$629,900 Rare Turnkey "PENTHOUSE OPPORTUNITY" located in one of the front buildings with a Full Gulf View directly across from the world-famous #1 rated Siesta Key Beach with beautiful quartz crystal sand! The exceptional office staff make this community well managed & this unit has a proven track record of 57K gross rental income in '2023 & 53K for '2024 & year-to-date in '25 (Jan-June) 37K which can be a great money maker for you! This condo is also used much by family when not in use! La Siesta offers 1 week minimum stays for easy rentals & has low monthly fees of only $841.67/month which make it even better! This condo is turnkey furnished with tasteful updates/furniture & has everything you need for a wonderful stay. Owner/Broker has used this condo on occasion for personal use when not rented. You'll love the nightly variety of sunsets from your screened balcony & you will feel the energy being right across the street from this world-renowned beach! Many upgrades in '22 including some of the following: A/C*most furniture & accessories*quartz tops*vinyl flooring*carpet & padding*fresh paint*balcony rescreened*plantation shutters/blinds*lanai rescreened '24 & more. The trolley stop is located right in front & is more than just a convenience ... it will connect you to fine restaurants~shopping~nightlife/entertainment in the vibrant village & throughout the key. This complex is perfectly positioned & is nestled amidst everything you could want or need. The helpful & dedicated staff will also accommodate your requests. For outside activities, La Siesta offers a heated pool, shuffleboard, cornhole & BBQ grills on-site. Unit owners may have 1 small pet under 25 lbs. with board approval. Elevator access & Laundry on the same floor make it easy. Hurry on this one & enjoy it in between tenants before the busy winter season (this unit fully rented throughout season) & secure your own piece of paradise today. Don't miss out on this exceptional investment opportunity. Being sold as is with the right to inspect. All showings require confirmation in case a tenant is in place during that time. 2 Beds ⋅ 1 Baths ⋅ La Siesta SubDv. ⋅ 34242 Zip Code Rare Turnkey "PENTHOUSE OPPORTUNITY" located in one of the front buildings with a Full Gulf View directly across from the world-famous #1 rated Siesta Key Beach with beautiful quartz crystal sand! The exceptional office staff make this community well managed & this unit has a proven track record of 57K gross rental income in '2023 & 53K for '2024 & year-to-date in '25 (Jan-June) 37K which can be a great money maker for you! This condo is also used much by family when not in use! La Siesta offers 1 week minimum stays for easy rentals & has low monthly fees of only $841.67/month which make it even better! This condo is turnkey furnished with tasteful updates/furniture & has everything you need for a wonderful stay. Owner/Broker has used this condo on occasion for personal use when not rented. You'll love the nightly variety of sunsets from your screened balcony & you will feel the energy being right across the street from this world-renowned beach! Many upgrades in '22 including some of the following: A/C*most furniture & accessories*quartz tops*vinyl flooring*carpet & padding*fresh paint*balcony rescreened*plantation shutters/blinds*lanai rescreened '24 & more. The trolley stop is located right in front & is more than just a convenience ... it will connect you to fine restaurants~shopping~nightlife/entertainment in the vibrant village & throughout the key. This complex is perfectly positioned & is nestled amidst everything you could want or need. The helpful & dedicated staff will also accommodate your requests. For outside activities, La Siesta offers a heated pool, shuffleboard, cornhole & BBQ grills on-site. Unit owners may have 1 small pet under 25 lbs. with board approval. Elevator access & Laundry on the same floor make it easy. Hurry on this one & enjoy it in between tenants before the busy winter season (this unit fully rented throughout season) & secure your own piece of paradise today. Don't miss out on this exceptional investment opportunity. Being sold as is with the right to inspect. All showings require confirmation in case a tenant is in place during that time. 925 Beach Road Unit 408, Sarasota
$650,000 Deeded beach access, intracoastal waterway frontage with boat dockage, prime location AND a stunningly renovated condominium. What more could you want? Enjoy Siesta Key’s famous sunsets and holiday fireworks shows in comfort from this 5th floor beautifully renovated and immaculate 2-bedroom 2-bath furnished condominium with partial gulf views. No need to take on a remodel here, all of it has been done to the highest standards by the current owners. Gorgeous Italian porcelain plank tile flooring, modern sleek baseboards, oversized crown molding, solid wood doors, hurricane impact windows/sliders and electric shades elevate this condo to a level unparalleled at this price point. You’ll love the open kitchen with its tray ceiling, white solid wood cabinetry, granite countertops, and built-in pantry. The living area and both extra-large bedrooms have direct access to the expansive 34-foot balcony. The luxurious primary bath has a custom designed walk-in shower, double sinks and quartz countertop. The second bath has been tastefully redone as well with quartz countertops. This thoughtful remodel includes an in-unit laundry room (very rare for The Anchorage!) with a Bosch stacked washer/dryer and a tankless hot water heater. Custom walk-in closets in both bedrooms add to the ample storage found in this unit. If that’s not enough, this condominium comes with a coveted under-building tandem parking space that comfortably fits two cars! (There are no covered spaces available for purchase separately, so this is truly a special feature.) Unit 502 is located on the north-facing side of the building, the preferred location due to it being the quiet side. At the Anchorage, enjoy deeded gated beach access (right across the street), a canal with boat dockage and kayak launch, and beautiful sprawling park-like grounds overlooking the intracoastal waterway. Other amenities include a gated entrance, heated pool, fitness center, clubhouse, tennis and pickleball courts, shuffleboard courts and kayak racks. On-site rental management and a one-week minimum rental make this community very popular with vacationers and savvy investors alike. See this one before it gets away! 2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code Deeded beach access, intracoastal waterway frontage with boat dockage, prime location AND a stunningly renovated condominium. What more could you want? Enjoy Siesta Key’s famous sunsets and holiday fireworks shows in comfort from this 5th floor beautifully renovated and immaculate 2-bedroom 2-bath furnished condominium with partial gulf views. No need to take on a remodel here, all of it has been done to the highest standards by the current owners. Gorgeous Italian porcelain plank tile flooring, modern sleek baseboards, oversized crown molding, solid wood doors, hurricane impact windows/sliders and electric shades elevate this condo to a level unparalleled at this price point. You’ll love the open kitchen with its tray ceiling, white solid wood cabinetry, granite countertops, and built-in pantry. The living area and both extra-large bedrooms have direct access to the expansive 34-foot balcony. The luxurious primary bath has a custom designed walk-in shower, double sinks and quartz countertop. The second bath has been tastefully redone as well with quartz countertops. This thoughtful remodel includes an in-unit laundry room (very rare for The Anchorage!) with a Bosch stacked washer/dryer and a tankless hot water heater. Custom walk-in closets in both bedrooms add to the ample storage found in this unit. If that’s not enough, this condominium comes with a coveted under-building tandem parking space that comfortably fits two cars! (There are no covered spaces available for purchase separately, so this is truly a special feature.) Unit 502 is located on the north-facing side of the building, the preferred location due to it being the quiet side. At the Anchorage, enjoy deeded gated beach access (right across the street), a canal with boat dockage and kayak launch, and beautiful sprawling park-like grounds overlooking the intracoastal waterway. Other amenities include a gated entrance, heated pool, fitness center, clubhouse, tennis and pickleball courts, shuffleboard courts and kayak racks. On-site rental management and a one-week minimum rental make this community very popular with vacationers and savvy investors alike. See this one before it gets away! 6415 Midnight Pass Road Unit 502, Sarasota
$400,000 Live the Florida dream in this fully furnished, designer-finished 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering deeded beach access to world-famous Siesta Key Beach just across the street. Situated on the third floor with picturesque water views, this beautifully updated unit features granite countertops, white shaker cabinetry, stainless steel appliances, and newer laminate flooring throughout. Enjoy peace of mind with impact windows and custom plantation shutters, while the enclosed lanai with sliding glass windows provides a serene retreat year-round. The open-concept layout flows seamlessly from the modernized kitchen into a bright and welcoming living space, perfect for entertaining or relaxing. Both bathrooms have been tastefully renovated, including a fully remodeled guest bath, and the entire unit was freshly painted in 2025. Additional features include a private storage closet, updated lighting, and high-speed fiber optic internet. Siesta Harbor is a vibrant 55+ waterfront community along the Intracoastal Waterway, offering a heated pool, spa, clubhouse, fitness center, shuffleboard, fishing dock, kayak launch, BBQ area, and boat slips for up to 30’ vessels. Whether enjoying your morning walk to the beach, catching the free trolley to Siesta Key Village, or heading over the nearby bridge to explore downtown Sarasota’s dining, shopping, and cultural scene, this location offers the ultimate in coastal convenience and lifestyle. With monthly rentals allowed 12 times per year, it’s ideal as a personal escape or investment property. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** 2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code Live the Florida dream in this fully furnished, designer-finished 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering deeded beach access to world-famous Siesta Key Beach just across the street. Situated on the third floor with picturesque water views, this beautifully updated unit features granite countertops, white shaker cabinetry, stainless steel appliances, and newer laminate flooring throughout. Enjoy peace of mind with impact windows and custom plantation shutters, while the enclosed lanai with sliding glass windows provides a serene retreat year-round. The open-concept layout flows seamlessly from the modernized kitchen into a bright and welcoming living space, perfect for entertaining or relaxing. Both bathrooms have been tastefully renovated, including a fully remodeled guest bath, and the entire unit was freshly painted in 2025. Additional features include a private storage closet, updated lighting, and high-speed fiber optic internet. Siesta Harbor is a vibrant 55+ waterfront community along the Intracoastal Waterway, offering a heated pool, spa, clubhouse, fitness center, shuffleboard, fishing dock, kayak launch, BBQ area, and boat slips for up to 30’ vessels. Whether enjoying your morning walk to the beach, catching the free trolley to Siesta Key Village, or heading over the nearby bridge to explore downtown Sarasota’s dining, shopping, and cultural scene, this location offers the ultimate in coastal convenience and lifestyle. With monthly rentals allowed 12 times per year, it’s ideal as a personal escape or investment property. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** 1257 S Portofino Drive Unit 306, Sarasota
