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$2,800,000
4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Certificate of Occupancy received 5/27/2026 *Call today to schedule your private showing! Welcome to 276 Island Circle, an exceptional waterfront retreat nestled on an oversized lot in the highly sought-after Palm Island neighborhood of Siesta Key. Perfectly positioned along the Grand Canal and just a half-mile from the world-famous shores of Siesta Key Beach, this beautifully designed 4-bedroom, 3-bathroom residence captures the essence of luxury coastal living. Thoughtfully crafted with both elegance and functionality in mind, the home offers an open and inviting floor plan highlighted by soaring tray ceilings, abundant natural light, and impressive zero-corner sliding glass doors that seamlessly blend indoor and outdoor living. Impact-rated windows and sliders provide peace of mind while framing picturesque views of the waterfront setting. The heart of the home is a stunning chef's kitchen designed for entertaining and everyday enjoyment alike. Exquisite quartz countertops and backsplash, dramatic waterfall edges, custom solid wood cabinetry, a Wolf range with custom hood, paneled Sub-Zero refrigerator, paneled Bosch dishwasher, Sharp microwave drawer, hidden outlets, and a showstopping glass-front pantry complete with a wine cooler combine to create a space that is as beautiful as it is functional. The primary suite offers a private sanctuary with custom-designed his-and-her closets and a spa-inspired bathroom featuring dual vanities, a curbless walk-in shower, and a freestanding soaking tub. Outdoor living is equally impressive. Overlooking the Grand Canal, the resort-style backyard was designed to embrace Florida's year-round sunshine. Relax in the saltwater PebbleTec pool and spa, unwind on the sun shelf, or entertain guests on the expansive leathered marble paver deck. Boaters will appreciate the impressive, brand new 107 feet of seawall frontage, offering direct access to the waterways that make Siesta Key such a coveted waterfront destination. Beyond the property, the Siesta Key lifestyle awaits. Spend your mornings walking Siesta Key Beach, consistently ranked among the finest beaches in the world for its powder-soft quartz sand and crystal-clear Gulf waters. Enjoy afternoons exploring Siesta Key Village's collection of boutique shops, waterfront restaurants, lively cafés, and local entertainment. Whether boating, dining al fresco, watching spectacular sunsets, or simply enjoying the laid-back island atmosphere, every day feels like a vacation. Rarely does a home combine a premier Palm Island location, exceptional waterfront setting, luxurious finishes, and close proximity to Siesta Key Beach so effortlessly. 276 Island Circle offers a unique opportunity to experience the very best of Sarasota's island lifestyle.

276 Island Circle, Sarasota
$985,000
3 Beds ⋅ 3 Baths ⋅ Twitchell Ralph S Siesta Key Prop SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Tucked away at the end of quiet Estrada De Costa, a single lane road with just three homes, this unique and spacious Siesta Key 3 bedroom/3 bath lakefront property offers rare privacy, flexibility, and charm. The home was expanded in 2001, the property includes a 2 bedroom/2 bath main house, and a fully equipped one bedroom/one bath separate suite with its own private entrance, cozy living room, kitchen, walk-in closet, and screened porch with tranquil water views. Ideal for multigenerational living, guest accommodations, or income potential. Saltillo(Mexican) tile flooring flows throughout both living spaces and adds character and charm to every room, while the open layout flows seamlessly for comfortable everyday living. Sliding glass doors on the water side fill the rooms with natural light. The house did have water in the home after Hurricane Helene, so the owner completed some thoughtful and stylish renovations such as Shaker cabinets, quartz counters, subway tile backsplash, all new LG stainless steel appliances, new AC, and hot water heaters in both living spaces, and solid paneled doors throughout. New roof in 2022, and drain pipes lines in 2024. Located on Lake Rittwood, a serene neighborhood pond teeming with tilapia, turtles, ducks and birds, this home is a retreat. Stroll into Siesta Key Village, or catch sunset views at the Big Pass/Gulf public access at the West end of Givens St. and Ocean Blvd. This home offers the end-of-the-road seclusion, but still close to the wonderful activities of Siesta Key and Sarasota. Whether you're hosting guests, housing extended family, or exploring rental potential, this unique layout offers flexible living options rarely found on the Key.

