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 June 1, 2023
218
Listed
91
Avg. DOM
$992.06
Avg. $ / Sq.Ft.
$1,577,500
Med. List Price
Refine Results
218 Properties
Page 1 of 19
831 Siesta Dr Sarasota, FL 34242
$1,200,000
Neighborhood: Bay Island
831 Siesta Dr
Sarasota, FL 34242
16,968
Sq.Ft. Lot
3
Days on Site
A4572070
MLS
Your own piece of Paradise, on the north end of Siesta Key, with easy access to all the wonderful amenities in the Village and the world class Crescent Beach. Additionally - close to Downtown...
Michael Saunders & Company
Open 6/2
3484 Hamilton Ave Sarasota, FL 34242
$1,500,000
Neighborhood: Bay Island Park
3484 Hamilton Ave
Sarasota, FL 34242
3
Beds
2
Baths
2,658
Sq.Ft.
1984
Year Built
3
Days on Site
A4571423
MLS
Discover the epitome of comfort in this charming, coastal cottage style home, nestled on the renowned island of Siesta Key. Situated on a generous double lot in the highly desirable neighborhood of...
Michael Saunders & Company
5631 Midnight Pass Rd #1007 Sarasota, FL 34242
$425,000
Neighborhood: White Sands Village
5631 Midnight Pass Rd #1007
Sarasota, FL 34242
1
Beds
1
Baths
857
Sq.Ft.
1975
Year Built
3
Days on Site
A4571736
MLS
Experience the ultimate paradise at White Sands Village in Siesta Key! Whether you're seeking an investment opportunity or a personal oasis, this property has it all. Turn-key furnished, open concept...
Coldwell Banker Realty
6518 Midnight Pass Rd #302 Sarasota, FL 34242
$1,095,000
Neighborhood: House Sun
6518 Midnight Pass Rd #302
Sarasota, FL 34242
2
Beds
2
Baths
1,215
Sq.Ft.
1975
Year Built
6
Days on Site
A4571373
MLS
LOCATION, LOCATION, LOCATION! This 2 bed, 2 bath home in the desirable House of the Sun community offers a spacious open floor plan, good sized balcony with partial ocean views and is re.ady for new...
Coldwell Banker Realty
5355 Calle Florida Sarasota, FL 34242
$1,465,000
Neighborhood: Sarasota Beach
5355 Calle Florida
Sarasota, FL 34242
10,628
Sq.Ft. Lot
6
Days on Site
A4571728
MLS
Two separate buildable lots. Currently there is a quaint, charming, loved, home straddling the lot line. The home is the perfect residence to either live in or lease out until your plans are...
Coldwell Banker Realty
9137 Midnight Pass Rd Sarasota, FL 34242
$3,985,000
Neighborhood: Stevens
9137 Midnight Pass Rd
Sarasota, FL 34242
3
Beds
5
Baths
4,574
Sq.Ft.
2001
Year Built
7
Days on Site
A4559180
MLS
Welcome to this exquisite waterfront residence in Siesta Key, Florida, boasting an unparalleled sense of spaciousness with captivating Bay views. Combining the elegance of a luxury penthouse with the...
The Sarasota Real Estate Comp.
5212 Siesta Cove Dr Sarasota, FL 34242
$3,495,000
Neighborhood: Siesta Cove Sub
5212 Siesta Cove Dr
Sarasota, FL 34242
5
Beds
6F11/2
Baths
5,133
Sq.Ft.
1979
Year Built
8
Days on Site
A4553215
MLS
A premiere waterfront location in sought-after Siesta Cove with open views and no bridges to the Bay! MAJOR renovations have been completed to this magnificent coastal-style home located on protected...
Coldwell Banker Realty
8115 Midnight Pass Rd Sarasota, FL 34242
$1,700,000
Neighborhood: Mira Mar Sub
8115 Midnight Pass Rd
Sarasota, FL 34242
3
Beds
2
Baths
1,744
Sq.Ft.
1956
Year Built
9
Days on Site
A4570973
MLS
Direct Little Sarasota Bay Waterfront cottage with deep water dock, and a charming Key West style is on the market! It has a private outdoor deck with immaculate water views. This well maintained...
Realty One Group Skyline
9397 Midnight Pass Rd #603 Sarasota, FL 34242
$549,000
Neighborhood: Pointe On Midnight Pass
9397 Midnight Pass Rd #603
Sarasota, FL 34242
1
Beds
1
Baths
778
Sq.Ft.
1975
Year Built
9
Days on Site
A4571471
MLS
Do you dream of being surrounded by incredible water views? If so, this is the place for you!
Enjoy the island life at The Pointe, a gated community at the southernmost point of Siesta Key. With...
Exp Realty Llc
4900 Ocean Blvd #303 Sarasota, FL 34242
$819,900
Neighborhood: Sandy Cove Iv
4900 Ocean Blvd #303
Sarasota, FL 34242
2
Beds
2
Baths
1,200
Sq.Ft.
1978
Year Built
10
Days on Site
A4570884
MLS
Enjoy Siesta Key in the tropical Gulf side community of Sandy Cove IV. This 2 bedroom, 2 bath unit comes turnkey furnished with many upgrades. New plumbing, vinyl plank flooring, refrigerator,...
Coldwell Banker Realty
7309 Pine Needle Rd Sarasota, FL 34242
$2,700,000
Neighborhood: Sanderling Club
7309 Pine Needle Rd
Sarasota, FL 34242
6
Beds
6F11/2
Baths
5,600
Sq.Ft.
1953
Year Built
11
Days on Site
A4570824
MLS
This cherished family home has been well-adored for the past two decades, and now presents a golden opportunity rarely available in the prestigious Sanderling Club, the only guard-gated neighborhood...
Michael Saunders & Company
1308 Old Stickney Point Rd #W41 Sarasota, FL 34242
$1,750,000
Neighborhood: Marina Del Sol
1308 Old Stickney Point Rd #W41
Sarasota, FL 34242
2
Beds
2F11/2
Baths
2,512
Sq.Ft.
2002
Year Built
11
Days on Site
A4570685
MLS
Beautiful Siesta Key Condo conveniently located on Old Stickney Point Road, with shops, restaurants and recreational activities like boating, kayaking, and biking right on the same block along with...
Coastal Living Real Estate

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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.