Listings for Sale Longboat Key FL 34228

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Image 0: A4701426

2425 Gulf Of Mexico Drive 1b, LONGBOAT KEY, FL - $1,575,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,472 SQFT
  • 6 DOM
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Welcome To Unit 1b At Sea Gate Club On Beautiful Longboat Key. This Is The Gorgeous, Newly Remodeled Beachfront Walkout Unit That You've Been Waiting For! Do You Prefer To Live Like A Single Family Home, No Elevator, And Walk Straight Out To The S...

Image 1: A4681439

775 Longboat Club Road 401, LONGBOAT KEY, FL - $1,550,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,510 SQFT
  • 166 DOM
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Discover Coastal Elegance At The Beaches Of Longboat Key! Nestled Behind The Renowned Gated Entrance Of The Longboat Key Club, The Beaches Offers An Unparalleled Gulf-front Retreat On One Of Florida's Most Exclusive Barrier Islands. This Stunning ...

2425 Gulf Of Mexico Drive 8c, LONGBOAT KEY, FL - $1,550,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,470 SQFT
  • 120 DOM
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Welcome To The Prestigious Sea Gate Community On World Renowned Longboat Key! With Direct Views Of The Gulf Of Mexico From Every Room And Situated Perfectly On The 8th Floor, This Stunning 2-bedroom, 2-bathroom Residence Offers Just Under 1500 Squ...

Image 3: A4684674

825 Tarawitt Drive, LONGBOAT KEY, FL - $1,499,000

Residential, Single Family Residence
  • 2 Beds
  • 3 Baths
  • 1,882 SQFT
  • 162 DOM
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Welcome To Your Beach House Sanctuary On Longboat Key! Experience The Ultimate Coastal Lifestyle In This Beautifully Renovated Island Retreat, Ideally Situated Just Four Homes From Tarawitt Point On A Deep-water Canal. Set On An Expansive 125x90 F...

Image 4: A4668143

3010 Grand Bay Boulevard 493, LONGBOAT KEY, FL - $1,475,000

Residential, Condominium
  • 2 Beds
  • 3 Baths
  • 2,550 SQFT
  • 307 DOM
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One Or More Photo(s) Has Been Virtually Staged. Perched Just One Floor Below The Penthouse In The Sought-after Grand Bay Iv Community On Longboat Key, This 2,550-sq.-ft. Cayman Floor Plan Offers An Exceptional Opportunity To Enjoy The Grand Bay Li...

Image 5: A4678941

3040 Grand Bay Boulevard 213, LONGBOAT KEY, FL - $1,460,000

Residential, Condominium
  • 2 Beds
  • 4 Baths
  • 2,550 SQFT
  • 205 DOM
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Beautifully Positioned Within Grand Bay On Longboat Key, This 2-bedroom + Den Residence Offers 2,550 Sq Ft Of Light-filled Living With A Private Elevator Opening Directly Into The Home. Expansive Sarasota Bay Views, Two Generous Terraces, And Seam...

6500 Gulfside Road, LONGBOAT KEY, FL - $1,449,000

Land, Land
  • 196 DOM
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6500 Gulfside Road In Longboat Key...a Rare Opportunity To Build Steps From The Beach. Welcome To An Exceptional Chance To Create Your Own Coastal Sanctuary On One Of Longboat Key’s Most Treasured Streets. Situated Just Steps From The Powder-soft ...

Image 7: A4686139

1914 Harbour Links Circle 10, LONGBOAT KEY, FL - $1,445,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 2,180 SQFT
  • 134 DOM
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Tucked Behind The Gates Of Bay Isles In The Emerald Pointe Community, This 3br/3.5ba Residence Offers 2,180+/- Sq. Ft. Of Thoughtfully Designed Living Space With A Layout That Blends Privacy, Flexibility And Inviting Outdoor Living. From The Momen...

602 Buttonwood Drive, LONGBOAT KEY, FL - $1,399,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,107 SQFT
  • 58 DOM
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Expect Luxury Living And A World Of Conveniences Within The Serene Enclave Of Buttonwood Harbour On Longboat Key, Where Care And Impeccable Style Converge In This 3br/3ba Tropical Oasis. As You Approach, The Vast Circular Paver Drive, Embraced By ...

Image 9: A4679674

1485 Gulf Of Mexico Drive 303, LONGBOAT KEY, FL - $1,395,000

Residential, Condominium
  • 2 Beds
  • 3 Baths
  • 1,569 SQFT
  • 199 DOM
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Coastal Elegance Meets Effortless Island Living At The Player’s Club On Longboat Key. This 2-bedroom, 2.5-bath Gulf-front Residence Located In Building #1 Offers Direct Gulf Views From The Private Balcony, Where Nightly Sunsets Paint The Sky In Un...

