Siesta Key Real Estate

Siesta Key, Florida

This gorgeous island off the coast of Sarasota, Florida is a captivating 8-mile long barrier island known as Siesta Key. Voted the Best Beach in America, Siesta Key’s Crescent Beach is famous for its cool, sugary-white sands and wide beachfront. Whether you are looking for a simple cottage, a luxury condo, or a single-family home on the beach or on a canal, you will find a wide variety of offerings here.  Enjoy an easy day at the beach, followed by a relaxing time with friends in the Siesta Village, where you can shop, stroll, and people watch from the many outdoor dining venues.  If you enjoy island living, Siesta Key is an ideal choice, or check out nearby Lido Key, Bird Key, Longboat Key or Casey Key for even more choices. Read more.

 View Siesta Key homes for sale below or search for Siesta Key homes by neighborhood.
View all Siesta Key condos or Siesta Key lots for sale.

Siesta Key Homes for Sale

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
172 Properties Found. Showing Page 1 of 22
View As: Thumbnails List Map
Sort by:

Architectural Award-winning Beach House. This Dramatic...

$14,500,000
5 br, 6 ba, 7,652 ft² Sanderling Club, Siesta Properties Inc Unit 1 Days on Market: 343
Price:
$14,500,000
City:
Sarasota
Beds:
5
Baths:
6
Subdivision:
Sanderling Club, Siesta Properties Inc Unit 1
MLS® #:
A3940236
Days on Market:
343
Michael Saunders & Company
Provider:
Michael Saunders & Company

Architectural Award-winning Beach House. This Dramatic Sculptural Residence Is Situated In The Very Private...

Photo of Listing #A3940236

A Stunning Statement Of Refinement And Comfort, This...

$12,900,000
5 br, 9 ba, 9,202 ft² Siesta Rev Days on Market: 100
Price:
$12,900,000
City:
Sarasota
Beds:
5
Baths:
9
Subdivision:
Siesta Rev
MLS® #:
A3950925
Days on Market:
100
Signature Sothebys Internat'l
Provider:
Signature Sothebys Internat'l

A Stunning Statement Of Refinement And Comfort, This Impeccably-designed, Lushly-landscaped Estate Sits...

Photo of Listing #A3950925

Discover The Finest Boating Estate In Sarasota And...

$12,500,000
7 br, 9 ba, 7,194 ft² Bay Island Days on Market: 23
Price:
$12,500,000
City:
Sarasota
Beds:
7
Baths:
9
Subdivision:
Bay Island
MLS® #:
A3954389
Days on Market:
23
Michael Saunders & Company
Provider:
Michael Saunders & Company

Discover The Finest Boating Estate In Sarasota And Possibly, The Entire West Coast Of Florida. This...

Photo of Listing #A3954389

Minutes To Downtown & Within Walking Distance To Siesta...

$10,975,000
6 br, 9 ba, 8,623 ft² Fidder Bayou Days on Market: 86
Price:
$10,975,000
City:
Sarasota
Beds:
6
Baths:
9
Subdivision:
Fidder Bayou
MLS® #:
A3951718
Days on Market:
86
Michael Saunders & Company
Provider:
Michael Saunders & Company

Minutes To Downtown & Within Walking Distance To Siesta Village, This Impeccably Designed Lushly-landscaped...

Photo of Listing #A3951718

"the Hampton House" Is A Waterfront Estate Located...

$8,595,000
5 br, 8 ba, 10,207 ft² N/a Days on Market: 365
Price:
$8,595,000
City:
Sarasota
Beds:
5
Baths:
8
Subdivision:
N/a
MLS® #:
A3939142
Days on Market:
365
Signature Sothebys Internat'l
Provider:
Signature Sothebys Internat'l

"the Hampton House" Is A Waterfront Estate Located On Peacock Bay In A Private Enclave Of The World Renowned...

Photo of Listing #A3939142

Nestled On The Lovely Peninsula Of Siesta Key Circle,...

$7,975,000
5 br, 6 ba, 7,816 ft² Siesta Beach Days on Market: 327
Price:
$7,975,000
City:
Sarasota
Beds:
5
Baths:
6
Subdivision:
Siesta Beach
MLS® #:
A3941038
Days on Market:
327
Michael Saunders & Company
Provider:
Michael Saunders & Company

Nestled On The Lovely Peninsula Of Siesta Key Circle, This Roberts Bay Jewel Luxuriates In Wide Water...

Photo of Listing #A3941038

Casa Fiorenza - Metropolitan Couture...experience The...

