Siesta Key FL Recently Sold Homes

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

New low price and potential seller financing! Deep boating water on the Grand Canal and Siesta Key’s world-famous beaches just minutes away, experience the best of island living. This beautifully renovated three-bedroom, three-bath waterfront residence offers a peaceful island retreat with nearly 2,900 square feet of living space plus a private office, ideal for everyday living and entertaining. On a quiet cul-de-sac in the desirable Siesta Isles neighborhood, the property enjoys approximately 99 feet of canal frontage with deep boating water and convenient access to Sarasota Bay and the Gulf of Mexico via a single bridge. The dock, rebuilt in 2024, is ready for boating, paddleboarding, kayaking, fishing and enjoying Sarasota’s exceptional waterways. Recently completed renovations have transformed the home into a fresh, move-in-ready coastal residence. Bright and welcoming interiors feature new finishes and thoughtfully selected materials. The open living spaces are designed to capture the beauty of the waterfront setting, creating a natural flow for relaxed living and entertaining. The newly redesigned kitchen features classic shaker-style cabinetry, quartz countertops and new appliances, creating a functional and stylish centerpiece for the home. Impact-rated windows and doors, a newer roof (2024), and a freshly painted exterior provide beauty and peace of mind. The spacious primary suite enjoys tranquil canal views through French doors and includes a private sitting room, creating a comfortable retreat in the home. The large primary bath provides generous space and is designed for relaxation and convenience. Outdoor living is equally inviting. The expansive pool terrace with oversized pool and spa overlooks the canal, offering a private setting for relaxing or gathering with friends and family. Begin your day with coffee on the pool deck while enjoying brilliant sunrises and end the evening with Siesta Key’s vibrant sunsets just minutes away at nearby Siesta Beach. Ideally near Siesta Key’s renowned quartz-sand beaches, the boutiques and dining of Siesta Village, and cultural amenities of downtown Sarasota, including the Ringling Museum and Marie Selby Botanical Gardens, this location combines island tranquility with convenient access to the area’s best attractions. Offering the rare combination of a beautifully renovated waterfront home, deep boating water, and a peaceful Siesta Key setting, this exceptional property captures the essence of Sarasota’s island lifestyle. Possible seller financing for qualified buyers.

951 Contento St., Siesta Key

$240,000

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

LOWEST PRICE ON SIESTA KEY FOR A ONE BR CONDO OFFERING SHORT TERM RENTALS! Siesta Key Beach is calling you…experience the allure of coastal living at the quaint Sea Winds complex, conveniently located along Midnight Pass Rd., just a short walk to the world-renowned Siesta Key beach! This prime beach investment offering the opportunity to rent with a 2-week minimum and also use for yourself. This condo has an excellent rental history with bookings in place currently and into high season 2026. Average gross rental income is $20K/year with more upside potential. This delightful 2nd floor, generously sized 1 bedroom condo sustained NO damage from storms and comes fully furnished turn key offering desirable features such as a fully updated & equipped kitchen in on trend design, updated bathroom with new granite top vanity, tub/shower with new high end glass door, tile flooring, fresh bright paint colors, room for guests with convertible sofa, inviting dining space, open floor plan, AC 5 years new, H2O heater 2 years new, well maintained and move in ready! Easy parking with your own assigned space in front of your condo, plus guest parking. The Sea Winds is a small community of 35 units with amenities designed for year-round enjoyment, including bicycle rooms, a social room, shared laundry, pet friendly, and a heated pool complete with lounge chairs, umbrellas, and convenient bathroom facilities. Community pool had a complete upgrade in summer 2025. All buildings had new roofs in 2024 and experienced no major storm damage. The vibrant South Village is nearby, offering a variety of restaurants, boutiques, lively beach bars, ice cream shops, groceries, pharmacies and rental options for everything from fishing and boating to biking and kayaking. Plus, a daily trolley service stops right in front of the Sea Winds Condominium complex, providing easy access to all of Siesta Key's attractions. See this well priced condo today that is ready to go and a great investment on the Key!

