Siesta Key Real Estate

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 |
Architectural Award-winning Beach House. This Dramatic...
- 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...
A Stunning Statement Of Refinement And Comfort, This...
- 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...
Discover The Finest Boating Estate In Sarasota And...
- 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...
Minutes To Downtown & Within Walking Distance To Siesta...
- 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...
"the Hampton House" Is A Waterfront Estate Located...
- 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...
Nestled On The Lovely Peninsula Of Siesta Key Circle,...
- 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...
Casa Fiorenza - Metropolitan Couture...experience The...
- 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...
Imagine The Very Best Of Everything Presented In A...
- 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...
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
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!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.








