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Longboat Key Homes for Sale

A short distance south of Tampa Bay, in the sparkling waters off Florida's west coast, the island community of Longboat Key offers an amazing variety of properties with bay or beachside access. Enjoy endless opportunities for boating, fishing, golfing, or just relaxing on the pristine beaches in Longboat Key. Here you'll find tropical luxury and comfort, all near the urban center of Sarasota for maximum convenience. Homes for sale in Longboat Key are your ticket to an island paradise.

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Photo of Listing #A4440615

845 Longboat Club Road, LONGBOAT KEY, FL
$19,750,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 19.3k SQFT
  • 408 DOM
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A Stunning Ode To The Majesty Of Renaissance Venice, Serenissima “the Most Serene” Is One Of The Finest Homes Ever Built In Florida. Incomparable In Architecture, Irreplaceable In Artistic Beauty And Situated On The Southern End Of The Coveted Lon...

Photo of Listing #A4451632

4651 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$15,900,000

Residential, Condominium
  • 23 Beds
  • 20 Baths
  • 23.6k SQFT
  • 89 DOM
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Investor/developer Alert 3.06 Acres With Approximately 250 Feet On The Gulf Of Mexico, On Longboat Key. Development Opportunity With New Survey And All Due Diligence Completed. Package Available For Luxury Condominium Or Boutique Hotel On The Beac...

6171 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$14,500,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 7,352 SQFT
  • 26 DOM
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Under Construction. Gulf Front Estate Under Construction Directly On The Beach With 100 Feet Of Gulf Frontage. The Home Exhibits The Latest In Modern Architectural Design. This Deep Gated Estate Is Scheduled For Completion Early 2021. The Walls O...

Photo of Listing #A4452670

825 Longboat Club Road, LONGBOAT KEY, FL
$12,850,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 12.6k SQFT
  • 302 DOM
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The Majestically Sited Villa Del Sogno Beachfront Residence Stands Securely Behind The Gates Of The Longboat Key Club In A Separately Gated Enclave Of Eight Privately Gated Beachfront Estates. The Property Centers Attention On The Gulf Of Mexico W...

5965 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$11,989,000

Residential, Single Family Residence
  • 7 Beds
  • 7 Baths
  • 10.1k SQFT
  • 699 DOM
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Villa Sena - Sarasota's Premier Direct Beach Front Private Estate With 150 Feet Of Pristine Sugar Sand On The Gulf Of Mexico. Completed In 2007 And Meeting Current Hurricane Codes. Over 10,000 Square Feet Of Elegant Neoclassical Living Space, Feat...

5005 Gulf Of Mexico Drive 3, LONGBOAT KEY, FL
$8,900,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,624 SQFT
  • 242 DOM
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Bonaire Is An Exclusive Gated Gulf Front Community Of Just 9 Homes On 3.5 Acres. Featuring New West Indies Style Homes Designed By Brian Phipps Home Design, Bonaire Exudes Casual Elegance And Privacy. This Magical Beachfront Oasis Boasts Expansive...

5005 Gulf Of Mexico Drive 2, LONGBOAT KEY, FL
$8,100,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 5,763 SQFT
  • 270 DOM
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Under Construction. Ultimate Beachfront Luxury- Newly Constructed Property With Six Bedrooms, Six Bathrooms And Expansive Living Areas Which Showcase The Beautiful Views Of The Gulf Of Mexico. Custom Finishes Abound In This Home Including: Custo...

5541 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$8,000,000

Residential, Single Family Residence
  • 11 Beds
  • 14 Baths
  • 14k SQFT
  • 123 DOM
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Enjoy The Easy Lifestyle Of This Home With Awe-inspiring Views Overlooking The Wide Waters Of Gulf Of Mexico. A Rare Find And A Must See Beachfront Luxury Three Story, 5 Unit Corporate Retreat, Family Compound With Endless Possibilities. Many Poss...

612 Juan Anasco Drive, LONGBOAT KEY, FL
$7,800,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 8,976 SQFT
  • 48 DOM
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This Exquisite Property Is A Stunning Bayfront Estate With Over 600 Feet Of Bayfront With Captivating Panoramic Views Of Sarasota Bay, The Intracoastal Waterway And Gorgeous Florida Wildlife. The Entrance Gates Of The Estate Open To Lush Landscapi...

771 Old Compass Road, LONGBOAT KEY, FL
$6,950,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,259 SQFT
  • 31 DOM
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Exceptional Direct Bayfront Custom Key West Style Home Has Spectacular Water Views Plus Extraordinary Designer Details.this Magnificent Bayfront Home Was Upgraded In 2018/2019 And Features The Highest Designer Finishes Plus New Lush Landscaping. ...