6703 Midnight Pass Road Unit 208, Sarasota

$800,000

Sarasota Beach SubDv. ⋅ 34242 Zip Code

This land is a RARE BEAUTY, are you dreaming of building your home where you and your family enjoy a lifestyle uniquely created for yourselves? IMAGINE a majestic home with a standalone guest house, alluring pool and gardens privately nestled among the palm trees. This property offers 2 lots, 0.45 acres / 19,456 sf. Palm Island is a community with only 298 homes where the residents enjoy gatherings in their Elsie Blair Park area. The main home had water intrusion from hurricane Helene which has been mitigated and could be rebuilt or torn down, consult your contractor for construction specifics. There is a Studio Unit/guest suite 576 hsf fully equipped with a full bath, kitchenette, sliding doors out to a large 120 sf wood deck above the detached 2 car garage. This would make a fabulous art studio, home office or in-law suite. The garage is a legal non-conforming space. Studio/Garage is block, consult your contractor for details. Take a stroll only 2 blocks to Siesta Key Beach and sink your toes into the luxurious quartz sand and sparkling water. The Village is minutes away where you will find fabulous restaurants, live music, specialty shops, night life, Sunday Farmers Market, art festivals and more. Take the Siesta Trolly to tour the island and beaches. You can also enjoy fishing, boating, parasailing, kayaking, swimming and snorkeling nearby. You are very close to downtown Sarasota, St. Armands Circle and Lido Beach are just across the Ringling Causeway Bridge. The Sarasota Airport, Asolo Repertoire Theater and Ringling Museum are all within minutes of your unique estate homesite. What a wonderful place to live and call home! Life is good at the Beach!!!

105 Island Circle, Sarasota

$1,700,000

4 Beds ⋅ 3 Baths ⋅ Point Of Rocks SubDv. ⋅ 34242 Zip Code

LOCATION! LOCATION! LOCATION! This comfortable pool home is located in the desirable area of Point of Rocks which is a short distance south of Stickney Point on Siesta Key. The property sits across the street from the Gulf of America with beach access nearby to the #1 beach in the US and #28 in the world (The World's 50 Best), the only US beach to be on the list! The home is in a distinguished neighborhood and features a spacious, bright and open floor plan. The eat in kitchen features plenty of counter space plus a vaulted open great room with double French doors leading the the large sun room with a wall of windows. The lovely Primary Suite boasts plenty of space with a peaceful retreat overlooking the pool and backyard. You will enjoy the shaded backyard and custom swimming pool with a privacy fenced yard. Come and enjoy your very own piece of paradise!

6911 Point Of Rocks Road, Sarasota

$2,400,000

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

Experience the beauty of waterfront living with this exceptional home overlooking the tranquil waters of Little Sarasota Bay. This unique Siesta Key property offers 3,328 square feet of living space with three bedrooms and three-and-a-half bathrooms, combining classic coastal charm with incredible potential. The thoughtfully designed floor plan features a spacious primary suite on the main level with a private ensuite bath, along with a second ensuite bedroom that provides comfortable accommodations for guests or family. Upstairs, the third bedroom offers added privacy and opens to a balcony where you can enjoy sweeping bay views and peaceful sunsets. At the center of the home, a large living room with soaring ceilings creates an inviting space for gathering and entertaining. The generous layout provides a wonderful foundation for updates, allowing the next owner to customize and transform the home into their own coastal retreat. Outside, the property truly shines. A private outdoor oasis features an inground pool and relaxing hot tub, perfect for enjoying the Florida sunshine year-round. Boating enthusiasts will appreciate the private dock with boat lift, offering direct access to Little Sarasota Bay for fishing, kayaking, paddleboarding, or sunset cruises. The home also includes a rare private sand beach area, ideal for launching a kayak or simply enjoying the waterfront setting. The residence is accessed through a beautifully landscaped courtyard and circular driveway that adds both privacy and curb appeal. Located in one of Siesta Key’s most desirable areas, the home is just 1 mile from Turtle Beach, 3.3 miles from Siesta Key Public Beach, and only 4.5 miles from the lively Siesta Key Village, known for its restaurants, shopping, and entertainment. With its prime waterfront location, generous square footage, and timeless character, this property presents a rare opportunity for a new owner to make it their own and create a truly spectacular coastal home.

