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: 176
Average Price: $1,411,438
Highest Price: $6,900,000
Lowest Price: $199,900

Key West Style Homes For Sale in Sarasota

176 Properties Found. Page 1 of 5.
Photo of Listing #A4433494

Sarasota’s Ultimate Address - Westway Drive. Lido Shores is home to some of Sarasota’s most unique & extraordinary properties, and there is no exception with this extraordinary estate. Awe-inspirin...

Photo of Listing #N6107266

Rare Offering ~ Beach and Bayfront Estate Sized Property on Casey Key. Amenities include private beach with cabana, boat basin/lift, pool, a car collectors dream 10 car garage, and a 5 hole puttin...

Photo of Listing #A4437755

LAFFIN PLACE… A Gated Bayfront Estate on 1.2 acres on the private North end of Casey Key with deeded access to a private beach to enjoy spectacular sunsets. The property with main house, guest hous...

Photo of Listing #A4445050

Direct Gulf-front living, located on Anna Maria Island one of the top rated beach destinations in the world. This single family island paradise provides the extraordinary setting in which residents...

Photo of Listing #A4443714

Glorious views!! This is what you call direct gulf-front living on Anna Maria Island. This single-family paradise provides extraordinary views and spectacular sunsets Resting along the pristine...

Photo of Listing #A4432850

SIESTA KEY - SIESTA KEY BEACH - RARE DIRECT GULF FRONT PROPERTY, Haven't you and your family been searching long enough. Here it is; Siesta Key Direct Gulf Front with Private Beach Access and Full ...

Photo of Listing #A4442067

Newly built. This coastal residence captivates with its impeccably designed décor and outdoor living spaces in a scenic waterfront setting only seconds to the open waters of Sarasota Bay. Located W...

Photo of Listing #A4424681

Act now to own one of the most enchanting properties on Florida’s gulf coast, this 2.6-acre walled and gated Bayfront estate boasts over 219 feet of direct bay frontage set on the southern end of w...

Photo of Listing #D6109809

If beautiful sunsets directly on the Gulf of Mexico are on your wish list, this beach front home is the answer! Set on over an acre with 138 feet of direct beach frontage, on one of the largest an...

Photo of Listing #A4448097

Rare opportunity to own this custom-built bayfront home with amazing views! This stunning estate features over 11,000 sq ft and is uniquely positioned on 2.26 acres. 8 bed.6.5 baths w/ private In-l...

Photo of Listing #A4447053

True Coastal Luxury! Located just 2 blocks from the World Famous Beaches of Anna Maria Island! This stunning, canal front 6 Bedroom 4.5 bath home features oak floors, quartz counter tops, marble ba...

Photo of Listing #A4452303

Arguably, one of the most classic and unique homes to come on the market in Sarasota County in years. Located on a double lot (almost 3/4 of an acre) at the end of a dead-end street in the historic...

Photo of Listing #A4428858

Fabulous opportunity to acquire a very attractive residence in the highly sought-after Palmer Neighborhood of North Casey Key. Surrounded by lush tropical landscape, turquoise waters, with a deeded...

Photo of Listing #A4402600

Welcome to the "Bayfront Paradise" a spectacular Key West Waterfront home new in 2013. This gorgeous Anna Maria Island Bay Front home features phenomenal panoramic bay VIEWS, VIEWS AND MORE VIEWS o...

Photo of Listing #A4414881

The Korina by John Cannon Homes, now open in Lake View Estates at The Lake Club in Lakewood Ranch. The Korina is a dream home inspired by classic coastal style with a contemporary influence. The c...

Photo of Listing #A4451976

Cross over a historic swing bridge into the serenity of private North Casey Key. Here, in this tranquil community nestled along a winding island road, is a rare opportunity to own a slice of paradi...

Photo of Listing #A4430878

UNIQUE OPPORTUNITY TO OWN A BRAND NEW HOME ACROSS THE STREET FROM THE BEACH AND A BLOCK TO THE BAY. THIS HOME IS SITUATED ON A NARROW STRETCH OF THE ISLAND THAT ALLOWS FOR BOTH GULF AND INTRACOASTA...

Photo of Listing #A4449960

Bay/Bayou house on North LBK located in historic Longboat Village. This newly built 3BR, 3 BA home with 2/2 in the front house and the stand alone back house with Master bed and bath built with sta...

Photo of Listing #A4446405

GREAT LOCATION WHERE YOU CAN HAVE YOUR BOAT IN YOUR BACKYARD AND BEACH IS ONLY A BLOCK AND A HALF AWAY. THIS HOME HAS BEEN RENOVATED INSIDE AND OUT. OUTSIDE THERE IS A NEW METAL ROOF, HARDI SIDIN...