$5,450,000 Luxury Living in the Heart of Siesta Key! This beautifully designed coastal retreat offers 7 bedrooms, 7 full bathrooms, and 2 half baths, providing plenty of space for hosting family and friends in total comfort. Every detail was thoughtfully crafted to blend high-end design with relaxed Florida living. The main living area is open, airy, and filled with natural light, creating an effortless flow for both everyday life and entertaining. A private elevator makes accessing all levels a breeze, while wraparound balconies and large windows showcase the lush, tropical surroundings. At the center of the home, the chef’s kitchen features a gas range, oversized island, and ample seating—perfect for gathering, cooking, and connecting. Step outside and you’ll find your own private escape: a heated pool and spa, putting green, and a spacious patio designed for making the most of every sunny day. Whether you're lounging poolside or enjoying a casual game of ping pong, this outdoor space was made for fun and relaxation. Upstairs, the second level includes three luxurious king suites with private en-suite baths. The third floor offers four additional bedrooms—three more king suites and a bunk room with two full-over-full bunks, making it ideal for large families or groups. At the top of it all, the rooftop terrace delivers incredible views of Siesta Key Village and the nearby beach. It’s the perfect spot to take in the sunset, sip a cocktail, or stargaze late into the evening. A built-in wet bar completes the experience. This is a rare opportunity to own a one-of-a-kind home in one of Siesta Key’s most coveted locations. With stunning finishes, thoughtful amenities, and a true resort-style feel, this residence offers coastal living at its finest. Schedule your private tour today. 7 Beds ⋅ 9 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code Luxury Living in the Heart of Siesta Key! This beautifully designed coastal retreat offers 7 bedrooms, 7 full bathrooms, and 2 half baths, providing plenty of space for hosting family and friends in total comfort. Every detail was thoughtfully crafted to blend high-end design with relaxed Florida living. The main living area is open, airy, and filled with natural light, creating an effortless flow for both everyday life and entertaining. A private elevator makes accessing all levels a breeze, while wraparound balconies and large windows showcase the lush, tropical surroundings. At the center of the home, the chef’s kitchen features a gas range, oversized island, and ample seating—perfect for gathering, cooking, and connecting. Step outside and you’ll find your own private escape: a heated pool and spa, putting green, and a spacious patio designed for making the most of every sunny day. Whether you're lounging poolside or enjoying a casual game of ping pong, this outdoor space was made for fun and relaxation. Upstairs, the second level includes three luxurious king suites with private en-suite baths. The third floor offers four additional bedrooms—three more king suites and a bunk room with two full-over-full bunks, making it ideal for large families or groups. At the top of it all, the rooftop terrace delivers incredible views of Siesta Key Village and the nearby beach. It’s the perfect spot to take in the sunset, sip a cocktail, or stargaze late into the evening. A built-in wet bar completes the experience. This is a rare opportunity to own a one-of-a-kind home in one of Siesta Key’s most coveted locations. With stunning finishes, thoughtful amenities, and a true resort-style feel, this residence offers coastal living at its finest. Schedule your private tour today. 119 Avenida Messina, Sarasota
$2,200,000 Waterfront Condominium-Glide down Beach Road and feel the Gulf breeze usher you toward 222 Beach Road, Residence #7—an iconic Tim Seibert masterpiece offering over 2,900 square feet of elevated coastal living. Accessible by elevator, this four-bedroom, three-and-a-half-bath residence captures Seibert’s signature devotion to light, openness, and architectural clarity. Inside, each bedroom turns the sound of the surf into your nightly lullaby, while the great room’s wall-to-wall glass frames uninterrupted turquoise horizons. The rare two-car garage provides secure storage for beach gear, paddleboards, and your convertible, while storm-ready hurricane shutters offer added protection and peace of mind. Seibert’s award-winning lines remain untouched, yet the association has thoughtfully future-proofed the structure: a brand-new 20-year roof now crowns the residence, new skylights brighten interior spaces, and code-compliant A/C platforms ensure long-term efficiency. Two newer HVAC systems and updated pool mechanics further support year-round, carefree enjoyment. Mahogany railings now accentuate the sculptural stairways, and while Residence #7 still invites your personal interior vision, the heavy structural and mechanical lifts are already complete—allowing you to focus on creating your dream home with the Gulf of Mexico as your backdrop. Exclusivity drives value here: only ten residences exist, each tightly held by owners who value privacy, architecture, and pedigree. Just minutes from the heart of Siesta Key Village, the location offers effortless access to a vibrant mix of restaurants, boutique shops, and local cafés. Walk to dinner, bike for coffee, or simply enjoy the ease of coastal living without needing a car. You’ve been waiting for a statement property to shape into your own Gulf-front legacy—Residence #7 is calling. Let’s stroll the property together and imagine where your art will hang and which sunset you’ll raise a glass to first. Opportunities like this surface once in a generation on Siesta Key—don’t let this one slip away. 4 Beds ⋅ 4 Baths ⋅ 0222 Beach Rd SubDv. ⋅ 34242 Zip Code Waterfront Condominium-Glide down Beach Road and feel the Gulf breeze usher you toward 222 Beach Road, Residence #7—an iconic Tim Seibert masterpiece offering over 2,900 square feet of elevated coastal living. Accessible by elevator, this four-bedroom, three-and-a-half-bath residence captures Seibert’s signature devotion to light, openness, and architectural clarity. Inside, each bedroom turns the sound of the surf into your nightly lullaby, while the great room’s wall-to-wall glass frames uninterrupted turquoise horizons. The rare two-car garage provides secure storage for beach gear, paddleboards, and your convertible, while storm-ready hurricane shutters offer added protection and peace of mind. Seibert’s award-winning lines remain untouched, yet the association has thoughtfully future-proofed the structure: a brand-new 20-year roof now crowns the residence, new skylights brighten interior spaces, and code-compliant A/C platforms ensure long-term efficiency. Two newer HVAC systems and updated pool mechanics further support year-round, carefree enjoyment. Mahogany railings now accentuate the sculptural stairways, and while Residence #7 still invites your personal interior vision, the heavy structural and mechanical lifts are already complete—allowing you to focus on creating your dream home with the Gulf of Mexico as your backdrop. Exclusivity drives value here: only ten residences exist, each tightly held by owners who value privacy, architecture, and pedigree. Just minutes from the heart of Siesta Key Village, the location offers effortless access to a vibrant mix of restaurants, boutique shops, and local cafés. Walk to dinner, bike for coffee, or simply enjoy the ease of coastal living without needing a car. You’ve been waiting for a statement property to shape into your own Gulf-front legacy—Residence #7 is calling. Let’s stroll the property together and imagine where your art will hang and which sunset you’ll raise a glass to first. Opportunities like this surface once in a generation on Siesta Key—don’t let this one slip away. 222 Beach Road Unit 7, Sarasota
$962,500 Gulf & Bay is one of the finest properties on the island with 32 acres of manicured grounds and 800 feet of private white quartz powder beach. Lush tropical courtyard featuring 3 swimming pools, commercial grade fitness center, racquetball courts, tennis courts, freshwater lake with a unique island barbeque area, two clubhouses, dry saunas and hot tub, and electric charging stations. This is truly a beachfront resort with gated security unrivaled on Siesta key. Location is the key and this condominium sits in one of the closest buildings " E" to the beach in Gulf & Bay. Nice Gulf view while sitting on your lanai, completely upgraded unit with all new kitchen, baths and laundry room. Solid wood cabinets with granite tops, stainless steel appliances, tiled floors, stainless undermount sink, a center island, built-in desk/workstation and raised breakfast bar area for morning breakfast or evening drinks. This home has an open floorplan and an open lanai where you can let the breeze flow through. Both bathrooms have been fully upgraded with all new wood vanities and granite tops, all new walk-in shower and or tub/shower combo. The unit is being sold turnkey furnished and is ready to move in or put on the winter rental program. Secure your winter retreat now and don't miss out on your future gulf front retreat! 2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code Gulf & Bay is one of the finest properties on the island with 32 acres of manicured grounds and 800 feet of private white quartz powder beach. Lush tropical courtyard featuring 3 swimming pools, commercial grade fitness center, racquetball courts, tennis courts, freshwater lake with a unique island barbeque area, two clubhouses, dry saunas and hot tub, and electric charging stations. This is truly a beachfront resort with gated security unrivaled on Siesta key. Location is the key and this condominium sits in one of the closest buildings " E" to the beach in Gulf & Bay. Nice Gulf view while sitting on your lanai, completely upgraded unit with all new kitchen, baths and laundry room. Solid wood cabinets with granite tops, stainless steel appliances, tiled floors, stainless undermount sink, a center island, built-in desk/workstation and raised breakfast bar area for morning breakfast or evening drinks. This home has an open floorplan and an open lanai where you can let the breeze flow through. Both bathrooms have been fully upgraded with all new wood vanities and granite tops, all new walk-in shower and or tub/shower combo. The unit is being sold turnkey furnished and is ready to move in or put on the winter rental program. Secure your winter retreat now and don't miss out on your future gulf front retreat! 5750 Midnight Pass Road Unit 203, Sarasota
$618,500 Penthouse Opportunity in Turtle Bay - Siesta Key. Building B has a new roof and has passed both its Milestone & SIRS Inspections, and all special assessments have been paid by Seller. Welcome to Turtle Bay, one of Siesta Key’s most beloved bayside communities where sugar-soft Gulf beaches meet the serene beauty of Little Sarasota Bay. Perched on the top floor, this rarely available penthouse residence offers a unique opportunity to add value and design your dream coastal escape. Unit 602B features a 2bed 2 bath split layout floorplan and an in-unit stackable washer and dryer; a rare convenience on the Key. These penthouse bones are strong, pride of ownership is abundant, and you can feel the energy of love inside, making this opportunity ideal for those seeking a personalized second home or hybrid investment. Step outside and enjoy an array of premium amenities: a heated bayfront pool & spa, updated fishing pier, kayak launch and storage, tennis and pickleball courts, a community grilling area, and a social clubhouse. Boaters will love the available dock slips for just $300/year, while beach lovers can stroll across the street to access the deeded Gulf-front beach access. Turtle Bay is beautifully maintained and ideally located on the tranquil southern end of the island, and just minutes to the restaurants, shops, and free trolley stops that make Siesta living so effortless. Whether you're envisioning winters away from the Midwest chill, or a lock-and-leave getaway with flexible 3-month minimum rental options (up to 4x per year), this penthouse is your canvas. 2 Beds ⋅ 2 Baths ⋅ Turtle Bay SubDv. ⋅ 34242 Zip Code Penthouse Opportunity in Turtle Bay - Siesta Key. Building B has a new roof and has passed both its Milestone & SIRS Inspections, and all special assessments have been paid by Seller. Welcome to Turtle Bay, one of Siesta Key’s most beloved bayside communities where sugar-soft Gulf beaches meet the serene beauty of Little Sarasota Bay. Perched on the top floor, this rarely available penthouse residence offers a unique opportunity to add value and design your dream coastal escape. Unit 602B features a 2bed 2 bath split layout floorplan and an in-unit stackable washer and dryer; a rare convenience on the Key. These penthouse bones are strong, pride of ownership is abundant, and you can feel the energy of love inside, making this opportunity ideal for those seeking a personalized second home or hybrid investment. Step outside and enjoy an array of premium amenities: a heated bayfront pool & spa, updated fishing pier, kayak launch and storage, tennis and pickleball courts, a community grilling area, and a social clubhouse. Boaters will love the available dock slips for just $300/year, while beach lovers can stroll across the street to access the deeded Gulf-front beach access. Turtle Bay is beautifully maintained and ideally located on the tranquil southern end of the island, and just minutes to the restaurants, shops, and free trolley stops that make Siesta living so effortless. Whether you're envisioning winters away from the Midwest chill, or a lock-and-leave getaway with flexible 3-month minimum rental options (up to 4x per year), this penthouse is your canvas. 8735 Midnight Pass Road Unit 602B, Sarasota