8213 Midnight Pass Road, Sarasota

$1,300,000

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

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

9000 Midnight Pass Road Unit 5, Sarasota

$1,022,000

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

Charming Coastal Oasis in the Heart of Siesta Key Nestled on a serene, tree-lined property, this inviting 4-bedroom, 3.5-bath beach-style home offers the perfect blend of tranquility, charm, and central location. Step into a spacious, light-filled living area with an open kitchen layout—ideal for hosting friends and making family memories. Freshly updated with new paint, gleaming quartz countertops, and stainless steel appliances, this move-in-ready home is designed for easy, coastal living. The open floor plan includes a spacious upstairs primary suite with French doors leading to a private balcony—your own quiet retreat. Three additional guest bedrooms are thoughtfully located on the first floor, including a separate guest suite with its own private entrance, offering comfort and flexibility. Step outside into your private backyard oasis featuring a beautiful pool and spa, fully enclosed with a lovely paver deck—perfect for relaxing, entertaining, or enjoying sunny Florida days in peace and privacy. There's still plenty of yard space to garden or play. Slip on your sandals for a short stroll to the world-famous Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor, or bike to the charming Siesta Key Village with its eclectic mix of shops, restaurants, and entertainment. Don’t miss this peaceful, spacious retreat—your own slice of paradise on Siesta Key.

5151 Saint Albans Avenue, Sarasota

$9,200,000

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

Virtually Staged. Pre-Construction. To be built. Introducing Sunset Beach, the premier boutique condominium on Siesta Key, offering refined beachfront living with breathtaking Gulf views. This exclusive collection features 11 residences with open-concept, flow-through floor plans and expansive glass walls. The spacious terraces and thoughtfully designed great room provide ample space for gathering, dining with family, entertaining guests, or simply relaxing and recharging. Experience the epitome of waterfront luxury, sophistication, and style, surrounded by nature's unmatched beauty. Nestled in a quintessential Siesta Key neighborhood, Sunset Beach offers the ultimate tropical modern luxury experience. With 175 linear feet of pristine private shoreline on the Gulf of Mexico, each home is uniquely designed by the world-renowned architecture firm MHK and features integrated native-inspired landscaping and gardens by DWJA Landscape Architects. Each residence includes 10-foot ceilings (except where dropped), floor-to-ceiling windows, oversized terraces with direct Gulf views, spacious living, dining, and entertaining areas, custom kitchens and bars with Sub-Zero and Wolf appliances, solid-core 8’ high entry and interior doors, floor-to-ceiling hurricane-resistant balcony sliders with laminated solar tint glass, sound-limiting laminated/insulated windows with solar-tinted glass, glass balcony railings, low voltage pre-wiring for state-of-the-art Smart Home technology, high-efficiency air conditioning and heating systems, and stained tongue-and-groove ceilings on terraces. This four-story development spans two and a half Gulf-front acres and includes a secured residential lobby with direct private elevator entry to each residence. The three-bedroom plus study residences range from 3,780 to 5,310 square feet. Spend your day relaxing by the poolside or take a few steps to a beachside lounge chair, where you can relax under an umbrella and enjoy the stunning views of crystal-clear water and white sand. Amenities include a beachfront swimming pool, spa, cabanas, and fire pit, lounge chairs, umbrellas, kayaks, paddle boards, and bikes, a state-of-the-art fitness center, beachfront grilling area, and private on-site storage units. Call us today to learn more!

