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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 Rd, Longboat Key, FL
$19,750,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 19.3k SQFT
  • 360 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 Dr, Longboat Key, FL
$15,900,000

Residential, Condominium
  • 23 Beds
  • 20 Baths
  • 23.6k SQFT
  • 85 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...

Photo of Listing #A4448650

6021 Gulf Of Mexico Dr, Longboat Key, FL
$13,950,000

Residential, Single Family Residence
  • 4 Beds
  • 8 Baths
  • 7,174 SQFT
  • 230 DOM
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Magnificent Gulf Front Estate With Privacy Gates Opening To Reveal This Gorgeous Home Where Dual Waterfalls Frame The Front Entrance. Breathtaking Expansive Views Of The Gulf Waters, Beach And Spectacular Sunsets Are Viewed Through The Wall Of...

825 Longboat Club Rd, Longboat Key, FL
$12,850,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 12.6k SQFT
  • 219 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...

Photo of Listing #A4418090

5965 Gulf Of Mexico Dr, Longboat Key, FL
$11,989,000

Residential, Single Family Residence
  • 7 Beds
  • 7 Baths
  • 10.1k SQFT
  • 608 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 Dr #3, Longboat Key, FL
$8,900,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,808 SQFT
  • 151 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...

Photo of Listing #A4460816

6301 Gulf Of Mexico Dr, Longboat Key, FL
$8,290,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 7,813 SQFT
  • 100 DOM
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Magnificent Gulf-front Estate! A True Masterpiece! Imagine Arriving Home Through Your Private Iron Gates, Meander Up The Paver Drive, Surrounded By Tropical Paradise Rivaled By No Other & Before You Is Your Majestic Furnished Gulf Front Home! The ...

5005 Gulf Of Mexico Dr #2, Longboat Key, FL
$8,100,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 5,763 SQFT
  • 482 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 Dr, Longboat Key, FL
$8,000,000

Residential, Single Family Residence
  • 11 Beds
  • 14 Baths
  • 14k SQFT
  • 32 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...

Photo of Listing #A4459857

15 Lighthouse Point Dr, Longboat Key, FL
$7,900,000

Residential, Single Family Residence
  • 5 Beds
  • 8 Baths
  • 9,157 SQFT
  • 136 DOM
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Behind The Gates Of The Longboat Key Club In The Esteemed, Private Lighthouse Point Neighborhood Sits The White House, A Once-in-a-lifetime Opportunity At The Tip Of One Of The Region’s Most Illustrious Point Properties. Magnificent In Scale And U...

Photo of Listing #A4445990

3475 Gulf Of Mexico Dr, Longboat Key, FL
$7,445,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 7,608 SQFT
  • 295 DOM
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This Estate Is A Creative Masterpiece Located On 151 Feet Directly On The Beach And Overlooking The Waters Of The Gulf Of Mexico. Upon Entering The Home, You Are Immediately Mesmerized By The Beach And Water Views Seen Through The Walls Of Glass. ...

Photo of Listing #A4471077

2837 Gulf Of Mexico Dr, Longboat Key, FL
$7,200,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,089 SQFT
  • 2 DOM
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Gulf Front Luxury Living Is At Its Absolute Best In This Exquisite Estate In The Heart Of South Longboat Key! It Will Be Love At First Sight When You Enter This Stunning Newly-constructed 5 Bedroom, 5.5 Bathroom Gulf Front Estate. This Home Has ...

6877 Gulf Of Mexico Dr, Longboat Key, FL
$4,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,820 SQFT
  • 133 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...

1580 Harbor Cay Ln, Longboat Key, FL
$4,900,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 6,349 SQFT
  • 128 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 #A4454912

5005 Gulf Of Mexico Dr #9, Longboat Key, FL
$4,585,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,922 SQFT
  • 485 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...

6525 Gulf Of Mexico Dr, Longboat Key, FL
$4,495,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,740 SQFT
  • 140 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 #A4470796

4051 Gulf Of Mexico Dr, Longboat Key, FL
$4,000,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,648 SQFT
  • 1 DOM
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Reminiscent Of Days Gone By, A Glorious And Private Escape Is Ready For New Owners To Enjoy 150' Of Gulf Beachfront Property And An Old Florida Cottage On Over 1/2 Acre Of Land. The Setting Is Magnificent And The Home Is Ready To Live In Now Or Bu...

Photo of Listing #A4452411 OPEN HOUSE
Jul5th
Sunday1-4PM

6529 Gulfside Rd, Longboat Key, FL
$3,995,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,524 SQFT
  • 219 DOM
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Seller Motivated!! Bring Offers!!! Incredible New Price = Big Waterfront Value! Shelter In Place Or Shelter In Paradise! 6,660 Sq. Ft. Beach Home With 100 Feet Of Gulf Front Located On Desirable Gulfside Road On North Longboat Key With Three Sto...

4965 Gulf Of Mexico Dr #202, Longboat Key, FL
$3,875,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 3,344 SQFT
  • 263 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 Pl, Longboat Key, FL
$3,850,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 5,484 SQFT
  • 104 DOM
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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 Of Nine Custom Designed Waterfront Homes, All Enj...

6609 Gulf Of Mexico Dr, Longboat Key, FL
$3,395,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,132 SQFT
  • 247 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...

602 Ranger Ln, Longboat Key, FL
$3,295,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,018 SQFT
  • 9 DOM
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Step Into The Essence Of Contemporary Living At 602 Ranger Lane. Located Only Five Lots From The Open Water Of The Bay This Custom Home Is Offered With Furniture Included. The Remarkable Development Team Includes Arieno Custom Home Design, Brista...

Photo of Listing #A4445142

3040 Grand Bay Blvd #ph2102, Longboat Key, FL
$3,200,000

Residential, Condominium
  • 4 Beds
  • 6 Baths
  • 4,413 SQFT
  • 506 DOM
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One Of A Kind, Rarely Available Penthouse In One Of The Most Desirable Communities In Longboat Key; Welcome To Grand Bay! This Penthouse Condominium Features Panoramic Views Of Sarasota Bay & The Gulf Of Mexico. Enjoy Over 5,000 Square Feet Of Pri...

1241 Gulf Of Mexico Dr #701, Longboat Key, FL
$3,195,000

Residential, Condominium
  • 3 Beds
  • 5 Baths
  • 3,400 SQFT
  • 67 DOM
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“shelter-in-paradise” From This Sought-after Direct Gulf Front Location On The 7th Floor At The Coveted Water Club On Longboat Key. Be “wowed” By Mesmerizing Gulf, Beach, City & Bay Views As Far As The Eye Can See. Fresh And Rh Inspired Interiors ...

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 July 3rd, 2020 at 1:45pm EDT.