Key West Style Homes For Sale in Sarasota

All Listings $200,000 - $300,000 $300,000 - $400,000
$400,000 - $500,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000

Market Statistics

Total Listings: 82
Average Price: $1,762,997
Highest Price: $9,999,000
Lowest Price: $249,000

Key West Style Homes For Sale in Sarasota - Page #2

82 Properties Found. Page 2 of 3.
Photo of Listing #D6116448

MAJOR PRICE IMPROVEMENT! on this custom KEY WEST style home. This one of a kid gem is sitting on over three acres of waterfront just minutes from Downtown Dearborn. The moment you pull into the d...

Photo of Listing #A4506787

Welcome to "The Garden House" You will love this tropical hideaway right in the heart of Holmes Beach and walking distance to the beach! This adorable 3 bedroom home has everything you would be loo...

Photo of Listing #C7439657

MYAKKA RIVER FRONT… designated as a Florida Wild & Scenic River. In highly desirable area with over 1.23 acres PLUS 226 Feet of SEAWALL, features: a Dock, Boat Lift and PRIVATE Boat Ramp. Imagine...

Photo of Listing #A4508462

A diamond in the rough, Florida charm exudes in this Siesta Key canal front home. Sitting on a larger than average corner lot and offering lots of mature foliage, lychee and coconut trees, you'll e...

Photo of Listing #A4510857

Pre-Construction. To be built. Hunters Point is a new waterfront community of 86 luxurious single family homes. With solar energy and state-of-the art management systems, these homes can run themse...

Photo of Listing #A4512594

Under Construction. Rarely available, new construction custom home located in sought after West of the Trail. This Key West style home designed by award winning Phipps Home Design, is located in a ...

Photo of Listing #A4510624

Live where others vacation…with nearly 1500 sq ft, this 3-bedroom 2 bath Island home is situated 2 blocks from Florida’s pristine beach and steps away from the calming bay. This Holmes Beach retrea...

Photo of Listing #A4504704

THIS HOUSE WOWS! Exceptional home extensively remodeled and redesigned combines the brilliance of waterfront living with a spacious open floor plan. Owners used "Sky's the Limit" in all phases of r...

Photo of Listing #A4511335

Paradise awaits. Located in the neighborhood of South Creek, a boutique enclave community nestled into the edge of Sarasota Bay, this unique Key West style home possesses a front elevation filled w...

Photo of Listing #A4509440

KEY WEST STYLE EQUESTRIAN ESTATE NOW AVAILABLE! An authentic Key West home, nestled on a lush, intensely private 5.12 acre high and dry piece of land (75’ above sea level) is now available for the ...

Photo of Listing #A4512769

Excellent location on North Siesta Key. This 2 bedroom, 2 bath home with loft is fully renovated and very well maintained. The home has great elevation with a 2 car garage on the ground floor. The ...

Photo of Listing #N6117270

A stunning Key West Style home with Gulf access. The refrigerator was replaced in Aug 2021, the Water Heater was replaced in 2020, the AC was replaced in 2017 and the deck boards on the boat dock ...

Photo of Listing #A4507738

Discover Tidy Island. Maintenance-Free, Resort Living. A private enclave of maintenance-free homes along Sarasota Bay surrounded by a protected coastal preserve. Enjoy the inviting Key West arc...

Photo of Listing #A4506381

This beautiful home is worth the wait! Gorgeous 3 Bedroom, 3 Bath, 3 car garage St Thomas home is situated on one of the most beautiful homesites in sought after Legends Bay. This open floor pla...

Photo of Listing #U8136042

Motivated owner. Fantastic location, luxurious waterfront home with direct salt water access to the Manatee River and just 30 minutes to the Gulf of Mexico. 60' trex dock and 14k lift. As you enter...

Photo of Listing #A4513468

WATERFRONT HOME OFFERING BOATING, SUNSETS & SUNRISE.. all from your private tropical oasis. Live a healthy and active life on Terra Ceia Island. Perched on a canal lot with no neighbors to your fro...

Photo of Listing #A4515748

WHY WAIT TO BUILD? Treat yourself to your piece of Florida paradise right now! Take a look at this fabulous 2 year young, like new 4Br/3Ba/Den quality built Neal custom home with amazing heated sal...