70 Avenida Veneccia Unit 401, Sarasota

$7,200,000

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

Residence #203 at Sunset Beach offers over 3,600 square feet of luxurious Gulf-front living in one of Siesta Key's newest and most exclusive beachfront communities. One of only 11 residences, this exceptional home features an open-concept design with floor-to-ceiling hurricane-impact glass, expansive Gulf-front terraces, and breathtaking panoramic views. The chef's kitchen is equipped with Wolf and Sub-Zero appliances, custom cabinetry, and designer finishes, while the spacious living area includes a private bar, making it ideal for entertaining. Set on 2.5 Gulf-front acres with 175 feet of private beach, Sunset Beach offers resort-style amenities including a beachfront pool and spa, cabanas, fire pit, fitness center, grilling area, bicycles, and private owner storage. Just a short walk to Siesta Key Village, you'll enjoy easy access to boutique shopping, waterfront dining, and local entertainment while experiencing the privacy of an intimate beachfront community. Discover elevated coastal living at Sunset Beach.

70 Avenida Veneccia Unit 203, Sarasota

$1,375,000

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

WATERFRONT PARADISE!! Welcome to 5169 Oxford Drive, where this elevated, turnkey-furnished home is perfectly positioned on a stunning canal, offering the ideal opportunity for personal enjoyment or rental income. This beautifully maintained property features 3 bedrooms and 3 bathrooms, along with quick access to open water, making it a dream for boating enthusiasts. Start your mornings with a relaxing cup of coffee or tea in your backyard oasis by the private swimming pool. As the day unfolds, gather with family and friends in the warm, inviting living room while enjoying tranquil canal views. The open-concept layout is designed for effortless living, seamlessly connecting to a chef-inspired kitchen just steps away. Upstairs, you’ll find a spacious bedroom and full bathroom, perfect for guests or added privacy. Downstairs features two en-suite bedrooms, providing comfort and convenience for everyone. Step outside to your own private retreat—ideal for entertaining or unwinding. Spend evenings by the pool, fire up the barbecue, or fish right from your private dock and pier. For adventure, grab your paddleboard and head straight out to the Gulf from your backyard. This home showcases exceptional features and thoughtful upgrades throughout, including: • Durable steel roof • Updated flooring • Indoor laundry • Outdoor grilling area • Private swimming pool • Boat slip • Private fishing pier Located just moments from Siesta Beach, you can easily hop on your golf cart or enjoy a scenic walk to one of Florida’s most beautiful shorelines. This is more than just a home—it’s a lifestyle. Seller is offering a one-year home warranty with a full-price contract. Schedule your private showing today and experience this exceptional property and neighborhood firsthand.

5169 Oxford Drive, Sarasota

$1,350,000

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

One of the lowest priced homes on Siesta Key's deep boating water and only 3 blocks to the white quartz sand and aqua Gulf waters! An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this well-maintained residence is ideally positioned just minutes from the powdery white sands of world-famous Siesta Beach and the turquoise waters of the Gulf. Set on an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath home blends comfortable coastal living with everyday functionality in a highly desirable island setting. Designed for effortless entertaining and easy living, the open-concept floor plan centers on a spacious island kitchen with generous seating, a breakfast bar, and abundant workspace, flowing seamlessly into the dining and living areas for gatherings both large and small. A thoughtful split-bedroom layout offers privacy for owners and guests alike. The primary suite enjoys peaceful views of the pool and canal, while a secondary bath doubles conveniently as a pool bath—ideal for indoor-outdoor living. Step outside to the covered, screened lanai and unwind beside the sparkling pool, framed by tranquil water views and gentle coastal breezes. Tucked along a quiet harbor just off the Grand Canal, the setting is ideal for kayaking, paddleboarding, or boating, with frequent sightings of manatees and coastal birds adding to the natural charm. Evenings bring glowing “mango sunsets” nearby, while mornings begin with soft sunrises reflected on the water. Additional highlights include an oversized two-car garage and a concrete tile roof. Ideally located near the shops, dining, and energy of Siesta Village—and just 15 minutes from downtown Sarasota’s vibrant arts and cultural scene—this home presents a compelling opportunity to enjoy the best of island living, whether as a full-time residence or a serene coastal retreat.

