Longboat Key Real Estate

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Overview

Longboat Key, Florida is an 11 mile long barrier island is located to the west of Sarasota. The island is divided between two counties with the southern portion in Sarasota County and the northern portion in Manatee County. The tropical paradise is surrounded by water - the Gulf of Mexico to the west and Sarasota Bay to the east. World famous St Armands Circle is only a short drive away. Residents enjoy a relaxed and secluded atmosphere.

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Longboat Key Condos  |  Longboat Key Homes

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MLS® Listing Statistics

Total Listings: 72
Average Price: $2,874,217
Highest Price: $17,900,000
Lowest Price: $449,000
Average Size: 2,461 ft²
Average Price Per Square Foot: $1,021 per ft²

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Listings for Sale Longboat Key FL 34228

All Listings $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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Image 0: A4531109

5861 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $17,900,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 10.8k SQFT
  • 78 DOM
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Under Construction. Timeless And Elegant Gulf Front Estate Under Construction Now On Longboat Key. Comprised Of Four Main Components, The Home Is Creatively Connected To Allow For A Resort-style Family & Guest Experience. The Estate Has A Main Liv...

Image 1: A4537763

5442 Gulf Of Mexico Dr, LONGBOAT KEY, FL - $13,850,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 6,000 SQFT
  • 22 DOM
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Stunning Contemporary Spectacular Bayfront Estate On Longboat Key With Unrivalled Panoramic Penthouse Like Views Of Sarasota Bay, Anna Maria, And Even Downtown Sarasota. Adjacent To A 30 Acre Nature Preserve, This Architectural Masterpiece Built...

Image 2: A4527232

6877 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $9,900,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,820 SQFT
  • 50 DOM
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One Or More Photo(s) Has Been Virtually Staged. Longboat Beachfront Estate On .74 Acres That Features A 102’ Wide Lot Directly On The Gulf Of Mexico, With Private And Direct Access To The Beach. There Is No Pedestrian Access Or Easements On Eithe...

Image 3: A4534425

2161 Gulf Of Mexico Drive Ph3, LONGBOAT KEY, FL - $8,950,000

Residential, Condominium
  • 4 Beds
  • 5 Baths
  • 6,002 SQFT
  • 51 DOM
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Nothing Else On Longboat Key Can Compare To This Astounding Penthouse On The Beach. The Uniqueness Of The Offering Is Undeniable. Capturing The Entire Top Floor Of This Cherished Gulf Front Building, This Remarkable Residence Lives Like A Private ...

Image 4: A4538931

5444 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $7,850,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 6,000 SQFT
  • 5 DOM
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Stunning Contemporary Bayfront Home On Longboat Key With Unrivalled Panoramic Penthouse Like Views Of Sarasota Bay, Downtown Sarasota, And Nature Preserve. Adjacent To A 30 Acre Nature Preserve, This Architectural Masterpiece Built Totally Of Pou...

Image 5: A4530953

549 Sloop Lane, LONGBOAT KEY, FL - $7,499,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,127 SQFT
  • 80 DOM
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This Very Personable Home, With High End Finishes, Has An Open Floor Plan That As You Enter, Opens Up The Great Room With Over 15 Feet In Height. This Home Literally Has Everything You Need For Entertainment. This Beautiful Home Has Four Oversiz...

Image 6: A4535024

500 Harbor Cove Circle, LONGBOAT KEY, FL - $7,000,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,422 SQFT
  • 45 DOM
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Pre-construction. To Be Built. Located In The Exclusive Harbor Section Of Bay Isles Right Across The Street From The New St. Regis. The New Tropical Modern Residence Will Have A Strong Emphasis On Florida Living, Creating An Intimate Connection Wi...

Image 7: A4534377

435 L Ambiance Drive G601, LONGBOAT KEY, FL - $6,880,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 3,380 SQFT
  • 45 DOM
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Ready For Instant Enjoyment And To Create Memories For A Lifetime. It’s All About The View And Unparalleled Location! Choice Southwest Corner Residence @ 435 L’ambiance Dr. Experience This Sanctuary On The 6th Floor With Exceptional And Incompar...

Image 8: A4530550

1241 Gulf Of Mexico Drive 201, LONGBOAT KEY, FL - $6,495,000

Residential, Condominium
  • 5 Beds
  • 7 Baths
  • 5,225 SQFT
  • 80 DOM
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Welcome To A Remarkable Opportunity In One Of The Most Unique Communities On All Of Longboat Key, With The Space, Privacy And Ambiance Of A Gorgeous Freestanding Estate Complemented By The Resort-style Amenities, Conveniences And Luxuries Of A Pri...

Image 9: A4516289

5056 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $5,975,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,819 SQFT
  • 240 DOM
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This Is The Location To Build Your Dream Home!! Direct Bayfront Estate On An Oversized Property Of 0.92 Acre Is 100 Feet On The Bay And 391 Feet Deep On Longboat Key And Is Located Along A Stretch Of Multi Million Dollar Bayfront Homes. The Prope...

Image 10: A4531135

548 Cutter Lane, LONGBOAT KEY, FL - $5,333,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,174 SQFT
  • 78 DOM
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Under Construction. It Has Been Said That With One Look, You Will Be Hooked. This Home's Awe-inspiring Views Are Undeniable. The Rooftop Deck Is The Perfect Spot For A Cocktail On A Clear Evening While Your Little Ones Play In Their Own Private Po...

