$4,495,000 Virtually Staged. Ideally positioned on the exclusive Point Crisp Peninsula of Siesta Key, this waterfront estate offers a rare blend of privacy, scale, and direct boating access, with sweeping views spanning both Little Sarasota Bay and the Intracoastal Waterway. Set on over 230 feet of water frontage, the property features a newly constructed T-shaped dock (2025) and allows for effortless arrival by land or water, all complemented by the rare advantage of nearby beach access. Spanning more than 7,400 square feet of interior living space, the five-bedroom residence is designed for elevated coastal living, where expansive entertaining areas and walls of glass frame panoramic water views throughout. Freshly painted and ready for personal customization, the two-story interior is defined by high coffered and tray ceilings, crown molding, solid-core doors, and a blend of marble and wood flooring. A grand double-door entry opens to a soaring living area with a cathedral ceiling and statement fireplace, while floor-to-ceiling sliding glass doors create a seamless connection to the outdoor living spaces. The multi-level outdoor setting is designed for both gathering and relaxation, featuring an extended travertine deck, covered lounge areas, an outdoor gas fireplace, a summer kitchen with built-in grill and wraparound bar, an additional grilling station, and a heated pool and spa—all overlooking the tranquil waterfront. At the center of the home, the gourmet kitchen was redesigned in 2022 with quartzite countertops, custom cabinetry, professional-grade appliances, and an oversized island with seating. The adjacent family room offers built-in features and direct access to the outdoor entertaining areas, creating a natural flow for everyday living. The primary suite, located on the main level, serves as a private retreat with expansive water views, a custom walk-in closet, and a spacious en-suite bath. An additional guest suite on this level provides flexibility for a study, fitness room, or nursery. The second level is dedicated to guest accommodations and recreation, offering a home theater, an oversized game room with wraparound bar, multiple terraces, and three additional bedroom suites—one of which is generously scaled to function as a second primary suite—each with access to outdoor living spaces. The ground level includes a six-car split garage with multiple storage and utility rooms, supporting both functionality and flexibility. Located within one of Siesta Key’s most sought-after enclaves, this residence offers the unique combination of close beach access and protected boating waters. Just minutes away, Siesta Key Village provides dining and boutique shopping, while downtown Sarasota offers a vibrant cultural scene with theaters, galleries, waterfront parks, and marinas—delivering a lifestyle that balances coastal tranquility with everyday convenience. 5 Beds ⋅ 6 Baths ⋅ Saah Sub SubDv. ⋅ 34242 Zip Code Virtually Staged. Ideally positioned on the exclusive Point Crisp Peninsula of Siesta Key, this waterfront estate offers a rare blend of privacy, scale, and direct boating access, with sweeping views spanning both Little Sarasota Bay and the Intracoastal Waterway. Set on over 230 feet of water frontage, the property features a newly constructed T-shaped dock (2025) and allows for effortless arrival by land or water, all complemented by the rare advantage of nearby beach access. Spanning more than 7,400 square feet of interior living space, the five-bedroom residence is designed for elevated coastal living, where expansive entertaining areas and walls of glass frame panoramic water views throughout. Freshly painted and ready for personal customization, the two-story interior is defined by high coffered and tray ceilings, crown molding, solid-core doors, and a blend of marble and wood flooring. A grand double-door entry opens to a soaring living area with a cathedral ceiling and statement fireplace, while floor-to-ceiling sliding glass doors create a seamless connection to the outdoor living spaces. The multi-level outdoor setting is designed for both gathering and relaxation, featuring an extended travertine deck, covered lounge areas, an outdoor gas fireplace, a summer kitchen with built-in grill and wraparound bar, an additional grilling station, and a heated pool and spa—all overlooking the tranquil waterfront. At the center of the home, the gourmet kitchen was redesigned in 2022 with quartzite countertops, custom cabinetry, professional-grade appliances, and an oversized island with seating. The adjacent family room offers built-in features and direct access to the outdoor entertaining areas, creating a natural flow for everyday living. The primary suite, located on the main level, serves as a private retreat with expansive water views, a custom walk-in closet, and a spacious en-suite bath. An additional guest suite on this level provides flexibility for a study, fitness room, or nursery. The second level is dedicated to guest accommodations and recreation, offering a home theater, an oversized game room with wraparound bar, multiple terraces, and three additional bedroom suites—one of which is generously scaled to function as a second primary suite—each with access to outdoor living spaces. The ground level includes a six-car split garage with multiple storage and utility rooms, supporting both functionality and flexibility. Located within one of Siesta Key’s most sought-after enclaves, this residence offers the unique combination of close beach access and protected boating waters. Just minutes away, Siesta Key Village provides dining and boutique shopping, while downtown Sarasota offers a vibrant cultural scene with theaters, galleries, waterfront parks, and marinas—delivering a lifestyle that balances coastal tranquility with everyday convenience. 1356 Point Crisp Road, Sarasota
$5,250,000 One or more photo(s) has been virtually staged. Experience the art of beachfront living in this exceptional 4-bedroom, 4-bath Gulf-front residence, where sweeping water views and unforgettable sunsets take center stage. Spanning three thoughtfully designed levels, this coastal retreat offers a rare blend of refined comfort and effortless elegance. Walls of glass frame the Gulf from nearly every vantage point, filling the home with natural light and showcasing breathtaking vistas that evolve throughout the day. A private elevator provides seamless access to all floors, while expansive living spaces invite both relaxed everyday living and refined entertaining. Recent enhancements—including impact windows and sliders, four updated HVAC systems, and a new water system—ensure peace of mind while complementing the home’s modern coastal aesthetic. The guest bathrooms have also been tastefully updated with fresh, contemporary finishes, offering a polished and comfortable experience for family and visitors alike. Step outside to multiple outdoor living areas designed to capture the essence of coastal living. The rooftop terrace is a true showpiece, complete with a private jacuzzi—an idyllic setting to unwind under the stars or take in spectacular sunset views over the Gulf. With direct beach access just beyond your door, every day begins and ends with the soothing rhythm of the waves. Perfectly positioned on Blind Pass Road, this home offers both privacy and proximity to the charm of Siesta Key’s vibrant coastal lifestyle. This is more than a home—it’s a front-row seat to the Gulf, where every day feels like a getaway. 4 Beds ⋅ 4 Baths ⋅ Blind Pass Estates SubDv. ⋅ 34242 Zip Code One or more photo(s) has been virtually staged. Experience the art of beachfront living in this exceptional 4-bedroom, 4-bath Gulf-front residence, where sweeping water views and unforgettable sunsets take center stage. Spanning three thoughtfully designed levels, this coastal retreat offers a rare blend of refined comfort and effortless elegance. Walls of glass frame the Gulf from nearly every vantage point, filling the home with natural light and showcasing breathtaking vistas that evolve throughout the day. A private elevator provides seamless access to all floors, while expansive living spaces invite both relaxed everyday living and refined entertaining. Recent enhancements—including impact windows and sliders, four updated HVAC systems, and a new water system—ensure peace of mind while complementing the home’s modern coastal aesthetic. The guest bathrooms have also been tastefully updated with fresh, contemporary finishes, offering a polished and comfortable experience for family and visitors alike. Step outside to multiple outdoor living areas designed to capture the essence of coastal living. The rooftop terrace is a true showpiece, complete with a private jacuzzi—an idyllic setting to unwind under the stars or take in spectacular sunset views over the Gulf. With direct beach access just beyond your door, every day begins and ends with the soothing rhythm of the waves. Perfectly positioned on Blind Pass Road, this home offers both privacy and proximity to the charm of Siesta Key’s vibrant coastal lifestyle. This is more than a home—it’s a front-row seat to the Gulf, where every day feels like a getaway. 9200 Blind Pass Road, Sarasota
$749,000 Outstanding remodeled and updated freestanding 3/3 villa in private and beautiful Polynesian Gardens. New ceramic tile flooring throughout. Spacious with large rooms plus 259 extra square feet in glassed in lanai/Florida room which can be used as a family room. office or man cave. The updates include a new addition to the villa of approximately 330 additional square feet and a beautiful second primary suite/third bedroom with an ensuite bath and a laundry room with new washer/dryer and cabinet and closets. 3 bedrooms are split from each other. Primary bedroom has an ensuite bath with a shower and extra shelving for toiletries, large walk-in closet and a set of sliders to the Florida room. Guest bedroom is large enough for two queen size beds plus large closets. Guest bathroom is right outside of guest bedroom and has a tub/shower with updated vanity with dual sinks. Combo living/dining area with easy access to updated kitchen with pantry and cabinetry galore. New appliances. Living/dining room is large and has a coat closet. New sliding glass door adds sunshine and light and leads to the large private paved side yard and back yard. Large enough for gardening, patio furniture and a barbeque. This villa has been replumbed and the drainpipes were replaced in the entire house in 2017. The roof was replaced by the Association in 2020. New roof on the addition and transition to the existing roof in 2026 Exterior has been freshly painted. New landscaping. Installation of a new 5' high white vinyl fence in the front and rear with a gated storage space. Solar security lights on the rear fence. Many more improvements too numerous to list but available on a feature sheet. Polynesian Gardens is an active community with a clubhouse, heated swimming pool and a newly built fishing pier. Yet the location and setting of Polynesian Gardens allows its owners to enjoy a relaxed coastal lifestyle. The Siesta Breeze free trolley stops in front of the community and will take you to Siesta Village for shopping and eating out, to Turtle Beach and to world renowned Siesta Key beach, America's #1 Beach, known for its powdery white quartz sand. Close to Sarasota's downtown area and cultural centers, there are many venues for entertainment and education. Rentals are allowed and are always in demand. Own your own piece of Paradise. 3 Beds ⋅ 3 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code Outstanding remodeled and updated freestanding 3/3 villa in private and beautiful Polynesian Gardens. New ceramic tile flooring throughout. Spacious with large rooms plus 259 extra square feet in glassed in lanai/Florida room which can be used as a family room. office or man cave. The updates include a new addition to the villa of approximately 330 additional square feet and a beautiful second primary suite/third bedroom with an ensuite bath and a laundry room with new washer/dryer and cabinet and closets. 