5560 Shadow Lawn Drive, Sarasota

$1,377,500

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

Island House Dream Condo on Siesta Key! Experience the best of beachfront living at Island House on world-famous Siesta Key, where breathtaking Gulf views, unbeatable location, and effortless island living come together. Perfectly positioned in one of the most desirable beachfront buildings in the community, this second-floor condo offers truly unobstructed beach and water views with no other condo or building standing in your way. From the moment you arrive, the view takes center stage. Enjoy stunning beach views from all living areas, including the living room, guest bedroom, and master bedroom. New hurricane-impact windows and expansive glass bring the beauty of Siesta Key inside, creating a bright, open, coastal retreat from every angle. This is as close to the sand as it gets—literally beachfront and just steps from the world-famous powdery sand and warm Gulf waters. The elevated second-floor setting gives you the privacy and peace of mind you want, with no past water intrusion or storm damage to the unit, while still offering easy access to the beach and a convenient ramp for luggage. Inside, the condo is move-in ready and designed for easy beach living, featuring tile flooring throughout, an updated kitchen with solid-surface/granite counters, and beautifully updated bathrooms with elegant tiled showers. Whether you are looking for your own Siesta Key escape or an income-producing investment, the flexible 3-night minimum rental policy makes this an outstanding opportunity. Island House offers everything you need for the perfect beach lifestyle, including on-site management, refreshed landscaping, outdoor dining and game areas, beach chairs, chaise lounges, shaded beach cabanas, shuffleboard, cornhole, a heated community pool, and a clubhouse with billiards, foosball, board games, and puzzles. When you are ready to explore, hop on the free trolley or local ride-share vans to Siesta Key Village for shopping, dining, and nightlife, or venture to Turtle Beach, downtown Sarasota, restaurants, boating, fishing charters, performing arts, museums, parks, and the Legacy Trail. This is more than a condo—it is your front-row seat to Siesta Key’s legendary beach lifestyle. Bring your toothbrush, swimsuit, and love for sunsets, because this one is ready to enjoy!

6144 Midnight Pass Road Unit 3N, Sarasota

$1,050,000

2 Beds ⋅ 2 Baths ⋅ Terrace East SubDv. ⋅ 34242 Zip Code

65 steps to the sand, 312 steps to the water from the Terrace East property are waiting for you! Walk inside and unwind in this updated, turnkey luxury condominium offering nightly sunset views of the #1 beach in the country. This is a rare opportunity to own a condominium in the vibrant heart of Siesta Key, walk to all the amenities and charm that Siesta Key village offers. The property is just steps from the world-famous quartz sands of Siesta Key Beach. Tastefully decorated and truly move in ready, this coastal retreat features a beautifully updated kitchen with custom cabinetry, granite countertops, tile backsplash, stainless steel appliances, crown molding, and thoughtful designer finishes. Luxury vinyl flooring flows throughout the condominium, creating a cohesive and low maintenance living space ideal for beachside living. Both bathrooms have been updated and showcase tile showers with elegant quartz sinks. Two spacious balconies provide the perfect setting to enjoy stunning Gulf sunsets, entertain family and friends, or take in the vibrant island atmosphere below. The island lifestyle is at your doorstep with easy access to local restaurants, live music, boutique shopping, and even a grocery store within .2 of a mile. Located in the iconic Terrace East, this 24-hour secure building offers a welcoming common area for residents and guests. The community has recently enhanced its curb appeal with updated landscaping and beautifully refreshed grounds, creating a true resort style ambiance. Residents enjoy a spacious sparkling pool with new pool furniture, an exercise room, a private tennis/pickleball court, and new stainless steel outdoor grills perfect for entertaining. Whether you are searching for a primary residence, second home, or vacation getaway, this condominium delivers luxury, comfort, and exceptional walkability in one of Florida’s most desirable beach destinations. Experience the best of Siesta Key beach lifestyle in an elevated retreat that combines iconic location, modern updates, and outstanding amenities.

