Swfloridafinehomes.com Search Results

$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

$429,000

Come live the dream in this great "fully furnished" residence on the south end of Siesta Key. Share amenities with Turtle Bay across the street like tennis, pickleball, and boat slips. Directly on the gulf, enjoy beach and sun year round. Secure, under building covered parking. Washer/dryer combo in unit! This unit is clean and in fabulous condition and comes fully furnished. Situated at the southern end of Siesta Key, it offers a more remote feel. Take the trolley into the village for dinner and shopping. This unit shows excellent and is priced right!

1 Beds ⋅ 1 Baths ⋅ Tortuga SubDv. ⋅ 34242 Zip Code

Come live the dream in this great "fully furnished" residence on the south end of Siesta Key. Share amenities with Turtle Bay across the street like tennis, pickleball, and boat slips. Directly on the gulf, enjoy beach and sun year round. Secure, under building covered parking. Washer/dryer combo in unit! This unit is clean and in fabulous condition and comes fully furnished. Situated at the southern end of Siesta Key, it offers a more remote feel. Take the trolley into the village for dinner and shopping. This unit shows excellent and is priced right!

8750 Midnight Pass Road Unit 302, Sarasota

$1,650,000

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

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

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

436 Canal Road Unit A, Sarasota

$850,000

Gorgeous updated and fully furnished single-story home just a short walk or bike ride to Crescent Beach and Siesta Key Beach. Ideal as a rental investment or owner-user opportunity, this stunning move-in-ready property sits on an expansive 17,000+ sq ft lot with NO HOA on a quiet street. The home has been thoughtfully updated throughout, featuring a brand-new kitchen with oversized center island and stainless steel appliances, new 9’ luxury vinyl plank flooring, recessed lighting, and fresh interior paint. The bathrooms have been beautifully upgraded with new cabinetry, modern lighting, and backlit mirrors. Additional improvements include impact windows and a roof replaced in 2018. A rare highlight is the nearly 1,000 sq ft detached 4-car garage, offering three roll-up doors, elevated ceilings, a bathroom, EV charger, 50-amp RV service, RV cleanout connection, and a dedicated RV or boat parking pad—perfect for car enthusiasts, boaters, or travelers. The property is connected to county water with a private well for irrigation and offers ample space to add a pool, ADU, or future home expansion. Enjoy the ultimate coastal lifestyle with morning beach walks while being just minutes from Sarasota’s premier shopping, dining, and cultural amenities. See Matterport Virtual Tour in 1st link.

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

Gorgeous updated and fully furnished single-story home just a short walk or bike ride to Crescent Beach and Siesta Key Beach. Ideal as a rental investment or owner-user opportunity, this stunning move-in-ready property sits on an expansive 17,000+ sq ft lot with NO HOA on a quiet street. The home has been thoughtfully updated throughout, featuring a brand-new kitchen with oversized center island and stainless steel appliances, new 9’ luxury vinyl plank flooring, recessed lighting, and fresh interior paint. The bathrooms have been beautifully upgraded with new cabinetry, modern lighting, and backlit mirrors. Additional improvements include impact windows and a roof replaced in 2018. A rare highlight is the nearly 1,000 sq ft detached 4-car garage, offering three roll-up doors, elevated ceilings, a bathroom, EV charger, 50-amp RV service, RV cleanout connection, and a dedicated RV or boat parking pad—perfect for car enthusiasts, boaters, or travelers. The property is connected to county water with a private well for irrigation and offers ample space to add a pool, ADU, or future home expansion. Enjoy the ultimate coastal lifestyle with morning beach walks while being just minutes from Sarasota’s premier shopping, dining, and cultural amenities. See Matterport Virtual Tour in 1st link.

1203 Lyric Lane, Sarasota

$1,249,000

Under contract-accepting backup offers. This Gulf-front, resort-style third-floor end unit offers breathtaking beach and Gulf views, abundant natural light, and an open-concept floor plan within an exclusive 24-hour guard-gated community. This inviting and luxuriously updated 2-bedroom, 2-bath condominium underwent a complete stud-to-finish renovation with all details thoughtfully taken care providing a perfect coastal retreat. Elegant porcelain flooring flows throughout the residence, enhancing the bright, airy ambiance and reflecting the stunning natural light. The spacious designer kitchen is truly a showpiece, featuring custom wood cabinetry, gorgeous granite countertops, and top-of-the-line appliances. Both bathrooms provide a spa-like experience with stylish finishes and fixtures, including a relaxing jetted tub in one bathroom. Designed for effortless resort living, the oversized laundry room offers additional storage and a deep utility sink for convenience. Every window and sliding glass door has been upgraded to impact-rated standards, while the entire interior has been meticulously renovated with timeless coastal elegance. Enjoy spectacular beach views from the comfort of your living room while watching beach volleyball below. Perfectly positioned close to the activity, yet offering exceptional privacy, the expansive impact-rated sliders invite in refreshing Gulf breezes along with panoramic views of the turquoise water, white sand beach, and endless blue sky. Few properties can offer both direct Siesta Key Beach access and true Gulf-front views just steps from your door. Gulf & Bay Club is situated on 32 beautifully landscaped tropical acres along world-famous Siesta Beach and offers an unmatched resort lifestyle with 800 feet of private beach frontage. Residents enjoy an impressive array of amenities, including: Three swimming pools, including one overlooking the beach State-of-the-art fitness center with cardio, strength training, and yoga facilities Eight tennis courts, including a Har-Tru court Pickleball, basketball, racquetball, and shuffleboard courts Six dry saunas and a hot tub Two freshwater lakes Six BBQ areas and a private picnic island Complimentary Wi-Fi at the clubhouse On-site management Electric vehicle charging stations and car wash area This unit also includes a designated covered parking space, expansive grounds to explore, and endless opportunities to stroll the world-renowned white sand shoreline before falling asleep to the soothing sound of rolling waves. Owners also have access to a private guest suite that can be reserved for visiting family and friends. Located just minutes from the charming shops and restaurants of Siesta Village, this exceptional property is ideal as a full-time residence, luxurious vacation getaway, or outstanding investment opportunity. Experience unforgettable sunsets and embrace the ultimate beachfront lifestyle. This rare slice of paradise on Siesta Beach truly has it all.

