Siesta Key FL Recently Sold Homes

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

BRING ALL THE FAMILY - MOVE IN READY! Florida living on this high & dry lot on Siesta Key. Your own private tropical deep-water canal frontage. Large saltwater pool and spa, private screened courtyard adjacent to a large game room and theater room – perfect for entertaining. NO STORM DAMAGE during the recent hurricanes! This 4 BR spacious home offers 3700+ sq. ft. of living space including two primary suites, two additional bedrooms and 4.5 bathrooms. The upstairs primary ensuite bedroom, with balcony overlooking the water, offers a 19x8 walk-in closet that will excite the most discerning buyer. Other notable details include recently installed hurricane impact windows, high-end interior shutters and window treatments, undercabinet lighting in the kitchen, built-ins and upgraded flooring throughout. The office offers a custom built-in desk and hidden murphy bed. The seawall was replaced in 2022 and mooring piles installed for the owner’s 45 ft Sea Ray. A short bike ride to the #1 rated Siesta Key Public Beach. Furnishings are optional. Move in today and start enjoying paradise! Located in beautiful Siesta Isles, a boating community with saltwater waterways with access to Roberts Bay, the Intracoastal, and the Gulf.

5376 Shadow Lawn Drive, Sarasota

$600,000

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

Stunning Penthouse with Full Bay Views in Island Reef, Siesta Key! Experience luxury coastal living in this spectacular penthouse at Island Reef, one of Siesta Key’s premier Beach-to-Bay communities. Boasting wraparound panoramic water views, this unit offers some of the best vistas in the entire complex. This beautifully updated 2-bedroom, 2-bathroom condo features luxury vinyl flooring throughout, a modernized kitchen with granite countertops, stainless steel appliances, a convenient breakfast bar, additional cabinetry, and recessed lighting in the remodeled ceiling. The popcorn ceilings have been removed, giving the space a sleek and contemporary feel. The glass-enclosed lanai allows for year-round enjoyment of breathtaking bay views. An in-unit laundry room and storage closet provide added convenience, with recent updates including a new washer/dryer and water heater, ensuring move-in-ready comfort. Island Reef offers an array of exceptional amenities, including private beach access to the Gulf of Mexico, two heated swimming pools, tennis and pickleball courts, a fitness center, and a clubhouse with frequent social events. Additional amenities include shuffleboard courts, a library, a billiards room, grilling patios, boat docks, a fishing pier, and a kayak launch. The community also provides covered parking, on-site management, a car wash area, and building security, all within a pet-friendly environment. Located on the serene south end of Siesta Key, this unit is close to dining, shopping, and the vibrant culture of Sarasota. The free Siesta Breeze Trolley stops right outside the property, making it easy to explore Siesta Village and other island destinations. Don’t miss this opportunity to own a truly exceptional penthouse in one of Siesta Key’s most desirable communities!

8779 Midnight Pass Road Unit 504H, Sarasota

$1,075,000

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

Welcome to Gulf & Bay Club, the premiere Siesta Key condo complex nestled on 32 acres with 800 ft of private beach! Located in the middle of the C Building on the top floor, this condo offers fabulous views, both day and night, of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of Mexico beyond. Take in the views on the Lanai, or sip your coffee in the cozy breakfast nook in the kitchen. The primary bedroom has access to the lanai. The ensuite bath has dual sinks and a walk-in closet. The second bedroom could easily accommodate two full-size beds. You will appreciate the convenience of your own laundry room. I challenge you to find another property on Siesta Key with all the amenities that gated Gulf & Bay Club offers. Whether you are into pickleball, tennis, shuffleboard, basketball, racquetball, billiards, or working out in the commercial-grade fitness center, you will find it all here. Maybe a day of relaxation is called for…why not hang out by one of the three swimming pools, relax in the indoor spa, or one of the three dry saunas? There are several BBQs and picnic areas, and Wi-Fi is available throughout the complex. When you add to that a car wash area, electric car charging stations, 2 clubhouses, a guest suite, which owners can rent for up to two weeks, and 24-hour security, what more could you ask for? Located adjacent to the world-famous Siesta Key Beach, ranked #1 in the US by TripAdvisor, with its powdery white quartz sand. This condo is being offered Turnkey Furnished. Some artwork does not convey.

