Key West Style Homes For Sale in Sarasota

All Listings Under $100,000 $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: 200
Average Price: $1,189,637
Highest Price: $5,950,000
Lowest Price: $75,000

Key West Style Homes For Sale in Sarasota - Page #2

200 Properties Found. Page 2 of 6.
Photo of Listing #A4440329

SPECIAL LIMITED TIME OFFERING BY DEVELOPER TO ESCAPE TO BEAUTIFUL ANNA MARIA ISLAND. OWNER FINANCING AVAILABLE UP TO 60% WITH 0% FINANCING FOR 6 MONTHS, AND UP TO 10% OFF LIST PRICE WITH IMMEDIATE...

Photo of Listing #A4463292

Located on the coveted north end of Siesta Key with 104’ on boating water, this is the ultimate island lifestyle. Experience privacy and quick boating access to the azure waters of the Gulf of Mexi...

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 #A4448405

Stunning views of the Intracoastal and private deeded beach access across the street provides this home with an idyllic island setting. One level of living with features that many buyers seek inclu...

Photo of Listing #A4445676

Seller has priced aggressively at LAND VALUE for immediate sale. Located in Oyster Bay, one of Sarasota’s most revered neighborhoods and close to the Field Club. Located on a quiet cul-de-sac stre...

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 #A4438678

Located just 1 block to Anna Maria Island's landmark Bean Point, beach access and the azure waters of the Gulf of Mexico. This fabulous 2016 home, fully furnished for the casual lifestyle, is the p...

Photo of Listing #A4430933

REMINISCENT OF THE WEST INDIES, THIS PRISTINE NEWER (BUILT IN 2016), OPEN LIVING CONCEPT, OFFERS THE HIGHEST STANDARDS OF MIAMI DADE HURRICANE CONSTRUCTION, INCLUDING IMPACT WINDOWS. THERE IS DEEDE...

Photo of Listing #A4444576

The Peninsula Estate: Enjoy the Good Life with sweeping panoramic water views from every room, while enjoying hypnotic sunrises and sunsets while dolphins and manatees play just a few feet away. Bo...

Photo of Listing #A4459530

The latest offering on Holmes Beach and Anna Maria Island, this brand new masterpiece offers the very best in island living. Located minutes by walking or bicycle, or perhaps your very own street ...

Photo of Listing #A4432864

NEWLY CONSTRUCTED HOME ON BEAUTIFUL ANNA MARIA ISLAND, IS A BLOCK TO THE BEACH AND 2 BLOCKS TO THE BAY. THIS HOME HAS 6 BEDROOMS 4 FULL AND 2 HALF BATHS, AND AN EXTRA BONUS DEN AREA. INSIDE THE H...

Photo of Listing #A4438072

Nestled off the beaten path on south Siesta Key lays this exclusive private residence directly on the beach with water on both sides. Rest your boat on the lift in the backyard while you enjoy your...

Photo of Listing #A4187388

New, now open. John Cannon Homes presents The Milina model in Legacy Estates at Esplanade on Palmer Ranch. The Milina model is home to exquisite design details, finishes and furnishings and is avai...

Photo of Listing #A4435225

Imagine coming home to marvelous views of Tampa Bay and then walking a few steps to famous Pine Avenue for fabulous shopping and great restaurants for fresh seafood and craft cocktails. Here is a w...

Photo of Listing #A4450069

If you are looking for Coastal style with a modern twist, you have found it. Built by Najjar Construction, this light and bright 3 bedroom (WITH OPTIONAL 4TH BEDROOM)/4 bath SOUTHERN EXPOSED pool h...

Photo of Listing #A4461908

VIRTUAL TOUR LINK: https://www.youtube.com/embed/KJelXfo1zV4 CALL for your live virtual tour scheduled at your convenience. MAGNIFICENT WATERSIDE HOME IN A-RATED SCHOOL DISTRICT. A perfect me...

Photo of Listing #A4453649

AMAZING PROPERTY JUST ACROSS THE STREET FROM THE FAMOUS BEACHES OF BEAN POINT IN ANNA MARIA. THIS HOME HAS BEEN COMPLETELY REDONE WITH HIGH END FINISHES INCLUDING GRANITE SURFACES, UPDATED KITCHEN...