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

Under contract-accepting backup offers. This Gulf-front, resort-style third-floor end unit offers breathtaking beach and Gulf views, abundant natural light, and an open-concept floor plan within an exclusive 24-hour guard-gated community. This inviting and luxuriously updated 2-bedroom, 2-bath condominium underwent a complete stud-to-finish renovation with all details thoughtfully taken care providing a perfect coastal retreat. Elegant porcelain flooring flows throughout the residence, enhancing the bright, airy ambiance and reflecting the stunning natural light. The spacious designer kitchen is truly a showpiece, featuring custom wood cabinetry, gorgeous granite countertops, and top-of-the-line appliances. Both bathrooms provide a spa-like experience with stylish finishes and fixtures, including a relaxing jetted tub in one bathroom. Designed for effortless resort living, the oversized laundry room offers additional storage and a deep utility sink for convenience. Every window and sliding glass door has been upgraded to impact-rated standards, while the entire interior has been meticulously renovated with timeless coastal elegance. Enjoy spectacular beach views from the comfort of your living room while watching beach volleyball below. Perfectly positioned close to the activity, yet offering exceptional privacy, the expansive impact-rated sliders invite in refreshing Gulf breezes along with panoramic views of the turquoise water, white sand beach, and endless blue sky. Few properties can offer both direct Siesta Key Beach access and true Gulf-front views just steps from your door. Gulf & Bay Club is situated on 32 beautifully landscaped tropical acres along world-famous Siesta Beach and offers an unmatched resort lifestyle with 800 feet of private beach frontage. Residents enjoy an impressive array of amenities, including: Three swimming pools, including one overlooking the beach State-of-the-art fitness center with cardio, strength training, and yoga facilities Eight tennis courts, including a Har-Tru court Pickleball, basketball, racquetball, and shuffleboard courts Six dry saunas and a hot tub Two freshwater lakes Six BBQ areas and a private picnic island Complimentary Wi-Fi at the clubhouse On-site management Electric vehicle charging stations and car wash area This unit also includes a designated covered parking space, expansive grounds to explore, and endless opportunities to stroll the world-renowned white sand shoreline before falling asleep to the soothing sound of rolling waves. Owners also have access to a private guest suite that can be reserved for visiting family and friends. Located just minutes from the charming shops and restaurants of Siesta Village, this exceptional property is ideal as a full-time residence, luxurious vacation getaway, or outstanding investment opportunity. Experience unforgettable sunsets and embrace the ultimate beachfront lifestyle. This rare slice of paradise on Siesta Beach truly has it all.

5740 Midnight Pass Road Unit 307, Sarasota

$640,000

Welcome to refined coastal living in this beautiful freestanding villa with a one-car garage, located in the premier Gulf-front community of Whispering Sands on Siesta Key Beach. Thoughtfully updated throughout in 2025, this light-filled residence offers three bedrooms and two bathrooms within approximately 1,400 square feet of refined living space, blending modern coastal style with everyday comfort. The brand-new kitchen is both stylish and functional, featuring quartz countertops, soft-close white cabinetry with pull-out drawers, a mosaic tile backsplash, Frigidaire stainless steel appliances, and a pantry for additional storage. The fully updated bathrooms showcase quartz countertops, soft-close white cabinetry, updated lighting, and glass-enclosed walk-in showers. Additional upgrades include fresh interior and exterior paint, new crown molding and baseboards, textured ceilings, recessed lighting, ceramic tile flooring throughout, and built-in closet organizers. All three bedrooms are generously sized, offering flexible space for seating or a workspace. The spacious living room accommodates multiple seating areas and features large glass sliders that flood the home with natural light and create seamless indoor-outdoor living. Sliding glass doors from the kitchen and dining area open to a large brick paver patio, ideal for relaxing or entertaining, with fencing between villas for added privacy. Further highlights include a new roof (2025), new AC unit, new hot water heater, new landscaping, a new full-size washer and dryer. Whispering Sands is a 55+ Gulf-front community offering resort-style amenities, including 800 feet of private deeded beach access, two clubhouses for social gatherings, two heated swimming pools, a fitness center, library, tiki hut picnic area with gas BBQ grills, shuffleboard courts, kayak and canoe storage, an active social calendar, and onsite rental management. The community is just steps from dining, shopping, and the vibrant atmosphere of Siesta Key Village. This move-in-ready villa offers resort-style, low-maintenance island living at its finest.

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

Welcome to refined coastal living in this beautiful freestanding villa with a one-car garage, located in the premier Gulf-front community of Whispering Sands on Siesta Key Beach. Thoughtfully updated throughout in 2025, this light-filled residence offers three bedrooms and two bathrooms within approximately 1,400 square feet of refined living space, blending modern coastal style with everyday comfort. The brand-new kitchen is both stylish and functional, featuring quartz countertops, soft-close white cabinetry with pull-out drawers, a mosaic tile backsplash, Frigidaire stainless steel appliances, and a pantry for additional storage. The fully updated bathrooms showcase quartz countertops, soft-close white cabinetry, updated lighting, and glass-enclosed walk-in showers. Additional upgrades include fresh interior and exterior paint, new crown molding and baseboards, textured ceilings, recessed lighting, ceramic tile flooring throughout, and built-in closet organizers. All three bedrooms are generously sized, offering flexible space for seating or a workspace. The spacious living room accommodates multiple seating areas and features large glass sliders that flood the home with natural light and create seamless indoor-outdoor living. Sliding glass doors from the kitchen and dining area open to a large brick paver patio, ideal for relaxing or entertaining, with fencing between villas for added privacy. Further highlights include a new roof (2025), new AC unit, new hot water heater, new landscaping, a new full-size washer and dryer. Whispering Sands is a 55+ Gulf-front community offering resort-style amenities, including 800 feet of private deeded beach access, two clubhouses for social gatherings, two heated swimming pools, a fitness center, library, tiki hut picnic area with gas BBQ grills, shuffleboard courts, kayak and canoe storage, an active social calendar, and onsite rental management. The community is just steps from dining, shopping, and the vibrant atmosphere of Siesta Key Village. This move-in-ready villa offers resort-style, low-maintenance island living at its finest.

