Siesta Key Real Estate

Experience the best of Siesta Key living in this beautifully updated 2 bedroom, 2 bath condo on the 3rd floor of Sunrise Cove. Offered turnkey furnished, this inviting re...

Experience elevated coastal living in this exceptional 5-bedroom, 5.3-bath contemporary retreat, ideally located just steps from world-famous Siesta Public Beach and a sh...

Welcome to effortless island living in one of Siesta Key’s most sought-after family-friendly neighborhoods. Nestled on a quiet street, this beautifully reimagined three-b...

Perched 15 floors above the Gulf of Mexico within The Terrace—Frank Folsom Smith's iconic beach-front landmark on Siesta Key—two corner residences were combined to create...

Opportunities to own in Sandy Cove are rare—and this residence presents the perfect chance to create your own island retreat in one of Siesta Key's most sought-after wate...

Welcome to your Siesta Key beach retreat! Perfectly positioned directly across from world-famous Siesta Key Beach, this immaculate, beautifully renovated 2-bedroom, 2-bat...

Virtually Staged. Exquisite new construction on Siesta Key redefines island luxury! Substantial progress has already taken place to complete this masterpiece. This is a r...

Escape to your own private retreat nestled amongst the trees in the desirable Landings Treehouse community! This stunning residence offers the perfect blend of modern ele...

The best Gulf views currently available at House of the Sun! This rarely available third-floor residence is ideally positioned on the south side of the building, offering...

Ready to Enjoy the Great Life? Welcome to your own piece of paradise at Island Reef, one of Siesta Key's most sought-after Gulf-to-Bay Communities. Perfectly positioned i...

Located on approximately 200 feet of open Bay frontage in one of Sarasota's most prestigious neighborhoods, this remarkable property enjoys a postcard-worthy setting on m...

Nestled in the heart of Sarasota's coastal paradise, this beautifully renovated, TURNKEY FURNISHED waterfront condominium offers exceptional bay views and the effortless ...

Maintenance-Free Living Just Minutes from Siesta Key Beach! Enjoy the Florida lifestyle in this beautifully updated 2-bedroom, 2-bathroom villa, ideally located just a...

Introducing Residence #304 at Sunset Beach, Siesta Key's newest luxury address, where sophisticated coastal design and effortless living come together in an exclusive bou...

Introducing Residence #201 at Sunset Beach—the corner model residence at Siesta Key's newest luxury address. This professionally designed showcase home offers breathtakin...

Fractional Ownership. Experience luxury beachfront living on Siesta Key through this exceptional 1/16th fractional ownership opportunity at Hyatt Vacation Club. This desi...

Discover this one-of-a-kind unit in Excelsior, featuring two spacious bedrooms and two bathrooms, complemented by an added staircase leading to a spacious second-story LO...

Live close to Siesta Key Beach, rated in the top ten beaches and in Sarasota, Florida, CNN rated as the #1 city to visit in the United States for under $375,000. This two...

Welcome to Jamaica Royale #93, a beautifully remodeled two-bedroom, two-bath garden-view condominium nestled within the lush tropical grounds of Jamaica Royale on world-r...

Turnkey furnished and beautifully reimagined in 2024, this top-floor Gulf-front residence at Fisherman's Cove offers a rare opportunity to own one of Siesta Key's most di...

ATTENTION INVESTORS, VALUE MINDED BUYERS AND HOMEOWNERS!, one of the best value for a 2 bedroom 2 bath villa currently on beautiful Siesta Key. Discover effortless isl...

Ready NOW. This exceptional waterfront estate by Dynan Construction, Sarasota's premier luxury builder, offers a rare opportunity to own a brand-new custom home without t...

Virtually Staged. Live the ultimate island life in the highly sought-after waterfront community of Siesta Isles. Perfectly positioned just 0.8 miles from the public parki...

Experience Coastal Living at its finest in this turnkey-furnished, three-bedroom, two-bath retreat tucked away on a quiet cul-de-sac in a private community just minutes f...

