Siesta Key Real Estate

RARE LIVE/WORK OPPORTUNITY ON STICKNEY POINT ROAD! Completely renovated in 2023, this exceptional 1,632± SF Class A+ office property offers a beautifully finished profess...

Location, location, location! Set directly on the world-famous white sands of Siesta Key Beach, this beautifully appointed 3-bedroom, 3-bath residence at Hyatt Residence ...

Architectural masterpiece tucked away in one of Siesta Key’s most coveted, private gated communities. Masterfully renovated, this executive estate seamlessly blends moder...

TURNKEY. FULLY FURNISHED. INCOME PRODUCING. Welcome to an exceptional Siesta Key property offering the rare combination of a fully renovated luxury residence, private tro...

Your Siesta Key Lifestyle Awaits — The Time to Own Is Now! Welcome to one of Sarasota’s most sought-after coastal destinations, where the beauty of Siesta Key is right o...

Virtually Staged. **This is the One!** Move-in ready, updated 2-bedroom, 2-bathroom condo in South Sarasota! Walk into a light and inviting space offering comfortable liv...

Welcome to an exceptional opportunity to own a beautifully updated villa in one of Sarasota's most desirable location West of Trail in Baywood Colony. Offering an outstan...

Build Your Siesta Key Dream Home — Plans in Place! An exceptional opportunity to create your own piece of paradise on Siesta Key. This vacant property offers the perfect...

Pre-Construction. To be built. PRE-CONSTRUCTION OPPORTUNITY – SIDE-BY-SIDE LUXURY DUPLEX ON SIESTA KEY An exceptional opportunity to acquire a proposed newly constructed...

An exceptional opportunity to create a custom residence in the Sanderling Club, one of Siesta Key’s most distinctive gated communities. This 30,676 sq. ft. homesite featu...

RARELY AVAILABLE CONDO IN GULF HAVEN ON SIESTA KEY BEACH! This nicely updated 2-bedroom, 2.5-bath unit in the highly desirable Gulf Haven community won't be on the market...

A boater’s paradise on Siesta Key! This sprawling single-story waterfront residence positioned on a half-acre home site adjacent to the Grand Canal comes with two lifts a...

OPPORUNITY KOCKS!!!UNUSALLY AVAILABLE! 7500 SQ FT LOT WITH RANCH/STYLE, ROOMS WITH PRIVATE ENTRANCES DECK WITH AWNING VERY UNIQUE OPPORTUNITY WHERE YOU CAN COMBINE RESID...

This beautifully renovated 2-bedroom, 2-bath condominium overlooking the bay was freshly painted on 9/8/2026 and is truly move-in ready. Turnkey furnished with an open ki...

Experience the relaxed Siesta Key lifestyle in this spacious Key West-inspired pool home, ideally located on a quiet street approximately one mile from Siesta Key Village...

Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beac...

This is the one * LOCATED IN THE HIGHLY DESIRABLE AQUALANE ESTATES, JUST A MILE FROM WORLD FAMOUS SIESTA KEY BEACH, THIS CUSTOM HOME OFFERS AN INCREDIBLE OPPORTUNITY TO O...

Private beach access, heated pool access and an oversized two-car garage—all within walking distance of South Siesta Key’s restaurants and shops. Located near Point of Ro...

Welcome to the ultimate Siesta Key getaway at Unit 612 in Siesta Breakers! This beautifully updated penthouse is completely move-in ready and offered TURNKEY FURNISHED—ju...

Your Slice of Paradise Awaits at Castel Del Mare! Enjoy outstanding Intracoastal Waterway views from this beautifully remodeled, first-floor 2-bedroom, 2-bath condo, perf...

TROPICAL PARADISE WITH JUST A SHORT WALK AWAY FROM THE WORLD-FAMOUS SIESTA KEY BEACH! Welcome to your own slice of paradise, where the Florida lifestyle truly comes to li...

INCREDIBLE LOCATION!....INCREDIBLE BOATING WATER!....INCREDIBLE SIZED LOT!.....Rarely Available EXPANSIVE 18,000+ square foot SAILBOAT WATERFRONT property with nearly 80'...

Welcome to Ten35 Seaside Drive, a newer mid-rise community at the south end of world-renowned Siesta Key Beach, where turquoise Gulf waters meet pristine quartz sand. Ten...

Rare Double-Lot Coastal Compound Opportunity on Siesta Key — Offered Together at $1,700,000 | 14,636 Total Sq. Ft. Embrace the quintessential Florida lifestyle on pres...

Live the Siesta Key lifestyle! This beautifully maintained 2-bedroom, 2-bath condo offers the perfect combination of island living, rental potential, and resort-style ame...

Virtually Staged. Experience the world renowned beaches of Siesta Key in this rarely available first floor luxury condominium steps away from your private deeded beach ac...

Enjoy easy island living in this beautifully maintained first-floor condominium at Bay Oaks on Siesta Key. With your assigned carport just steps from the front door, ther...

A TRUE 3-bedroom condo residence in desirable Casarina, a premier building positioned directly on the quartz white sands of #1 Siesta Key beach and the Gulf of Mexico. S...