237 Hourglass Way Unit V6, Sarasota

$3,450,000

Welcome to a residence where inspired design meets the effortless elegance of Island living. Tucked away on the tranquil side of the Siesta Key Village, this extraordinary home places you at the heart of it all while having it all. With World-renowned beaches and the charming village just steps away… you truly can not beat the location. This 4 bedroom, 3100 sq.ft. home boasts a private boat dock, tropical backyard oasis and terraces with sunset views that never fail to inspire. The primary construction of this home was completed in 2018, with a full designer remodel in 2025. This home offers the confidence of modern construction throughout. Levels one through three are concrete block, with a two-by-six wood-frame fourth level and all exterior glass is hurricane impact rated. The home also boasts a standing-seam metal roof, a six-foot privacy wall with keypad-secured metal entry gates. A three-stop elevator services every floor, alongside a striking free-floating steel staircase framed by floor-to-ceiling glass, maintaining open sight-lines across the living spaces. Private bedrooms with en-suite bathrooms are thoughtfully positioned on levels two and four. Each floor opens to a generous covered balcony. Crowning the home is its most captivating feature: a spiral staircase leading from the fourth-floor balcony to a rooftop terrace with sweeping views of Siesta Village, Siesta Beach, Downtown Sarasota, and front-row vantage point to nightly stunning sunsets over the ocean. A comprehensive renovation brings a fresh, sophisticated vision to this home. The updates include new luxury hardwood flooring throughout, designer kitchen complete with dry-bar and a luxurious primary bathroom update. The second level serves as the home’s central gathering space, featuring an open-concept living room, dining area, and kitchen designed for both entertaining and everyday luxury. The kitchen has been elevated with brand-new custom floor to ceiling cabinetry complete with specialty lighting, premium Cambria countertops, as well as new appliances. The space is complimented by a beautifully designed dry bar and pantry for a refined, luxury finish.The high end finishes are complimented by designer furnishings and decor that convey with the sale of the home. At ground level, a two-car garage is complemented by a substantial 440-square-foot covered lanai overlooking a refreshing heated outdoor pool. The addition of an outdoor kitchen and upgraded, easily maintained, turf and stone landscape create seamless indoor-outdoor living and entertainment. Privacy is not an issue as this home boasts lush landscape and an impressive block wall enclosed yard. With Siesta’s gorgeous white sand beaches just a short walk from the home and a private boat dock just across the street enjoying the Ocean is a breeze from this property. The boat dock includes a 10,000-pound lift and space for a second lift, allowing for effortless access to the ocean via a canal. Siesta Key Village is a cherished walkable community rich with dining, boutiques, and local small businesses, including a Market, that evoke feelings of nostalgia. Yet the greatest luxury remains the timeless evening sunset strolls on the soft white sandy beaches. The Island’s effortless serenity reaffirms why Siesta Key is not merely a destination, but an exceptional place to call home.

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

Welcome to a residence where inspired design meets the effortless elegance of Island living. Tucked away on the tranquil side of the Siesta Key Village, this extraordinary home places you at the heart of it all while having it all. With World-renowned beaches and the charming village just steps away… you truly can not beat the location. This 4 bedroom, 3100 sq.ft. home boasts a private boat dock, tropical backyard oasis and terraces with sunset views that never fail to inspire. The primary construction of this home was completed in 2018, with a full designer remodel in 2025. This home offers the confidence of modern construction throughout. Levels one through three are concrete block, with a two-by-six wood-frame fourth level and all exterior glass is hurricane impact rated. The home also boasts a standing-seam metal roof, a six-foot privacy wall with keypad-secured metal entry gates. A three-stop elevator services every floor, alongside a striking free-floating steel staircase framed by floor-to-ceiling glass, maintaining open sight-lines across the living spaces. Private bedrooms with en-suite bathrooms are thoughtfully positioned on levels two and four. Each floor opens to a generous covered balcony. Crowning the home is its most captivating feature: a spiral staircase leading from the fourth-floor balcony to a rooftop terrace with sweeping views of Siesta Village, Siesta Beach, Downtown Sarasota, and front-row vantage point to nightly stunning sunsets over the ocean. A comprehensive renovation brings a fresh, sophisticated vision to this home. The updates include new luxury hardwood flooring throughout, designer kitchen complete with dry-bar and a luxurious primary bathroom update. The second level serves as the home’s central gathering space, featuring an open-concept living room, dining area, and kitchen designed for both entertaining and everyday luxury. The kitchen has been elevated with brand-new custom floor to ceiling cabinetry complete with specialty lighting, premium Cambria countertops, as well as new appliances. The space is complimented by a beautifully designed dry bar and pantry for a refined, luxury finish.The high end finishes are complimented by designer furnishings and decor that convey with the sale of the home. At ground level, a two-car garage is complemented by a substantial 440-square-foot covered lanai overlooking a refreshing heated outdoor pool. The addition of an outdoor kitchen and upgraded, easily maintained, turf and stone landscape create seamless indoor-outdoor living and entertainment. Privacy is not an issue as this home boasts lush landscape and an impressive block wall enclosed yard. With Siesta’s gorgeous white sand beaches just a short walk from the home and a private boat dock just across the street enjoying the Ocean is a breeze from this property. The boat dock includes a 10,000-pound lift and space for a second lift, allowing for effortless access to the ocean via a canal. Siesta Key Village is a cherished walkable community rich with dining, boutiques, and local small businesses, including a Market, that evoke feelings of nostalgia. Yet the greatest luxury remains the timeless evening sunset strolls on the soft white sandy beaches. The Island’s effortless serenity reaffirms why Siesta Key is not merely a destination, but an exceptional place to call home.

5263 Avenida De Cortez, Sarasota

$1,050,000

New price! Beautifully remodeled and ideally just minutes from world-renowned white sands of Siesta Beach, this chic island pool home offers an exceptional blend of style, comfort, and storm-ready peace of mind. Designed for effortless coastal living, the open main living area is highlighted by a vaulted ceiling, transom windows, and abundant natural light, with French doors opening seamlessly to the private outdoor entertaining space. Porcelain flooring flows throughout the home, complemented by solid wood cabinetry, quartz countertops, and a thoughtfully designed kitchen featuring KitchenAid appliances, an electric range with exhaust hood, and clean, timeless finishes. The interior is further enhanced by solid wood interior doors, custom lighting, and new Minka ceiling fans, creating a polished yet inviting atmosphere. Significant recent upgrades add substantial value and confidence for today’s buyers, including hurricane-impact windows, a new impact front door and rear French doors (2024), a new HVAC system (2024), a shingle roof (2021), and a hurricane-rated garage door. The primary suite features a custom closet system and a separate owner’s closet, ideal for part-time use or rental flexibility. Outdoors, enjoy a resort-style heated saltwater pool and spa, enhanced by a new pool heater (2025) and pool filter (2024), surrounded by mature tropical vegetation that provides exceptional privacy. Manicured front landscaping with lush plantings, an irrigation system, a paver driveway, and a Trex front walkway complete the home’s inviting curb appeal. Additional features include epoxy-finished garage floors and a Ring doorbell with exterior security cameras. Adjacent to Glebe Park and close to Siesta Key Village, this residence offers easy access to dining, shopping, entertainment, and the beach. 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 Ringling Museum, Van Wezel Performing Arts Hall, St. Armands Circle and ever-popular Sarasota Farmers Market. Equally suited as a full-time residence, seasonal retreat or potential income-producing investment, this home delivers refined island living in one of Siesta Key’s desirable neighborhoods.

