Siesta Key Homes for Sale


If you are looking to have it all in your vacation or retirement properties, Siesta Key, Florida homes are the choice for you. Here you'll find great weather, exclusive waterfront access, breathtaking estates and a relaxed lifestyle.

Situated just along Sarasota Bay as one of Sarasota, Florida's barrier islands, Siesta Key boasts an award-winning beach and engaging island activities. But you still get the best of both worlds, as you're just a short drive to the outstanding cultural venues, restaurants and shopping of Sarasota.

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Siesta Key Homes | Siesta Key Condos

Siesta Key Homes January 22, 2021
70
Listed
116
Avg. DOM
$761.33
Avg. $ / Sq.Ft.
$2,324,500
Med. List Price
70 Properties
Page 1 of 6
$14,000,000
Subdivision: Sanderling Club, Siesta Properties Inc
6
Beds
7F11/2
Baths
10,624
Sq.Ft.
1986
Year Built
165
Days on Site
A4474535
MLS
Relax, escape, and unwind from everyday life in the ultimate beachfront paradise on Siesta Key. Offering one of the area s most coveted lifestyles, this private resort-like compound rests on over 4...
$8,200,000
Subdivision: Bay Island
6
Beds
5F21/2
Baths
8,964
Sq.Ft.
1952
Year Built
39
Days on Site
A4485407
MLS
Described by Style Magazine as a sprawling modern structure with a Bahamian flair, this nearly one acre of land with four-bedroom home, guest apartment and cabana is a one-of-kind iconic property...
6
Beds
6F11/2
Baths
8,871
Sq.Ft.
1987
Year Built
53
Days on Site
A4461060
MLS
Through custom crafted iron gates, old world enchantment fuses with tropical wanderlust on Siesta Key where this resplendent, internationally acclaimed estate expresses an unequivocal language of...
$7,199,000
Subdivision: Point Crisp 2Nd Add
4
Beds
5F11/2
Baths
5,302
Sq.Ft.
2021
Year Built
113
Days on Site
A4478379
MLS
Under Construction. Discover this one of a kind home, being built on this dream Island. Tucked away on siesta Key amid the tropical tranquilly of Point Crisp. Close to 3/4 acre, a total of 371 feet...
$5,950,000
Subdivision: White Beach Fruit Co Property
5
Beds
5F11/2
Baths
6,971
Sq.Ft.
1993
Year Built
80
Days on Site
A4482197
MLS
Sited on 208 feet along the unique, pristine Point of Rocks shoreline, with 1.2 sprawling Gulf-front acres, this landmark property conjures a boundless horizon reminiscent of a California coastline....
$5,900,000
Subdivision: Siesta Key
4
Beds
4F11/2
Baths
4,946
Sq.Ft.
2008
Year Built
361
Days on Site
A4456495
MLS
Welcome to one of Siesta Key s finest Gulf Front properties, Casa Azul. Enjoy the expert design work of renowned Architect, Guy Peterson, executed with master craftsmanship in this 4 bedroom, 4.5...
$5,000,000
Subdivision: Sanderling Club, Siesta Properties Inc
2
Beds
3
Baths
2,580
Sq.Ft.
1983
Year Built
317
Days on Site
A4462496
MLS
YOUR WAIT IS OVER! The days on market will melt away when you see the massive renovation to this gorgeous beach house! Schedule a showing or visit a Live Public Open House soon to see all New...
$5,000,000
Subdivision: Siesta Rev Of
3
Beds
3
Baths
3,096
Sq.Ft.
1957
Year Built
143
Days on Site
A4477155
MLS
This rare 1.53-acre lot with 100 feet of direct Gulf frontage is framed by breathtaking views of the azure waters of the Gulf of Mexico nestled by grand oaks and lush tropical landscape that takes...
$4,998,000
Subdivision: Siesta Key
5
Beds
5F11/2
Baths
7,443
Sq.Ft.
2005
Year Built
789
Days on Site
A4418480
MLS
Move right in! Arrive by boat or by car! Rarely available with front and back bay views. This north-south facing grand villa is perfectly set on the exclusive Point Crisp peninsula on world-famous...
5
Beds
5F11/2
Baths
6,273
Sq.Ft.
1986
Year Built
57
Days on Site
A4483403
MLS
A canopy of old Florida Oaks and tropical landscaping, greet you as you enter through the electric gates of this custom waterfront estate home. Set on almost one acre, located on world famous Siesta...
$4,745,000
Subdivision: Sanderling Club
7
Beds
7
Baths
6,697
Sq.Ft.
1953
Year Built
399
Days on Site
A4454402
MLS
Secluded, clean and safe, perfect for social distancing. Welcome to this stunning & spacious estate with almost 2 acres with the lot extending from the pristine Gulf of Mexico to the Heron Lagoon....
$4,499,000
Subdivision: Acreage & Unrec
4
Beds
6
Baths
7,509
Sq.Ft.
1979
Year Built
435
Days on Site
A4451785
MLS
Gulf and Bay! Gulf front beach house with deeded dock on the bay and adjoining buildable lot of approx. 20,000 sq. ft. Southernmost residence on Siesta Key. Located where Siesta Key connects with...

