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 March 22, 2019
189
Listed
149
Avg. DOM
$583.94
Avg. $ / Sq.Ft.
$1,350,000
Med. List Price
189 Properties Found. Showing 1-12
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4137-4153 Higel Ave
Sarasota, FL 34242
4137-4153 Higel Ave Sarasota, FL 34242
1 of 24
$16,570,000
Subdivision: Siesta E.S. Boyds Replat
BEDS
5
BATHS
7
SQ.FT.
10,616
BUILT
2018
ON SITE
418Days
MLS
A4207775
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 boast breathtaking, panoramic...
3975 Shell Road #Lots 1 & 2
Sarasota, FL 34242
3975 Shell Road #Lots 1 & 2 Sarasota, FL 34242
1 of 7
$15,000,000 ( $2,000,000 )
Subdivision: Siesta Rev Of
BEDS
7
BATHS
9
SQ.FT.
9,000
BUILT
2019
ON SITE
117Days
MLS
A4418216
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...
3799 Flamingo Avenue
Sarasota, FL 34242
3799 Flamingo Avenue Sarasota, FL 34242
1 of 50
$13,900,000
Subdivision: Siesta Key
BEDS
4
BATHS
6
SQ.FT.
8,138
BUILT
2016
ON SITE
107Days
MLS
A4420743
Inspired island living. Located on the north end of world-famous Siesta Key, this impressive estate is brilliantly designed to deliver the perfect balance between architecture, design and home decor...
7712&7660 Sanderling Road
Sarasota, FL 34242
7712&7660 Sanderling Road Sarasota, FL 34242
1 of 25
$13,300,000 ( $2,200,000 )
Subdivision: Sanderling Club
BEDS
5
BATHS
7
SQ.FT.
8,496
BUILT
1999
ON SITE
471Days
MLS
A4203264
Escape to Aquadisia, a serene tropical sanctuary perfectly positioned on just over 3-acres with 542 feet of private Gulf of Mexico frontage. Located behind the gates of the coveted Sanderling Club on...
8218 Sanderling Road
Sarasota, FL 34242
8218 Sanderling Road Sarasota, FL 34242
1 of 50
$9,950,000
Subdivision: Sanderling Club
BEDS
7
BATHS
8
SQ.FT.
10,624
BUILT
1986
ON SITE
106Days
MLS
A4420829
Offering one of the area's most coveted lifestyles, this stunning beachfront estate property rests on over 4 acres between the Gulf of Mexico and Heron Lagoon in the serene Sanderling Club on Siesta...
7712 Sanderling Road
Sarasota, FL 34242
7712 Sanderling Road Sarasota, FL 34242
1 of 39
$8,900,000 ( $1,000,000 )
Subdivision: Siesta Properties Inc
BEDS
3
BATHS
3
SQ.FT.
6,480
BUILT
1999
ON SITE
248Days
MLS
A4408524
Welcome to Aquadisia, a serene tropical sanctuary perfectly positioned on 1.23 acres with 208 feet of private Gulf of Mexico frontage. Located behind the gates of the coveted Sanderling Club on...
4137 Higel Avenue
Sarasota, FL 34242
4137 Higel Avenue Sarasota, FL 34242
1 of 23
$8,780,000
Subdivision: Siesta Rev Plat Of
BEDS
5
BATHS
7
SQ.FT.
8,239
BUILT
2018
ON SITE
418Days
MLS
A4207773
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 breathtaking, panoramic views of...
125 Big Pass Lane
Sarasota, FL 34242
125 Big Pass Lane Sarasota, FL 34242
1 of 13
$7,530,000 ( $220,000 )
Subdivision: Twitchell Ralph S Siesta Key Prop
BEDS
4
BATHS
5
SQ.FT.
4,472
BUILT
2018
ON SITE
344Days
MLS
A4156330
Pre-Construction. To be built. OWNER FINANCING AVAILABLE!!!
Pre-Construction to be built. Two options - 1. The Mindera model of John Cannon Homes with nearly 4500 square feet of living area (6658...
4242 Higel Avenue
Sarasota, FL 34242
4242 Higel Avenue Sarasota, FL 34242
1 of 25
$6,995,000 ( $500,000 )
Subdivision: Fidder Bayou
BEDS
5
BATHS
4
SQ.FT.
6,088
BUILT
1956
ON SITE
269Days
MLS
A4407010
Siesta Key island beach house with dock and boat mooring on the Gulf. Handsomely detailed home presents a sophisticated ambiance that elevates the relaxed, seaside setting. Mindfully restored and...
4153 Higel Ave
Sarasota, FL 34242
4153 Higel Ave Sarasota, FL 34242
1 of 23
$6,980,000
Subdivision: Siesta E.S. Boyds Replat
BEDS
4
BATHS
5
SQ.FT.
5,100
BUILT
2018
ON SITE
418Days
MLS
A4207772
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...
8448 Sanderling Road
Sarasota, FL 34242
8448 Sanderling Road Sarasota, FL 34242
1 of 31
$6,850,000
Subdivision: Sanderling Club
BEDS
4
BATHS
5
SQ.FT.
5,383
BUILT
1997
ON SITE
142Days
MLS
A4417437
Welcome home to your Beachfront Masterpiece with 24 hour staffed security gate. Your spirit of freedom and creativity will come alive! Powdery white sand beaches, warm turquoise gulf waters, and...
3975 Shell Road #Site 2
Sarasota, FL 34242
3975 Shell Road #Site 2 Sarasota, FL 34242
1 of 4
$6,750,000 ( $750,000 )
Subdivision: Siesta Rev Of
BEDS
5
BATHS
6
SQ.FT.
4,500
BUILT
2019
ON SITE
205Days
MLS
A4412259
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...

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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