Swfloridafinehomes.com Search Results

$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

$2,900,000

Lovely multi-story home on deep sailboat water which includes a boat dock. In-law quarters.

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

Lovely multi-story home on deep sailboat water which includes a boat dock. In-law quarters.

3232 Higel Avenue, Sarasota

$1,475,000

Welcome to the home you've been waiting for! Your opportunity to own a fully updated island retreat pool home on world-famous Siesta Key. Imagine waking up minutes from powdery white quartz sand beaches, spending your afternoons poolside under the Florida sun, and ending your evenings with sunset walks along the water. This four-bedroom, three-bathroom home offers the flexibility, comfort, and lifestyle today’s buyers are looking for — whether as your primary residence, second home, or income-producing weekly rental. Inside, the home has been completely updated and thoughtfully designed for modern coastal living. With three separate living room areas, there is space for everyone to gather, relax, and spread out comfortably. Whether hosting friends, accommodating extended family, or welcoming vacation guests, the multiple living spaces provide both connection and privacy — a rare and valuable feature in Siesta Key homes. Natural light fills the interiors, creating a bright and inviting atmosphere that reflects the relaxed elegance of island life. Step outside to your new private pool and expansive outdoor living space designed for year-round enjoyment. Lounge poolside with morning coffee, host dinners, or unwind after a day at the beach. The seamless indoor-outdoor flow captures what Siesta Key living is all about. One of the most compelling features of this property is the one-week minimum rental allowance — a highly sought-after benefit on Siesta Key. Weekly rental flexibility allows you to generate strong short-term rental income while still enjoying personal time in your island home. With Siesta Key consistently ranked among the top beaches in the world, demand for updated weekly rental properties remains strong throughout the year. Residents of this neighborhood also enjoy private access to a beach area on the Pass — a peaceful waterfront setting perfect for sunset strolls, kayaking, paddle boarding, fishing, or simply relaxing away from the main beach crowds. Located just minutes from Siesta Key Village, you are close to dining, boutique shopping, live music, and vibrant island culture. Downtown Sarasota, marinas, golf courses, and Sarasota-Bradenton International Airport are all within easy reach. Whether you are searching for your own Siesta Key escape, a turnkey beach home with a pool, or a high-performing weekly rental investment in Sarasota, 3360 Higel Avenue offers the rare combination of lifestyle, flexibility, and location in one of Florida’s most coveted coastal communities.

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

Welcome to the home you've been waiting for! Your opportunity to own a fully updated island retreat pool home on world-famous Siesta Key. Imagine waking up minutes from powdery white quartz sand beaches, spending your afternoons poolside under the Florida sun, and ending your evenings with sunset walks along the water. This four-bedroom, three-bathroom home offers the flexibility, comfort, and lifestyle today’s buyers are looking for — whether as your primary residence, second home, or income-producing weekly rental. Inside, the home has been completely updated and thoughtfully designed for modern coastal living. With three separate living room areas, there is space for everyone to gather, relax, and spread out comfortably. Whether hosting friends, accommodating extended family, or welcoming vacation guests, the multiple living spaces provide both connection and privacy — a rare and valuable feature in Siesta Key homes. Natural light fills the interiors, creating a bright and inviting atmosphere that reflects the relaxed elegance of island life. Step outside to your new private pool and expansive outdoor living space designed for year-round enjoyment. Lounge poolside with morning coffee, host dinners, or unwind after a day at the beach. The seamless indoor-outdoor flow captures what Siesta Key living is all about. One of the most compelling features of this property is the one-week minimum rental allowance — a highly sought-after benefit on Siesta Key. Weekly rental flexibility allows you to generate strong short-term rental income while still enjoying personal time in your island home. With Siesta Key consistently ranked among the top beaches in the world, demand for updated weekly rental properties remains strong throughout the year. Residents of this neighborhood also enjoy private access to a beach area on the Pass — a peaceful waterfront setting perfect for sunset strolls, kayaking, paddle boarding, fishing, or simply relaxing away from the main beach crowds. Located just minutes from Siesta Key Village, you are close to dining, boutique shopping, live music, and vibrant island culture. Downtown Sarasota, marinas, golf courses, and Sarasota-Bradenton International Airport are all within easy reach. Whether you are searching for your own Siesta Key escape, a turnkey beach home with a pool, or a high-performing weekly rental investment in Sarasota, 3360 Higel Avenue offers the rare combination of lifestyle, flexibility, and location in one of Florida’s most coveted coastal communities.