Pre-Construction. To be built. Architectural Rendering Of What Could Be Built Are For Planning Purposes Only. An Extraordinary Gulf-Front Estate Opportunity! There ...

At the northernmost point of Casey Key, where the Gulf meets the tranquil waters of Little Sarasota and Blackburn Bay, an extraordinary private estate unfolds between two...

It's time to SIMPLIFY! Sun. Sand. Surf. Fantastic Opportunity and sure to impress! The last unit in this community sold for 800,000. Welcome to this completely renovated ...

Experience true waterfront living at Sunrise Cove with spectacular Intracoastal Waterway views, breathtaking sunrises each morning, and beautiful moonrises each evening....

Welcome to your own piece of paradise on world renowned Siesta Key! This beautifully updated and freshly painted 2 bedroom, 2 bathroom residence in the highly desirable S...

Virtually Staged. This is a wonderful opportunity to own an updated 2-bedroom 2-bath low-maintenance villa ideal for full-time or seasonal living at a super price. The ...

Pre-Construction. To be built. PRE-CONSTRUCTION LUXURY DUPLEX ON SIESTA KEY — TWO APPROX. 2,200-SF RESIDENCES NEAR SIESTA KEY BEACH & VILLAGE. Introducing a rare pre-con...

Opportunity knocks on Siesta Key at $399,000, and the seller is paying your first six months of association fees.Located within Cozy Cove, an intimate six-residence water...

Remodeled in 2021 by renowned French interior designer Gaëlle Wizenberg, this 3 bedroom, 2.5 bath townhouse blends European elegance with modern comfort. Thoughtfully upg...

Under Construction. Brought to you by Noah Thomas Builders - Best in Luxury Coastal. A masterclass in luxury homebuilding, this Noah Thomas Builders contemporary coastal ...

Pre-Construction. To be built. To be built. Brought to you by Noah Thomas Builders - Best in Luxury Coastal. This contemporary coastal new construction at 5531 Calle del ...

Under Construction. Under Construction. Brought to you by Noah Thomas Builders - Best in Luxury Coastal. Masterfully designed in timeless West Indies coastal style and lo...

Under Construction. To be built. Brought to you by Noah Thomas Builders, this newly constructed coastal residence inspired by classic West Indies architecture and situate...

Welcome to your tropical retreat at Beachaven, a highly desirable beachfront community on Siesta Key! This turnkey charming 2-bedroom, 2-full-bathroom villa spans 813 sq....

Views, views, and more views. Stunning FULL GULF views, dolphin views, manatee views, pelican views, eagle views, pool views and spectacular sunset views that will take ...

Fractional Ownership. FRACTIONAL OWNERSHIP **GUARANTEED GULF FRONT DELUXE UNIT** Imagine a perfect family retreat every year for Memorial Weekend on world famous Siest...

Welcome to this gorgeous WATER FRONT condo in desirable Midnight Cove II on beautiful Siesta Key! This coastal designed, TURNKEY furnished 2 bedroom beauty is move-in rea...

From its elevated eighth-floor setting at Crystal Sands, this turnkey-furnished residence captures an extraordinary panorama of the Gulf of Mexico and Siesta Key’s renown...

TURNKEY, FULLY FURNISHED & JUST MINUTES FROM SIESTA KEY BEACH! Your Florida getaway awaits at Harbor Towers Yacht & Racquet Club! One of the building's largest floor p...

STUNNING TURNKEY ONE-BEDROOM, TWO-BATH CONDO AT SIESTA HARBOR! Welcome to your own slice of paradise on Siesta Key! This spacious, turnkey one-bedroom, two-full-bath con...

NEW 2026 MODERN TROPICAL ESTATE | 5 BEDROOMS | 2 PRIMARY SUITES | 3-CAR GARAGE | POOL CABANA | INTRACOASTAL VIEWS Completed in 2026 by CribbsCo Development, this moder...

Your search is over! Located in a quiet neighborhood on the North end of Siesta Key, just 1 mile to the #1 beach in America, this 3-bed, 2-bath home with saltwater pool o...

Massive price correction........Discover a rare opportunity on Palm Island, one of Siesta Key’s most distinctive residential enclaves, where quiet island living meets exc...

Some properties offer a view. This extraordinary 1.41 acre Oyster Bay estate offers an entire waterfront world of its own and is one of the best waterfront locations that...

Lender paid 1-0 Buydown Interest Rate by using our preferred lender! Welcome to your own slice of paradise at the Beach Club at Siesta Key! This beautifully furnished 1-b...

Virtually Staged. Look no further! Best price in the community! This beautifully renovated 2-bedroom, 1-bath standalone villa is located on the Gulf side of Siesta Key in...

Exceptional Siesta Key Retreat on Over Half an Acre with Brand-New Heated Pool. This beautifully transformed 3-bedroom, 2-bathroom residence sits on an impressive 0.50-a...

For the buyer who believes the best of Siesta Key is experienced by boat, 5178 Oakmont Place delivers an exceptional combination of deep-water canal frontage, estate-size...

