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: 31
Average Price: $2,925,113
Highest Price: $7,984,000
Lowest Price: $1,250,000

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

31 Properties Found. Page 1 of 1.
Photo of Listing #A4493576

Just steps from Blackburn Point Rd nestled in a private gated gulf beach front estate on North Casey Key sits this new 2019 Coastal Inspired Design by Architect George Merlin Associates Inc. This ...

Photo of Listing #A4490168

Paradise Found! 150ft of Gulf frontage is home to this impeccably appointed Brent Whitehead 3 bedroom beachfront treasure. Designed by renowned architect Emily Ann Smith, this magnificent home cel...

Photo of Listing #A4437755

The Ultimate escape on the Gulf of Mexico in Sarasota, Florida… Imagine Quarantining with your loved ones in this gated, Bayfront Compound Estate with plenty of room for Social Distancing and loca...

Photo of Listing #A4494863

Welcome to this Magnificent Boca Grande style custom home on five (5) acres with over 300' of deep water frontage. Words can not adequately describe this lovely estate, it must simply be seen to b...

Photo of Listing #A4487296

Blue Bay is a gorgeous custom luxury home on the northern end of Anna Maria Island that features 8 bedrooms and 6 bathrooms, fantastic views of the water and Sunshine Skyway, and is located only 2 ...

Photo of Listing #A4462220

Your own slice of PARADISE awaits you. Enjoy Gulf breezes and the sound of waves lapping the shore in this magnificent gated Key West style home. This 4 bedroom, 4 and 1/2 bath home features many u...

Photo of Listing #A4496271

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 5.5 BATHS WITH AN ADDITIONAL...

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 #D6115937

**Brand New** READY TO MOVE IN!! Custom Built Four Bedroom Four 1/2 Bath Key West Home with Expansive Bay Views! "NEEDS IT'S FIRST FAMILY!" Pool and Dock with Deeded Beach Easement! The most perfec...

Photo of Listing #A4489672

Anna Maria living at its finest. It truly does not get better than this canal front home located on one of the most coveted streets on Anna Maria. This stunning home exudes class and style as soon ...

Photo of Listing #A4492940

Beautifully positioned within Sarasota’s elite country club The Oaks, this sophisticated, multi-level Key West-style home reflects the best in bespoke design. Driving into The Oaks, you’ll instantl...

Photo of Listing #A4466369

Welcome to this unique opportunity to Love where you live as you spend your days overlooking the sparkling azure waters of the Gulf of Mexico. This bespoke residence was constructed like Ft. Knox ...

Photo of Listing #A4496985

Delightful Longboat Key Custom Key West Style Home with Direct Intracoastal Access offered on the market for the first time since it’s construction. A deeded Boat dock/lift with direct access to t...

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 #A4494515

Welcome to your favorite beach home just ONE BLOCK FROM THE BEACH! This amazing 7-bedroom home will be sure to please with spacious living area and outdoor living at every level. Most of the bedroo...

Photo of Listing #A4491218

Professional photos coming soon!! New Construction in the heart of the island ~ Exquisite coastal design, luxury home featuring 4 bedrooms, 5 baths, and private pool located in the heart of Anna Ma...

Photo of Listing #A4495418

Have you ever dreamt of watching the sunset from your own private roof top deck? This stunning coastal construction offers just that, along with views of the Gulf of Mexico from the second and thir...

Photo of Listing #O5918070

Refreshing Bay Breezes and Gorgeous West Coast Sunsets at your fingertips! This Key West style custom built residence is sitting on .61 acre and bay front lot with a magnificent banyan tree as a f...

Photo of Listing #A4491507

This lovely Longboat Key home is situated on a quiet street in the Bayou neighborhood of Bay Isles, located at the southern end of Longboat Key behind the secure gates of the Longboat Key Club resi...

Photo of Listing #A4495246

THIS IS THE ONE you have been waiting for! First time on the market, this extraordinary custom Arthur Rutenberg 4/3/3 home is located in the award-winning private gated boating community of Harbour...

Photo of Listing #D6116448

CUSTOM KEY WEST home sitting on over three acres of waterfront just minutes from Downtown Dearborn. The moment you pull into the driveway you will recognize the attention to detail put into this h...

Photo of Listing #A4496407

Come home to simple elegance with this 5 bedroom 3.5 bath 3 car garage home in the sought after gated community of Harbour Walk at The Inlets. Freshly painted inside and out and updated with meticu...

Photo of Listing #A4495325

On a rare freshwater spring-fed pond filled with wildlife, you’ll enjoy over 3,000 square feet of living space with 4 bedrooms, 3.5 baths, a wine room, a very private office, a large family room, a...

Photo of Listing #A4496240

CLASSIC KEY WEST STYLE CUSTOM HOME SITUATED ON A LARGE CORNER LOT. THIS HOME FEATURES, AN OPEN CONCEPT LIVING AREA, CENTRALLY LOCATED KITCHEN WITH CUSTOM CABINETS AND GRANITE SOLID SURFACES. THE B...

Photo of Listing #A4485952

Situated just a short walk away from the sugar sand and crystal blue waters of Anna Maria Island, this exceptional Key West style home offers the true luxury of enjoying your ultimate Florida lifes...

Photo of Listing #A4495636

Attention all Investors! Bay Isle pool home is a rarity as it resides in the only area on Siesta Keys where weekly rentals are legally permitted. The home will stun you, with its meticulously main...

Photo of Listing #C7439657

Stunning MYAKKA RIVER front ESTATE home in highly desirable area with over 1.23 acres PLUS 226 Linear Feet of SEAWALL, features: a Dock, Boat Lift and Private Boat Ramp. It’s calling your name,...

Photo of Listing #T3291364

Casa Azul is a 3 bedroom, 3 bath, LUXURY, beach house LOCATED STEPS FROM THE BEACH and sparkling waters of the Gulf of Mexico in beautiful Holmes Beach on Anna Maria Island. Offered TURN KEY--just ...

Photo of Listing #A4490420

Welcome to Harbour Walk, Manatee Counties premier gated waterfront community, where you will find Neal Signature Homes has created a masterpiece with the Santa Cruz floor plan complete with OVER $2...

Photo of Listing #A4496497

***NOTE: House AND empty back lot (1664 Dolphin St.) are being offered here together--but they can also be sold separately. ($899,000 and $450,000.) *** This charming house is straight from a Nor...

Photo of Listing #A4466788

SEE 3D tour. Incredible location and Waterfront View-Enjoy the Island Life! This spacious home on VENICE ISLAND sits on ROBERTS BAY and has easy access to the ICW with NO bridges. With four bedr...

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

Listing information last updated on April 22nd, 2021 at 3:52pm EDT.