Search All Siesta Key Real Estate

The island, Siesta Key, on the southwestern coast of Florida, is situated between the Gulf of Mexico and Roberts Bay. Today, more than 6,000 people populate the area spanning 3.5 square miles across the 34242 zip-code. Future homebuyers will have access to the rest of the state via SR-758 and are encouraged to live the epitome of a relaxed Florida lifestyle, enjoying fine and casual dining, recreation, and entertainment.

Residents of all ages will become enamored with Siesta Key. Heading to Siesta Beach, Crescent Beach, and Turtle Beach ensures visitors will have a delightful day, playing in the sparkling waters or lounging on the sand. Siesta Key, the “cultural gem,” is home to The Palm Bay Club, a decadent resort with a private beach where visitors enjoy resolute luxury and unmatched views. Along with a thriving nightlife, Siesta Key offers homeowners good food and environments at Gilligan’s Island Bar and Grill and The Old Salty Dog Siesta Key.

Siesta Key real estate in Florida promotes idyllic living with a bounty of elite properties from which to choose. Waterfront homes for sale in Siesta Key are discoverable with an array of options ranging from contemporary condos to picturesque island oases. New construction houses in Siesta Key and Gulf front homes in Siesta Key can be found flaunting between 1,000-8,000 square feet of extraordinary living space. When looking for location, location, location, there’s nowhere better than Siesta Key. If you are interested in purchasing one of the Siesta Key homes for sale in Florida, please contact us today.

Our website features the best Siesta Key real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.

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Newest Siesta Key Homes and Condos for Sale

365 Avenida De Paradisio, Sarasota image

365 Avenida De Paradisio, Sarasota $1,799,000

Step into your very own haven, nestled at the peaceful end of a Siesta Key street. This exceptional property embodies the coastal lifestyle, complete with a pool, dock, a...

4 Beds
4 Baths
Paradise Island SubDv.
34242 Zip Code

6140 Midnight Pass Road Unit 902, Sarasota image

6140 Midnight Pass Road Unit 902, Sarasota — 902 $1,350,000

Spectacular 9th floor Penthouse on Siesta Key’s famous Crescent Beach. Full Gulf of Mexico views ensure you’ll never miss a sunset from this stunning contemporary propert...

1 Beds
1 Baths
Horizons West SubDv.
34242 Zip Code

9150 Blind Pass Road Unit 606, Sarasota image

9150 Blind Pass Road Unit 606, Sarasota — Fishermans Haven / 7295 $1,000,000

Your Slice of Paradise - Set against the picturesque tapestry of the Intracoastal Waterway and the vast expanse of the Gulf, this residence epitomizes the essence of luxu...

3 Beds
2 Baths
Fishermans Haven SubDv.
34242 Zip Code

301 Avenida Madera, Sarasota $2,575,000

Do Not Miss This Opportunity... Investor ALERT! This home, which lives as a duplex, located within the heart of Siesta Key in Siesta Village, is YOUR beach dream! This un...

4 Beds
4 Baths
Siesta Manor SubDv.
34242 Zip Code

6937 Midnight Pass Road, Sarasota $2,500,000

Location, location, location! Talk about a rare opportunity on Siesta Key, situated on a private .41-acre canal-front lot, the property offers a boat dock and 234 feet of...

4 Beds
3.5 Baths
Princes Gate SubDv.
34242 Zip Code

1350 N Portofino Drive Unit 403TAR, Sarasota image

1350 N Portofino Drive Unit 403TAR, Sarasota — Tarpon $799,000

Along with incredible Intracoastal views this is one fantastic floor to ceiling remodel. As you enter this 4th floor corner unit you will immediately notice the quality...

2 Beds
2 Baths
Siesta Harbor SubDv.
34242 Zip Code

5613 Cape Leyte Drive, Sarasota $2,800,000

One or more photo(s) has been virtually staged. Discovering the ideal abode is a cherished aspiration, and when it comes to waterfront properties, this turnkey furnished ...

3 Beds
2 Baths
Siesta Isles SubDv.
34242 Zip Code

8779 Midnight Pass Road Unit 202H, Sarasota image

8779 Midnight Pass Road Unit 202H, Sarasota — 8779 $650,000

BEACH! BOATS DOCKS! BAY VIEWS! Come experience Siesta Key living just steps from the gentle bay waters at beautiful, tranquil Island Reef on the quiet end of the Island....

2 Beds
2 Baths
Island Reef SubDv.
34242 Zip Code

1001 Point Of Rocks Road Unit 412, Sarasota image

1001 Point Of Rocks Road Unit 412, Sarasota — Building C $1,795,000

SIESTA SANDS BEACH RESORT: a rare opportunity to own one of the highest grossing vacation rental condos, with direct beach views of Siesta Key’s legendary powdery white q...

2 Beds
2 Baths
Siesta Sands Resort SubDv.
34242 Zip Code

3423 Seagrape Drive, Sarasota $895,000

Siesta Key vacant lot. Located on the coveted north end of Siesta Key, this 1/3 of an acre lot is ready for you to build your dream house. Already cleared with on-site pu...

Bay Island SubDv.
34242 Zip Code

8625 Midnight Pass Road Unit B303, Sarasota image

8625 Midnight Pass Road Unit B303, Sarasota — B $674,900

Welcome to The Bay Tree Club. What living in Siesta Key is all about. Peaceful and secluded but close to everything that is Siesta Key. This close knit friendly community...

2 Beds
2 Baths
Bay Tree Club SubDv.
34242 Zip Code

6150 Midnight Pass Road Unit VILLA 19, Sarasota image

6150 Midnight Pass Road Unit VILLA 19, Sarasota — 6150 $850,000

Nestled in the quiet Island House community on Siesta Key, this two bedroom two bathroom stand-alone villa offers a modern rustic aesthetic. Florida sunshine warms the sp...

2 Beds
2 Baths
Island House SubDv.
34242 Zip Code

6532 Peacock Road, Sarasota $2,850,000

Under Construction. Welcome to your dream home on Siesta Key! This stunning new construction home, crafted by the renowned Eason Builders Group, embodies luxury and elega...

4 Beds
4.5 Baths
Stickney Point Sub SubDv.
34242 Zip Code

6630 Midnight Pass Road, Sarasota $3,000,000

Wonderfully updated and maintained duplex with amazing income potential. One bedroom, one bath residence is complete with newer kitchen and bath, washer and dryer, and ti...

Sarasota By The Sea SubDv.
34242 Zip Code

1140 Seaside Drive Unit 301, Sarasota image

1140 Seaside Drive Unit 301, Sarasota — Beach House Residences $5,995,000

Two stunning residences in one package! Beach House Residences unit 301 and the Penthouse, built in 2019, offer 6 bedrooms, 5 full bathrooms, and are only steps away from...