100 Sands Point Road 323, LONGBOAT KEY, FL - $1,395,000

Residential, Condominium
  • 3 Beds
  • 2 Baths
  • 1,941 SQFT
  • 560 DOM
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Sands Point, A Sought-after Beachfront Community Within The Gates Of The Longboat Key Club, Set On The Gorgeous Southern Tip Of Longboat Key. This Newly Remodeled 3br/2ba, Split Plane With A Large Open Living Space To Relax Or Entertain Family And...

Image 11: A4656887

2425 Gulf Of Mexico Drive 10f, LONGBOAT KEY, FL - $1,350,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,513 SQFT
  • 402 DOM
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Price Reduced $100k—welcome To Sea Gate Club #10f, A Rare 10th-floor Corner Unit With Sweeping, Unobstructed Gulf Views On Longboat Key. This 2-bed, 2-bath Residence Is Filled With Natural Light And Offers Stunning Sunsets From Nearly Every Room—a...

Image 12: A4694717

1050 Longboat Club Road 901, LONGBOAT KEY, FL - $1,350,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,409 SQFT
  • 82 DOM
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Welcome To Your Beachfront Retreat In The Sky. Perched On The 9th Floor Of The Highly Desirable Privateer North Community On Longboat Key, This Beautifully Furnished 2-bedroom, 2-bath Residence Offers 1,409 Square Feet Of Coastal Elegance And Brea...

Image 13: A4698365

392 Firehouse Lane, LONGBOAT KEY, FL - $1,349,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,761 SQFT
  • 46 DOM
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Located On The Coveted West Side Of Gulf Of Mexico Drive, Just Steps From The Beach, 392 Firehouse Offers The Relaxed Coastal Lifestyle Longboat Key Is Known For. Nestled On A Quiet Cul-de-sac Surrounded Exclusively By Charming Key West-style Home...

Image 14: A4699372

3040 Grand Bay Boulevard 225, LONGBOAT KEY, FL - $1,349,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 2,250 SQFT
  • 21 DOM
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Virtually Staged. Set Within Grand Bay On Longboat Key, This Renovated 3br/3.5ba Residence Offers Panoramic Views Of Sarasota Bay, The Harbourside Golf Course And The City Skyline. With 2,250 Square Feet, Walls Of Glass Bring The Scenery Into Near...

2675 Gulf Of Mexico Drive 203, LONGBOAT KEY, FL - $1,349,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,896 SQFT
  • 21 DOM
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Rarely Available, Charming Boutique Style Condominium Community With Direct Panoramic Views Of The Turquoise Waters Of The Gulf Of America And Breathtaking Sunsets!  Veinte Is A Luxury Boutique Condominium community With Only 20 Residences And Inc...

Image 16: A4663883

1055 Gulf Of Mexico Drive 504, LONGBOAT KEY, FL - $1,299,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,503 SQFT
  • 338 DOM
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This Direct Gulf-front Residence At Beachplace Offers An Extraordinary Opportunity To Enjoy The Very Best Of Longboat Key’s Beachfront Lifestyle. Perfectly Positioned To Capture Unobstructed Views Of The Gulf Of Mexico, This Furnished Two-bedroom ...

Image 17: A4700192

7001 Gulf Of Mexico Drive 24, LONGBOAT KEY, FL - $1,299,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,190 SQFT
  • 13 DOM
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Welcome To An Extraordinary Gulf-front Residence Where Timeless Coastal Elegance Meets Uncompromising Craftsmanship. Completely Reimagined From Top To Bottom, This Impeccably Furnished Two-bedroom, Two-bath Condominium Offers An Unparalleled Blend...

Image 18: A4683082

550 De Narvaez Drive, LONGBOAT KEY, FL - $1,295,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,758 SQFT
  • 170 DOM
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One Or More Photo(s) Has Been Virtually Staged. Welcome To 550 De Narvaez Drive, A Meticulously Maintained Waterfront Residence Set On An Elevated 10,000 Sq. Ft. Lot In The Highly Desirable Sleepy Lagoon Neighborhood On The North End Of Longboat K...

Image 19: A4649200

560 Gulf Bay Road, LONGBOAT KEY, FL - $1,270,000

Land, Land
  • 458 DOM
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Back On The Market! Rare Double-sized Estate Lot On Longboat Key – 18,000 Sq Ft Of Island Luxury Ready For Your Vision. Opportunities Like This Are Few And Far Between. Nestled In One Of The Most Coveted Areas Of Longboat Key, This Expansive 18,...

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 August 14th, 2026 at 6:53pm EDT.