Listings for Sale Longboat Key FL 34228

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Image 0: A4673355

615 Buttonwood Drive, LONGBOAT KEY, FL - $1,250,000

Land, Land
  • 260 DOM
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It's All About Location. Just A Short Drive From Sarasota, Longboat Key Offers Unrivaled Natural Beauty In A Coastal Retreat. This Home/land Lot Is A 1/3-acre With 100 Feet Of Canal Frontage On The Desired South Side Of Longboat Key, And So Close ...

Image 1: A4692818

3301 Bayou Road, LONGBOAT KEY, FL - $1,250,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,827 SQFT
  • 62 DOM
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Located Within The Gated And Highly Desirable Community Of Bay Isles On Longboat Key, This 4 Bedroom, 3 Bathroom Pool Home Encompasses 2827 Square Feet Of Living Space. The Residence Features A Functional And Spacious Floor Plan, Including A Well-...

Image 2: A4695843

2301 Gulf Of Mexico Drive 11n, LONGBOAT KEY, FL - $1,225,277

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,235 SQFT
  • 76 DOM
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Experience The Tranquility Of Gulf-front Living From This Beautifully Updated Residence At The Prestigious Islander Club On South Longboat Key. Ideally Positioned On The Highly Desirable North Side Of The Building, This Exceptional Beachfront Cond...

2301 Gulf Of Mexico Drive 12n, LONGBOAT KEY, FL - $1,225,277

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,235 SQFT
  • 76 DOM
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A Rare Opportunity To Own A Beautifully Reimagined Gulf-front Residence At The Prestigious Islander Club On South Longboat Key. Completely Renovated With Sophisticated Coastal Elegance, This Exceptional Beachfront Condominium Offers The Convenienc...

Image 4: A4702116

4545 Gulf Of Mexico Drive 311, LONGBOAT KEY, FL - $1,200,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,398 SQFT
  • 11 DOM
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It Doesn't Get Better Than This ... Sweeping Gulf And Beach Views, The Soothing Sound Of Waves, And Instant Relaxation At The Castillian On Longboat Key. Residences Here Rarely Become Available, So All That's Left To Do Is Embrace The Casual Laid-...

Image 5: A4681609

1065 Gulf Of Mexico Drive 305, LONGBOAT KEY, FL - $1,199,000

Residential, Condominium
  • 3 Beds
  • 2 Baths
  • 1,819 SQFT
  • 193 DOM
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One Or More Photo(s) Has Been Virtually Staged. 3 Bedroom Corner/ End Residence! Southwest Gulf View! 2 Owned Parking Spaces- One Covered! Excellent Rental Potential! A Vivid Palette Of White Perfected With The Backdrop Of Gulf Waters Kissed By ...

Image 6: A4685572

948 Spanish Drive S, LONGBOAT KEY, FL - $1,199,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,399 SQFT
  • 160 DOM
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Stunning Full Bay Views As You Enter This Jaw-dropping Magnificent, Completely Custom Renovated Stand-alone Villa On Sarasota Bay. Professionally Designed Starting With An 18-by-11-foot Gourmet Kitchen. With 10-12-foot Wood Beam Ceilings, A Beauti...

Image 7: A4695318

2301 Gulf Of Mexico Drive 33n, LONGBOAT KEY, FL - $1,199,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,235 SQFT
  • 76 DOM
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Experience Breathtaking Beachfront Living In This Rare Direct Gulf-front Residence At The Prestigious Islander Club On Longboat Key. This Two-bedroom, Two-bath Condominium Showcases Panoramic Gulf Of Mexico Views From Every Room, Including The Liv...

Image 8: A4700558

1906 Harbourside Drive 304, LONGBOAT KEY, FL - $1,195,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,135 SQFT
  • 13 DOM
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Behind The Gates Of Bay Isles, This Beautifully Updated Waterfront Townhome In Fairway Bay Offers The Rare Convenience Of A Private Deepwater Dock Accommodating Vessels Up To 40’. From Here, Sarasota Bay, Waterfront Dining And The Gulf Are Only Mi...

616 Lyons Lane, LONGBOAT KEY, FL - $1,175,000

Residential, Single Family Residence
  • 2 Beds
  • 3 Baths
  • 1,755 SQFT
  • 146 DOM
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Welcome To Your Piece Of Paradise! This Beautiful Canal Front Home Is Located In The Idyllic And Picturesque Longboat Key. A Charming Mid-century Style Cottage Nestled In One Of Longboat Key's Most Private And Serene Settings. This Spacious 2 Bedr...