4830 Estrada De Costa, Sarasota
$1,450,000
3 Beds ⋅ 3 Baths ⋅ Shells On Siesta Key SubDv. ⋅ 34242 Zip Code
The stunning three-bedroom, two-bathroom Spanish-style villa stands as a testament to resilience and quality. Experience peace of mind knowing this beautiful home endured no storm damage, standing high and dry with top-notch construction that allowed for zero impact from recent storms. Purchase with confidence, as this beachside sanctuary continues to shine. Nestled on a serene, private lane just off Beach Road, this enchanting villa offers unparalleled access to Sista Key Beach, with no roads to cross before your toes touch the soft, white sands and tranquil Gulf waters. Recent updates include a newer roof and air conditioning system, ensuring modern comfort for years to come. With its elegant Mediterranean charm and modern touches, the home invites you through a private gate and features luxurious glazed Spanish tile flooring, beautiful curved archways, and timeless bathroom accents. The villa boasts a a spacious layout with natural light flowing through every room, creating a warm and welcoming atmosphere. The thoughtful design includes an elevator for easy access across the levels and a charming open air terrace off the dining room, perfect for enjoying Florida's gentle breezes. A garden entry provides additional character, while partial Gulf views from the bedroom allow you to wake up to serene, coastal views every day. Parking is convenient with a spacious garage for tandem parking, complementing the vill's many desirable features. The low HOA fees (just $125 per month) and the flexibility of using the villa as a private residence or a desirable rental make this property a rare find. Plus, access to a pool is available if managed by Beachside Management. Don't miss the opportunity to own this elegant Mediterranean villa, perfectly positioned for beachside living on Siesta Key. Whether as a primary residence or investment, this property promises a life of luxury, tranquility, and unmatched Gulf-side beauty.

221 Tenacity Lane, Sarasota
$1,475,000
3 Beds ⋅ 3 Baths ⋅ Siesta Towers SubDv. ⋅ 34242 Zip Code
Perched high above the shoreline, Residence 8C at Siesta Towers delivers nearly 360-degree views spanning the Gulf, Big Pass, Sarasota Bay, and the twinkling downtown skyline. From glowing sunsets to sparkling city lights, this vantage point is among the most extraordinary on Siesta Key. Rarely available, this three-bedroom, three-bath residence has just undergone a complete, top-to-bottom remodel. Every detail was thoughtfully curated with today’s luxury buyer in mind—offering the ease of brand-new finishes within an iconic Siesta Key location. Designed with a sleek, modern aesthetic, the open floor plan showcases impact-rated windows and sliding glass doors, wide-plank luxury flooring, custom recessed lighting, and a seamless indoor-outdoor flow. The all-new designer kitchen is appointed with quartz countertops, custom soft-close cabinetry, premium stainless-steel smart appliances, and a striking island ideal for entertaining. Each of the three en-suite bathrooms has been fully redesigned with spa-level finishes, frameless glass showers, elegant tilework, and contemporary fixtures. The spacious primary suite is a retreat in itself, featuring a tranquil en-suite bath and panoramic water views. Siesta Towers is a secure, well-managed waterfront community offering an enviable lifestyle. Building amenities include secure access-controlled entry, 24/7 security, a remodeled club room, fitness room, heated waterfront pool, BBQ grills, fishing dock, social dock, bike storage, and more. Just beyond your door, Siesta Village’s restaurants, shops, and nightlife are a short stroll away, with the powdery sands of world-renowned Siesta Beach minutes from home. This residence combines the rarity of a three-bedroom layout with a brand-new, complete remodel and nearly all-around views—an exceptional opportunity to own one of Siesta Key’s most striking vantage points.

4822 Ocean Boulevard Unit 8C, Sarasota
$1,400,000
3 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
JUST REDUCED!! SIESTA ISLES Waterfront Gem. Experience the best of Siesta Key living in this well maintained 3-bedroom + den, 3-bath pool home with 135+ feet of frontage on the Grand Canal. Situated on an oversized 15,269 sq ft /.35-acre lot, this residence offers the perfect blend of privacy, upgrades, and waterfront lifestyle. Situated well back from the street, the home opens with a welcoming foyer and expansive great room featuring vaulted ceilings, impact windows and impact sliding glass doors flooding the space with natural light while framing serene garden and waterway views. Two bedrooms feature en-suite baths and direct access to the back yard, while the primary suite’s bath connects conveniently to the pool area. Enjoy the privacy of this tropical retreat, swim in the sparkling pool, rinse off in the outdoor shower, or launch kayaks and paddleboards from the floating dock. With space to add a full dock or lift, boaters will love the water access via one fixed bridge to the Intracoastal Waterway. Practical updates bring peace of mind, including a durable metal roof and maintenance contracts for irrigation, AC, pest control, and alarm systems. The home has county water and sewer and there's a shared irrigation well that sustains the mature landscaping. The home experienced NO WATER INTRUSTION during last year’s storms and is truly move-in ready. A winding walkway through lush landscaping leads to the waterfront patio, while an extended brick paver driveway offers ample guest parking. Just minutes from Siesta Key’s world-famous beaches and The Village’s varied dining and shopping options, this home is ideal as a full-time residence or lucrative rental investment. Don’t miss your chance to own a slice of paradise on the Grand Canal—schedule your private showing today!