Photo of Listing #A4509099

Something old, something new, something seamless, something you. This charming Arlington Park home has been updated and nearly doubled in size over recent years. Originally a two-bedroom, one-and-a...

Photo of Listing #A4513630

Make your dream of owning a TURNKEY FURNISHED Siesta Key vacation getaway home come true! Only a few blocks from the famous Siesta Beach and Siesta Village, this charming 1,222 sq ft. cottage is id...

Photo of Listing #A4505118

ONE OF A KIND PROPERTY IN HOLMES BEACH HAS EVERYTHING YOU NEED IN A BEACH HOUSE. IT IS A COMPLETELY RENOVATED 1/1 WITH HURRICANE IMPACT WINDOWS AND DOORS, SOLID WOOD CABINETS, S/S APPLIANCES, TILE ...

Photo of Listing #A4513804

Welcome to Gillespie Park and everything downtown Sarasota has to offer!! This rare home is in the heart of Sarasota and offers a very private setting conveniently located and close to some of the ...

Photo of Listing #A4510532

Pura vida a la Florida. This is it — once in a lifetime opportunity to own a custom-built, four-bedroom plus den, three-bath, three-car garage, Key West-style home on an almost 3/4-acre lot directl...

Photo of Listing #A4501915

Bridge Street's location is 2 miles from Manasota Key's beautiful crystal blue Beaches! Only 10 minutes from your daily bike ride and 30 minutes on your morning walk. The 4.8 acres are zoned OUE2 a...

Photo of Listing #A4514525

Simply stunning Neal Signature Home located in the highly coveted, gated riverfront community of River Wind. The gorgeous Carmel model with 2772 under air and 4072 total square feet lives large. R...

Photo of Listing #N6117855

Want to live the vacation life? Look no further. This stunning Key West-style waterfront home with Gulf access and a private dock with a 7,000-pound boat lift is a must-see. Bring your toys. This m...

Photo of Listing #T3301446

Pre-Construction. To be built. Gorgeous one-story Sunlit floorplan with 3 bedrooms, 3 baths, a study, and three-car garage. Foyer has tray ceiling looking into the open floor plan that flows from t...

Photo of Listing #A4511350

MOTIVATED SELLERS. ALL REASONABLE OFFERS WILL BE CONSIDERED. Get ready to live the Florida lifestyle to the fullest in the esteemed Bay Lake Estates, where you're only minutes from relaxing in the ...

Photo of Listing #A4512807

This picture-perfect hidden gem is located in the maintenance-free community of Cottages of Callista Village. This beautiful Key West style home is one of 21 Certified Green Homes within the commun...

Photo of Listing #A4496688

Pre-Construction. To be built. BRAND NEW CONSTRUCTION!! 3 BEDROOM 3 BATH HOME WITH AN ATTACHED GARAGE!! Built Energy Efficient with Hurricane Impact Windows, Doors and Metal Roof. Key West style ho...

Photo of Listing #T3298855

Pre-Construction. To be built. The Augustine III is a thoughtfully designed single­family home with 2,179 square feet of living space. This home includes three bedrooms, a study, two baths, and a t...

Photo of Listing #T3298891

Pre-Construction. To be built. The Augustine III is a thoughtfully designed single­family home with 2,179 square feet of living space. This home includes three bedrooms, a study, two baths, and a t...

Photo of Listing #A4502492

Under Construction. This coastal Harbour floor plan by Medallion Home featuring your very own private screened in pool may well be homeowners' heaven. Its thoughtful, clever design attains the chal...

Photo of Listing #A4507489

This renovated home is located within southern Sarasota and well within biking distance to Siesta Key Beaches, shopping, and multiple restaurants and bars. The open and airy three-bedroom, two-bath...

Photo of Listing #A4513592

Sensational country living can now be yours! You will love coming home to 5 gorgeous acres that are cleared, improved for horses/livestock, fenced and cross fenced, and on a very quiet road. NO D...

Photo of Listing #A4513184

Positioned perfectly, mere minutes from the best the area has to offer in dining, entertainment, and shopping, this Key West-style certified green home is conveniently located near downtown Sarasot...

Photo of Listing #A4511097

Pre-Construction. To be built. The photo of this home is the home next door and the subject home will be similar. This is the third of 8 new homes in a pocket neighborhood under way in the historic...

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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on October 25th, 2021 at 12:54pm EDT.