Sarasota Key West Style Homes For Sale

Bungalows  |  Contemporary Homes  |  Historic Homes  |  Key-West Style Homes  |  Mid-Century Modern Homes  |  Spanish/Mediterranean Homes

Below are all Key West style homes for sale in the Sarasota area. This has been a popular design for many years. Key West style homes typically feature raised foundations, shady and spacious porches, numerous windows to allow the air to move freely throughout the house, an open concept floor plan and metal roofs. 

Key West Style Homes For Sale in Sarasota

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: 126
Average Price: $1,320,302
Highest Price: $8,900,000
Lowest Price: $225,000

Key West Style Homes For Sale in Sarasota

126 Properties Found. Page 1 of 4.
Photo of Listing #A4483394

Virtual tour available at the following link: http://www.harboracresforsale.com Unique opportunity to own one Sarasota’s most contemporary waterfront mansions in the highly sought-after neighbor...

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 #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 #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 #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 #A4479676

This brand new, redesigned fully furnished residence has it all; just pull up in your boat and move right in. Inside the exclusive Sanderling Club on Siesta Key, this home rests on almost a half-ac...

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 #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 #A4474602

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

Photo of Listing #A4480461

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 #A4480206

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, S...

Photo of Listing #A4482914

"SURF VIEW" is the PERFECT Anna Maria Island 8 BEDROOM/6 BATH coastal beach house just one block to the beach! INCOME PRODUCER-2019-$239,000, 2020- $220,000 AND $136,000 ON THE BOOKS FOR 2021. You ...

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 #A4481814

100 Steps to the BEACH, this luxury vacation rental "Water Colors" was completely renovated in 2015 as the perfect coastal retreat. This elegant home is a stunning and turnkey furnished four-bedroo...

Photo of Listing #A4484751

Live the Florida dream in this beautifully decorated Key West style home. Located on the quiet north end of Siesta Key this waterfront property has all the amenities you could ask for. With 4 bed...

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 #A4480556

NEWLY CONSTRUCTED IN 2019 THIS KEY WEST STLYE HOME HAS EVERYTHING YOU WOULD WANT IN A BEACH HOUSE, AND ONLY A COUPLE MINUTE WALK TO THE BEACH. THERE ARE 7 BEDS AND 7.5 BATHS WITH PLENTY OF ROOM FO...

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 #A4479235

LOCATION!! LOCATION!! Welcome to Octopus Cottage! Constructed in 2018, this gorgeous home is nestled just one and a half blocks from the beautiful Gulf sands of Anna Maria Island. The open floor p...

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 #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 #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 #A4481975

This exceptional Anna Maria 5 bedroom, 4 bath home is situated in an ideal location next to the iconic Ginny and Jane E’s and surrounded by everything Anna Maria offers…the quaint Pine Avenue shops...

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 #A4482843

Located at the north end of Anna Maria Island, this home offers a unique and well-appointed lifestyle in the fabulous city of Anna Maria. Custom built in 2016, this property exudes island living an...

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 #A4478829

ONE OF A KIND KEY WEST STYLE HOME WITH AMAZING FINISHES INSIDE AND OUT. THIS HOME SITS ON AN OVERSIZED LOT ONLY A SHORT WALK TO THE BEACH. IT HAS 5 BEDROOMS, AND 4.5 BATHS. THERE ARE LARGE DECKS...

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 #A4481161

Don't miss this One of a Kind Captivating Contemporary Key West Style Dream Home located on Lemon Bay! This Stunning Coastal Living Waterfront Property includes 4729 SF situated on 1.8 Pristine Acr...

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Communities

Sarasota Bradenton
Anna Maria Island Longboat Key
Siesta Key Lido Key
St. Armands Circle Bird Key
Casey Key Downtown Sarasota
Lakewood Ranch West of Trail
Palmer Ranch St. Petersburg

 

Lifestyles

Suburbs Condo Living
Luxury Properties Gated Communities
Beach Condos Downtown Living
Waterfront Golf & Tennis
Barrier Islands Master Planned Communities
55+ Communities Acreage

 

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

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

Listing information last updated on November 29th, 2020 at 1:22am EST.