5215 Cape Leyte Drive, Sarasota
$869,000
4 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Welcome to your slice of paradise on Siesta Key. This beautifully updated 4-bedroom home offers the perfect blend of coastal charm and modern comfort, nestled on a peaceful, tree-lined street in one of the island’s most sought-after neighborhoods. Step inside to discover a bright, airy interior filled with natural light, where spacious living areas flow effortlessly into a large open-air pool, ideal for relaxing afternoons or entertaining under the sun. The heart of the home is designed for easy Florida living, with a thoughtful layout that invites connection and calm. The primary suite features a generous walk-in closet and a calming, private ambiance, perfect for unwinding after a day in the sun. Recent upgrades include a new roof installed in 2021 and a high-efficiency HVAC system from 2020, offering peace of mind and year-round comfort. Outside, the hardscaped, low-maintenance yard adds tropical appeal without the upkeep, while the paver driveway enhances curb appeal with a touch of elegance. Whether you're hosting poolside gatherings or enjoying quiet mornings with coffee and birdsong, this home delivers the kind of lifestyle that feels like vacation every day. And with Siesta Beach just minutes away, you’ll have world-class sand and surf practically at your doorstep. Move-in ready and lovingly maintained, this property is more than a home, it’s a serene escape in the heart of paradise. Did not flood during 2024 storms.

795 Plymouth Street, Sarasota
$1,595,000
3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Just minutes from the powdery white sands of Siesta Beach and the vibrant energy of Siesta Key Village, yet tucked away on a quiet, oak-shaded street, 5121 Oxford Drive is a 3-bedroom, 3-bath waterfront pool home. Located on the coveted Grand Canal, with 50 feet of deep-water frontage, you’ll be on the bay in just minutes. A brand-new dock and 10,000 lb. lift (2025) are ready for your boat, and the property is golf cart–friendly, allowing you to cruise easily to the Village or beach. For the right buyer, furnishings, the golf cart, and even the boat are negotiable, creating a truly turnkey opportunity. Every major upgrade has been completed so you can enjoy the home from day one. Impact-rated low-e sliders and exterior doors (2025) fill the space with natural light and security. The durable metal roof is built to last, while all-new HVAC systems (2025), a whole-home dehumidifier (2025), and a tankless water heater (2023) ensure modern comfort. The garage features hurricane-rated insulated doors (2020), a mini-split A/C (2025), and epoxy flooring (2025)—perfect for keeping your toys protected in style. The gourmet kitchen, fully renovated in 2023, boasts quartz counters, high-end stainless steel appliances, custom solid wood cabinetry and a sleek coastal design. The master bath (2024) feels like a spa retreat, and even the fireplace area was refreshed in 2021, adding a warm focal point to the living space. The living area flows onto wraparound balconies made from Cumaru Brazilian teak, overlooking the sparkling new saltwater pool (2024) with electric heater, marble travertine pavers, and all-new equipment. This property is made for the lifestyle you’ve been dreaming about - morning coffee as boats glide by, afternoons on the water, and evenings walking or taking the golf cart to dinner in the Village. Whether you’re seeking a full-time residence, a vacation getaway, or a high-demand rental, 5121 Oxford Drive delivers it all - turnkey option, fully upgraded, and ready for you to enjoy.

5121 Oxford Drive, Sarasota
$1,200,000
4 Beds ⋅ 3 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code
A rare investment opportunity awaits with this proven income-producing property on world-renowned Siesta Key Beach. Located within the beautifully maintained Island House Beach Resort, this unique offering includes two units in one building, complete with a two-car carport and additional storage. Flexible rental options allow it to be used as a full 4-bedroom rental, two separate 2-bedroom units, or you can live in one and rent the other—offering excellent versatility and income potential. Recently renovated, the property features hurricane-impact windows, 3M-tinted sliders, and is being sold turnkey furnished for immediate use. Enjoy private beach access with cabanas, beach chairs, and lounges, just a short walk from your doorstep. The resort also offers a spacious beachside courtyard with patio seating, gas grills, and shuffleboard courts—perfect for relaxing or entertaining. The recreation center includes a full-length heated swimming pool, pool table, ping pong, and air hockey, providing plenty of options for fun and relaxation. Ideally located just minutes from Siesta Key Village, downtown Sarasota, and steps from the sand, this is your chance to own a slice of paradise with excellent income potential.

