Siesta Key Real Estate

Siesta Key real estate

Take one meander down the powdery white sandy beaches of Siesta Key or a boat tour around the key and you will understand why this is such a desirable place to live. Siesta Key Beach continually ranks as one of the world's prettiest beaches.

The island has a good mix of working professionals, retirees and second home owners who venture down in the winter time to enjoy the beautiful weather. Many who purchase Siesta Key real estate do so for vacationing purposes, with the goal of eventually retiring to this island paradise.

There are a number of options for Siesta Key homes–everything from a modest abode to a luxurious bay or beach front mansion. Waterfront homes in Siesta Key that can accommodate boats and are within a short walk to the beach are the most popular properties on the key. Read more about Siesta Key

If you like Longboat Key you should also explore Casey Key,Bird KeyLido Key and Longboat Key

Homes & Condos For Sale on Siesta Key

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6157 Midnight Pass Rd # D22, Sarasota $339,500

  • 2 Beds
  • 3.0 Baths
  • 1,192 SqFt

Enjoy Your Own Piece Of Paradise On Siesta Key, Home Of The #1 Beach In The Usa. This Beautifully Updated Two Bedroom And Two Bathroom Condo Is Being Sold Turnkey Furnished And Features New Kitchen Cabinets And Countertops With Mosaic Backsplash, New Bathr...

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5880 Midnight Pass Rd # 710, Sarasota $979,000

  • 2 Beds
  • 2.0 Baths
  • 1,713 SqFt

Welcome To Casarina. This Is A Rare Opportunity To Be Part Of A Community Of Only 89 Condos Located On The Gulf Of Mexico Side In The Heart Of Siesta Key Beach. No Other Community Offers You The Privacy And Serenity As You Will Find Here, The Native Landsca...

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6145 Midnight Pass Rd # Villa F5, Sarasota $529,900

  • 2 Beds
  • 2.0 Baths
  • 1,068 SqFt

Horizons West Bayside Is A Small Enclave Of 24 Villas On A Beautiful Tree Lined Road, Which Leads Down To A Private Park Area And The Intracoastal Waterway. The Feeling Of Peace And Tranquility Hits You As You Enter The Paved Roadway, Which Is Only Used ...

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25 Lands End Ln, Sarasota $975,000

  • 3 Beds
  • 3.0 Baths
  • 2,620 SqFt
  • 0.34 Acres

Boating Enthusiasts Will Enjoy Siesta's Immediate Boating Access To The Gulf Of Mexico. Deeded Beach Access And No Bridges To The Gulf From The 32' Deeded Protected Deep Water Dock Located Across The Street On Bayou Louise On Siesta Key. Discover The Island...

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9397 Midnight Pass Rd # 803, Sarasota $385,000

  • 1 Beds
  • 1.0 Baths
  • 970 SqFt

At The Southernmost Tip Of Siesta Key You’ll Find The Perfect Retreat Surrounded By Water. Enjoy The Sunrise On The Intracoastal Waterway Or Watch The Sun Set Over The Gulf In This Lovely Eighth Floor Unit. This One Bedroom/one Bath Condo Has Been Beautiful...

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324 Siesta Dr, Sarasota $929,000

  • 5 Beds
  • 4.0 Baths
  • 2,510 SqFt
  • 0.16 Acres

Just Minutes To Both The Sugary Sand Beaches Of Siesta Key And The Vibrancy And Culture Of Downtown Sarasota, This Five Bedroom Retreat Offers You A Haven With Distinctive Style, Beautifully Landscaped Privacy And An Environment Conducive To Entertaining. L...

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4851 Primrose Path, Sarasota $899,000

  • 4 Beds
  • 2.0 Baths
  • 2,784 SqFt
  • 0.37 Acres

Tropical Paradise On Siesta Key. 4 Bedroom, 2 Bath Rental Property Located On A Corner Canal Lot. Heated Swimming Pool. Home Has Beautiful Beamed Cathedral Ceilings. All Floors Are Tiled. Numerous Skylights Make The Home Light And Bright. Expansive Po...

