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: 145
Average Price: $2,396,271
Highest Price: $22,000,000
Lowest Price: $425,000
Average Size: 2,096 ft²
Average Price Per Square Foot: $904 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: A4549851

6201 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $22,000,000

Residential, Single Family Residence
  • 5 Beds
  • 8 Baths
  • 6,820 SQFT
  • 102 DOM
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Under Construction. Magnificent Gulf Front Estate On Longboat Key! This New Construction Contemporary Home Due To Be Completed Approximately March, Of 2023, Is 100 Feet On The Gulf And The Wonderful Walking Beach. Breathtaking Expansive Views Of...

Image 1: O6080850

5861 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $18,500,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 10.8k SQFT
  • 22 DOM
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Under Construction. Under Construction For Over Two Years With A Completion In The Summer Of 2023, Now Is The Time For The Buyer To Customize The Interior Finishes! 5861 Is A Contemporary Home That Exudes Zen-like Calm On A 1.1 Acre Beachfron...

Image 2: A4537763

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

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 6,000 SQFT
  • 229 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 3: A4527232

6877 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $9,800,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,820 SQFT
  • 266 DOM
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Spectacular Gulf Views Await You At This 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 Either Side...

Image 4: A4543167

596 Outrigger Lane, LONGBOAT KEY, FL - $8,295,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 5,892 SQFT
  • 129 DOM
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Longboat Key’s Country Club Shores Is Rolling Out The Dockside Red Carpet For You At Your New Mediterranean-inspired Oasis Featuring 247' +/- Of Open Sarasota Bay And Canal Front Views. Meticulously Maintained Since It Was Built In 2006, This Extr...

6565 Gulfside Road, LONGBOAT KEY, FL - $7,775,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 5,572 SQFT
  • 16 DOM
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Incredible Beachfront Home! 80 Feet On The Gulf Of Mexico And Wonderful Sandy Beach Plus Year Round Outstanding Sunsets. This Five Bedroom Home Features An Open Floor Plan That Includes The Main Living Area, Kitchen And Dining Space All Opening T...

Image 6: A4538931

5444 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $7,500,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 6,000 SQFT
  • 217 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 7: A4553676

520 Chipping Lane, LONGBOAT KEY, FL - $6,600,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,412 SQFT
  • 47 DOM
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Waterfront Residence In The Highly Coveted Country Club Shores Neighborhood On South Longboat Key. The Residence Was Completed In April. Move Right In And Make Yourself At Home. The Lot Has Been Beautifully Landscaped With Mature Plantings Highlig...

Image 8: A4554268

781 Hideaway Bay Drive, LONGBOAT KEY, FL - $6,500,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 5,469 SQFT
  • 51 DOM
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Located On A Private Oversized Lot At The End Of An Exclusive Cul-de-sac With Luxurious Homes, This Nearly 5,500 Sq Ft Under Air And Over 8,200 Sqt Under Roof, Custom Bayfront Residence Offers Incredible Bones. Boasting Over 200 Feet Of Water Fron...

Image 9: A4516289

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

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,819 SQFT
  • 456 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: A4557519

4975 Gulf Of Mexico Drive 305, LONGBOAT KEY, FL - $5,495,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 3,122 SQFT
  • 1 DOM
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Positano, Longboat Key - Elevate Your Coastal Lifestyle In This Magnificent Penthouse In The Exclusive Beachfront Community Of Positano On The Gulf, Showcasing Breathtaking Views Of Turquoise Waters And Mesmerizing Nightly Sunsets. The Prestigious...

Image 11: A4546142

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

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,257 SQFT
  • 143 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
  • 220 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 13: A4553162

545 Kingfisher Lane, LONGBOAT KEY, FL - $4,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,646 SQFT
  • 66 DOM
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Beautiful Open Custom Longboat Key Waterfront Home. Live The Longboat Lifestyle To The Fullest In This Custom Built Modern Canal Front Longboat Key Home. 4,646sf Of Interior Living Space With 4 En-suite Beds/baths And Outdoor Areas Accented By Tea...

Image 14: A4523988

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

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,138 SQFT
  • 209 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 15: A4548328

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

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 5,048 SQFT
  • 129 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
  • 129 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...

Image 17: A4549674

7147 East La Lenaire Drive, LONGBOAT KEY, FL - $4,500,000

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 3,503 SQFT
  • 103 DOM
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One Or More Photo(s) Has Been Virtually Staged. An Exclusive Opportunity To Own A Polynesian Style Waterfront Home Located On Jewfish Key, A Private, Tropical Island Accessible Only By Boat. Enjoy Gorgeous Water, A Private Beach And Incredible Sun...

Image 18: A4533244

3970 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $3,995,000

Land, Land
  • 267 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...

3533 Fair Oaks Lane, LONGBOAT KEY, FL - $3,895,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 3,909 SQFT
  • 95 DOM
View details More Photos Save

Hurry In To See This Stunning Four Bedroom Home In The Highly Coveted Neighborhood Of Queens Harbor, Behind The Gates Of Bay Isles! The Spectacular Residence Has A New Roof And Is Being Sold Furnished As You See It! You Will Love The Engineered H...

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 January 28th, 2023 at 2:19am EST.

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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