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: 182
Average Price: $1,310,109
Highest Price: $6,900,000
Lowest Price: $164,900

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

182 Properties Found. Page 3 of 6.
Photo of Listing #A4424937

Under Construction. Under Construction - Anticipated Completion Summer 2019 - The Aruba by Heritage Builders is ideally situated in West Bay, a private gated enclave of only 4 luxury single family ...

Photo of Listing #A4438517

Are you ready for effortless island life? This absolutely one-of-a-kind property is the perfect balance of casual, relaxed style and serious sophistication. You’ll revel in the breezy feel and luxe...

Photo of Listing #A4423442

This home is absolutely incredible! Just a short walk to the beach, this gorgeous, vibrant, turnkey furnished, meticulously maintained, home is located in Conrad Beach subdivision, which was awarde...

Photo of Listing #A4433832

Pre-Construction. To be built. Pre-Construction-TO BE BUILT. This beautiful custom home will feature all of the details and finishes found in a John Cannon Home. The floor plan features a great roo...

Photo of Listing #A4429290

Lovely Key West style two-story home with elevator. This home has a picturesque Pool and spa area leading to deep water dockage/fishing pier with direct access to Sarasota Bay and the Intracoastal....

Photo of Listing #A4434452

Under Construction. Under Construction: Be 1 of 7 to move into these BRAND NEW Coastal Craftsman homes. Banyan Beach Estates evokes coastal elegance and enhanced island living with high-end, though...

Photo of Listing #A4421541

$100,000 price reduction! Gorgeous, waterfront home in the prestigious enclave of Key Royale. Situated on a canal and private golf course of the Key Royal Club, this beautiful home enjoys expansiv...

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 #A4204976

Under Construction - Anticipated Completion Spring 2019 - The Biscayne by Heritage Builders is ideally situated in West Bay, a private gated enclave of only 4 luxury single family residences in Sar...

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 #A4429824

The perfect island vacation home plus rental income. Truly turn-key fully furnished, move-in ready, and an on-site full time staff that literally takes care of everything. Single family living i...

Photo of Listing #A4426304

Don’t miss this opportunity to capture your very own personal piece of paradise nestled in the secluded community of Shakett Creek Pointe. This waterfront home is every boaters dream come true. L...

Photo of Listing #A4402669

Come and make this your Bright and Cheery Anna Maria Island beach house located just a few blocks to AMI Beaches! Coastal Key West FURNISHED 3B/3.1B + bonus office/storage room has 1850sq.ft. Brand...

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 #A4423797

Almost a 20,000 sq ft lot with a beautiful island style home on the canal with direct access to the Intracoastal Waterway in Siesta Key's popular Sanderling Club. Perfect for boaters and sailors- n...

Photo of Listing #A4421218

SPECTACULAR VIEWS OF THE GULF OF MEXICO AND BIG PASS FROM ALMOST EVERY ROOM! Escape to the tropical splendor of the Banyan Club on Siesta Key. This luxury home is poised to take in the Island light...

Photo of Listing #A4421958

A Boater's Paradise!!! With both fresh water and salt water access! Harbour Walk is a gated community with water access to the Manatee River which leads to The Gulf of Mexico. This magnificent home...

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 #A4425030

AAAHHHMMAAZZING GULF views from the luxurious master suite of this custom home just steps to the sugar sand beach of Anna Maria Island. The bright open floor plan features an elevator to all levels...

Photo of Listing #A4413612

Priced below Appraisal. ONE OF A KIND ON THE MARKET w/2000SF Detached RV/Car Collector Garage that matches a Magnificent Plantation Style Estate Pool Home located on 6 Beautiful Equestrian Acres ju...

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 #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 #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 #A4425700

UNIQUE 4 BED 4 BATH IN HOLMES BEACH IS LOCATED CLOSE TO SHOPS, RESTAURANTS, PUBLIC PARKS, AND A SHORT STROLL TO THE BEACH. THIS PROPERTY WAS METICULOUSLY DESIGNED WITH HIGH END FINISHES INCLUDING ...

Photo of Listing #A4425900

Exquisite property! Endless options exist for this special property in a very sought-after neighborhood close to Siesta beaches, downtown Sarasota, the hospital and good schools. With almost ½ an a...

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 #A4437565

John Cannon Homes - Completed BUILDER SPEC! The Monterey, new from John Cannon Homes Benchmark Collection. Move-in Ready. This home features Coastal influences at the exterior with beautifully sele...

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 #A4417580

Gorgeous private deep water canal front lot with a rare double slip boat house and seawall. You’ll be thrilled when you enter this spacious home. Everything has been done for you. 3 newer Bryant A/...

Photo of Listing #A4425718

GREAT ELEVATED 4 BED 3 BATH IN HOLMES BEACH IS LOCATED CLOSE TO SHOPS, RESTAURANTS, PUBLIC PARKS, AND ONLY A SHORT STROLL TO THE BEACH. THIS PROPERTY WAS METICULOUSLY DESIGNED WITH HIGH END FINISH...

Photo of Listing #A4411383

Charming and Eclectic Elevated Key West style 3 Bedroom 2 Bath home with 2 Bedroom 1 Bath attached Guest House. Perfect location in The City of Anna Maria, West of Gulf Drive!! Only a few steps to ...

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...

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

Listing information last updated on July 15th, 2019 at 11:00pm EDT.