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

New price! Beautifully remodeled and ideally just minutes from world-renowned white sands of Siesta Beach, this chic island pool home offers an exceptional blend of style, comfort, and storm-ready peace of mind. Designed for effortless coastal living, the open main living area is highlighted by a vaulted ceiling, transom windows, and abundant natural light, with French doors opening seamlessly to the private outdoor entertaining space. Porcelain flooring flows throughout the home, complemented by solid wood cabinetry, quartz countertops, and a thoughtfully designed kitchen featuring KitchenAid appliances, an electric range with exhaust hood, and clean, timeless finishes. The interior is further enhanced by solid wood interior doors, custom lighting, and new Minka ceiling fans, creating a polished yet inviting atmosphere. Significant recent upgrades add substantial value and confidence for today’s buyers, including hurricane-impact windows, a new impact front door and rear French doors (2024), a new HVAC system (2024), a shingle roof (2021), and a hurricane-rated garage door. The primary suite features a custom closet system and a separate owner’s closet, ideal for part-time use or rental flexibility. Outdoors, enjoy a resort-style heated saltwater pool and spa, enhanced by a new pool heater (2025) and pool filter (2024), surrounded by mature tropical vegetation that provides exceptional privacy. Manicured front landscaping with lush plantings, an irrigation system, a paver driveway, and a Trex front walkway complete the home’s inviting curb appeal. Additional features include epoxy-finished garage floors and a Ring doorbell with exterior security cameras. Adjacent to Glebe Park and close to Siesta Key Village, this residence offers easy access to dining, shopping, entertainment, and the beach. 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 Ringling Museum, Van Wezel Performing Arts Hall, St. Armands Circle and ever-popular Sarasota Farmers Market. Equally suited as a full-time residence, seasonal retreat or potential income-producing investment, this home delivers refined island living in one of Siesta Key’s desirable neighborhoods.

1002 Glebe Lane, Sarasota

$1,350,000

An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated pool/spa, pickle ball/tennis courts, exercise room, gas grills, etc. This is worth a visit to see everything you can bring into your life.

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

An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated pool/spa, pickle ball/tennis courts, exercise room, gas grills, etc. This is worth a visit to see everything you can bring into your life.

5880 Midnight Pass Road Unit 804, Sarasota

$1,300,000

Welcome to an exceptional new offering in the highly sought-after Sarasota Surf & Racquet Club. Perfectly positioned on the 7th floor of the coveted tower building, this beautifully upgraded two-bedroom, two-bath residence captures expansive views and cooling Gulf breezes while delivering a refined, move-in-ready coastal experience. The thoughtfully renovated kitchen has been redesigned to enhance both form and function, opening sight lines to the living space and creating a true gathering hub. White cabinetry, quartz countertops, and a newly added kitchen island replace the former peninsula, while the removal of the original owner’s closet provides additional counter and storage space—ideal for your coffee bar, display of fine spirits or to lay out your coastal cuisine buffet style. Both bathrooms have been upgraded with matching quartz countertops, creating a cohesive and modern aesthetic throughout. The primary suite offers a spa-inspired bath with an expanded layout, a sleek stand-up shower with frameless glass doors, and a newly added water closet for enhanced comfort and privacy. A locked owner’s closet allows for easy “lock-and-leave” ownership, perfect for seasonal use or rental flexibility. The guest bedroom comfortably accommodates two queen beds and features a generous walk-in closet with existing washer/dryer vent access, ready for a future installation if desired. Ownership at Sarasota Surf & Racquet Club feels effortless and exclusive as it includes access to two heated swimming pools, a fitness center, BBQ pavilion and recreation hall. An active tennis community brings residents together for fitness, fellowship, and a little competitive fun. The onsite rental management team cares for your investment, with a rare and advantageous 3-night rental minimum policy, and organizes all of the reservations and turnovers while you enjoy your return on investment. Ideally poised on Siesta Key’s pristine shoreline, this residence offers a rare blend of elevated design, resort-style amenities, and effortless island living.

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

Welcome to an exceptional new offering in the highly sought-after Sarasota Surf & Racquet Club. Perfectly positioned on the 7th floor of the coveted tower building, this beautifully upgraded two-bedroom, two-bath residence captures expansive views and cooling Gulf breezes while delivering a refined, move-in-ready coastal experience. The thoughtfully renovated kitchen has been redesigned to enhance both form and function, opening sight lines to the living space and creating a true gathering hub. White cabinetry, quartz countertops, and a newly added kitchen island replace the former peninsula, while the removal of the original owner’s closet provides additional counter and storage space—ideal for your coffee bar, display of fine spirits or to lay out your coastal cuisine buffet style. Both bathrooms have been upgraded with matching quartz countertops, creating a cohesive and modern aesthetic throughout. The primary suite offers a spa-inspired bath with an expanded layout, a sleek stand-up shower with frameless glass doors, and a newly added water closet for enhanced comfort and privacy. A locked owner’s closet allows for easy “lock-and-leave” ownership, perfect for seasonal use or rental flexibility. The guest bedroom comfortably accommodates two queen beds and features a generous walk-in closet with existing washer/dryer vent access, ready for a future installation if desired. Ownership at Sarasota Surf & Racquet Club feels effortless and exclusive as it includes access to two heated swimming pools, a fitness center, BBQ pavilion and recreation hall. An active tennis community brings residents together for fitness, fellowship, and a little competitive fun. The onsite rental management team cares for your investment, with a rare and advantageous 3-night rental minimum policy, and organizes all of the reservations and turnovers while you enjoy your return on investment. Ideally poised on Siesta Key’s pristine shoreline, this residence offers a rare blend of elevated design, resort-style amenities, and effortless island living.

5920 Midnight Pass Road Unit 704, Sarasota

$680,000

One or more photo(s) has been virtually staged. Private deeded 32 foot boat dock. Private beach access to Siesta Key Beach. Waterfront community on Sarasota Bay. Updated in 2019. Set on the bay side of Siesta Key, this beautifully renovated two bedroom two bath residence at Boca Siesta offers a lifestyle that feels both rare and natural. Located within a waterfront community on Sarasota Bay, the residence includes a private deeded 32 foot boat dock and private access to Siesta Key Beach, creating an exceptional balance of boating, beach access, and bayfront living. Located in the understated bayfront enclave of Boca Siesta, this residence enjoys peaceful bay views and a quieter sense of retreat, while Siesta Key Beach sits just across the street, known for its expansive shoreline and world famous quartz crystal sand. Updated in 2019, the residence features a more open and inviting floor plan with solid wood cabinetry offering generous storage, granite countertops, plantation shutters, crown molding, impact windows, new ceiling fans, and fresh interior paint. The open kitchen and great room combine living and dining areas oriented toward the bay and flow seamlessly into a screened private patio with impact windows overlooking Sarasota Bay. The primary suite offers calming bay views and a spacious ensuite bath with a jetted soaking tub, large walk in shower with rain shower head, dual vanities, and a generous walk in closet. The second bedroom and bath provide flexibility for guests, a home office, or additional living needs. Boating enthusiasts will appreciate the private deeded 32 foot boat dock that accommodates a larger vessel and provides direct access to Sarasota Bay. Additional conveniences include covered carport parking, private storage under the building, and an in unit full size washer and dryer located in a large utility room. Community amenities include a heated bayfront pool, tennis and pickleball courts, fishing pier, kayak launch, grilling areas, and a bayside clubhouse overlooking the bay with kitchen, bar, sauna, and fitness area. Private beach access is provided through the association, with access just across the street through Sarasota Surf & Racquet Club. From this location, Siesta Village, South Village dining, and downtown Sarasota are easily accessible by bike, free ride services, or the Siesta Key trolley. For those who choose Siesta Key for the water as much as the beach, Boca Siesta offers an effortless boating lifestyle where Sarasota Bay and Siesta Key Beach are part of everyday life. Experience life at Boca Siesta. To view a 360 walk through go to: https://funkypalmproductions.hd.pics/5911-Midnight-Pass-Rd-unit-206/idx