$7,800,000
6 br, 7 ba, 7,309 ft² Roberts Point 2 Days on Market: 96
Price:
$7,800,000
City:
Sarasota
Beds:
6
Baths:
7
Subdivision:
Roberts Point 2
MLS® #:
A3951228
Days on Market:
96
Signature Sothebys Internat'l
Provider:
Signature Sothebys Internat'l

Casa Fiorenza - Metropolitan Couture...experience The Sophisticated And Exceptional Design Of This Secluded...

Photo of Listing #A3951228

Imagine The Very Best Of Everything Presented In A...

$5,250,000
4 br, 6 ba, 5,380 ft² South Cocoanut Bayou Days on Market: 226
Price:
$5,250,000
City:
Sarasota
Beds:
4
Baths:
6
Subdivision:
South Cocoanut Bayou
MLS® #:
A3945434
Days on Market:
226
Michael Saunders & Company
Provider:
Michael Saunders & Company

Imagine The Very Best Of Everything Presented In A Singular Setting. A Three Quarter Acre "point" Lot...

Photo of Listing #A3945434

Siesta Key Real Estate

The name says it all. Who wouldn’t want to live on an island called Siesta Key? One of several barrier islands off of the Sarasota mainland, Siesta Key offers casual island living at its best. With the Sarasota Bay on the east and the Gulf of Mexico on the west, the key is famous for its sugar-white beaches. Voted the Best Beach in America in 2011, Siesta has always been a favorite destination for tourists and locals alike. Whether you prefer the action of water sports or a more sedate day on the beach with a favorite book, there are plenty of spaces on Siesta Key for all types. 

The Siesta Key Village is a favorite spot for dining and nightlife, with everything from casual seafood restaurants to fine dining.  With a slightly more relaxed atmosphere than Longboat Key further to the north, residents and visitors alike flock to Siesta Key for the beaches and the casual Siesta Village nightlife, where you can always find people strolling between restaurants, cafés, pubs, and ice cream parlors. The entire island is about 8 miles long, and it includes numerous communities, dining and nightlife establishments, shops, and parks.

As early as 1513, European cartographers designated Siesta Key on maps as “Sarasota Key.” Until the early 20th century, only a handful of families lived on the island, but in 1906 Captain Louis Roberts and his wife, Ocean Hansen Roberts, expanded their home and opened it up as a hotel. Ocean, for whom Ocean Boulevard is named, became the resident chef and was famous for her great cooking, especially her clam chowder. Over time, their hotel, dubbed the Siesta Inn, was frequented by an impressive guest list, including Oscar B. DeMille, Charleton Heston, Bette Davis, Dorothy Lamour, Agnes Moorehead, Cornel Wilde and Betty Hutton. 

Captain Roberts joined forces with Harry Higel, then major of Sarasota, and others to form the Siesta Key Land Company. Higel began to platt the land and dredge canals.  He also opened his own hotel, called Higelhurst, in 1914, and he ferried guests back and forth from the mainland to the island. In 1917, a bridge was constructed from the Key to the mainland, and in 1927, the southern bridge at Stickney Point was built.

While the Depressions slowed development for a time, the post-war years began a time of growth.  Today, about 24,000 people call Siesta Key home, but the island is a major vacation spot, attracting as many as 350,000 visitors annually.

Siesta Key, Florida Map

Search for Homes in Siesta Key Neighborhoods

Jaime Carrion: Your Siesta Key REALTOR®

As a Sarasota resident since 1973, Jaime Carrion is uniquely qualified to help you buy or sell a home on Siesta Key.  Contact Jaime today at 941-928-8892 if you need additional information or with any questions you might have.

Siesta Key Resources & Links

Search for Homes in other Sarasota Keys

Did you find your Dream Home in your search?

If not, let me help you! Fill out the form below and describe your dream home in as much detail as possible. I'll do the search and send you all the properties currently available that match your criteria. In addition, you'll receive new matching properties immediately as they come on the market!

* Indicates a Required Field.

Your Contact Information
Property Information
Moving Details

Back to Top of Siesta Key real estate

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 February 8th, 2012 at 1:55pm.

Get New Listings when they hit the market!

Sign up Here

Questions?

Jaime Carrion

Call Jaime for help in buying or selling a home in Sarasota, Florida.

Call: 941.928.8892

Contact Jaime

Get a Free Home Finder Account!

You'll receive the following benefits:

• Free access to all Sarasota MLS listings, updated daily
• Detailed property information, photos and virtual tours
• Email alerts on new listings that match your saved criteria
• Save home searches and favorite listings for faster searching

Sign up Here