Key West Style Homes For Sale in Sarasota, Over $1,000,000

All Listings $200,000 - $300,000 $300,000 - $400,000
$400,000 - $500,000 $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: 42
Average Price: $2,871,595
Highest Price: $9,999,000
Lowest Price: $1,000,000

Key West Style Homes For Sale in Sarasota, Over $1,000,000

42 Properties Found. Page 1 of 2.
Photo of Listing #A4508100

Breathtaking beachfront…you will be in awe of this architectural masterpiece with 151' of powder white sand directly on the coveted south end of Longboat Key. Just over 7000 SF of fresh coastal sty...

Photo of Listing #A4510588

Elegantly situated on two acres with 350 feet of direct beach frontage makes this Anglo Caribbean-style home a true island treasure and unquestionably one of the best locations on Anna Maria Island...

Photo of Listing #A4510023

Views, views, and more views! Bayfront Paradise has some of the most amazing views of Anna Maria Sound, Tampa Bay, and the Skyway Bridge. From the living room or bedroom, you can watch marine life ...

Photo of Listing #A4497635

Offered for sale for the first time. Positioned to take full advantage of spectacular sweeping full bay and Intracoastal Waterway views and amazing sunsets, this exceptional 1.2-acre bayfront estat...

Photo of Listing #A4496271

OWNER FINANCING AVAILABLE. ONE OF A KIND GULF FRONT PROPERTY HAS STUNNING VIEWS AND A GREAT RENTAL HISTORY. THIS HOME HAS COMPLETELY UNOBSTRUCTED VIEWS OF THE GULF WATERS. IT HAS 5 BEDROOMS AND 5....

Photo of Listing #A4481498

Under Construction. Welcome to your well-deserved paradise! Here on Longboat Key, retreat to a gorgeous, newly constructed, canal front getaway on the East side of this esteemed tropical island. Yo...

Photo of Listing #A4513874

Everything you expect from a luxurious tropical vacation rental home is waiting at Beach to Bay! This beautiful bay front home is nestled on Anna Maria Island in Bradenton Beach with beach access o...

Photo of Listing #A4510062

Under Construction. Living on the island never looked so good! This beach to bay beauty encompasses thoughtful design and one of the most private lots in the area. This home is one street from the ...

Photo of Listing #A4511384

Once in a lifetime, the opportunity to purchase The Victoria, John Cannon Homes former award-winning model in the sought-after Country Club community, Concession. Situated on a lush one-acre envelo...

Photo of Listing #A4485002

Located directly on the Intracoastal Waterway this property occupies the point of a canopied road in Royal Palm Harbor, one of the island’s closest upscale neighborhoods to the award winning white ...

Photo of Listing #A4509860

Ocean Star – A luxury Key West style home with professional décor, high-end finishes, 7-ensuite bedrooms, fabulous views from your rooftop deck and only a short walk to the beach. No detail was ove...

Photo of Listing #A4505852

You don't want to miss this Resort-style island living on Siesta Key featuring deep sailboat water with no bridges to the bay, only minutes to the Gulf of Mexico. The long driveway leads to this sp...

Photo of Listing #A4503360

One or more photo(s) has been virtually staged. Rare opportunity to own this custom-built Bayfront home with amazing views! This stunning estate features over 11,000 sq. ft and is uniquely position...

Photo of Listing #A4506438

An opportunity rarely available on AMI! Welcome to Beachbreeze, a fantastic island home located West of Gulf Dr with no busy streets to cross, this colorful property is situated just a short 2 minu...

Photo of Listing #A4502839

RECENTLY BUILT HOME WEST OF GULF DR., APTLY NAMED TROPICAL OASIS HAS IT ALL. THIS 5 BED 4 BATH HOME HAS HIGH END FINISHES INCLUDING, SOLID WOOD CABINETS, HURRICANE WINDOWS AND DOORS, METAL ROOF, U...

Photo of Listing #A4513072

THIS KEY WEST STYLE HOME IS BEING SOLD TURNKEY FURNISHED AND WAS BUILT WITH ALL HIGH END FINISHES INCLUDING SOLID GRANITE SURFACES, 8FT DOORS, TRAVERTINE AND WOOD GRAINED TILE FLOORS, CUSTOM TRIM P...

Photo of Listing #D6119875

Secluded 1.24 acre tropical oasis BAYFRONT SALTWATER POOL HOME w/DEEDED BEACH ACCESS - PRIVATE - GATED w/electronic entry. Key West style home w/HEATED SALTWATER 15'x45' LAP POOL newly re-surfaced ...