5770 Midnight Pass Road Unit 705C, Sarasota

$1,970,000

3 Beds ⋅ 3 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code

BREATHTAKING amazing Gulf of Mexico views and ONCE IN A LIFETIME OPPORTUNITY for this ONE-OF-A-KIND condominium residence in the desirable Gulffront Tower building in the Palm Bay Club on the island of Siesta Key. This turnkey furnished residence is a combined 2-bedroom unit with the adjacent 1-bedroom unit, redesigned to create a fabulous 2-bedroom plus den/study, which could be converted back to a third bedroom. On the desirable southwest corner of the fifth floor, walls of glass allow for dramatic panoramic beach and Gulf of Mexico views. Every room has stunning views of the wide, white quartz-sand beach of #1 Siesta Key beach and the azure Gulf of Mexico. The spacious, light-filled living room has marble floors with a separate dining area. In the kitchen you will find a Subzero refrigerator, an eat-at breakfast bar, ample storage, a pantry room and a view overlooking the beach as you prepare your meals. The owner's suite boasts French doors, a sitting room, a boudoir bathroom with jetted tub, grass cloth wallcoverings and a view looking south down the beach. The guest bedroom is private with an incredible Gulf of Mexico view and ensuite bathroom. The study could be converted back to a third bedroom but currently has a wet bar, many built-ins, work desk and amazing views. This residence includes a powder room, 2 air conditioners, 2 water heaters, newer washer/dryer, surround sound, turnkey furnished and is just waiting for your personal touch and update to make it your own. Resort amenities include private deeded access to white-sand beaches and beach chairs, two heated swimming pools (one beachside), large hot tub and pool overlooking the Intracoastal waterway, barbecue grills, fishing pier, lighted tennis & pickleball courts, fitness center, complimentary wifi and 24-hour security. EXCELLENT RENTAL POTENTIAL as the Palm Bay Club offers an upscale rental program with a 3-day minimum rental policy which is an attractive opportunity as an investment, winter retreat or primary residence. Enjoy the island lifestyle only minutes from the boutiques, fun restaurants and entertainment in Siesta Village and a short drive to museums, theater, art galleries & restaurants in downtown Sarasota.

5966 Midnight Pass Road Unit G-51 & G-58, Sarasota

$1,100,000

3 Beds ⋅ 3 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code

Welcome to your dream home in the highly sought-after Harmony subdivision! This stunning single-family residence is situated on a serene canal, featuring an impressive 120' of newer concrete seawall, perfect for those looking to embrace the waterfront lifestyle. Bring your boats and jet skis, as you can easily add your own dock, allowing for quick access to Sarasota Bay and the breathtaking blue waters of the Gulf of Mexico. As you step inside, you'll be greeted by an abundance of natural light streaming through numerous skylights, floor-to-ceiling windows, and glass sliders, all showcasing picturesque views of the water and the gorgeous, heated in-ground pool. The lushly landscaped backyard offers a tropical oasis, ideal for relaxation and entertainment. This expansive property boasts over 2,500 square feet of open living space, featuring 4 bedrooms, including 2 with en suites, providing ample room for family and guests. With one of the larger waterfrontages in the area, you have the perfect opportunity to build the home of your dreams or restore the remediated structure currently in place. Enjoy the tranquility and privacy of a single-family residential neighborhood while being just minutes away from the vibrant Siesta Key village and the pristine sandy shores of Siesta Key Beach, with the closest access point conveniently located under a mile away. Don't miss this opportunity to own your own piece of Siesta key paradise!

4857 Primrose Path, Sarasota

$539,000

2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code

Weekly Rentals, Deeded Beach Access, and Stunning Water Views! Move-in ready, this condo offers breathtaking water views from both the unit and the spacious patio, along with deeded beach access to the powdery quartz sand of world-famous Siesta Key Beach. Built to last, it sustained no damage or water intrusion during recent major storms, showcasing its excellent construction and durability. Capture the income potential of this property with a one-week minimum rental policy – ideal for personal use or as a lucrative investment. Step inside to find abundant natural light streaming through expansive pocket sliding doors spanning a full wall, seamlessly connecting the generous living space to the spacious lanai for effortless indoor-outdoor living. Located in Midnight Cove II, a pet-friendly, resort-style community, you’ll enjoy access to fishing piers, pickleball and tennis courts, a heated pool, fitness center, marina, on-site management, and direct deeded beach access. Conveniently situated near the vibrant South Village, you’ll have the finest dining, shopping, and entertainment options at your fingertips. Now is your chance to own a slice of paradise with a prime location, scenic water views, and the convenience of being move-in ready. Don’t miss this exceptional opportunity!