$965,000 One or more photo(s) has been virtually staged. Incredible Value! Don't miss this one! Buy now and enjoy for season. Welcome to The Blue Lagoon... when you walk in it feels like new construction! A private modern coastal retreat perfectly positioned on Siesta Key’s tranquil Heron Lagoon... the ultimate vacation home or investment property. This exceptional, gated quarter-acre compound offers the rare combination of serenity, design, and functionality, ideally located between Turtle Beach and Crescent Beach, just moments from the iconic Point of Rocks. Enter through a secure electric gate framed by custom wood fencing and arrive under a majestic live oak canopy that sets the tone for the natural beauty and privacy within. Designed to maximize indoor-outdoor living, the home features two expansive screened lanais, a sparkling private pool, an extensive wood deck, lush tropical landscaping, and a private dock where you can launch a paddleboard, kayak, or canoe directly into the peaceful lagoon. The single-level custom residence offers a thoughtfully designed 3-bedroom, 2-bath layout with wide-plank wood-look tile flooring in soft white and gray tones, crisp white walls, black metal hardware, and premium wood and metal ceiling fans throughout. Soaring ceilings are clad in hand-cut cypress wood shiplap, adding both natural warmth and acoustic insulation. The gourmet kitchen is a chef’s dream, featuring high-gloss European cabinetry, quartz countertops, a striking wood-grain tile backsplash, and Café Series stainless steel appliances including a six-burner gas range with a double oven and a counter-depth French door refrigerator with filtered and instant hot water. A whole-home water filtration system ensures pure water at every tap. The spacious master suite is a true sanctuary with a double-closet hallway, soaring ceilings, and a large window and sliding glass door that open to the lanai. The spa-inspired en suite bath features floating dual white European vanities, a luxurious rainwater shower with Kohler gold fixtures, floor-to-ceiling “blue skies” tile, and organic gray cobbled stone flooring. The peaceful sound of rainfall on the metal roof at the rear of the home enhances the retreat-like experience. The guest bath offers equally sophisticated design, with iridescent honeycomb tile behind a deep soaking tub and rich gray tilework throughout. Every detail of this home has been carefully curated to reflect the essence of the Siesta Key lifestyle, luxurious, relaxed, and deeply connected to nature. Whether you’re looking for a full-time residence or a seasonal escape, The Blue Lagoon offers a once-in-a-lifetime opportunity to own a coastal property where water views, natural beauty, and modern comforts unite in perfect harmony. In addition to being a stunning private residence, this property is also ideal for seasonal use or as a high-performing vacation rental. Similar properties on Siesta Key routinely generate over $100,000 per year in rental income, making this an excellent opportunity to enjoy the home while having it support itself or even contribute toward paying it off. Use it as a vacation retreat while earning income and always have a beautiful place to stay on Siesta Key. And if your long-term vision includes building your dream home, please inquire directly about available building plans for the lot by Island Series with Yoder Homes. Visit the link for a 3D tour, video and floor plan. https://nextlevelmediasrq.hd.pics/8234-Midnight-Pass-Rd/idx 3 Beds ⋅ 2 Baths ⋅ Ocean View SubDv. ⋅ 34242 Zip Code One or more photo(s) has been virtually staged. Incredible Value! Don't miss this one! Buy now and enjoy for season. Welcome to The Blue Lagoon... when you walk in it feels like new construction! A private modern coastal retreat perfectly positioned on Siesta Key’s tranquil Heron Lagoon... the ultimate vacation home or investment property. This exceptional, gated quarter-acre compound offers the rare combination of serenity, design, and functionality, ideally located between Turtle Beach and Crescent Beach, just moments from the iconic Point of Rocks. Enter through a secure electric gate framed by custom wood fencing and arrive under a majestic live oak canopy that sets the tone for the natural beauty and privacy within. Designed to maximize indoor-outdoor living, the home features two expansive screened lanais, a sparkling private pool, an extensive wood deck, lush tropical landscaping, and a private dock where you can launch a paddleboard, kayak, or canoe directly into the peaceful lagoon. The single-level custom residence offers a thoughtfully designed 3-bedroom, 2-bath layout with wide-plank wood-look tile flooring in soft white and gray tones, crisp white walls, black metal hardware, and premium wood and metal ceiling fans throughout. Soaring ceilings are clad in hand-cut cypress wood shiplap, adding both natural warmth and acoustic insulation. The gourmet kitchen is a chef’s dream, featuring high-gloss European cabinetry, quartz countertops, a striking wood-grain tile backsplash, and Café Series stainless steel appliances including a six-burner gas range with a double oven and a counter-depth French door refrigerator with filtered and instant hot water. A whole-home water filtration system ensures pure water at every tap. The spacious master suite is a true sanctuary with a double-closet hallway, soaring ceilings, and a large window and sliding glass door that open to the lanai. The spa-inspired en suite bath features floating dual white European vanities, a luxurious rainwater shower with Kohler gold fixtures, floor-to-ceiling “blue skies” tile, and organic gray cobbled stone flooring. The peaceful sound of rainfall on the metal roof at the rear of the home enhances the retreat-like experience. The guest bath offers equally sophisticated design, with iridescent honeycomb tile behind a deep soaking tub and rich gray tilework throughout. Every detail of this home has been carefully curated to reflect the essence of the Siesta Key lifestyle, luxurious, relaxed, and deeply connected to nature. Whether you’re looking for a full-time residence or a seasonal escape, The Blue Lagoon offers a once-in-a-lifetime opportunity to own a coastal property where water views, natural beauty, and modern comforts unite in perfect harmony. In addition to being a stunning private residence, this property is also ideal for seasonal use or as a high-performing vacation rental. Similar properties on Siesta Key routinely generate over $100,000 per year in rental income, making this an excellent opportunity to enjoy the home while having it support itself or even contribute toward paying it off. Use it as a vacation retreat while earning income and always have a beautiful place to stay on Siesta Key. And if your long-term vision includes building your dream home, please inquire directly about available building plans for the lot by Island Series with Yoder Homes. Visit the link for a 3D tour, video and floor plan. https://nextlevelmediasrq.hd.pics/8234-Midnight-Pass-Rd/idx 8234 Midnight Pass Road, Sarasota
$975,000 RARELY AVAILABLE THREE BEDROOM THREE BATH WITH 10,000 POUND BOAT LIFT AND SLIP THAT ACCOMMODATES UP TO A 45’ BOAT! Have you heard? Big Pass Is Open! You can now access the open waters of the Gulf from Big Pass, located between south Siesta Key and Casey Key! Enjoy the intracoastal waterway North and South in protected waters. This condo has beautifully updated kitchen and baths, quartz countertops, newer appliances, beautiful flooring throughout and soaring 20’ ceilings. Relax in the glassed and screened lanai overlooking the deep-water boat basin. The second story offers additional living space, a private bedroom and bath and a spacious 12’ x 13’ storage room. Harbour Towne has a clubhouse, pool, spa, four pickleball courts and a tennis court. Enjoy the world-famous Siesta Key Beach right across the street. If you love beach life, boating, pickleball and tennis, this is the condo for you! You may especially like the Siesta Key Village vibe with an easy walk, cycle or free trolley ride to enjoy great restaurants, live music, and shopping. It’s all here for the resort get-away feeling! 3 Beds ⋅ 3 Baths ⋅ Harbour Towne SubDv. ⋅ 34242 Zip Code RARELY AVAILABLE THREE BEDROOM THREE BATH WITH 10,000 POUND BOAT LIFT AND SLIP THAT ACCOMMODATES UP TO A 45’ BOAT! Have you heard? Big Pass Is Open! You can now access the open waters of the Gulf from Big Pass, located between south Siesta Key and Casey Key! Enjoy the intracoastal waterway North and South in protected waters. This condo has beautifully updated kitchen and baths, quartz countertops, newer appliances, beautiful flooring throughout and soaring 20’ ceilings. Relax in the glassed and screened lanai overlooking the deep-water boat basin. The second story offers additional living space, a private bedroom and bath and a spacious 12’ x 13’ storage room. Harbour Towne has a clubhouse, pool, spa, four pickleball courts and a tennis court. Enjoy the world-famous Siesta Key Beach right across the street. If you love beach life, boating, pickleball and tennis, this is the condo for you! You may especially like the Siesta Key Village vibe with an easy walk, cycle or free trolley ride to enjoy great restaurants, live music, and shopping. It’s all here for the resort get-away feeling! 1233 Dockside Place Unit 207, Sarasota
