Longboat Key Real Estate

Five Things You Should Know about Longboat Key

 Many desire the south end of the island because of the easy access to Sarasota.

 Longboat Key is 11 miles long so it offers a wide variety of homes and condos.

 The only barrier island off Sarasota with a golf course. 

 If you like a peaceful and quiet beach come to Longboat Key.

 Residents include Joe Perry (Aerosmith), Micheal Kors (fashion), Maria Sharapova (tennis)

Longboat Key Homes & Condos

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1465 Gulf Of Mexico Dr # 306, Longboat Key $935,000

  • 3 Beds
  • 3.0 Baths
  • 1,815 SqFt
  • 0.05 Acres

Spectacular Gulf Front Beauty! Steps Away From Miles Of Sandy Beach On South Lbk. Three Bedroom, Three Bath, Water Front Condo Features Amazing Views Of The Shimmering Gulf Of Mexico. Master Suite Designed For Privacy And Ultimate Views With Private Acces...

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4600 Gulf Of Mexico Dr # 202, Longboat Key $390,000

  • 2 Beds
  • 2.0 Baths
  • 1,096 SqFt

You Have Found It!!!! This Unit Has Full Bay Views. Each Day You Awaken, You Will Witness A Magnificent Sunrise Over Sarasota Bay. Tranquility Is Enjoyed From Your Oversized Lanai. Feel The Breezes Flowing Through The Newer Windows And Entry Screen Door....

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1075 Gulf Of Mexico Dr # 402, Longboat Key $699,000

  • 2 Beds
  • 2.0 Baths
  • 1,392 SqFt

Updated Beach Retreat! This, Two Bedroom, Two Bath Residence At Beachplace Is Move-in Ready! Beautifully Furnished, Offered Turnkey With Lovely Views Of The Gulf And Lush Grounds Of The Beachplace Community, Plus Lovely Updates Throughout. The Foyer Entry L...

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4401 Gulf Of Mexico Dr # 704, Longboat Key $699,000

  • 2 Beds
  • 2.0 Baths
  • 1,314 SqFt

Direct Gulf-front “smart” Home! Mesmerizing Views Of Turquoise Gulf Waters Greet You. Offered Furnished, This Deluxe Two Bedroom, Two Bath Upgraded Residence At Longboat Harbour Towers Is Ready To Move Right Into. The Keyless Entry, One-touch Master Switch ...

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2399 Gulf Of Mexico Dr # 3c1, Longboat Key $3,650,000

  • 4 Beds
  • 5.0 Baths
  • 4,018 SqFt

Vizcaya..classic, Timeless. A Luxury Mediterranean Inspired Gated Enclave With Lush Tropical Foliage, Fountains, Resort Style Amenities Just 4 Miles To World Famous St. Armand's Circle And Sarasota, City Of Arts And Culture. The Residence Offers 4 En-suite...

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5461 Gulf Of Mexico Dr # 305, Longboat Key $1,245,000

  • 3 Beds
  • 2.0 Baths
  • 1,721 SqFt

Direct Gulf-front Three Bedroom Condominium In Fabulous Complex! Expansive Gulf And Beach Views From Kitchen, Living Room, Dining Room And Master Bedroom. Eat-in Kitchen, Marble Floors, Huge Wrap Around Terrace. Longboat Cove Is A Lushly Landscaped, Well-ma...

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4390 Exeter Dr # 102, Longboat Key $264,900

  • 2 Beds
  • 2.0 Baths
  • 992 SqFt

2bd/2ba Condo With Great Water Views On The First Floor. Very Bright, Move In Condition Unit Being Sold With The Furnishings. Enjoy The Glassed Enclosed Tiled Patio Where You Can Walk Directly Out Your Back Patio Door And Enjoy Walk The Fabulous Grounds Lon...

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4485 Gulf Of Mexico Dr # 304, Longboat Key $539,000

  • 2 Beds
  • 2.0 Baths
  • 1,175 SqFt

Live Directly On The Beach In This Ideal Beach Getaway Located Mid-island. Enjoy Gulf Views And The Sounds Of The Surf. Sunset Views From The Living Area And Screened Terrace From The Clean Bright New Sliders And Windows Just Installed. Beautifully Updated ...

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1145 Gulf Of Mexico Dr # 402, Longboat Key $799,000

  • 2 Beds
  • 2.0 Baths
  • 1,392 SqFt

Direct Beach Front On The Fourth Floor Providing Spectacular Views Of The Gulf Of Mexico, White Sand Beach & Sunsets. Updates Include A Remodeled Kitchen With White Cabinetry, Granite Counters & Backsplash, A Breakfast Bar, Double Stainless Under Mount Sink...

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2721 Gulf Of Mexico Dr # 401, Longboat Key $259,000

  • 1 Beds
  • 1.0 Baths
  • 675 SqFt

Beautiful, Furnished 1 Bedroom 1 Bathroom Condo At The Beachcomber; Currently The Only Property Offered In These Popular And Rarely Available Complex Just Steps From Publix. Directly On The Beautiful Gulf Of Mexico With Miles Of Gorgeous, Soft Sandy Beaches...