Photo of Listing #A4479087

4651 Gulf Of Mexico Drive Ph A, LONGBOAT KEY, FL
$6,240,000

Residential, Condominium
  • 4 Beds
  • 5 Baths
  • 4,000 SQFT
  • 4 DOM
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Pre-construction. To Be Built. Nestled Within More Than 3 Acres Of Longboat Key’s Pristine Landscape, Sage Longboat Key Residences Is An Incredible Oasis Of New Development That Caters To The Discerning Tastes Of The Fortunate Few. A Single Buildi...

Photo of Listing #A4479191

4651 Gulf Of Mexico Drive 3 C, LONGBOAT KEY, FL
$5,260,000

Residential, Condominium
  • 4 Beds
  • 5 Baths
  • 4,100 SQFT
  • 3 DOM
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Pre-construction. To Be Built. Nestled Within More Than 3 Acres Of Longboat Key’s Pristine Landscape, Sage Longboat Key Residences Is An Incredible Oasis Of New Development That Caters To The Discerning Tastes Of The Fortunate Few. A Single Buildi...

6877 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$4,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,820 SQFT
  • 225 DOM
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Magnificent Gulf Front Private Estate On Longboat Key, With A Private Walk To Gorgeous Sandy Beach And Azure Gulf Waters. This Home Has Dramatic Gulf And Beach Views And Custom Features Include Wood Floors Throughout, Custom Cherry Cabinetry, Chef...

Photo of Listing #A4460976

1580 Harbor Cay Lane, LONGBOAT KEY, FL
$4,900,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 6,349 SQFT
  • 213 DOM
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Virtual Showing Available! Exceptional Contemporary Bayfront Estate In The Esteemed Harbor Section Of Bay Isles. Exquisitely Renovated 1980s Home With 2nd Floor Addition Designed By Renowned Modern Architect, Jonathan Parks, Completed In 2016. Enj...

Photo of Listing #A4479178

4651 Gulf Of Mexico Drive 2b, LONGBOAT KEY, FL
$4,845,000

Residential, Condominium
  • 4 Beds
  • 5 Baths
  • 3,900 SQFT
  • 4 DOM
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Pre-construction. To Be Built. Nestled Within More Than 3 Acres Of Longboat Key’s Pristine Landscape, Sage Longboat Key Residences Is An Incredible Oasis Of New Development That Caters To The Discerning Tastes Of The Fortunate Few. A Single Buildi...

Photo of Listing #A4460038

6525 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$4,295,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,740 SQFT
  • 231 DOM
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Huge Gulf Water Views Abound! Completed In 2020,this Spectacular Home Is A Combination Of Quality And Comfort,with All The Features You Would Expect From A Luxury Custom Home.this Coastal Style Home Sits On An Over-sized Lot,has A Privacy Gate And...

Photo of Listing #A4454912

5005 Gulf Of Mexico Drive 9, LONGBOAT KEY, FL
$4,250,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,922 SQFT
  • 273 DOM
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Masterfully Combining Quality, Class And Elegance, This Luxuriously Newly Constructed West Indies Style Home Is Situated Steps From The Beach, In The Intimate Coastal Community Of Bonaire At Longboat Key. This Home Has Been Meticulously Designed...

Photo of Listing #A4479112

4651 Gulf Of Mexico Drive 1 D, LONGBOAT KEY, FL
$4,180,000

Residential, Condominium
  • 4 Beds
  • 5 Baths
  • 3,900 SQFT
  • 4 DOM
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Pre-construction. To Be Built. Nestled Within More Than 3 Acres Of Longboat Key’s Pristine Landscape, Sage Longboat Key Residences Is An Incredible Oasis Of New Development That Caters To The Discerning Tastes Of The Fortunate Few. A Single Buildi...

35 Lighthouse Point Drive, LONGBOAT KEY, FL
$3,875,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,430 SQFT
  • 22 DOM
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This Casually Elegant Custom Designed Residence By Dsdg Architects Is In The Exclusive Gated Lighthouse Point Waterfront Enclave Of Just 16 Custom Residences At The Southern End Of Longboat Key. Lighthouse Point Is A Peninsula Nestled On Deep Wate...

4965 Gulf Of Mexico Drive 202, LONGBOAT KEY, FL
$3,875,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 3,344 SQFT
  • 355 DOM
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Spectacular Walkout To The Beautiful Beach And Azure Gulf Of Mexico From This First Floor Beachfront Condo That Features A Private Pool And Spa. Positano, A 10 Acre Oasis With Only 29 Residences, Has A Full Time Security And A Gated Entrance. This...