$370,000 Million Dollar Views at Half the Price.. Two Bedroom, Two Bathroom Corner End Unit... Discover the ultimate coastal retreat on the serene southern end of Siesta Key. This top-floor end-unit condo offers gorgeous partial Gulf views with coveted western exposure—perfect for soaking in breathtaking sunsets over the water. Just a short stroll to Turtle Beach and nestled along the picturesque Blind Pass saltwater canal, this hidden gem presents a rare opportunity to create your dream getaway. Though this unit is a fixer-upper, its unmatched location and incredible potential make it one of the best values on Siesta Key. Whether you’re seeking a personal sanctuary, a year-round residence, or a smart investment property, this condo offers the ideal foundation to bring your vision to life. Community Highlights: Boat-Friendly Living: Rentable boat slips available to owners and tenants on a 30-day rotation. Water Access: Dedicated kayak and paddleboard launch with secure storage. Peace of Mind: New seawall installed in 2022—proven resilient through the 2024 hurricane season. Resort-Style Pool: Recently resurfaced with new furniture, pump, and equipment. Outdoor Living: Brand-new community grill area, perfect for entertaining. Updated Exterior: Freshly painted in 2023 with a new roof added in 2024. Step into the laid-back charm of island living. Enjoy white-sand beaches and calm Gulf waters just minutes away. Explore local favorites in Siesta Village—home to vibrant restaurants, casual bars, and charming boutiques—all within walking or biking distance. Don’t miss this opportunity to own a slice of paradise. You can renovate the space to your taste, but this spectacular location is truly one-of-a-kind. Schedule your private showing today and start envisioning your future on Siesta Key! 2 Beds ⋅ 2 Baths ⋅ Inlet Apts SubDv. ⋅ 34242 Zip Code Million Dollar Views at Half the Price.. Two Bedroom, Two Bathroom Corner End Unit... Discover the ultimate coastal retreat on the serene southern end of Siesta Key. This top-floor end-unit condo offers gorgeous partial Gulf views with coveted western exposure—perfect for soaking in breathtaking sunsets over the water. Just a short stroll to Turtle Beach and nestled along the picturesque Blind Pass saltwater canal, this hidden gem presents a rare opportunity to create your dream getaway. Though this unit is a fixer-upper, its unmatched location and incredible potential make it one of the best values on Siesta Key. Whether you’re seeking a personal sanctuary, a year-round residence, or a smart investment property, this condo offers the ideal foundation to bring your vision to life. Community Highlights: Boat-Friendly Living: Rentable boat slips available to owners and tenants on a 30-day rotation. Water Access: Dedicated kayak and paddleboard launch with secure storage. Peace of Mind: New seawall installed in 2022—proven resilient through the 2024 hurricane season. Resort-Style Pool: Recently resurfaced with new furniture, pump, and equipment. Outdoor Living: Brand-new community grill area, perfect for entertaining. Updated Exterior: Freshly painted in 2023 with a new roof added in 2024. Step into the laid-back charm of island living. Enjoy white-sand beaches and calm Gulf waters just minutes away. Explore local favorites in Siesta Village—home to vibrant restaurants, casual bars, and charming boutiques—all within walking or biking distance. Don’t miss this opportunity to own a slice of paradise. You can renovate the space to your taste, but this spectacular location is truly one-of-a-kind. Schedule your private showing today and start envisioning your future on Siesta Key! 9200 Midnight Pass Road Unit 30, Sarasota
$510,000 Rarely available end-unit condo at Sunrise Cove on Siesta Key offering breathtaking, unobstructed views of both the Bay and the Gulf. This larger end unit features more windows for added natural light and space. The kitchen has been updated with newer flooring, cabinets, and countertops, while the rest of the unit is clean and well-maintained. Unit includes one carport space and a storage unit. Enjoy two bayfront pools, boat slips (available at a low cost, first-come basis), kayak storage, tennis and pickleball courts, a fitness center, and more. Located across from Siesta Key’s Turtle Beach access and trolley stop. No flooding from the 2024 storms—solid construction and an ideal island retreat. Monthly rentals allowed. 2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code Rarely available end-unit condo at Sunrise Cove on Siesta Key offering breathtaking, unobstructed views of both the Bay and the Gulf. This larger end unit features more windows for added natural light and space. The kitchen has been updated with newer flooring, cabinets, and countertops, while the rest of the unit is clean and well-maintained. Unit includes one carport space and a storage unit. Enjoy two bayfront pools, boat slips (available at a low cost, first-come basis), kayak storage, tennis and pickleball courts, a fitness center, and more. Located across from Siesta Key’s Turtle Beach access and trolley stop. No flooding from the 2024 storms—solid construction and an ideal island retreat. Monthly rentals allowed. 8897 Midnight Pass Road Unit 407, Sarasota
$1,165,000 Resort Gated condominium in Siesta Key with 300' of beachfront with powdery sand to enjoy the most beautiful sunsets. All buildings are in 13 acre property to provide all the amenities they have. This unit has 2 bedrooms, 2 baths and is in Building W, second building from the beach. Beautifully furnished, 3 days min rentals. Great Income property with on-site management makes this one of the best rental places in Siesta Key. Direct view from the enclosed balcony, living room and from master bedroom. Floors are all porcelain tile. Kitchen and baths have been remodeled and newer bedroom furniture and impact resistance windows. Amenities include 4 pickle ball courts,3 tennis courts of which 2 are clay,Fitness Room very well equipped, Business Center, Recreation Room, 2 heated pools with grilling areas and picnic tables close to the beach. Lounge Chairs are available and you can rent umbrellas for the day or you can bring your own. Enjoy free transportation in Siesta Key that will take you to the Village to enjoy all the shops, restaurants and bars. Nothing to do, enjoy your summer in Siesta Beach. Rental History is in attachments 2024-2026 2 Beds ⋅ 2 Baths ⋅ Sarasota Surf & Racquet SubDv. ⋅ 34242 Zip Code Resort Gated condominium in Siesta Key with 300' of beachfront with powdery sand to enjoy the most beautiful sunsets. All buildings are in 13 acre property to provide all the amenities they have. This unit has 2 bedrooms, 2 baths and is in Building W, second building from the beach. Beautifully furnished, 3 days min rentals. Great Income property with on-site management makes this one of the best rental places in Siesta Key. Direct view from the enclosed balcony, living room and from master bedroom. Floors are all porcelain tile. Kitchen and baths have been remodeled and newer bedroom furniture and impact resistance windows. Amenities include 4 pickle ball courts,3 tennis courts of which 2 are clay,Fitness Room very well equipped, Business Center, Recreation Room, 2 heated pools with grilling areas and picnic tables close to the beach. Lounge Chairs are available and you can rent umbrellas for the day or you can bring your own. Enjoy free transportation in Siesta Key that will take you to the Village to enjoy all the shops, restaurants and bars. Nothing to do, enjoy your summer in Siesta Beach. Rental History is in attachments 2024-2026 5916 Midnight Pass Road Unit 404, Sarasota
$380,000 Welcome to your dream coastal retreat in the exclusive Vista Hermosa community on Siesta Key! Perfect as a forever home, a seasonal escape, or a lucrative investment, this turnkey villa combines recent upgrades with an unbeatable location in one of Florida’s most coveted coastal enclaves. This stunning 2-bedroom, 1-bath villa has been meticulously reimagined, blending modern elegance with island charm. Entering your bright, open living space adorned with new window treatments and sleek luxury vinyl flooring that flows seamlessly throughout. The lanai with newly installed indoor/outdoor carpet is the perfect place to sip your morning coffee before you head to the beach. The fully updated kitchen is a chef’s delight, featuring dazzling quartz countertops, premium stainless-steel appliances, including a new dishwasher, stovetop, and refrigerator—and ample cabinetry for effortless organization. An AC unit that can be accessed remotely and water heater were both replaced in 2025. As part of this maintenance-free community, you’ll enjoy resort-style amenities, including a heated pool, a newly renovated clubhouse with a full kitchen, outdoor grilling areas, and a dedicated covered parking space. Just minutes from the world-famous Siesta Beach, with its sugar-soft sands and turquoise Gulf waters, this villa offers the ultimate blend of serenity and adventure. Explore the lively Siesta Key Village, brimming with boutique shops, gourmet dining, and vibrant entertainment. With the Stickney Point Bridge nearby, you’re a quick drive from the cultural delights of Downtown Sarasota, the upscale charm of St. Armands Circle, and the pristine shores of Longboat Key. Don’t let this Siesta Key treasure slip away—schedule your private tour today and claim your piece of paradise! 2 Beds ⋅ 1 Baths ⋅ Vista Hermosa SubDv. ⋅ 34242 Zip Code Welcome to your dream coastal retreat in the exclusive Vista Hermosa community on Siesta Key! Perfect as a forever home, a seasonal escape, or a lucrative investment, this turnkey villa combines recent upgrades with an unbeatable location in one of Florida’s most coveted coastal enclaves. This stunning 2-bedroom, 1-bath villa has been meticulously reimagined, blending modern elegance with island charm. Entering your bright, open living space adorned with new window treatments and sleek luxury vinyl flooring that flows seamlessly throughout. The lanai with newly installed indoor/outdoor carpet is the perfect place to sip your morning coffee before you head to the beach. The fully updated kitchen is a chef’s delight, featuring dazzling quartz countertops, premium stainless-steel appliances, including a new dishwasher, stovetop, and refrigerator—and ample cabinetry for effortless organization. An AC unit that can be accessed remotely and water heater were both replaced in 2025. As part of this maintenance-free community, you’ll enjoy resort-style amenities, including a heated pool, a newly renovated clubhouse with a full kitchen, outdoor grilling areas, and a dedicated covered parking space. Just minutes from the world-famous Siesta Beach, with its sugar-soft sands and turquoise Gulf waters, this villa offers the ultimate blend of serenity and adventure. Explore the lively Siesta Key Village, brimming with boutique shops, gourmet dining, and vibrant entertainment. With the Stickney Point Bridge nearby, you’re a quick drive from the cultural delights of Downtown Sarasota, the upscale charm of St. Armands Circle, and the pristine shores of Longboat Key. Don’t let this Siesta Key treasure slip away—schedule your private tour today and claim your piece of paradise! 151 Vista Hermosa Circle Unit 31C, Sarasota
$446,000 This unit did not flood in any storms! Seller offering a 1 point rate buydown! Experience the ultimate in coastal living from this beautifully updated condo located just steps from the world-renowned Siesta Key Beach. Situated in a sought-after Siesta Key community, this ground floor residence offers abundant natural light and a relaxed Florida lifestyle. The spacious 2-bedroom, 2-bath layout features an open-concept living and dining area, a modern kitchen with quartz countertops and stainless steel appliances. The primary suite includes an en suite bath and ample closet space, while the guest bedroom offers flexibility for visitors or a home office. This unit is move-in ready and ideal as a full-time residence, seasonal retreat, or income-producing vacation rental. The community features resort-style amenities including a heated pool, clubhouse, beach access and boat docks (based on availability). Assigned parking and in-unit laundry provide added convenience. Located near Siesta Key Village with its vibrant dining, shopping, and entertainment options, this is a rare opportunity to own a piece of paradise in one of Florida’s most iconic island communities. 2 Beds ⋅ 2 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code This unit did not flood in any storms! Seller offering a 1 point rate buydown! Experience the ultimate in coastal living from this beautifully updated condo located just steps from the world-renowned Siesta Key Beach. Situated in a sought-after Siesta Key community, this ground floor residence offers abundant natural light and a relaxed Florida lifestyle. The spacious 2-bedroom, 2-bath layout features an open-concept living and dining area, a modern kitchen with quartz countertops and stainless steel appliances. The primary suite includes an en suite bath and ample closet space, while the guest bedroom offers flexibility for visitors or a home office. This unit is move-in ready and ideal as a full-time residence, seasonal retreat, or income-producing vacation rental. The community features resort-style amenities including a heated pool, clubhouse, beach access and boat docks (based on availability). Assigned parking and in-unit laundry provide added convenience. Located near Siesta Key Village with its vibrant dining, shopping, and entertainment options, this is a rare opportunity to own a piece of paradise in one of Florida’s most iconic island communities. 5623 Midnight Pass Road Unit 615, Sarasota
