Listings for Sale Longboat Key FL 34228

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Image 0: A4688759

415 L Ambiance Drive A301, LONGBOAT KEY, FL - $6,100,000

Residential, Condominium
  • 3 Beds
  • 5 Baths
  • 3,380 SQFT
  • 107 DOM
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Rare Corner Gulf-front Residence With Expansive Wraparound Terrace And Views. An Exceptional Residence In L’ambiance, Where Sweeping Water Views And Refined Coastal Design Converge. This Light-filled Corner Home Is Defined By An Expansive Wraparou...

Image 1: A4658325

2251 Gulf Of Mexico Drive 301, LONGBOAT KEY, FL - $5,999,000

Residential, Condominium
  • 4 Beds
  • 5 Baths
  • 3,921 SQFT
  • 372 DOM
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Welcome To An Exceptional Gulf-front Residence Within The Prestigious Aria Community On The Coveted South End Of Longboat Key Where Refined Coastal Living Meets Timeless Elegance. Set Along 300 Feet Of Pristine Private Shoreline, This Extraordinar...

Image 2: A4694196

7143 La Lenaire Drive, LONGBOAT KEY, FL - $5,995,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,721 SQFT
  • 53 DOM
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Private Island Living On Jewfish Key, One Of Eight Homes, Accessible By Boat Only. This Rare Offering Presents A Lifestyle Few Will Ever Experience: A Secluded Island Sanctuary Surrounded By The Turquoise Waters Of Longboat Pass And The Gulf Coast...

530 Jessmyth Drive, LONGBOAT KEY, FL - $5,985,000

Land, Land
  • 79 DOM
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Currently Under Construction And Masterfully Designed For The Ultimate Waterfront Lifestyle, This Extraordinary Canal-front Estate In Longboat Key Estates Offers An Exceptional Blend Of Luxury, Comfort, And Coastal Elegance. Boasting 5 Bedrooms,...

Image 4: A4685275

530 Chipping Lane, LONGBOAT KEY, FL - $5,749,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,216 SQFT
  • 134 DOM
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Introducing The Newest Custom Residence By Brista Homes, Where Exceptional Craftsmanship And Thoughtful Design Come Together In A Limited And Highly Refined Offering. Nestled Along A Quiet Canal In The Sought-after Waterfront Community Of Country ...

Image 5: A4685370

6601 Gulfside Road, LONGBOAT KEY, FL - $5,600,000

Land, Land
  • 131 DOM
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Discover An Extraordinary Opportunity To Own Two Parcels In A Newly Developed Beachfront Enclave, Complete With Private Entry Gates When Project Is Complete Leading Directly To The Pristine Sugar Sands And Turquoise Waters Of The Gulf Of Mexico. ...

Image 6: A4692771

6441 Gulfside Road, LONGBOAT KEY, FL - $5,600,000

Land, Land
  • 73 DOM
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Build Your Dream Beachfront Estate On Nearly Three-quarters Of An Acre On Exclusive North Longboat Key. With 100 Feet Of Private Gulf Frontage, This Rare Homesite Offers Endless Views Of Turquoise Waters Spectacular Sunsets And Direct Access To Po...

Image 7: A4632347

6516 Bayou Hammock Road, LONGBOAT KEY, FL - $5,400,000

Land, Land
  • 582 DOM
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A Rare Opportunity To Own An Exquisite Bayfront Property On Longboat Key! Discover An Extraordinary Chance To Build The Waterfront Estate Of Your Dreams On This Sprawling Estate-sized Property Located In The Exclusive Enclave Of Bayou Hammock. Bo...

Image 8: TB8448347

7147 La Lenaire Drive, LONGBOAT KEY, FL - $5,000,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 3,503 SQFT
  • 243 DOM
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A Rare Offering On Florida’s Coveted West Coast, This Private Island Sanctuary Feels Worlds Away Yet Remains Moments From The Region’s Most Beloved Coastal Destinations. Set On The Exclusive 38-acre Island Of Jewfish Key (accessible Only By Boat),...

Image 9: A4694394

3606 Fair Oaks Place, LONGBOAT KEY, FL - $4,999,000

Residential, Single Family Residence
  • 5 Beds
  • 3 Baths
  • 3,842 SQFT
  • 54 DOM
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Nestled Behind The Gates Of The Highly Celebrated Bay Isles Community, This Exceptional Five-bedroom Waterfront Residence At 3606 Fair Oaks Lane Offers The Perfect Blend Of Luxury, Comfort, And Peace Of Mind With An Impressive List Of Recent Upgra...