Photo of Listing #N6117329

MANASOTA KEY BEACHFRONT!! This wonderful four bedroom oceanfront home has sweeping views of the Gulf of Mexico from the living room, raised dining area, master bedroom and kitchen with an exquisite...

Photo of Listing #A4507359

Pre-Construction. To be built. BRAND NEW CONSTRUCTION IN HOLMES BEACH. THIS CUSTOM HOME WILL HAVE 4 BEDS 4.5 BATHS, AND A DEN. IT WILL COME COMPLETE WITH A CUSTOM TRIM PACKAGE, CUSTOM TILE WORK, ...

Photo of Listing #A4508424

Spectacular one of a kind duplex with some views of the fabulous beaches of Anna Maria and Sarasota Bay and only 95 steps to the beach. Each apartment offers over 1500 square feet of living space ...

Photo of Listing #A4495881

Live the island life in this Large Key West style 4 Bedroom 3 Bath Pool Home on Seagull Way in The City of Anna Maria. This colorful piece of paradise sits on a huge lot with waterfront access and ...

Photo of Listing #A4509657

Mojito Splash is a Key West style home that has recently been updated and only about 2 blocks to the beach. The home is a 5 bedroom home with 3.5 baths located in the desirable central area of Holm...

Photo of Listing #A4503370

This 4 bedroom, 4.5 bedroom home is the perfect place to vacation where you live. Situated on Siesta Key, this West Indies style home is a tropical retreat; and, with four en-suite bedrooms, is lar...

Photo of Listing #A4509445

A corner of serenity, welcome to Syzygy, a Casey Key paradise where all the stars align. This impeccably maintained 2/3 bedrooms, 3 bathrooms home sits on an almost half-acre of beautiful land, a c...

Photo of Listing #A4499080

Under Construction. BRAND NEW CONSTRUCTION IN THE VILLAGE ON LONGBOAT KEY. THIS HOME WILL HAVE 4 BEDROOMS AND 4.5 BATHS AND AN OFFICE. FEATURES INCLUDE WOOD GRAIN TILE FLOORS, QUARTZ COUNTERTOPS,...

Photo of Listing #A4507679

Pre-Construction. To be built. Exciting Sarasota Phillippi Creek (West Side) Waterfront Opportunity to Build a Luxury British West Indies Coastal Style Custom Home by LEE WETHERINGTON HOMES. Lee We...

Photo of Listing #D6120396

If your Florida dream involves living on the water, then this is the home for you! With spectacular panoramic views of Lemon Bay from almost every room; you have to see it for yourself to truly app...

Photo of Listing #A4511792

This former model home is island-inspired and professionally decorated, located in a premier gated boating community on a prime lot that captures the true essence of Florida living. Upon entering y...

Photo of Listing #A4513868

Life on the North End of Longboat Key is an enjoyable, peaceful, and tranquil existence that is hard to match! It is no wonder that Conrad Beach was awarded “Community of the Year” in 2001 by Coas...

Photo of Listing #A4500992

UNIQUE OPPORTUnITY IN HISTORIC LAUREL PARK!!! Positioned on a "double lot" of over 10,000 square feet is a beautifully restored Key West style home along with a 2-story duplex on the rear parcel. ...

Photo of Listing #A4504521

NEW PRICE REDUCTION !!!! Welcome to the Crabby Coconut, a cute quirky ground level cottage located 200 hundred steps from one of the quietest beaches on Anna Maria Island. Pull onto the circular dr...

Photo of Listing #T3336329

Manatee Counties Harbour Walk elite sought-after gated waterfront community, Neal Signature Homes has created an exquisite Santa Cruz open floor plan complete with Custom lighting fixtures/fans, bu...

Photo of Listing #A4505722

Bay Isle pool home is a rarity as it resides in the only area on the Siesta Keys where weekly rentals are legally permitted. This investment property in 2021 alone has generated a documented gross ...

Photo of Listing #A4509274

A Life on the North end of Longboat Key is a tranquil experience that can’t be duplicated. Bring the most discerning buyer to this chic, maintenance-free, impeccable beach house in the boutique enc...

Photo of Listing #A4515069

If you are looking for a waterfront lifestyle, Shakett Creek Pointe is a must-see. A unique community of charming Florida-style homes, gated and conveniently positioned a short walk to the Legacy T...

Photo of Listing #A4514179

Welcome to your sanctuary on Siesta Key. Savor island living in your private gated mini-resort, ideally located near the pristine white sands and azure waters of the Gulf of Mexico. This impeccable...

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

Listing information last updated on October 25th, 2021 at 12:37pm EDT.