Sarasota Key West Style Homes For Sale

Bungalows  |  Contemporary Homes  |  Historic Homes  |  Key-West Style Homes  |  Mid-Century Modern Homes  |  Spanish/Mediterranean Homes

Below are all Key West style homes for sale in the Sarasota area. This has been a popular design for many years. Key West style homes typically feature raised foundations, shady and spacious porches, numerous windows to allow the air to move freely throughout the house, an open concept floor plan and metal roofs. 

Key West Style Homes For Sale in Sarasota

All Listings $100,000 - $200,000 $200,000 - $300,000
$300,000 - $400,000 $400,000 - $500,000 $500,000 - $600,000
$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: 99
Average Price: $1,373,139
Highest Price: $7,900,000
Lowest Price: $130,000

Key West Style Homes For Sale in Sarasota

99 Properties Found. Page 1 of 3.
Photo of Listing #A4483394

Virtual tour available at the following link: http://www.harboracresforsale.com Unique opportunity to own one Sarasota’s most contemporary waterfront mansions in the highly sought-after neighbor...

Photo of Listing #A4467242

A one-of-a-kind private, gated, bayfront compound, minutes by boat to the Gulf of Mexico, offering a private oasis for your family and friends. Behind custom gates you’ll discover an incomparable, ...

Photo of Listing #A4490168

Paradise Found! 150ft of Gulf frontage is home to this impeccably appointed Brent Whitehead 3 bedroom beachfront treasure. Designed by renowned architect Emily Ann Smith, this magnificent home cel...

Photo of Listing #A4437755

The Ultimate escape on the Gulf of Mexico in Sarasota, Florida… Imagine Quarantining with your loved ones in this gated, Bayfront Compound Estate with plenty of room for Social Distancing and loca...

Photo of Listing #A4487296

Blue Bay is a gorgeous custom luxury home on the northern end of Anna Maria Island that features 8 bedrooms and 6 bathrooms, fantastic views of the water and Sunshine Skyway, and is located only 2 ...

Photo of Listing #A4462220

Your own slice of PARADISE awaits you. Enjoy Gulf breezes and the sound of waves lapping the shore in this magnificent gated Key West style home. This 4 bedroom, 4 and 1/2 bath home features many u...

Photo of Listing #A4472396

Newly renovated luxury walkout gulf front home on beautiful Anna Maria Island. Enjoy the gulf breezes and nightly sunsets from multiple gulf front balconies. This home is succesful luxury weekly re...

Photo of Listing #A4481498

Under Construction. Welcome to your well-deserved paradise! Here on Longboat Key, retreat to a gorgeous, newly constructed, canal front getaway on the East side of this esteemed tropical island. Yo...

Photo of Listing #A4485002

Located directly on the Intracoastal Waterway this property occupies the point of a canopied road in Royal Palm Harbor, one of the island’s closest upscale neighborhoods to the award winning white ...

Photo of Listing #D6115937

**Brand New** READY TO MOVE IN!! Custom Built Four Bedroom Four 1/2 Bath Key West Home with Expansive Bay Views! "NEEDS IT'S FIRST FAMILY!" Pool and Dock with Deeded Beach Easement! The most perfec...

Photo of Listing #A4489672

Anna Maria living at its finest. It truly does not get better than this canal front home located on one of the most coveted streets on Anna Maria. This stunning home exudes class and style as soon ...

Photo of Listing #A4492940

Beautifully positioned within Sarasota’s elite country club The Oaks, this sophisticated, multi-level Key West-style home reflects the best in bespoke design. Driving into The Oaks, you’ll instantl...

Photo of Listing #A4466369

Welcome to this unique opportunity to Love where you live as you spend your days overlooking the sparkling azure waters of the Gulf of Mexico. This bespoke residence was constructed like Ft. Knox ...

Photo of Listing #A4484878

THE BEST VIEWS ON ANNA MARIA ISLAND ARE WAITING FOR YOU.....QUINTESSENTIAL BEACH COTTAGE ON THE NORTHERNMOST POINT OF ANNA MARIA JUST STEPS TO BEAN POINT. FEATURES SWEEPING 180 DEGREE VIEWS OF THE...

Photo of Listing #A4491900

A waterfront oasis fulfilling the island resort lifestyle you deserve, this custom and completely renovated home bestows lavish comforts enhanced by tropical views complemented by a coastal vibe. B...

Photo of Listing #A4486013

BEST VIEW OF THE GULF OF MEXICO, LIDO KEY AND SARASOTA. HOME/LOT SOLD AS A TEAR DOWN OF THE HOME BY BUYER. VALUE IS IN THE LAND WITH WATER FRONT PROPERTY. SURVEY AND NEW BUILD SETBACK INFORMATIO...

Photo of Listing #A4487434

Welcome home to this amazing beach house located steps from the Gulf of Mexico and conveniently located close to restaurants, bars and local shops! This home is projected to do $300,000 IN RENTALS ...