1700 Cove Ii Place Unit 310, Sarasota

$4,000,000

Sarasota Beach SubDv. ⋅ 34242 Zip Code

Featuring the highly coveted RMF zoning, this property offers legal short term rentals-a rarity across the region and a game-changer for income potential. Set on high ground, it has proven its durability by remaining high and dry during recent hurricanes, providing unmatched security and peace of mind. The property comes fully turnkey furnished, ensuring a seamless and effortless transition to ownership. As we look toward the future, this property stands as the Crown Jewel of assets on Siesta Key, a rare gem built to endure the test of time while offering unmatched beauty, functionality, and investment opportunity. With its robust construction, prime location, and exceptional earning potential, this property truly embodies the future of Siesta Key real estate. A smart investment that delivers both safety and style, it’s your chance to own a slice of paradise that pays for itself.

645 Beach Road, Sarasota

$990,000

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

***PRICE REDUCED*** This stunning beachfront condo offers a rare combination of luxury, convenience, and breathtaking natural beauty. Nestled on the powdery soft white sands of Siesta Key Beach, this end unit features an additional window which floods the space with an abundance of natural light and provides panoramic views of the sparkling Gulf of Mexico. This condo isn’t just a home; it’s a lifestyle. It comes fully furnished with exquisite turnkey furnishings the likes of Waterford, Mackenzie-Childs, Serena & Lilly, Pottery Barn, Rugs As Art, and more. Every detail has been thoughtfully curated ensuring both elegance and ease of use so you can settle in and start enjoying the coastal lifestyle right away. As you enter, you will be greeted by an open-concept design and fabulous views of the Gulf of Mexico. The kitchen features stainless appliances along with quartz countertops, custom cabinetry and a large breakfast bar perfect for casual dining. Just off the kitchen, French doors lead you into a guest retreat spacious enough for the king bed or you can separate the Pottery Barn base into two twin beds. The elegant guest bath with custom tiled shower and quartz countertops will have your guests planning their next visit before they even leave. Experience the ultimate in beachfront luxury with nearly forty feet of dining and living space showcasing the finest gulf views. Next, imagine waking up to the sound of waves and endless views made possible by the large glass sliders in the master bedroom overlooking the private beach. Last, but certainly not least, is the ensuite which has even more custom cabinetry, a double vanity and custom tiled walk-in shower. Additional features include impact windows and doors, motorized blinds, plantation shutters, remote controlled ceiling fans, new (nearly silent) HVAC system and additional storage just outside your front door. This premier 55+ community also includes a beachfront pool, a clubhouse pool, community rooms, fitness room, kayak storage, tiki hut with grilling area, a lagoon and a private gate leading right into the heart of Siesta Key Village, which is known for its vibrant dining, shopping, entertainment and all the conveniences needed for an island lifestyle. You're also just minutes from Sarasota's cultural attractions such as the Ringling Museum, Selby Botanical Gardens, Florida Studio Theatre, Sarasota Opera, as well as boating, fishing, golf courses and professional sports venues. Whether you're seeking a vacation retreat or year-round coastal living, this turn-key furnished condo has it all. Contact me today to schedule your private tour and start living the Siesta Key lifestyle you've always dreamed of.

