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: 161
Average Price: $1,352,750
Highest Price: $6,900,000
Lowest Price: $125,000

Key West Style Homes For Sale in Sarasota - Page #3

161 Properties Found. Page 3 of 5.
Photo of Listing #A4429807

Key West meets Cortez and Anna Maria Island. Bring your yacht and your small boat because this home features a 70 foot deeded dock that has two sections for two boats and a lift with direct access ...

Photo of Listing #A4423161

Boaters Paradise! Custom Built 6 bedroom estate home in Harbor Walk designed by Architect Don Evans and built by Bamboo homes. Home boasts endless upgrades. Beautifully appointed and immaculatel...

Photo of Listing #A4421074

The owners of this Nearly New one-half acre Key West styled waterfront home are also the Builder and Interior designer. With Mark’s unwavering, meticulous insistence on quality and Deborah’s uncann...

Photo of Listing #N6104870

WATERFRONT- WITH GULF ACCESS * HEATED POOL/SPA* Luxurious Key West Style Home nestled within a small waterfront community including dock, davit,hoist and lift for a boaters dream (minutes from Shak...

Photo of Listing #A4210362

Absolutely beautiful 3 bedroom, 2 bath home, on a large 7,500 sq. ft. lot. Being sold turnkey furnished, tastefully decorated in a beach décor, this home also features a gorgeous outdoor entertain...

Photo of Listing #A4442604

DRASTIC REDUCTION! Totally remodeled in 2013 Builder and his family, this home spares no expense. Upon entering the front door you step into the Great Room with high shiplap ceilings (lots of ins...

Photo of Listing #A4446401

Looking for beach and boating? Welcome to Sleepy Lagoon, the quiet single family home neighborhood near the north end of Longboat Key. Enjoy a 5 minute walk to deeded beach access and miles of be...

Photo of Listing #A4434790

Fabulous island home located on a beautiful canopy street on the Grand Canal with direct access to Sarasota Bay and Gulf of Mexico! This Siesta Key elevated home has 4 bedrooms, 4 ensuite bathrooms...

Photo of Listing #A4442720

Unbeknownst to many, yet centrally located to all, Shakett Creek Pointe is a true hidden gem and boater’s dream. This incredible Key West Lodge with soaring ceilings, private elevator, oversized ro...

Photo of Listing #A4443608

Watch the beautiful sunsets from this grand home every night in the exclusive, gated waterfront community of Harbour Walk! Boaters will enjoy the convenience of having your own private dock in your...

Photo of Listing #A4446190

TRUE ANNA MARIA CHARM! Located on a quite residential street in the City of Anna Maria, this Canal front, 2 Bedroom, 2 Bathroom home is a perfect island getaway! Featuring a large updated kitchen, ...

Photo of Listing #U8031609

TURN-KEY, MOVE IN READY beach house in the highly desirable and quiet North End of Anna Maria Island. This updated and fully furnished, elevator equipped 3 bedroom, 2 bath home only steps away to t...

Photo of Listing #A4445584

Nestled inside the private gates of Sarasota’s most revered golf club community lies a custom built Todd Johnston home bestowed with a captivatingly beautiful setting and supreme privacy. With 4,2...

Photo of Listing #A4439580

Welcome to the Chandler by Stock Signature Homes! This luxurious move-in ready home is in the Eaglescliffe gated neighborhood of Country Club East in Lakewood Ranch. Beautifully appointed with exqu...

Photo of Listing #A4437565

John Cannon Homes - Completed! The Monterey, new from John Cannon Homes Benchmark Collection. This home features Coastal influences at the exterior with beautifully selected finishes, furnishings a...

Photo of Listing #N6105384

Welcome to The Eagle Point Club a historical hunting and fishing private resort that sits along the shores of Robert's Bay. This lovely Key West home includes an assigned deep water boat dock and l...

Photo of Listing #N6106862

CANAL FRONT HOME EXCEPTIONAL COASTAL LIVING IN SORRENTO SHORES Immaculate, attention to detail. Key West Style residence designed with spacious high vaulted ceilings and open floor plan that flows ...

Photo of Listing #A4437898

Enviably situated on Sarasota Bay, this remarkable estate is perfectly suited for the boating enthusiast, outdoor adventurer, and one who appreciates the art of a life well-lived. Nestled in the pr...