3360 Higel Avenue, Sarasota

$1,300,000

Imagine watching breathtaking Gulf sunsets from your own balconies every evening. Tucked away on the quiet south end of Siesta Key, this waterfront townhome-style condo offers incredible water views from nearly every room. As part of the intimate 7-unit "Turtle Cove" community, you'll have no neighbors above or below you, and the soundproof construction ensures total peace and quiet. ..... This home is a boater’s dream. It comes with the use of one of seven equal boat slips, where you can add a lift, and you’re just a 10-minute ride out to the open Gulf through Midnight Pass. If you prefer kayaking or paddleboarding, a launch right behind the unit gives you direct access to the lagoon and the Intracoastal Waterway. When you’re ready for the beach, a 5-minute walk through a shady park leads you to the white sands of Turtle Beach. .... Step inside, and you’ll be greeted by light-filled spaces thanks to expansive, impact-resistant windows and sliding doors. The main floor features a large, screened balcony that feels like an extension of your living space—perfect for morning coffee or dining al fresco. The bright, eat-in kitchen is equipped with stainless steel appliances and has a convenient pass-through to the dining room. Upstairs, the bedrooms feature beautiful cork flooring that’s both quiet and comfortable underfoot. The primary suite is a true retreat, facing west with its own private, screened balcony to enjoy the sunset reflections on the lagoon. The en-suite bathroom has twin sinks, a walk-in shower, and a relaxing garden tub. Both the primary and second bedrooms have walk-in closets fitted with Closet-Tec organizers. The third bedroom is cleverly designed with two single Murphy beds, each with its own dimmable light and power outlet for charging devices. For convenience, the laundry closet is located right by the bedrooms. .... The lower level is a fantastic bonus space with a cozy wood-burning fireplace and a wall of glass windows and doors that open onto a waterfront patio, with the heated community pool just steps away. The oversized two-car garage offers plenty of room for vehicles and storage, and an elevator could easily be installed. .... This pet-friendly community is a haven for wildlife—you’ll love spotting pelicans, herons, jumping fish, and even the occasional dolphin or manatee. The location is ideal, offering a quiet residential feel while being just a short walk from two great restaurants and only 10 minutes from the bridge to the mainland. Best of all, you’re right next to the last southbound stop for the free Siesta Key trolley, ready to whisk you away to the shopping, dining, and fun of Siesta Key Village.

3 Beds ⋅ 3 Baths ⋅ Turtle Cove SubDv. ⋅ 34242 Zip Code

Imagine watching breathtaking Gulf sunsets from your own balconies every evening. Tucked away on the quiet south end of Siesta Key, this waterfront townhome-style condo offers incredible water views from nearly every room. As part of the intimate 7-unit "Turtle Cove" community, you'll have no neighbors above or below you, and the soundproof construction ensures total peace and quiet. ..... This home is a boater’s dream. It comes with the use of one of seven equal boat slips, where you can add a lift, and you’re just a 10-minute ride out to the open Gulf through Midnight Pass. If you prefer kayaking or paddleboarding, a launch right behind the unit gives you direct access to the lagoon and the Intracoastal Waterway. When you’re ready for the beach, a 5-minute walk through a shady park leads you to the white sands of Turtle Beach. .... Step inside, and you’ll be greeted by light-filled spaces thanks to expansive, impact-resistant windows and sliding doors. The main floor features a large, screened balcony that feels like an extension of your living space—perfect for morning coffee or dining al fresco. The bright, eat-in kitchen is equipped with stainless steel appliances and has a convenient pass-through to the dining room. Upstairs, the bedrooms feature beautiful cork flooring that’s both quiet and comfortable underfoot. The primary suite is a true retreat, facing west with its own private, screened balcony to enjoy the sunset reflections on the lagoon. The en-suite bathroom has twin sinks, a walk-in shower, and a relaxing garden tub. Both the primary and second bedrooms have walk-in closets fitted with Closet-Tec organizers. The third bedroom is cleverly designed with two single Murphy beds, each with its own dimmable light and power outlet for charging devices. For convenience, the laundry closet is located right by the bedrooms. .... The lower level is a fantastic bonus space with a cozy wood-burning fireplace and a wall of glass windows and doors that open onto a waterfront patio, with the heated community pool just steps away. The oversized two-car garage offers plenty of room for vehicles and storage, and an elevator could easily be installed. .... This pet-friendly community is a haven for wildlife—you’ll love spotting pelicans, herons, jumping fish, and even the occasional dolphin or manatee. The location is ideal, offering a quiet residential feel while being just a short walk from two great restaurants and only 10 minutes from the bridge to the mainland. Best of all, you’re right next to the last southbound stop for the free Siesta Key trolley, ready to whisk you away to the shopping, dining, and fun of Siesta Key Village.

9000 Midnight Pass Road Unit 5, Sarasota

$800,000

LOWEST PRICED WATERFRONT ON SIESTA AT TIME OF LISTING In Siesta Village just several blocks to famous Siesta Village, shops dining and beach. Build your waterfront dream home here or possibly rehab existing home. Boatable canal to ICW with seawall and view of mangroves. Live the Florida lifestyle in this lovely bird sanctuary just a few miles from downtown Sarasota.

Sarasota Beach SubDv. ⋅ 34242 Zip Code

LOWEST PRICED WATERFRONT ON SIESTA AT TIME OF LISTING In Siesta Village just several blocks to famous Siesta Village, shops dining and beach. Build your waterfront dream home here or possibly rehab existing home. Boatable canal to ICW with seawall and view of mangroves. Live the Florida lifestyle in this lovely bird sanctuary just a few miles from downtown Sarasota.

515 Avenida De Mayo, Sarasota

$750,000

Build New or Major Redevelopment Near Siesta Beach. Large lot located just minutes from Siesta Beach in a well-established Sarasota neighborhood close to Siesta Key, shopping, and dining. County records indicate the property includes two platted lots of record (Lots 9 and 10). The existing structure has sustained significant damage; renovation may be possible, but is not likely. The property is best suited for new construction or substantial redevelopment, with value primarily in the land and location. Property is being sold as-is.