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

One or more photo(s) has been virtually staged. Private deeded 32 foot boat dock. Private beach access to Siesta Key Beach. Waterfront community on Sarasota Bay. Updated in 2019. Set on the bay side of Siesta Key, this beautifully renovated two bedroom two bath residence at Boca Siesta offers a lifestyle that feels both rare and natural. Located within a waterfront community on Sarasota Bay, the residence includes a private deeded 32 foot boat dock and private access to Siesta Key Beach, creating an exceptional balance of boating, beach access, and bayfront living. Located in the understated bayfront enclave of Boca Siesta, this residence enjoys peaceful bay views and a quieter sense of retreat, while Siesta Key Beach sits just across the street, known for its expansive shoreline and world famous quartz crystal sand. Updated in 2019, the residence features a more open and inviting floor plan with solid wood cabinetry offering generous storage, granite countertops, plantation shutters, crown molding, impact windows, new ceiling fans, and fresh interior paint. The open kitchen and great room combine living and dining areas oriented toward the bay and flow seamlessly into a screened private patio with impact windows overlooking Sarasota Bay. The primary suite offers calming bay views and a spacious ensuite bath with a jetted soaking tub, large walk in shower with rain shower head, dual vanities, and a generous walk in closet. The second bedroom and bath provide flexibility for guests, a home office, or additional living needs. Boating enthusiasts will appreciate the private deeded 32 foot boat dock that accommodates a larger vessel and provides direct access to Sarasota Bay. Additional conveniences include covered carport parking, private storage under the building, and an in unit full size washer and dryer located in a large utility room. Community amenities include a heated bayfront pool, tennis and pickleball courts, fishing pier, kayak launch, grilling areas, and a bayside clubhouse overlooking the bay with kitchen, bar, sauna, and fitness area. Private beach access is provided through the association, with access just across the street through Sarasota Surf & Racquet Club. From this location, Siesta Village, South Village dining, and downtown Sarasota are easily accessible by bike, free ride services, or the Siesta Key trolley. For those who choose Siesta Key for the water as much as the beach, Boca Siesta offers an effortless boating lifestyle where Sarasota Bay and Siesta Key Beach are part of everyday life. Experience life at Boca Siesta. To view a 360 walk through go to: https://funkypalmproductions.hd.pics/5911-Midnight-Pass-Rd-unit-206/idx

5911 Midnight Pass Road Unit 206, Sarasota

$500,500

Discover the potential of this 2-bedroom, 2-bath condominium in the highly sought-after Peppertree Bay community on Siesta Key. Located on the Gulf side with deeded beach access, this residence offers easy, direct access to Siesta Key’s world-famous quartz sand beach, making it highly attractive to both owners and renters. The condo provides a great opportunity to personalize and add value to suit your style. Monthly rentals are permitted up to four times per year, offering strong income potential in a consistently high-demand vacation market. All new windows are scheduled to be installed in 2026 at no cost to the owner with no assessment required, enhancing long-term value and appeal. Peppertree Bay is a well-established, amenity-rich community featuring a resort-style pool, fitness center, tennis courts, and beautifully maintained grounds, all of which are highly desirable to owners and renters. Whether you’re seeking a personal beach retreat with income potential or a strategic investment on Siesta Key’s Gulf side, this property offers a rare combination of location, rental flexibility, and upside potential.

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

Discover the potential of this 2-bedroom, 2-bath condominium in the highly sought-after Peppertree Bay community on Siesta Key. Located on the Gulf side with deeded beach access, this residence offers easy, direct access to Siesta Key’s world-famous quartz sand beach, making it highly attractive to both owners and renters. The condo provides a great opportunity to personalize and add value to suit your style. Monthly rentals are permitted up to four times per year, offering strong income potential in a consistently high-demand vacation market. All new windows are scheduled to be installed in 2026 at no cost to the owner with no assessment required, enhancing long-term value and appeal. Peppertree Bay is a well-established, amenity-rich community featuring a resort-style pool, fitness center, tennis courts, and beautifully maintained grounds, all of which are highly desirable to owners and renters. Whether you’re seeking a personal beach retreat with income potential or a strategic investment on Siesta Key’s Gulf side, this property offers a rare combination of location, rental flexibility, and upside potential.

1125 W Peppertree Drive Unit 302, Sarasota

$659,000

STUNNING FULL GULF VIEWS!..... STUNNING UPDATES THROUGHOUT!..... STUNNING SUNSETS!----You will be WOWED by this FURNISHED Siesta Key residence....just moments to the "baby powder" quartz white sands of TOP RATED Siesta Key Beach. This WELL-APPOINTED Spacious & PET FRIENDLY Two Bedroom/2 Bath condo has many desired UPDATES & FEATURES: Impact Windows/Sliders; Elevated Coastal Furnishings; Indulgent Primary Suite with Sumptuous Ensuite "Spa-Like" Bathroom; Custom Closets & BUILT-INS THROUGHOUT; Continuity of Materials & Finishes; In Unit Washer/Dryer; and a Large Kitchen with solid wood cabinetry; stainless appliances, glass tile backsplash & Generous amounts of Counter Space & Storage! You will ENJOY your morning coffee Dolphin Watching and your evening cocktails soaking in the Amazing Colors of Sunset over the Gulf.....Sea Village, conveniently located to dining/shopping/nightlife of the Main Village, features (2) gulfside Pools; fishing pier; Bike Storage & additional Storage Lockers. Perfect as Investment; Vacation or Year-Round Residence.

2 Beds ⋅ 2 Baths ⋅ Sea Village SubDv. ⋅ 34242 Zip Code

STUNNING FULL GULF VIEWS!..... STUNNING UPDATES THROUGHOUT!..... STUNNING SUNSETS!----You will be WOWED by this FURNISHED Siesta Key residence....just moments to the "baby powder" quartz white sands of TOP RATED Siesta Key Beach. This WELL-APPOINTED Spacious & PET FRIENDLY Two Bedroom/2 Bath condo has many desired UPDATES & FEATURES: Impact Windows/Sliders; Elevated Coastal Furnishings; Indulgent Primary Suite with Sumptuous Ensuite "Spa-Like" Bathroom; Custom Closets & BUILT-INS THROUGHOUT; Continuity of Materials & Finishes; In Unit Washer/Dryer; and a Large Kitchen with solid wood cabinetry; stainless appliances, glass tile backsplash & Generous amounts of Counter Space & Storage! You will ENJOY your morning coffee Dolphin Watching and your evening cocktails soaking in the Amazing Colors of Sunset over the Gulf.....Sea Village, conveniently located to dining/shopping/nightlife of the Main Village, features (2) gulfside Pools; fishing pier; Bike Storage & additional Storage Lockers. Perfect as Investment; Vacation or Year-Round Residence.