5300 Ocean Boulevard Unit 202, Sarasota

$665,000

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

Beach, comfort, and privacy all in one standalone villa. This 2-bed, 2-bath escape sleeps the whole group with a king primary ensuite, two twins in the guest room, and a living-area sofa bed. Ideal for families or friends. Inside: roomy living and dining areas, a fully equipped kitchen with updated counters and modern appliances, three flat-screen TVs, central heat and air, and a private screened lanai for winding down. Outside: you're part of Island House Beach Resort, a short walk from the Gulf's powdery sand and turquoise water. Enjoy a beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating for legendary Siesta Key sunsets, plus two beach cabanas, a heated pool, and a game room with ping pong and air hockey. Ride the Siesta Key Trolley to Siesta Village's dining and shops, or explore Myakka River State Park, island bike routes, and paddleboarding through the mangroves and reopened Midnight Pass. Sarasota's museums, gardens, golf, and world-renowned Mote Marine Aquarium round out everything you need for a memorable stay. Your unforgettable Siesta Key getaway starts here.

Sarasota

$480,000

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

Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai. Peppertree Bay offers luxurious amenities, including under building parking, private beach access, two heated swimming pools, tennis and pickleball courts, two clubhouses, a fitness center, and a fishing pier. It’s like a vacation every day! When you want a change of pace, leave your car behind and take the trolley to all the wonderful restaurants and shopping Siesta Key has to offer. With onsite management and a rental desk, this Peppertree Bay condo serves as an ideal coastal getaway or a smart investment choice. Don’t let this one get away.

1255 E Peppertree Drive Unit 201, Sarasota

$577,500

2 Beds ⋅ 1 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

PRICED to Sell! A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision whether you’re seeking a full-time residence, vacation retreat, or long-term investment. The existing cottage, which holds no contributory value due to hurricane flooding, creates a true blank slate for new construction. As an added benefit, this property is being offered with the option to build a thoughtfully designed custom home by Yoder Construction. The proposed plan, The Oceana, is part of an exclusive ISLAND SERIES, developed with sustainability and the unique coastal conditions of Siesta Key in mind. Buyers may choose to build this elevated 2,735-square-foot home, or collaborate with the builder on a personalized design through the available design center. Commonwealth Drive is ideally located just minutes from the powdery sands of Siesta Key Beach and the vibrant charm of Siesta Village, with its shops, restaurants, and island lifestyle. Opportunities to build new in this highly sought-after location are increasingly rare. To explore this offering further, request details on the optional build package, and schedule a walk of the lot.

5019 Commonwealth Drive, Sarasota

$1,600,000

3 Beds ⋅ 3 Baths ⋅ Point Of Rocks SubDv. ⋅ 34242 Zip Code

Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal charm, all just a short stroll from your door. Nestled in a boutique enclave of only five residences, this exclusive unit has fresh interior paint, lives like a single-family home and is one of only two in its building. this unit encompasses the entire floor and shares no walls with other units. With five private patios, a built-in outdoor grill, tall ceilings and windows, and plantation shutters throughout, the light-filled layout offers an open flow between living, dining, and kitchen spaces—accented by custom cabinetry, upscale finishes throughout. The spacious primary suite provides a private retreat, while the entire home is thoughtfully designed on one level for effortless living. A private elevator offers direct access from your oversized ground-level garage, which is nearly 1,000 square feet and accommodates three vehicles plus storage, along with a private driveway for guest parking — a rare find on the Key. This property is zoned for short-term, weekly rentals and boasts a strong rental history, making it an exceptional opportunity for both personal enjoyment and possibility to earn over $120,000 in investment income. Enjoy walkable access to beachside boutiques, island restaurants, and boat rentals, plus quick and easy access on and off the island, making it ideal for both full-time living and a low-maintenance vacation home. Shared amenities include a serene pool, private owner's clubhouse, and common area used by only five residences, ensuring a peaceful and private setting. Whether you're searching for a serene retreat or a stylish beach escape with income potential, this home offers a unique opportunity to live in the heart of Siesta Key’s coastal paradise. Furnishings optional - not included in list price.