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1932 Harbourside Dr # 242, Longboat Key $514,900

  • 2 Beds
  • 2.0 Baths
  • 1,192 SqFt

Sophisticated, Beautifully Furnished & Decorated, Fourth Floor 2 Bedroom 2 Bath Condo Home With Breathtaking Bay Views. Over $35,000 Worth Of Robb & Stucky Furniture, Custom Carpets, Drapes, Wall Coverings & Fans Make This Home Unique. Both Bathrooms Were R...

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4325 Gulf Of Mexico Dr # 102, Longboat Key $672,500

  • 2 Beds
  • 2.0 Baths
  • 1,456 SqFt

First Floor Walk Out Condominium In The Fabulous Tiffany Plaza Community.this 2 Bedroom 2 Bath Residence Is Very Well Updated Throughout And Fully Furnished . All New Appliances And Mechanicals. This Community Offers A Very Favorable Investment Opportunity ...

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Homes For Sale on Longboat Key, Florida

The Longboat Key real estate market offers plenty of housing options. Longboat Key homes in the south end tend to be more sought after than their northern counterparts because of their close proximity to Sarasota and St. Armands Circle. In Longboat Key you can find everything from a multi-million-dollar beachfront mansion, all the way to a modest home tucked away on the quiet streets of the north end.

Longboat Key Neighborhoods

Below are some of the finest neighborhoods on Longboat Key. Click on the neighborhood to view more information and to see homes for sale. These pages are updated daily with new listings, price reductions, foreclosures and short sales.

Bay Isles   Country Club Shores   Emerald Harbor
Long beach   Longboat Key   Lighthouse Point
Sabal Cove   Sleepy Lagoon   Corey's Landing

Longboat Key Condos

If you take a drive along Gulf of Mexico Drive, you will quickly see how popular condos in Longboat Key are. Here you can find a penthouse that's just steps away from the beach, a villa overlooking the greens at the Longboat Key Club golf course, or a bay front pad to park your boat.

Please see our Longboat Key condos page for more information.

Aquarius Banyan Bay Bayport Beachplace
Beaches  Beach Harbor Club  Bleu Claire  Casa Del Mar 
Castillian  Cedars East  Cedars West  En Provence 
Fairway Bay  Grand Bay  Inn on the Beach  Islander Club 
Islands West  La Firenza  L' Ambiance  LBK Towers 
Longboat Harbour  Longboat Key Club  Marina Bay Pierre 
Players Club  Positano   Portobello Promenade
Regent Place Seaplace Shore Spanish Main 
Sunset Beach Tangerine Bay Villa di Lancia Vizcaya
Water Club  Windward Bay     

Agent Voices


If you're looking for "pristine" and a tranquil/private beach, then Longboat Key is your nirvana.  Unlike some of our other local beach options, LBK has little to no public beach access or parking.  You will stroll miles of white sand encountering mostly residents and great blue herons closely monitoring the occasional fishing pole.  Longboat was my first introduction to Sarasota almost 30 years ago and everytime I packed to return to Boston I would say, "God, I was born in the wrong part of the country!"

Beth Lancaster


About Longboat Key, Florida

The northern half of Longboat Key is located in Manatee County while the southern half is part of Sarasota County. Access to the island is available via Bradenton from the north bridge or Sarasota from the south bridge. The entire island is located within the boundaries of the Town of Longboat Key, a Florida municipality incorporated in 1955.longboat_key_253

Longboat Key attracts vacationers from all over the world, and is popular among Europeans in both winter and summer months. Vacationers mostly visit Longboat Key to frolic on the beach and swim in the clear blue waters of the Gulf of Mexico. Other activities include boating, fishing, parasailing, jet skiing, playing tennis, shopping, and dining in either fine or casual restaurants on St. Armands Circle. In addition, Longboat Key is the only barrier island off the coast of Sarasota that features a golf course. Longboat Key is also conveniently located to Sarasota's culture district which is home to live theater, opera, symphony, ballet, movies, and art museums. All of the amenities of downtown Sarasota are within a short drive from the south end of Longboat Key.

North Longboat Key

To explore Longboat Key, you travel back in time when starting your road trip at the very North end. Here the quaint and historic Longbeach Village area dates back to 1912 when Longboat Key landowner Rufus Jordan constructed many of the early residences. Explore today's beautiful Key residences at real estate open houses and home tours, being sure to check out the current exhibition at the LBK Center for the Arts while in the area. You've no doubt worked up a thirst by now, so stop in at the MarVista Restaurant or Moore's Stone Crab for a cool libation along with your lunch. At both these legendary eateries you are looking out over the same waterfront view as the early Key settlers.

