Siesta Key Real Estate

Crescent Beach on Siesta Key

Our website makes it easy to explore all of the Siesta Key real estate listings on the market. Browse through properties below by price range, days on the market or features.

There is a diverse selection of neighborhoods, condos, townhomes and villas to suit the relocating resident, retiree or family seeking that perfect second home.

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Siesta Key Homes | Siesta Key Condos

Homes currently range from $425,000 to $12,950,000. Condos are available starting at $199,900 and going up to $2,700,000. Many of the condominium communities feature extraordinary and luxurious amenities

Waterfront property is always in high demand with Siesta Key real estate buyers. There is a large selection of houses on canals which provide quick access to the Intracoastal and the Gulf of Mexico.

Browse all real estate listings currently available on Siesta Key. Check out your options and call or email us if you would like details on any of these properties. You can also click the "Request More Info" button for a quick reply on any property.
Siesta Key October 20, 2021
103
Listed
106
Avg. DOM
$695.05
Avg. $ / Sq.Ft.
$959,000
Med. List Price
103 Properties
Page 1 of 9
$1,175,000
Subdivision: Windward Passage
2
Beds
2
Baths
1,626
Sq.Ft.
1981
Year Built
3
Days on Site
A4515252
MLS
If you love sunsets, then this condo is for you! This 4th floor unit is looking out on Big Pass with views of Sarasota Bay, Downtown Sarasota, Lido Beach and Longboat Key - you're in for a real treat....
$889,000
Subdivision: Siestas Bayside Waterside South
3
Beds
2
Baths
1,872
Sq.Ft.
1977
Year Built
3
Days on Site
A4515257
MLS
SIESTA KEY POOL HOME! Come live like you are permanently on vacation! Award-winning Siesta Key Beach is a short bike ride away (1.5 miles) with her fine, white sandy beaches and temperate waters....
$650,000
Subdivision: Peppertree Bay Ii
2
Beds
2
Baths
1,180
Sq.Ft.
1973
Year Built
3
Days on Site
A4515375
MLS
Zen-like is the best way to describe the peace and calm you will feel in this tropical setting. The view from the floor to ceiling windows on your enclosed lanai will remind you of the magnificent...
$674,900
Subdivision: Pointe On Midnight Pass
2
Beds
2
Baths
1,331
Sq.Ft.
1975
Year Built
3
Days on Site
A4513287
MLS
WATERFRONT. PEACEFUL. AMAZING VIEWS! Enjoy unobstructed breathtaking WATER & NATURE VIEWS of the Gulf of Mexico, Little Sarasota Bay and the Jim Neville Preserve from this prominent top-floor...
Open 10/20
430 Canal Rd #11 Sarasota, FL 34242
$625,000
Subdivision: Siesta Shores
1
Beds
1
Baths
802
Sq.Ft.
1955
Year Built
5
Days on Site
A4514839
MLS
Great investment (3 day min lease) or vacation home! Just steps to Siesta beach and Siesta Village with restaurants, bars and shopping. This cottage is a tropical getaway with lush landscaping and...
Open 10/24
6019 W Peppertree WAY #236 Sarasota, FL 34242
$775,000
Subdivision: Peppertree Bay Iv
2
Beds
2F11/2
Baths
1,566
Sq.Ft.
1974
Year Built
6
Days on Site
A4515066
MLS
Welcome to Peppertree condominium on the Gulf side. This 1566 square foot 2 bedroom 2 1/2 bath townhome is just a short stroll to all of the fabulous amenities including the gulfside pool and private...
$649,900
Subdivision: Harbor Towers Y & R
2
Beds
2
Baths
1,156
Sq.Ft.
1976
Year Built
6
Days on Site
A4514910
MLS
Wonderful views of the beach! Just 1/4 mile to public beach access and 1 mile form Siesta Village, free bus available. Harbor Towers Yacht & Racket Club is Resort Style Living, offering, fitness...
$759,000
Subdivision: Pointe On Midnight Pass
2
Beds
2
Baths
1,380
Sq.Ft.
1975
Year Built
7
Days on Site
N6118053
MLS
Matterport Tour Available: https://my.matterport.com/show/?m=LYXF2TZEW36&mls=1 | GET READY for BREATHTAKING SUPER HIGH IMPACT WORLD CLASS GULF TO BAY WATER VIEWS from every room in this RARELY...
$399,000
Subdivision: Harbor Towers Y & R
1
Beds
1
Baths
751
Sq.Ft.
1976
Year Built
7
Days on Site
A4515012
MLS
Experience Siesta Key resort living at its finest in this 1-bedroom, 1-bath condo in the gated waterfront community of Harbor Towers Yacht & Racquet Club, where you'll be just a short stroll from...
$2,750,000
Subdivision: Harmony Sub
4
Beds
4F11/2
Baths
3,824
Sq.Ft.
1955
Year Built
9
Days on Site
A4505819
MLS
Fabulous Siesta home ideally located a short stroll to the pristine white sands and azure waters of the Gulf of Mexico. Siesta living at it's finest! After a day at the beach, dinner in the village...
$1,399,000
Subdivision: Siesta Key Beach Residences Ii
3
Beds
2
Baths
1,750
Sq.Ft.
2009
Year Built
9
Days on Site
A4514740
MLS
Enjoy panoramic Gulf and island views from this signature-style three-bedroom condominium at Siesta Beach Residences, a Hyatt-brand hallmark of tropical luxury and laidback living. Mere steps from...
$1,750,000
Subdivision: Sanderling
4
Beds
4
Baths
2,941
Sq.Ft.
1964
Year Built
10
Days on Site
A4510746
MLS
Nearly an acre in Sanderling Club, truly, the most sought-after Gulf-to-Bayfront community on Siesta Key Sarasota County for that matter. Canopy lined private streets weave throughout this naturally...

