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 July 11, 2020
95
Listed
170
Avg. DOM
$615.16
Avg. $ / Sq.Ft.
$1,495,000
Med. List Price
95 Properties
Page 1 of 8
$16,570,000
Subdivision: Siesta E.S. Boyds Replat
5
Beds
6F11/2
Baths
10,616
Sq.Ft.
2020
Year Built
362
Days on Site
A4207775
MLS
Pre-Construction. To be built. Pre-construction-to be built. Picture yourself on a private, sprawling, 2-acre Gulf-front estate enjoying the best of all worlds. This proposed luxury residence will...
$15,000,000
Subdivision: Siesta Rev Of
7
Beds
8F11/2
Baths
9,000
Sq.Ft.
2019
Year Built
223
Days on Site
A4418216
MLS
Pre Construction - to be built. Discover the extraordinary opportunity to own an iconic, Gulf-Front estate on 2.4 acres with 264FT on a private beach. Western exposure creates spectacular sunset...
$8,780,000
Subdivision: Siesta Rev Plat Of
5
Beds
5F21/2
Baths
8,239
Sq.Ft.
2020
Year Built
362
Days on Site
A4207773
MLS
Pre-Construction. To be built. Pre-construction to be built. Picture yourself on a private, .87 acre Gulf-front estate enjoying the best of all worlds. This proposed luxury residence will boast...
$6,980,000
Subdivision: Siesta E.S. Boyds Replat
4
Beds
4F11/2
Baths
5,100
Sq.Ft.
2020
Year Built
362
Days on Site
A4207772
MLS
Pre-Construction. To be built. Pre-construction to be built. Picture yourself on a private, 1.16-acres Gulf-front estate enjoying the best of all worlds. This proposed luxury residence will boast...
$6,750,000
Subdivision: Siesta Rev Of
5
Beds
5F11/2
Baths
4,500
Sq.Ft.
2019
Year Built
223
Days on Site
A4412259
MLS
Pre-Construction to be built. Discover the extraordinary opportunity to own an iconic, Gulf-Front property sited on 132.5 ft of private beach, on one acre of prime Siesta Key land. Western exposure...
$6,300,000
Subdivision: Bay Island
6
Beds
6F11/2
Baths
6,436
Sq.Ft.
2001
Year Built
179
Days on Site
A4456224
MLS
Showstopping Sarasota Bay and downtown city skyline views from the best vantage in Sarasota! Walls of windows towering 24 ft high greet you upon entry with the intracoastal waters on full display....
$5,950,000
Subdivision: Sanderling Club, Siesta Properties Inc Unit 1
5
Beds
4F11/2
Baths
6,939
Sq.Ft.
1969
Year Built
178
Days on Site
A4456476
MLS
A spectacular 2-acre Gulf front estate in exclusive Sanderling Club on Siesta Key's coveted beach with arguably the most beautiful vistas in all of Sarasota. 189 of pristine beachfront where you ll...
$5,900,000
Subdivision: Siesta Key
4
Beds
4F11/2
Baths
4,946
Sq.Ft.
2008
Year Built
166
Days on Site
A4456495
MLS
Tenant in place with flexible lease at $13,000 per month. Available to show anytime. Welcome to one of Siesta Key s finest Gulf Front properties, Casa Azul. Enjoy the expert design work of renowned...
$5,499,000
Subdivision: Siesta Key
5
Beds
5F11/2
Baths
7,443
Sq.Ft.
2005
Year Built
594
Days on Site
A4418480
MLS
Move right in! This home is furnished and turn key ready for you. Arrive by boat or by car! Rarely available with front and back bay views. This north-south facing grand villa is perfectly set on...
$5,000,000
Subdivision: Sanderling Club, Siesta Properties Inc
2
Beds
3
Baths
2,580
Sq.Ft.
1983
Year Built
122
Days on Site
A4462496
MLS
1-1/4 Acre Stunning Tropical Paradise with 200' of PRIVATE DEEDED BEACH awaits just off the warm waters of the Gulf in the GUARDED and GATED SANDERLING CLUB Community. Built in 1983, its effective...
$4,950,000
Subdivision: Point Crisp
5
Beds
6F11/2
Baths
6,572
Sq.Ft.
2001
Year Built
27
Days on Site
A4469766
MLS
Private estate living on Siesta Key at Point Crisp, enjoy a lush, hidden setting minutes from the best beach in the United States. Embracing this magnificent locale is 1321 Point Crisp, a property...
$4,875,000
Subdivision: Sanderling Club
7
Beds
8
Baths
6,697
Sq.Ft.
1953
Year Built
204
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....

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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