Your road trip continues as you drive south down the key past gorgeous beach-front single-family homes and condos to experience a totally different kind of island vibe at Jamrocks Jamaican Grill, a Caribbean restaurant & bar located along Gulf of Mexico Drive. Grab a Red Stripe and beef patty and sit out back on the water, watching the kayaks float by. Yeah mon, it's a must-do. Then pop into the LBK Historical Museum to get a final taste of Old Florida life with the Calusa Indians, well before all today's residences were built. This summer, take the time to explore North Longboat Key and discover the best of both worlds.

South Longboat Key

Come and "live la Vida Loca" on Longboat Key, Florida! While the phrase does mean "livin' the crazy life," it can also mean letting yourself go and livin' the good life. A crazy good life can be found year-round on LBK. The town is accessed on the south end by New Pass Bridge, a drawbridge that connects LBK to Lido Key and St Armand's Circle.

Starting from the south end, Gulf of Mexico Drive is the "main drag" that runs the entire 11 mile length of this picturesque barrier island. Cruise past landmarks such as Mote Marine Laboratory, Ken Thompson Park, the New Pass Pier, golf courses, condominiums, the historic Sarasota Sailing Squadron, numerous marinas and beautiful island neighborhoods and resorts.

lbkbayisles_640Some noteworthy destinations are nestled just north of St. Armand's Circle on Ken Thompson Parkway. Mote Marine Laboratory has been a leader in marine research since it was founded in 1955. All you budding marine scientists need to reserve your seat on a Sarasota Bay Explorers boat, the tour company that operates out of Mote Aquarium. Offering a variety of eco-boat tours, yours can even include a marine biologist to help identify the sea life that is pulled from the bay in your trawl net; puffer fish? stone crab? sea horse? Crazy! Livin' la vida loca, remember?

After all that seafood, check out the view from the New Pass Grill and Bait Shop. Since 1929, they figure they've sold about one million delicious "New Pass Burgers." Crazy! Help them increase that number.

Any sailors here? The casual Sarasota Sailing Squadron, also on Ken Thompson Parkway, was founded as a nonprofit organization by Sarasota residents. The Squadron grew out of the youth sailing program of the Sarasota Yacht Club in the late 1930s. The Squadron plays host to numerous national and international sailing competitions - check it out. What a view!

Longboat Key Realtor

Looking to buy a home or condo on Longboat Key? A real estate purchase will most likely be one of your largest investments ever. Don't hire just anyone. Hire the services of a Longboat Key Realtor who works hard, has vast market knowledge and years of valuable experience.

Things to do on Longboat Key

Longboat Key is situated just northeast of Sarasota on the beautiful shores of the Gulf of Mexico. It boasts fantastic weather year-round, and offers residents and visitors alike a variety of things to see and do. Longboat Key is also easily accessible, as it's located less than half an hour from the Sarasota-Bradenton International Airport. Whether it's golfing, sailing, waterfront dining, or just relaxing on one of Longboat Key's gorgeous beaches, there's something that's sure to please everyone.

Golfing on Longboat Key

Longboat Key is known as an excellent place for golfing. There are a number of top-notch golf courses with breathtaking water views. Longboat Key Club and Resort, a AAA Four-Diamond resort, offers two different courses, the Harborside Course and the Islandside Course. The Harborside Courses faces Sarasota Bay, while the Islandside Course faces the Gulf of Mexico. Both courses are ranked among the best in the U.S.


Longboat Key Beaches

It's no surprise that Longboat Key has amazing beaches, but what may surprise some is that unlike many beach destinations, there are plenty of places to escape the crowds. With twelve miles of sun-drenched, white sand beaches, there's always a place to relax and get away from it all. Many of the beaches are exclusively for the use of residents and visitors staying on the island, making them relatively uncrowded at all times.

Dining on Longboat Key

While it's nice to be able to relax in relative peace, most people don't want to be too far from civilization, which is part of the beauty of Longboat Key. Residents and visitors to the island are removed from the crowds that plague other parts of Florida, yet they're very close to some of the area's best dining. For an island its size, Longboat Key offers a variety of different cuisines to suit any taste or budget. Excellent seafood, French, American, Italian, and more is available on the island.


Residents and visitors alike appreciate how easy it is to go sailing from Longboat Key. It's a great place for avid sailors to keep a sailboat, but novices can get in on the fun, too. Many places on Longboat Key offer chartered sailboat or yachting expeditions, as well as sailing lessons.

Water Sports

For those who aren't into sailing or golfing, there's plenty more to do on Longboat Key. Water sports, such as kayaking and canoeing, are incredibly popular on the island. Many people enjoy activities such as kite surfing, paddleboarding, and wind surfing, all of which are available for people of all skill levels. Still others love being in the water, and enjoy the variety of snorkeling and scuba diving available on and around Longboat Key.

Longboat Key Foreclosures

Looking for a great deal on Longboat Key? Visit my Longboat Key foreclosures page to view all bank owned and short sale homes for sale on the island. It is updated daily with pictures, virtual tours, Birdeye images, addresses, descriptions and maps of all homes and condos for sale.

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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.

Listing information last updated on April 18th, 2015 at 10:03pm EDT.