Image 10: A4689076

1932 Harbourside Drive 244, LONGBOAT KEY, FL - $1,175,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,192 SQFT
  • 132 DOM
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Welcome To This Breathtaking, Fully Remodeled, Turnkey Furnished Contemporary Residence In Fairway Bay—nestled On Picturesque Longboat Key. From The Moment You Enter, You're Greeted By A Thoughtfully Redesigned Open Floor Plan, Elevated Ceilings, ...

Image 11: A4699300

3060 Grand Bay Boulevard 133, LONGBOAT KEY, FL - $1,160,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 2,369 SQFT
  • 40 DOM
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Virtually Staged. On The 3rd Floor Of Building One, This 3-bedroom, 3.5-bath Residence Opens To One Of Longboat Key's Signature Views: The Fairways And Lagoons Of The Golf Course In The Foreground And Sarasota Bay Stretching To The Horizon Beyond....

Image 12: A4701369

2089 Gulf Of Mexico Drive G1-104, LONGBOAT KEY, FL - $1,150,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,257 SQFT
  • 20 DOM
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Virtually Staged. Experience Gulf-front Living At Its Absolute Finest In This Extraordinary, Completely Reimagined Residence At Seaplace On Longboat Key. Perfectly Positioned On The First Floor With Unobstructed, Direct Views Of The Gulf Of Mex...

Image 13: TB8476883

600 Jungle Queen Way, LONGBOAT KEY, FL - $1,100,000

Land, Land
  • 183 DOM
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Exceptional Opportunity To Acquire A Canal-front Homesite In The Highly Desirable Community Of Longboat Key. This Property Offers 129 Feet Of Canal Frontage, Deeded Beach Access To White Sand Beaches Of The Gulf, And A Recently Issued Building Per...

Image 14: A4693621

4325 Gulf Of Mexico Drive 103, LONGBOAT KEY, FL - $1,100,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,336 SQFT
  • 95 DOM
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Experience Coastal Living In This Two-bedroom, Two-bath Direct Gulf-front Residence Ideally On The Main Floor Of A Desirable Mid-rise Community On Longboat Key. Freshly Painted And Thoughtfully Enhanced With Quartz Countertops In Both The Kitchen ...

Image 15: A4657391

640 Lyons Lane, LONGBOAT KEY, FL - $1,090,000

Land, Land
  • 415 DOM
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Discover The Exceptional Potential Of 640 Lyons Lane, A Perfectly Situated Vacant Lot On A Unique Street In North Longboat Key, With Homes Only On One Side And Protected Wetlands On The Other. This Property Offers An Outstanding Opportunity To Bui...

834 Jungle Queen Way, LONGBOAT KEY, FL - $1,050,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,346 SQFT
  • 188 DOM
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One Or More Photo(s) Has Been Virtually Staged. Situated On An Expansive 11,250-square-foot Lot, This Property Offers The Perfect Canvas To Either Remodel The Existing Home Into A Modern Retreat Or Design A Custom Coastal Estate From The Ground Up...

Image 17: A4688079

1281 Gulf Of Mexico Drive 111, LONGBOAT KEY, FL - $1,050,000

Residential, Condominium
  • 2 Beds
  • 3 Baths
  • 1,392 SQFT
  • 141 DOM
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Welcome To A Little Piece Of Paradise On Longboat Key At The Stunning Gated Gulf-front Condominium Community Of Water Club, Which Offers A Coastal Lifestyle Complete With Direct Access To Sandy Beaches, High-end Amenities And Exceptional Security ...

Image 18: A4699368

3040 Grand Bay Boulevard 232, LONGBOAT KEY, FL - $1,050,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 2,250 SQFT
  • 26 DOM
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Virtually Staged. Wide Views Of Sarasota Bay, The Harbourside Golf Course And Downtown Sarasota Define This Well-maintained 3-bedroom, 3.5-bath Residence At Grand Bay. Floor-to-ceiling Glass Keeps The Scenery In Focus And Brings Natural Light Into...

Image 19: A4683391

380 Gulf Of Mexico Drive 515, LONGBOAT KEY, FL - $1,044,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,380 SQFT
  • 179 DOM
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One Or More Photo(s) Has Been Virtually Staged. 2bd+den! Gas Cooktop And Gas Line For Private Grill! Private 2-car Garage! Positioned As The Southern-most Community On Longboat Keys’ Gulf Of Mexico Drive Is The Stunning Tangerine Bay. Its Presenc...

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 19th, 2026 at 8:52pm EDT.