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 December 9, 2019
129
Listed
148
Avg. DOM
$577.16
Avg. $ / Sq.Ft.
$1,295,000
Med. List Price
129 Properties
Page 1 of 11
$16,570,000
Subdivision: Siesta E.S. Boyds Replat
5
Beds
6F11/2
Baths
10,616
Sq.Ft.
2020
Year Built
147
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
8
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...
$12,900,000
Subdivision: Sanderling Club
3
Beds
3F21/2
Baths
6,480
Sq.Ft.
2010
Year Built
67
Days on Site
A4447470
MLS
Offering one of the area's most coveted lifestyles, this tropical sanctuary, known as Aquadisia, consists of just over 3 acres on the Gulf of Mexico in the coveted Sanderling Club on Siesta Key. With...
$8,780,000
Subdivision: Siesta Rev Plat Of
5
Beds
5F21/2
Baths
8,239
Sq.Ft.
2020
Year Built
147
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...
$8,400,000
Subdivision: Siesta Key
5
Beds
7F11/2
Baths
10,207
Sq.Ft.
2008
Year Built
231
Days on Site
A4433864
MLS
Gracefully sited on one-acre in a private enclave on world-famous Siesta Key, this one-of-a-kind Bayfront estate boasts a casual elegance reminiscent of a home in The Hamptons yet refined for today's...
$7,520,000
Subdivision: Twitchell Ralph S Siesta Key Prop
4
Beds
4F11/2
Baths
4,472
Sq.Ft.
2018
Year Built
244
Days on Site
A4156330
MLS
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...
$6,980,000
Subdivision: Siesta E.S. Boyds Replat
4
Beds
4F11/2
Baths
5,100
Sq.Ft.
2020
Year Built
147
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
8
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...
$6,500,000
Subdivision: Siesta Rev Of
4
Beds
4F11/2
Baths
6,044
Sq.Ft.
2004
Year Built
25
Days on Site
A4451808
MLS
Situated on sought-after north Siesta Key, this captivating estate is poised to enjoy the beauty and allure of the island's majestic coastline. Views of the Gulf of Mexico, sparkling Big Pass and the...
$6,499,000
Subdivision: Bay Island
6
Beds
6F41/2
Baths
9,398
Sq.Ft.
1968
Year Built
54
Days on Site
A4448736
MLS
Proudly occupying one of the most sought-after sites on North Siesta Key, this six-bedroom storybook compound comprises a 6,847 sq. ft. California mission-style residence, 2,548 sq. ft. guest house,...
$6,475,000
Subdivision: Sanderling Club
4
Beds
4F11/2
Baths
6,450
Sq.Ft.
1997
Year Built
8
Days on Site
A4452983
MLS
DIRECT GULF FRONT SIESTA KEY MASTERPIECE with 150' of PRIVATE BEACH FRONTAGE. The majestic, panoramic Gulf of Mexico sunsets add to the artistry of this recently redesigned and completely remodeled...
$6,300,000
Subdivision: Siesta Key Village Area
4
Beds
5F11/2
Baths
4,946
Sq.Ft.
2008
Year Built
178
Days on Site
A4438489
MLS
Welcome to Casa Azul. Spectacular sunsets meet designer decadence in this show stopping 4BR/ 5.5 BA modern-luxe masterpiece designed by world acclaimed architect, Guy Peterson. Situated in the heart...

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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