3 bedrooms are split from each other. Primary bedroom has an ensuite bath with a shower and extra shelving for toiletries, large walk-in closet and a set of sliders to the Florida room. Guest bedroom is large enough for two queen size beds plus large closets. Guest bathroom is right outside of guest bedroom and has a tub/shower with updated vanity with dual sinks. Combo living/dining area with easy access to updated kitchen with pantry and cabinetry galore. New appliances. Living/dining room is large and has a coat closet. New sliding glass door adds sunshine and light and leads to the large private paved side yard and back yard. Large enough for gardening, patio furniture and a barbeque. This villa has been replumbed and the drainpipes were replaced in the entire house in 2017. The roof was replaced by the Association in 2020. New roof on the addition and transition to the existing roof in 2026 Exterior has been freshly painted. New landscaping. Installation of a new 5' high white vinyl fence in the front and rear with a gated storage space. Solar security lights on the rear fence. Many more improvements too numerous to list but available on a feature sheet. Polynesian Gardens is an active community with a clubhouse, heated swimming pool and a newly built fishing pier. Yet the location and setting of Polynesian Gardens allows its owners to enjoy a relaxed coastal lifestyle. The Siesta Breeze free trolley stops in front of the community and will take you to Siesta Village for shopping and eating out, to Turtle Beach and to world renowned Siesta Key beach, America's #1 Beach, known for its powdery white quartz sand. Close to Sarasota's downtown area and cultural centers, there are many venues for entertainment and education. Rentals are allowed and are always in demand. Own your own piece of Paradise. 1224 Moonmist Circle Unit S-3, Sarasota
$1,100,000 NEW SOD AND LANDSCAPING JUST INSTALLED, and a brand-new irrigation system was installed as well to keep everything to paradise standards! Welcome to the heart of world-renowned Siesta Key, where coastal living meets modern luxury. This fully renovated, solidly constructed home offers exceptional quality and thoughtful upgrades throughout, including PGT hurricane-impact windows, multiple triple-panel sliding impact glass doors, and a 2019 tile roof. Step inside through beautifully etched, Florida-themed French doors into an open-concept floor plan filled with natural light streaming from the screened lanai. The spacious living and dining areas seamlessly connect to a chef-inspired kitchen, complete with an induction range, griddle, and premium finishes—perfect for entertaining. The home features wood-grain luxury vinyl flooring throughout and tastefully updated bathrooms. The private primary suite is situated on one side of the home and includes an attached office, offering a quiet retreat. Just beyond, you’ll find a generously sized laundry room with a brand-new stackable washer and dryer. The opposite side of the home hosts additional bedrooms and a guest bathroom, providing comfort and privacy for family or visitors. Outdoors, enjoy your own private oasis with a saltwater pool and a brand-new, state-of-the-art pump system. Located in the highly desirable Siesta Isles community, this property is ideally positioned for strong rental potential, offering opportunities for annual, monthly, or seasonal income. Enjoy the convenience of being just a 10-minute walk or 5-minute bike ride to Siesta Key Beach—without the need to access main roads. Move-in ready and perfectly situated, this exceptional home offers the ultimate in coastal living. Schedule your private showing today. 3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code NEW SOD AND LANDSCAPING JUST INSTALLED, and a brand-new irrigation system was installed as well to keep everything to paradise standards! Welcome to the heart of world-renowned Siesta Key, where coastal living meets modern luxury. This fully renovated, solidly constructed home offers exceptional quality and thoughtful upgrades throughout, including PGT hurricane-impact windows, multiple triple-panel sliding impact glass doors, and a 2019 tile roof. Step inside through beautifully etched, Florida-themed French doors into an open-concept floor plan filled with natural light streaming from the screened lanai. The spacious living and dining areas seamlessly connect to a chef-inspired kitchen, complete with an induction range, griddle, and premium finishes—perfect for entertaining. The home features wood-grain luxury vinyl flooring throughout and tastefully updated bathrooms. The private primary suite is situated on one side of the home and includes an attached office, offering a quiet retreat. Just beyond, you’ll find a generously sized laundry room with a brand-new stackable washer and dryer. The opposite side of the home hosts additional bedrooms and a guest bathroom, providing comfort and privacy for family or visitors. Outdoors, enjoy your own private oasis with a saltwater pool and a brand-new, state-of-the-art pump system. Located in the highly desirable Siesta Isles community, this property is ideally positioned for strong rental potential, offering opportunities for annual, monthly, or seasonal income. Enjoy the convenience of being just a 10-minute walk or 5-minute bike ride to Siesta Key Beach—without the need to access main roads. Move-in ready and perfectly situated, this exceptional home offers the ultimate in coastal living. Schedule your private showing today. 5569 Shadow Lawn Drive, Sarasota
$1,160,000 RARELY AVAILABLE INCOME PRODUCING EXCELSIOR GULF FRONT UNIT This large unit has been completely updated and renovated with Impact windows and new HVAC in 2025, Upgraded kitchen and all appliances, plantation shutters, and Hunter Douglas window shades, in-unit washer/dryer, custom tile throughout, tastefully appointed with fine furnishings and all the accoutrements for the Siesta Beach lifestyle. The under-building covered parking and elevators are conveniently located the spacious gulf front patio is the perfect place to relax and enjoy the fabulous views. Excelsior is your Gulf to Bay resort residence with a Private White Sand Beach, Two Large Heated Swimming Pools, Poolside Restrooms / Hot Water Showers, Shuffleboard, Two Heated Whirlpools, Two Lighted Tennis Courts, Two Pickle Ball Courts, Fitness Center, Large Gulfside Sun Deck, Beach Loungers and Chairs, Lounges & Sunbathing Parapets' Outdoor Barbecues / Picnic Areas, Intercoastal Fishing Pier / Shaded Viewing Area, Community Room and monthly community events', Library' Walk to Shopping, Dining, Bike & Boat Rentals Located just a half mile to the S village shops, dining and marina makes this a great spot to enjoy all the best that world famous Siesta Key has to offer. 2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code RARELY AVAILABLE INCOME PRODUCING EXCELSIOR GULF FRONT UNIT This large unit has been completely updated and renovated with Impact windows and new HVAC in 2025, Upgraded kitchen and all appliances, plantation shutters, and Hunter Douglas window shades, in-unit washer/dryer, custom tile throughout, tastefully appointed with fine furnishings and all the accoutrements for the Siesta Beach lifestyle. The under-building covered parking and elevators are conveniently located the spacious gulf front patio is the perfect place to relax and enjoy the fabulous views. Excelsior is your Gulf to Bay resort residence with a Private White Sand Beach, Two Large Heated Swimming Pools, Poolside Restrooms / Hot Water Showers, Shuffleboard, Two Heated Whirlpools, Two Lighted Tennis Courts, Two Pickle Ball Courts, Fitness Center, Large Gulfside Sun Deck, Beach Loungers and Chairs, Lounges & Sunbathing Parapets' Outdoor Barbecues / Picnic Areas, Intercoastal Fishing Pier / Shaded Viewing Area, Community Room and monthly community events', Library' Walk to Shopping, Dining, Bike & Boat Rentals Located just a half mile to the S village shops, dining and marina makes this a great spot to enjoy all the best that world famous Siesta Key has to offer. 6266 Midnight Pass Road Unit 404, Sarasota
$933,000 With NO WATER DAMAGE OR WATER INTRUSION, you can have peace of mind that you are getting a MOVE IN READY piece of tranquility on the beautiful, world renown island of Siesta Key. Being offered Turnkey Finished negotiable, you are ready to move in and get to relaxing on this spacious lot of over a quarter acre of high and dry land. You will find yourself in a 3-bedroom, 2- bathroom ranch style home with an extra bonus room for friends and family. It has an attached one car garage with a nice extension for storage of bikes and beach items. A key part of this home is that it has an oversized portico in front of the home making it easy to unpack the car out of the rain and in the shade on beautiful Florida sunny days. This home comes with its own caged and heated pool overlooking the extremely private backyard that backs up to a park preserve so you will never have anyone built behind you. This tropical backyard is basically maintenance free with no grass to mow a very peaceful filtered Koi Pond. The property’s tropical landscaping is full of lighting and is watered by a well-fed irrigation system which also automatically fills the pond. It’s as easy as that! Inside the beautiful home you will find an open floor plan with premium tile floors and kitchen offering granite countertops and upgraded soft closing cabinets and drawers. This property has had the water and drainage pipes fully re-piped with PVC, has new A/C ducting, and an upgraded electrical box with a 200-watt service amp. The best part about this property is it is a short bike ride to the famous Siesta Village and .8 miles from the Public Parking Lot to Siesta Key Beach! You can get to both places without ever stepping a foot on the main roads. Schedule a showing today to the one-of-a-kind listing that you could call HOME! 3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code With NO WATER DAMAGE OR WATER INTRUSION, you can have peace of mind that you are getting a MOVE IN READY piece of tranquility on the beautiful, world renown island of Siesta Key. Being offered Turnkey Finished negotiable, you are ready to move in and get to relaxing on this spacious lot of over a quarter acre of high and dry land. You will find yourself in a 3-bedroom, 2- bathroom ranch style home with an extra bonus room for friends and family. It has an attached one car garage with a nice extension for storage of bikes and beach items. A key part of this home is that it has an oversized portico in front of the home making it easy to unpack the car out of the rain and in the shade on beautiful Florida sunny days. This home comes with its own caged and heated pool overlooking the extremely private backyard that backs up to a park preserve so you will never have anyone built behind you. This tropical backyard is basically maintenance free with no grass to mow a very peaceful filtered Koi Pond. The property’s tropical landscaping is full of lighting and is watered by a well-fed irrigation system which also automatically fills the pond. It’s as easy as that! Inside the beautiful home you will find an open floor plan with premium tile floors and kitchen offering granite countertops and upgraded soft closing cabinets and drawers. This property has had the water and drainage pipes fully re-piped with PVC, has new A/C ducting, and an upgraded electrical box with a 200-watt service amp. The best part about this property is it is a short bike ride to the famous Siesta Village and .8 miles from the Public Parking Lot to Siesta Key Beach! You can get to both places without ever stepping a foot on the main roads. Schedule a showing today to the one-of-a-kind listing that you could call HOME! 5353 Shadow Lawn Drive, Sarasota