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

Build New or Major Redevelopment Near Siesta Beach. Large lot located just minutes from Siesta Beach in a well-established Sarasota neighborhood close to Siesta Key, shopping, and dining. County records indicate the property includes two platted lots of record (Lots 9 and 10). The existing structure has sustained significant damage; renovation may be possible, but is not likely. The property is best suited for new construction or substantial redevelopment, with value primarily in the land and location. Property is being sold as-is.

5144 Oxford Drive, Sarasota

$1,599,999

Under contract-accepting backup offers. A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished. The heated pool and panoramic pool cage create a serene and private setting. Mostly Hurricane rated windows, new dishwasher and refrigerator, wine refrigerator, custom wood cabinets, granite counters and breakfast bar. Tile floors and engineered wood, built-out closets, open floor plan, 2 car garage, circular driveway, outdoor shower. 3 bedrooms and 3 full bathrooms plus laundry room. A few blocks from world famous SIESTA BEACH, short drive to downtown Sarasota, St Armand's, Lido and much more. ***THIS HOME HAS NOT HAD ANY STORM DAMAGE AND NO FLOODING.***

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

Under contract-accepting backup offers. A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished. The heated pool and panoramic pool cage create a serene and private setting. Mostly Hurricane rated windows, new dishwasher and refrigerator, wine refrigerator, custom wood cabinets, granite counters and breakfast bar. Tile floors and engineered wood, built-out closets, open floor plan, 2 car garage, circular driveway, outdoor shower. 3 bedrooms and 3 full bathrooms plus laundry room. A few blocks from world famous SIESTA BEACH, short drive to downtown Sarasota, St Armand's, Lido and much more. ***THIS HOME HAS NOT HAD ANY STORM DAMAGE AND NO FLOODING.***

5507 Contento Drive, 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

$2,650,000

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

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

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

5303 Hidden Harbor Road, Sarasota

$1,700,000

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

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

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

5119 Oxford Drive, Sarasota

$1,220,000

NEW 3-Day RENTAL APPROVED INVESTOR ALERT! SELLER MOTIVATED RECENT BUILDING IMPROVEMENTS! Experience refined Gulf-front living in this exquisitely renovated and fully furnished 3-bedroom, 2-bath coastal residence just steps from the powdery-quartz sand of world-renowned Siesta Key Beach. With deeded beach access and sweeping Gulf panoramas, this boutique retreat captures the essence of cosmopolitan island living. Professionally managed with flexible weekly rentals and proven year-round income potential, this property offers both lifestyle and investment appeal. A short stroll leads to the vibrant dining, live music, and charming boutiques of Siesta Key Village, while a peaceful path through the coastal preserve brings you directly to the shoreline and its mesmerizing turquoise waters. Located within an intimate five-residence enclave, the condominium has been thoughtfully renovated to reflect effortless coastal elegance. The open-concept interior showcases warm wood finishes, stainless steel appliances, and a beautifully designed kitchen that flows seamlessly into the living and dining spaces. Gulf views from the kitchen and a private balcony for sunset evenings elevate the experience even further. This charming boutique building, perfectly located for convenience, has been fully upgraded with major safety and community improvements! A new grill and lounge area are underway, alongside exciting game and entertainment spaces making it the ultimate spot to relax, socialize, and have fun. Additional features include an enclosed one-car garage, an assigned open parking space, and access to a beautifully maintained community pool and outdoor entertainment area complete with grilling space, lawn games, and a convenient private storage unit. Whether as a private seaside sanctuary, legacy family retreat, or high-performing investment, this exceptional property blends prestige, privacy, and prime location on coveted Siesta Key. An extraordinary coastal jewel exclusively presented.

3 Beds ⋅ 2 Baths ⋅ Place 450 SubDv. ⋅ 34242 Zip Code

NEW 3-Day RENTAL APPROVED INVESTOR ALERT! SELLER MOTIVATED RECENT BUILDING IMPROVEMENTS! Experience refined Gulf-front living in this exquisitely renovated and fully furnished 3-bedroom, 2-bath coastal residence just steps from the powdery-quartz sand of world-renowned Siesta Key Beach. With deeded beach access and sweeping Gulf panoramas, this boutique retreat captures the essence of cosmopolitan island living. Professionally managed with flexible weekly rentals and proven year-round income potential, this property offers both lifestyle and investment appeal. A short stroll leads to the vibrant dining, live music, and charming boutiques of Siesta Key Village, while a peaceful path through the coastal preserve brings you directly to the shoreline and its mesmerizing turquoise waters. Located within an intimate five-residence enclave, the condominium has been thoughtfully renovated to reflect effortless coastal elegance. The open-concept interior showcases warm wood finishes, stainless steel appliances, and a beautifully designed kitchen that flows seamlessly into the living and dining spaces. Gulf views from the kitchen and a private balcony for sunset evenings elevate the experience even further. This charming boutique building, perfectly located for convenience, has been fully upgraded with major safety and community improvements! A new grill and lounge area are underway, alongside exciting game and entertainment spaces making it the ultimate spot to relax, socialize, and have fun. Additional features include an enclosed one-car garage, an assigned open parking space, and access to a beautifully maintained community pool and outdoor entertainment area complete with grilling space, lawn games, and a convenient private storage unit. Whether as a private seaside sanctuary, legacy family retreat, or high-performing investment, this exceptional property blends prestige, privacy, and prime location on coveted Siesta Key. An extraordinary coastal jewel exclusively presented.

