Listings for Sale Longboat Key FL 34228

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3040 Gulf Of Mexico Drive 3, LONGBOAT KEY, FL - $1,899,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,009 SQFT
  • 100 DOM
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Welcome To Island Living On Longboat Key, One Of Sarasota's Premier Barrier Island Destinations. In Triton Cove, This Coastal Residence Offers Direct Gulf Beach Access Across The Street And A Lifestyle Designed For Boating, Seasonal Use Or Year-ro...

523 Juan Anasco Drive, LONGBOAT KEY, FL - $1,895,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,899 SQFT
  • 82 DOM
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This Beautifully Reimagined John Cannon Home, In The Tranquil North End Of Longboat Key, Blends Luxury With Island Living. The Custom, Spanish-style Design Offers Four Bedrooms And A Complete Top-to-bottom Renovation. New Hurricane-rated Windows A...

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536 Gunwale Lane, LONGBOAT KEY, FL - $1,850,000

Land, Land
  • 199 DOM
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536 Gunwale Lane, With Its South Facing Waterfront Location, Is Ideally Situated For The Best Of Island Living. Recently Cleared, This Highly Sought Waterfront Lot In Country Club Shores Offers The Perfect Opportunity To Design And Build The Legac...

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2450 Harbourside Drive 234, LONGBOAT KEY, FL - $1,800,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 3,383 SQFT
  • 181 DOM
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Welcome To Marina Bay, One Of The Most Coveted Condominium Residences Within The Guard-gated Bay Isles Community On Longboat Key. This Expansive Three-bedroom, Three-bath Residence Offers 3,383 Square Feet Of Light-filled Living Space And Exceptio...

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3060 Grand Bay Boulevard 174, LONGBOAT KEY, FL - $1,798,000

Residential, Condominium
  • 2 Beds
  • 3 Baths
  • 2,550 SQFT
  • 219 DOM
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Price Point Adjustment On High Floor Unit! Resort Living At It's Finest With This Grand Bay Condominium Offers Privacy In The Exclusive Bay Isles Community. Grand Bay Is Situated Directly On Bishops Point Offering Extensive Sarasota City Views. ...

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741 Old Compass Road, LONGBOAT KEY, FL - $1,795,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,173 SQFT
  • 128 DOM
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Exceptional Opportunity To Own A Longboat Key Waterfront Home In The Highly Desired Community Of Emerald Harbor. This 3br/2ba, 1,926-sf Canal Front Home With Pool Sits On An Oversized 100x155-ft Lot Along One Of Longboat’s Widest Canals (~110 Ft) ...

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741 Old Compass Road, LONGBOAT KEY, FL - $1,795,000

Land, Land
  • 127 DOM
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Exceptional Opportunity To Own A Longboat Key Waterfront Home In The Highly Desired Community Of Emerald Harbor. This 3br/2ba, 1,926-sf Canal Front Home With Pool Sits On An Oversized 100x155-ft Lot Along One Of Longboat’s Widest Canals (~110 Ft) ...

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210 Sands Point Road 2101, LONGBOAT KEY, FL - $1,790,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,399 SQFT
  • 83 DOM
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Rare 2br First-floor Lockout Unit | Resort At Longboat Key Club Experience The Perfect Blend Of Luxury Vacationing And Rental Income With This Rare, First-floor Lockout Suite Overlooking The Resort Pool And Just Steps From The Beach. • Versatile...

Image 8: A4670120

340 Gulf Of Mexico Drive 112, LONGBOAT KEY, FL - $1,775,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,298 SQFT
  • 288 DOM
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Perfectly Positioned On Sarasota Bay At The Southern End Of Longboat Key, This Beautifully Renovated 3br/3ba, 2,298± Sq. Ft. Residence With A Private 2-car Garage At Tangerine Bay Club Combines Luxury, Comfort, And A Premier Location Just Moments ...

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5920 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $1,749,500

Residential, Single Family Residence
  • 2 Beds
  • 3 Baths
  • 2,823 SQFT
  • 456 DOM
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Deeded Beach Access And Deep Water Canal At This Beautifully Renovated Mid-key Beach House On The Barrier Island Of Longboat Key.  You Can Enjoy A 3-minute Walk To The Beach Using Your Private Beach Access Or Step Outside And Enjoy The Canal On Yo...

