Sleepy Lagoon

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Overview

Located at the north end of Siesta Key, Sleepy Lagoon is a friendly waterfront neighborhood with an active social homeowners association. The community runs on both sides of Gulf of Mexico Dr and has 269 properties. This is the perfect spot for avid boaters and beach lovers! Many of the houses are on the water, with boat docks. The surrounding waterways are perfect for jet ski, kayak, or paddle board. In addition, deeded beach access is just a walk, bike or drive.

MLS® Listing Statistics

Total Listings: 20
Average Price: $5,244,750
Highest Price: $19,900,000
Lowest Price: $1,150,000
Average Size: 2,531 ft²
Average Price Per Square Foot: $1,355 per ft²

Explore Other Longboat Key Communities

Homes for Sale in Sleepy Lagoon

Image 0: A4616520

6171 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $19,900,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 7,352 SQFT
  • 9 DOM
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Rare Opportunity - Luxury Gulf Front Estate In Longboat Key, Florida. Welcome To Eagles Sacred Retreat, The Ultimate In Luxury Florida Living! This Rarely Available Gulf Front Estate Boasts 100 Feet Of Pristine Beachfrontage With A Deeded Boat Sl...

6489 Gulfside Road, LONGBOAT KEY, FL - $16,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 6,614 SQFT
  • 476 DOM
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Under Construction. Direct Gulf Front. Construction Is Underway On This Seaward Homes Curated Collection Offering At 6489 Gulfside. Designed By Dsdg Architects, This Home Epitomizes Exceptional Quality And Attention To Detail. Situated On A Cov...

Image 2: T3512919

6351 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $15,000,000

Land, Land
  • 127 DOM
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***no Agent Or Prospective Buyer Is Allowed On The Property Without An Appointment With The Listing Agent (48hrs Notice Required) Proof Of Funds Required Prior To Appointment Scheduling***. Nestled On The Pristine Shores Of Long Boat Key, This Exc...

Image 3: A4605073

6603 Gulfside Road, LONGBOAT KEY, FL - $15,000,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,925 SQFT
  • 120 DOM
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Pre-construction. To Be Built. Introducing A Rare Gem Of Contemporary Luxury On Longboat Key: A Brand-new, Direct Gulf-front Masterpiece Crafted By Vertical Design Build To The Most Exacting Standards. Still In The Beginning Stages, There Is Plent...

Image 4: A4616014

750 Penfield Street, LONGBOAT KEY, FL - $5,750,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 3,710 SQFT
  • 18 DOM
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Nestled In The North Longboat Key Area, This Stunning Five-bedroom Home Offers Unparalleled Luxury And Breathtaking Views. As You Step Through The Sliding Glass Doors From The Main Living Area To The Terrace, You Are Greeted By The Expansive Vista...

Image 5: A4587168

6609 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $4,500,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,132 SQFT
  • 262 DOM
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Coastal-inspired Elevated Pool Home. This North Longboat Key 4 Bedroom, 4 Bath, 4,132sf Home, Features Beautiful Engineered Wood Floors That Flow Throughout The Open Floorplan. The Main Level Is Ideal For Family Gatherings And Entertaining With A...

Image 6: A4592149

614 Norton Street, LONGBOAT KEY, FL - $3,690,000

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 4,676 SQFT
  • 211 DOM
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One Or More Photos Have Been Reality Staged. Experience The Pinnacle Of South Florida Luxury Living At 614 Norton Street, Longboat Key, Florida 34228. This Six-bedroom, Five Full Baths, And One Half Bath Dream Home Boasts An Impressive 5,608 Sq Ft...

6537 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $3,395,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,313 SQFT
  • 99 DOM
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Incredible Opportunity To Own A Home With Gulf Views And Just Steps Away From The Azure Waters Of The Gulf Of Mexico And Beautiful Beach. Enter Your Home Off Of Gulf Of Mexico Dr. The Home Has Four Garages For Your Vehicles And Storage. An Outstan...

6605 Gulfside Road, LONGBOAT KEY, FL - $2,900,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,235 SQFT
  • 60 DOM
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Great Opportunity To Build On A Private Cu-de-sac In Sleepy Lagoon. There Is Private Sandy Beach Access Leading To The Azure Waters Of The Gulf Of Mexico. A New Home At This Location Would Have Outstanding Gulf And Stunning Sunset Views. This Cul-...