6150 Midnight Pass Road Unit Unit 10 A&B, Sarasota
$2,400,000
4 Beds ⋅ 3 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
Beautifully Newly Upgraded Waterfront Home on Siesta Key – 4BR | 3BA | Canal Front | Solar-Powered Discover your private oasis in this beautifully updated two-story home located directly on Siesta Key Island. Nestled at the end of a quiet cul-de-sac, this 4-bedroom, 3-bath residence offers the perfect blend of luxury, comfort, and island living — all within an A+ rated school district. Waterfront Living at Its Finest Set along a peaceful canal with easy boating access to the Intracoastal and Gulf of Mexico, this home is a dream for water lovers. NEW Roof 2025, NEW Hurricane Impact Doors & Windows 2024, NEW 10,000 lb Boat Lift, Sea Wall, Heated Pool & Spa, whole house Generac natural gas Generator. Enjoy fishing, kayaking, or paddleboarding from your backyard, or simply relax as palm trees sway. Sunset skies paint your view in stunning pastel colors. Thoughtful Layout & Design the main living space is on the second level, maximizing natural light and treetop views through large new impact sliding glass doors and windows. The Florida room and open living areas provide a bright and airy feel, complemented by a dimmer-controlled lighting system. •Primary suite is privately located just off the main living area . •Gourmet kitchen includes a GE Elite fridge/freezer and dishwasher, JennAir gas stove and microwave, reverse osmosis water filtration system, and stylish finishes. •Additional rooms include a large office, bonus room, and dedicated laundry room—perfect for modern living. Upgrades & Features •38-panel solar energy system (installed 2019) •Beautifully landscaped even a Putting Green •Ample outdoor space for relaxing or entertaining Location, Location, Location minutes to world-renowned Siesta Key Beach, dining, shopping, and all the conveniences of Sarasota for a relaxed coastal atmosphere. This rare MOVE IN READY canal-front gem offers a true slice of paradise on one of Florida’s most coveted barrier islands.

5168 Sandy Cove, Sarasota
$775,000
4 Beds ⋅ 3 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Exceptional redevelopment opportunity in Bay Isles on Siesta Key—where short-term rentals are permitted! The current home experienced water intrusion and damage during recent storms. This property is being sold for land value only. This generously sized parcel is two lots totaling 16,200 square feet (.37 acres), 90 ft of frontage and 181 feet deep. The lot spans the entire block from Anglin Dr to Flamingo Dr along Siesta Dr. No other residence backs up to it. This offering is an ideal canvas for a sizable custom home, pool, and pool-home. Whether you're a builder looking to create a luxury island residence or an investor eyeing short-term rental potential, this location delivers. In a quiet, established neighborhood, just a short distance from Siesta Key Beach and Siesta Village. Easy access to the mainland via the north bridge. A true strategic build site on Siesta Key.

3480 Anglin Drive, Sarasota
$1,000,000
3 Beds ⋅ 3 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code
Opportunity Awaits on this .37 of an acre (approximate dimensions 100' x 158') on Siesta Key with Western Exposure. The existing structure is ready to be removed and a new home would be best suited for this great lot. Current structure features 3BR/3BA with a pool ~ but the home did suffer severe water damage and is now being "sold as is" for lot value only. This nice, oversized lot has a great location ~ just a short bike ride to Siesta Village.

4920 Higel Avenue, Sarasota
$2,150,000
4 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Own a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Originally crafted in 1957 by Frank Coleman and Tollen Twitchell, two influential figures in the Original Sarasota School of Architecture, this home seamlessly blends historical character with modern luxury. Boasting 2,500 square feet of light-filled living space, this 4-bedroom, 3-bathroom residence has been meticulously renovated while preserving its original architectural integrity. Clean lines, expansive impact windows, and an open floor plan define the home’s iconic style, inviting the outdoors in and creating a sense of calm sophistication throughout. Inside, the split floor plan provides distinct zones for privacy and connection. The primary suite is a sanctuary of its own, complete with private access to the outdoors, a luxurious bath featuring a freestanding soaking tub, and a marble-lined walk-in shower. On the opposite side of the home, three additional guest bedrooms provide comfort and style—including a junior suite with its own private bath, full marble detailing, and oversized picture window with views of the pool and deck area. High-end renovations include: New commercial-grade roof (30-year lifespan); High-impact windows and doors throughout the home; Durable wood-grain tile flooring; Quartz waterfall countertops & custom wood cabinetry in the kitchen; Floor to ceiling marble tile in all bathrooms; All new major appliances including HVAC, pool equipment and water heater; Spray foam insulation throughout the home for an extra layer of protection; and designer finishes and curated lighting throughout. Step outside to your personal paradise: a heated saltwater pool with screened enclosure, surrounded by lush tropical foliage for complete privacy and serenity. The home is ideally located just blocks from Roberts Bay and less than a mile from the award-winning crystal sands of Siesta Key Beach. A true retreat, the lushly landscaped double lot offers unmatched privacy and space—perfect for entertaining or simply relaxing beneath the tropical canopy. Whether you're a collector of architectural homes, a beach lover, or simply someone looking for the rare blend of heritage, location, and luxury, this one-of-a-kind property is your opportunity to own an iconic piece of Sarasota’s rich design legacy.