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793 Jungle Queen Way, LONGBOAT KEY, FL - $1,749,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,900 SQFT
  • 63 DOM
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Longboat Key Waterfront Home Combining Canal Frontage & Deeded Beach Access. Key West-style Home Featuring 4-beds, 3.5-baths Offering 2,688 Sf On A .32-acre Lot With 154 Feet Of Canal Waterfrontage. Elevated, Engineered For Storms, And Built In 20...

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569 Juan Anasco Drive, LONGBOAT KEY, FL - $1,700,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,804 SQFT
  • 289 DOM
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$100,000 Price Reduction!!! Live The Ultimate Florida Waterfront Lifestyle In This Private, Calm, Secure, Spacious And Elegant Large Elevated Coastal Home. Located On The North End Of Longboat Key Less Than A Mile To Anna Maria Island In The Rela...

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2425 Gulf Of Mexico Drive 14b, LONGBOAT KEY, FL - $1,699,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,470 SQFT
  • 437 DOM
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Breathtaking Water Views From Every Room! Enjoy Nightly Sunsets From Your Private Balcony In This Beautifully Updated 14th-floor Condominium. This Highly Sought-after Two-bedroom, Two-bath Split Floorplan Offers The Perfect Blend Of Privacy And Op...

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565 Sanctuary Drive B106, LONGBOAT KEY, FL - $1,699,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,375 SQFT
  • 339 DOM
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Nestled Behind The Exclusive Gates Of The Longboat Key Club, The Sanctuary Enjoys An Enviable Location Along A Pristine Stretch Of Longboat Key’s Gulf Beach. This Exceptionally Renovated 3br, 3ba Residence With Nearly 2,400 Square Feet Of Living S...

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1211 Gulf Of Mexico Drive 403, LONGBOAT KEY, FL - $1,695,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,585 SQFT
  • 187 DOM
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Escape To Elegance In This Tastefully Renovated, Fully Furnished Fourth-floor Residence At The Promenade On Longboat Key, Where Luxury Meets Effortless Coastal Living. This Spacious Two-bedroom, Two-bath Split-floor-plan Condo Offers Breathtaking ...

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1211 Gulf Of Mexico Drive 709, LONGBOAT KEY, FL - $1,695,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,827 SQFT
  • 129 DOM
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Set On The 7th Floor Of The Promenade On Longboat Key, This 2br/2ba Residence Offers More Than 1,800 Square Feet Of Living Space With Sweeping Sunset Views Across The Gulf, Stretching To Sarasota Bay And Beyond. From The Moment You Step Into The P...

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1211 Gulf Of Mexico Drive 105, LONGBOAT KEY, FL - $1,648,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,598 SQFT
  • 79 DOM
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Exceptional Opportunity To Own This Beautifully Reimagined First-floor Residence At The Promenade On Longboat Key, Where Luxury Coastal Living Meets Sophisticated Modern Design. Completely Gutted And Renovated From Top To Bottom, This Stunning Con...

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721 Emerald Harbor Drive, LONGBOAT KEY, FL - $1,645,000

Land, Land
  • 184 DOM
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Beautiful Lot On One Of The Most Desirable Streets On North Longboat Key With A Very Wide Canal That Leads Directly To Sarasota Bay And The Intracoastal Waterway. Emerald Harbour Is Right Off Gulf Of Mexico Dr . Close To Beautiful Lbk Beach, Resta...

791 Broadway Street, LONGBOAT KEY, FL - $1,625,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 2,236 SQFT
  • 85 DOM
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Welcome Home To 791 Broadway, Nestled In The Heart Of Historic Longbeach Village On The North End Of Prestigious Longboat Key. This Elevated Island-style Residence Offers The Perfect Blend Of Coastal Charm, Comfort, And Relaxed Island Living. Thou...

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2425 Gulf Of Mexico Drive 3a, LONGBOAT KEY, FL - $1,595,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,639 SQFT
  • 3 DOM
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Wake Up To The Gulf Of Mexico Just Beyond Your Windows At This Beautifully Updated, Fully Furnished Residence At Sea Gate Club, A Private Gulf-front Community On The Coveted Southern End Of Longboat Key. Perfectly Positioned In A Quiet Third-floor...

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 6:38pm EDT.