Image 10: A4680618

4127 Gulf Of Mexico Drive N102, LONGBOAT KEY, FL - $4,700,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 3,521 SQFT
  • 163 DOM
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Spectacular Gulf Of Mexico Views Define This Exceptional Three-bedroom, Three-and-a-half-bath Residence That Lives Like A Single-family Home. A Large Wraparound Terrace With A Built-in Grill Offers Seamless Indoor-outdoor Living, And Private Steps...

Image 11: A4661312

569 Bayview Drive, LONGBOAT KEY, FL - $4,695,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,106 SQFT
  • 346 DOM
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New Construction. Experience The Pinnacle Of Waterfront Luxury With This Brand-new Construction Home In The Heart Of Longboat Key Competitively Priced And Ready For Its Next Owner. Situated On A Private Canal, This 4-bedroom Plus Den, 4,106 Sqft R...

Image 12: A4666688

1571 Harbor Cay Lane, LONGBOAT KEY, FL - $4,550,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,209 SQFT
  • 178 DOM
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Experience The Ultimate In Luxury Coastal Living In This 4,209-square-foot Stunning Waterfront Home, Perfectly Situated In The Highly Sought-after, Gated Bay Isles Harbor Section—an Exclusive Boating Community With Only 67 Custom Residences On Sou...

Image 13: A4627935

1591 Gulf Of Mexico Drive 413, LONGBOAT KEY, FL - $4,499,000

Residential, Condominium
  • 2 Beds
  • 3 Baths
  • 2,154 SQFT
  • 619 DOM
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Discover An Elegant And Gracious Two-bedroom Residence Featuring Spacious Rooms, Expansive Glass Windows, And Soaring Ceilings That Create An Airy, Inviting Atmosphere. The Well-appointed Gourmet Kitchen Boasts Top-of-the-line Wolf And Sub-zero Ap...

Image 14: A4671696

510 Harbor Gate Way, LONGBOAT KEY, FL - $4,395,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,080 SQFT
  • 250 DOM
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A Waterfront Work Of Art. Experience A One-of-a-kind Waterfront Residence On Longboat Key — Now Offered At An Exceptional New Value. Designed Around Three Interconnected Circular "pods," The Residence Flows Like A Choreographed Dance. There Are No...

Image 15: A4696767

626 Buttonwood Drive, LONGBOAT KEY, FL - $4,395,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,106 SQFT
  • 38 DOM
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Experience The Pinnacle Of Coastal Living In This Exceptional New Construction Waterfront Residence, Ideally Situated In The Heart Of Longboat Key. Perfectly Positioned Across From The Community Marina With Direct Boating Access To The Gulf Of Mex...

Image 16: A4699348

657 Halyard Lane, LONGBOAT KEY, FL - $4,300,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,364 SQFT
  • 10 DOM
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Experience Timeless Coastal Luxury In This Exceptional Custom Estate, Perfectly Positioned In The Prestigious Country Club Shores On The Sought-after South End Of Longboat Key. Constructed By Renowned John Cannon Homes, This Classical Waterfront R...

Image 17: A4669195

530 De Narvaez Drive, LONGBOAT KEY, FL - $4,295,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,106 SQFT
  • 271 DOM
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New Construction - Discover The Epitome Of Waterfront Luxury With This Newly Built Home In The Heart Of Longboat Key—competitively Priced And Move-in Ready. Nestled Along A Private Canal, This 4-bedroom Plus Den, 4,106 Sq Ft Residence Blends Conte...

Image 18: A4677200

761 Norton Street, LONGBOAT KEY, FL - $4,290,000

Residential, Single Family Residence
  • 4 Beds
  • 7 Baths
  • 4,674 SQFT
  • 178 DOM
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Now Offered With A Significant Price Improvement, 761 Norton Street Presents An Exceptional Opportunity To Own A Luxury Waterfront Home In Longboat Key's Highly Desirable Sleepy Lagoon Community. Positioned Along A Quiet Canal With Direct Boating ...

597 Buttonwood Drive, LONGBOAT KEY, FL - $4,125,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,176 SQFT
  • 512 DOM
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Completed New Construction – Best-priced Luxury New Construction On Longboat Key! Gulf & Bay Views | Private Tropical Oasis | Three Outdoor Living Areas Move In Today And Experience The Best Value In Luxury New Construction On Longboat Key. ...

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 21st, 2026 at 4:07am EDT.