4660 Ocean Boulevard Unit O2, Sarasota

$875,000

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

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

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

6047 E Peppertree Way Unit 224, Sarasota

$419,900

PRICED TO SELL! LOWEST PRICE RENOVATED 2 bedroom 2 bath condo is Siesta Harbor! So many upgrades, granite counters, stainless appliances, ceramic tile, impact sliders, turnkey Furnished! Water views from the living room, main bedroom and lanai, screened in lanai, great active clubhouse, heated pool, outdoor spa, out door shower, shuffleboard, barbecue area and outdoor shower. Private Beach access directly across the street. Siesta Harbor is located on the deepest point of the main intracoastal. Deep canal, boat slip up to 30' boat (check for availability, reasonable annual pricing.) Stunning Dock for fishing or relaxing ..... walk to all, restaurants, shops, easy on and off the key, the Trolley and scat right outside your door! One of the best parts being on the intracoastal with Beach Access! This has it all, just bring your toothbrush and be in paradise! Or rent it out, its a 30 day rental 12 times a year!!

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

PRICED TO SELL! LOWEST PRICE RENOVATED 2 bedroom 2 bath condo is Siesta Harbor! So many upgrades, granite counters, stainless appliances, ceramic tile, impact sliders, turnkey Furnished! Water views from the living room, main bedroom and lanai, screened in lanai, great active clubhouse, heated pool, outdoor spa, out door shower, shuffleboard, barbecue area and outdoor shower. Private Beach access directly across the street. Siesta Harbor is located on the deepest point of the main intracoastal. Deep canal, boat slip up to 30' boat (check for availability, reasonable annual pricing.) Stunning Dock for fishing or relaxing ..... walk to all, restaurants, shops, easy on and off the key, the Trolley and scat right outside your door! One of the best parts being on the intracoastal with Beach Access! This has it all, just bring your toothbrush and be in paradise! Or rent it out, its a 30 day rental 12 times a year!!

1257 S Portofino Drive Unit 307, Sarasota

$495,000

Just steps—less than 70 to be exact—from the crystal sands of world-famous Siesta Key Beach, this beautifully maintained 2-bedroom, 1 1/2 bath condo with a pond view, offers the ultimate island lifestyle. Move-in ready and offered fully turnkey, it’s perfect as a vacation getaway, income-producing property, or both—just bring your suitcase and start enjoying coastal living. Inside, you’ll find a bright and comfortable layout complete with an in-unit laundry for added convenience. The condo is ideally located just steps from the community fitness center, sparkling pool, clubhouse, and popular pickleball and tennis courts, making it easy to enjoy resort-style amenities every day. Hop on the Frog Hop and head to Siesta Key Village to explore vibrant nightlife, top-rated restaurants, boutique shopping, and live entertainment—all without the hassle of parking. Whether you’re looking for relaxation, recreation, or rental potential, this Siesta Key gem checks every box.

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

Just steps—less than 70 to be exact—from the crystal sands of world-famous Siesta Key Beach, this beautifully maintained 2-bedroom, 1 1/2 bath condo with a pond view, offers the ultimate island lifestyle. Move-in ready and offered fully turnkey, it’s perfect as a vacation getaway, income-producing property, or both—just bring your suitcase and start enjoying coastal living. Inside, you’ll find a bright and comfortable layout complete with an in-unit laundry for added convenience. The condo is ideally located just steps from the community fitness center, sparkling pool, clubhouse, and popular pickleball and tennis courts, making it easy to enjoy resort-style amenities every day. Hop on the Frog Hop and head to Siesta Key Village to explore vibrant nightlife, top-rated restaurants, boutique shopping, and live entertainment—all without the hassle of parking. Whether you’re looking for relaxation, recreation, or rental potential, this Siesta Key gem checks every box.

1036 W Peppertree Lane Unit 113B, Sarasota

$525,000

$50,000 Price Improvement — Now One of the Best Values on Siesta Key. At $535,000, this 1,700+ sq ft Island Reef condo is priced in line with nearby 1,300 sq ft units—creating a rare opportunity to own significantly more space without paying a premium. Located on the quieter south end of Siesta Key, this ground-floor residence overlooks Little Sarasota Bay and offers the kind of easy, coastal living that’s increasingly hard to find. The split-bedroom layout features two en suite bedrooms positioned on opposite sides of the condo, plus a half bath and a flexible space ideal for a small home office. Inside, the scale of the home stands out immediately—a massive living area, separate dining room, and an enclosed Florida room that captures peaceful bay and Intracoastal views. Natural light fills the space from morning through mid-day, while ceramic tile flooring throughout keeps maintenance simple and practical. The kitchen is equipped with butcher block countertops, abundant cabinetry, and a full-size layout that supports everyday living or extended stays. A full laundry room with standard-size washer and dryer adds to the convenience. What truly sets this unit apart is its ground-floor accessibility, generous square footage, and a strong track record of staying dry during past storms—an increasingly important consideration for waterfront buyers. Island Reef is a well-maintained, financially sound Gulf-to-Bay community with no upcoming assessments and on-site management. Residents enjoy deeded beach access just a short walk away, along with bayfront boat docks (with lift options), two heated pools, tennis and pickleball courts, fitness center, clubhouse, and an active social calendar. The free Siesta Key trolley stops right in front of the community, providing easy access to Siesta Village, dining, shopping, Turtle Beach, and nearby marinas. Offered turnkey furnished, this is a compelling opportunity for full-time living or seasonal enjoyment—especially for buyers who recognize value when they see it. Schedule your private showing today.