Photo of Listing #A4491218

Professional photos coming soon!! New Construction in the heart of the island ~ Exquisite coastal design, luxury home featuring 4 bedrooms, 5 baths, and private pool located in the heart of Anna Ma...

Photo of Listing #A4479235

LOCATION!! LOCATION!! Welcome to Octopus Cottage! Constructed in 2018, this gorgeous home is nestled just one and a half blocks from the beautiful Gulf sands of Anna Maria Island. The open floor p...

Photo of Listing #A4492182

Incredible Sarasota bayfront estate opportunity to own a multi use property that's priced well below its 2020 appraisal! The asking price includes: two attached, fully furnished townhomes that sha...

Photo of Listing #O5918070

Refreshing Bay Breezes and Gorgeous West Coast Sunsets at your fingertips! This Key West style custom built residence is sitting on .61 acre and bay front lot with a magnificent banyan tree as a f...

Photo of Listing #A4492420

Escape the snow and cold to this waterfront single-family resort-style home on Anna Maria Island located directly on Watsons Bayou. This 3-bedroom, 2.5-bath home was previously featured on the AMI ...

Photo of Listing #A4415103

This charming Key West style home on an oversized property invites you to move right in, expand, or even build new! With a private gate and sunset views over the Buccaneer Bay, this 4-bedroom, 4-ba...

Photo of Listing #A4491507

This lovely Longboat Key home is situated on a quiet street in the Bayou neighborhood of Bay Isles, located at the southern end of Longboat Key behind the secure gates of the Longboat Key Club resi...

Photo of Listing #D6116448

CUSTOM KEY WEST home sitting on over three acres of waterfront just minutes from Downtown Dearborn. The moment you pull into the driveway you will recognize the attention to detail put into this h...

Photo of Listing #A4460438

SEMI ELEVATED HOME CLOSE TO THE BEACH, RESTAURANTS, AND SHOPS IN HOLMES BEACH HAS IT ALL. THIS HOME WAS CUSTOM BUILT WITH HIGH VAULTED CEILINGS, OPEN FLOOR PLAN, WOOD LOOK TILE FLOORS, SOLID GRANI...

Photo of Listing #A4489554

Exquisite home close to the beach and bay with sunset views that never get old! Welcome to Coastal cove- a charming 6 bedroom home featuring multiple en-suite master bedrooms and enough sleeping ar...

Photo of Listing #A4481161

Don't miss this One of a Kind Captivating Contemporary Key West Style Dream Home located on Lemon Bay! This Stunning Coastal Living Waterfront Property includes 4729 SF situated on 1.8 Pristine Acr...

Photo of Listing #A4485952

Situated just a short walk away from the sugar sand and crystal blue waters of Anna Maria Island, this exceptional Key West style home offers the true luxury of enjoying your ultimate Florida lifes...

Photo of Listing #T3291364

Casa Azul is a 3 bedroom, 3 bath, LUXURY, beach house LOCATED STEPS FROM THE BEACH and sparkling waters of the Gulf of Mexico in beautiful Holmes Beach on Anna Maria Island. Offered TURN KEY--just ...

Photo of Listing #A4490420

Welcome to Harbour Walk, Manatee Counties premier gated waterfront community, where you will find Neal Signature Homes has created a masterpiece with the Santa Cruz floor plan complete with OVER $2...

Photo of Listing #A4489884

Epitomizing the Siesta Key lifestyle, this adorable Key West-style home fulfills your every wish for paradise living. Nestled among lush landscaping and a canopy of trees on the Grand Canal, this m...

Photo of Listing #A4466788

SEE 3D tour. Incredible location and Waterfront View-Enjoy the Island Life! This spacious home on VENICE ISLAND sits on ROBERTS BAY and has easy access to the ICW with NO bridges. With four bedr...

Photo of Listing #T3288363

Welcome to this exquisite home located on tranquil Miguel Bay on Terra Ciea Island. This secluded Key West tri level home is on over five acres of land with lush tropical landscaping. This private...

Photo of Listing #A4489145

Beautifully updated Key West style home located on the north end of Siesta Key in the sought-after Bay Island Park neighborhood. Originally built in 1940 the home has incredible natural light throu...

Photo of Listing #A4488360

Arrive home by land or sea in this lovely three-bedroom plus den home in the stylish and convenient gated-boating community of Harbour Walk. Charming on approach, the Arthur Rutenburg Intrepid floo...

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Communities

Sarasota Bradenton
Anna Maria Island Longboat Key
Siesta Key Lido Key
St. Armands Circle Bird Key
Casey Key Downtown Sarasota
Lakewood Ranch West of Trail
Palmer Ranch St. Petersburg

 

Lifestyles

Suburbs Condo Living
Luxury Properties Gated Communities
Beach Condos Downtown Living
Waterfront Golf & Tennis
Barrier Islands Master Planned Communities
55+ Communities Acreage

 

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

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

Listing information last updated on March 4th, 2021 at 7:08pm EST.