450 Beach Road Unit 3, 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

$6,700,000

Under contract-accepting backup offers. Gorgeous waterfront property offering sweeping views from Big Pass to Bayou Louise. Rarely available, one of only 10 properties with water access on the east and west, sitting on the coveted north end of Siesta Key, this exceptional parcel features 175 feet of water frontage and spans over three quarters of an acre. A property of this caliber is a rarity—don’t miss the chance to build your legacy on Sarasota’s most exclusive shoreline. With unobstructed access to both Sarasota Bay and the Gulf, this is a premier setting for boating enthusiasts seeking effortless days of fishing, cruising, or island hopping. The panoramic water views from this prestigious North Siesta Key location are truly remarkable, capturing the natural beauty of the coastline from sunrise to sunset. Large waterfront parcels of this scale and frontage are increasingly rare, offering both privacy and the opportunity to create a legacy estate in one of Sarasota’s most desirable coastal enclaves. Whether you envision designing a custom waterfront retreat tailored to your lifestyle or securing a prime land investment for the future, this property presents exceptional flexibility. The lot is available as vacant land (MLS #A4682294) or as a residential offering (MLS #A4682295) featuring a proposed custom home designed by award winning Konstant Architecture (plans complete and available). Buyers may purchase the land independently or move forward with a luxury designed new construction project with plans and permitting already in place. Located just moments from the beach, waterfront dining, and Sarasota’s vibrant cultural and entertainment scene, this property delivers an extraordinary opportunity to create your own Siesta Key masterpiece.

Siesta Rev SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Gorgeous waterfront property offering sweeping views from Big Pass to Bayou Louise. Rarely available, one of only 10 properties with water access on the east and west, sitting on the coveted north end of Siesta Key, this exceptional parcel features 175 feet of water frontage and spans over three quarters of an acre. A property of this caliber is a rarity—don’t miss the chance to build your legacy on Sarasota’s most exclusive shoreline. With unobstructed access to both Sarasota Bay and the Gulf, this is a premier setting for boating enthusiasts seeking effortless days of fishing, cruising, or island hopping. The panoramic water views from this prestigious North Siesta Key location are truly remarkable, capturing the natural beauty of the coastline from sunrise to sunset. Large waterfront parcels of this scale and frontage are increasingly rare, offering both privacy and the opportunity to create a legacy estate in one of Sarasota’s most desirable coastal enclaves. Whether you envision designing a custom waterfront retreat tailored to your lifestyle or securing a prime land investment for the future, this property presents exceptional flexibility. The lot is available as vacant land (MLS #A4682294) or as a residential offering (MLS #A4682295) featuring a proposed custom home designed by award winning Konstant Architecture (plans complete and available). Buyers may purchase the land independently or move forward with a luxury designed new construction project with plans and permitting already in place. Located just moments from the beach, waterfront dining, and Sarasota’s vibrant cultural and entertainment scene, this property delivers an extraordinary opportunity to create your own Siesta Key masterpiece.

3550 Bayou Louise Lane, Sarasota

$1,550,000

Set along the Grand Canal on the North End of Siesta Key, 557 Venice Lane presents a rare opportunity to own a waterfront residence that balances architectural character, boating access, and an unmistakable sense of place. Distinguished by one of the few remaining historic boathouses on Siesta Key, the property reflects a legacy of island living that is increasingly difficult to find. Designed for those who value both water and proximity to shore, the home offers direct, protected canal access. From the private dock, boaters follow the Grand Canal into Sarasota Bay, with seamless connectivity to the Intracoastal Waterway and Gulf access beyond. The route is calm, navigable, and ideal for daily use—whether launching a boat, paddleboard, kayak, or jet ski. For beach enthusiasts, Siesta Key’s renowned shoreline is only minutes away, allowing owners to move effortlessly between open water and sand. Interiors are thoughtfully composed, with generous scale and abundant natural light. The main living level is anchored by a refined family room with a marble fireplace, opening into a flexible dining and gathering space suitable for both entertaining and daily living. The expansive eat-in kitchen is complemented by an adjoining lounge area, creating a cohesive environment that feels open yet intentional. The residence includes four well-proportioned bedrooms, each featuring custom closet systems. A junior ensuite primary bedroom on the main living level offers convenience and privacy, while the third-level primary suite is positioned as a true retreat, complete with a sitting area, ensuite bath, and French doors leading to rooftop views over the surrounding neighborhood and waterways. The first floor features a bonus room, ideal for a media space, private office, fitness studio, or guest retreat—adding versatility without compromising the home’s flow. Outdoor living is discreetly private, with a screened pool and lanai framed by mature tropical landscaping. The setting encourages quiet relaxation as well as casual waterfront entertaining, with the dock and boathouse extending the living experience directly onto the canal. With immediate access to Sarasota Bay, nearby beaches, dining, and shopping, the location supports an effortless island lifestyle. The absence of deed restrictions or a neighborhood association further enhances flexibility, making the property suitable as a primary residence, second home, or investment opportunity. 557 Venice Lane stands as a refined waterfront offering, defined by heritage, access, and understated elegance—on one of Siesta Key’s most desirable canals.