The ONLY one-bedroom residence in the entire building! Investors, take notice: maximize your cap rate with this high-performing, consistently booked beachfront rental at ...

Discover effortless Siesta Key living in this beautifully updated and fully furnished 2-bedroom, 2-bath condo in the highly desirable Peppertree Bay community. Located on...

Sea Club II -Only those looking for a relaxing, quiet and tranquil get-away with an "Old Florida" feel. Sea Club II has private access to Siesta Key beach sand and the Gu...

Light and Bright with 9' Ceilings located at the gateway to Siesta Key! Turn-Key Furnished Baywood Colony 2BR/2BA Villa just 1 unit away from Clubhouse and pool, diagonal...

COMPLETELY REMODELED & MOVE-IN READY! Welcome home to this beautifully updated 2-bedroom, 2-bath villa featuring a desirable split-bedroom floor plan and stylish improvem...

Discover one of Siesta Key's best values at White Sands Village, where island living meets exceptional affordability. This beautifully furnished one-bedroom, one-bath con...

Virtually Staged. Your Siesta Key escape awaits! Just across the street from the powdery white sands and turquoise waters of world-famous Siesta Key Beach, this beautiful...

West of the Trail lot overlooking scenic 60-acre Phillippi Estate Park which is a County Park located on the banks of Phillippi Creek. 50’x 167’ lot with central water an...

West of the Trail lot overlooking scenic 60-acre Phillippi Estate Park which is a County Park located on the banks of Phillippi Creek. 50’x 167’ lot with central water an...

Rare opportunity to create a custom waterfront residence on approximately 0.95 acres in Sarasota. Located on Tidewood Avenue, this spacious corner lot homesite overlooks ...

Rare opportunity to create a custom waterfront residence on approximately 0.70 acres in Sarasota. Located on Tidewood Avenue, this spacious homesite overlooks the Intraco...

Some homes are built. Others are envisioned. 1516 Ridgewood is the result of an uncompromising pursuit of excellence—a California Pacific Palisades-inspired waterfront es...

It's All About the View. Some homes are defined by their architecture. Others by their location. This one is defined by what you see the moment you walk through the fron...

Welcome to Paradise, your own spot at SIESTA Key beach! Cozy and well-appointed for a long stay or a short time too. This villa has the LARGER square footage (1064 sq f...

Experience the best of Siesta Key living in this beautifully remodeled, first-floor, 2-bedroom, 2-bath condominium at Beach Way, located directly across from world-famous...

Thoughtfully renovated and meticulously maintained, this exceptional Siesta Key home offers a private tropical setting, a heated screened pool, and 2,216 square feet of b...

Four Seasons Hotel in Bali or private estate? Set on more than an acre of coveted waterfront property along the prestigious north end of Siesta Key, this extraordinary Ba...

Privately set on Palm Island in the heart of Siesta Key, this residence offers an exceptional combination of generous living space, thoughtful design and effortless acces...

Steps from Siesta Beach. A brief stroll to the Village. A lifetime away from your tenants worries and cares. Prime Siesta Key investment opportunity or dream family compo...

Welcome to your own slice of paradise at Jamaica Royale on world-famous Siesta Key. This beautifully updated, turnkey one-bedroom, one-bath villa offers the convenience o...

Stroll to the Village. Walk to the Beach. Cruise to the Gulf of Mexico. Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the ...

Just bring your wardrobe! Welcome to this beautifully updated and fully furnished and equipped 4-bedroom, 3-bath cottage-style home in one of Siesta Key’s most sought-...

Experience the best of Siesta Key living in this beautifully updated 2 bedroom, 2 bath 3rd floor condo in Sunrise Cove, offered turnkey furnished and ready for you to mov...

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...

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...

Welcome to Dolphin Bay, one of Siesta Key's premier waterfront communities, where luxury coastal living meets breathtaking scenery. This beautifully maintained 2-bedroom,...

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...

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 #204 at Sunset Beach, an extraordinary opportunity to own one of the largest residences at Siesta Key's newest luxury address. Offering more than 4,...

Virtually Staged. Welcome to Residence #202 at Sunset Beach, where timeless coastal luxury meets one of the most desirable floor plans on Siesta Key. Nestled within an ex...

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 just a ten-minute walk to Siesta Key Beach, rated one of the best beaches in the world. This two-bedroom, one and one-half bathroom townhouse unit is just across the...

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...

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...

WATERFRONT VIEWS, AN ASSIGNED BOAT SLIP AND THE SIESTA KEY LIFESTYLE. Discover a quieter side of island living at The Moorings, where this waterfront corner residence ove...

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...

BUILD YOUR DREAM HOME ON SIESTA KEY! This vacant parcel offers the exciting possibility to build your custom home tailored to your lifestyle. Enjoy the world-famous Siest...

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...

SIESTA KEY VILLA | DEEDED BEACH ACCESS | VACATION HOME | RENTAL INCOME POTENTIAL Discover the ultimate Siesta Key beach lifestyle in this beautifully updated 2-bedroom...