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 April 22, 2021
36
Listed
93
Avg. DOM
$775.24
Avg. $ / Sq.Ft.
$2,634,500
Med. List Price
36 Properties
Page 1 of 3
$14,000,000
Subdivision: Sanderling Club Siesta Properties Inc
6
Beds
7F11/2
Baths
10,624
Sq.Ft.
1986
Year Built
255
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...
$7,995,000
Subdivision: Siesta Key
6
Beds
6F11/2
Baths
6,553
Sq.Ft.
1987
Year Built
30
Days on Site
A4494487
MLS
Escape to your very own private island paradise on world-famous Siesta Key. Majestically poised along the shimmering waters of the Intracoastal Waterway sits this masterfully redesigned and...
$7,199,000
Subdivision: Point Crisp 2Nd Add
4
Beds
5F11/2
Baths
5,302
Sq.Ft.
2021
Year Built
203
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...
$6,975,000
Subdivision: Siesta Key
4
Beds
4F11/2
Baths
6,044
Sq.Ft.
2004
Year Built
23
Days on Site
A4495995
MLS
One of the best locations in Sarasota on the coveted north end of Siesta Key, this Gulf-front estate has it all. Enjoy endless views of the Gulf of Mexico, Big Pass, South Lido Beach Park and Bird...
$6,900,000
Subdivision: Bay Island Rep 01
5
Beds
4F11/2
Baths
5,806
Sq.Ft.
1925
Year Built
18
Days on Site
A4496308
MLS
This magnificent estate on 1 acres on the open Bayfront was originally built in 1925 by John Tuttle with heart pine floors and first cut, clear cut cypress on the beamed ceiling and fireplace...
5
Beds
5F11/2
Baths
6,273
Sq.Ft.
1986
Year Built
147
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
489
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....
$4,350,000
Subdivision: Siesta Rev Of
4
Beds
3F31/2
Baths
3,909
Sq.Ft.
2017
Year Built
24
Days on Site
A4496002
MLS
Paradise awaits in this private retreat located in the desirable North End of Siesta Key. Custom built in 2017, this one of a kind home is minutes from Siesta Key beach/village, the downtown scene,...
3
Beds
3F11/2
Baths
5,240
Sq.Ft.
1988
Year Built
10
Days on Site
T3300790
MLS
Siesta Key custom built waterfront home. This 2 story modern home with basement sits on 1 full flat acre and offers 200' (aprox) of unobstructed panoramic water views on Widest part of Heron bay. New...
$3,550,000
Subdivision: Mira Mar Beach
6
Beds
6F41/2
Baths
5,634
Sq.Ft.
2008
Year Built
158
Days on Site
A4479743
MLS
These Siesta Key Village Townhouses are rarely available due to exceptional location and fantastic versatility. List price includes both 113 & 117 Columbus Blvd. Built in 2008, EACH SIDE has 2,817...
$3,525,000
Subdivision: Sarasota Beach
7
Beds
5F11/2
Baths
5,661
Sq.Ft.
2014
Year Built
184
Days on Site
A4481646
MLS
Welcome to this unique opportunity to Love where you live as you spend your days overlooking the sparkling azure waters of the Gulf of Mexico. This bespoke residence was constructed like Ft. Knox...
$3,450,000
Subdivision: Spice Bay
3
Beds
3F21/2
Baths
3,422
Sq.Ft.
2022
Year Built
139
Days on Site
A4484976
MLS
Pre-Construction. To be built. Pre-Construction, to be built. Take advantage of this ready to build opportunity in a boutique gated waterfront community on world-famous Siesta Key. Spice Bay, home to...

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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