring arched windows across more than 180 feet of Gulf frontage. With 10,600 square feet of interiors and 20,982 square feet in total, the home offers a grand yet effortless indoor–outdoor lifestyle, ideal for both elevated entertaining and daily living. A sweeping motor court, mature palms, and a grand double staircase create an immediate sense of arrival. Inside, natural light and uninterrupted Gulf vistas establish a feeling of calm, scale, and sophistication from sunrise to sunset. The great room, lined with floor-to-ceiling arched windows and anchored by a carved-stone fireplace, delivers both serenity and architectural presence. The main kitchen is a triumph of craftsmanship - featuring custom Campbell cabinetry, quartz countertops, designer lighting, Sub-Zero refrigeration, a Wolf six-burner dual-oven range, and a substantial island that anchors the open flow into the living and dining spaces. A prep kitchen and workspace elevate functionality with premium appliances, expansive storage, quartz counters, and a dedicated gift-wrapping wall. The bar and wine room create a refined entertaining destination, defined by custom cabinetry and designer lighting. An iron-and-glass–enclosed, temperature-controlled wine room serves as the focal point, complemented by adjacent illuminated display shelving. Sub-Zero refrigeration, an ice maker, and a Fisher & Paykel dishwasher drawer complete the space. Outdoors, the estate unfolds across three dramatic tiers of Gulf-facing living, featuring arched loggias and a resort-style alfresco kitchen with a wraparound bar that opens seamlessly to the main living spaces. An elevated infinity-edge pool and spa appear to merge with the Gulf, while thoughtfully designed outdoor areas transition effortlessly to a manicured lawn and direct access to the crystal-clear waters at Point of Rocks—where snorkeling, dolphin sightings, and sunset walks become part of daily life. The primary suite forms a private wing, introduced by an illuminated groin-vault corridor that enhances the home’s architectural rhythm. Gulf views fill the bedroom and its terrace, while the bath offers a symmetrically designed retreat with dual vanities, full-height mirrors, multiple chandeliers, a massive double-entry shower, a stone-surround soaking tub, a Sub-Zero–equipped coffee bar, and two exceptional custom closets. Nearby, the office provides a quiet, light-filled workspace. The upper level is devoted to comfort and privacy, offering four well-appointed guest suites, a spacious family room with a wet bar, multiple terraces capturing Gulf views, an additional office, and a laundry room. The ground level is enhanced by indoor–outdoor walkways connecting multiple spaces and generous storage, reinforcing the effortless, resort-style livability. A generator, 3-stop elevator, 6-plus humidity-controlled garage spaces, floor-to-ceiling shades, linear vents, whole-house automation, and shellstone and French oak flooring complete the offering. A short, shaded, tree-lined walk places you at Siesta Key Beach, the No. 1 beach in America by TripAdvisor, offering effortless access to one of the world’s most iconic shorelines.

5 Beds ⋅ 7 Baths ⋅ Siesta Key SubDv. ⋅ 34242 Zip Code

Rising above an enviable stretch of shoreline, this Gulf-front estate showcases timeless architecture and coastal refinement. Designed by CMSA Architects and completed in 2020, the residence features layered rooflines, sculpted stone staircases, and soaring arched windows across more than 180 feet of Gulf frontage. With 10,600 square feet of interiors and 20,982 square feet in total, the home offers a grand yet effortless indoor–outdoor lifestyle, ideal for both elevated entertaining and daily living. A sweeping motor court, mature palms, and a grand double staircase create an immediate sense of arrival. Inside, natural light and uninterrupted Gulf vistas establish a feeling of calm, scale, and sophistication from sunrise to sunset. The great room, lined with floor-to-ceiling arched windows and anchored by a carved-stone fireplace, delivers both serenity and architectural presence. The main kitchen is a triumph of craftsmanship - featuring custom Campbell cabinetry, quartz countertops, designer lighting, Sub-Zero refrigeration, a Wolf six-burner dual-oven range, and a substantial island that anchors the open flow into the living and dining spaces. A prep kitchen and workspace elevate functionality with premium appliances, expansive storage, quartz counters, and a dedicated gift-wrapping wall. The bar and wine room create a refined entertaining destination, defined by custom cabinetry and designer lighting. An iron-and-glass–enclosed, temperature-controlled wine room serves as the focal point, complemented by adjacent illuminated display shelving. Sub-Zero refrigeration, an ice maker, and a Fisher & Paykel dishwasher drawer complete the space. Outdoors, the estate unfolds across three dramatic tiers of Gulf-facing living, featuring arched loggias and a resort-style alfresco kitchen with a wraparound bar that opens seamlessly to the main living spaces. An elevated infinity-edge pool and spa appear to merge with the Gulf, while thoughtfully designed outdoor areas transition effortlessly to a manicured lawn and direct access to the crystal-clear waters at Point of Rocks—where snorkeling, dolphin sightings, and sunset walks become part of daily life. The primary suite forms a private wing, introduced by an illuminated groin-vault corridor that enhances the home’s architectural rhythm. Gulf views fill the bedroom and its terrace, while the bath offers a symmetrically designed retreat with dual vanities, full-height mirrors, multiple chandeliers, a massive double-entry shower, a stone-surround soaking tub, a Sub-Zero–equipped coffee bar, and two exceptional custom closets. Nearby, the office provides a quiet, light-filled workspace. The upper level is devoted to comfort and privacy, offering four well-appointed guest suites, a spacious family room with a wet bar, multiple terraces capturing Gulf views, an additional office, and a laundry room. The ground level is enhanced by indoor–outdoor walkways connecting multiple spaces and generous storage, reinforcing the effortless, resort-style livability. A generator, 3-stop elevator, 6-plus humidity-controlled garage spaces, floor-to-ceiling shades, linear vents, whole-house automation, and shellstone and French oak flooring complete the offering. A short, shaded, tree-lined walk places you at Siesta Key Beach, the No. 1 beach in America by TripAdvisor, offering effortless access to one of the world’s most iconic shorelines.

7366 Point Of Rocks Road, Sarasota