5372 Sandhamn Place, LONGBOAT KEY, FL
$3,850,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 5,484 SQFT
  • 196 DOM
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One Or More Photo(s) Has Been Virtually Staged. Splendor On The Bay! Be Among The Privileged Few That Call Sandhamn Place Their Home On Longboat Key. As You Enter Through The Gated Entrance, The Private Canopied Road Winds Through This Sanctuary O...

Photo of Listing #A4452411

6529 Gulfside Road, LONGBOAT KEY, FL
$3,795,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,524 SQFT
  • 311 DOM
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Opportunity Knocks! - 100 Feet Of Direct Gulf Front, Over 240 Feet In Depth, Value Unheard-of. This 6,660 S.f Beach Home Located On Desirable Gulf Side Road Longboat Key Has Three Stories Of Concrete Construction And Fema Ready - The Possibilitie...

5005 Gulf Of Mexico Drive 8, LONGBOAT KEY, FL
$3,788,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,115 SQFT
  • 86 DOM
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Bonaire, An Exclusive Gulf Side Community, Which Has 9 Custom Homes And A Private Community Beach Access. This Extraordinary Home Is Designed In The Traditional British West Indies Style With Timeless Finishes Inside And Out. Custom Features Incl...

6609 Gulf Of Mexico Drive, LONGBOAT KEY, FL
$3,395,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,132 SQFT
  • 338 DOM
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This Incredible Four Bedroom Home Has Been Gutted To The Studs.remodeling Was Completed In December Of 2016 (see Attachment For A Complete List Of Upgrades). Entering The New Front Entrance Gives You An Immediate Sense Of Relaxation. The New Gorg...

More About Longboat Key Real Estate

Homes for sale in Longboat Key are mostly split between detached single homes and condominiums. These residential options share the island's space with various hotels, parks, and sports clubs.

To the west of Gulf of Mexico Drive, leading up to Longboat Key's western shore, the land is populated by luxury condo developments, most being low-rise buildings with beach access and various resort style amenities. Tucked between these buildings are larger luxury homes, resting on palatial estates.

Longboat Key's eastern shore is home to many mid-sized canal homes. These homes often feature exclusive waterfront access, with private docks for convenient boating into the estuaries beyond. More affordable options are the rows of cozy, stand-alone villas in crisp, efficient designs.

These are the perfect opportunity to break into the market here, either as a holiday rental property, or a starter home of your very own. The gated serenity and top-class amenities also make these communities a paradise all on their own.

Single homes in the area range in styles and time of construction. Common designs include Mediterranean villas and contemporary ranch homes. Interiors display the highest in luxury and comfort, while yards for these properties can be generous indeed, with covered pools and carriage style driveways.

Longboat Key Area Information

Longboat Key is a 10 mile long barrier island off the Gulf Coast of Florida, located between Anna Maria Island and St. Armands. The island itself is bisected by the line between Manatee and Sarasota counties.

Between Longboat Key and the mainland is the expansive Sarasota Bay, and nearby mainland towns include Bradenton and Sarasota.

The length of the island's western side boasts a beautiful white-sand beach, and its eastern shores host various wetlands, mangrove forests, and fields of lush seagrass.

State Road 789 (Gulf of Mexico Drive) runs the length of Longboat Key, connecting to St. Armands in the south via Lido Shores, and to Bradenton Beach in the north via Coquina Beach across Longboat Pass. Both of these points run through convenient shopping and commercial districts before connecting to the mainland, and straight to downtown Sarasota from the southern bridge.

Longboat Key Parks & Attractions

Longboat Key is home to many parks and recreational facilities, not to mention its beautiful setting between the beautiful Sarasota Bay and the Gulf of Mexico.

Parks in the area include trails, picnic areas, and recreational facilities. These are:

  • Bayfront Park
  • Bicentennial Park
  • Joan M Durante Park
  • Quick Point Nature Preserve
  • Overlook Park

In addition, Longboat Key also has two excellent public sporting complexes... The Longboat Key Public Tennis Center has 10 courts, daily events, and friendly staff who are happy to help with new equipment, or developing your swing.

The Key Golf Club includes 45 holes over two world-class courses. The Islandside course has 18 links-style holes, while the Harbourside Course has 9 holes. Both are surrounded by beautiful trees and canals.

Call us today at 941-488-6644

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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 DBA Stellar MLS.

Listing information last updated on September 27th, 2020 at 10:31pm EDT.