Perfectly positioned in the highly sought-after White Sands Village, this beautifully updated first-floor condominium offers the ideal blend of coastal living, investment...

This rare, freestanding 3-bedroom, 2-bath villa presents an exceptional opportunity to create the coastal home you've always envisioned in the premier Gulf front communit...

No bridges to the Intracoastal Waterway and the Gulf, a private deeded boat slip with a 10,000-pound lift, and an exceptional 720-square-foot bonus game room with a priva...

Experience the best of Siesta Key from this beautifully updated waterfront corner condominium, perfectly positioned on the quieter south end of the island. With panoramic...

Offered for the first time, 471 Island Circle is a private contemporary coastal retreat designed for modern luxury, effortless living and the ease of a low-maintenance Si...

Newly cleared 1/3 acre lot on the south side of Siesta Key. An amazing opportunity is here! 103 feet of water frontage on the sought after Heron Lagoon! Build your dream ...

Tucked away on a quiet cul-de-sac on north Siesta Key, this Key West-inspired canal-front retreat captures the ease of casual island living with boating water, inviting o...

Luxury Waterfront Pool Home with Private Dock on Siesta Key Welcome to 412 Treasure Boat Way, an exceptional luxury waterfront residence that captures the very essence...

Turn-Key Furnished Villa in Aloha Kai – One of Siesta Key's Premier Beachfront Communities! Welcome to your island retreat just steps from world-famous Siesta Key Beach. ...

Experience island living at its finest in this exceptional residence within the private, gated community of La Linda on Siesta Key. Just moments from the Gulf's turquoise...

The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and dura...

Tucked away on a quiet cul-de-sac in one of Siesta Key's most desirable waterfront neighborhoods, this beautifully maintained canal-front residence offers the kind of isl...

New Listing Photos now attached! Weekly rentals, prime Siesta Key location, and immediate income potential—this is the beach investment opportunity buyers wait for. Welco...

Beautifully reimagined and thoughtfully updated, this modern coastal residence on Siesta Key offers the relaxed island lifestyle so many buyers are seeking, with a wonder...

Rarely available top-floor 2-bedroom condominium offering truly spectacular, million-dollar water views. Bay Tree Club is a gulf-to-bay property that provides the perfec...

There is only one — Golden Set. Some residences embrace their surroundings. Others become an extension of them. Golden Set invites the island in—rich woods, woven tex...

There is only one — Siesta Springs. Some homes provide an escape. Others invite renewal. Inspired by the restorative rhythm of island living, Siesta Springs is a reside...

Privately positioned on a tropical peninsula on Siesta Key in the coveted community of Hidden Harbor, this extraordinary bayfront estate captures sweeping views across Sa...

Start living your dream lifestyle on world-famous Siesta Key in this Pham Development custom-built waterfront British West Indies–style home. Located on a quiet street on...

A Wonderful, Beachside Opportunity Awaits in Vista Hermosa! Discover the ultimate turnkey coastal lifestyle with this newly renovated, beautifully furnished 2-bedroom, 2-...

Your island escape awaits! Masterfully renovated and beautifully styled, this turnkey-furnished and move-in ready 2-bedroom, 2-bathroom, 1-car garage pool/spa coastal re...

Welcome to the beautifully maintained and highly sought-after Gulf to Bay community on Siesta Key—Bay Tree Club. This charming 2-bedroom, 2-bath END UNIT is situated on t...

Fantastic Siesta Key sunsets await from this spacious and updated two-bedroom, two-bath condominium facing west overlooking Siesta Key Beach. You can be on the sugary san...

This beautifully remodeled 2 bedroom, 2 bath Almeria by the Bay unit offers incredible Intracoastal water views from the primary bedroom and screened lanai. Located on th...

Currently under renovation. Welcome to an exceptional newly updated residence on he highly coveted Bay Island neighborhood on north Siesta Key, where timeless coastal arc...