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Why Choose Siesta Key?

Sand Sculpture on Siesta KeyAnyone can go to a beach - but imagine living on the beach that won the International Sand Contest and was named the 2011 Best Beach in USA. Anyone can find Gulf Coast attractions - but imagine yourself walking among the world-class sand sculptures, or dancing to the beat of the Sunday Drum Circle. Siesta Key can afford all that and much more.

Location and Weather

As a location for a vacation home, second home or full-time residence, Siesta Key is the perfect destination to get away from winter’s chill in Florida’s near-perfect environment.

Winter's daytime temperature averages a comfortable 72 degrees and the overnight lows rarely make it below "light jacket weather." Summer brings abundant sunshine that warms the coastal water. Boating, fishing and swimming are always a  real pleasure.

Things to Do on Siesta Key

Nestled on an 8-mile barrier island between Roberts Bay and the Gulf of Mexico, Siesta Key provides a lush tropical backdrop for relaxation, recreation and socializing with friends and family.

  • The Siesta Key Village, with its casual cafes, shopping and captivating nightlife, delivers a convenient, friendly living experience.
  • The island's proximity to Sarasota makes area attractions easily accessible. Diverse restaurants, championship golf courses, Major League Baseball spring training and cultural venues such as the Florida West Coast Symphony are all nearby.

Take a Video Tour of Siesta Key

As you can see, Siesta Key has so much to offer. You'll appreciate the insight of a locally experienced Realtor team to help you find the home or condo that fits your lifestyle best.

Whether your tastes run contemporary, ranch or Mediterranean-style residences, on the beach, near a golf course or closer to town, our experienced team of Realtors can help you identify listings that suit your lifestyle and budget. Elegant homes, cutting-edge condos and a wide variety of rental properties are all waiting here for you to explore.

Just pack your suitcase and head on down to set forth on an adventure in island living. Come experience the pleasures of living the Siesta Key, Florida lifestyle.

Contact our team today and see how we can help.