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Siesta Key Real Estate

Siesta Key real estate

Siesta Key, a gorgeous island off the coast of Sarasota, FL, lies along a captivating eight-mile long barrier area. Voted the Best Beach in America, Siesta Key’s Crescent Beach is famous for its cool, sugary-white sands and wide beachfront.  Learn more about Siesta Key.

Siesta Key Homes & Condos for Sale

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $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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4137-4153 Higel Ave, Sarasota, FL - $16,570,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 10,616 SQFT
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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 Boast Breathtaking, Panoramic Views Of Azure Waters And Blazing Sunsets With 240 ...

7712 & 7660 Sanderling Rd, Sarasota, FL - $15,500,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 8,496 SQFT
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Escape To Aquadisia, A Serene Tropical Sanctuary Perfectly Positioned On Just Over 3-acres With 542 Feet Of Private Gulf Of Mexico Frontage. Located Behind The Gates Of The Coveted Sanderling Club On Siesta Key, This Brilliantly Designed Estate Co...

3799 Flamingo Ave, Sarasota, FL - $15,000,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 8,138 SQFT
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Inspired Island Living. Located On The North End Of World Famous Siesta Key, This Impressive Estate Is Brilliantly Designed To Deliver The Perfect Balance Between Architecture, Design And Home D├ęcor While Taking Full Advantage Of Its Incredible Pe...

Photo of Listing #A4182440

8218 Sanderling Rd, Sarasota, FL - $12,900,000

Residential, Single Family Home
  • 7 Beds
  • 8 Baths
  • 10,624 SQFT
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Welcome To Unparalleled Tropical Splendor In The Prestigious Sanderling Club, The Only Gated Single-family Home Community On Gorgeous Siesta Key. Sprawling From The Shimmering Waters Of The Gulf Of Mexico To The Serenity Of Heron Lagoon, This Worl...

3975 Shell Rd, Sarasota, FL - $9,300,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 5,079 SQFT
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Truly One-of-a-kind. 2.4 Acres With 264ft Of Frontage On The Beach. A Protected Deep-water Boat Dock. The Only Property On Coveted North Siesta Key That Has That Option. West Exposure For Spectacular Daily Sunsets. Build A Beachfront Estate Unlike...

Bochi Cir, Sarasota, FL - $8,850,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,774 SQFT
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Investor Alert!! Siesta Key Subdivision. Rare Opportunity To Purchase A Gated, Exclusive Enclave Of Five (5) Beautifully Furnished, Expansive Coastal Contemporary Style Homes, Plus An Additional 8 Platted Lots To Build Custom Homes To Complete T...

4137 Higel Ave, Sarasota, FL - $8,780,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 8,239 SQFT
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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 Breathtaking, Panoramic Views Of Azure Waters And Blazing Sunsets With 100 Feet On T...

Photo of Listing #A4198637

8423 Midnight Pass Rd, Sarasota, FL - $8,750,000

Residential, Single Family Home
  • 6 Beds
  • 7 Baths
  • 6,553 SQFT
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This Extraordinary Waterfront Estate On World-famous Siesta Key Epitomizes The Very Best Of Refined Island Living. Majestically Poised Along The Shimmering Waters Of The Intracoastal Waterway Sits This Masterfully Redesigned And Meticulously Renov...

Photo of Listing #A4156330

125 Big Pass Ln, Sarasota, FL - $7,740,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,472 SQFT
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Pre-construction To Be Built. Two Options - 1. The Mindera Model Of John Cannon Homes With Nearly 4500 Square Feet Of Living Area (6658 Sf Under Roof) Has 4 Bedrooms, Den, Bonus Room, 3-car Garage, Outdoor Kitchen All Overlooking The Big Pass With...

145 Beach Rd, Sarasota, FL - $7,000,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 1,802 SQFT
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Siesta Key - Rare / Your Own Expansive Siesta Beach Front Property With Many Options / 5 Acres / 10 Lots / Building Plans Available / 4 Condominium Units Or 2 Large Homes / Protected Direct Gulf Views With Each Building Option / Possibility Of 7 -...

4153 Higel Ave, Sarasota, FL - $6,980,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 5,100 SQFT
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Pre-construction To Be Built. Picture Yourself On A Private, 1.17-acre Gulf-front Estate Enjoying The Best Of All Worlds. This Proposed Luxury Residence Will Boast Breathtaking, Panoramic Views Of Azure Waters And Blazing Sunsets With 140 Feet On ...

Photo of Listing #A4210609

625 Norsota Way, Sarasota, FL - $6,950,000

Residential, Single Family Home
  • 5 Beds
  • 8 Baths
  • 6,077 SQFT
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Fashioned After The 200 Yr Old Pitot House In New Orleans And Selected As One Of The Top 10 Most Beautiful Homes In Sarasota By Sarasota Magazine In 2016, This 2009 British West Indies Designed Home By Accomplished Architect, William Thorning Litt...

Siesta Key

One of several barrier islands off the Sarasota mainland, Siesta Key offers casual island living at its best—the name alone says it all. Siesta Key, FL homes for sale give residents access to a multitude of luxury housing options. The community is home to an eclectic mix of homeowners and real estate includes everything from exclusive waterfront penthouses and estates, to private and secluded neighborhood enclaves, to vacation townhomes and villas, and even historic cottages and bungalows.

The Siesta Key Village is a favorite spot among residents and visitors alike for nightlife and dining, with everything from casual seafood restaurants to fine dining. With a slightly more relaxed atmosphere than Longboat Key further up north, people flock to Siesta Key for the beaches and the casual Siesta Village lifestyle, where you can always find people strolling between restaurants, cafes, pubs, ice cream parlors and parks. And with the Sarasota Bay to the east and the Gulf of Mexico to the west, there's plenty of water for all types of active recreation.

Siesta Key History

Siesta Key has quite the history to boast about. As early as 1513, European cartographers designated Siesta Key on maps as “Sarasota Key.” But until the early 20th century, only a handful of families lived on the island, but in 1906 Captain Louis Roberts and his wife, Ocean Hansen Roberts, expanded their home and opened it up as a hotel. Ocean, for whom Ocean Blvd is named, became the resident chef and was famous for her great cooking, especially her clam chowder. Over time, their hotel, dubbed the Siesta Inn, was frequented by an impressive guest list, including the likes of Oscar B. DeMille, Charleton Heston, Bette Davis, Dorothy Lamour, Agnes Moorehead, Cornel Wilde and Betty Hutton.

Captain Roberts joined forces with Harry Higel, then mayor of Sarasota, and others to form the Siesta Key Land Company. Higel began to plat the land and dredge canals. He also opened his own hotel, called Higelhurst, in 1914, and he ferried guests back and forth from the mainland to the island. In 1917, a bridge was constructed from the Key to the mainland, and in 1927, the southern bridge at Stickney Point was built.

While the Depression slowed development for a time, the post-war years began a time of growth. Today, about 24,000 people call Siesta Key home, but the island itself is a major vacation spot, attracting as many as 350,000 visitors annually.

Map of Siesta Key, FL

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 May 23rd, 2018 at 7:00am EDT.