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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 #A4540473 OPEN HOUSE
Jul3rd
Sunday1-4PM

1030 Bogey Lane, LONGBOAT KEY, FL
$1,200,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,522 SQFT
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An Opportunity Like This Doesn't Come Along Very Often! This Property Offers An Ideal Location, A Generous Size Lot And A Spacious Home With So Much Potential! Backing Up To The Crosswalk To Country Club Shores' Deeded Beach Access, You'll Find Yo...

Photo of Listing #A4540738

4725 Gulf Of Mexico Drive 308, LONGBOAT KEY, FL
$719,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,104 SQFT
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Opportunity To Invest In A Vacation Rental On Longboat Key That Allows Rentals With 3 Day Minimum Lease Managed By An On Site Management. No Cap On Owner Usage So You Can Also Use It Extensively Yourself. This Top Floor Condo With Vaulted Ceilin...

Photo of Listing #A4540379

7095 Gulf Of Mexico Drive 23, LONGBOAT KEY, FL
$975,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,170 SQFT
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Stunning Direct Gulf Of Mexico Views From This Updated Turn-key Furnished Condo With A Coastal Chic Design Makes You Feel Like You Are Always On Vacation. Ideal Residence Smack Dab On The White Sandy Beach For The Full-time Resident, Vacation Hom...

Photo of Listing #T3384633

6700 Gulf Of Mexico Drive 118, LONGBOAT KEY, FL
$689,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 990 SQFT
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Rarely Available, Direct Waterfront 1br/1ba First Floor Unit With Tranquil Bayou Views, Located In A Charming Gulf-to-bay Community, Between The Azure Blue Waters Of The Gulf Of Mexico And Serene Bishops Bayou, Where Dolphins & Manatees Play. This...

Photo of Listing #A4540371

675 Longboat Club Road 22b, LONGBOAT KEY, FL
$4,350,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 3,258 SQFT
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Fall Asleep To The Sound Of The Ocean In This Exquisite Beachfront Condo With Direct Views Of, As Well As A Private Staircase Down To The Gulf Of Mexico And Her Pristine Beach. With Over 3,250 Sq Ft Including 3 Bedrooms And 3/1 Baths, And A Unique...

Photo of Listing #T3384276

3808 Gulf Of Mexico Drive E112, LONGBOAT KEY, FL
$1,250,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,273 SQFT
  • 1 DOM
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Completely Remodeled And Updated 3-bedroom, 3 Full Bath Condo. Spaciously Laid Out With Over 2200 Square Feet. Unobstructed Bay Views From The Kitchen, Family Room, Screened Porch And Master Bedroom. Gourmet Kitchen With Quartz Counters, White Ca...

Photo of Listing #A4540000

551 Chipping Lane, LONGBOAT KEY, FL
$2,495,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,247 SQFT
  • 1 DOM
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Nestled In A Wonderful Waterfront Spot On Longboat Key’s Mid-island Location, This Charming Country Club Shores Home Is A Relaxing Retreat. Well-maintained, Welcoming You With Verdant Manicured Landscaping, Pavered Driveway And Double-door Entry W...

Photo of Listing #A4539305

4800 Gulf Of Mexico Drive Ph4, LONGBOAT KEY, FL
$905,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,312 SQFT
  • 1 DOM
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Welcome Home To Your 2 Bed 2 Bath, Waterfront Condo That Has Been Exquisitely Remodeled With High End Finishes. This Condo Is In A Great Location. You Are Close To Everything, St Armand’s Shopping & Restaurants, The Cultural Events Of Sarasota, Th...

Photo of Listing #A4540333

420 Firehouse Court 2, LONGBOAT KEY, FL
$619,900

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,015 SQFT
  • 1 DOM
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Welcome To Paradise! Great Opportunity To Own An Exquisite 2-bedroom, 2-bathroom Villa Style Home In The Coveted North End Of Longboat Key. Just Feet Away From The Crystal Blue Gulf Water And Beautiful Pristine Sandy Beaches. Spend The Day Catchin...

Photo of Listing #A4540405

505 Forest Way 6, LONGBOAT KEY, FL
$640,000

Residential, Condominium
  • 2 Beds
  • 3 Baths
  • 1,440 SQFT
  • 2 DOM
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This Meticulously Maintained Condo In Cedars East Is Being Offered Fully Furnished, And Is A Turn-key Income Producing Property Just Across The Street From Gulf-front Beaches. This Unit Has Bookings Well Into 2023 With Repeat Guests And Has 48 5-s...

Photo of Listing #A4539591

4500 Gulf Of Mexico Drive Ph4, LONGBOAT KEY, FL
$875,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,325 SQFT
  • 2 DOM
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Windward Bay Is A Beautiful Waterfront Condo Property Located In Longboat Key, Florida. This 2 Bedroom, 2 Bath Condo Sits Directly On The Water’s Edge Of Sparkling Sarasota Bay And Directly Across The Street From Turquoise Water And Sandy Beaches ...

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 1st, 2022 at 10:20am EDT.