$3,033,750 Experience the pinnacle of coastal luxury in this newly constructed masterpiece, ideally located just moments from the beach and a short walk to the vibrant shops, dining, and entertainment of Siesta Village. Situated on an oversized lot, this exceptional property offers added privacy, space, and presence rarely found in this sought-after location. Featuring 4 bedrooms, a private office, and 4.5 bathrooms, the home blends modern elegance with thoughtful design at every turn. A striking first impression begins at the grand entry, where sleek modern pivot doors set the tone for the refined finishes found throughout. Inside, soaring ceilings and expansive living spaces are filled with natural light, while oversized sliding glass doors create a seamless connection between indoor and outdoor living. The chef’s kitchen is a true centerpiece, showcasing custom flat-panel cabinetry, premium Thermador appliances, and a hidden entrance to a spacious walk-in pantry—offering both style and function. Every detail has been carefully curated, from custom built-ins in select bedrooms to the high-end finishes that create an atmosphere of refined comfort. The main living spaces open effortlessly to a private outdoor retreat featuring a resort-style pool and spa, sun shelf, and panoramic screened enclosure with elegant glass railings—perfect for entertaining or relaxing in complete privacy. Car enthusiasts and those in need of extra storage will appreciate the impressive three-car garage with 17-foot ceilings and a built-in car lift, allowing space for a fourth vehicle or additional elevated storage—an exceptional and rare amenity. Designed with both luxury and resilience in mind, this home offers peace of mind in any season. Built elevated and engineered for coastal living, it is equipped with a buried 500-gallon propane tank and a whole-house generator—providing reliable, uninterrupted power during outages. Combined with modern construction standards and durable materials, this residence delivers a level of security and preparedness rarely found in homes this close to the water. Complete with integrated smart home features including a whole-home speaker system and security cameras, this residence offers the very best of modern coastal living. More than just a home, this is a lifestyle opportunity in one of Siesta Key’s most sought-after locations—where luxury meets lasting peace of mind. 4 Beds ⋅ 5 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code Experience the pinnacle of coastal luxury in this newly constructed masterpiece, ideally located just moments from the beach and a short walk to the vibrant shops, dining, and entertainment of Siesta Village. Situated on an oversized lot, this exceptional property offers added privacy, space, and presence rarely found in this sought-after location. Featuring 4 bedrooms, a private office, and 4.5 bathrooms, the home blends modern elegance with thoughtful design at every turn. A striking first impression begins at the grand entry, where sleek modern pivot doors set the tone for the refined finishes found throughout. Inside, soaring ceilings and expansive living spaces are filled with natural light, while oversized sliding glass doors create a seamless connection between indoor and outdoor living. The chef’s kitchen is a true centerpiece, showcasing custom flat-panel cabinetry, premium Thermador appliances, and a hidden entrance to a spacious walk-in pantry—offering both style and function. Every detail has been carefully curated, from custom built-ins in select bedrooms to the high-end finishes that create an atmosphere of refined comfort. The main living spaces open effortlessly to a private outdoor retreat featuring a resort-style pool and spa, sun shelf, and panoramic screened enclosure with elegant glass railings—perfect for entertaining or relaxing in complete privacy. Car enthusiasts and those in need of extra storage will appreciate the impressive three-car garage with 17-foot ceilings and a built-in car lift, allowing space for a fourth vehicle or additional elevated storage—an exceptional and rare amenity. Designed with both luxury and resilience in mind, this home offers peace of mind in any season. Built elevated and engineered for coastal living, it is equipped with a buried 500-gallon propane tank and a whole-house generator—providing reliable, uninterrupted power during outages. Combined with modern construction standards and durable materials, this residence delivers a level of security and preparedness rarely found in homes this close to the water. Complete with integrated smart home features including a whole-home speaker system and security cameras, this residence offers the very best of modern coastal living. More than just a home, this is a lifestyle opportunity in one of Siesta Key’s most sought-after locations—where luxury meets lasting peace of mind. 413 Island Circle, Sarasota
$1,525,000 Income-producing duplex in one of Siesta Key’s most desirable locations, just 0.1 miles to Siesta Key Village and a short 0.3 mile walk to Siesta Key Beach. The property is configured as two separate residences, each offering 2 bedrooms and 1.5 bathrooms, private entrances, full kitchens, in-unit laundry, and spacious living areas. Ideal for investors or buyers looking for a flexible setup with strong income potential. Both units feature bright interiors, updated kitchens with modern appliances, and dedicated dining areas. Comfortable living spaces flow easily throughout, creating a functional and inviting layout. Smart TVs are included throughout, and bedroom layouts offer flexibility for guests or extended use. Upstairs includes two bedrooms with a shared full bathroom, while the additional half bath downstairs add convenience. The outdoor space is designed for the Florida lifestyle, featuring a private heated pool, spa, outdoor dining areas, and multiple lounge spaces. Each unit also includes its own grill and outdoor setup, ideal for entertaining or relaxing. Located in the heart of the Siesta Key Village, you’re within walking distance to dining, shopping, and nightlife, with close proximity to Siesta Key Marina and a short drive to Downtown Sarasota. A rare opportunity to own a high-demand property in one of the Gulf Coast’s most sought-after beach markets. 4 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code Income-producing duplex in one of Siesta Key’s most desirable locations, just 0.1 miles to Siesta Key Village and a short 0.3 mile walk to Siesta Key Beach. The property is configured as two separate residences, each offering 2 bedrooms and 1.5 bathrooms, private entrances, full kitchens, in-unit laundry, and spacious living areas. Ideal for investors or buyers looking for a flexible setup with strong income potential. Both units feature bright interiors, updated kitchens with modern appliances, and dedicated dining areas. Comfortable living spaces flow easily throughout, creating a functional and inviting layout. Smart TVs are included throughout, and bedroom layouts offer flexibility for guests or extended use. Upstairs includes two bedrooms with a shared full bathroom, while the additional half bath downstairs add convenience. The outdoor space is designed for the Florida lifestyle, featuring a private heated pool, spa, outdoor dining areas, and multiple lounge spaces. Each unit also includes its own grill and outdoor setup, ideal for entertaining or relaxing. Located in the heart of the Siesta Key Village, you’re within walking distance to dining, shopping, and nightlife, with close proximity to Siesta Key Marina and a short drive to Downtown Sarasota. A rare opportunity to own a high-demand property in one of the Gulf Coast’s most sought-after beach markets. 312 Canal Road, Sarasota
$425,000 3 bedroom/2 bath freestanding villa with fenced patio. Remediation from 2024 hurricane damage partially completed. Property has yet to be rebuilt. 3 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code 3 bedroom/2 bath freestanding villa with fenced patio. Remediation from 2024 hurricane damage partially completed. Property has yet to be rebuilt. 208 Hourglass Way Unit V11, Sarasota
$800,000 Updated 2 bedroom, 2 bath condo with gulf, beach views from living room, dining room and primary bedroom. Wonderful income potential. 2 Beds ⋅ 2 Baths ⋅ 0524 Beach Road SubDv. ⋅ 34242 Zip Code Updated 2 bedroom, 2 bath condo with gulf, beach views from living room, dining room and primary bedroom. Wonderful income potential. 524 Beach Road Unit A, Sarasota
$960,000 Sold data only. Beach front. First floor. updated. private beach access, tennis/pickleball, fitness center, 2 pools, 2 clubhouses, fishing dock, gulf to bay community. Laundry inside unit. Designated parking spot. 2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code Sold data only. Beach front. First floor. updated. private beach access, tennis/pickleball, fitness center, 2 pools, 2 clubhouses, fishing dock, gulf to bay community. Laundry inside unit. Designated parking spot. 1011 W Peppertree Drive Unit 114, Sarasota
$4,190,000 Under contract-accepting backup offers. Pre-Construction. To be built. Discover timeless coastal elegance in this upcoming traditional-style new construction home, perfectly situated in the highly coveted Bay Island neighborhood on Siesta Key. Designed to blend modern sophistication with classic charm, this residence offers an extraordinary lifestyle of luxury and tranquility. Set on a 13,815 sqft. homesite, this 3,001 sqft. masterpiece features 5 spacious bedrooms, 5 full bathrooms, 2 half baths, and an office. There is opportunity for a private fitness studio, and there are 3 garage spaces. Thoughtfully curated interiors showcase refined finishes, soaring ceilings, and abundant natural light that capture lush landscaping views throughout. At the heart of the home lies a gourmet chef’s kitchen—a showpiece of design and functionality. A striking quartz waterfall island anchors the open-concept layout, framed by elegant pendant lighting, custom cabinetry, and top-of-the-line stainless steel appliances. Perfectly suited for entertaining or relaxed coastal living, the adjoining living and dining areas flow seamlessly to the outdoors. Step into your private tropical retreat, where a resort-style pool with a champagne spa is surrounded by lush landscaping and swaying palms. Host the family or guests with the covered outdoor kitchen and the dinning space. The outdoor living space is designed for serenity and sophistication, offering the ideal backdrop for gatherings or quiet moments alike. Located in one of Sarasota’s most desirable neighborhoods, this remarkable new construction home offers privacy, convenience, and effortless access to world-class beaches, fine dining, and vibrant cultural attractions. A rare opportunity to own a brand-new luxury residence on Bay Island—where coastal beauty meets timeless design. 5 Beds ⋅ 7 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code Under contract-accepting backup offers. Pre-Construction. To be built. Discover timeless coastal elegance in this upcoming traditional-style new construction home, perfectly situated in the highly coveted Bay Island neighborhood on Siesta Key. Designed to blend modern sophistication with classic charm, this residence offers an extraordinary lifestyle of luxury and tranquility. Set on a 13,815 sqft. homesite, this 3,001 sqft. masterpiece features 5 spacious bedrooms, 5 full bathrooms, 2 half baths, and an office. There is opportunity for a private fitness studio, and there are 3 garage spaces. Thoughtfully curated interiors showcase refined finishes, soaring ceilings, and abundant natural light that capture lush landscaping views throughout. At the heart of the home lies a gourmet chef’s kitchen—a showpiece of design and functionality. A striking quartz waterfall island anchors the open-concept layout, framed by elegant pendant lighting, custom cabinetry, and top-of-the-line stainless steel appliances. Perfectly suited for entertaining or relaxed coastal living, the adjoining living and dining areas flow seamlessly to the outdoors. Step into your private tropical retreat, where a resort-style pool with a champagne spa is surrounded by lush landscaping and swaying palms. Host the family or guests with the covered outdoor kitchen and the dinning space. The outdoor living space is designed for serenity and sophistication, offering the ideal backdrop for gatherings or quiet moments alike. Located in one of Sarasota’s most desirable neighborhoods, this remarkable new construction home offers privacy, convenience, and effortless access to world-class beaches, fine dining, and vibrant cultural attractions. A rare opportunity to own a brand-new luxury residence on Bay Island—where coastal beauty meets timeless design. 838 Norsota Way, Sarasota