20 Whispering Sands Drive Unit 306, Sarasota

$1,335,000

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

One or more photo(s) has been virtually staged. Location, Location, Location!***SPECTACULAR POOL, BEACH & GULF VIEWS***Welcome to the highly sought-after "Building A" at the Gulf & Bay Club located on Siesta Key Beach (voted America's #1 beach by Trip Advisor)! This is where you'll find this completely updated condo with gorgeous beach and gulf views! Where you'll be just steps to private beach access to the white sands of Siesta Beach and the sparking waters of the Gulf of Mexico! As you enter the gated community, you'll feel like you've landed in paradise as you make your way down the brick paved streets to the building nearest the beach surrounded by tropical landscape throughout the beautiful grounds at Gulf & Bay. Next, take the elevator to the 6th floor and enter this beautifully updated condo! Everything is new from top to bottom! The kitchen features new cabinetry, quartz countertops, new appliances including a wine refrigerator and an island with breakfast bar. All new porcelain tile follows consistently throughout! The kitchen is open to the dining room/ living room. The primary bedroom offers an ensuite primary bathroom with dual vanity and sinks, and a spacious walk-in closet with built-in storage! All new plantation shutters. Inside laundry room with new washer, dryer and cabinetry. The sliding glass doors from the living room and primary bedroom lead out to your private balcony/lanai, where you'll overlook the pool and take in the amazing views of the beach and Gulf of Mexico! Where you'll enjoy breathtaking sunsets! Where the sun shines almost every day! Amenities include 32 pristine acres, 800 feet of private beach on Siesta Key, a lush Tropical courtyard with a freshwater lake, 3 large heated pools, outdoor barbecuing areas, 6 tennis courts including 1 Har-Tru court, pickleball, basketball, shuffleboard, 2 clubhouses, media center, pool table and TV’s, fitness center and more! Partially FURNISHED WITH BRAND NEW FURNITURE! Schedule a showing today!

5790 Midnight Pass Road Unit 602, Sarasota

$1,150,000

3 Beds ⋅ 2 Baths ⋅ Sabal Palms SubDv. ⋅ 34242 Zip Code

This Siesta Key lakefront property is located close to all that the Crescent Beach community has to offer. Situated midway between the Intracoastal waterway and the Gulf of Mexico. Build your dream home or a multi-family investment property that is located 2 blocks from Crescent Beach and one block from the marina with popular restaurants, grocery, and retail shops close by. Beach access #12 to Crescent Beach is just a block away. The property is being sold for land value and is zoned for residential multi-family. Sabal Drive and neighboring Peacock Road are being transformed with high-end multi-million dollar family vacation homes making this area even more desirable.

6536 Sabal Drive, Sarasota

$45,000

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

Fractional Ownership. Winter Fractional Package, with 1/16th shares of ownership! Your dream of a new luxury home on Siesta Key Beach can now be a reality; an enviable lifestyle on America's top-rated beach! Here is your opportunity to own a piece of paradise without giving up all the amenities and services. An enviable lifestyle on America's top-rated beach! Your dream of a new luxury home on Siesta Key Beach can now be a reality. You will appreciate the level of luxury and attention to detail throughout this expansive and spacious residence featuring a master and junior master suite, and a guest bedroom. Custom furnishings valued at more than $150,000, completely outfitted kitchen with top-of-the-line appliances from Wolf, Sub-Zero, Fisher & Paykel and imported linens. Nothing has been overlooked! Enjoy legendary Hyatt hospitality services including recreation and front desk staff, assistance with local activities, valet parking and 24-hour security. Everything you would expect in a luxury beachfront condominium inclusive of resort-style services and amenities at a fraction of the cost.

915 Seaside Drive Unit 606, Weeks 6-7, Sarasota

$1,200,000

3 Beds ⋅ 3 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code

A fabulous boating water opportunity - $345,000 price reduction! Professionally remediated and ready for renovation or to build your new luxury home. Welcome to your private, gated garden oasis nestled on boating water in the heart of Siesta Key. Boasting a seamless blend of indoor-outdoor living spaces, this three-bedroom, two-and-a-half-bath residence was storm-damaged, remediated, sanitized, and ready for renovation. The open-concept design effortlessly guides you from room to room, with easy-care tile flooring enhancing the spaciousness. Picture-perfect views of the sparkling pool and lush gardens await. Entertaining is a delight in this home, with the expansive screened pool and spa as the focal point of outdoor gatherings. Bask in the Florida sunshine on the paver deck or seek shade under the covered lanai area — the choice is yours. Beyond the pool lies a sprawling, landscaped tropical yard that gently slopes towards the waterfront, offering a serene backdrop for relaxation or outdoor activities. Boating enthusiasts will relish the convenience of the 7,000-pound lift, providing easy access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Whether you prefer kayaking, paddleboarding, or fishing, your waterfront haven provides endless opportunities for aquatic adventures. The floor plan offers a primary bedroom suite and bath, and two additional guest bedrooms. Indulge in the Bali-inspired guest bath with its indoor-outdoor shower, adding a touch of tropical paradise. Beyond the confines of your oasis, explore the world-renowned Siesta Beach, just moments away, where powder-white sands and breathtaking sunsets await. Discover the vibrant culture of nearby Siesta Village, with its eclectic boutiques and restaurants, or venture to downtown Sarasota for a taste of urban sophistication and cultural richness. With its unparalleled location and laid-back elegance, this property offers the perfect sanctuary to embrace the carefree beach lifestyle you've always dreamed of. Don't miss your chance to make this exquisite retreat your own — and embark on a journey to waterfront luxury living on Siesta Key.