2 Beds ⋅ 3 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code

$50,000 Price Improvement — Now One of the Best Values on Siesta Key. At $535,000, this 1,700+ sq ft Island Reef condo is priced in line with nearby 1,300 sq ft units—creating a rare opportunity to own significantly more space without paying a premium. Located on the quieter south end of Siesta Key, this ground-floor residence overlooks Little Sarasota Bay and offers the kind of easy, coastal living that’s increasingly hard to find. The split-bedroom layout features two en suite bedrooms positioned on opposite sides of the condo, plus a half bath and a flexible space ideal for a small home office. Inside, the scale of the home stands out immediately—a massive living area, separate dining room, and an enclosed Florida room that captures peaceful bay and Intracoastal views. Natural light fills the space from morning through mid-day, while ceramic tile flooring throughout keeps maintenance simple and practical. The kitchen is equipped with butcher block countertops, abundant cabinetry, and a full-size layout that supports everyday living or extended stays. A full laundry room with standard-size washer and dryer adds to the convenience. What truly sets this unit apart is its ground-floor accessibility, generous square footage, and a strong track record of staying dry during past storms—an increasingly important consideration for waterfront buyers. Island Reef is a well-maintained, financially sound Gulf-to-Bay community with no upcoming assessments and on-site management. Residents enjoy deeded beach access just a short walk away, along with bayfront boat docks (with lift options), two heated pools, tennis and pickleball courts, fitness center, clubhouse, and an active social calendar. The free Siesta Key trolley stops right in front of the community, providing easy access to Siesta Village, dining, shopping, Turtle Beach, and nearby marinas. Offered turnkey furnished, this is a compelling opportunity for full-time living or seasonal enjoyment—especially for buyers who recognize value when they see it. Schedule your private showing today.

8767 Midnight Pass Road Unit 101F, Sarasota

$625,000

Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!

2 Beds ⋅ 2 Baths ⋅ Villa Navarra SubDv. ⋅ 34242 Zip Code

Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!

137 Avenida Messina Unit 3, Sarasota

$775,000

Private end-unit residence at Peppertree Bay with outdoor patio space, lush tropical landscaping, and an easy stroll to the bayside community pool from the back door. Inside, you’ll find extensive renovations and updates throughout, including new flooring, doors, fans and fixtures, walls, baseboards, and cabinetry. Major system improvements have also been completed, including waste lines, A/C, appliances and washer, dryer. Both the primary and guest baths have been updated along with a major enhancement to the kitchen. The 1st and 2nd floor lanai windows have been recently replaced—bringing in light while providing enhancing comfort and extended living space. A rare combination of privacy, thoughtful upgrades, and that classic Peppertree Bay lifestyle on Siesta Key. Must see and easy to show.

3 Beds ⋅ 3 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code

Private end-unit residence at Peppertree Bay with outdoor patio space, lush tropical landscaping, and an easy stroll to the bayside community pool from the back door. Inside, you’ll find extensive renovations and updates throughout, including new flooring, doors, fans and fixtures, walls, baseboards, and cabinetry. Major system improvements have also been completed, including waste lines, A/C, appliances and washer, dryer. Both the primary and guest baths have been updated along with a major enhancement to the kitchen. The 1st and 2nd floor lanai windows have been recently replaced—bringing in light while providing enhancing comfort and extended living space. A rare combination of privacy, thoughtful upgrades, and that classic Peppertree Bay lifestyle on Siesta Key. Must see and easy to show.

1201 E Peppertree Drive Unit 234, Sarasota

$2,950,000

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

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

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

9265 Blind Pass Road, Sarasota

$1,300,000

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

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

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

8764 Midnight Pass Road Unit A306, Sarasota

$999,000

BEST VALUE AT SIESTA KEY BEACH GULF & BAY CLUB. Imagine living in Paradise…Welcome to your dream home on Siesta Key, where every day feels like a vacation. This beautiful beachfront corner unit in the prestigious GULF & BAY CLUB is located on the #1 Beach in America per Trip Advisor. Step into this stunning two-bedroom, two-bathroom unit, filled with natural light from expansive windows. Enjoy breathtaking sunrise and sunset views as part of your daily routine. The renovated interior features high ceilings, a gourmet kitchen with an office, modern bathrooms, smart storages and elegant details. Gulf & Bay Club is the gated resort community on the key. The serene property spans on 32 acres with 800 feet of private quartz sand beach, offering exceptional living. Beyond your home, Gulf & Bay Club offers world-class amenities, including scenic pathways to a freshwater lake with a rustic footbridge, a lush tropical courtyard with 3 heated pools, 6 pickleball courts, 4 tennis courts, 2 clubhouses and barbecue grills for social gatherings. Fitness enthusiasts can access a commercial gym, sauna, and media facility, while EV charging stations promote eco-friendliness. With an on-site rental management for one-month minimum rentals, this property is perfect for luxurious living and smart investment. Make this waterfront oasis your home where warm hospitality and serenity await.

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

BEST VALUE AT SIESTA KEY BEACH GULF & BAY CLUB. Imagine living in Paradise…Welcome to your dream home on Siesta Key, where every day feels like a vacation. This beautiful beachfront corner unit in the prestigious GULF & BAY CLUB is located on the #1 Beach in America per Trip Advisor. Step into this stunning two-bedroom, two-bathroom unit, filled with natural light from expansive windows. Enjoy breathtaking sunrise and sunset views as part of your daily routine. The renovated interior features high ceilings, a gourmet kitchen with an office, modern bathrooms, smart storages and elegant details. Gulf & Bay Club is the gated resort community on the key. The serene property spans on 32 acres with 800 feet of private quartz sand beach, offering exceptional living. Beyond your home, Gulf & Bay Club offers world-class amenities, including scenic pathways to a freshwater lake with a rustic footbridge, a lush tropical courtyard with 3 heated pools, 6 pickleball courts, 4 tennis courts, 2 clubhouses and barbecue grills for social gatherings. Fitness enthusiasts can access a commercial gym, sauna, and media facility, while EV charging stations promote eco-friendliness. With an on-site rental management for one-month minimum rentals, this property is perfect for luxurious living and smart investment. Make this waterfront oasis your home where warm hospitality and serenity await.

5780 Midnight Pass Road Unit 210, Sarasota

$990,000

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

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

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

5780 Midnight Pass Road Unit 207, Sarasota

$570,000

Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. This condominium is on the 7th floor facing north. Wait till you see the sunsets. Even a lightning storm is going to be fantastic from your large lanai perfect for entertaining. The main bedroom is big lots of with a walk-in shower. Guest bedroom is a generous size as well and also has a walk in shower. ****TURNKEY FURNISHED…WEEKLY RENTALS…It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage. Yes, have are own easement to the beach… If you have a boat, The Anchorage also offers dockage along the Seawall! “$10.00 per month” There is a trolly that you can take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own carport. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

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

Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. This condominium is on the 7th floor facing north. Wait till you see the sunsets. Even a lightning storm is going to be fantastic from your large lanai perfect for entertaining. The main bedroom is big lots of with a walk-in shower. Guest bedroom is a generous size as well and also has a walk in shower. ****TURNKEY FURNISHED…WEEKLY RENTALS…It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. The building and grounds are in wonderful shape! The Anchorage has so many amenities to offer owners and renters, including an Olympic-size heated swimming pool, Fitness Center, Lighted Pickleball & Tennis Courts, Clubhouse, BBQ & Picnic Areas and Kayak Storage. Yes, have are own easement to the beach… If you have a boat, The Anchorage also offers dockage along the Seawall! “$10.00 per month” There is a trolly that you can take to Siesta Key Village to enjoy more shopping, entertainment and dining options. Your new condo has its own carport. The Anchorage is very conveniently located near Stickney Point Bridge to give you easy access to the mainland, including downtown Sarasota!