$450,000 Turnkey furnished 2-bedroom, 2-bath condo in the desirable 55+ community of Siesta Harbor on Siesta Key. This light-filled unit features a spacious primary suite with walk-in closet and balcony access. Enjoy canal views and partial views of Little Sarasota Bay from the enclosed lanai. Boaters will appreciate direct access to the Intracoastal with no bridges and the option to lease dock space for vessels up to 30' (subject to availability). Community amenities include a heated pool, outdoor spa, gas grills, picnic area, and a clubhouse with a full kitchen, fitness center, sauna, game room, and library—all supported by a full social calendar. Deeded access to Crescent Beach lets you enjoy Siesta Key’s famous white quartz sand. Additional features include assigned covered parking, private storage, and convenient laundry facilities. Located just off the South Bridge with easy access to restaurants, shops, and mainland Sarasota. On-site management provides peace of mind in this beautifully maintained, waterfront community. 2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code Turnkey furnished 2-bedroom, 2-bath condo in the desirable 55+ community of Siesta Harbor on Siesta Key. This light-filled unit features a spacious primary suite with walk-in closet and balcony access. Enjoy canal views and partial views of Little Sarasota Bay from the enclosed lanai. Boaters will appreciate direct access to the Intracoastal with no bridges and the option to lease dock space for vessels up to 30' (subject to availability). Community amenities include a heated pool, outdoor spa, gas grills, picnic area, and a clubhouse with a full kitchen, fitness center, sauna, game room, and library—all supported by a full social calendar. Deeded access to Crescent Beach lets you enjoy Siesta Key’s famous white quartz sand. Additional features include assigned covered parking, private storage, and convenient laundry facilities. Located just off the South Bridge with easy access to restaurants, shops, and mainland Sarasota. On-site management provides peace of mind in this beautifully maintained, waterfront community. 1350 N Portofino Drive Unit 208, Sarasota
$570,000 LOCATION, LOCATION, LOCATION. Welcome to Harbor Towers Yacht & Racquet Club, which recently underwent a full building renovation, including new impact windows and sliders resulting in no damage from the 2024 storms! This fabulous resort-style community allows easy access to the world-famous Siesta Key beach with its quartz sand and stunning sunsets, as well as the Siesta Key Village, offering an array of boutique shopping and dining options. This 2 bed, 2 bath condo is being offered turnkey furnished and is move in ready! Whether you are looking for a vacation home or an investment opportunity you will not be disappointed. The kitchen offers ample storage with granite countertops, a breakfast bar and stainless-steel appliances. The unit continues into the spacious living area which offers views over the pool and intracoastal waterway allowing you to relax and enjoy the Florida lifestyle. Offering two separate bedroom suites each with ensuite bathrooms provides privacy to visiting friends and family. You can be as social as you like with the amenities available at this community! From fishing, tennis, swimming, a state-of-the-art fitness center or one of the many recreational activities held in the social room you will never be at a loss for things to do! Residents also enjoy complimentary access to the Siesta Key Open Air Trolley, making it easy to explore the island, or visit the mainland where you can enjoy everything Sarasota has to offer from shopping, restaurants, state parks, golf and of course the arts and culture of downtown Sarasota where you will find theaters, opera, ballet or even a Ball game! Siesta Key is truly a magical, a place once visited you never want to leave! 2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code LOCATION, LOCATION, LOCATION. Welcome to Harbor Towers Yacht & Racquet Club, which recently underwent a full building renovation, including new impact windows and sliders resulting in no damage from the 2024 storms! This fabulous resort-style community allows easy access to the world-famous Siesta Key beach with its quartz sand and stunning sunsets, as well as the Siesta Key Village, offering an array of boutique shopping and dining options. This 2 bed, 2 bath condo is being offered turnkey furnished and is move in ready! Whether you are looking for a vacation home or an investment opportunity you will not be disappointed. The kitchen offers ample storage with granite countertops, a breakfast bar and stainless-steel appliances. The unit continues into the spacious living area which offers views over the pool and intracoastal waterway allowing you to relax and enjoy the Florida lifestyle. Offering two separate bedroom suites each with ensuite bathrooms provides privacy to visiting friends and family. You can be as social as you like with the amenities available at this community! From fishing, tennis, swimming, a state-of-the-art fitness center or one of the many recreational activities held in the social room you will never be at a loss for things to do! Residents also enjoy complimentary access to the Siesta Key Open Air Trolley, making it easy to explore the island, or visit the mainland where you can enjoy everything Sarasota has to offer from shopping, restaurants, state parks, golf and of course the arts and culture of downtown Sarasota where you will find theaters, opera, ballet or even a Ball game! Siesta Key is truly a magical, a place once visited you never want to leave! 5855 Midnight Pass Road Unit 303, Sarasota
$735,000 Virtually staged to showcase the full potential of this beautiful Siesta Key condo! Just steps from the powdery sands of Siesta Key Beach, this turnkey 2-bedroom, 2-bath unit offers the perfect blend of comfort, style, and value. The unit features vaulted ceilings that create a spacious feel, along with a covered parking space and private storage area. New hurricane-impact windows and doors have already been purchased and are scheduled for installation, providing added peace of mind for future owners. A new roof is also coming soon. This unit has no history of flood damage during current ownership and delivered strong rental income in 2023, generating $62,000 net in just 9 months as the owners reserved 3 months for personal use. Residents and guests enjoy access to resort-style amenities including a clubhouse, sparkling pool, tennis courts, and 24-hour security. Owners also benefit from maximum rental flexibility with the option of short-term rentals through Airbnb, VRBO, or the on-site rental office. Plus, you are just moments from Siesta Key’s top restaurants, bars, and boutique shops. Whether you are seeking a stress-free getaway or a high-performing property, this condo checks every box: location, lifestyle, and long-term value. 2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv. ⋅ 34242 Zip Code Virtually staged to showcase the full potential of this beautiful Siesta Key condo! Just steps from the powdery sands of Siesta Key Beach, this turnkey 2-bedroom, 2-bath unit offers the perfect blend of comfort, style, and value. The unit features vaulted ceilings that create a spacious feel, along with a covered parking space and private storage area. New hurricane-impact windows and doors have already been purchased and are scheduled for installation, providing added peace of mind for future owners. A new roof is also coming soon. This unit has no history of flood damage during current ownership and delivered strong rental income in 2023, generating $62,000 net in just 9 months as the owners reserved 3 months for personal use. Residents and guests enjoy access to resort-style amenities including a clubhouse, sparkling pool, tennis courts, and 24-hour security. Owners also benefit from maximum rental flexibility with the option of short-term rentals through Airbnb, VRBO, or the on-site rental office. Plus, you are just moments from Siesta Key’s top restaurants, bars, and boutique shops. Whether you are seeking a stress-free getaway or a high-performing property, this condo checks every box: location, lifestyle, and long-term value. 6204 Midnight Pass Road Unit 201, Sarasota
$639,000 Under contract-accepting backup offers. PRICE REDUCTION for this bright and airy south-facing penthouse! Coveted for its soaring ceilings and the opportunity to add a bona fide upper-level third bedroom, this bayside penthouse offers exciting potential to create a luxurious full-time residence or home away from home. It has been well-maintainted with some thoughtful updates over the years including granite countertops, stainless appliances, updated flooring and carpeting, plus a 2025 AC system and water heater. A pre-listing home inspection has been completed and is available for review. Filled with natural light and enhanced by clerestory windows, this unit has been owned by the same family since construction. The screened lanai overlooks the grounds and could easily be enclosed if desired. Each condo includes a locked storage unit, and one assigned underbuilding parking spot with additional open/carport parking available for owners with a second car. Excelsior is rich with amenities, including two large heated swimming pools, poolside restrooms, hot-water showers, two hot tubs, tennis courts, pickleball courts, fitness center, gulf-side sun deck, beach lounge chairs, outdoor grills, Intracoastal fishing pier, community room with seasonal events, library, and catering kitchen. Walk to shopping, dining, bike rentals, and boat rentals. This ideal location offers direct deeded beach access to Siesta Beach renowned for its quartz sand that stays cool in the summer and feels like talcum underfoot. Enjoy easy on-and-off island access at the south Stickney Point Bridge, with the increasingly popular Gulf Gate neighborhood just over the bridge offering eclectic restaurants, grocers, pubs, and shops. Units here have a two week minimum and provide an onsite Rental Manager for owners who wish to avail themselves of the Excelsior Rental Program. Absolutely the best value-added opportunity at Excelsior, and perhaps on Siesta Key itself. A remarkable offering with these features and at this price which does not come along often. Extensive exterior landscaping around Building and air condensers approved and in process. 2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code Under contract-accepting backup offers. PRICE REDUCTION for this bright and airy south-facing penthouse! Coveted for its soaring ceilings and the opportunity to add a bona fide upper-level third bedroom, this bayside penthouse offers exciting potential to create a luxurious full-time residence or home away from home. It has been well-maintainted with some thoughtful updates over the years including granite countertops, stainless appliances, updated flooring and carpeting, plus a 2025 AC system and water heater. A pre-listing home inspection has been completed and is available for review. Filled with natural light and enhanced by clerestory windows, this unit has been owned by the same family since construction. The screened lanai overlooks the grounds and could easily be enclosed if desired. Each condo includes a locked storage unit, and one assigned underbuilding parking spot with additional open/carport parking available for owners with a second car. Excelsior is rich with amenities, including two large heated swimming pools, poolside restrooms, hot-water showers, two hot tubs, tennis courts, pickleball courts, fitness center, gulf-side sun deck, beach lounge chairs, outdoor grills, Intracoastal fishing pier, community room with seasonal events, library, and catering kitchen. Walk to shopping, dining, bike rentals, and boat rentals. This ideal location offers direct deeded beach access to Siesta Beach renowned for its quartz sand that stays cool in the summer and feels like talcum underfoot. Enjoy easy on-and-off island access at the south Stickney Point Bridge, with the increasingly popular Gulf Gate neighborhood just over the bridge offering eclectic restaurants, grocers, pubs, and shops. Units here have a two week minimum and provide an onsite Rental Manager for owners who wish to avail themselves of the Excelsior Rental Program. Absolutely the best value-added opportunity at Excelsior, and perhaps on Siesta Key itself. A remarkable offering with these features and at this price which does not come along often. Extensive exterior landscaping around Building and air condensers approved and in process. 6285 Midnight Pass Road Unit 403, Sarasota