$499,900 THE VIEW, THE VIEW, Location, Location. This is IT! RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED, IMPRESSIVE ENTRANCE WITH WATERFALL, WALK INTO THE LUXURY APPOINTED HUGE FOYER--TURN KEY INCOME GENERATING VACATION HOME! STUNNINGLY SELECTED AND DESIGNED UNIT OVERLOOKING THE POOL AND VIEW OF INTRACOASTAL WATERWAY---DESIRABLE 2 WEEK RENTAL WHEN YOURE NOT HERE, BLOCK IT OUT WHEN YOU COME TO ENJOY AND RELAX! ON SITE RENTAL OFFICE TAKES CARE OF IT ALL! Experience the ultimate in luxury coastal living within the waterfront resort community of Harbor Towers Yacht & Racquet Club, one of Siesta Key’s most desirable gated waterfront communities. This beautifully updated sunrise-facing 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded oasis to provide modern comfort and elegant coastal style with a gorgeous view of the heated pool and outdoor awning for alfresco dining. Being sold turnkey furnished, this third-floor residence is decorated for immediate enjoyment as a full-time home, vacation getaway, or income-producing investment property. The stunningly renovated interior features hurricane-rated windows, a breathtaking quartz kitchen, vinyl plank wood floors and a stunning bathroom accented in gold. The open-concept living and dining area is filled with natural light, creating a bright and welcoming space ideal for relaxing or entertaining. Included is a washer and dryer, plenty of extra storage space directly across the hall and additional large washers and dryers located on each floor for larger items. Perfect for couples and extended stays, this retreat combines modern coastal finishes, large windows, and resort-style amenities just minutes from world-famous Siesta Key Beach and Siesta Key Village. For boating enthusiasts, you’ll find a beautiful marina with boat slips, as available, through the association. This property offers excellent income potential. Two-week minimum rentals are permitted, and owners may utilize the on-site property management office or manage rentals independently. Residents of Harbor Towers enjoy an exceptional collection of amenities, including: *A large marina *Gulf access (no fixed bridges) *Heated swimming pool and shallow wading pool *Three tennis courts *Fully equipped fitness center with new showers and saunas *Clubhouse with social spaces and large kitchen •Outdoor BBQ and kitchen prep area under a beautiful new awning *For boating enthusiasts, boat slips are available through the association plus an ample kayak storage area. Whether you're seeking a luxurious full-time residence, seasonal retreat, or income-generating property, Harbor Towers offers the perfect blend of resort living and coastal charm. Located near shops and restaurants and across the street from the world-famous Siesta Key Beach, don’t miss this rare opportunity to own your piece of paradise on Siesta Key. 1 Beds ⋅ 1 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code THE VIEW, THE VIEW, Location, Location. This is IT! RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED, IMPRESSIVE ENTRANCE WITH WATERFALL, WALK INTO THE LUXURY APPOINTED HUGE FOYER--TURN KEY INCOME GENERATING VACATION HOME! STUNNINGLY SELECTED AND DESIGNED UNIT OVERLOOKING THE POOL AND VIEW OF INTRACOASTAL WATERWAY---DESIRABLE 2 WEEK RENTAL WHEN YOURE NOT HERE, BLOCK IT OUT WHEN YOU COME TO ENJOY AND RELAX! ON SITE RENTAL OFFICE TAKES CARE OF IT ALL! Experience the ultimate in luxury coastal living within the waterfront resort community of Harbor Towers Yacht & Racquet Club, one of Siesta Key’s most desirable gated waterfront communities. This beautifully updated sunrise-facing 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded oasis to provide modern comfort and elegant coastal style with a gorgeous view of the heated pool and outdoor awning for alfresco dining. Being sold turnkey furnished, this third-floor residence is decorated for immediate enjoyment as a full-time home, vacation getaway, or income-producing investment property. The stunningly renovated interior features hurricane-rated windows, a breathtaking quartz kitchen, vinyl plank wood floors and a stunning bathroom accented in gold. The open-concept living and dining area is filled with natural light, creating a bright and welcoming space ideal for relaxing or entertaining. Included is a washer and dryer, plenty of extra storage space directly across the hall and additional large washers and dryers located on each floor for larger items. Perfect for couples and extended stays, this retreat combines modern coastal finishes, large windows, and resort-style amenities just minutes from world-famous Siesta Key Beach and Siesta Key Village. For boating enthusiasts, you’ll find a beautiful marina with boat slips, as available, through the association. This property offers excellent income potential. Two-week minimum rentals are permitted, and owners may utilize the on-site property management office or manage rentals independently. Residents of Harbor Towers enjoy an exceptional collection of amenities, including: *A large marina *Gulf access (no fixed bridges) *Heated swimming pool and shallow wading pool *Three tennis courts *Fully equipped fitness center with new showers and saunas *Clubhouse with social spaces and large kitchen •Outdoor BBQ and kitchen prep area under a beautiful new awning *For boating enthusiasts, boat slips are available through the association plus an ample kayak storage area. Whether you're seeking a luxurious full-time residence, seasonal retreat, or income-generating property, Harbor Towers offers the perfect blend of resort living and coastal charm. Located near shops and restaurants and across the street from the world-famous Siesta Key Beach, don’t miss this rare opportunity to own your piece of paradise on Siesta Key. 5855 Midnight Pass Road Unit 333, Sarasota
$2,650,000 Under contract-accepting backup offers. The Ness House | A Rare Architectural Offering in Sanderling An exceptional second chance to own this remarkable property! The previous transaction did not proceed to closing, and the home is once again available! Inspection reports are available for qualified buyers upon request. The Ness House, masterfully designed by renowned architect Tim Seibert, is a timeless expression of the Sarasota School of Architecture — where clean lines, natural light, and a seamless connection to the outdoors define every moment. Privately nestled within the gated enclave of Sanderling, this architecturally significant residence embodies understated luxury, privacy, and intentional design. Expansive walls of glass blur the boundary between indoors and out, inviting sunlight to pour through the interiors while framing tranquil natural surroundings. Thoughtfully designed to capture coastal breezes and effortless livability, the home offers a serene experience that feels both grounded and elevated. Just moments away, the powder-soft quartz sands and turquoise waters of Siesta Key create one of the most celebrated beach lifestyles in the world perfect for morning walks, sunset evenings, and the kind of everyday beauty most only dream of. Now thoughtfully repositioned, The Ness House presents an increasingly rare opportunity to acquire a home of architectural pedigree, location, and lasting design significance at exceptional value. As properties of this caliber become more difficult to find, this offering stands apart for buyers who appreciate authenticity, vision, and timeless architecture. For the buyer who understands design and recognizes true long-term value, this is a moment worth paying attention to. Private showings available by appointment. 4 Beds ⋅ 5 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code Under contract-accepting backup offers. The Ness House | A Rare Architectural Offering in Sanderling An exceptional second chance to own this remarkable property! The previous transaction did not proceed to closing, and the home is once again available! Inspection reports are available for qualified buyers upon request. The Ness House, masterfully designed by renowned architect Tim Seibert, is a timeless expression of the Sarasota School of Architecture — where clean lines, natural light, and a seamless connection to the outdoors define every moment. Privately nestled within the gated enclave of Sanderling, this architecturally significant residence embodies understated luxury, privacy, and intentional design. Expansive walls of glass blur the boundary between indoors and out, inviting sunlight to pour through the interiors while framing tranquil natural surroundings. Thoughtfully designed to capture coastal breezes and effortless livability, the home offers a serene experience that feels both grounded and elevated. Just moments away, the powder-soft quartz sands and turquoise waters of Siesta Key create one of the most celebrated beach lifestyles in the world perfect for morning walks, sunset evenings, and the kind of everyday beauty most only dream of. Now thoughtfully repositioned, The Ness House presents an increasingly rare opportunity to acquire a home of architectural pedigree, location, and lasting design significance at exceptional value. As properties of this caliber become more difficult to find, this offering stands apart for buyers who appreciate authenticity, vision, and timeless architecture. For the buyer who understands design and recognizes true long-term value, this is a moment worth paying attention to. Private showings available by appointment. 7647 Sanderling Road, Sarasota
$649,000 Experience the relaxed elegance of Gulf-front living at Tortuga on the quiet south end of Siesta Key. This beautifully positioned northwest corner residence offers direct views of the Gulf of Mexico and Turtle Beach, where spectacular sunsets paint the sky each evening. With 1,232 square feet of living space, this 2-bedroom, 2-bath condominium is designed to capture natural light and coastal breezes from multiple exposures. Step onto your private lanai and take in panoramic water views, the soothing sound of the surf, and the tranquil atmosphere that makes the south end of Siesta Key so special. Inside, the spacious layout offers comfortable living and dining areas ideal for entertaining or simply relaxing after a day at the beach. Residents of Tortuga enjoy a private beachfront location, heated swimming pool, tennis courts, clubhouse, and convenient access to kayaking and paddleboarding along the nearby lagoon. Covered parking and additional guest parking are included. Located just minutes from Siesta Key Village, dining, and shopping, yet tucked away on the peaceful Turtle Beach side of the island, this residence offers the perfect balance of privacy, nature, and coastal lifestyle. Come discover why Tortuga is one of Siesta Key’s most treasured beachfront communities. CONDO ALL UPGRADED WITH HURRICANE WINDOWS! 2 Beds ⋅ 2 Baths ⋅ Tortuga SubDv. ⋅ 34242 Zip Code Experience the relaxed elegance of Gulf-front living at Tortuga on the quiet south end of Siesta Key. This beautifully positioned northwest corner residence offers direct views of the Gulf of Mexico and Turtle Beach, where spectacular sunsets paint the sky each evening. With 1,232 square feet of living space, this 2-bedroom, 2-bath condominium is designed to capture natural light and coastal breezes from multiple exposures. Step onto your private lanai and take in panoramic water views, the soothing sound of the surf, and the tranquil atmosphere that makes the south end of Siesta Key so special. Inside, the spacious layout offers comfortable living and dining areas ideal for entertaining or simply relaxing after a day at the beach. Residents of Tortuga enjoy a private beachfront location, heated swimming pool, tennis courts, clubhouse, and convenient access to kayaking and paddleboarding along the nearby lagoon. Covered parking and additional guest parking are included. Located just minutes from Siesta Key Village, dining, and shopping, yet tucked away on the peaceful Turtle Beach side of the island, this residence offers the perfect balance of privacy, nature, and coastal lifestyle. Come discover why Tortuga is one of Siesta Key’s most treasured beachfront communities. CONDO ALL UPGRADED WITH HURRICANE WINDOWS! 8750 Midnight Pass Road Unit 501, Sarasota
