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: 190
Average Price: $2,323,831
Highest Price: $22,000,000
Lowest Price: $390,000
Average Size: 2,108 ft²
Average Price Per Square Foot: $878 per ft²

Explore Other Longboat Key Communities

Listings for Sale Longboat Key FL 34228

All Listings $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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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
  • 161 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
  • 6,950 SQFT
  • 80 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
  • 284 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
  • 324 DOM
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This Is An Exceptional Longboat Beachfront Estate That Boasts Breathtaking Views Of The Gulf Of Mexico, Situated On A Spacious .74-acre Lot With A 102' Wide Frontage Directly On The Beach. With No Pedestrian Access Or Easements On Either Side Of T...

Image 4: A4561186

500 Harbor Cove Circle, LONGBOAT KEY, FL - $8,250,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,422 SQFT
  • 38 DOM
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Under Construction. Move In Fall 2023. Located In The Premier Neighborhood Of Bay Isles In The Harbor Section, Directly Across From The St. Regis. the New Stunning Tropical Modern Residence Will Have A Strong Emphasis On Florida Living, Creating A...

Image 5: A4563622

541 Harbor Point Road, LONGBOAT KEY, FL - $8,200,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 5,114 SQFT
  • 7 DOM
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Discover The Unveiling Of An Incredible Property That Has Been Completely Transformed Into A Home Of Grandeur, Style And Distinction In The Highly Coveted Harbor Section Of Bay Isles, An Exclusive Single-family Community Of Just 67 Homesites, All ...

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

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 5,572 SQFT
  • 74 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 7: A4538931

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

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 6,000 SQFT
  • 272 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 8: A4543167

596 Outrigger Lane, LONGBOAT KEY, FL - $7,495,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 5,892 SQFT
  • 187 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...

Image 9: A4564430

876 Tarawitt Drive, LONGBOAT KEY, FL - $7,000,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,894 SQFT
  • 9 DOM
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"my Soul Can Find No Staircase To Heaven Unless It Be Through Earth's Loveliness." -michaelangelo. When Michelangelo Said This, I’m Certain He Was Imagining Longboat Key. The Warm Sun Rising, The Gentle Sounds Of Lapping Waves, The Morning Vi...

Image 10: A4553676

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

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,412 SQFT
  • 104 DOM
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This New Construction Waterfront Southern Facing Residence Located In The Highly Coveted Country Club Shores Neighborhood On South Longboat Key Is Move-in Ready. As The Residents Of The Stunning Timeless Design Home You Will Be Surrounded By Beaut...

Image 11: A4559091

5910 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $6,295,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,210 SQFT
  • 47 DOM
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Live The Boater’s Dream On Exclusive North Longboat Key. This Spectacular, Newly Built, Coastal Contemporary Waterfront Home Provides Easy Access To The Tranquil Intercoastal Waterway, Sparkling Sarasota Bay And Majestic Gulf Of Mexico. Located On...

Image 12: A4563368

2399 Gulf Of Mexico Drive 3c1, LONGBOAT KEY, FL - $5,950,000

Residential, Condominium
  • 4 Beds
  • 5 Baths
  • 4,018 SQFT
  • 6 DOM
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A “slice Of Paradise” Directly On The Gulf Of Mexico Is Truly A Challenge To Find, However This Residence On Longboat Key Is One That Is Extraordinary And Unique At The Same Time And A Real “gem” By The Sea. An All-encompassing Feel At Vizcaya Is ...

Image 13: A4554268

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

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 5,469 SQFT
  • 109 DOM
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“just Reduced By $1m And Priced For Immediate Sale. Waterfront Estate Offers Great Value For Renovation Or Development.” 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 A...

Image 14: A4557741

1630 Harbor Cay Lane, LONGBOAT KEY, FL - $5,495,000

Land, Land
  • 47 DOM
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Rarely Available Bay Isles Harbor Bayfront Lot. Enjoy Incredible Sweeping Views Of Sarasota Bay Located In The Prestigious Harbor Section Of Bay Isles. The Property Is Situated At The End Of A Cul-de-sac On An Oversized 16,000 Sf Lot With 150-fe...

Image 15: A4557519

4975 Gulf Of Mexico Drive 305, LONGBOAT KEY, FL - $5,295,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 3,122 SQFT
  • 59 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 16: A4563526

531 Golf Links Lane, LONGBOAT KEY, FL - $5,199,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 3,967 SQFT
  • 15 DOM
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Under Construction. Welcome To Another Exquisite Home From The Brista Built Collection. This Stunning Property Boasts A Spacious Open-air Rooftop Deck That Offers Breathtaking Views Of Sarasota Bay, Perfect For Hosting Parties Under The Stars Or S...

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

Land, Land
  • 276 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 18: A4562535

1241 Gulf Of Mexico Drive Ph08, LONGBOAT KEY, FL - $4,995,000

Residential, Condominium
  • 4 Beds
  • 5 Baths
  • 2,965 SQFT
  • 26 DOM
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Welcome To This Spectacular Dover Penthouse In The South Building Of The Water Club Complex. This Four Bedroom Condo Has Been Completely Remodeled. The Unique View Of The Gulf Though The Newly Installed Sliding Doors Allows For Amazing Sunset View...

Image 19: A4563836

2151 Gulf Of Mexico Drive 3, LONGBOAT KEY, FL - $4,935,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 3,400 SQFT
  • 13 DOM
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This Spectacular Condo With South West Exposure Is Located At The Gulf Front Community Of En Provence, A 5 Acre Oasis With Only 21 Residences And A Security Guard Plus A Gated Entrance. This Is Florida Living At Its Very Best! A Fantastic Wrap Aro...

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 March 27th, 2023 at 4:18am 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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