5 Beds ⋅ 4 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code

Set along the Grand Canal on the North End of Siesta Key, 557 Venice Lane presents a rare opportunity to own a waterfront residence that balances architectural character, boating access, and an unmistakable sense of place. Distinguished by one of the few remaining historic boathouses on Siesta Key, the property reflects a legacy of island living that is increasingly difficult to find. Designed for those who value both water and proximity to shore, the home offers direct, protected canal access. From the private dock, boaters follow the Grand Canal into Sarasota Bay, with seamless connectivity to the Intracoastal Waterway and Gulf access beyond. The route is calm, navigable, and ideal for daily use—whether launching a boat, paddleboard, kayak, or jet ski. For beach enthusiasts, Siesta Key’s renowned shoreline is only minutes away, allowing owners to move effortlessly between open water and sand. Interiors are thoughtfully composed, with generous scale and abundant natural light. The main living level is anchored by a refined family room with a marble fireplace, opening into a flexible dining and gathering space suitable for both entertaining and daily living. The expansive eat-in kitchen is complemented by an adjoining lounge area, creating a cohesive environment that feels open yet intentional. The residence includes four well-proportioned bedrooms, each featuring custom closet systems. A junior ensuite primary bedroom on the main living level offers convenience and privacy, while the third-level primary suite is positioned as a true retreat, complete with a sitting area, ensuite bath, and French doors leading to rooftop views over the surrounding neighborhood and waterways. The first floor features a bonus room, ideal for a media space, private office, fitness studio, or guest retreat—adding versatility without compromising the home’s flow. Outdoor living is discreetly private, with a screened pool and lanai framed by mature tropical landscaping. The setting encourages quiet relaxation as well as casual waterfront entertaining, with the dock and boathouse extending the living experience directly onto the canal. With immediate access to Sarasota Bay, nearby beaches, dining, and shopping, the location supports an effortless island lifestyle. The absence of deed restrictions or a neighborhood association further enhances flexibility, making the property suitable as a primary residence, second home, or investment opportunity. 557 Venice Lane stands as a refined waterfront offering, defined by heritage, access, and understated elegance—on one of Siesta Key’s most desirable canals.

557 Venice Lane, Sarasota

$2,800,000

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

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

$4,400,000

Under contract-accepting backup offers. 5.9% Seller Financing and Nightly rentals, a unicorn. This 7-unit investment property is unique in that it operates more similar to hotel than a single family vacation rental. It has years of returning guests and it's one of very few elevated properties allowing the former mentioned, nightly rentals. 2-studios, 2-1 bedrooms, 2-2 bedrooms, and a penthouse suite with wrap around balcony. Your guests will enjoy a great pool area, sizable covered space with a grill, on site laundry, and a roof top deck. It's 1 block to both the Village and beach, guests walk everywhere. Park your car in one of the 7 newly pavered spaces and don't start it again until the vacation is over. Now for you the owner, a private office/guest check in, 2 storage areas for linens housewares etc, and a commercial laundry for turnovers. These types never trade, don't let another 20 years pass before this sells again. Cap rate and NOI is proforma

9 Beds ⋅ 11 Baths ⋅ Siesta Sunset SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. 5.9% Seller Financing and Nightly rentals, a unicorn. This 7-unit investment property is unique in that it operates more similar to hotel than a single family vacation rental. It has years of returning guests and it's one of very few elevated properties allowing the former mentioned, nightly rentals. 2-studios, 2-1 bedrooms, 2-2 bedrooms, and a penthouse suite with wrap around balcony. Your guests will enjoy a great pool area, sizable covered space with a grill, on site laundry, and a roof top deck. It's 1 block to both the Village and beach, guests walk everywhere. Park your car in one of the 7 newly pavered spaces and don't start it again until the vacation is over. Now for you the owner, a private office/guest check in, 2 storage areas for linens housewares etc, and a commercial laundry for turnovers. These types never trade, don't let another 20 years pass before this sells again. Cap rate and NOI is proforma

5322 Calle De La Siesta, Sarasota

$3,350,000

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

Siesta SubDv. ⋅ 34242 Zip Code

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

1240 Solitude Lane, Sarasota

$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

$2,000,000

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

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

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

605 Avenida De Mayo, Sarasota

$8,500,000

**Siesta Key beachfront living, reimagined. A different story from every floor.** Set directly along the shores of Siesta Beach and overlooking the Gulf of Mexico, **648 Beach Road** is a one-of-a-kind waterfront residence where the view is constantly changing. From each level of the home, the Gulf reveals itself differently. The perspective shifts. The horizon changes. The colors deepen and soften with the light. From one floor, you feel closer to the movement of the water. From another, the view opens wider toward the horizon. **Every level tells a different story of the Gulf. And no two views are ever exactly the same.** Recently renovated, reimagined, and elevated throughout, the residence has been designed to embrace its extraordinary setting from every angle. Expansive living spaces and wraparound terraces on every floor create a seamless connection between indoors and out, allowing the water, sky, and ever-changing colors of Siesta Key to become part of everyday life. A private elevator connects every level, leading all the way to the rooftop, where a private pool becomes the ultimate vantage point over the Gulf of Mexico. From here, the horizon seems endless and Siesta Key’s legendary sunsets take center stage. A rare **four-car garage** adds exceptional space and functionality, completing a residence that offers privacy, flexibility, and amenities seldom found directly on the beach. **648 Beach Road is more than a beachfront home. It is an experience of the water from every level.** A different perspective. A different color. A different story. Every single day.

