Siesta Key Real Estate

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.  Learn more about Siesta Key.

Siesta Key Homes - Siesta Key Condos

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336 Properties Found. Showing Page 1 of 42
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Majestically Poised Along The Shimmering Gulf O...

$10,900,000
5 br, 5 ba, 6,312 ft² Sanderling Club, Siesta Properties, Inc Days on Market: 1013
Price:
$10,900,000
City:
Sarasota
Beds:
5
Baths:
5
Subdivision:
Sanderling Club, Siesta Properties, Inc
MLS® #:
A3957336
Days on Market:
1013
Michael Saunders & Company
Provider:
Michael Saunders & Company

Majestically Poised Along The Shimmering Gulf Of Mexico Waters Bordering Siesta Key, This Masterf...

Photo of Listing #A3957336

A Stunning Statement Of Refinement And Comfort,...

$8,990,000
5 br, 9 ba, 9,202 ft² Siesta Rev Days on Market: 118
Price:
$8,990,000
City:
Sarasota
Beds:
5
Baths:
9
Subdivision:
Siesta Rev
MLS® #:
A4104031
Days on Market:
118
Premier Sotheby's Intl. Realty
Provider:
Premier Sotheby's Intl. Realty

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

Photo of Listing #A4104031

The Epitome Of Secluded Tropical Living, This R...

$8,900,000
11 br, 11 ba, 10,582 ft² South Siesta Key Days on Market: 706
Price:
$8,900,000
City:
Sarasota
Beds:
11
Baths:
11
Subdivision:
South Siesta Key
MLS® #:
A3971591
Days on Market:
706
Michael Saunders & Company
Provider:
Michael Saunders & Company

The Epitome Of Secluded Tropical Living, This Relaxed Island Style Family Or Corporate Compound I...

Photo of Listing #A3971591

"il Gioiello Dell' Isola", A Private And Exclus...

$8,650,000
15 br, 15 ba, 15,200 ft² Not Applicable Days on Market: 1010
Price:
$8,650,000
City:
Sarasota
Beds:
15
Baths:
15
Subdivision:
Not Applicable
MLS® #:
A3975159
Days on Market:
1010
Keller Williams On The Water
Provider:
Keller Williams On The Water

"il Gioiello Dell' Isola", A Private And Exclusive Gulf To Bay Estate Compound Located At The Ver...

Photo of Listing #A3975159

Experience Tropical Tranquility On A Spectacula...

$7,450,000
7 br, 6 ba, 4,542 ft² Sanderling Club, Siesta Properties Inc Unit 1 Days on Market: 4
Price:
$7,450,000
City:
Sarasota
Beds:
7
Baths:
6
Subdivision:
Sanderling Club, Siesta Properties Inc Unit 1
MLS® #:
A4109922
Days on Market:
4
Michael Saunders & Company
Provider:
Michael Saunders & Company

Experience Tropical Tranquility On A Spectacular Scale From This Sanderling Beachfront Estate, Po...

Photo of Listing #A4109922

Extraordinary, Private Beachfront Estate In The...

$7,195,000
3 br, 6 ba, 8,395 ft² Sanderling Club Days on Market: 104
Price:
$7,195,000
City:
Sarasota
Beds:
3
Baths:
6
Subdivision:
Sanderling Club
MLS® #:
A4104750
Days on Market:
104
Michael Saunders & Company
Provider:
Michael Saunders & Company

Extraordinary, Private Beachfront Estate In The Exclusive Sanderling Club On Siesta Key. On Nearl...

Photo of Listing #A4104750

This Very Special 2.97+ Acre Prime North Siesta...

$6,250,000
4 br, 6 ba, 5,079 ft² Siesta Rev Days on Market: 599
Price:
$6,250,000
City:
Sarasota
Beds:
4
Baths:
6
Subdivision:
Siesta Rev
MLS® #:
A3977508
Days on Market:
599
Michael Saunders & Company
Provider:
Michael Saunders & Company

This Very Special 2.97+ Acre Prime North Siesta Close-in Estate Parcel Is On The Market For The F...

Photo of Listing #A3977508

Amazing 2.8 Acre Bay Front Estate. This Very S...

$5,999,999
7 br, 7 ba, 8,599 ft² Long Legal Days on Market: 513
Price:
$5,999,999
City:
Sarasota
Beds:
7
Baths:
7
Subdivision:
Long Legal
MLS® #:
A4102361
Days on Market:
513
Michael Saunders & Company
Provider:
Michael Saunders & Company

Amazing 2.8 Acre Bay Front Estate. This Very Special Custom Home Was Built In 2001 On One Of The...

Photo of Listing #A4102361

Siesta Key

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, cafes, 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.

Siesta Key has long been an attraction to those who love a casual, beach-lover lifestyle. Siesta Key is home to an eclectic mix of residents and includes everything from exclusive waterfront penthouses and estates, to secluded neighborhood enclaves, to vacation town-homes and villas, and even historic cottages and bungalows. If friendly, island living is an attractive option for you, Siesta Key is a great place to live

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 mayor of Sarasota, and others to form the Siesta Key Land Company. Higel began to plat 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

Siesta Key Resources

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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 December 22nd, 2014 at 10:11am EST.