Why Choose Siesta Key Real Estate?

Often touted by travel magazines and internet sites, Siesta Key is home to the 2011 #1 Beach in USA. The first image that comes to mind of this barrier island would be the white-sand beaches for which this area is so well known. Pitch your beach umbrella, dig your toes in the sand, and take in the ocean views as the sun passes over the calm waters of the Gulf. The sense of relaxation extends right into Siesta Key Village, where sandals are seen more often than oxfords or pumps. Just a few blocks long, the Village is the meeting place for you and your neighbors – a casual hangout of open-air cafes and eclectic shops.

Lifeguard stand - Siesta Key BeachRelaxation is only part of the picture on Siesta Key. Boating along the intracoastal waterway and canals takes you through mangrove forests that make you feel as if you’re embarking on a unique tropical adventure. Parasailing, jet skiing and kayaking are favorite ocean-going pastimes, while on-shore residents enjoy biking, nature trails, as well as tennis. On the nearby mainland, you'll find some of the best and most exclusive golf on the Gulf Coast.

Siesta Key, Florida homes for sale run the gamut with architectural styles to suit every taste. You might opt for an existing residence, like a beachfront bungalow or cottage, on which you can stamp your own sense of decorating style. Or investigate the luxurious gated estates that boast unforgettable bay views, private pools and docking, and a host of other amenities designed for the discerning homeowner.

Location/Weather

Any discussion of Siesta Key, Florida homes must include the area’s desirable location. Situated between Roberts Bay and the Gulf of Mexico, this barrier island is connected to the mainland by north and south bridges providing easy access to downtown Sarasota and the mainland. Siesta Key is easily accessible to the Gulf region’s main attractions and activities. The Key is served by two major airports within a 15-mile radius. Major sports venues in Tampa are  about an hour away, and Orlando's Disney World is just a bit farther, yet and easy drive.

The weather in Siesta Key is typical of the Gulf Coast – a pleasant surprise for transplanted Northerners, who will experience a winter with average temperatures in the 60s instead of sub-zero. Summer heralds a more tropical kind of heat, which makes the waterfront lifestyle that much more enjoyable.

Things to Do on Siesta Key

Annual Sandsculpting Competition on Siesta KeyYou don’t need to search for fun on the Key, with choices that include beaches, boating and the “cradle of golf” that is Sarasota. Championship courses, on the mainland, like the Bobby Jones Golf Club, for instance, are steeped in golfing history. Off the links, you’ll find attractions for family and guests in Siesta Key’s tennis, volleyball, picnicking, street performances and even tropical bird watching along the groves. Some of the more popular annual events on the Key are becoming family vacation traditions:

  • Annual Crystal Classic Master Sandsculpting Competition
  • Annual Lightup the Village and Holiday Open House
  • Siesta Key Craft Festival
  • Valentine Stroll
  • Annual Easter Egg Hunt & Games
  • Siesta Fiesta

By night, take advantage of Sarasota’s amazing selection of casual and upscale restaurants, clubs and theaters, all within a short drive.

Discover Siesta Key

For outstanding, exclusive listings and a deep knowledge of the area, contact our expert REALTOR team which is ready to show you the best island properties. You'll find Siesta Key homes for sale on the Gulf, Sarasota Bay, the intracoastal and canals as well as inland. Architectural styles vary from old Florida ranch style to contemporary and Mediterranean. Look to our comprehensive, confidential services to handle every detail of your transaction to ensure a pleasant relocation to this wonderful little “strip of paradise” right on the Gulf of Mexico.

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