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: 88
Average Price: $2,724,433
Highest Price: $17,900,000
Lowest Price: $450,000
Average Size: 2,162 ft²
Average Price Per Square Foot: $949 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
  • 178 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
  • 117 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
  • 151 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 Are No Pedestrian Access Or Easements On Eith...

Image 3: A4543167

596 Outrigger Lane, LONGBOAT KEY, FL - $8,795,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 5,892 SQFT
  • 65 DOM
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Make An Appointment To See This Mediterranean Inspired Home That Boasts 247' +/- Of Open Sarasota Bay And Canal Front Views. This Lifestyle Home Offers A 27 Ton Boat Lift, Along With Jet Ski(s),kayak & Paddleboard Lift(s). You Will Enjoy Easy Acce...

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
  • 105 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: A4535024

500 Harbor Cove Circle, LONGBOAT KEY, FL - $7,750,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,422 SQFT
  • 146 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 6: A4530953

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

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,127 SQFT
  • 181 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 7: A4516289

5056 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $5,965,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,819 SQFT
  • 341 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 8: C7466398

781 Hideaway Bay Drive, LONGBOAT KEY, FL - $5,500,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 5,469 SQFT
  • 14 DOM
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Very Special Property With A One Of A Kind Home On A Oversized Lot In A Prestigious Area Of Longboat Key With Approximately 271’ Of Waterfrontage. Located Directly On Millar Bay And Adjacent To The Intracoastal Waterway This Property Is A Large Pe...

Image 9: A4546142

572 Halyard Lane, LONGBOAT KEY, FL - $5,300,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,257 SQFT
  • 29 DOM
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Great Location, Stunning Views, And Near-perfect Boating Water Await In This Beautiful Country Club Shores Residence On Longboat Key. Boasting 100 Waterfront Feet, Amazing Outdoor Space And Long Water Views Including The Sarasota Skyline In The Di...

5440 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $5,050,000

Land, Land
  • 109 DOM
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Wonderful Opportunity On Beautiful Longboat Key. Tranquil, Peaceful, Private Setting Next To Durante Park. Building Land For 6 Homes With Deeded Beach Access To The World Famous Beaches And Azure Waters Of The Gulf Of Mexico. Ideal For Invest...

Image 11: A4535637

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

Residential, Condominium
  • 4 Beds
  • 6 Baths
  • 4,413 SQFT
  • 141 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: A4523988

610 Yardarm Lane, LONGBOAT KEY, FL - $4,990,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,138 SQFT
  • 128 DOM
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Coastal Chic! Amazing Bay Views Throughout. Enjoy The Morning Sunrise While Lounging On The Extra Large Master Bedroom Deck And Take In All The Sparkling Beautiful Blue Open Water. Boating, Beach And Golfing Is The Lifestyle Of Country Club Shore...

Image 13: A4535614

2333 Gulf Of Mexico Drive 1c2, LONGBOAT KEY, FL - $4,745,000

Residential, Condominium
  • 4 Beds
  • 5 Baths
  • 3,895 SQFT
  • 133 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 14: A4548328

540 Harbor Gate Way, LONGBOAT KEY, FL - $4,500,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 5,048 SQFT
  • 14 DOM
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Don’t Miss This Opportunity To Live On A Quiet Cul-de-sac Street Located In The 24 Hour Security Gated Harbor Section Of Bay Isles, The Premier Neighborhood Of Longboat Key. This Property Boasts 199’ Of Waterfront On An Oversized Lot And Deep-wate...

540 Harbor Gate Way, LONGBOAT KEY, FL - $4,500,000

Land, Land
  • 13 DOM
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Don’t Miss This Opportunity To Live On A Quiet Cul-de-sac Street Located In The 24 Hour Security Gated Harbor Section Of Bay Isles, The Premier Neighborhood Of Longboat Key. This Property Boasts 199’ Of Waterfront On An Oversized Lot And Deep-wate...

3970 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $4,450,000

Land, Land
  • 153 DOM
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There Is A Clear Hierarchy When It Comes To Waterfront Real Estate In Southwest Florida, And The Most Valued And Scarce Land Resource Is The Gulf-front Property. 3970 Gulf Of Mexico Drive Is One Of The Only Buildable Lots Currently Available O...

Image 17: A4530239

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

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,101 SQFT
  • 183 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 18: A4509181

6489 Gulfside Road, LONGBOAT KEY, FL - $3,995,000

Land, Land
  • 103 DOM
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Rare Offering Direct Gulf Front 100x210 Lot On Gulfside Rd On Longboat Key. Gulfside Rd Is A Seaward Road, That Offers A Secluded Retreat From Gulf Of Mexico Dr. Enjoy Your Own Sunsets And The Gulf Of Mexico Sands, With Years Of Enjoyment. Just A ...

Image 19: A4542965

700 Tarawitt Drive, LONGBOAT KEY, FL - $3,895,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,897 SQFT
  • 75 DOM
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Under Construction. This Is Your Opportunity To Own The Only Completed New Construction Luxury Home In Longboat Key! Upon Entering, You'll Be Immediately Captivated By The12' High Ceilings And Impressive Design Features. A Sleek West Coast Kitchen...

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 October 5th, 2022 at 1:18am 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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