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

**Siesta Key beachfront living, reimagined. A different story from every floor.** Set directly along the shores of Siesta Beach and overlooking the Gulf of Mexico, **648 Beach Road** is a one-of-a-kind waterfront residence where the view is constantly changing. From each level of the home, the Gulf reveals itself differently. The perspective shifts. The horizon changes. The colors deepen and soften with the light. From one floor, you feel closer to the movement of the water. From another, the view opens wider toward the horizon. **Every level tells a different story of the Gulf. And no two views are ever exactly the same.** Recently renovated, reimagined, and elevated throughout, the residence has been designed to embrace its extraordinary setting from every angle. Expansive living spaces and wraparound terraces on every floor create a seamless connection between indoors and out, allowing the water, sky, and ever-changing colors of Siesta Key to become part of everyday life. A private elevator connects every level, leading all the way to the rooftop, where a private pool becomes the ultimate vantage point over the Gulf of Mexico. From here, the horizon seems endless and Siesta Key’s legendary sunsets take center stage. A rare **four-car garage** adds exceptional space and functionality, completing a residence that offers privacy, flexibility, and amenities seldom found directly on the beach. **648 Beach Road is more than a beachfront home. It is an experience of the water from every level.** A different perspective. A different color. A different story. Every single day.

648 Beach Road, 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

$470,000

Move Right Into this VERY SPECIAL SIESTA KEY RESIDENCE & Experience the Best in "Old-School" Island Lifestyle.....Sandy Cove is Truly a Hidden Mid-Century Inspired Oasis where the Lucky Few Residences are just Steps to Lounging, Fishing and Enjoying Sunsets in the PRIVATE GULF-FRONT Recreational Area with Historic Clubhouse & then a Short Stroll to Siesta Key Village.....Designed by renowned architect, Frank Folsom Smith, this COMPLETELY UPDATED & TURNKEY FURNISHED residence in Pet Friendly Sandy Cove III (up to TWO LARGE DOGS!) features Stunning Coastal Contemporary Finishes & Furnishings, including: Hurricane Impact Windows & Sliders, Luxury Vinyl Plank Flooring Throughout; Quartz Countertops, Glazed Ceramic Tile Backsplash, In-Unit Laundry and Custom Closets & Built-ins!. Indulge in Morning Coffee or Evening Cocktails on Multiple Lanai's--the Ultimate in INDOOR/OUTDOOR Living. Monthly Rentals Allowed.....Ideal as Vacation, Investment or Year-Round Residence.

1 Beds ⋅ 1 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code

Move Right Into this VERY SPECIAL SIESTA KEY RESIDENCE & Experience the Best in "Old-School" Island Lifestyle.....Sandy Cove is Truly a Hidden Mid-Century Inspired Oasis where the Lucky Few Residences are just Steps to Lounging, Fishing and Enjoying Sunsets in the PRIVATE GULF-FRONT Recreational Area with Historic Clubhouse & then a Short Stroll to Siesta Key Village.....Designed by renowned architect, Frank Folsom Smith, this COMPLETELY UPDATED & TURNKEY FURNISHED residence in Pet Friendly Sandy Cove III (up to TWO LARGE DOGS!) features Stunning Coastal Contemporary Finishes & Furnishings, including: Hurricane Impact Windows & Sliders, Luxury Vinyl Plank Flooring Throughout; Quartz Countertops, Glazed Ceramic Tile Backsplash, In-Unit Laundry and Custom Closets & Built-ins!. Indulge in Morning Coffee or Evening Cocktails on Multiple Lanai's--the Ultimate in INDOOR/OUTDOOR Living. Monthly Rentals Allowed.....Ideal as Vacation, Investment or Year-Round Residence.

116 Pass Key Road Unit 116, Sarasota

$1,180,000

Ideally located on Palm Island in the heart of Siesta Key, this elevated block-construction home offers the ultimate blend of style and resilience. Situated on nearly a quarter-acre, this 2-bedroom, 2-bathroom residence includes a generously-sized office currently utilized as a 3rd bedroom. Elevated over 10 feet, the home features a metal roof (2019), hurricane impact windows (2019), newer HVAC (2022) and new exterior paint (2026). The interior shines with fresh paint, designer lighting, and a custom statement banquette. An updated kitchen with marble countertops is open to the ample living and dining space, perfect for entertaining. The oversized owner’s suite boasts a walk-in closet and an ensuite bath with dual sinks, and double doors opening to the deck and pool area. Outside, enjoy the newly installed heated pool and paver deck overlooking a tranquil saltwater pond, which provides additional privacy. Just blocks from the world-famous Siesta Key Beach and less than a mile from the Village, this is island living at its finest.

