Siesta Key Real Estate

**This is the One! Coastal Contemporary Beachside Living!** Fantastic price for this stunning Penthouse-level, 4th-floor residence at Sunset Royale with beautiful unobstr...

PRIVATE BEACHFRONT CONDO! Experience the ultimate Siesta Key lifestyle with this beautifully updated, TURNKEY FURNISHED 1-bedroom, 1-bath residence in the highly sought-a...

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...

Repriced $250,000! A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-...

Experience coastal living and investment potential in this beautifully appointed 3-bedroom, 2-bathroom townhome, ideally located in the highly sought-after Gulf and Bay C...

A rare offering on the south end of Siesta Key, this 0.25-acre waterfront lot on Blind Pass delivers an exceptional canvas for coastal living and development. With protec...

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...

Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length scre...

Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunse...

Welcome to effortless coastal living in this beautifully UPDATED second floor midrise residence in the premier GULF FRONT property of Whispering Sands! Designed with an 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...

Positioned along the powdery white sands of Siesta Key’s renowned Crescent Beach, this villa residence within Casa Blanca Beach Resort presents an exceptional opportunity...

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...

Welcome to your slice of paradise on Siesta Key! This beautifully maintained two-bedroom, two-bath first-floor end unit offers a blend of comfort, convenience and coastal...

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...

An exceptionally rare opportunity to acquire an assemblage of fully renovated, income-producing, nine-unit, waterfront condominiums as an entire complex located adjacent ...

~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 ...

At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with ...

INCREDIBLE VIEWS!.....INCREDIBLE LOCATION!.....INCREDIBLE COMMUNITY!....You will be Impressed by this Special & Rare Opportunity for TURNKEY FURNISHED Residence with FULL...

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...

THE VIEW, THE VIEW, Location, Location. This is IT! RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED, IMPRESSIVE ENTRANCE WITH WAT...

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...

Welcome to Siesta Cove on Siesta Key, just minutes from world famous Siesta Key Beach. This bright, well maintained home offers comfortable island living in one of the ar...

You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovat...

Virtually Staged. Experience the relaxed elegance of life in Eagles Point at The Landings, where beautiful waterfront surroundings, vibrant amenities, and breathtaking su...

A rare opportunity on Siesta Key’s Little Sarasota Bay. Positioned at the end of a quiet street in the established Midnight Harbor neighborhood, this 0.45-acre bayfront l...

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...

Discover unparalleled modern luxury living in this beautifully updated 3-bedroom, 2.5 bathroom townhome located within the highly sought after 24-guard gated community of...

Welcome to the effortless rhythm of island living at Gulf & Bay Club, one of Siesta Key’s most prestigious beachfront communities. Behind the 24-hour guard-gated entrance...

Fractional Ownership. Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Package—featuring one-sixteenth ownership of an ...

This newly listed condominium presents a distinguished opportunity to own a fully furnished residence directly across the street from the number one ranked beach in the w...

You will be WOWED! by this Furnished 2400+ Sq Ft of Elegant BEACHSIDE LIVING with (3) Generously Sized Bedrooms & (3.5) Baths with STUNNING FINISHES THROUGHOUT!.....RAREL...

BEAUTIFUL 1 BEDROOM 1 BATH UNIT IN BAY OAKS on SIESTA KEY ** TURNKEY FURNISHED ** 1 WEEK RENTALS ALLOWED ** The waves crash, the sand is sugar-coated and the sunsets are ...

This Rare Beachfront, Classic Coastal Modern extensively renovated 2/2 condo has your Dream View! Unobstructed Beach View of 400’ of private beach on 7 acres. Offering ...

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...

Imagine awakening each morning to the gentle symphony of waves caressing powder-white sand on Siesta Key, where the Gulf of Mexico stretches endlessly before you in shimm...

BEACH VIEWS, RENTAL FLEXIBILITY, AND THE ULTIMATE SIESTA KEY LIFESTYLE! Welcome to La Siesta Condominiums, where the sugar-white sands of Siesta Key Beach are quite li...

Discover Unrivaled Coastal Elegance Steps from Siesta Key Beach! This rare gem features two meticulously remodeled canal-front homes with stunning partial views of the ba...

Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedr...

Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an e...

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...

Welcome to Eagles Point at The Landings, one of Sarasota’s established and sought-after gated waterfront communities, is known for its lush landscaping, privacy and resor...

Perfectly positioned along the water, this exceptional residence offers the coveted Siesta Key waterfront lifestyle—without living on the island. Tucked away on a quiet s...

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...

Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence ...

Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats...