6415 Midnight Pass Road Unit 702, Sarasota

$2,550,000

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

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

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

6905 Point Of Rocks Road, Sarasota

$575,000

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

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

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

5860 Midnight Pass Road Unit 40, Sarasota

$1,375,000

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

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

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

5740 Midnight Pass Road Unit 104F, Sarasota

$869,000

Everything is brand new in this beautifully renovated, turnkey furnished two bedroom, two bath end-unit villa offering an exceptional Siesta Key beach lifestyle just steps from the Gulf. The desirable split floor plan features spacious bedrooms, generous closets, and an open-concept living area filled with natural light, enhanced by a sun-lit Florida room. The updated kitchen is thoughtfully designed with granite countertops, a coordinating backsplash, soft-close cabinetry, and new stainless steel appliances. The primary suite offers a wall-to-wall closet, transom window, and sliding glass doors opening to the Florida room. Additional highlights include luxury vinyl plank flooring, all-new furnishings, and an attached one-car garage with washer and dryer plus ample storage for beach gear. Whether enjoyed as a private coastal retreat or a lock-and-leave rental opportunity, this residence truly offers the best of both worlds. Crystal Sands is a well-managed, financially stable beachfront community that has remained highly desirable since 1969 due to consistent upkeep and thoughtful renovations. The condominium comprises a collection of one, two, and three bedroom villas along with a Gulf-front high-rise tower, all set within beautifully maintained grounds. Residents and guests enjoy private beach access with umbrellas and loungers, two heated swimming pools, a clubhouse, on-site rental management, and night security, all just moments from Siesta Key’s renowned dining and shopping.

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

Everything is brand new in this beautifully renovated, turnkey furnished two bedroom, two bath end-unit villa offering an exceptional Siesta Key beach lifestyle just steps from the Gulf. The desirable split floor plan features spacious bedrooms, generous closets, and an open-concept living area filled with natural light, enhanced by a sun-lit Florida room. The updated kitchen is thoughtfully designed with granite countertops, a coordinating backsplash, soft-close cabinetry, and new stainless steel appliances. The primary suite offers a wall-to-wall closet, transom window, and sliding glass doors opening to the Florida room. Additional highlights include luxury vinyl plank flooring, all-new furnishings, and an attached one-car garage with washer and dryer plus ample storage for beach gear. Whether enjoyed as a private coastal retreat or a lock-and-leave rental opportunity, this residence truly offers the best of both worlds. Crystal Sands is a well-managed, financially stable beachfront community that has remained highly desirable since 1969 due to consistent upkeep and thoughtful renovations. The condominium comprises a collection of one, two, and three bedroom villas along with a Gulf-front high-rise tower, all set within beautifully maintained grounds. Residents and guests enjoy private beach access with umbrellas and loungers, two heated swimming pools, a clubhouse, on-site rental management, and night security, all just moments from Siesta Key’s renowned dining and shopping.

6300 Midnight Pass Road Unit 21, Sarasota

$1,995,000

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

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

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

5155 Hidden Harbor Road, Sarasota

$410,000

Have you ever dreamed of living on the beach??? Your chance has arrived! Step into coastal paradise at this turnkey-furnished Siesta Key residence, perfectly situated on the tranquil southern end of the island in the coveted Tortuga community. Residents enjoy a wide range of resort-style amenities, including a heated indoor/outdoor pool, sauna, tennis and pickleball, shuffleboard, and a fishing pier. And, the laundry room is just outside the front door! The community has recently completed major improvements, including a new roof, freshly painted buildings, and a refreshed pool, with all assessments fully paid. The updated clubhouse features a full kitchen and dining area and may be reserved for private gatherings. Impact-resistant windows and doors offer peace of mind. With direct deeded beach access, resort-style amenities, and optional boat slip access ($300/year when available) on the Intracoastal Waterway just across the street, this is island living at its finest. This 800-square-foot condo boasts an open, light-filled floor plan with wood-like tile flooring, crown molding, and a spacious living and dining area that flows effortlessly onto a screened balcony overlooking lush tropical landscaping—perfect for morning coffee or sunset cocktails. The kitchen is a showstopper, featuring quartz countertops, a breakfast bar, and modern appliances, creating a seamless space for entertaining friends and family. The primary suite is a true retreat, complete with a walk-in closet and an en suite bath with dual sinks and granite surfaces. Located on the second floor with elevator access, convenience is key, including nearby shared laundry facilities. Whether you’re seeking a year-round home or seasonal escape, this residence embodies the relaxed sophistication of island life while keeping you just minutes from the world-famous quartz sands of Siesta Beach, the charming boutiques and dining of Siesta Key Village, and the vibrant arts and culture of downtown Sarasota. Coastal living doesn’t get any better than this—your slice of paradise is waiting!

1 Beds ⋅ 1 Baths ⋅ Tortuga SubDv. ⋅ 34242 Zip Code

Have you ever dreamed of living on the beach??? Your chance has arrived! Step into coastal paradise at this turnkey-furnished Siesta Key residence, perfectly situated on the tranquil southern end of the island in the coveted Tortuga community. Residents enjoy a wide range of resort-style amenities, including a heated indoor/outdoor pool, sauna, tennis and pickleball, shuffleboard, and a fishing pier. And, the laundry room is just outside the front door! The community has recently completed major improvements, including a new roof, freshly painted buildings, and a refreshed pool, with all assessments fully paid. The updated clubhouse features a full kitchen and dining area and may be reserved for private gatherings. Impact-resistant windows and doors offer peace of mind. With direct deeded beach access, resort-style amenities, and optional boat slip access ($300/year when available) on the Intracoastal Waterway just across the street, this is island living at its finest. This 800-square-foot condo boasts an open, light-filled floor plan with wood-like tile flooring, crown molding, and a spacious living and dining area that flows effortlessly onto a screened balcony overlooking lush tropical landscaping—perfect for morning coffee or sunset cocktails. The kitchen is a showstopper, featuring quartz countertops, a breakfast bar, and modern appliances, creating a seamless space for entertaining friends and family. The primary suite is a true retreat, complete with a walk-in closet and an en suite bath with dual sinks and granite surfaces. Located on the second floor with elevator access, convenience is key, including nearby shared laundry facilities. Whether you’re seeking a year-round home or seasonal escape, this residence embodies the relaxed sophistication of island life while keeping you just minutes from the world-famous quartz sands of Siesta Beach, the charming boutiques and dining of Siesta Key Village, and the vibrant arts and culture of downtown Sarasota. Coastal living doesn’t get any better than this—your slice of paradise is waiting!

8730 Midnight Pass Road Unit 202A, Sarasota