$440,000 Say Hello to a Good Buy! Best value -1BD/1BA condo with Open Balcony plus private Florida Room offers fabulous views of the pool area and Intercoastal. Enjoy peace of mind, HVAC, and a new dishwasher in 2024, a new water heater, and a new main electrical panel in 2023. The remodeled condo offers stunning travertine stone floors, granite countertops, stainless steel appliances, and a beautifully remodeled bathroom. You'll be surprised by the number of closets and storage space. You may enjoy the condo and Harbor Tower amenities for personal use and/or take advantage of the 2-week rental policy for income. FYI. 2025, the owner has appreciated just under 17000 rental income. Why Harbor Towers Yacht & Racquet Club? It is loaded with amenities. Here's 10 reasons why 1.) In 2024, the complex was refitted entirely to meet and exceed current hurricane storm codes. 2.) Located on the Bayside of Siesta Key, it is less than 1100 yards from Siesta Key Public Beach. Take the Trolley, or you can easily walk to the Beach entrance, which is easier than finding a parking place. 3. Two heated pools, adjacent outdoor grilling patio, state-of-the-art Fitness Center; treadmills, elliptical trainers, free weights, plus a dry sauna 4. Best of the Best Har-Tru Tennis Courts are maintained daily with a rebound net for additional practice time. 5.) Seawall stroll and an Island Gazabo for relaxing in the shade along the intercoastal or cast a fishing line. You might catch dinner! 6.) Marina with 40 boat slips available on a first-come, first-served basis, and Kayak dry dock storage. 7.) Boaters - Red Right Returning - Marker 70 8.) Bicycle Storage Building 9.) Siesta Key Trolley Stop at Harbor Towers 10.) Kayak Storage and Direct Kayak Launch to Intercoastal Waterway. The owner says I have enjoyed the best of both worlds: personal use and leasing it to seasonal vacationers. My personal and business life have become increasingly busy; it's time to let go of this condo for someone else to own and enjoy. I'm ready to make a deal. Let's talk. 1 Beds ⋅ 1 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code Say Hello to a Good Buy! Best value -1BD/1BA condo with Open Balcony plus private Florida Room offers fabulous views of the pool area and Intercoastal. Enjoy peace of mind, HVAC, and a new dishwasher in 2024, a new water heater, and a new main electrical panel in 2023. The remodeled condo offers stunning travertine stone floors, granite countertops, stainless steel appliances, and a beautifully remodeled bathroom. You'll be surprised by the number of closets and storage space. You may enjoy the condo and Harbor Tower amenities for personal use and/or take advantage of the 2-week rental policy for income. FYI. 2025, the owner has appreciated just under 17000 rental income. Why Harbor Towers Yacht & Racquet Club? It is loaded with amenities. Here's 10 reasons why 1.) In 2024, the complex was refitted entirely to meet and exceed current hurricane storm codes. 2.) Located on the Bayside of Siesta Key, it is less than 1100 yards from Siesta Key Public Beach. Take the Trolley, or you can easily walk to the Beach entrance, which is easier than finding a parking place. 3. Two heated pools, adjacent outdoor grilling patio, state-of-the-art Fitness Center; treadmills, elliptical trainers, free weights, plus a dry sauna 4. Best of the Best Har-Tru Tennis Courts are maintained daily with a rebound net for additional practice time. 5.) Seawall stroll and an Island Gazabo for relaxing in the shade along the intercoastal or cast a fishing line. You might catch dinner! 6.) Marina with 40 boat slips available on a first-come, first-served basis, and Kayak dry dock storage. 7.) Boaters - Red Right Returning - Marker 70 8.) Bicycle Storage Building 9.) Siesta Key Trolley Stop at Harbor Towers 10.) Kayak Storage and Direct Kayak Launch to Intercoastal Waterway. The owner says I have enjoyed the best of both worlds: personal use and leasing it to seasonal vacationers. My personal and business life have become increasingly busy; it's time to let go of this condo for someone else to own and enjoy. I'm ready to make a deal. Let's talk. 5855 Midnight Pass Road Unit 201, Sarasota
$585,000 Embrace waterfront living in this end-unit residence in Sunrise Cove, an updated, turnkey-furnished 2-bed/2-bath condo offering 1,228 sq ft of coastal style, just one shared wall, tile flooring and crown molding throughout, abundant closets, and a coveted in-unit washer-dryer. The granite kitchen features high-end stainless appliances, two pantries, and generous cabinetry, while impact-rated windows, plantation-shuttered in both bedrooms, capture spectacular sunrise panoramas over Little Sarasota Bay from the living area and screened lanai and serene sunset Gulf views from the kitchen and guest suite. Extra end-unit windows flood the primary suite and guest room with light; newer systems include an HVAC (2022) and water heater (2021). Community highlights: two heated pools (one Olympic length), lighted tennis/pickleball courts, a freshly renovated clubhouse, fitness and game rooms, barbecue area, kayak launch and optional boat docks, all tended by an on-site crew Monday, Friday, with a funded assessment for new roofs, carports, and dock upgrades under way. On-site management supports 30-day rentals for effortless income potential, while Turtle Beach, three restaurants, and the free Siesta Key Breeze trolley are just steps from your door, delivering the complete island lifestyle and an investment opportunity in one. 2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code Embrace waterfront living in this end-unit residence in Sunrise Cove, an updated, turnkey-furnished 2-bed/2-bath condo offering 1,228 sq ft of coastal style, just one shared wall, tile flooring and crown molding throughout, abundant closets, and a coveted in-unit washer-dryer. The granite kitchen features high-end stainless appliances, two pantries, and generous cabinetry, while impact-rated windows, plantation-shuttered in both bedrooms, capture spectacular sunrise panoramas over Little Sarasota Bay from the living area and screened lanai and serene sunset Gulf views from the kitchen and guest suite. Extra end-unit windows flood the primary suite and guest room with light; newer systems include an HVAC (2022) and water heater (2021). Community highlights: two heated pools (one Olympic length), lighted tennis/pickleball courts, a freshly renovated clubhouse, fitness and game rooms, barbecue area, kayak launch and optional boat docks, all tended by an on-site crew Monday, Friday, with a funded assessment for new roofs, carports, and dock upgrades under way. On-site management supports 30-day rentals for effortless income potential, while Turtle Beach, three restaurants, and the free Siesta Key Breeze trolley are just steps from your door, delivering the complete island lifestyle and an investment opportunity in one. 8911 Midnight Pass Road Unit 308, Sarasota
$400,000 PRICED FOR QUICK, AS-IS SALE - Lowest price per sq. foot condo on Island! Siesta Key Waterfront for a Great Price! TWO-STORY, 2 BEDROOMS, 3 BATHROOMS, & 1-WEEK RENTALS PERMITTED gem in the popular Bay Oaks community. This spacious condo features two oversized ensuite bedrooms, a guest half bath, and three private lanais—two of them covered, and two with stunning Intracoastal Waterway views. Sip your morning coffee or evening cocktail while watching boats drift by from your living room or lanai—paradise found! Whether you're looking for a smart investment with income potential or your own personal beach sanctuary, this is a rare opportunity to own on world-famous Siesta Key at an amazing value. Just a short walk to Crescent Beach access points #12 and #13, where you'll find the powdery white quartz sand that’s cool to the touch and consistently ranked among the best in the world. Bay Oaks offers a peaceful tropical setting, yet you're close to it all—fine dining, pubs, shopping, and fun in the sun. The free Siesta Key Breeze Trolley stops right in front of the complex, making it easy to explore the island without ever needing your car. Don't miss your chance to own this slice of island life—it’s beautiful, versatile, and priced to move! 2 Beds ⋅ 3 Baths ⋅ Bay Oaks SubDv. ⋅ 34242 Zip Code PRICED FOR QUICK, AS-IS SALE - Lowest price per sq. foot condo on Island! Siesta Key Waterfront for a Great Price! TWO-STORY, 2 BEDROOMS, 3 BATHROOMS, & 1-WEEK RENTALS PERMITTED gem in the popular Bay Oaks community. This spacious condo features two oversized ensuite bedrooms, a guest half bath, and three private lanais—two of them covered, and two with stunning Intracoastal Waterway views. Sip your morning coffee or evening cocktail while watching boats drift by from your living room or lanai—paradise found! Whether you're looking for a smart investment with income potential or your own personal beach sanctuary, this is a rare opportunity to own on world-famous Siesta Key at an amazing value. Just a short walk to Crescent Beach access points #12 and #13, where you'll find the powdery white quartz sand that’s cool to the touch and consistently ranked among the best in the world. Bay Oaks offers a peaceful tropical setting, yet you're close to it all—fine dining, pubs, shopping, and fun in the sun. The free Siesta Key Breeze Trolley stops right in front of the complex, making it easy to explore the island without ever needing your car. Don't miss your chance to own this slice of island life—it’s beautiful, versatile, and priced to move! 6157 Midnight Pass Road Unit B42, Sarasota
$2,900,000 Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta Village. This beautifully renovated 4-bedroom, 4-bathroom home is the epitome of coastal luxury, offering the ultimate island lifestyle where you can enjoy sun, sand, and all the amenities of this exclusive locale. Meticulously transformed by the renowned Nautilus Homes, this home boasts an open floor plan with soaring high ceilings, making it the perfect space for both relaxation and entertaining. Every inch of the property has been updated with the finest finishes and state-of-the-art features, including: Gourmet Kitchen with new appliances, Impact-Resistant Windows for peace of mind, New 17KW Solar System with backup generator, keeping your electric bill at an incredibly low $20-$30 month, New Boat Lift Motors and a private dock, perfect for boating enthusiasts, Saltwater Pool System and spa, enclosed in a serene, waterside cage for privacy, Custom Treehouse for a fun and unique retreat, Whole House Water Conditioner and new water heater, Two New A/C Units ensuring year-round comfort and a Xeroflood water barrier system has been installed. Natural light pours into every room, highlighting the spacious living areas and creating an inviting atmosphere throughout. The sumptuous Primary Suite offers a private sanctuary, featuring views of the lush tropical surroundings. Step outside to your own private oasis where you can unwind by the pool, entertain in style, or take your boat out for a sunset cruise – all right in your backyard. With Siesta Key's famous restaurants, shops, and nightlife just moments away, you’ll have everything you need to experience the best of island living. This is a rare opportunity to own a piece of paradise on Palm Island, where the ultimate lifestyle meets extraordinary design and function. 4 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta Village. This beautifully renovated 4-bedroom, 4-bathroom home is the epitome of coastal luxury, offering the ultimate island lifestyle where you can enjoy sun, sand, and all the amenities of this exclusive locale. Meticulously transformed by the renowned Nautilus Homes, this home boasts an open floor plan with soaring high ceilings, making it the perfect space for both relaxation and entertaining. Every inch of the property has been updated with the finest finishes and state-of-the-art features, including: Gourmet Kitchen with new appliances, Impact-Resistant Windows for peace of mind, New 17KW Solar System with backup generator, keeping your electric bill at an incredibly low $20-$30 month, New Boat Lift Motors and a private dock, perfect for boating enthusiasts, Saltwater Pool System and spa, enclosed in a serene, waterside cage for privacy, Custom Treehouse for a fun and unique retreat, Whole House Water Conditioner and new water heater, Two New A/C Units ensuring year-round comfort and a Xeroflood water barrier system has been installed. Natural light pours into every room, highlighting the spacious living areas and creating an inviting atmosphere throughout. The sumptuous Primary Suite offers a private sanctuary, featuring views of the lush tropical surroundings. Step outside to your own private oasis where you can unwind by the pool, entertain in style, or take your boat out for a sunset cruise – all right in your backyard. With Siesta Key's famous restaurants, shops, and nightlife just moments away, you’ll have everything you need to experience the best of island living. This is a rare opportunity to own a piece of paradise on Palm Island, where the ultimate lifestyle meets extraordinary design and function. 238 Island Circle, Sarasota