Photo of Listing #N6108099

Nestled amongst old Florida charm, sits this beachside residence where water and waves are an integral part of daily living. Panoramic Gulf of Mexico views and a coastal vibe shines throughout the ...

Photo of Listing #A4437313

This absolutely stunning Bay Front Home offers everything you would expect for a luxurious, elegant, but casual coastal lifestyle. The choices of exquisite materials and exclusive and lovely furnis...

Photo of Listing #A4450545

Pre-Construction. To be built. Build this Beautiful John Cannon Home or Pick out one of their other Custom Home Designs. Or Bring your Own Custom Home Builder. This is an Exclusive Longboat Key .56...

Photo of Listing #A4444964

The perfect island retreat nestled in a tropical setting in this Gulf to Bay property affording you the lifestyle that only Casey Key offers. Relax on the deck shaded by tall trees offering exquis...

Photo of Listing #A4439438

BEST LOT, BEST VIEW ON THE ISLAND!! SOLD AS A TEAR DOWN HOME, BUILD YOUR NEW CUSTOM HOME on 23,734 SF Lot with 125' SEAWALL FRONTAGE X APPROX 185' DEEP LOT. BEAUTIFUL DIRECT WATERFRONT PANORAMIC NW...

Photo of Listing #A4403001

FANTASTIC HOME A BLOCK TO THE BEACH AND ONLY 2 BLOCKS TO THE BAY. THIS HOME WAS BUILT WITH ALL HIGH END FINISHES INSIDE INCLUDING, SOLID WOOD CABINETS, SOLID GRANITE SURFACES, CUSTOM TRIM PACKAGE,...

Photo of Listing #A4212223

Under Construction - Anticipated Completion Summer 2019 - This expansive custom home is situated on an estate sized home site in Sarasota's coveted West of Trail area. Through a striking motor cour...

Photo of Listing #N6107303

BAYFRONT LOCATION ON VENICE ISLAND, .61 acre estate-sized lot, fast Gulf of Mexico access from the private dock, 2 story home with heated and cooled salt water swimming pool, 4 bedrooms en-suite on...

Photo of Listing #D6107173

TUCKED AWAY FOUR BEDROOM GULF FRONT HOME WITH EASY CONVERSION TO FIVE BEDROOM! 100 FEET OF GULF SHORE! PRIVATELY NESTLED WITH NATURAL VEGETATION FROM THE ROAD. GENEROUS FLOOR PLAN. 10 FOOT CEILINGS...

Photo of Listing #A4448559

Under Construction. Anticipated completion date expected May of 2020. Nutter Custom Construction introduces,"The Anchorage", a contemporary coastal design with 3,471 air conditioned square feet. ...

Photo of Listing #A4415103

With a private gate and sunset views over the bay, this 4-bedroom, 4-bath family home offers you your own tropical oasis. From the high ceilings to the open floor plans, this home is spacious while...

Photo of Listing #A4421132

LOCATION! LOCATION! LOCATION! BUILT IN 2014 CUSTOM KEYWEST STYLE 5 BEDROOM 4.5 BATH LOW MAINTENANCE / HIGH PERFORMANCE LUXURY VILLA HOME LOCATED WEST OF GULF DRIVE. This is the ultimate in high per...

Photo of Listing #A4403197

Fabulous new construction 4-bedroom coastal home with 4.5 baths is located just one block from the shops on Pine Avenue and minutes to the beach front and bay front restaurants. The home has upsca...

Photo of Listing #A4424955

Under Construction. Now Available. The Captiva by Heritage Builders is situated on nearly 1/2 acre in Sarasota's coveted West of Trail area will be complete in early 2020. The West Indies inspired ...

Photo of Listing #A4402802

ONE OF A KIND BRADENTON BEACH PROPERTY WITH VIEWS OF THE GULF AND VERY SHORT WALK TO THE BEACH AND CLOSE TO SHOPS AND RESTAURANTS. THIS HOME WAS NEWLY CONSTRUCTED WITH HIGH LEVEL FINISHES INCLUDIN...

Photo of Listing #A4427516

Pre-Construction. To be built. Pre-Construction - Now Available. This luxurious custom residence by Heritage Builders in the exclusive Oyster Bay area will be complete in early 2020. The West Indie...

Photo of Listing #A4445817

Pre-Construction. To be built. Luxury, stunning, one-of-the-kind 2 story Anglo - Caribbean Key West style home that offers an open floor plan with the 4750sqft of the finest in Florida living with ...

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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 December 5th, 2019 at 7:00pm EST.