5140 Windward Avenue, Sarasota

$1,450,000

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

Experience sophisticated coastal living in this turnkey redesigned and remodeled 5th-floor unit, featuring an extended wraparound balcony, offering expansive outdoor space and panoramic views. Located at Siesta Gulf View, a gated 59-unit building, this residence stands apart with its unparalleled proximity to the beach. Bathed in natural light, the rare west-facing angle offers breathtaking sunset views over the Gulf, creating an open and airy atmosphere. With an intimate connection to the water that larger complexes simply can't match, this space blends modern elegance with functional design. Showcasing high-end finishes, an open-concept layout, and a thoughtfully integrated dining space, this 2-bedroom, 2-bathroom retreat offers modern elegance and functionality. The chef’s kitchen boasts stunning water views, premium appliances, and elegant cabinetry, making it as practical as it is beautiful. A built-in office nook adds convenience, while the spacious living area flows effortlessly onto the wraparound Gulf-front lanai featuring brand-new impact glass sliders. Ceiling fans throughout enhance the coastal comfort, and in-unit laundry adds everyday convenience. Siesta Gulf View isn’t just a residence—it’s a lifestyle. Nestled in a meticulously maintained Gulf-front community, residents enjoy resort-style amenities, including a heated pool, tennis courts, fitness center, beachside grilling and picnic areas, a private clubhouse with a full kitchen, and under-building parking with ample guest spaces. With a private beach exclusively for residents, you can fully immerse yourself in the Siesta lifestyle at its peak. Located just steps from the world-renowned white sands of Siesta Beach and the vibrant charm of Siesta Village, and only 15 minutes from downtown Sarasota, this unit offers the perfect balance of modern luxury, convenience, and island charm. Whether you're looking for a permanent residence, a seasonal beach retreat, or a high-demand investment property, this unit offers exceptional flexibility with monthly rentals allowed. Don’t miss this rare opportunity—schedule your private tour today and experience the best of Siesta Key living.

420 Beach Road Unit 502, Sarasota

$1,800,000

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

Welcome to your tropical beach house retreat on Siesta Key! This stunning 3 story, 4-bedroom, 4.5-bath ensuite Key West-style home was built in 2007 by a local builder as his personal residence, ensuring unmatched craftsmanship and attention to detail. An open paver driveway with lush tropical landscaping welcomes you home. Step inside to a light-filled, open-concept design where hardwood floors, high ceilings, and natural elements create a seamless connection to the outdoors. The gourmet kitchen is a chef’s dream, featuring white shaker cabinets and beadboard wood ceiling, granite countertops, high-end stainless-steel appliances, two wine coolers, and gas cooktop. The spacious center island is perfect for entertaining, while the adjoining formal dining room boasts elegant bamboo ceilings and niches to display your art. Relax in the living room, complete with a gas fireplace, Bose sound system, and celestial windows that bathe the space in natural light. A gallery hallway leads to 2 ensuite bedrooms with French doors that open to outdoor deck. Take the elevator or staircase to the master suite, a true sanctuary with a bamboo tray ceiling, three walk-in closets, a wet bar, gas fireplace, and a private screened balcony overlooking the lush backyard. The spa-like master bath in shell stone and granite offers dual vanities, a Jacuzzi tub, 7-head shower, and private toilet. And the adjacent den provides the perfect space for a full home office, gaming, or just relaxation with a private balcony. The separate fourth ensuite bedroom could also serve as a workout room, baby room, or extra office. Designed for both comfort and peace of mind, this home features impact windows and doors, multi-floor generator, whole house water filter system and a built-in fire sprinkler and alarm system. Outdoor living is just as impressive, from a finished bonus room plus bath, to the spacious deck and a summer kitchen, all within a private, landscaped oasis. The oversized garage accommodates 2 cars plus a work area and even more amazing storage. Located just minutes from Siesta Key Beach—ranked #1 in America—and a short drive to downtown Sarasota’s world-class dining, shopping, and cultural attractions, this exceptional home offers the best of coastal living. Don’t miss your chance to own this island paradise!