$2,500,000 Introducing "Southern Exposure," a modern 5-bedroom, 4-bath home on Siesta Key, where paradise meets modern living. Nestled just steps away from Siesta Key Village, this stunning beach home offers the perfect blend of beachside serenity and urban convenience. Your gateway to the best shopping, dining, and entertainment Siesta Key has to offer, and just minutes from the world-famous Siesta Key Beach, with its soft, powdery sands that define tropical bliss. Step inside this oasis, and you'll be captivated by the modern personality that defines every inch of its interior. The fresh, white palette creates an ambiance of spaciousness and tranquility, making it feel like your home away from home. The living room, filled with natural light, boasts an incredible white brick faux fireplace, adding elegance to the space. The open floor plan seamlessly transitions from the living room to the cozy dining area, perfect for gatherings with friends and family. The spacious kitchen is a culinary dream, complete with granite countertops and stainless steel appliances. Additional counter seating for three adds to its functionality, ideal for morning breakfasts or casual conversations. Convenience is at your fingertips with a fully-equipped laundry room just off the kitchen, ensuring that even the most practical aspects of your stay are covered with ease. Meticulously maintained and expertly updated, "Southern Exposure" guarantees a hassle-free and comfortable living experience during your stay. Step outside, and you'll discover your private backyard oasis. It features a soft turf yard and an inviting inground pool complete with an in-water sundeck for relaxation. Additional loungers are available for quick catnaps in the sun, making it the perfect setting for rejuvenation. When you're ready to indulge your culinary skills, there's a grill and an outdoor table with an umbrella, providing the ideal spot for island barbecues and al fresco dining. Escape to paradise at "Southern Exposure." With its perfect blend of modern charm and beachside tranquility, you may find it challenging to leave this paradise. Don't miss your chance to call this incredible Siesta Key Beach Home your own.This is an excellent investment property as well great rental history and future bookings in place. Contact us today for a viewing and be prepared to experience the ultimate in Siesta Key living. 5 Beds ⋅ 4 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code Introducing "Southern Exposure," a modern 5-bedroom, 4-bath home on Siesta Key, where paradise meets modern living. Nestled just steps away from Siesta Key Village, this stunning beach home offers the perfect blend of beachside serenity and urban convenience. Your gateway to the best shopping, dining, and entertainment Siesta Key has to offer, and just minutes from the world-famous Siesta Key Beach, with its soft, powdery sands that define tropical bliss. Step inside this oasis, and you'll be captivated by the modern personality that defines every inch of its interior. The fresh, white palette creates an ambiance of spaciousness and tranquility, making it feel like your home away from home. The living room, filled with natural light, boasts an incredible white brick faux fireplace, adding elegance to the space. The open floor plan seamlessly transitions from the living room to the cozy dining area, perfect for gatherings with friends and family. The spacious kitchen is a culinary dream, complete with granite countertops and stainless steel appliances. Additional counter seating for three adds to its functionality, ideal for morning breakfasts or casual conversations. Convenience is at your fingertips with a fully-equipped laundry room just off the kitchen, ensuring that even the most practical aspects of your stay are covered with ease. Meticulously maintained and expertly updated, "Southern Exposure" guarantees a hassle-free and comfortable living experience during your stay. Step outside, and you'll discover your private backyard oasis. It features a soft turf yard and an inviting inground pool complete with an in-water sundeck for relaxation. Additional loungers are available for quick catnaps in the sun, making it the perfect setting for rejuvenation. When you're ready to indulge your culinary skills, there's a grill and an outdoor table with an umbrella, providing the ideal spot for island barbecues and al fresco dining. Escape to paradise at "Southern Exposure." With its perfect blend of modern charm and beachside tranquility, you may find it challenging to leave this paradise. Don't miss your chance to call this incredible Siesta Key Beach Home your own.This is an excellent investment property as well great rental history and future bookings in place. Contact us today for a viewing and be prepared to experience the ultimate in Siesta Key living. 91 Avenida Veneccia, Sarasota
$1,299,000 TOWER RESIDENCE IN SARASOTA SURF AND RACQUET CLUB. 2BR/2BA in a Gulf & Beach Front Community – Resort Style Amenities – Proven Vacation Rental – Move In Ready - Enjoy the island lifestyle in one of Siesta Key’s most desirable beach front communities, located directly on Crescent Beach, the powdery white sand shoreline that makes Siesta Key world-famous. This beautifully appointed 4th-floor residence in the sought-after Tower Building offers convenient access to the pool and beach, making it a favorite for owners and vacation guests alike. Expansive windows invite natural light and offer a Gulf view, creating a bright and inviting coastal retreat. Interior highlights include: Luxury vinyl plank (LVT) flooring throughout; Granite kitchen countertops; Split-bedroom floor plan for added privacy; Open living and dining areas designed for relaxed beach living. Residents and guests enjoy private access to Siesta Key’s Crescent Beach along with exceptional on-site amenities: Two heated swimming pools; Beachside & poolside BBQ grills; Fully equipped fitness center; Four pickleball courts; Three tennis courts (including two Har-Tru clay courts - the only resort clay courts on Siesta Key); On-site rentals for cabanas, tents, umbrellas & beach equipment. With a three-night minimum rental policy and professional on-site rental management, this condo offers exceptional opportunity in one of Siesta Key’s most recognized beachfront communities. Ideal as a personal beach retreat, full time residence or a high-demand vacation rental. Offered fully furnished, ready for immediate enjoyment, this residence delivers the Siesta Key lifestyle. 2 Beds ⋅ 2 Baths ⋅ Sarasota Surf & Racquet SubDv. ⋅ 34242 Zip Code TOWER RESIDENCE IN SARASOTA SURF AND RACQUET CLUB. 2BR/2BA in a Gulf & Beach Front Community – Resort Style Amenities – Proven Vacation Rental – Move In Ready - Enjoy the island lifestyle in one of Siesta Key’s most desirable beach front communities, located directly on Crescent Beach, the powdery white sand shoreline that makes Siesta Key world-famous. This beautifully appointed 4th-floor residence in the sought-after Tower Building offers convenient access to the pool and beach, making it a favorite for owners and vacation guests alike. Expansive windows invite natural light and offer a Gulf view, creating a bright and inviting coastal retreat. Interior highlights include: Luxury vinyl plank (LVT) flooring throughout; Granite kitchen countertops; Split-bedroom floor plan for added privacy; Open living and dining areas designed for relaxed beach living. Residents and guests enjoy private access to Siesta Key’s Crescent Beach along with exceptional on-site amenities: Two heated swimming pools; Beachside & poolside BBQ grills; Fully equipped fitness center; Four pickleball courts; Three tennis courts (including two Har-Tru clay courts - the only resort clay courts on Siesta Key); On-site rentals for cabanas, tents, umbrellas & beach equipment. With a three-night minimum rental policy and professional on-site rental management, this condo offers exceptional opportunity in one of Siesta Key’s most recognized beachfront communities. Ideal as a personal beach retreat, full time residence or a high-demand vacation rental. Offered fully furnished, ready for immediate enjoyment, this residence delivers the Siesta Key lifestyle. 5920 Midnight Pass Road Unit 406, Sarasota
$655,000 Coastal living at it's best at Harbor Towers Yacht & Racquet Club. You will fall in love from the moment you enter this gated premier waterfront paradise on Siesta Key which recently completed a $13 million, four-year hurricane hardening and structural upgrade program in 2024, meeting all new safety standards for hurricane/wind protection. WOW this beautifully furnished 2-Bedroom, 2-Bathroom condo INCLUDES IT'S OWN CARPORT (A RARE COMMODITY!!) and two balconies with unobstructed views of the intracoastal, marina, and pool. This unit has been tastefully renovated, plantation shutters and freshly painted through out including all new 6 panel interior doors, new furnishings 11/24, new A/C 2023, new water heater 2022, and 20" tile flooring on the diagonal through out. The amenity rich Harbor Towers is in a class of its own, offering boating, fishing, kayaking, bayfront gazebo, two heated pools, large BBQ area, kitchen prep area, state of the art fitness center, an active three Har-Tru tennis courts, a sauna, a clubhouse, high-speed WIFI, a fabulous marina with new docks, pilings, electrical pedestals and water. If interested, the association has slips available on a first come first serve basis at $3 a foot. The property is conveniently located moments from Siesta Key Village with an abundance of shopping, dining, and nightlife options. Enjoy getting around Siesta Key on the free trolley that stops right outside the community or you can walk to the World-Famous Siesta Key Beach! If you are not planning on living here full time or just want an investment, this unit can be rented for a two-week minimum rental period plus you can utilize the on-site rental program or manage rentals yourself. 2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code Coastal living at it's best at Harbor Towers Yacht & Racquet Club. You will fall in love from the moment you enter this gated premier waterfront paradise on Siesta Key which recently completed a $13 million, four-year hurricane hardening and structural upgrade program in 2024, meeting all new safety standards for hurricane/wind protection. WOW this beautifully furnished 2-Bedroom, 2-Bathroom condo INCLUDES IT'S OWN CARPORT (A RARE COMMODITY!!) and two balconies with unobstructed views of the intracoastal, marina, and pool. This unit has been tastefully renovated, plantation shutters and freshly painted through out including all new 6 panel interior doors, new furnishings 11/24, new A/C 2023, new water heater 2022, and 20" tile flooring on the diagonal through out. The amenity rich Harbor Towers is in a class of its own, offering boating, fishing, kayaking, bayfront gazebo, two heated pools, large BBQ area, kitchen prep area, state of the art fitness center, an active three Har-Tru tennis courts, a sauna, a clubhouse, high-speed WIFI, a fabulous marina with new docks, pilings, electrical pedestals and water. If interested, the association has slips available on a first come first serve basis at $3 a foot. The property is conveniently located moments from Siesta Key Village with an abundance of shopping, dining, and nightlife options. Enjoy getting around Siesta Key on the free trolley that stops right outside the community or you can walk to the World-Famous Siesta Key Beach! If you are not planning on living here full time or just want an investment, this unit can be rented for a two-week minimum rental period plus you can utilize the on-site rental program or manage rentals yourself. 5855 Midnight Pass Road Unit 204, Sarasota