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1219 Sharswood Ln, Sarasota $2,595,000

  • 3 Beds
  • 4.0 Baths
  • 3,765 SqFt
  • 0.44 Acres

Siesta Key Of The Very Few New And Beautiful Homes On The Siesta Key. Behind The Enclave Gates Of Spice Bay, Bring Your Boat,includes Deeded Dock With Electrical & Water And New 13,000# Aluminum Boatlift With Remote Control. Accommodates ...

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Five Things You Should Know about Siesta Key

 Siesta Key beach has won the best beach in the U.S. by Dr. Beach.

 There are plenty of home and condo options on Siesta Key.

 The sand on Siesta Key beach is 99% quartz which prevents it from getting too hot.

 Siesta Key offers many condos that allow short term renting. 

Has more of a bohemian & laid back feel than Longboat Key & Lido Key. 


Reviews for Siesta Key Real Estate

5 Based on 3 Ratings
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Recent Ratings & Reviews

, Visitor





#1 reason to live on Siesta - The Country's #1 Beach with it's perfect white quartz sand. #2 reason - you can drag out your old hula hoop and those pots and pans you want to replace and report to the beach's Famous Drum Circle to join the dance and performance. A celebration of our magnificent sunsets every Sunday as twilight approaches. Just when you think you've seen it all... kick off your shoes, grab your tambourine and delight in yet another perfect day. See you there :)

, Visitor





Most often, when clients talk about Siesta Key they are envisioning Siesta Key Public Beach or Crescent Beach. However, as my local buyers found, there are some fabulous properties at the south end of Siesta Key on or near Turtle Beach! They recently purchased a beachfront condo at Fisherman’s Cove and can walk out their back door onto the beach, view sunsets over the Gulf of Mexico from their enclosed lanai, and dock a boat on the opposite side of their building with access to the ICW. They got all of this at a price significantly less than they would have paid for less features a mile up the road.

, Resident

Siesta Key has one of the nicest beaches you will ever find. There is a good diversity of homes and condos available at various price ranges. It is a very relaxed island with an "Old Florida" feel. Some view Siesta Key not as pretentious as Longboat Key and Lido Key.


Some don't like the casualness of Siesta Key. They might feel like it is not "sophisticated" enough. Some people dislike the inconsistency of real estate. You might find a dumpy home in need of replacing next to a gorgeous waterfront.


If you enjoy the beach lifestyle and like a relaxed atmosphere you should explore the homes and condos of Siesta Key.

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Homes For Sale on Siesta Key, Florida

Bay Island  Blind Pass 
Bayou Louise  Cocoanut Bayou 
Gulfmead Estates  Harmony 
Hidden Harbor Mangroves 
Mira Mar  Point of Rocks  
Point Crisp Riegels Landing 
Roberts Point  Sanderling Club 
Sara Sands  Siesta Bayside 
Siesta Cove  Siesta Key Beach 
Siesta Isles  Solymar 
Sandy Hook   

When people in Florida want to know the meaning of true paradise, they head to Siesta Key. Home to nearly 24,000 residents, it is known for its exquisite white sandy beaches that are renowned for staying cool to the touch. The 8-mile long barrier island, containing an eclectic mix of retirees, summer vacationers and families, is rapidly becoming just as well known for its beautiful, luxurious condos and seemingly endless options for entertainment, shopping, and dining. Having seen an increase in development within the past decade, Siesta Key has a number of excellent neighborhoods that offer something for everyone.

Bay Island

A great place to raise a family, Bay Island is composed of 169 single-family homes. Ranging from 800 square-foot bungalows to palatial homes of more than 8,000 square feet, Bay Island homes offer stunning views of both Sarasota Bay as well as the city skyline. Considered some of the best homes in Sarasota, they offer residents living along Flamingo Drive, Hamilton Avenue, Freeling Drive and others beautifully landscaped yards containing plenty of tropical trees and exotic plants.