$1,350,000 You can bike to the beach from this fully renovated coastal contemporary home in a highly desirable Siesta Key community just minutes from world-famous Siesta Key Beach. Ideal as a primary residence, second home, rental investment, or multigenerational property with private in-law suite. Upstairs offers 2BR/2BA with soaring ceilings, abundant natural light, and open-concept living. Downstairs features a private 1BR/1BA suite with living area, kitchenette, as well as a separate laundry closet—perfect for guests or income potential. Designer finishes throughout, LVT flooring, and a chef’s kitchen with 10’ quartzite waterfall island, custom cabinetry, and premium stainless appliances including Fisher & Paykel refrigerator and GE Profile induction range. The Spacious primary suite with deck/pool access offers a custom walk-in closet and spa-style bath featuring dual vanities, freestanding tub, and separate shower. Updated secondary bath, stacked washer/dryer, and generous storage. Outdoor living shines with Trex-decked patios, oversized screened pool enclosure, travertine pavers, covered lanai, and heated resort-style pool as well as new hot tub. The Custom Siesta Key Mural adds a little fun to the space as well! Fully fenced yard with tropical landscaping for added privacy. Extensive updates include newer roof, electrical, plumbing, AC, pool heater, appliances, Hardie board siding, interior/exterior paint, LED lighting, epoxy-finished garage and paver driveway. Minutes to Siesta Key Village dining, shopping, and beaches. Do not miss your chance to have your Move-in ready coastal retreat -meticulously maintained and designed for effortless Siesta Key living. All measurements are estimates and are approximate. Buyer and/or Buyer agent confirm all info - seller nor agent makes no guarantees 3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code You can bike to the beach from this fully renovated coastal contemporary home in a highly desirable Siesta Key community just minutes from world-famous Siesta Key Beach. Ideal as a primary residence, second home, rental investment, or multigenerational property with private in-law suite. Upstairs offers 2BR/2BA with soaring ceilings, abundant natural light, and open-concept living. Downstairs features a private 1BR/1BA suite with living area, kitchenette, as well as a separate laundry closet—perfect for guests or income potential. Designer finishes throughout, LVT flooring, and a chef’s kitchen with 10’ quartzite waterfall island, custom cabinetry, and premium stainless appliances including Fisher & Paykel refrigerator and GE Profile induction range. The Spacious primary suite with deck/pool access offers a custom walk-in closet and spa-style bath featuring dual vanities, freestanding tub, and separate shower. Updated secondary bath, stacked washer/dryer, and generous storage. Outdoor living shines with Trex-decked patios, oversized screened pool enclosure, travertine pavers, covered lanai, and heated resort-style pool as well as new hot tub. The Custom Siesta Key Mural adds a little fun to the space as well! Fully fenced yard with tropical landscaping for added privacy. Extensive updates include newer roof, electrical, plumbing, AC, pool heater, appliances, Hardie board siding, interior/exterior paint, LED lighting, epoxy-finished garage and paver driveway. Minutes to Siesta Key Village dining, shopping, and beaches. Do not miss your chance to have your Move-in ready coastal retreat -meticulously maintained and designed for effortless Siesta Key living. All measurements are estimates and are approximate. Buyer and/or Buyer agent confirm all info - seller nor agent makes no guarantees 4939 Commonwealth Drive, Sarasota
$634,995 NEW PRICE DROP!! MOTIVATED SELLER!! PRIVATE GARAGE!! Welcome to Turtle Bay! Amazing bayfront living on Siesta Key with boat slips and deeded beach access. This beautifully furnished 2 bedroom and 2 bathroom condo offers buyers an active beach lifestyle or a coastal retreat. The condo boasts water views from the screened in lanai where you can enjoy a morning sunrise. Freshly painted with a brand new refrigerator, garbage disposal and kitchen faucet home chefs will enjoy cooking in this open kitchen. If you do not want to cook it is quick trip to Siesta Village where you can enjoy great restaurants and fun shopping. Turtle Bay has an array of amenities from tennis courts, heated pool and spa as well as boat slips available on a first come first served basis for an annual fee. Not only does this unit offer a private laundry room with a new washer it also has a one car garage with a new opener. The garage has ample room for a vehicle and storage adding value to this home. The location of Turtle Bay is a quick 20 minute ride to experience the arts and culture of downtown Sarasota. This condo offers the best of Siesta Key living. Enjoy the sunsets on the beach with the deeded beach access across Midnight pass Road. If you are looking for an updated furnished condo with newer furnishing this is the place for you. 2 Beds ⋅ 2 Baths ⋅ Turtle Bay SubDv. ⋅ 34242 Zip Code NEW PRICE DROP!! MOTIVATED SELLER!! PRIVATE GARAGE!! Welcome to Turtle Bay! Amazing bayfront living on Siesta Key with boat slips and deeded beach access. This beautifully furnished 2 bedroom and 2 bathroom condo offers buyers an active beach lifestyle or a coastal retreat. The condo boasts water views from the screened in lanai where you can enjoy a morning sunrise. Freshly painted with a brand new refrigerator, garbage disposal and kitchen faucet home chefs will enjoy cooking in this open kitchen. If you do not want to cook it is quick trip to Siesta Village where you can enjoy great restaurants and fun shopping. Turtle Bay has an array of amenities from tennis courts, heated pool and spa as well as boat slips available on a first come first served basis for an annual fee. Not only does this unit offer a private laundry room with a new washer it also has a one car garage with a new opener. The garage has ample room for a vehicle and storage adding value to this home. The location of Turtle Bay is a quick 20 minute ride to experience the arts and culture of downtown Sarasota. This condo offers the best of Siesta Key living. Enjoy the sunsets on the beach with the deeded beach access across Midnight pass Road. If you are looking for an updated furnished condo with newer furnishing this is the place for you. 8735 Midnight Pass Road Unit 105B, Sarasota
$1,600,000 Welcome to your private waterfront oasis, a meticulously renovated home set on a super private .41-acre lot defined by lush, mature greenery in one of Siesta Key’s most sought-after neighborhoods. The residence sits at a 9 foot elevation!! The interior features two primary bedroom suites, including a main retreat with a custom-built in closet. The open-concept layout has wide-plank light oak flooring and a kitchen with Italian cabinetry, waterfall quartz countertops, and a custom floor-to-ceiling built in cabinet pantry. Extensive structural and functional UPGRADES include a NEW ROOF, NEW STORM RATED WINDOWS AND SLIDERS, NEW DRAIN PIPES, and NEW PVC water lines. Transition through impact-rated glass sliders to a sun-drenched lanai and a new paver deck featuring a pool with all-new pool equipment. The backyard is a secluded tropical retreat bordered by a thick mangrove canopy for total privacy, offering direct water access for kayaking. Beyond the property, you are just minutes from the world-famous white sands of Siesta Key Beach, the vibrant dining and boutique shopping of Siesta Key Village, and a short drive to the cultural heart of Downtown Sarasota. From the designer finishes to the total structural renewal, this home offers security and luxury in a premier, verdant location. Call to set up a showing ~ 3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code Welcome to your private waterfront oasis, a meticulously renovated home set on a super private .41-acre lot defined by lush, mature greenery in one of Siesta Key’s most sought-after neighborhoods. The residence sits at a 9 foot elevation!! The interior features two primary bedroom suites, including a main retreat with a custom-built in closet. The open-concept layout has wide-plank light oak flooring and a kitchen with Italian cabinetry, waterfall quartz countertops, and a custom floor-to-ceiling built in cabinet pantry. Extensive structural and functional UPGRADES include a NEW ROOF, NEW STORM RATED WINDOWS AND SLIDERS, NEW DRAIN PIPES, and NEW PVC water lines. Transition through impact-rated glass sliders to a sun-drenched lanai and a new paver deck featuring a pool with all-new pool equipment. The backyard is a secluded tropical retreat bordered by a thick mangrove canopy for total privacy, offering direct water access for kayaking. Beyond the property, you are just minutes from the world-famous white sands of Siesta Key Beach, the vibrant dining and boutique shopping of Siesta Key Village, and a short drive to the cultural heart of Downtown Sarasota. From the designer finishes to the total structural renewal, this home offers security and luxury in a premier, verdant location. Call to set up a showing ~ 700 Tropical Circle, Sarasota
$600,000 Virtually Staged. NEW PRICE! Discover the ease of island living in this newly REMODELED 3BR/2BA villa with garage in the premier GULF FRONT property of Whispering Sands! As a rare freestanding villa, this residence offers the privacy of no shared walls and lives like a single family residence. Every detail has been thoughtfully curated, from the reimagined open galley kitchen with its sophisticated soft grey tones and granite countertops, stainless appliances, and soft close cabinetry and drawers – flowing seamlessly into the main living areas – to the beautifully updated bathrooms and elegant tile flooring. Textured ceilings and recessed lighting create a warm, contemporary ambience. The small private patio invites relaxed al fresco dining, while the rare 1-car garage—complete with an epoxy floor, full sized W/D hookup, and its own A/C system—adds exceptional convenience and storage. Behind the scenes, extensive upgrades provide total peace of mind. All windows and sliders are 2022 hurricane impact rated. The plumbing supply and drain lines in this villa were updated from cast iron to PVC in 2022. Further enhancing the home’s value are a NEW concrete tile villa roof and a 2023/2024 garage roof. 2022 HVAC system. Ideally located just steps from the clubhouse, 2 heated pools, and 800’ of Whispering Sands’ own PRIVATE beach on the Gulf, this residence also enjoys a prime setting next to the dining, shopping, and vibrant atmosphere of Siesta Key Village. 3 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code Virtually Staged. NEW PRICE! Discover the ease of island living in this newly REMODELED 3BR/2BA villa with garage in the premier GULF FRONT property of Whispering Sands! As a rare freestanding villa, this residence offers the privacy of no shared walls and lives like a single family residence. Every detail has been thoughtfully curated, from the reimagined open galley kitchen with its sophisticated soft grey tones and granite countertops, stainless appliances, and soft close cabinetry and drawers – flowing seamlessly into the main living areas – to the beautifully updated bathrooms and elegant tile flooring. Textured ceilings and recessed lighting create a warm, contemporary ambience. The small private patio invites relaxed al fresco dining, while the rare 1-car garage—complete with an epoxy floor, full sized W/D hookup, and its own A/C system—adds exceptional convenience and storage. Behind the scenes, extensive upgrades provide total peace of mind. All windows and sliders are 2022 hurricane impact rated. The plumbing supply and drain lines in this villa were updated from cast iron to PVC in 2022. Further enhancing the home’s value are a NEW concrete tile villa roof and a 2023/2024 garage roof. 2022 HVAC system. Ideally located just steps from the clubhouse, 2 heated pools, and 800’ of Whispering Sands’ own PRIVATE beach on the Gulf, this residence also enjoys a prime setting next to the dining, shopping, and vibrant atmosphere of Siesta Key Village. 113 Whispering Sands Drive Unit V47, Sarasota
