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

Key West Style Homes For Sale in Sarasota

156 Properties Found. Page 1 of 5.
Photo of Listing #N5913541

Luxurious and contemporary custom-built family home on a private half acre+ tip lot in Hidden Harbor. This lush, tropical, private upscale waterfront neighborhood consisting of only 36 exclusive re...

Photo of Listing #A4207422

Located on north Casey Key along the sparkling waters of Sarasota Bay, a very private dream estate known as Laffin Place is perfectly nestled on 1.2 acres of luxuriant landscaping. Built in 1937, i...

Photo of Listing #A4416627

Under Construction - Welcome home to the only brand new, 2019 beachfront estate for sale in Sarasota County, ready for your final selections. Nearly completed, the discerning buyer can “buy it now”...

Photo of Listing #A4208027

Set in the lushly-treed beauty of Hidden Harbor on Siesta Key, this waterfront estate integrates quality, privacy and luxury in an unrivaled fashion. From your first steps into Oak Shadows, you wil...

Photo of Listing #A4212857

No need to build - the bayfront island lifestyle is yours in this spectacular 2014-custom built Coastal home. Inspired by gracious British West Indies estates, this island jewel affords breathtakin...

Photo of Listing #A4417514

Under Construction — Live inspired — savor spectacular panoramic bay views and frolicking marine life from nearly every room of this newly built home, to be completed March 2019. With stunning wate...

Photo of Listing #A4423643

*CASEY KEY BEACHFRONT*The 8-mile long island of *Casey Key* is known for its beautiful white sandy beaches directly on the Gulf of Mexico. The unique island has two separate bridges for easy access...

Photo of Listing #A4417147

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 #N6103445

Your waterfront oasis is waiting for you... 5,000+ sq. ft. dream home on a 15,000 sq ft waterfront lot, direct access (no bridges) to the Gulf of Mexico! Immaculate 5BR + in-law or nanny quarters o...

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 #A4407245

Cozy Key West Cottage Captures the Gulf. Explore all the beaches from Anna Maria to South Casey Key and we will challenge you to find a more charming, quaint abode that captures Florida’s spectacul...

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 #A4152594

Exceptional. The Victoria by John Cannon Homes. Stunning, detailed Key West architecture welcomes you and upon entering warm, natural colors and finishes surround you. John Cannon's has once again ...

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 #A4408396

As you drive down the historical parkway of Ringling Point you’re presented w/ a Florida coastal contemporary style home at the point of the street w/sweeping views of Sarasota Bay, islands, & John...

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 #A4402654

"Pineapple Paradise" is an exceptional AMI coastal cottage located in the 200 block of 65th Street! New in 2016 this beauty was professionally decorated and boasts Du-chateau hardwood floors, custo...

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 #A4413443

Come see this beautiful Anna Maria Island waterfront paradise! Enjoy immediate access to the Gulf of Mexico just about 3000 feet from your dock. This Estate home is on an oversized 3/4 acre propert...

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 #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 #A4400311

Located in the coveted West of the Trail neighborhood of Cherokee Park, this spacious Key West-style family compound on nearly a half acre offers beautifully appointed amenities, lush tropical land...

Photo of Listing #A4208439

Rare opportunity to own this custom built bay front 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...

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 #T3145165

Brand New Construction, West of Gulf, this exquisite coastal luxury 4-bedroom 4.5-bath pool home is steps from the beach, and two streets to the shops and restaurants on Pine Ave. Perfect for ente...

Photo of Listing #N6103576

Do you want your new waterfront home to be out of the ordinary and into the exceptional? Start here and your search will be over. Situated behind the gates of Venice's prestigious and historic boat...

Photo of Listing #A4417242

This is an enchanting waterfront residence, with nearly full bay views and a major renovation in 1992, then topped off with many upgrades in 2018. Amazing new kitchen, new appliances, new laundry, ...

Photo of Listing #A4406797

This Island gem has been lovingly remodeled to preserve the original character of this Anna Maria home. Designer details abound both inside and out. The tropical pool and spa feature a theme park ...

Photo of Listing #A4407687

"Sign of the Mermaid" is a BRAND NEW beach house built in 2018 and is located WEST of Gulf Drive in the City of Anna Maria and just four houses to the beach without having to cross any major roads!...

Photo of Listing #A4214342

Fabulous new construction 5-bedroom coastal home with 4 baths is located on the highly desirable northern end of Anna Maria Island. The home has upscale finishes and an amazing floor plan with op...

Photo of Listing #A4402745

Live the life that others dream of or be nice and share! This 4 bedroom/4 bath home is spacious and perfect as a primary residence or second home but also offers great rental opportunity. Per selle...

Photo of Listing #A4420800

Welcome to Stock Signature Homes Margo II Furnished Model! This luxurious home is in the magnificent fully gated village of The Lake Club in Lakewood Ranch. This home has been beautifully appointed...

Photo of Listing #A4415695

In harmony with nature, sitting on 0.48 acres of land and a cul de sac, this unique and grand Key West style home brings alive the charm of modern coastal living and the enjoyment of your own PRIVA...

Photo of Listing #A4210381

Custom built home located just a short walk to the beach on Anna Maria Island. This home has tons of unique high end finishes throughout. This large single family home has wood grain tile, high va...

Photo of Listing #A4199179

Active rental but viewing now available with 24 hours notice. Experience the Island lifestyle! This home is a great opportunity for a primary residence, second/vacation home or rental income proper...

Photo of Listing #A4421377

Discover this amazing bayfront location on secluded Casey Key with private deeded beach access and excellent boating and fishing close to the Venice Inlet. This wonderful home and guest house have...

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Communities

Sarasota Bradenton Anna Maria Island Longboat Key Siesta Key Lido Key St. Armands Circle
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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.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on January 15th, 2019 at 8:00pm EST.