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. 


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Siesta Key Neighborhoods Siesta Key Reviews 5 Things to Know Siesta Key Videos Frequently Asked Questions 
The Lifestyle   Where is Siesta Key History Resources   Contact Us 




Homes & Condos For Sale on Siesta Key

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$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
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5950 Midnight Pass Rd # 307, Sarasota $319,000

  • 2 Beds
  • 2.0 Baths
  • 988 SqFt

Cozy Beach-side Townhouse About 300 Steps To Siesta Beach, The #1 Rated Beach In The Usa! Priced To Allow For Needed Updates And Remodeling. Liveable In It's Present "beachy" Condition. The 3-day Minimum Rental Allows For Maximum Income Potential. Updat...

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5225 Avenida Navarra # 4, Sarasota $299,000

  • 443 SqFt

Incredible Location Behind Siesta Key Village With The Beach, Restaurants And Nightlife Literally Just Steps Away. No Need For A Car As Everything Siesta Key Has To Offer Is Short Walk From Your Door. Spend The Day At Beautiful Siesta Beach And Come Home ...

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46 Sandy Hook S Rd, Sarasota $998,000

  • 3 Beds
  • 3.0 Baths
  • 1,802 SqFt
  • 0.41 Acres

Serene Setting Only Begins To Describe The Lifestyle Of Sandy Hook Residents. An Enclave Of 41 Custom Built Homes Entered By A Private Road That Leads You To A 3 Bedroom, 2.5 Bath Home That Rests Peacefully Overlooking A Lagoon. Just A Short Walk Will Have...

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657 Beach Rd, Sarasota $999,000

  • 0.13 Acres

Great Views Of The Public Beach ! Build The Duplex Condo Of Your Dreams. A New House With 2nd And 3rd Floors Will Have Incredible Views ! Incredible Lot. Can Be Rented Nightly, Weekly And Monthly. Was Rented Part Of The Year Last Year. Rent Total Of $48,800...

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6342 Midnight Pass Rd # 323, Sarasota $899,000

  • 2 Beds
  • 2.0 Baths
  • 852 SqFt

Beachfront 2nd Floor Unit With Beautiful Beach And Gulf Of Mexico Views. Ideal Location With Private Lanai. This 2 Bedroom, 2 Bath Condo Has An Open Floor Plan, Inside Laundry And Steps To The Pool With A Glorious Gulf Of Mexico View And Only Steps To Our W...

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1308 Old Stickney Point Rd # W32, Sarasota $925,000

  • 3 Beds
  • 3.0 Baths
  • 2,467 SqFt

Built In 2002, Marina Del Sol Is A Gated Luxury Community Located On The Intracoastal Waterway, A Short Two Block Walk From The Public Entrance To Siesta Key’s Magnificent Crescent Beach. Marina Del Sol’s 2 Buildings Include 38 Spacious Condos. It Is A Comm...

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1221 E Peppertree Dr # 226, Sarasota $399,000

  • 2 Beds
  • 2.0 Baths
  • 1,180 SqFt

Live In The Treetops In This Beautiful Peppertree Condo! 2 Bedrooms, 2 Baths, In Unit Laundry. Best Of All A 1-car Garage Goes With This Unit. Great Views Of The Trees And The Bayside Heated Pool From The Large Lanai. You Have Beach Access And A Heated Pool...

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797 Beach Rd # 309, Sarasota $479,000

  • 1 Beds
  • 1.0 Baths
  • 816 SqFt

Enjoy Full Gulf & Beach Views From This Stunning Beach Beauty With Top Of The Line Updates & Excellent Income Numbers. Location, Location , Location!! Just Across From World Renowned Siesta Beach & Around The Bend To Fun In Siesta Village!! All In A Gated C...

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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.


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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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. 




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Siesta Key History

Siesta Key history

People began settling on Siesta Key in the late 1800's. Back then the island was referred to as "Sarasota Key." Captain Louis Roberts and his wife, Ocean Hansen Roberts came to Siesta Key and established their claim. Do their names look familiar? Ocean Boulevard, Roberts Road and Hansen Bayou were named after the couple. In 1906, Captain Roberts enlarged his home and turned it into Roberts Hotel. In 1902 Captain Robert, Harry Higel and E.M. Arbogast formed the Siesta Land Company. By 1946, Siesta Key was still labeled “Sarasota Key” on government maps, but was called Siesta Key by the County.

Harry Higel, for who Higel Avenue is named after, was responsible for many of the canals on Siesta Key. In 1910 Higel was busy dredging canals, filling in low lying areas and excavating shell deposits that could be used to surface the roads as they were built. The canal that leads from Hansen Bayou westward was dug for its shell deposits.

In 1916 Harry Higel was mayor of Sarasota and supported a bond issue that was passed and resulted in the building of the first Siesta Key Bridge in 1917. The second bridge on Stickney Point Road was built by the County in 1926. They platted the subdivision of Siesta on the northern end of the Key.

The Siesta Key Association was founded on November 12, 1948, as a community group which was dedicated to maintaining Siesta Key as an attractive residential area. The association has been the driving force behind many improvements to Siesta Key. 



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.



Where is Siesta Key?




Siesta Key Resources

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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 October 8th, 2015 at 5:07pm EDT.