4879 Commonwealth Drive, Sarasota
$975,000
3 Beds ⋅ 3 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code
Price Improvement! Don’t Miss This Waterside East Gem in Siesta Key! Amazing opportunity to own a pool home with a seawall and dock—ready for your creative vision. Whether you choose to renovate and update the existing home or build a brand-new waterfront retreat, this location is unmatched. Tucked away on a peaceful cul-de-sac just off the Grand Canal, the home features: • Large circular driveway for easy access and ample parking • Open floor plan with split-bedroom layout for added privacy • Sparkling pool just resurfaced with brand-new equipment installed • Private dock with direct water access for boating and water activities While the home is in need of some updates, the potential here is incredible—whether as an investment property or your dream residence. All this, just minutes from world-class beaches, shopping, dining, and entertainment. Property is being sold As-Is—buyer to verify all information.

568 Venice Lane, Sarasota
$1,450,000
3 Beds ⋅ 3 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code
PRICE REDUCED $100,000 — FULLY FURNISHED* Whether you are looking for the IDEAL SECOND HOME that's furnished, has a pool and low maintenance grounds, or a PERFECTLY APPOINTED, remodeled with DESIGNER LIGHTING, 3 bedroom home, this fits the bill. Welcome to Roberts Point Road, one of the most desirable streets on Siesta Key—just steps to Shell Beach and minutes to the North Bridge for easy mainland access. This coastal residence blends island charm with smart, modern updates and is offered fully furnished for immediate, effortless enjoyment. Enter through a tranquil, private courtyard—perfect for quiet mornings or intimate evenings—into a dramatic, sunlit interior with soaring 22' ceilings and grand windows. The open-concept living area is anchored by a beautifully appointed, REMODELED KITCHEN with a center island, high-end fixtures, and dining space. Seamless indoor-outdoor living extends to a front courtyard patio with a HEATED POOL and a conveniently fenced, turfed backyard space that’s both low-maintenance but perfect for a dog run. The first-floor primary suite offers direct access to the courtyard balcony, dual walk-in closets, and a REMODELED dual vanity LUXURIOUS BATH. Enjoy two laundry rooms for ultimate convenience—one downstairs adjacent to the primary suite and a second laundry upstairs. The upper level provides two flexible bonus areas—ideal for a MEDIA LOFT and a DEDICATED OFFICE SPACE with built-in cabinetry. Signature updates include: NEW 2024 ROOF (big-ticket item complete), NEW POOL HEATER, NEW PAVER DRIVER and NEW PRIVACY LANDSCAPING—all enhancing comfort, curb appeal, and peace of mind. Bike to Siesta Key Beach, or head to Siesta Key Village, Southside Village, and downtown in minutes. CALL TODAY TO VIEW this the perfect, fully-furnished* island home—freshly updated, beautifully appointed, and ready now. (*staged items n/a).

4108 Roberts Point Road, Sarasota
$915,000
2 Beds ⋅ 3 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
BEACH! BAY! ENJOY PANARAMIC BAY VIEWS FROM THIS UPDATED RESIDENCE. Kitchen with solid surface countertop, stainless appliance. Two bedroom suites with private bath, walk-in closets laundry in residence. Additional room off foyer for den and storage. Turnkey Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: beach, boat docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, kayak storage, library, billiards, game room, clubhouse, two heated pools and gas grills, PET FRIENDLY! Tropical gardens add to the appeal of Island Reef and this wonderful community and is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots, dancing and live music every night of the week!