4941 Commonwealth Drive, Sarasota

$1,140,000

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

Own a Slice of Paradise on Siesta Key – Voted #1 Beach in the U.S. by TripAdvisor in 2025! Welcome to your dream beach escape and investment opportunity all in one. Whether you’re searching for a family-friendly getaway or a revenue-generating vacation rental, this beautifully maintained 2-bedroom, 2-bath condo on world-famous Siesta Key offers the best of both worlds. Perfectly positioned just steps from the soft, powdery quartz sand and crystal-clear waters that earned Siesta Key its 2025 title as the #1 Beach in the U.S., this fully furnished unit is turnkey ready and zoned for weekly rentals—a rare and highly sought-after feature that opens the door to exceptional income potential. Inside, the condo features a bright and open floor plan with two spacious bedrooms, two full bathrooms, and an extra interior storage closet—perfect for keeping beach gear or owner’s items secure between rentals. The layout provides comfort and privacy for families or couples traveling together, making it especially attractive to vacationers seeking short-term stays. The community pool is an added bonus, offering a refreshing retreat after a day at the beach. Relax on the spacious pool deck surrounded by chaise lounge chairs, ideal for soaking up the Florida sunshine while enjoying the tropical ambiance of Siesta Key. Location is everything—and this condo delivers. Tucked away with quick and easy access from the South Bridge, you can avoid the long lines of traffic that often build up on Midnight Pass Road. This convenient location makes arrival and departure stress-free for both owners and guests, enhancing the appeal for vacation renters. Families will love the close proximity to the beach, vibrant local dining, and the laid-back, coastal lifestyle that makes Siesta Key so special. Spend your days building sandcastles, paddleboarding along the calm shoreline, or biking through the island’s charming neighborhoods. In the evenings, stroll over to Siesta Key Village for live music, seafood dinners, and unforgettable sunsets over the Gulf. For investors, this unit is a proven performer. With the flexibility of weekly rentals, year-round demand, and a location that’s both desirable and accessible, this condo offers strong income potential without sacrificing personal use. Living or vacationing here means embracing the Siesta Key lifestyle—a unique blend of relaxed island living with easy access to shopping, dining, outdoor adventure, and year-round sunshine. Whether you're sipping coffee on your private balcony, enjoying beach yoga at sunrise, or taking a sunset cruise, every day feels like a vacation. Don’t miss this rare opportunity to own on one of the most celebrated beaches in the country. Whether you're looking to create unforgettable family memories or build your income-producing dream property, this Siesta Key condo checks every box.

6480 Midnight Pass Road Unit 316, Sarasota

$655,000

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

$650,000

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

Welcome to this beautifully updated 2-bedroom, 2-bathroom condo located in the highly sought-after bayside community of Turtle Bay on Siesta Key. Tucked away on the serene south end of the island, this spacious unit offers views of Little Sarasota Bay and a truly effortless coastal lifestyle. The interior features thoughtful upgrades including travertine flooring, solid-surface countertops, GE appliances, new cabinetry, a reverse osmosis system, and plantation shutters that fill the home with natural light. You’ll love the oversized hurricane-impact sliding windows in the living area and lanai, designed to frame water views and invite in those island breezes. A full-size stackable washer and dryer is conveniently located in a separate in-unit laundry/storage room—something rarely found in Siesta condos! Turtle Bay offers a host of top-tier amenities, including a heated pool, hot tub, clubhouse, grill and picnic area, lighted tennis and pickleball courts, a newly updated fishing pier, and a boat dock with slips available for just $300/year. Deeded beach access is located just across the street via the neighboring Tortuga community, allowing you to dip your toes in Siesta’s world-famous powdery white sand and take in nightly sunsets on the Gulf. Additional highlights include a private detached garage and plenty of guest parking. The community recently passed its Milestone Inspection, and the grounds are impeccably maintained. Located just minutes from Siesta Key Village, shopping, dining, and entertainment, with convenient access to the free Siesta Key trolley. Whether you’re searching for a full-time island residence, seasonal escape, or an investment opportunity, this condo is ready for its next chapter. The only reason it’s available is because the seller’s mother, who recently purchased the unit, now needs to transition into assisted living offering you a rare opportunity to enjoy all the benefits of an updated, move-in ready home in one of Siesta Key’s most cherished communities.