$5,249,000 Just steps from the shoreline, this coastal home offers deeded beach access and sweeping panoramic views of the Gulf. Completely remodeled in 2021, the property lives and performs like new construction, blending modern coastal design with durable, rental-ready finishes throughout. Thoughtfully designed across three living levels and serviced by a private elevator, the home features 8 bedrooms, 8 full baths, and 2 half baths, with expansive gathering spaces suited for both everyday living and hosting. With a proven track record as a high-performing short-term rental, the property generates approximately $400,000 to $500,000 annually, offering strong income potential alongside its lifestyle appeal. The top floor serves as the heart of the home, where the main kitchen and primary living area open directly to a Gulf-facing balcony showcasing breathtaking, unobstructed water views. This elevated vantage point creates a stunning backdrop for daily living, with the kitchen, dining space, and great room all positioned to take in the scenery. A secondary club room with wet bar provides an additional space to gather, while multiple balconies throughout the home frame the coastal setting from different vantage points, including select bedroom suites. Below, the outdoor living space features a private pool and integrated spa surrounded by lush landscaping, along with a fully equipped outdoor kitchen with built-in grill, refrigeration, and dining area. All eight bedroom suites offer ensuite baths and generous accommodations, with several enjoying Gulf views and private balcony access. Located near beach access and Siesta Key Village, this is a rare opportunity to own a fully renovated coastal home that delivers both luxury living and compelling investment performance. 8 Beds ⋅ 10 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code Just steps from the shoreline, this coastal home offers deeded beach access and sweeping panoramic views of the Gulf. Completely remodeled in 2021, the property lives and performs like new construction, blending modern coastal design with durable, rental-ready finishes throughout. Thoughtfully designed across three living levels and serviced by a private elevator, the home features 8 bedrooms, 8 full baths, and 2 half baths, with expansive gathering spaces suited for both everyday living and hosting. With a proven track record as a high-performing short-term rental, the property generates approximately $400,000 to $500,000 annually, offering strong income potential alongside its lifestyle appeal. The top floor serves as the heart of the home, where the main kitchen and primary living area open directly to a Gulf-facing balcony showcasing breathtaking, unobstructed water views. This elevated vantage point creates a stunning backdrop for daily living, with the kitchen, dining space, and great room all positioned to take in the scenery. A secondary club room with wet bar provides an additional space to gather, while multiple balconies throughout the home frame the coastal setting from different vantage points, including select bedroom suites. Below, the outdoor living space features a private pool and integrated spa surrounded by lush landscaping, along with a fully equipped outdoor kitchen with built-in grill, refrigeration, and dining area. All eight bedroom suites offer ensuite baths and generous accommodations, with several enjoying Gulf views and private balcony access. Located near beach access and Siesta Key Village, this is a rare opportunity to own a fully renovated coastal home that delivers both luxury living and compelling investment performance. 316 Beach Road, Sarasota
$1,385,000 Positioned along a quiet residential canal just moments from shops and restaurants of Siesta Village and a short distance to world-famous Siesta Beach, this extensively renovated coastal retreat offers the ideal blend of island charm, modern updates and exceptional value. Built in 1971 and thoughtfully reimagined in 2025, this three-bedroom, two-bath residence spans 1,730 square feet and showcases timeless finishes designed for effortless Florida living. From the moment you arrive, tropical landscaping and a welcoming entry set the tone. Natural light fills the expansive living space, where pocket sliding glass doors fully open to the screened lanai, creating seamless indoor-outdoor flow and picturesque views of the pool and canal beyond. The open dining area blends beautifully into the exquisitely updated kitchen, anchored by a striking 9-foot center island with counter-height seating, soft-close cabinetry, undercabinet lighting, terrazzo-inspired recycled glass countertops, designer tile backsplash and stainless-steel appliances. The serene primary suite opens directly to the lanai and features a custom walk-in closet and an elegantly appointed en-suite bath with granite-topped vanity and beautifully tiled walk-in shower. Two additional bedrooms offer walk-in closets, while the guest bath has been thoughtfully updated with quartz vanity and sleek tile finishes. Outdoor living is equally impressive, with a heated pool featuring a seating ledge and newer heater, all set within a fully fenced backyard overlooking the tranquil canal. The covered lanai includes a motorized screen, enhancing comfort and year-round enjoyment. Notable improvements include impact-rated windows and doors, luxury vinyl plank flooring throughout, updated baths, house replumbed in 2025, attic ductwork and insulation replaced, and a completely replaced and repoured seawall in 2020. An attached one-car garage with epoxy flooring and integrated storage adds functionality. Whether you’re seeking a refined island retreat, a smart investment opportunity or a boating-friendly lifestyle just minutes from the Gulf, this move-in-ready Siesta Key home presents a compelling opportunity in one of Sarasota’s desirable coastal communities. Schedule your private showing today. 3 Beds ⋅ 2 Baths ⋅ Siesta Manor SubDv. ⋅ 34242 Zip Code Positioned along a quiet residential canal just moments from shops and restaurants of Siesta Village and a short distance to world-famous Siesta Beach, this extensively renovated coastal retreat offers the ideal blend of island charm, modern updates and exceptional value. Built in 1971 and thoughtfully reimagined in 2025, this three-bedroom, two-bath residence spans 1,730 square feet and showcases timeless finishes designed for effortless Florida living. From the moment you arrive, tropical landscaping and a welcoming entry set the tone. Natural light fills the expansive living space, where pocket sliding glass doors fully open to the screened lanai, creating seamless indoor-outdoor flow and picturesque views of the pool and canal beyond. The open dining area blends beautifully into the exquisitely updated kitchen, anchored by a striking 9-foot center island with counter-height seating, soft-close cabinetry, undercabinet lighting, terrazzo-inspired recycled glass countertops, designer tile backsplash and stainless-steel appliances. The serene primary suite opens directly to the lanai and features a custom walk-in closet and an elegantly appointed en-suite bath with granite-topped vanity and beautifully tiled walk-in shower. Two additional bedrooms offer walk-in closets, while the guest bath has been thoughtfully updated with quartz vanity and sleek tile finishes. Outdoor living is equally impressive, with a heated pool featuring a seating ledge and newer heater, all set within a fully fenced backyard overlooking the tranquil canal. The covered lanai includes a motorized screen, enhancing comfort and year-round enjoyment. Notable improvements include impact-rated windows and doors, luxury vinyl plank flooring throughout, updated baths, house replumbed in 2025, attic ductwork and insulation replaced, and a completely replaced and repoured seawall in 2020. An attached one-car garage with epoxy flooring and integrated storage adds functionality. Whether you’re seeking a refined island retreat, a smart investment opportunity or a boating-friendly lifestyle just minutes from the Gulf, this move-in-ready Siesta Key home presents a compelling opportunity in one of Sarasota’s desirable coastal communities. Schedule your private showing today. 353 Avenida Leona, Sarasota
$480,000 Fabulous End Unit in Albacore! Redone with pride of ownership! walk out to your board dock, close to the Pool, outdoor hot tub, fitness room, shuffleboard, very active clubhouse, lots of activities 2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code Fabulous End Unit in Albacore! Redone with pride of ownership! walk out to your board dock, close to the Pool, outdoor hot tub, fitness room, shuffleboard, very active clubhouse, lots of activities 1257 S Portofino Drive Unit 101, Sarasota
$1,725,000 Completely remodeled in 2025, this exceptional end-unit waterfront townhome on the quiet south end of Siesta Key offers spectacular panoramic water views and breathtaking sunrises with direct access to the Intracoastal Waterway and no fixed bridges to the Gulf. Boating enthusiasts will appreciate close Gulf access through the newly reopened Midnight Pass. Located in Siesta Bayside South, an exclusive six-unit waterfront community, this is one of only two residences without a shared common wall, offering enhanced privacy. Three levels provide three distinct water perspectives — from the backyard waterfront setting, to the main living balcony, and from the private primary suite lanai — each capturing beautiful, ever-changing views of the Jim Neville Marine Preserve. The thoughtfully redesigned interior features all-new appliances including washer and dryer, upgraded lighting throughout, a whole-house water purification system, water softener (2023), central vacuum system, and spa-inspired bathrooms with rain shower heads and handheld sprays. The main living area opens to an oversized screened balcony ideal for entertaining, while the primary suite features a private 18’ x 10’ screened lanai. Boaters will appreciate the private dock with 10,000-lb lift, deep water, and new docks currently being installed. Additional amenities include a waterfront community pool and direct access from the ground-level screened lanai — perfect for grilling and relaxed waterfront living. The oversized two-car garage offers generous storage for water toys and beach gear. Most furnishings are available under separate agreement, offering the opportunity for a turnkey transition. Just ½ mile from Turtle Beach, this pet-friendly community allows 3-month minimum rentals, making it ideal as a primary residence, second home, or investment. A rare opportunity to own a fully renovated, private waterfront residence in one of Siesta Key’s most serene locations. 3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code Completely remodeled in 2025, this exceptional end-unit waterfront townhome on the quiet south end of Siesta Key offers spectacular panoramic water views and breathtaking sunrises with direct access to the Intracoastal Waterway and no fixed bridges to the Gulf. Boating enthusiasts will appreciate close Gulf access through the newly reopened Midnight Pass. Located in Siesta Bayside South, an exclusive six-unit waterfront community, this is one of only two residences without a shared common wall, offering enhanced privacy. Three levels provide three distinct water perspectives — from the backyard waterfront setting, to the main living balcony, and from the private primary suite lanai — each capturing beautiful, ever-changing views of the Jim Neville Marine Preserve. The thoughtfully redesigned interior features all-new appliances including washer and dryer, upgraded lighting throughout, a whole-house water purification system, water softener (2023), central vacuum system, and spa-inspired bathrooms with rain shower heads and handheld sprays. The main living area opens to an oversized screened balcony ideal for entertaining, while the primary suite features a private 18’ x 10’ screened lanai. Boaters will appreciate the private dock with 10,000-lb lift, deep water, and new docks currently being installed. Additional amenities include a waterfront community pool and direct access from the ground-level screened lanai — perfect for grilling and relaxed waterfront living. The oversized two-car garage offers generous storage for water toys and beach gear. Most furnishings are available under separate agreement, offering the opportunity for a turnkey transition. Just ½ mile from Turtle Beach, this pet-friendly community allows 3-month minimum rentals, making it ideal as a primary residence, second home, or investment. A rare opportunity to own a fully renovated, private waterfront residence in one of Siesta Key’s most serene locations. 9211 Midnight Pass Road Unit 6, Sarasota
