Explore Siesta Key Neighborhoods

Boca Grande

Boca Grande Real Estate

Boca Grande Real Estate... on the Grand Barrier Island called Gasparilla, is a step back into "Old World" Florid…

Manasota Key

Manasota Key Real Estate

Manasota Key is a lovely barrier island near the coastal city of Venice where there are absolutely no high-rises…

Downtown Sarasota

Downtown Sarasota Waterfront and Luxury Homes

Sarasota is known as Florida's Cultural Coast and is home to a professional symphony, ballet and opera. In addit…

Holmes Beach

Holmes Beach Real Estate

Located in Manatee County, Holmes Beach is the largest of three island communities on Anna Maria Island, which i…

All About Siesta Key FL Real Estate

Siesta Key Real Estate Listings For Sale

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
Price, High to Low
269 Properties Found. Page 1 of 13

8448 Sanderling Rd


Sarasota, FL
4 Bed, 5 Bath, 5383 Sqft, 0.75 Acres

Photo of Listing #A4185721

1008 Glebe Ln


Sarasota, FL
3 Bed, 3 Bath, 2557 Sqft, 0.23 Acres

Photo of Listing #A4190712

5128 Oxford Dr


Sarasota, FL
2 Bed, 2 Bath, 1656 Sqft, 0.21 Acres

777 Beach Rd #1e


Sarasota, FL
2 Bed, 2 Bath, 1282 Sqft

6711 Midnight Pass Rd #14


Sarasota, FL
2 Bed, 1 Bath, 685 Sqft

Photo of Listing #A4141997

7712 Sanderling Rd


Sarasota, FL
9 Bed, 11 Bath, 11112 Sqft, 3.68 Acres

8218 Sanderling Rd


Sarasota, FL
7 Bed, 8 Bath, 10624 Sqft, 3.64 Acres

Photo of Listing #A4158589

3975 Shell Rd


Sarasota, FL
4 Bed, 6 Bath, 5079 Sqft, 2.4 Acres

125 Big Pass Ln


Sarasota, FL
4 Bed, 5 Bath, 4472 Sqft, 0.83 Acres

16 Sandy Hook Rd S


Sarasota, FL
5 Bed, 6 Bath, 6343 Sqft, 0.78 Acres

3975 S Shell Rd


Sarasota, FL
6 Bed, 8 Bath, 5079 Sqft, 0.97 Acres

Photo of Listing #A4158009

7940 Sanderling Rd


Sarasota, FL
4 Bed, 5 Bath, 5203 Sqft, 1.5 Acres

636 Beach Rd


Sarasota, FL
4 Bed, 5 Bath, 4163 Sqft, 1.92 Acres

1250 Hidden Harbor Way


Sarasota, FL
5 Bed, 6 Bath, 7505 Sqft, 0.55 Acres

Photo of Listing #A4104031

4011 Shell Rd


Sarasota, FL
5 Bed, 9 Bath, 9202 Sqft, 0.81 Acres

Photo of Listing #A4161697

4136 Roberts Point Cir


Sarasota, FL
6 Bed, 7 Bath, 7309 Sqft, 0.37 Acres

Photo of Listing #A4177149

7208 Point Of Rocks Rd


Sarasota, FL
6 Bed, 8 Bath, 7145 Sqft, 0.79 Acres

Photo of Listing #A4116794

8501 Midnight Pass Rd


Sarasota, FL
6 Bed, 7 Bath, 12444 Sqft, 3.21 Acres

Photo of Listing #A4176892

3701 White Ln


Sarasota, FL
6 Bed, 9 Bath, 7376 Sqft, 0.85 Acres

8585 Midnight Pass Rd


Sarasota, FL
4 Bed, 7 Bath, 5727 Sqft, 1.59 Acres

4317 Midnight Pass Rd


Sarasota, FL
5 Bed, 6 Bath, 7121 Sqft, 0.99 Acres

Your Have Found Your Dream Property Within Minutes of or Directly on The Number 1 Beach in the USA... Siesta Key Beach!

Siesta Key Real Estate is diversified with properties ranging from small bungalows and condos to beachfront mansions. Prices for homes in Siesta Key range from $299,000 up to $20,000,000 with everything in between. There are many canal front homes within minutes from the beaches with private boat docks for your boating pleasure priced from $500,000 up to $2,500,000.

Siesta Key Beaches

Siesta Key island offers a variety of different options for beach-going, the three principle beaches on the island being: Siesta Public Beach, the widest beach in the county, located mid-island, named Best Sand Beach in American for two years in a row by the Travel Channel; Crescent Beach, at the southern end of Siesta Key Real Estate, the beach is hundreds of yards wide and is for ideal swimming; and Turtle Beach, which is lagoon-side at the most southern point of the island, less crowded and more relaxed than the larger beaches of the island.

Siesta Key Real Estate

Siesta Key Real Estate is diverse and offers homes, condos for sale, villas and townhomes.  There's beach houses and bay houses and many with ocean views and almost all within a brisk walk to the beach.

Siesta Key FL Lifestyle

While the beaches are the principle social outlets of the island, Siesta Key Village, located within walking distance from the Siesta Public Beach, is not far behind for activity. The village caters to all forms of entertainment, from shopping to ice cream cones to bars and nightclubs, the beach community is a lively area at all times of day. The island has wonderful winding bike paths, and, from November to September, the Siesta Key Trolley runs from the south tip of the island to the northern end, so residents may easily avoid the crowded parking lots of the public beaches while venturing out on the sand for a siesta in the sun.

After years of working and saving, many people choose to retire in Siesta Key real estate, home to some of the world’s most pristine beaches and a comfortable, laid-back culture that invites unwinding. If you loved Jimmy Buffet’s “Margaritaville,” you will feel right at home in Siesta Key real estate. When the sun sets over Siesta Key Village along Ocean Boulevard, you’ll find warm tropical breezes, casually dressed socialites, live music, eclectic watering holes, frozen margaritas and local restaurants selling everything from stone crab claws to cheeseburgers.

During the day, families dine at The Salty Dog restaurant, where they can grab hotdogs for the kids, beer for the parents and even bring their pet. Boutiques line the streets with jewelry, swim wear, Birkenstocks, casual sportswear and antiques. Fishermen can hop aboard a charter to cast a line for snook, redfish and speckled trout. Water lovers can kayak with the dolphins, hop aboard a sailboat, ride an airboat named “Gator Gal” or take an adventurous pirate cruise.

Meanwhile, lily-livered land lubbers can check out the Ringling Brothers circus museum, visit the Jungle Gardens, rent a bicycle, stop at the Moat Aquarium or tour historic Sarasota. There is much to see and do, whether you live in Siesta Key Real Estate or you’re just visiting.

So please, have a look around, and contact us with any questions you might have about the market or our services. No question is too mundane - we want to help!


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.

Listing information last updated on August 16th, 2017 at 10:37am EDT.