8779 Midnight Pass Road Unit 506H, Sarasota
$800,000
2 Beds ⋅ 3 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
BEACH! BAY! ENJOY THE BAY VIEWS FROM THIS UPDATED REESIDENCE! IMPACT WINDOWS!! Kitchen with Granite countertop, stainless appliance, beverage refrigerator, two spacious bedrooms with private baths and walk-in closets. Powder room off foyer. Laundry in Residence. Turkey Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

8779 Midnight Pass Road Unit 406H, Sarasota
$975,000
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
$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
$925,000
3 Beds ⋅ 3 Baths ⋅ Siesta Manor SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Welcome to 396 Avenida Madera! Nestled in the heart of the Siesta Key Village and walking distance to world renown Siesta Key Beach presents a rare opportunity to own prime land. The very last lot at the end of a cul-de-sac offers a novel setting for your tranquil escape to over 112 feet of direct saltwater canal access. Having had storm damages from Helene & Milton, seller has professionally remediated the home: selling as is, for land value. Seller's highlights include a new concrete seawall built in 2023. Seller has made your renovation plans easy with optional estimates for completion with which to add your personal touches and preferences. Perhaps you'll agree this prime location is rather the proper ground to start fresh and build a custom waterfront retreat. Wake up to spectacular sunrises on your waterfront porch where you can enjoy morning coffee and tea with views of the canal. A short ten minute walk leaves you in breathless beauty of powdery sands and crystal-clear waters at Siesta Key Beach Access #3. And in the evenings, a five-minute stroll brings you top-rated dining and entertainment. Take advantage of an unparalleled opportunity to live in paradise and own a property that has it all.

396 Avenida Madera, Sarasota
$400,000
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
$1,527,000
3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
TWO BUILDABLE LOTS! Motivated Seller! Incredible opportunity to build your dream home—or two—on Siesta Key’s iconic Grand Canal. This exceptional waterfront property is located on picturesque Oxford Street, a charming canopy road with direct boating access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Features include an updated seawall cap, a rare covered boat slip and lush, tropical vegetation. A storm-damaged home remains on-site; boundary survey, topographical survey, demolition estimate are on attachment. Ideally situated just minutes from the powdery white sands of world-renowned Siesta Key Beach and the energetic Siesta Key Village, where you can stroll through charming boutiques, restaurants that offer fresh seafood, sip cocktails at lively beach bars, and soak up the island’s carefree, tropical spirit. Nestled amid lush tropical vegetation, this waterfront property invites you to embrace a luxurious island lifestyle. Enjoy boating, kayaking, paddleboarding, and fishing right from your backyard, surrounded by the natural beauty of one of Florida’s most sought-after coastal communities. While offering peaceful island serenity, the property is also just moments from downtown Sarasota, where world-class cultural attractions, gourmet dining, and vibrant entertainment await. It’s the ideal blend of relaxed coastal living and city convenience.

5033 Oxford Drive, Sarasota
$900,000
3 Beds ⋅ 3 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code
Experience the ultimate in luxury living in this stunning 3-bedroom, 3-bath residence in the exclusive Dolphin Bay community on Siesta Key. With its expansive 2200 square feet of interior living space, multiple outdoor areas, and beautifully appointed features like plantation shutters and a gourmet kitchen, this property is the epitome of elegance. Enjoy breathtaking views of the Intracoastal from the expansive 45-foot wrap-around screened lanai, perfect for sipping morning coffee or evening cocktails. As a resident of Dolphin Bay, you'll have access to a range of exceptional amenities, including Har-Tru clay tennis courts, a heated pool and spa, fitness center, and private pier and dock. With its serene and private setting, abundant storage, and pet-friendly policy, this incredible property is the perfect haven for those seeking a luxurious island lifestyle. Take advantage of the Siesta Key Trolley to explore the vibrant Main Village, with its array of dining, shopping, and entertainment options. This residence also comes with a private 2 car garage which is hard to come by on Siesta Key.

1240 Dolphin Bay Way Unit 304, Siesta Key
$2,550,000
4 Beds ⋅ 3 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Welcome to 601 Avenida De Mayo, a stunning waterfront home nestled in the heart of Siesta Key. This exquisite property offers a rare opportunity to live in one the most coveted locations on the island, just a short walk from the the Village, powdery sands and crystal-clear waters that Siesta Key is renowned for. This exceptional property features a spacious double lot, offering ample outdoor space and a beautifully landscaped garden that enhances the home's curb appeal. Privacy is a paramount, with a private gate leading you into your own tropical oasis. The expansive grounds provide a perfect setting for relaxation or entertaining, with a sparkling pool and dock complete with a new 16,000 pound boat lift. Inside, the home boasts three levels of beautifully designed living spaces. The first floor features a spacious playroom and movie room, perfect for family gatherings and entertaining guests, with easy access to the screened lanai and pool area. The second floor is dedicated to comfort and privacy, with a luxurious master bedroom, a well-appointed en-suit bath, two master closets. Two additional bedrooms and one more bathroom complete this level, providing plenty of space for family and guests. The third floor is a true highlight, offering an open-concept kitchen, living room, and large bedroom, bathroom. The bright, airy space is perfect for both relaxation and entertaining, and the terrace provides an ideal setting to enjoy sunsets. For those who love to entertain or simply enjoy the beauty of Siesta Key, this waterfront retreat offers a unique compination of luxury, privacy, and unparalleled access to the Gulf and the vibrant life in Siesta Village. Don't miss your chance to own this incredible property-your piece of paradise on Siesta Key.