$2,995,000 Under contract-accepting backup offers. New price! Beautifully private, this exceptional Siesta Key residence delivers the lifestyle discerning island buyers seek. Ideally near the aqua Gulf waters and powdery white sands of Crescent Beach, and moments from the peaceful shoreline of Turtle Beach, this remarkable coastal retreat spans approximately 230 feet of protected boating water and is tucked at the end of a quiet, tree-lined street, offering rare privacy and a sense of peaceful seclusion seldom found on the island. This two-story home offers flexible living with three to four bedrooms, six and a half baths, an office or den, and thoughtfully designed indoor-outdoor areas that define relaxed island luxury. A gracious arrival sets the tone as antique wood-and-glass double-entry doors open to a light-filled foyer and formal living room, anchored by a custom electric fireplace and framed by soaring windows. Natural light pours in, highlighting architectural details and creating an immediate sense of warmth and understated sophistication. The heart of the home is a magnificent kitchen designed for entertaining and everyday living, featuring a generous central island that flows seamlessly into the inviting family room with a wood-burning fireplace. Walls of glass throughout dissolve the boundary between indoors and out, creating a seamless connection to the lush, private surroundings. The main level includes a private guest en-suite with direct lanai access, along with a unique screened atrium, an inviting space for alfresco dining, sunning, or quiet relaxation. An adjacent flex room easily serves as an office, studio, or additional guest suite, offering versatility for today’s evolving lifestyles. Upstairs, a graceful, curved staircase leads to another en-suite bedroom, a full bath adjacent to the office or flex space, and an owner’s retreat. The primary suite is a sanctuary, complete with separate spa-inspired baths, expansive walk-in closets, and a private sunset terrace overlooking the pool and tranquil canal waters, an ideal setting to unwind at the end of the day. Outdoors, the property transforms into a private waterfront oasis. The lushly landscaped pool area features cascading fountains, while boating enthusiasts will appreciate 230 feet of seawall, a private dock, a 7,000-pound boatlift, a kayak lift, and a separate fishing pier, all on deep, protected water with quick access to Sarasota Bay and the Intracoastal Waterway. Notably, the property experienced no damage or flooding during the 2024 storms, according to the owners, offering valuable peace of mind alongside its exceptional setting. Enjoy effortless access to the beach, nearby restaurants and shops, and free island trolley. When you’re ready to venture beyond the island, downtown Sarasota is just minutes away over the south bridge, offering world-class dining, arts and culture, including The Ringling, Van Wezel Performing Arts Hall, St. Armands Circle, and the vibrant Sarasota Farmers Market. This is a rare opportunity to own a storm-resilient waterfront retreat that seamlessly blends privacy, boating access, accessibility, and timeless coastal elegance, the best of Siesta Key living. 4 Beds ⋅ 7 Baths ⋅ Princes Gate SubDv. ⋅ 34242 Zip Code Under contract-accepting backup offers. New price! Beautifully private, this exceptional Siesta Key residence delivers the lifestyle discerning island buyers seek. Ideally near the aqua Gulf waters and powdery white sands of Crescent Beach, and moments from the peaceful shoreline of Turtle Beach, this remarkable coastal retreat spans approximately 230 feet of protected boating water and is tucked at the end of a quiet, tree-lined street, offering rare privacy and a sense of peaceful seclusion seldom found on the island. This two-story home offers flexible living with three to four bedrooms, six and a half baths, an office or den, and thoughtfully designed indoor-outdoor areas that define relaxed island luxury. A gracious arrival sets the tone as antique wood-and-glass double-entry doors open to a light-filled foyer and formal living room, anchored by a custom electric fireplace and framed by soaring windows. Natural light pours in, highlighting architectural details and creating an immediate sense of warmth and understated sophistication. The heart of the home is a magnificent kitchen designed for entertaining and everyday living, featuring a generous central island that flows seamlessly into the inviting family room with a wood-burning fireplace. Walls of glass throughout dissolve the boundary between indoors and out, creating a seamless connection to the lush, private surroundings. The main level includes a private guest en-suite with direct lanai access, along with a unique screened atrium, an inviting space for alfresco dining, sunning, or quiet relaxation. An adjacent flex room easily serves as an office, studio, or additional guest suite, offering versatility for today’s evolving lifestyles. Upstairs, a graceful, curved staircase leads to another en-suite bedroom, a full bath adjacent to the office or flex space, and an owner’s retreat. The primary suite is a sanctuary, complete with separate spa-inspired baths, expansive walk-in closets, and a private sunset terrace overlooking the pool and tranquil canal waters, an ideal setting to unwind at the end of the day. Outdoors, the property transforms into a private waterfront oasis. The lushly landscaped pool area features cascading fountains, while boating enthusiasts will appreciate 230 feet of seawall, a private dock, a 7,000-pound boatlift, a kayak lift, and a separate fishing pier, all on deep, protected water with quick access to Sarasota Bay and the Intracoastal Waterway. Notably, the property experienced no damage or flooding during the 2024 storms, according to the owners, offering valuable peace of mind alongside its exceptional setting. Enjoy effortless access to the beach, nearby restaurants and shops, and free island trolley. When you’re ready to venture beyond the island, downtown Sarasota is just minutes away over the south bridge, offering world-class dining, arts and culture, including The Ringling, Van Wezel Performing Arts Hall, St. Armands Circle, and the vibrant Sarasota Farmers Market. This is a rare opportunity to own a storm-resilient waterfront retreat that seamlessly blends privacy, boating access, accessibility, and timeless coastal elegance, the best of Siesta Key living. 6934 Belgrave Drive, Siesta Key
$1,500,000 Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai. The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more. Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property. While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty. 2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai. The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more. Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property. While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty. 6146 Midnight Pass Road Unit 12S, Sarasota
$718,000 RARE SIESTA KEY INVESTMENT OPPORTUNITY — just one street back from the water and a 2-minute walk to the beach. This single-family 2BR/2BA rehab property sits on an OVERSIZED .28 ACRE LOT spanning over two different lots on a private dead-end street with only three homes, surrounded by dense, mature vegetation—an exceptionally rare combination of privacy, size, and location. The home has been fully gutted and is being sold AS-IS, creating a true blank slate for investors, builders, or end users seeking to add value. Hurricane damage has been remediated, and the property is ready for redevelopment or renovation. Existing structure offers an open-concept layout with two expansive common areas, ideal for reconfiguration or high-end finishes. Terrazzo floors throughout most rooms may be restored to their original shine, preserving classic Florida character. Outdoor features include a pergola-covered back porch, ample yard space, and a private irrigation well, while still serviced by city water. Opportunities like this—walkable to the beach, oversized lot, ultra-low traffic street, and significant upside—are increasingly rare on Siesta Key. Ideal for flip, rebuild, or long-term hold in one of Florida’s most desirable coastal markets. 2 Beds ⋅ 2 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code RARE SIESTA KEY INVESTMENT OPPORTUNITY — just one street back from the water and a 2-minute walk to the beach. This single-family 2BR/2BA rehab property sits on an OVERSIZED .28 ACRE LOT spanning over two different lots on a private dead-end street with only three homes, surrounded by dense, mature vegetation—an exceptionally rare combination of privacy, size, and location. The home has been fully gutted and is being sold AS-IS, creating a true blank slate for investors, builders, or end users seeking to add value. Hurricane damage has been remediated, and the property is ready for redevelopment or renovation. Existing structure offers an open-concept layout with two expansive common areas, ideal for reconfiguration or high-end finishes. Terrazzo floors throughout most rooms may be restored to their original shine, preserving classic Florida character. Outdoor features include a pergola-covered back porch, ample yard space, and a private irrigation well, while still serviced by city water. Opportunities like this—walkable to the beach, oversized lot, ultra-low traffic street, and significant upside—are increasingly rare on Siesta Key. Ideal for flip, rebuild, or long-term hold in one of Florida’s most desirable coastal markets. 129 Pierson Lane, Sarasota