Image 9: A4588845

Lyons Lane, LONGBOAT KEY, FL - $2,495,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 3,137 SQFT
  • 260 DOM
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Pre-construction. To Be Built. Welcome To Your Dream Modern Home, This Stunning 5 Bedroom, 5 Bath Residence Is A True Masterpiece, Offering Luxurious Living Spaces And An Array Of Desirable Features. As You Step Inside, You'll Be Greeted By An Ope...

Image 10: A4594063

6604-6608 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $2,400,000

Land, Land
  • 166 DOM
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Privacy Is Key For This Sprawling, Estate-size Lot Down A Quiet Street On The North End Of Longboat Key. Tranquil, Quiet And Peaceful, This Canal-front Location Offers One Of The Largest Single-family Home Lots Available On Longboat And Provides A...

Image 11: A4617465

771 Marbury Lane, LONGBOAT KEY, FL - $2,100,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 3,016 SQFT
  • 9 DOM
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Fantastic Location In This Elevated, Five-bedroom Canal-front Home On Longboat Key. Situated Only Four Homes From The Bay, Offering The Best In Boating With Easy Access To Sarasota Bay And The Gulf Of Mexico And Yet Only A Short Distance From The ...

Image 12: A4601205

523 Juan Anasco Drive, LONGBOAT KEY, FL - $1,850,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,899 SQFT
  • 142 DOM
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One Or More Photo(s) Has Been Virtually Staged. **this Property Qualifies For A 1% Lender Incentive If Using Preferred Lender. Inquire For More Details.** Welcome To Island Living With This Custom-built 4-bedroom, 3-bathroom John Cannon Pool Home ...

Image 13: N6131408

749 Penfield Street, LONGBOAT KEY, FL - $1,475,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,905 SQFT
  • 127 DOM
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One Of The Very Few Ground-floor Living Homes On Longboat Key (grandfathered In). Inspired By Meisner From Palm Beach & The Villas On The Venetian Canals. Located In A Highly Desirable Neighborhood, This Magnificent Home Seamlessly Blends Modern A...

Image 14: A4594260

6580 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $1,395,000

Land, Land
  • 199 DOM
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Build Your Dream Home On Longboat Key’s Prestigious Sleepy Lagoon Let Your Imagination Soar As You Envision Crafting Your Dream Home On This Rare, .652-acre Gem In Longboat Key’s Coveted Sleepy Lagoon—a Neighborhood Renowned For Multi-million Dol...

Image 15: A4614693

562 Juan Anasco Drive, LONGBOAT KEY, FL - $1,250,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,571 SQFT
  • 25 DOM
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Discover Your Own Slice Of Waterfront Paradise With This Exquisite Canal-front Coastal Cottage In The Coveted Sleepy Lagoon Neighborhood On Longboat Key. Meticulously Updated To Harmonize Modern Elegance With Timeless Charm, This Home Is The Perfe...

Image 16: A4617251

562 Juan Anasco Drive, LONGBOAT KEY, FL - $1,250,000

An Exceptional Opportunity Awaits You With This 100 X 100 Foot Waterfront Lot! A Brand New Seawall And Custom Dock With 12,000 Lbs Boat Lift Was Installed In 2021! Discover The Tranquil Lifestyle Of North Longboat Key And Enjoy This Adorable Coast...

Image 17: A4594056

N/A, LONGBOAT KEY, FL - $1,200,000

Land, Land
  • 142 DOM
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Privacy Is Key For This Sprawling, Estate-size Lot Down A Quiet Street On The North End Of Longboat Key. Tranquil, Quiet And Peaceful, This Canal-front Location Offers One Of The Largest Single-family Home Lots Available On Longboat And Provides A...

Image 18: A4594061

6604 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $1,200,000

Land, Land
  • 142 DOM
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Privacy Is Key For This Sprawling, Estate-size Lot Down A Quiet Street On The North End Of Longboat Key. Tranquil, Quiet And Peaceful, This Canal-front Location Offers One Of The Largest Single-family Home Lots Available On Longboat And Provide A ...

Image 19: A4590263

612 Marbury Lane, LONGBOAT KEY, FL - $1,150,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,128 SQFT
  • 249 DOM
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Builders - Here You Go - Large $100,000 Price Reduction To Sell This Property Quickly - This 12,807 Sqft Lot With 80 Feet Of Seawall Located At The End Of The Canal With A Wide Boat Turnaround Area. Buyers - Great Price For A Canal Front Property ...

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 27th, 2024 at 6:49am EDT.

Map of Sleepy Lagoon

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