$414,000 Coastal Living Awaits at 202A Vista Hermosa, Siesta Key! •Welcome to your slice of paradise just steps from the powdery white sands of Siesta Key Beach—voted one of the best beaches in the world! This charming 2-bedroom, 2-bath in the highly sought-after Vista Hermosa community offers the ideal blend of comfort, convenience, and island lifestyle. Fully furnished and move-in ready—perfect as a full-time residence, seasonal getaway, or income-producing rental. Community Amenities: • Heated swimming pool • Clubhouse for social gatherings • Shuffleboard courts Prime Location: • Just a short stroll to Siesta Key’s white quartz beaches • Minutes to Siesta Village’s restaurants, shops, and nightlife • Easy access to mainland Sarasota Whether you're looking for a serene coastal retreat or an investment opportunity, 202A Vista Hermosa delivers relaxed Florida living at its finest. Don’t miss your chance to own a piece of paradise! 2 Beds ⋅ 2 Baths ⋅ Vista Hermosa SubDv. ⋅ 34242 Zip Code Coastal Living Awaits at 202A Vista Hermosa, Siesta Key! •Welcome to your slice of paradise just steps from the powdery white sands of Siesta Key Beach—voted one of the best beaches in the world! This charming 2-bedroom, 2-bath in the highly sought-after Vista Hermosa community offers the ideal blend of comfort, convenience, and island lifestyle. Fully furnished and move-in ready—perfect as a full-time residence, seasonal getaway, or income-producing rental. Community Amenities: • Heated swimming pool • Clubhouse for social gatherings • Shuffleboard courts Prime Location: • Just a short stroll to Siesta Key’s white quartz beaches • Minutes to Siesta Village’s restaurants, shops, and nightlife • Easy access to mainland Sarasota Whether you're looking for a serene coastal retreat or an investment opportunity, 202A Vista Hermosa delivers relaxed Florida living at its finest. Don’t miss your chance to own a piece of paradise! 6727 Midnight Pass Road Unit 202A, Sarasota
$482,500 Your coastal oasis awaits! This charming 1st floor condo is a short walk away from the award-winning Siesta Key Beach, known for its quartz-filled, cool sand and turquoise waters. This tastefully furnished, spacious 2-bedroom, 2-bath condo is being offered turnkey furnished and features additional storage as well as an in-unit laundry, a thoughtful improvement by the current owners. Whether enjoying the relaxing gulf breeze from your lanai, the picturesque sunsets of Siesta Key Beach or a refreshing swim in the community’s heated pool there is something for everyone right at your fingertips. Other amenities include: a clubhouse equipped with a kitchen and library, a community marina (waitlist applies), grilling and dining areas, assigned carport with additional guest parking available and on-site management (M-F, business hours). Siesta Key Village offers vibrant dining, shopping, and entertainment options and is located just 1 mile away. Owners are permitted to have one small dog or cat under 25 pounds. With a two-week minimum rental policy, this condo allows for income generation up to 26 times a year. Established rental history available. 2 Beds ⋅ 2 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code Your coastal oasis awaits! This charming 1st floor condo is a short walk away from the award-winning Siesta Key Beach, known for its quartz-filled, cool sand and turquoise waters. This tastefully furnished, spacious 2-bedroom, 2-bath condo is being offered turnkey furnished and features additional storage as well as an in-unit laundry, a thoughtful improvement by the current owners. Whether enjoying the relaxing gulf breeze from your lanai, the picturesque sunsets of Siesta Key Beach or a refreshing swim in the community’s heated pool there is something for everyone right at your fingertips. Other amenities include: a clubhouse equipped with a kitchen and library, a community marina (waitlist applies), grilling and dining areas, assigned carport with additional guest parking available and on-site management (M-F, business hours). Siesta Key Village offers vibrant dining, shopping, and entertainment options and is located just 1 mile away. Owners are permitted to have one small dog or cat under 25 pounds. With a two-week minimum rental policy, this condo allows for income generation up to 26 times a year. Established rental history available. 5643 Midnight Pass Road Unit 909, Sarasota
$370,000 PRICED TO MOVE and a Super Fantastic Buy! Siesta Harbor is the BEST kept Secret on Siesta Key! This Lovely Turnkey Furnished 2BR/ 2 Bath - 3rd Floor - Unit Features: Gulf to Bay Access with Inter-coastal Canal Water Views, Located across the Street from the Famous Siesta Key Beaches w/Deeded Beach Access through Crescent Arms, Semi-Updated Kitchen w/2024 Refrigerator, Tastefully Furnished, New Interior Paint, Tile Flooring throughout, 2019 AC, Brand New Hurricane Impact Windows Installed in 3/2025, Lanai Sliders also include Hurricane Impact Glass, Elevator Access, Unit has a Storage Locker for Beach Chairs or Bicycles, Carport Parking Space #314, NO FLOOD or STORM DAMAGE TO UNIT, Annual Boat Dock Leases Available w/Average Boat Size Cost at about $1000 per Year, New 2024 Fully Funded Condo Roof, Condo Car Wash Station, Fabulous Community Pool w/Clubhouse & Gym, Well Managed and Maintained Complex w/On-Site Management, All Milestone & Structural Integrity Reports are Done. 55+ Age Restricted Community, 12 Rentals allowed per a year w/30 Day Minimum. Unit is Vacant and Easy to Show. 2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code PRICED TO MOVE and a Super Fantastic Buy! Siesta Harbor is the BEST kept Secret on Siesta Key! This Lovely Turnkey Furnished 2BR/ 2 Bath - 3rd Floor - Unit Features: Gulf to Bay Access with Inter-coastal Canal Water Views, Located across the Street from the Famous Siesta Key Beaches w/Deeded Beach Access through Crescent Arms, Semi-Updated Kitchen w/2024 Refrigerator, Tastefully Furnished, New Interior Paint, Tile Flooring throughout, 2019 AC, Brand New Hurricane Impact Windows Installed in 3/2025, Lanai Sliders also include Hurricane Impact Glass, Elevator Access, Unit has a Storage Locker for Beach Chairs or Bicycles, Carport Parking Space #314, NO FLOOD or STORM DAMAGE TO UNIT, Annual Boat Dock Leases Available w/Average Boat Size Cost at about $1000 per Year, New 2024 Fully Funded Condo Roof, Condo Car Wash Station, Fabulous Community Pool w/Clubhouse & Gym, Well Managed and Maintained Complex w/On-Site Management, All Milestone & Structural Integrity Reports are Done. 55+ Age Restricted Community, 12 Rentals allowed per a year w/30 Day Minimum. Unit is Vacant and Easy to Show. 1250 N Portofino Drive Unit 303, Sarasota
$375,000 Siesta Key waterfront community. This gulf-to-bay condominium features expansive boat docks (no extra usage fee), two heated pools, private/individual gulf/beach side cabanas, kayak racks, 2 BBQ grill patios, exquisite sunrises & sunsets & so much more ~ everything a boating enthusiast or beach lover could dream of. Located in the coveted Bay Tree Club on South Siesta Key, this is your chance to embrace coastal living at its finest. Whether you're exploring the Gulf by boat or lounging on sugar-sand beaches. The pools & grill areas provide idyllic locations for all gatherings. This spacious and sun-filled pet friendly condo offers a generous sized living room with a French/Juliet balcony overlooking the bay side pool & lush grounds with views of the Sarasota Intracoastal Waterway. The dining area has a pass-through access to the cheerful and efficient kitchen. The large primary bedroom has two plus-sized closets, providing ample storage. Along with the foyer closet, you will have room for all your possessions. One full bath with a tub completes. This Gulf-to-Bay home is the perfect canvas to paint your ideal picture in Paradise! Each building is equipped with elevators and laundry rooms on every floor ensure everyday comfort is never out of reach. The Association has passed its Milestone Inspection and is SIRS compliant, providing peace of mind for your investment. Roofs replaced in 2020. Newer sliders, HVAC & hot water tank. Additional private storage on ground floor. Bonus is The Breeze Trolley stop just outside. Hop aboard and enjoy free rides to & from Siesta Beach (recently voted #1 in the US & #4 Globally) and Siesta Village. Stay aboard as far out to Downtown Sarasota where you can transfer to the Bay Runner for jaunts to iconic St. Armands Circle & beyond. Come explore all the unmatched amenities, nearby restaurants & shops. Witness the sea turtles during nesting season. Life is good here ~ Welcome Home to your Coastal Oasis! 1 Beds ⋅ 1 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code Siesta Key waterfront community. This gulf-to-bay condominium features expansive boat docks (no extra usage fee), two heated pools, private/individual gulf/beach side cabanas, kayak racks, 2 BBQ grill patios, exquisite sunrises & sunsets & so much more ~ everything a boating enthusiast or beach lover could dream of. Located in the coveted Bay Tree Club on South Siesta Key, this is your chance to embrace coastal living at its finest. Whether you're exploring the Gulf by boat or lounging on sugar-sand beaches. The pools & grill areas provide idyllic locations for all gatherings. This spacious and sun-filled pet friendly condo offers a generous sized living room with a French/Juliet balcony overlooking the bay side pool & lush grounds with views of the Sarasota Intracoastal Waterway. The dining area has a pass-through access to the cheerful and efficient kitchen. The large primary bedroom has two plus-sized closets, providing ample storage. Along with the foyer closet, you will have room for all your possessions. One full bath with a tub completes. This Gulf-to-Bay home is the perfect canvas to paint your ideal picture in Paradise! Each building is equipped with elevators and laundry rooms on every floor ensure everyday comfort is never out of reach. The Association has passed its Milestone Inspection and is SIRS compliant, providing peace of mind for your investment. Roofs replaced in 2020. Newer sliders, HVAC & hot water tank. Additional private storage on ground floor. Bonus is The Breeze Trolley stop just outside. Hop aboard and enjoy free rides to & from Siesta Beach (recently voted #1 in the US & #4 Globally) and Siesta Village. Stay aboard as far out to Downtown Sarasota where you can transfer to the Bay Runner for jaunts to iconic St. Armands Circle & beyond. Come explore all the unmatched amenities, nearby restaurants & shops. Witness the sea turtles during nesting season. Life is good here ~ Welcome Home to your Coastal Oasis! 8625 Midnight Pass Road Unit 305B, Sarasota
$415,000 Opportunity knocks in one of the most sought-after locations on Siesta Key! This prime property offers the perfect chance to create your ideal coastal retreat. Situated just moments from world-famous Siesta Key Beach, this lot presents a blank canvas for a stunning new build or a visionary renovation. Currently, the property features a 2-bed, 2-bath home, which has been stripped to the studs following storm damage. Whether you choose to restore and reimagine the existing structure or start fresh with a custom-built masterpiece, this is your chance to bring your vision to life while incorporating modern building codes and coastal design elements. Enjoy the island lifestyle with white sandy beaches, turquoise waters, and vibrant dining and shopping nearby. Seize this rare opportunity to craft the ultimate dream home in paradise! 2 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code Opportunity knocks in one of the most sought-after locations on Siesta Key! This prime property offers the perfect chance to create your ideal coastal retreat. Situated just moments from world-famous Siesta Key Beach, this lot presents a blank canvas for a stunning new build or a visionary renovation. Currently, the property features a 2-bed, 2-bath home, which has been stripped to the studs following storm damage. Whether you choose to restore and reimagine the existing structure or start fresh with a custom-built masterpiece, this is your chance to bring your vision to life while incorporating modern building codes and coastal design elements. Enjoy the island lifestyle with white sandy beaches, turquoise waters, and vibrant dining and shopping nearby. Seize this rare opportunity to craft the ultimate dream home in paradise! 782 Birdsong Lane, Sarasota