Photo of Listing #A4439659

What a view!! Take in the endless water views from the multiple elevated decks, including a 360 view of the Intracoastal Waterway to the Gulf Of Mexico, from the rooftop deck! This new home, built ...

Photo of Listing #A4452213

Stunning and beautifully appointed island home, just a short stroll away from the lovely sunsets on Anna Maria Island. This home features a 5 bedrooms, a very large den, lovely coastal decor, barn...

Photo of Listing #A4433741

Pre-Construction. To be built. The beach and beautiful sunsets? Or a round of golf along the Gulf? How about both. Or maybe shopping the posh St. Armand’s Circle is more your style. Whatever your d...

Photo of Listing #A4460350

Blending old-Florida charm with magazine-worthy modern updates, this residence is enviably situated in one of Sarasota's most desired neighborhoods. Arrive home to the brick driveway, verdant groun...

Photo of Listing #A4436175

NEWER ELEVATED HOME HAS EVERYTHING YOU COULD WANT IN A BEACH HOME. IT HAS 5 BEDS AND 3.5 BATHS, LARGE GREAT ROOM, AND A BIG MASTER SUITE. IT ALSO HAS SOLID GRANITE SURFACES, SOLID WOOD CABINETS, ...

Photo of Listing #A4455438

A SPECTACULAR ANNA MARIA ISLAND BAYFRONT PROPERTY WITH 6 BEDROOMS AND 4 BATHROOMS WHICH HAS BEEN COMPLETELY RENOVATED FROM TOP TO BOTTOM HAS IT ALL. SOLID WOOD CABINETS, METAL ROOF, HARDI SIDING, I...

Photo of Listing #A4204906

JUST COMPLETED IN 2016 THIS NEWER STYLE BEACH HOUSE IS ONLY A SHORT WALK TO THE BEACH. IT HAS HIGH END FINISHES INCLUDING SOLID WOOD CABINETS, SOLID GRANITE SURFACES, VAULTED CEILINGS, LED LIGHTIN...

Photo of Listing #A4441501

Built in 2018, and a winner in the Parade of Homes, this Custom Waterfront Home has countless upgrades! Costal designed 3 Bedroom, 2 1/2 Bath, 2 Car Garage home is steps from Hidden Harbor Marina ...

Photo of Listing #N6108005

A Rare Find! Stunning expansive Water Views of Roberts Bay with 120 feet of water frontage! Gorgeous Key West Floridian home that has numerous upgrades with the current remodeling renovations. The ...

Photo of Listing #A4447513

Fun and tastefully decorated, “Coastal Breeze” is the ideal home for an Anna Maria Island family retreat or investment property with it's high rental income (approximately $125K annually). Situated...

Photo of Listing #O5778876

BEAUTIFUL remodeled (2011) single family SARASOTA BAYFRONT POOL home. One small block to the the world's most beautiful beaches for amazing sunsets. Granite kitchen with stainless steel appliances...

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 #U8053649

Checkout the virtual tour! Enormous 12,600 sf lot with truly ONE-OF-A-KIND spectacular & spacious elevated beach home in North Anna Maria, just steps from the pristine white sands of secluded Bean...

Photo of Listing #A4454361

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 #N6109334

A RARE FIND! Key West Style property located in the historic, gated and waterfront community of Eagle Point Club on Roberts Bay. This home consists of 4 bedrooms, 2 full bathrooms, 2 half bathrooms...

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 #A4454647

Create memories in this boater's delight! Boat, kayak, paddleboard or fish from your very own dock; direct sailboat water access to the bay and Intracoastal Waterway in minutes. Designed for entert...

Photo of Listing #A4455943

Welcome to boater’s paradise! Bring your yacht for pleasure cruises and your smaller craft for day-tripping along the intercoastal waterway as this fabulous Key-West style home also comes with a de...

Photo of Listing #A4455634

Inspired by the tropical West Indies, this popular Arthur Rutenberg design has been re imagined to capture the essence of Florida living in a setting that epitomizes casual elegance. Designed to en...

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

Listing information last updated on April 6th, 2020 at 5:00pm EDT.