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

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: 97
Average Price: $1,974,252
Highest Price: $7,100,000
Lowest Price: $1,035,000

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

97 Properties Found. Page 1 of 3.
Photo of Listing #A4433494

Sarasota’s Ultimate Address - Westway Drive. Lido Shores is home to some of Sarasota’s most unique & extraordinary properties, and there is no exception with this extraordinary estate. Awe-inspirin...

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 #R4901550

Why choose between a home on the beach or one on the bay when you can have it all and more? Awake in the morning to a beautiful sunrise from your large eastward-facing balcony overlooking your ...

Photo of Listing #A4432850

SIESTA KEY - SIESTA KEY BEACH - RARE DIRECT GULF FRONT PROPERTY, Haven't you and your family been searching long enough. Here it is; Siesta Key Direct Gulf Front with Private Beach Access and Full ...

Photo of Listing #A4424681

Act now to own one of the most enchanting properties on Florida’s gulf coast, this 2.6-acre walled and gated Bayfront estate boasts over 219 feet of direct bay frontage set on the southern end of w...

Photo of Listing #A4423643

PRICE REDUCTION MUST SEE *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 separat...

Photo of Listing #A4428858

Open your blinds each morning and say to yourself," GOOD MORNING BEAUTIFUL"! This majestic residence on the Sarasota Bay offers expansive bay views, lush tropical landscape and exclusive deeded bea...

Photo of Listing #A4428609

Prime 55 ft. of Private Siesta Beach Gulf Frontage. Two lots included in price, Lot 10 & Lot 15 which is the seaward lot. The properties are each zoned RMF so there are many possibilities to make ...

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 #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 #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 #A4430878

UNIQUE OPPORTUNITY TO OWN A BRAND NEW HOME ACROSS THE STREET FROM THE BEACH AND A BLOCK TO THE BAY. THIS HOME IS SITUATED ON A NARROW STRETCH OF THE ISLAND THAT ALLOWS FOR BOTH GULF AND INTRACOASTA...

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 #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 #A4431343

KEY WEST-STYLE W/ PVT DOCK IN A GATED COMM! Newer built showstopper w/ over 6,100 total SF; great rm plan w/ 3Br, den, & bonus rm/4Br. Pool, summer kitch., balcony & top deck w/ a bird’s eye view...

Photo of Listing #N6103917

BAYFRONT LOCATION ON THE ISLAND OF VENICE, .61 acre estate sized lot, fast Gulf access from the private dock, 2 story home with heated/cooled salt water swimming pool, 4 bedrooms en suite on the se...

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 #A4428213

Views, Views, and More Views - Stunning and luxurious beach house! A few flip-flop steps to the soft white sand on Anna Maria Island beaches. Views of the beach and bay with access to boating and ...

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 #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 #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 #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 #A4424955

Under Construction. Under Construction - Now Available. The Captiva by Heritage Builders is situated on nearly 1/2 acre in Sarasota's coveted West of Trail area will be complete in late 2019. The W...

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 #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 #A4427516

Pre-Construction. To be built. Pre-Construction - Now Available. This luxurious custom residence by Heritage Builders in the exclusive Oyster Bay area will be complete in early 2020. The West Indie...

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 #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 #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 #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 #A4426688

A stately, lushly landscaped circular paver drive leads to the double-door entry of this beautiful two-story British West Indies-style waterfront home on South Longboat Key. Fully rebuilt in 2011 t...

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 #A4435492

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

Photo of Listing #A4436163

Under Construction. BRAND NEW CONSTRUCTION ON ANNA MARIA ISLAND HAS GREAT FEATURES INSIDE AND OUT. THIS CUSTOM BUILT HOME HAS 4 BEDS, 4.5 BATHS, CUSTOM TILE AND CUSTOM TRIM PACKAGE THROUGHOUT. TH...

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Listing data comes from My Florida Regional MLS.

Listing information last updated on May 25th, 2019 at 8:45pm EDT.