1021 Crescent Street Unit 1, Sarasota

$3,000,000

4 Beds ⋅ 4 Baths ⋅ White Beach Fruit Companys Su SubDv. ⋅ 34242 Zip Code

Repositioned to the market - $500,000 Price Adjustment. Exquisite custom estate in one of Siesta Key’s exclusive neighborhoods. Positioned just across from Gulf-front homes in a private enclave on Siesta Key, this exceptional residence offers the ultimate in island luxury. Masterfully built by Perrone Construction and designed by acclaimed architect Rick Oswald, this custom home is a testament to craftsmanship, quality, and elegant coastal living. Sited on a nearly 22,000-square-foot homesite, the home makes a striking first impression with its stately paver driveway and welcoming entry. Inside, wide-plank engineered hardwood floors and rich architectural detailing define the refined interiors, while soaring beam-and-plank ceilings elevate the spacious great room. The heart of the home is the gourmet kitchen, featuring a Thermador six-burner gas range, custom cabinetry, stone countertops, a generous island and breakfast bar, and an adjacent grilling deck for entertaining. The dining room opens seamlessly to the expansive covered lanai, where you’ll enjoy views of the lushly landscaped backyard oasis. A luxurious main-floor primary suite offers a private retreat with exquisite finishes and spa-style comforts, designed for relaxation and ease. Two upper-level guest suites provide privacy for family or visitors and are easily accessed by either the elegant staircase or a private elevator serving all levels. On the main level, a versatile game room doubles as a fourth bedroom with an adjacent half bath, ideal for guests, hobbies or additional living space. Designed with luxury and peace of mind, this home is built with solid concrete-and-steel frame construction and includes a generator, impact-rated doors and windows, lightning protection, Lutron lighting on the main level, tankless water heaters, central vacuum, and a refreshing outdoor shower. The showstopper? One of the largest residential pools on Siesta Key—nearly 44 feet long—designed for swimmers and hydrophiles alike. You'll find multiple places to relax in the sun or shade, surrounded by lush, tropical foliage and an expansive, fenced yard. Car enthusiasts will appreciate the dual two-car twin garages, while the lower-level non-conforming space offers flexibility for an exercise room, pool cabana or additional recreation space. Though built in 2014, this home rivals new construction in design and condition, with a freshly painted exterior and timeless appeal. Just moments from the world-renowned sands of Siesta Beach and Turtle Beach, with easy access to Turtle Beach Marina, island dining, boutique shopping and downtown Sarasota’s vibrant cultural scene, this residence offers a rare opportunity to own a home that blends location, luxury and lifestyle.

7333 Point Of Rocks Road, Sarasota

$1,300,000

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

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

5920 Midnight Pass Road Unit 704, Sarasota

$740,000

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

Investor Opportunity on North Siesta Key! Located within City of Sarasota city limits! This hurricane-impacted property presents a rare chance to acquire a premium piece of real estate in one of Sarasota’s most sought-after coastal markets. Situated on a generous 0.31-acre corner lot on the quiet residential north end of Siesta Key, this 3-bedroom pool home offers exceptional potential for renovation, redevelopment, or a custom luxury rebuild. With strong underlying value driven by location, investors and builders will appreciate the property's proximity to Siesta Key Beach, Siesta Village, waterfront dining, and shopping, while still enjoying the privacy and charm of an established island neighborhood. Large corner lots in this area are increasingly difficult to find, making this an attractive opportunity for those seeking long-term appreciation or resale potential. Whether your vision is a high-end coastal residence, a profitable renovation project, or a complete redevelopment, the possibilities are significant. Opportunities to purchase on North Siesta Key at a value-add price point are becoming increasingly rare. Bring your contractor, architect, and imagination—this is your chance to capitalize on one of Florida’s most desirable barrier island locations.

266 Ogden Street, Sarasota

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