Siesta Key Real Estate

Crescent Beach on Siesta Key

Our website makes it easy to explore all of the Siesta Key real estate listings on the market. Browse through properties below by price range, days on the market or features.

There is a diverse selection of neighborhoods, condos, townhomes and villas to suit the relocating resident, retiree or family seeking that perfect second home.

View Real Estate Listings

Siesta Key Homes | Siesta Key Condos

Homes currently range from $425,000 to $12,950,000. Condos are available starting at $199,900 and going up to $2,700,000. Many of the condominium communities feature extraordinary and luxurious amenities

Waterfront property is always in high demand with Siesta Key real estate buyers. There is a large selection of houses on canals which provide quick access to the Intracoastal and the Gulf of Mexico.

Browse all real estate listings currently available on Siesta Key. Check out your options and call or email us if you would like details on any of these properties. You can also click the "Request More Info" button for a quick reply on any property.

Siesta Key Homes & Condos For Sale - Updated daily

Showing 1-10 of 569  | 
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$1,100,000
Bedrooms: 3
Baths: 3
Approx Sq Ft: 1867
5507 Contento Drive
Sarasota, FL 34242
MLS #: A4194405
Subdivision: siesta isles
Don't let size fool you-this waterfront home has it all! Enter through the custom made front door to the newly renovated interior. Finished with high-quality...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$432,978
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1271
199 Whispering Sands Drive #301WAT
Sarasota, FL 34242
MLS #: A4193761
Subdivision: whispering sands
Experience the joy of true Florida living! This beautiful south and west facing, TOP floor, corner midrise unit features gorgeous windswept views of the...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$2,500,000
Bedrooms: 4
Baths: 5
Approx Sq Ft: 3161
246 Garden Lane
Sarasota, FL 34242
MLS #: A4194587
Subdivision: siesta rev of
SHORT SALE. This is a short sale. The sale of the property may be conditioned upon the approval of a court, a lender, or other third party.
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$7,200 / month
5153 Sandy Cove Avenue
Sarasota, FL 34242
MLS #: A4194461
Subdivision: sara sands
Unique 1950's built, renovated, 4 bedroom, 3 full bath, "Sarasota School of Architecture style" pool home is conveniently located...... only a 6 minute bike...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$899,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1446
5300 Ocean Boulevard #401
Sarasota, FL 34242
MLS #: A4194507
Subdivision: terrace east
Fantastic Siesta Key condo. Desirable corner unit on the 4th floor. Enjoy the breathtaking views of Siesta Key and the Gulf of Mexico from your open air...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
148 Siesta Drive Sarasota, FL 34242
$505,000
Single Family Use
148 Siesta Drive
Sarasota, FL 34242
MLS #: A4143146
Subdivision: siesta rev resub
This is one of the few remaining vacant lots in the City of Sarasota on the North end of Siesta Key. Great location for a new home or a spec home. Owner has...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$5,400 / month
7640 Midnight Pass Road
Sarasota, FL 34242
MLS #: A4194541
Subdivision: acreage & unrec
Annual Unfurnished Rental. Perfectly located on Siesta Key, this 3 bedroom 2 and ½ bathroom, 3 story, 2 car garage, pool home; has 3 screened balconies, a...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$4,995 / month
1080 W Peppertree Lane #201
Sarasota, FL 34242
MLS #: A4194348
Stylish remodeled 2 bedroom, 2 bath condo just listed for season, in the extremely popular Peppertree Bay on the Gulf of Mexico. Timeless and well appointed...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$3,950,000
Bedrooms: 5
Baths: 8
Approx Sq Ft: 5100
0 Peacock Road
Sarasota, FL 34242
MLS #: A4182069
Subdivision: not part of a subdivision
Pre-construction. To be built. Extraordinary Coastal Contemporary home to be constructed by new buyer on one of the few remaining Bay Front estate sized lots...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$1,575,000
Single Family Use
Peacock Road
Sarasota, FL 34242
MLS #: A4165463
One of the few remaining Bay Front estate sized lots is an idyllic Old Florida setting on an oak canopied street on Siesta Key. Join the exclusive roster of...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
Showing 1-10 of 569  | 
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Why Choose Siesta Key?

Sand Sculpture on Siesta KeyAnyone can go to a beach - but imagine living on the beach that won the International Sand Contest and was named the 2011 Best Beach in USA. Anyone can find Gulf Coast attractions - but imagine yourself walking among the world-class sand sculptures, or dancing to the beat of the Sunday Drum Circle. Siesta Key can afford all that and much more.

Location and Weather

As a location for a vacation home, second home or full-time residence, Siesta Key is the perfect destination to get away from winter’s chill in Florida’s near-perfect environment.

Winter's daytime temperature averages a comfortable 72 degrees and the overnight lows rarely make it below "light jacket weather." Summer brings abundant sunshine that warms the coastal water. Boating, fishing and swimming are always a  real pleasure.

Things to Do on Siesta Key

Nestled on an 8-mile barrier island between Roberts Bay and the Gulf of Mexico, Siesta Key provides a lush tropical backdrop for relaxation, recreation and socializing with friends and family.

  • The Siesta Key Village, with its casual cafes, shopping and captivating nightlife, delivers a convenient, friendly living experience.
  • The island's proximity to Sarasota makes area attractions easily accessible. Diverse restaurants, championship golf courses, Major League Baseball spring training and cultural venues such as the Florida West Coast Symphony are all nearby.

Take a Video Tour of Siesta Key

As you can see, Siesta Key has so much to offer. You'll appreciate the insight of a locally experienced Realtor team to help you find the home or condo that fits your lifestyle best.

Whether your tastes run contemporary, ranch or Mediterranean-style residences, on the beach, near a golf course or closer to town, our experienced team of Realtors can help you identify listings that suit your lifestyle and budget. Elegant homes, cutting-edge condos and a wide variety of rental properties are all waiting here for you to explore.

Just pack your suitcase and head on down to set forth on an adventure in island living. Come experience the pleasures of living the Siesta Key, Florida lifestyle.

Contact our team today and see how we can help.

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