Photo of Listing #A4441893

Priced for immediate sale, this is a rare opportunity to own an exceptional 4 bedroom plus office, 5 ½ bath home situated on an amazingly private canal-front lot with natural, mangrove shoreline pl...

Photo of Listing #A4440825

West of the Trail boater’s paradise Located in historic Whitfield Estates you can sail away, catch a sunset, or relax poolside. This beautiful Key West waterfront home boasts 5 bedrooms and 3 baths...

Photo of Listing #A4424701

Live a fun, active, upbeat Longboat Key Lifestyle here! (see video tour) Enter this private bricked aesthetic enclave of Key West Style homes! This architecturally pleasing 3 bedroom, 3 bath split...

Photo of Listing #A4438349

Imagine living within a short stroll to Siesta Key Village and Siesta Key's spectacular beaches! This adorable, lovingly maintained waterfront home, tucked away in a quiet and tranquil neighborhood...

Photo of Listing #A4425279

A must see! Arrive home and “fuhgeddaboudit” to this relaxed island-style residence only steps from Siesta Beach, named the No. 1 beach in the nation. Surrounded by lush, tropical plantings, easy-t...

Photo of Listing #A4432420

Fabulous new construction on Anna Maria Island. The property has 2 bedrooms both with an ensuite and an additional half bath. The living area has a open concept that includes upscale finishes and a...

Photo of Listing #A4431863

Classic Key West-style residence on the north end of Siesta Key. Tucked away on Bay Island, between Sarasota’s mainland and the north end of Siesta Key, the location can’t be beat. Super close to S...

Photo of Listing #A4405762

This beautiful remodeled canal home has two bedrooms and two and 1/2 baths with an option for a third bedroom.The remodel included impact double pain windows and sliding doors, new plumbing and fix...

Photo of Listing #A4445188

The "KEY LARGO COTTAGE" is the PERFECT Anna Maria Island beach house located in the heart of Holmes Beach. This is a successful 3B/3B vacation rental home professionally decorated & furnished! New...

Photo of Listing #A4437412

Motivated Seller! Breathtaking three bedroom, three bath home located right on the Grand Canal. This home has been thoroughly updated. The exterior and interior of the home have been touched with ...

Photo of Listing #A4432229

Welcome to “Lazy Gecko”. This home is a lovingly renovated ground level canal home. It is located on a secluded canal street in Bradenton Beach, 4 houses from the inter-coastal. Bring you boat and ...

Photo of Listing #A4443606

Under Construction. Welcome to the Cambria Move-In Ready home by Stock Signature Homes! This luxurious home is in the Genoa neighborhood of the magnificent fully gated village of The Lake Club in L...

Photo of Listing #U8034141

A rare find! This beautifully updated spacious 5 bed, 4 bath pool home sits on one of the best & most private double saltwater canal lots in the waterfront community of The Inlets. Enjoy 130+ ft of...

Photo of Listing #A4421850

***PRICE REDUCTION*** Welcome to 503 North Bay Blvd. A gorgeous 2-bedroom, two bath elevated home located on the north end of the City of Anna Maria. The home was never rented and was lovingly reno...

Photo of Listing #A4438477

SPACIOUS KEY WEST STYLE 3 BED/3 BATH HOME PLUS DEN ON ANNA MARIA ISLAND WITH PROVEN RENTAL INCOME! LARGE POOL AND SPA WITHIN THE PRIVATE AND TROPICAL FENCED YARD. DEEDED BOAT SLIP ON SAILBOAT WATER...

Photo of Listing #A4445912

Anna Maria Island home with short walks to beaches, restaurants, Publix Grocery, and the bay. This home is in a quiet residential neighborhood that is located close to Manatee Avenue for easy acce...

Photo of Listing #A4431571

BRING YOUR BOAT AND LIVE THE LIFESTYLE THAT FLORIDA DREAMS ARE MADE OF! This stunning waterfront Aruba III model is located behind the gates of Harbour Walk at the Inlets, a premier deep-water boat...

Photo of Listing #A4413833

Wonderful family home with plenty of space for work and play. This Key West style residence has an open floor plan with soaring ceilings and an abundance of natural light. New windows, wood floors,...

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

Listing information last updated on September 23rd, 2019 at 2:45pm EDT.