$1,395,000 A Rare Weekly Rental Opportunity on Siesta Key! Attention second homeowners and investors: opportunities like this are exceptionally rare on Siesta Key. Located in coveted Bay Isle, this private pool home is legally zoned for seven-day minimum rentals - a major advantage on an island where most properties require 30-day stays. The result? Strong income potential in one of America’s most in-demand vacation destinations, with average daily rental rates of $613 since 2022. Offered turnkey furnished, this three-story coastal retreat is ideal as a personal escape, income-producing vacation home, or a blend of both. Just a short golf cart ride to Siesta Key Village and the world-famous Siesta Key Beach—voted #1 in the U.S., the home is tucked behind lush, professionally landscaped tropical foliage, creating a true sense of privacy and serenity. A brick-paver driveway winds through the greenery to an oversized two-car garage, providing plenty of room for beach gear, bikes, and toys. Inside, the home is thoughtfully designed with bedrooms and bathrooms spread across three levels, offering exceptional privacy for guests and groups. The first floor addition (2011) includes a fourth bedroom, third bathroom, and sitting area—expanding the home’s capacity to comfortably accommodate up to 10 guests. The dining area flows seamlessly to a screened porch, perfect for alfresco meals surrounded by palms and tropical breezes. The entire third floor is dedicated to the owner’s suite, a private sanctuary featuring an en-suite bath and direct access to a secluded sun deck—ideal for morning coffee, sunbathing, or unwinding as the sun sets over Siesta Key. Outdoor living shines with recent upgrades, including a new putting green, expansive two-story deck with screened enclosure and paneled ceiling (2024), and a 2024 six-passenger street-legal golf cart—included. Additional improvements include a metal roof (2021), new 50-gallon water heater, and updated AC and heat pump. Whether you’re looking to generate immediate rental income, enjoy a personal island retreat, or both, this property delivers on every level. With its rare weekly rental eligibility, upscale amenities, private tropical setting, and prime Siesta Key location, this is a truly exceptional Gulf Coast opportunity. 4 Beds ⋅ 3 Baths ⋅ Bay Island Park SubDv. ⋅ 34242 Zip Code A Rare Weekly Rental Opportunity on Siesta Key! Attention second homeowners and investors: opportunities like this are exceptionally rare on Siesta Key. Located in coveted Bay Isle, this private pool home is legally zoned for seven-day minimum rentals - a major advantage on an island where most properties require 30-day stays. The result? Strong income potential in one of America’s most in-demand vacation destinations, with average daily rental rates of $613 since 2022. Offered turnkey furnished, this three-story coastal retreat is ideal as a personal escape, income-producing vacation home, or a blend of both. Just a short golf cart ride to Siesta Key Village and the world-famous Siesta Key Beach—voted #1 in the U.S., the home is tucked behind lush, professionally landscaped tropical foliage, creating a true sense of privacy and serenity. A brick-paver driveway winds through the greenery to an oversized two-car garage, providing plenty of room for beach gear, bikes, and toys. Inside, the home is thoughtfully designed with bedrooms and bathrooms spread across three levels, offering exceptional privacy for guests and groups. The first floor addition (2011) includes a fourth bedroom, third bathroom, and sitting area—expanding the home’s capacity to comfortably accommodate up to 10 guests. The dining area flows seamlessly to a screened porch, perfect for alfresco meals surrounded by palms and tropical breezes. The entire third floor is dedicated to the owner’s suite, a private sanctuary featuring an en-suite bath and direct access to a secluded sun deck—ideal for morning coffee, sunbathing, or unwinding as the sun sets over Siesta Key. Outdoor living shines with recent upgrades, including a new putting green, expansive two-story deck with screened enclosure and paneled ceiling (2024), and a 2024 six-passenger street-legal golf cart—included. Additional improvements include a metal roof (2021), new 50-gallon water heater, and updated AC and heat pump. Whether you’re looking to generate immediate rental income, enjoy a personal island retreat, or both, this property delivers on every level. With its rare weekly rental eligibility, upscale amenities, private tropical setting, and prime Siesta Key location, this is a truly exceptional Gulf Coast opportunity. 3446 Anglin Drive, Sarasota
$2,299,000 Under contract-accepting backup offers. Experience refined coastal living in North Siesta Key at 4708 Ocean Boulevard, a fully renovated 2025 corner residence ideally positioned on the Gulf of Mexico at Big Pass. This exceptional 3-bedroom, 3-bath condominium offers unobstructed panoramic views of the Gulf, Sarasota Bay, and distant vistas of Lido Key and downtown Sarasota. Encompassing 2,277 square feet with miles of Gulf-front views, the residence has been thoughtfully redesigned with wide-plank European engineered oak flooring, impact-rated windows and doors, and integrated smart-home technology throughout. The chef’s kitchen is a statement in both form and function, featuring custom cabinetry, Milano Dolomite countertops, a striking Macaubas Quartzite island, and premium GE Café appliances—perfect for entertaining against a backdrop of endless blue water. The primary suite is a private retreat with direct access to a Gulf-front balcony and a spa-inspired bath complete with dual vanities, rainfall shower, and bidet. Two additional guest suites provide comfort and privacy, each finished with designer details. Additional highlights include a two-car tandem garage with hurricane-rated door, new HVAC systems, electric hurricane shutters, and an integrated sound and entertainment system. Amenities include a heated pool, guest parking, and direct walking access to the sugar-white sands and vibrant Village of Siesta Key. This residence blends timeless coastal elegance with modern luxury—an extraordinary Gulf-front retreat on one of Siesta Key’s most coveted stretches of shoreline. 3 Beds ⋅ 3 Baths ⋅ Windward Passage SubDv. ⋅ 34242 Zip Code Under contract-accepting backup offers. Experience refined coastal living in North Siesta Key at 4708 Ocean Boulevard, a fully renovated 2025 corner residence ideally positioned on the Gulf of Mexico at Big Pass. This exceptional 3-bedroom, 3-bath condominium offers unobstructed panoramic views of the Gulf, Sarasota Bay, and distant vistas of Lido Key and downtown Sarasota. Encompassing 2,277 square feet with miles of Gulf-front views, the residence has been thoughtfully redesigned with wide-plank European engineered oak flooring, impact-rated windows and doors, and integrated smart-home technology throughout. The chef’s kitchen is a statement in both form and function, featuring custom cabinetry, Milano Dolomite countertops, a striking Macaubas Quartzite island, and premium GE Café appliances—perfect for entertaining against a backdrop of endless blue water. The primary suite is a private retreat with direct access to a Gulf-front balcony and a spa-inspired bath complete with dual vanities, rainfall shower, and bidet. Two additional guest suites provide comfort and privacy, each finished with designer details. Additional highlights include a two-car tandem garage with hurricane-rated door, new HVAC systems, electric hurricane shutters, and an integrated sound and entertainment system. Amenities include a heated pool, guest parking, and direct walking access to the sugar-white sands and vibrant Village of Siesta Key. This residence blends timeless coastal elegance with modern luxury—an extraordinary Gulf-front retreat on one of Siesta Key’s most coveted stretches of shoreline. 4708 Ocean Boulevard Unit E7, Sarasota
$815,000 Fall in love with the natural light and tranquil views of the Intracoastal Waterway that define everyday living in this beautiful updated residence. Featuring soaring cathedral ceilings and expansive windows, this home is filled with sunlight while perfectly framing the stunning waterfront scenery. The open, airy layout creates an effortless flow ideal for both relaxing and entertaining. Enjoy gentle coastal breezes and the serenity of a quiet community, complete with your own deeded access to world famous Siesta Key Beach, known for its soft quartz sand and breathtaking sunsets. Surrounded by lush tropical landscaping, this home offers a peaceful and private setting while still delivering the vibrant coastal lifestyle Siesta Key is celebrated for. Whether you're seeking a full-time residence, a vacation getaway, or an investment opportunity, this property offers the perfect blend of luxury, comfort, and island charm. Resort style amenities include two pools, two hot tubs, tennis courts, pickleball, a fitness center, shuffleboard, a community room with kitchen, and a library with your next great read waiting for you. Best of all, this lovely unit is a Penthouse and End Unit so very peaceful and walking distance to shops and restaurants. Unit is turnkey furnished. Please watch Video 2 as it captures the lifestyle at Excelsior Beach to Bay and Siesta Key. Don’t miss out on this one, call today for your private showing. 2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code Fall in love with the natural light and tranquil views of the Intracoastal Waterway that define everyday living in this beautiful updated residence. Featuring soaring cathedral ceilings and expansive windows, this home is filled with sunlight while perfectly framing the stunning waterfront scenery. The open, airy layout creates an effortless flow ideal for both relaxing and entertaining. Enjoy gentle coastal breezes and the serenity of a quiet community, complete with your own deeded access to world famous Siesta Key Beach, known for its soft quartz sand and breathtaking sunsets. Surrounded by lush tropical landscaping, this home offers a peaceful and private setting while still delivering the vibrant coastal lifestyle Siesta Key is celebrated for. Whether you're seeking a full-time residence, a vacation getaway, or an investment opportunity, this property offers the perfect blend of luxury, comfort, and island charm. Resort style amenities include two pools, two hot tubs, tennis courts, pickleball, a fitness center, shuffleboard, a community room with kitchen, and a library with your next great read waiting for you. Best of all, this lovely unit is a Penthouse and End Unit so very peaceful and walking distance to shops and restaurants. Unit is turnkey furnished. Please watch Video 2 as it captures the lifestyle at Excelsior Beach to Bay and Siesta Key. Don’t miss out on this one, call today for your private showing. 6285 Midnight Pass Road Unit 307, Sarasota
$2,950,000 Rare opportunity on North Siesta Key’s Bay Island—one of the area’s most sought-after waterfront enclaves. Offered as-is, this 4,536-square-foot residence provides an exceptional opportunity to renovate, redesign, or completely reimagine to suit your vision for the home, while enjoying serene water views and an unbeatable island location. Surrounded by luxury homes and tropical landscapes, the property offers the relaxed coastal lifestyle Siesta Key is known for, with bayside scenery, gentle breezes, and incredible upside. The home’s generous size allows for flexible design possibilities, making it ideal for customization in one of the island’s most premium, high-demand neighborhoods. This is a phenomenal opportunity for an investor or end user seeking a large home on Siesta Key to transform however they choose. With significant potential to add value through renovation or redevelopment, this property represents a strong future investment opportunity in a market known for long-term appreciation. Whether planning a strategic update or a full-scale redesign, the upside is substantial. An exceptional value for buyers looking to create something truly special. 5 Beds ⋅ 6 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code Rare opportunity on North Siesta Key’s Bay Island—one of the area’s most sought-after waterfront enclaves. Offered as-is, this 4,536-square-foot residence provides an exceptional opportunity to renovate, redesign, or completely reimagine to suit your vision for the home, while enjoying serene water views and an unbeatable island location. Surrounded by luxury homes and tropical landscapes, the property offers the relaxed coastal lifestyle Siesta Key is known for, with bayside scenery, gentle breezes, and incredible upside. The home’s generous size allows for flexible design possibilities, making it ideal for customization in one of the island’s most premium, high-demand neighborhoods. This is a phenomenal opportunity for an investor or end user seeking a large home on Siesta Key to transform however they choose. With significant potential to add value through renovation or redevelopment, this property represents a strong future investment opportunity in a market known for long-term appreciation. Whether planning a strategic update or a full-scale redesign, the upside is substantial. An exceptional value for buyers looking to create something truly special. 604 Norsota Way, Sarasota