This Gulf-front, resort-style third-floor end unit offers breathtaking beach and Gulf views, abundant natural light, and an open-concept floor plan within an exclusive 24...

An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downt...

WATERFRONT RENOVATED 2 bedroom 2 bath condo is Siesta Harbor! WATERFRONT HEATED POOL, HOT TUB, SHUFFLEBOARD,, GATHERING AREA...So many upgrades, granite counters, stainl...

Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! ...

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...

An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium feat...

Endless possibilities just two blocks from Siesta Beach! Whether you're looking to remodel the structure or build a new island retreat, opportunity awaits. A prime 12,229...

Reduced over 60K! Excellent resort investment opportunity with a proven rental history at The Beach Club on Siesta Key, located just steps from the world-famous sugar-san...

One or more photo(s) has been virtually staged. Most reasonably priced residence in all of The Landings! Come live the Landings lifestyle in this unfurnished, first floor...

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 ...

One-of-a-Kind Gulf-Front Luxury at Ten35 Seaside! Welcome to Unit #503—an extraordinary, custom-designed Gulf-front residence on South Siesta Key. Thoughtfully reimagined...

PRICE REDUCED OVER $450,000! An exceptional opportunity to own TWO stunning residences in one purchase, located beach block to the powdery white sands of world-renowned C...

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...

Fractional Ownership. Experience elevated beachfront living with this Deluxe, Guaranteed Gulf View, Spring (April) Fractional Ownership opportunity—offering one-sixteenth...

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...

One or more photo(s) has been virtually staged. Welcome to affordable GULF FRONT living! This is currently the best priced 2 bedroom/2 bath condo on the Gulf side of Sie...

Whether you're looking for a vacation home, rental investment property, or year-round residence, this Sea Winds condo offers excellent value in one of Florida's most belo...

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 ...

An exceptional opportunity on coveted Siesta Key, this duplex property with two units is offered as-is, with flexibility to restore the existing structure or rebuild to s...

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...

The Boatyard is a New England styled gated community of twenty one units located on the Intracoastal Waterway just across the south bridge from Siesta Key and its number ...

Welcome to your slice of Paradise on Siesta Key! This beautifully renovated 2 bedroom, 2 bath, 1 car garage end unit condo is located in the highly sought after Gulf & Ba...

Now Offered At a Refined Price — Modern Siesta Key Living. Set on the north end of Siesta Key, this striking modernist residence offers the rare balance of island serenit...

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...

Repriced to the market - reduced $500,000! An exquisite Gulf-front penthouse - a private third floor residence with a loft and private rooftop deck overlooking Siesta Ke...

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...

Some spend years searching for the perfect spot. This is it. A rare buildable lot on Bay Island—known as the gateway to Siesta Key, this intimate 169-home neighborhood at...

A rare top floor opportunity in a quiet corner of Island Reef. Stunning views of Little Sarasota Bay and the Gulf from the always-shaded lanai or balcony where sunrises a...

Built in 2016, this exquisite home is perfectly positioned at the end of a highly coveted canal in Aqualane Estates, offering unparalleled privacy and breathtaking water ...

Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an e...

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...

Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ...

Welcome to Island Reef, a fantastic Beach to Bay Luxury Resort Complex on South Siesta Key. This rarely available first floor condo offers it's owners the ultimate in c...

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...

ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of ...

Experience true beachfront living on world-famous Siesta Key. This turnkey-furnished 2-bedroom, 2-bath residence offers an exceptional opportunity to own along Siesta Key...

NEW PRICE! Waterfront. Private. Completely refreshed. Welcome to 8008 Midnight Pass Road, where your backyard becomes your gateway to the Siesta Key lifestyle. Experience...

Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Sies...

BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end ...

Centrally located and fully furnished! Located within the boutique condominium community of Villa Navarra on Siesta Key, this fully updated, turnkey-furnished ground-floo...

Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th f...

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...

Discover the perfect blend of coastal charm and everyday convenience with this beautiful canal-front lot in Aqualane Estates, right in the heart of Sarasota. Set on over ...

Enjoy Sarasota’s waterfront lifestyle in this beautiful 3-bedroom, 2-bath canal-front home located in the sought after Aqualane Estates. Sitting on over a quarter-acre, t...

Get ready to be wowed by this completely reimagined 2-bedroom, 2-bath coastal gem in the highly sought-after Crescent Royale! Step inside to discover a stunning transfor...

It's all about THE VIEW and the DIRECT SIESTA KEY BEACH ACCESS!!! This first floor condominium has a FULL GULF VIEW from the living room and glassed-in lanai. The water ...