Just as the name implies, this neighborhood offers residents a peaceful and beautiful setting from which to enjoy those summer evenings. Whether you're living on Treasure Boat Way, Primrose Path, or Featherbed Lane, Harmony offers affordable homes that suit many different lifestyles. A popular area for retirees, it's also well-suited for families or others on the fast track to success. Located in a true paradise, Harmony is not only a destination, but a way of life here as well.

Gulfmead Estates

A small neighborhood on the north end of Siesta Key, these waterfront homes offer beautiful views and overlook Lido Key, Bird Key, and downtown Sarasota. What makes these homes so popular with many residents is the easy access to and from Siesta Key. For those wanting to spend a day on the beach, it's as simple as taking a short bike ride to Siesta Key Beach or Shell Beach. Offering a wide variety of homes to fit almost any budget, Gulfmead Estates is a great neighborhood for those looking to settle down or simply enjoy a great vacation getaway.

Hidden Harbor

A charming neighborhood of 36 homes, Hidden Harbor is located on the east side of the island and features tropical landscaping and cobblestone streets. Considered to have some of the most unique and enchanting homes in Siesta Key, they range in size from 2,500-7,000 square feet.

Whether you want a larger neighborhood or a more secluded one in which to call home, Siesta Key neighborhoods offer that and so much more. If it is a taste of paradise you're seeking, consider the wonderful neighborhoods of Siesta Key.

Siesta Key Condos

Siesta Key condos are very popular among buyers. Here you can find a smaller and more affordable condominium that's within a short walk to the beach, a luxurious new penthouse overlooking the dazzling beach front, or something spectacular in the middle. There are plenty of developments to choose from in the Siesta Key condo market. Follow the links below to view all of the Siesta Key condos currently for sale.

Please see our Siesta Key condos page for more information 


The Siesta Key Lifestyle 

Have you ever dreamed about living within a short walk of one of America's top beaches? If so, relocating to Siesta Key can make that dream a reality.

Siesta Beach was ranked by National Geographic as one of the top family beaches in the country. it was also named by USA Today as a Readers Choice for America's best beach. You won't find rowdy spring breakers here. The pristine sand is an oasis of relaxation. Living in Siesta Key makes the beach a part of everyday life. There is no such thing as planning a "weekend beach trip",because it is a given you'll be spending a couple of hours on the beach every Saturday and Sunday. You can even hit the beach after work and catch a couple hours of sun. It's also a great time to take in the stunning sunset over the Gulf of Mexico with your significant other.

One of the best parts about Siesta Key is you can experience all the perks of a tropical vacation without leaving home. There are several quality fishing charters throughout the Key. These friendly local sailors are more than willing to induct you into the fishing culture that is tied to the area. If you are more of an adventurous type, then you will be happy to know Siesta Key has Parasailing, kayaking, and jet skiing. You don't have to worry about owning a boat or a jet ski, as there's a good chance you'll make quick friends with someone who owns both.

Siesta Key is also filled with dozens of shops. The shops range from your typical tourist beach shop, to high-end boutiques that would impress any fashionista. There are a few shops that sell obscure items, and these funky shops are what gives Siesta Key its flavor.

If you still need convincing on the quality of the Siesta Key lifestyle, then all you have to do is make a reservation at one of the restaurants. The Village Cafe is a perfect place to grab some breakfast as you watch the sunrise. It has been in business since 1995 and is a favorite among locals. After breakfast, stop by Captain Curt's Crab & Oyster Bar for a seafood feast. 

To sum it up nicely, the Siesta Key lifestyle is filled with beach relaxation, any activity involving the water, and delicious seafood.


Map of Siesta Key


Siesta Key Links

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on August 31st, 2015 at 9:21pm EDT.