601 Avenida De Mayo, 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
$1,375,000
3 Beds ⋅ 3 Baths ⋅ Somerset Cay SubDv. ⋅ 34242 Zip Code
In one of Siesta Key's most desirable buildings, Somerset Cay offers a very unique chance to own an opulent three-bedroom, three-bathroom waterfront home. The comforts of a condominium lifestyle are combined with the seclusion of single-family living in this property. With a private gate leading down to the pool and dock, residents may enjoy colorful sunsets from the expansive 900 square foot, two-level waterfront terrace/lanai that faces west. A limited elevator and lobby provide safe access, and the elevator travels straight to a private foyer on the second story. Bamboo flooring, a combination of tile and carpeting, crown molding, plantation shutters, granite countertops, large walk-in closets, high ceilings, an in-unit laundry room, an immense two-car garage, and a separate storage area are just a few of the interior features. With features including a fitness center, a grill area ideal for gathering, and a glittering pool and spa, the exclusive Somerset Cay neighborhood encourages a resort-style lifestyle. There is a kayak launch, a new kayak lift, kayak storage indoors, and direct sailboat access to the bay and Intracoastal Waterway, which eliminates the need to cross bridges. The freshly rebuilt Midnight Pass offers easy access to the Gulf of Mexico. With just 17 residences in the complex, Somerset Cay offers an unparalleled degree of seclusion and peace. This second-floor home is ideally located close to Turtle Beach, the well-known Ophelia's Restaurant, Turtles Bar & Grill, and South Key Marina on the southern end of Siesta Key. Locals can browse the stores. Some photos have been staged.

9122 Midnight Pass Road Unit 24, Sarasota
$2,100,000
3 Beds ⋅ 3 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Sold Data Purposes Only.

3820 Flamingo Avenue, Sarasota
$1,910,000
3 Beds ⋅ 3 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
Your dream home awaits — this rarely available, turnkey furnished, 3 bedrooms, with 2 ½ baths, offers 1919 sq ft of luxurious living space. This stunning end unit at the prestigious Gulf & Bay Club boasts expansive windows filling the condo with natural light and providing breathtaking views of the freshwater lakes and fountains. The open kitchen is the heart of the condo featuring Corian countertops, Kitchen Aid appliances, and a walk-in pantry. Both full bathrooms offer dual sinks, and both walk-in closets have built-in organizers offering ample storage. Enjoy serene evenings on the enclosed lanai and year-round comfort with the brand-new AC. Located within the exclusive 24-hour guard gated community of Gulf & Bay Club on Siesta Key, this condo offers access to top-notch amenities spread across 32 acres. Relax on a beach chair on your 800 ft of private white quartz sandy beach — named #1 in the country and #4 in the world! Featuring 3 swimming pools, 3 dry saunas, a fitness center with an indoor spa, and 2 clubhouses, one of which is equipped with a lending library and pool table. Engage in various activities including racquetball, basketball, shuffleboard, tennis, and pickleball. Multiple BBQ areas and lush landscaping throughout the property invite outdoor gatherings, and Wi-Fi available throughout the complex keeps you connected. Additional conveniences include electric car charging stations, a car wash area, organized social groups for golf, tennis, pickleball, and cards, and a guest suite rentable only by owners. This is coastal living at its finest — a perfect combination of luxury, comfort, and community. Don't miss the opportunity to make this extraordinary condo your home.