BANK OWNED... Located in Highly desirable Bay Island Subdivision The Gateway to Siesta Key... This 4 Bedroom 4 Bath is located within the City limits Sarasota with allow ...

Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construc...

Experience full gulf-front views and the lifestyle of island living on the world-renowned Siesta Key beach. This beautiful fifth-floor end-unit residence is in the south ...

Ideally on the south end of Siesta Key, directly across from the free Siesta Key trolley and less than a quarter mile to Turtle Beach, this two-bedroom, two-bath residenc...

Gulf view condominium at the Siesta Sands Resort, at the southern tip of world-famous Crescent Beach on Siesta Key. This second-floor end unit, featuring two bedrooms, tw...

Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. This completely updated, open floor plan. Upgrades galore!! F...

An Extraordinary Gulf-Front Estate Opportunity There are few opportunities remaining to create a legacy estate directly on the Gulf of Mexico. At 7740 Sanderling Road, ...

Inspired by the timeless grandeur of Louisiana's legendary Oak Alley Plantation, this extraordinary Gulf-to-lagoon estate is one of the most architecturally distinctive r...

A rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square ...

Experience elevated Gulf-front living from the 6th floor of this exceptional four-bedroom, four-bath residence at The Residences on Siesta Key Beach. Perfectly positioned...

At the very end of Midnight Pass Road—where tranquility, water, and lifestyle take over. The Pointe is a private, gated, park-like condominium community situated on the ...

Welcome home to a fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring...

Experience the ultimate island lifestyle in this beautifully appointed 2-bedroom, 2-bathroom condo on world-famous Siesta Key. Located just steps away from the powdery...

Nestled beneath majestic oak trees, this beautifully updated home has a flexible floor plan. It boasts multiple sleeping areas that comfortably accommodates visiting fami...

Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. Fantastic opportunity to own your own slice of paradise. This...

With gulf sunset views, and walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experi...

Welcome to Casa Blanca, one of Siesta Key's most sought-after beachfront communities. This beautifully renovated two-bedroom, one-bath villa is ideally located on the Gul...

Rare opportunity to own a double lot just a short stroll from Siesta Village and the world-famous Siesta Key Beach. Properties with this much land in such a prime locatio...

Exceptional opportunity just a short steps away from Siesta Village and the world-famous Siesta Key Beach, consistently ranked among the best beaches in the United States...

**Resort Style Living in the Heart of Siesta Key, For Those Who Desire The Active Life Style** Experience the best of Siesta Key living at Harbor Towers Yacht & Racque...

There Is Only One. Point of Rocks. Crescent Beach. Captain Curt's. For generations, this stretch of Siesta Key has attracted families, vacationers, and investors alike, ...

Fully Funded Reserves & Passed SIRS Inspections! 2 Bedroom, 2 Bath First-Floor Condo with Screened Lanai on fabulous Siesta Key Across from Crescent Beach – Just Steps fr...

Experience the ultimate Siesta Key lifestyle in this turnkey-furnished condominium at Midnight Cove II, ideally situated on beautiful Crescent Beach. Enjoy stunning water...

BEST PRICED GULF-FRONT CONDO ON SIESTA KEY, in terms of VIEW, CONDITION, SIZE, AMENITIES and PROXIMITY to Siesta Key Village, the #1 BEACH IN America, and DOWNTOWN SARASO...

Set across nearly three acres of pristine waterfront on Siesta Key, Crystal Waters is the most significant private estate in Sarasota—a once-in-a-generation offering that...

Siesta Key, exclusive gated community of only 18 homes with Marina, pool and tennis all within a private, lush, tropical paradise . Walking paths around the lagoon as wel...

Under Construction. An exceptional opportunity to own a brand-new waterfront residence in the highly sought-after Siesta Isles community. Expertly crafted by Nutter Custo...

Rare Opportunity in the Heart of Siesta Key – Harbor Towers, Unit 108 2 Bedrooms | 2 Bathrooms | 1,152 Sq Ft A/C + 540 Sq Ft Private Patio Experience luxury waterfront ...