Image 11: A4535637

3060 Grand Bay Boulevard 1101, LONGBOAT KEY, FL - $4,999,999

Residential, Condominium
  • 4 Beds
  • 6 Baths
  • 4,413 SQFT
  • 40 DOM
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One Or More Photo(s) Has Been Virtually Staged. Rare Opportunity Top Of The World Penthouse. Boasting An Astounding 5,300 Square Feet Of Wraparound Terrace Space And Floor-to-ceiling Walls Of Glass Throughout, This Extraordinary Grand Bay Penthous...

Image 12: A4535614

2333 Gulf Of Mexico Drive 1c2, LONGBOAT KEY, FL - $4,895,000

Residential, Condominium
  • 4 Beds
  • 5 Baths
  • 3,895 SQFT
  • 32 DOM
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With The Splendor Of Stunning Gulf Of Mexico Views, The Amenities Of A World-class Resort, And The Space And Comfort That Lives Like A Sprawling, Luxury Single-family Home, This Exceptional 4br, 3,800+/- Sq. Ft. Condominium Residence Presents An U...

Image 13: A4530239

991 Longboat Club Road, LONGBOAT KEY, FL - $4,395,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,101 SQFT
  • 82 DOM
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Exclusive Location Behind The Gates Of The Longboat Key Club Directly Across From The Azure Waters Of The Gulf Of Mexico And The Beautiful Beach. This Custom Designed Home Is Located On The Lush Island Side Golf Course And Includes Deeded Beach Ac...

Image 14: A4531001

2151 Gulf Of Mexico Drive 4, LONGBOAT KEY, FL - $4,200,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 3,800 SQFT
  • 25 DOM
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Year-round Blue Skies, Turquoise Waters And Spectacular Sunsets Are The Main Attractions At This Beachfront Condominium On Longboat Key. Tucked Away On Nearly Six Acres Of Oceanfront On The Gulf Of Mexico, En Provence Is The Perfect Place To Enjoy...

Image 15: A4538955

700 Lyons Lane, LONGBOAT KEY, FL - $4,100,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,763 SQFT
  • 2 DOM
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Casual Elegance Best Describes This Luxury, Waterfront Home On Longboat Key! The Best Of All Worlds With Expansive Bay Views In The Front, Deep Water Boating In The Back & Walking Distance To A World Class Beach! Custom Built In 2006, You’ll Fall ...

Image 16: A4534178

540 Harbor Cove Circle, LONGBOAT KEY, FL - $3,600,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,081 SQFT
  • 53 DOM
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Reimagine This Residence With Your Own Vision And Artistic Touches Or Build Your Dream Home On This Exceptional Waterfront Property. A Boater’s Delight, This Home In The Harbor Section Of The Exclusive Gated Community Of Bay Isles Is Situated On ...

Image 17: A4530441

581 De Narvaez Drive, LONGBOAT KEY, FL - $3,200,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,134 SQFT
  • 82 DOM
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Under Construction. This Stunning, Brand New Custom Estate Home Is Nestled On One Of The Last Remaining Canal Lots On The Exclusive North End Of Longboat Key. Designed By Architect Bob Rokop And Built By Mason Martin Builders, This Project Is The ...

6821 Hughes Street, LONGBOAT KEY, FL - $2,999,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,804 SQFT
  • 51 DOM
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Fuel Your Soul At This Ultimate Eclectic Island Getaway. This Home Sits On A Double Lot And Offers Three Bedrooms, Plus A Loft, Providing Plenty Of Indoor And Outdoor Space, Where You Can Unplug To A Deeper Level In Your Private Oasis Where Beauty...

Image 19: A4527024

500 General Harris Street, LONGBOAT KEY, FL - $2,995,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 3,137 SQFT
  • 111 DOM
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Pre-construction. To Be Built. This New Modern Gem By Milano Homes Is Being Added To A New Corner Lot On Longboat Key! This Two Story, Modern, Beauty Features 5 Bedrooms And 5 Baths With A 2 Car Garage And A Private Outdoor Space You'll Never Want...

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 DBA Stellar MLS.

Listing information last updated on June 26th, 2022 at 4:49pm EDT.

Longboat Key Description (continued)

Longboat Key homesThe Longboat Key area is an ideal bayfront or beachfront retreat with many of the waterfront homes being second or third residences. The island offers residents a secure and private setting with miles of beaches. The Longboat Key Club & Resort has recently undergone a $500 million renovation. Real estate here includes a mix of luxury homes, condos and maintenance-free villas. The Resort currently has world-class golf facilities with 45 holes, two full-service pro shops, driving ranges and golf instruction. In addition, there are 38 Har-tru tennis courts, a fabulous Spa plus casual and fine dining options. The historic Colony Beach and Tennis Resort is being demolished and replaced by a brand new St Regis Resort and Residences.

Longboat Key real estate consists of waterfront homes, with listings that range from $500,000 to $20,000,000+ and luxury condos on the beach or bay which range from $450,000 to over $6,000,000.

Our website allows you to browse all of the homes currently available. Once you locate a listing of interest, simply contact us for more information or to set up a private tour. Our waterfront an luxury home listings are updated every day, so be sure to check back often.

Location

Residents of Longboat Key enjoy their proximity to St Armands Circle and downtown Sarasota, but also enjoy the privacy that the island provides.

Local Resources

Search Condos for sale by Building:

Condominium options range from simple to extravagant. From a luxury condo with over 3000 square feet like those offered at Positano, to an older complex like Seaplace, there are choices to suit a variety of lifestyles and budgets.

Do you have any questions or need more information about real estate listings on Longboat Key? Contact me today at 941-544-6467 so we can talk about your real estate needs. Search other barrier islands using our Sarasota MLS search tool.

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Map of Longboat Key

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