2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Ideally located on Palm Island in the heart of Siesta Key, this elevated block-construction home offers the ultimate blend of style and resilience. Situated on nearly a quarter-acre, this 2-bedroom, 2-bathroom residence includes a generously-sized office currently utilized as a 3rd bedroom. Elevated over 10 feet, the home features a metal roof (2019), hurricane impact windows (2019), newer HVAC (2022) and new exterior paint (2026). The interior shines with fresh paint, designer lighting, and a custom statement banquette. An updated kitchen with marble countertops is open to the ample living and dining space, perfect for entertaining. The oversized owner’s suite boasts a walk-in closet and an ensuite bath with dual sinks, and double doors opening to the deck and pool area. Outside, enjoy the newly installed heated pool and paver deck overlooking a tranquil saltwater pond, which provides additional privacy. Just blocks from the world-famous Siesta Key Beach and less than a mile from the Village, this is island living at its finest.

421 Island Circle, 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

$1,200,000

WELCOME to one of Siesta Key's hidden gems. From this Key West style home, you can walk or bike ride to the soft, quartz sands of Siesta Beach or the quaint Siesta Village in minutes. This exceptional home offers high end finishes throughout. The native yard features beach sunflowers and other native plants and shrubs. The front door entrance invites you into the main level with an easy flow between the living room and the dining room. The gourmet kitchen features wood cabinets, granite countertops, stainless steel appliances and French Door refrigerator. The guest bath, laundry room and bonus room complete the downstairs. The backyard is a fenced, private oasis with a pool surrounded by stone pavers with room for lounge chairs, grill and an outdoor table setting. Mature royal palm trees and smaller palms create a beautiful habitat for birds and other wildlife. The second floor has two comfortable bedrooms, one with a private balcony. A full bath completes this level. The top level offers a spacious Primary Bedroom and En Suite Bathroom retreat with exceptional amenities, a large bathroom with granite countertops, wrap-around walk-in shower, and separate garden tub, with a screened-in balcony overlooking the pool area. The top level is completed by an additional Bedroom with an en suite Bathroom with walk-in shower, linen closet, and granite countertops. Additional features include solar panels (paid in full), a security system, stone paved driveway and walkway, along with an oversized 2 car garage. This open, sunny home is located in a quiet neighborhood at the end of the street and has so many quality features. It is definitely worth a visit.

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

WELCOME to one of Siesta Key's hidden gems. From this Key West style home, you can walk or bike ride to the soft, quartz sands of Siesta Beach or the quaint Siesta Village in minutes. This exceptional home offers high end finishes throughout. The native yard features beach sunflowers and other native plants and shrubs. The front door entrance invites you into the main level with an easy flow between the living room and the dining room. The gourmet kitchen features wood cabinets, granite countertops, stainless steel appliances and French Door refrigerator. The guest bath, laundry room and bonus room complete the downstairs. The backyard is a fenced, private oasis with a pool surrounded by stone pavers with room for lounge chairs, grill and an outdoor table setting. Mature royal palm trees and smaller palms create a beautiful habitat for birds and other wildlife. The second floor has two comfortable bedrooms, one with a private balcony. A full bath completes this level. The top level offers a spacious Primary Bedroom and En Suite Bathroom retreat with exceptional amenities, a large bathroom with granite countertops, wrap-around walk-in shower, and separate garden tub, with a screened-in balcony overlooking the pool area. The top level is completed by an additional Bedroom with an en suite Bathroom with walk-in shower, linen closet, and granite countertops. Additional features include solar panels (paid in full), a security system, stone paved driveway and walkway, along with an oversized 2 car garage. This open, sunny home is located in a quiet neighborhood at the end of the street and has so many quality features. It is definitely worth a visit.

5201 Avenida Del Mare, Sarasota

$2,500,000

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

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

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

4712 Higel Avenue, Sarasota

$2,800,000

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

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

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

8504 Heron Lagoon Circle, Sarasota

$29,995,000

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

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

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

3990 Higel Avenue, Sarasota

$595,000

Bring your vision to this Siesta Key property located directly across from The Out-of-Door Academy! The home experienced hurricane flooding, with drywall removed approximately four feet up in much of the interior and flooring removed in several areas. Property is being sold as-is. With abundant natural light, vaulted ceilings, and an existing layout ready for redesign, this home offers a blank canvas for renovation. The private lot features mature trees, deck space, and a peaceful setting in a highly sought-after location close to Siesta Key beaches and everyday conveniences. An excellent opportunity for buyers seeking to renovate in a premier school district and established neighborhood.

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

Bring your vision to this Siesta Key property located directly across from The Out-of-Door Academy! The home experienced hurricane flooding, with drywall removed approximately four feet up in much of the interior and flooring removed in several areas. Property is being sold as-is. With abundant natural light, vaulted ceilings, and an existing layout ready for redesign, this home offers a blank canvas for renovation. The private lot features mature trees, deck space, and a peaceful setting in a highly sought-after location close to Siesta Key beaches and everyday conveniences. An excellent opportunity for buyers seeking to renovate in a premier school district and established neighborhood.