Experience relaxed elegance in Eagles Point at The Landings, where waterfront surroundings, vibrant amenities, and colorful sunsets create a true year-round retreat. This...

Experience penthouse living in Eagles Point at The Landings, where expansive water views, vibrant amenities, and colorful sunsets create a true year-round retreat. This l...

Beautiful Excelsior Beach to Bay - absolutely gorgeous condo complex and beautifully refreshed and remodeled unit. This condo lives large - plenty of room to relax and no...

Tucked away near the end of a quiet cul-de-sac on an oversized, private waterfront lot in Siesta Isles with 109 feet of frontage on Siesta Key's Grand Canal, this excepti...

Wake Up Above Sarasota Bay — Penthouse Views, Coastal Living, and Endless Horizons! Imagine beginning each day from your top-floor residence with breathtaking panoramic ...

Positioned on nearly an acre within the prestigious, guard-gated enclave of The Sanderling Club on Siesta Key, this exceptional waterfront homesite presents a rare opport...

Tucked beneath a canopy of mature trees in the prestigious Sanderling Club, this exceptional waterfront homesite presents a rare opportunity to own in one of Siesta Key's...

Experience the best of waterfront island living in this exceptional 4-bedroom, 2.5-bath residence, perfectly positioned just minutes from the world-famous shores of Siest...

Welcome to your own slice of paradise at Jamaica Royale, located directly on the world-famous shores of Siesta Key Beach. This beautifully remodeled one-bedroom, one-bath...

Welcome to Unit 201 at White Sands Condominium — a bright, airy coastal retreat perfectly positioned on iconic Midnight Pass Road, Siesta Key. This spacious 1,012 sq ft, ...

Fully Remodeled Coastal Retreat – Move-In Ready & Just Steps from the Water! You must see this completely renovated, first-floor condo in beautiful Sarasota—offering ...

This second floor 2-bedroom, 2 bath condo is located in the Marlin House in the 55+ community of wonderful Siesta Harbor! This unit offers an open floor plan with plenty ...

This property is a rare find, featuring two master suites upstairs, each with its own private balcony. The home is tastefully decorated and is being sold Turnkey, making ...

TOP FLOOR. TOP BEACH. TOP NOTCH. This Siesta Key condo checks ALL the hard to find boxes — THREE bedrooms. PRIVATE Beach. TOP Floor. RESORT Style Amenities. GARAGE Parkin...

One or more photo(s) has been virtually staged. Discover a rare opportunity to build your dream estate within The Sanderling Club - Siesta Key’s premier and exclusive Gul...

Welcome to White Sands. Whether you're searching for a profitable investment opportunity or your own private island retreat, this property offers the best of both worlds....

Welcome to Jamaica Royale, a Gulf-side development on Siesta Key, with its award-winning, crystal powder soft sandy beach, just nearby. This studio offers a main-floor vi...

Welcome to 5927 Driftwood Ave., Sarasota, FL 34231—a classic Florida ranch home nestled in a desirable “West of Trail” community, just one block from the Intracoastal Wat...

Experience the best of beachfront living at Gulf & Bay Club, one of Siesta Key's premier Gulf-front communities on the world-famous white quartz sands of Siesta Key Beach...

Pre-Construction. To be built. This luxurious grand canal-front estate offers direct deep-water boating to the Gulf, out of one of the most exclusive neighborhoods on nor...

Fractional Ownership. Unique opportunity to own four consecutive weeks in March on Siesta Key Beach. Experience luxury beachfront living with this Winter Fractional Packa...

Nestled on the renowned shores of Siesta Key, Horizons West offers a truly exceptional waterfront living experience where breathtaking panoramic views and unforgettable s...

Rare developer opportunity on Siesta Key. This vacant parcel, zoned RMF-1 (Residential Multi-Family), sits on two lots totaling approximately 23,206 sq ft and comes with ...