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.

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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 September 21, 2019
329
Listed
140
Avg. DOM
$556.61
Avg. $ / Sq.Ft.
$799,000
Med. List Price
329 Properties
Page 1 of 28
$589,000
Subdivision: Whispering Sands
2
Beds
2
Baths
1,282
Sq.Ft.
1973
Year Built
1
Days on Site
A4446441
MLS
Walk right out of this first floor condo directly to the pool and onto the private crystal sand beach on the Gulf of Mexico. Whispering Sands offers plenty of activities within the association:...
$529,900
Subdivision: Gulf And Bay Club
2
Beds
2
Baths
1,280
Sq.Ft.
1988
Year Built
2
Days on Site
A4446593
MLS
This is your opportunity to own in sought-after Gulf & Bay Club Bayside, a charming community with DEEDED beach access. Located in the heart of the island, Gulf & Bay Bayside is just a short distance...
Open 9/22
1080 W Peppertree Lane #406A Sarasota, FL 34242
$720,000
Subdivision: Peppertree Bay
2
Beds
2
Baths
1,163
Sq.Ft.
1974
Year Built
2
Days on Site
A4446520
MLS
AMAZING GULF & BEACH VIEWS! Own your own slice of Paradise just steps from the beach and enjoy beautiful sunsets from your 260 ft enclosed lanai, complete with newer windows and blinds. This 2...
$640,000
Subdivision: Midnight Cove
2
Beds
2
Baths
1,458
Sq.Ft.
1979
Year Built
3
Days on Site
A4446519
MLS
Come and enjoy your new home in paradise in Building 9 at Midnight Cove II. This beautiful first floor unit is just a short walk to the white sands of Crescent Beach. Step out the back of your unit...
$1,275,000
Subdivision: Siesta Beach
3
Beds
3
Baths
2,740
Sq.Ft.
1954
Year Built
4
Days on Site
A4446480
MLS
If you have ever dreamed of relaxing in a hammock with soft sand under your toes in your very own private tropical oasis while boats gently cruise by, then this is the house for you! This extensively...
$1,185,000
Subdivision: Siesta Beach
4
Beds
3F11/2
Baths
2,800
Sq.Ft.
2019
Year Built
5
Days on Site
A4445640
MLS
Welcome to your brand new home just minutes from the beach and downtown Siesta shops and restaurants! Set on a quiet street, this custom built, move-in ready home boasts a spacious, open floor plan...
$5,500,000
Subdivision: Sarasota Beach
6,735
Sq.Ft.
1928
Year Built
5
Days on Site
A4446354
MLS
Endorsed by John Ringling himself and optimally situated directly across from beach access #9 on Siesta Key, the Ringling Beach House represents an opportunity to invest in a one-of-a-kind property...
$1,199,000
Subdivision: Sarasota Beach
2,540
Sq.Ft.
1954
Year Built
5
Days on Site
A4446336
MLS
Originally part of the Ringling Beach House compound and optimally situated directly across from beach access #9 on Siesta Key, this collection of residences is an opportunity to invest in a...
2
Beds
1
Baths
1,080
Sq.Ft.
1957
Year Built
5
Days on Site
A4446317
MLS
Rare opportunity to own a property located on Heron Lagoon on Siesta Key. Also, detached guest quarters. This property can be rented, remodeled, or as is. Adorable house with wood deck and view of...
$729,900
Subdivision: Siesta Isles
2
Beds
3
Baths
1,478
Sq.Ft.
1970
Year Built
5
Days on Site
A4446399
MLS
This Siesta Isles home features location second to none, an ample lot, and lots of possibilities! This classic Siesta Key home sits proudly overlooking a boat basin and canal with big westerly sunset...
$470,000
Subdivision: Peppertree Bay
2
Beds
2
Baths
1,115
Sq.Ft.
1972
Year Built
6
Days on Site
A4430692
MLS
REDUCED! REDUCED!! Directly on the Bay in this Gulf to Bay Siesta Key Resort!. Full water view of the Intercoastal from your second floor living area. Watch the parade of boats as they pass by your...
$398,000
Subdivision: Paradise Cove
2
Beds
2
Baths
1,276
Sq.Ft.
1982
Year Built
6
Days on Site
A4446302
MLS
The name PARADISE COVE is no accident! If you're looking for a hidden tropical paradise on gorgeous Siesta Key, look no further. This quiet, private, lushly landscaped second story condominium is...

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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.