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 $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: 54
Average Price: $2,374,843
Highest Price: $6,000,000
Lowest Price: $1,045,000

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

54 Properties Found. Page 1 of 2.
Photo of Listing #A4467242

A one-of-a-kind private, gated, bayfront compound, minutes by boat to the Gulf of Mexico, offering a private oasis for your family and friends. Behind custom gates you’ll discover an incomparable, ...

Photo of Listing #A4456476

Welcome to the enchanting world of Paradis Azur, a spectacular 2-acre Gulf front estate in the exclusive Sanderling Club on Siesta Key. Arguably the most beautiful vistas in all of Sarasota, with 1...

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 #A4475807

WELCOME TO CASA DEL PARASOL; A ONE OF KIND GRANDE BAY FRONT COMPOUND. THIS IN-TOWN ESTATE IS A SPLENDID BLEND OF MEDITERRANEAN REVIVAL AND HEMINGWAY BAHAMANIAN. IT FEATURES OVER 162 FEET ON THE BAY...

Photo of Listing #A4472396

Welcome to "Villa Rayo De Sol" a newly renovated luxury walkout oceanfront home on beautiful Anna Maria Island. Enjoy the gulf breezes and nightly sunsets from multiple beachfront balconies. This h...

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 #A4443714

Glorious views!! This is what you call direct gulf-front living on Anna Maria Island. This single-family paradise provides extraordinary views and spectacular sunsets Resting along the pristine...

Photo of Listing #A4442067

Newly built. This coastal residence captivates with its impeccably designed décor and outdoor living spaces in a scenic waterfront setting only seconds to the open waters of Sarasota Bay. Located W...

Photo of Listing #D6109809

If beautiful sunsets directly on the Gulf of Mexico are on your wish list, this beach front home is the answer! Set on over an acre with 138 feet of direct beach frontage, on one of the largest an...

Photo of Listing #A4474527

Directly on the white sands of Siesta Beach, this gorgeously updated Key West style beach house grants you the island lifestyle of your dreams. Easy accessibility to Siesta Key village has you with...

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 #A4474602

SIESTA KEY - FULL ON GULF OF MEXICO / SIESTA BEACH VIEWS - FAMILY HOME: There are just not many of these type properties available in Sarasota; specifically on Siesta Key. Directly on Siesta Key Be...

Photo of Listing #A4447053

True Coastal Luxury! Located just 2 blocks from the World Famous Beaches of Anna Maria Island! This stunning, canal front 6 Bedroom 4.5 bath home features oak floors, quartz counter tops, marble ba...

Photo of Listing #A4470799

ONE OF A KIND 9 BEDROOM 6.5. BATH HOME IS PERFECTLY LOCATED 2 BLOCKS TO THE BEACH AND 2 BLOCKS TO THE BAY. THIS HOME HAS ALL HIGH END FINISHES INCLUDING QUARTZ COUNTERTOPS, WOOD LOOK TILE FLOORS, ...

Photo of Listing #A4476371

Your private oasis awaits! Enjoy Amazing Sarasota Bay Water views and Unbelievable vistas all the way to Ringling Bridge, Plymouth Harbor, St. Armands and Longboat Key! This unique bay front oppo...

Photo of Listing #A4451976

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 #A4212223

Move-In Ready! This expansive custom home is situated on an estate sized home site in Sarasota's coveted West of Trail area. Through a striking motor court, Owners are greeted by a wide Great Room ...

Photo of Listing #A4450545

Pre-Construction. To be built. Build this Beautiful John Cannon Home or Pick out one of their other Custom Home Designs. Or Bring your Own Custom Home Builder. This is an Exclusive Longboat Key .72...

Photo of Listing #D6107173

TUCKED AWAY FOUR BEDROOM GULF FRONT HOME WITH EASY CONVERSION TO FIVE BEDROOM! 100 FEET OF GULF SHORE! PRIVATELY NESTLED WITH NATURAL VEGETATION FROM THE ROAD. GENEROUS FLOOR PLAN. 10 FOOT CEILINGS...

Photo of Listing #A4448559

Under Construction. Anticipated completion date expected May of 2020. Nutter Custom Construction introduces,"The Anchorage", a contemporary coastal design with 3,471 air conditioned square feet. ...

Photo of Listing #A4448097

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 positione...

Photo of Listing #A4471315

This beautifully furnished, 6 bedroom 4.5 bathroom home has it all! Just steps from the beach, this home features a spacious open floor plan, double master bedrooms, 4 full bathrooms and one half b...

Photo of Listing #A4469510

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 #A4445817

Pre-Construction. To be built. Luxury, stunning, one-of-the-kind 2 story Anglo - Caribbean Key West style home that offers an open floor plan with the 4750sqft of the finest in Florida living with ...

Photo of Listing #A4415103

This charming Key West style home on an oversized property invites you to move right in, expand, or even build new! With a private gate and sunset views over the Buccaneer Bay, this 4-bedroom, 4-ba...

Photo of Listing #D6107571

MANASOTA KEY FULL GULF VIEWS! A TOTAL FAMILY RETREAT OR INVESTOR ISLAND INCOME PROPERTY. Long rental history. Enormous views of the Gulf of Mexico. Nestled by natures landscape and a winding drive ...

Photo of Listing #A4468430

Coastal construction 5-bedroom home with 4 baths is located on the highly desirable northern end of Anna Maria Island. The home has upscale finishes and an amazing floor plan with open concept ki...

Photo of Listing #A4467990

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. THERE IS AN OVERSIZED KI...

Photo of Listing #A4468535

FABULOUS NEW CONSTRUCTION IN Anna Maria. IT IS A 4 BED 4.5 BATH PLUS A DEN IS JUST 1 BLOCK SOUTH OF FAMOUS PINE AVENUE AND JUST MINUTES TO THE BEACH AND BAY FRONT RESTAURANTS. INSIDE ARE ALL HIGH E...

Photo of Listing #A4478932

IDYLLIC ISLAND LIFESTYLE ON LONGBOAT KEY – Incorporating the finest brands in luxury, this coastal inspired design was constructed in 2014 by TODD JOHNSTON, a legend in home building known for a co...

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 #A4477568

This professionally designed former model is surrounded by the exquisite natural beauty of century-old oak trees and impressive pines inside the gates of the Concession Golf Club. Gracefully set on...

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. Nearby gorgeous crystal sand beaches are a 10 minute walk, 5 minute bik...

Photo of Listing #A4474122

Coastal construction 5-bedroom home with 3.5 baths with stunning views of the Gulf of Mexico from the second and third living levels, but especially from the roof top deck! The views from the roof...

Photo of Listing #A4461908

BACK TO SCHOOL PRICE REDUCTION! MAGNIFICENT WATERSIDE HOME IN A-RATED SCHOOL DISTRICT. A perfect melding of nature, technology and materials from around the globe culminate to create an idyllic and...

Photo of Listing #A4477031

North Siesta Key boating water with lovely views of Bayou Nettie. All main living areas of this charming residence open to a 50’ screened porch on the water side of the home. Gorgeous classic solid...

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

Listing information last updated on September 27th, 2020 at 6:15pm EDT.