8735 Midnight Pass Road Unit 306B, Sarasota

$470,000

2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code

Discover the ultimate coastal lifestyle in this beautifully updated furnished 2-bedroom, 2-bath ground-floor condo located in the highly desirable Sunrise Cove community on Siesta Key, Sarasota. This meticulously maintained condo offers a seamless blend of comfort and convenience, enhanced by numerous upgrades including a full kitchen renovation with granite countertops, tile flooring, and modern appliances in 2019. The open-concept living area extends to a spacious lanai with hurricane-rated custom sliding doors, providing a serene space to relax. Throughout the home, updated flooring and new ceiling fans create a fresh and inviting atmosphere. Sunrise Cove is a vibrant community with outstanding amenities, including two pools—one heated and cooled—tennis and pickleball courts, a fully renovated fitness center, and a 40-slip marina with updated seawalls and docks. The community also offers secure kayak and bike storage, making it ideal for outdoor enthusiasts. Additional conveniences include on-site management, maintenance, and housekeeping services. Located directly across from Turtle Beach and Park, you'll have easy access to boat and kayak launches, playgrounds, and picnic areas. Dining and entertainment options abound with Turtles Pub, Turtles Restaurant, and Ophelia's On The Bay. Whether you're enjoying a day on the water, relaxing by the pool, or exploring local dining, this condo offers a perfect island escape. With its prime ground floor location, proximity to parking, and expansive private storage, this condo combines ease of living with modern amenities. Experience the best of Siesta Key in a community designed for relaxation and recreation.

8911 Midnight Pass Road Unit 110, Sarasota

$645,000

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

This northeast-facing corner residence at The Anchorage offers panoramic views of the Intracoastal Waterway and an exceptional blend of privacy and flexibility. Spanning 1,287 square feet, the two-bedroom, two-bath home features an open-concept living area and porcelain flooring throughout. Three oversized balconies extend from every major room—one off each bedroom and a third from the main living space—enhancing indoor-outdoor living. Renovated in 2018, the home includes remodeled baths, a custom step-in tub with hydrotherapy jets, impact-rated sliding doors (partial), and a tankless water heater installed in 2022. Additional improvements include complete vertical pipe replacement and horizontal pipe replacement (2020), a new HVAC system (2022), sub-panel electrical upgrade (2025), and a new microwave and dishwasher (2025). Sold fully furnished, this residence is ideal as a full-time home, seasonal retreat or potential income-generating asset. Short-term weekly rentals are permitted, and the property is suitable for a 1031 exchange. A secure in-residence laundry room is available, with option of using the community laundry facility for guest stays. The Anchorage is a professionally managed, amenity-rich community with strong financials. Amenities include the largest pool on Siesta Key, a heated Olympic-size pool. Additional amenities include a clubhouse with fitness center, tennis courts, pickleball, basketball, shuffleboard and expansive community dockage. Residents enjoy direct beach access just across the street.

6415 Midnight Pass Road Unit 710, Sarasota

$440,000

2 Beds ⋅ 2 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34242 Zip Code

Dreaming of relaxing on your balcony in your chaise lounge, overlooking the pool, Listening to Jimmy Buffet and sipping a cold margarita? Sure, sounds perfect. Well, It’s here, and just a short walk to the crystal powdery sand beach and turquoise waters of Siesta Key Beach. This is the #1 beach in the US and # 4 in the world! The dream of owning at Siesta Key is still possible. This 2nd floor condo has elevators, covered parking and guest parking. The spacious condo has beachy décor, 2 large bedrooms, 2 baths, in unit washer dryer, stainless steel appliances, walk in closets. BAY OAKS complex has huge shade trees and mature landscaping and is located on the intercoastal on one side with a nice fishing pier and the beach on the other. This is your chance to own property for your family and use it as an investment property also. Siesta Key has beautiful sunsets, Sunday night drum circle, and close to restaurants, shopping and watersports. There is also a game room in the clubhouse, and a public laundry as well as free local taxis for a night out in the Village. Sarasota offers theatres, art galleries, museums, parks, Mote Marine, and Selby Gardens. So much, so close! Own a piece of Paradise. We have found out from the HOA that there could be an assesment coming. The seller is wiliing to put that in escrow for the buyer or reduce te price by that amount.

6157 Midnight Pass Road Unit E42, Sarasota

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