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Under Construction. Discover La Linda, an exclusive collection of
eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in ...
Tucked away in a peaceful, private setting overlooking the tranquil, shimmering lagoon - with its abundant fish, birds, and aquatic life - this beautifully updated 3 Bed/...
Welcome to your coastal retreat in the form of this secluded, 2 bed/2 bath freestanding villa with one car garage in the premiere GULF FRONT property of Whispering Sands....
Beautifully renovated 4-bedroom, 4-bath pool home tucked behind the gates of the exclusive Sanderling Club. Surrounded by a grandfathered privacy wall and lush tropical f...
Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coa...
Island living meets easy everyday comfort in this turnkey furnished Siesta Key pool home. With 3 bedrooms, 2 bathrooms, approximately 2,168 square feet of living space an...
A standout Siesta Key property offering space, privacy, versatility, and strong income potential in one exceptional package. Set on an oversized double lot within the cit...
Discover the ultimate expression of luxury coastal living in the heart of Siesta Key. This extraordinary 9-bedroom, 9.5-bath property is a true architectural showpiece, o...
Pre-Construction. To be built. Discover timeless coastal elegance in this upcoming traditional-style new construction home, perfectly situated in the highly coveted Bay I...
PRICE IMPROVEMENT! Now the lowest priced 2 bed/2 bath on the Gulf side of Midnight Pass plus the added bonus of in-unit laundry, this Siesta Key condo offers unmatched va...
A 2-minute walk across your private footbridge to secluded beach access, this 12,684-square-foot property in Heron Lagoon presents a rare opportunity to own in one of Sie...
Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating a...
~Experience elevated coastal living in this fantastic BEACH HOUSE right in the heart of SIESTA KEY VILLAGE~ This beautiful home boasts 8 bedrooms + an additional bonus ro...
Unlock a rare opportunity to own a high-performing nightly-rentable vacation property in the coveted Golden Triangle of Siesta Key—one of the most desirable short-term re...
Price Reduced! Spacious island living, strong weekly rental income, and a prime north Siesta Key location come together in this beautifully maintained 5-bedroom, 3-bath ...
Tucked inside the private enclave of Siesta Cove, this beautifully updated island home offers that rare blend of privacy, space, and an easy walk to world-famous Siesta K...
Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water view...
A compelling canvas for architectural vision on the shores of Little Sarasota Bay. At the end of a quiet street in the established Siesta Key Midnight Harbor neighborhood...
Welcome to the home you've been waiting for! Your opportunity to own a fully updated island retreat pool home on world-famous Siesta Key. Imagine waking up minutes from p...
Welcome back to 648 Beach Road, Siesta Key beachfront living, reimagined.
You’ve seen it before. Now, experience it like never before.
Reconstructed, reimagined, an...
Pre-Construction. To be built. Dreaming of building a brand-new home on Siesta Key but not sure where to start? Have you ever built a bonfire on the beach and had 50 of y...
Everything is brand new in this beautifully renovated, turnkey furnished two bedroom, two bath end-unit villa offering an exceptional Siesta Key beach lifestyle just step...
Virtually Staged. Welcome to this beautifully renovated ranch-style home, ideally located within minutes to the #1 beach in the United States—Siesta Key Beach! Set on an ...
DEEDED SIESTA BEACH ACCESS! Perfect Snowbird Getaway! Mid Siesta Key, highly sought after, free-standing villa with it’s own private courtyard front, side and rear. Ma...
Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a lar...
Rising above an enviable stretch of shoreline, this Gulf-front estate showcases timeless architecture and coastal refinement. Designed by CMSA Architects and completed in...
Freshly completed and built safely 10 feet above the island’s flood plain, 5103 Windward is a spectacular new waterfront residence where elevated design meets effortless ...
Virtually Staged. Under Construction. New Construction. This stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating...
Virtually Staged. Under Construction. Be the first owner of this exceptional new construction home. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota B...
A timeless coastal estate with an air of refined European elegance, this gated waterfront residence on the protected deep waters of Cocoanut Bayou harmonizes classic arch...
WHY SPEND 30–45 MINUTES IDLING THROUGH CANALS WHEN YOU CAN REACH SARASOTA BAY IN LESS THAN 3 MINUTES? Offering exceptional open-water access on Siesta Key under $2.4 mill...
There is only one – Point of Rocks. This is luxury living … served on the rocks. Welcome to Point of Rocks, a home crafted with the same care, balance, and attention to d...
Under Construction. Incredible opportunity in highly desirable Bay Island, easy access to downtown Sarasota and Siesta beaches. Currently under construction with acclaime...
Under Construction. Introducing one of Hidden Harbor’s most significant new offerings—a waterfront estate meticulously crafted by Dynan Construction Co. one of Sarasota’s...
NEW PRICE! Waterfront. Private. Completely refreshed. Welcome to 8008 Midnight Pass Road, where your backyard becomes your gateway to the Siesta Key lifestyle. Experience...
Discover waterfront living on the coveted north end of Siesta Key. Set along South Coconut Bay with access to Roberts Bay and the Intracoastal Waterway, this sprawling es...
Pre-Construction. To be built. Pre-Construction Waterfront Estate | The Sanderling Club, Siesta Key. Experience the pinnacle of coastal luxury with this rare 6-bedroom, 5...
Tucked away on the quiet, residential north side of Siesta Key, this once-charming 2-bedroom pool home is ready for its next chapter. The property was impacted by last su...
One or more photo(s) has been virtually staged. This exquisitely reimagined waterfront estate embodies modern luxury and serene exclusivity, offering 174 feet of prime wa...
Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five...
Step into your slice of paradise with this amazing lifestyle opportunity in Siesta Key's esteemed Island House Beach Resort. This impeccable 2-bedroom, 2-bath luxurious ...
Coastal Luxury Villa with Thai-Inspired Elegance Now Offered at $995,000
Experience the best of Siesta Key living in this beautifully renovated two-bedroom, two-bath v...
Luxury Living in the Heart of Siesta Key!
This beautifully designed coastal retreat offers 7 bedrooms, 7 full bathrooms, and 2 half baths, providing plenty of space fo...
Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta ...
A newly completed Gulf-front estate of exceptional caliber, this architectural triumph by Murray Homes redefines modern coastal luxury on Siesta Key. Poised on a rare 0.5...
Pre-Construction. To be built. Rare Opportunity on Siesta Key – Expansive Corner Lot with Private Beach Access + Custom Coastal Estate by SeaSafe Homes.
A truly rare o...
Under Construction. A rare opportunity to own a beautifully crafted custom home on Siesta Key by Nutter Custom Construction. This stunning custom residence is now nearing...
Pre-Construction. To be built. Seller Will Consider All Offers.
Pre-construction new construction land and home package offered with Yoder Homes as the builder, ideally...
4Beds
5Baths
No Subdivision: Sarasota County Prop AppraiserSubDv.
Investor's Dream - Short term rentals allowed here at this amazing Siesta Key home. Designed specifically to cater to large groups, this brand new home comes fully furnis...
Virtually Staged. One or more photo(s) have been virtually staged. Immerse yourself in the tranquility of 5331 Siesta Cove Drive, a stunning jewel situated on a corner lo...