5780 Midnight Pass Road Unit 501B, Sarasota
$1,650,000
3 Beds ⋅ 3 Baths ⋅ Bayou Louise - 28 SubDv. ⋅ 34242 Zip Code
Experience the best of every world, boating life, beach life and city life—in this beautifully REMODELED WATERFRONT HOME with an expansive and exquisitely landscaped private lot on the DESIRED NORTHERN TIP of Siesta Key. Fully renovated, this 3-bedroom, 3-bath property boasts a BRAND-NEW ROOF, NEWER CAPPED SEAWALL, BOAT LIFT (10,000-pound capacity) AND DOCK. A stunning NEW KITCHEN AND APPLIANCES, NEW BATHROOMS, and fresh interior paint throughout, and fireplace. Located on Bayou Louise, this home offers direct access to Sarasota Bay and is just 3 blocks to Shell Beach on the Gulf of Mexico. Siesta Key continues to be ranked the #1 beach in the USA, and this location provides easy access to the mainland and downtown Sarasota—a rare combination of privacy, lush tropical landscaping, and convenience to all that downtown Sarasota has to offer. Step inside the walled courtyard entry, where a tranquil reflecting pool and fountain welcomes you. Inside, the spacious living room overlooks the picturesque saltwater pool and spa, while French doors throughout the home open to serene garden, with views to a wonderful garden oasis. The split floor plan ensures privacy, with the primary suite featuring a private outdoor shower that connects to a spa-like ensuite bath. Recent updates include a fully remodeled kitchen with quartzite counters, a large island, brand new appliances, as well as stylishly renovated bathrooms and a screened in lanai facing beautiful sunsets over the Gulf of Mexico. A new hurricane impact garage door (2018) and an oversized storage closet provide ample space, with an additional accessory building for extra storage. With direct access to the open waters of Sarasota Bay, this is a boater’s dream. Whether you’re looking for a permanent residence or a private coastal retreat, this home perfectly blends Old Florida charm with modern luxury. Located Just minutes away from the Out of Door Academy campus, this location is ideal for families as well. Don't miss this one-of-a-kind opportunity! * Music lovers will be delighted as the purchase of this home also includes one year of complimentary membership to the exclusive Whiteleaf Private Concert Club where you can enjoy a discreet luxury celebrity concert series. www.whiteleafconcertclub.com Whiteleaf Private Concert Club – Sarasota’s exclusive rendezvous for an unforgettable blend of luxury and live entertainment.

110 Faubel Street, Sarasota
$1,225,000
3 Beds ⋅ 3 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code
Stay high and dry at this incredible opportunity on the north end of world-famous Siesta Key (NO damage from ANY of Sarasota’ recent hurricanes). Come to this property at the end of a quiet dead-end street and make it your island getaway or use it as a short-term rental (it is located in the city of Sarasota limits), where guests can simply walk around the corner to Shell Road Beach. 123 Faubel sits on a massive lot, over 15000 square feet (more than a third of an acre), serving as a private oasis on this beautiful island. The super cute Cape May Style home features an open kitchen and large office/den space on the main floor, all with gorgeous real wood flooring and lit up with natural light filtering through the main living area’s tall windows. Step through French doors onto the spacious BRAND-NEW wood deck overlooking all the space in the backyard, a wonderful spot to enjoy a breezy evening or to entertain friends. There is a generously sized master bedroom, along with two other bedrooms, on the second floor. Perhaps the coolest and unique feature of the home is the light and bright "Widow's Peak" on the very top floor, an absolutely wonderful cozy spot with a view of the downtown Sarasota skyline to the north, and a glimpse of the waters of Big Sarasota Pass to the west. Come here to find some solitude or catch a sunset. In 2021 the home was outfitted with a metal roof, the best one can get. A concrete driveway was just installed on 3/19 and new impact rated garage doors are now in as well. The happening Siesta Village, a great place for dinner, a gelato, or an evening stroll, is just a short bike ride away. From there one can also easily access the island’s renowned beach. The opportunities are endless at this property, and this is your chance to make the enviable Siesta Key living your very own. Schedule your showing today!

123 Faubel Street, Sarasota
$825,000
4 Beds ⋅ 3 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Huge Price Reduction.....Motivated Seller.....Location and opportunity...Don't miss this 4 bedroom, 3 bath pool home that sits on a well positioned larger lot with 97 ft. of canal access. The home was impacted by hurricane Helene but has been remediated and is ready for renovations, redesign or rebuild. The existing open floor plan features a large kitchen and dining area, living room with wood burning fireplace, sun room overlooking the pool and split bedrooms. Located walking distance from the vibrant Village of Siesta Key and Siesta Key Beach which was recently voted the #1 beach in the USA and #4 in the world. There is easy access to downtown Sarasota to visit the arts district, theater, fine dining, and shopping at St. Armands Circle. Endless opportunities to live in paradise and experience all Siesta Key has to offer. Schedule your showing today.

514 Ralph Street, Sarasota