523 Reid Street, Sarasota

$3,900,000

An extraordinary statement of modern coastal elegance, this custom waterfront residence built in 2018 is a masterclass in refined living, where architectural detail, craftsmanship, and setting converge in the coveted enclave of Siesta Cove. Framed by sweeping water views and constructed with hurricane-rated windows and doors, the residence offers both elevated design and enduring peace of mind. Spanning five bedrooms and six full bathrooms, the home is thoughtfully curated for effortless luxury. The primary en-suite retreat on the main level provides a private sanctuary, while light-filled interiors and tranquil water vistas create a seamless connection to the outdoors from nearly every room. The great room commands attention with intricate ceiling artistry, custom built-in shelving, and a sleek electric fireplace—an inviting yet dramatic centerpiece for both intimate evenings and grand entertaining. A temperature-controlled walk-in wine cellar and elegant wet bar elevate the experience further. At the heart of the home, the kitchen is a vision of light and sophistication, featuring new designer Cambria countertops (Wolf & Subzero appliances) including double ovens, built-in refrigerated drawer and a built-in freezer drawer, a generous walk-in pantry, and a welcoming eat-in layout complemented by an adjacent breakfast bar. Plantation shutters and discreet electric blinds throughout the home enhance the ambiance with effortless control of light and privacy. A richly appointed den or office behind French doors offers quiet refinement, while a sweeping staircase ascends to an upper level designed for both comfort and indulgence. Here, a spacious bonus room opens to a private screened balcony, ideal for sunrise reflections or sunset cocktails. Four additional bedrooms include three luxurious en-suite accommodations and a fourth with a dedicated full bath just beyond. One suite is distinguished by its own wet bar with refrigeration for morning coffee or evening refreshment, along with custom built-in closet drawers—an unexpected touch of indulgence. The outdoor living experience is nothing short of resort-caliber. A sparkling pool and spa, enhanced by a new electric pool heater, are complemented by an outdoor shower, built-in grill, and beverage cooler—creating a private oasis for entertaining under the stars. Boaters will appreciate the 39-foot private dock with water, electric, and lift, just moments (only 3 properties away) from the Intracoastal Waterway. Additional features include an elevator servicing all levels from the oversized three-car garage, abundant storage, a fully fenced yard, and lush, mature landscaping that envelops the property in privacy and beauty. Perfectly positioned near world-class beaches, upscale shopping, and fine dining, this exceptional Siesta Cove residence is more than a home—it is a lifestyle defined by grace, comfort, and uncompromising waterfront luxury.

5 Beds ⋅ 6 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code

An extraordinary statement of modern coastal elegance, this custom waterfront residence built in 2018 is a masterclass in refined living, where architectural detail, craftsmanship, and setting converge in the coveted enclave of Siesta Cove. Framed by sweeping water views and constructed with hurricane-rated windows and doors, the residence offers both elevated design and enduring peace of mind. Spanning five bedrooms and six full bathrooms, the home is thoughtfully curated for effortless luxury. The primary en-suite retreat on the main level provides a private sanctuary, while light-filled interiors and tranquil water vistas create a seamless connection to the outdoors from nearly every room. The great room commands attention with intricate ceiling artistry, custom built-in shelving, and a sleek electric fireplace—an inviting yet dramatic centerpiece for both intimate evenings and grand entertaining. A temperature-controlled walk-in wine cellar and elegant wet bar elevate the experience further. At the heart of the home, the kitchen is a vision of light and sophistication, featuring new designer Cambria countertops (Wolf & Subzero appliances) including double ovens, built-in refrigerated drawer and a built-in freezer drawer, a generous walk-in pantry, and a welcoming eat-in layout complemented by an adjacent breakfast bar. Plantation shutters and discreet electric blinds throughout the home enhance the ambiance with effortless control of light and privacy. A richly appointed den or office behind French doors offers quiet refinement, while a sweeping staircase ascends to an upper level designed for both comfort and indulgence. Here, a spacious bonus room opens to a private screened balcony, ideal for sunrise reflections or sunset cocktails. Four additional bedrooms include three luxurious en-suite accommodations and a fourth with a dedicated full bath just beyond. One suite is distinguished by its own wet bar with refrigeration for morning coffee or evening refreshment, along with custom built-in closet drawers—an unexpected touch of indulgence. The outdoor living experience is nothing short of resort-caliber. A sparkling pool and spa, enhanced by a new electric pool heater, are complemented by an outdoor shower, built-in grill, and beverage cooler—creating a private oasis for entertaining under the stars. Boaters will appreciate the 39-foot private dock with water, electric, and lift, just moments (only 3 properties away) from the Intracoastal Waterway. Additional features include an elevator servicing all levels from the oversized three-car garage, abundant storage, a fully fenced yard, and lush, mature landscaping that envelops the property in privacy and beauty. Perfectly positioned near world-class beaches, upscale shopping, and fine dining, this exceptional Siesta Cove residence is more than a home—it is a lifestyle defined by grace, comfort, and uncompromising waterfront luxury.

5326 Siesta Cove Drive, Sarasota