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: 17
Average Price: $4,763,059
Highest Price: $16,995,000
Lowest Price: $1,250,000
Average Size: 2,718 ft²
Average Price Per Square Foot: $1,171 per ft²

Explore Other Longboat Key Communities

Homes for Sale in Sleepy Lagoon

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

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 6,614 SQFT
  • 411 DOM
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Pre-construction. To Be Built. Direct Gulf Front. Construction Underway! A Seaward Homes Curated Collection Offering. 6489 Gulfside Offers Gorgeous Design By Dsdg Architects And Impeccable Quality And The Absolute Highest Attention To Quality And ...

Image 1: T3512919

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

Land, Land
  • 63 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 2: A4605073

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

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,925 SQFT
  • 56 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 3: A4587168

6609 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $4,795,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,132 SQFT
  • 198 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 4: A4592149

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

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 4,676 SQFT
  • 147 DOM
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Embark On A Journey To The Pinnacle Of South Florida Luxury Living At 614 Norton Street, Longboat Key, Florida 34228. This Six-bedroom, Five Full Baths, One Half Bath Dream Home Has Undergone Meticulous Upgrades, Including The Replacement Of All 4...

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

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,313 SQFT
  • 35 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...

Image 6: A4593444

545 General Harris Street, LONGBOAT KEY, FL - $2,850,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,294 SQFT
  • 130 DOM
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Breathtakingly Beautiful, Private Waterfront Home On Desirable North Longboat Key. Situated On An Elegantly Landscaped Almost Half-acre Of Land, This Recently Updated Property Is The Perfect Location For Upscale Island Living. Dream Of Boating, Ka...

Lyons Lane, LONGBOAT KEY, FL - $2,700,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 3,137 SQFT
  • 195 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 8: A4594063

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

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 9: A4585460

730 Penfield Street, LONGBOAT KEY, FL - $2,395,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,086 SQFT
  • 220 DOM
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This Canal Front Three-bedroom Home On Longboat Key Gives You The Island Lifestyle In A Tropical Sanctuary That Is Rich With Lush,florida-friendly Landscaping. The Home Is Located On A Deep-water Canal With Direct Access To Sarasota Bay And The In...

Image 10: A4597563

569 Juan Anasco Drive, LONGBOAT KEY, FL - $2,280,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,804 SQFT
  • 108 DOM
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$200,000 Price Reduction! This Elevated Canal Front Home On Longboat Key Offers 5300 Sf Total Living Space (2800sf Main Living Level And 2500sf First Floor) And An Exceptional Combination Of Easy Living, Tranquility, And Rental Income Potential. S...

Image 11: A4601512

710 Penfield Street, LONGBOAT KEY, FL - $1,895,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,543 SQFT
  • 85 DOM
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Price Reduction! Waterfront Privacy In This Gorgeous Longboat Key Home. New Roof - New Impact Windows & Doors. Featuring 105' Of Private Waterfront, Boat Dock, Saltwater Pool & Spa, And Beach Access. The Spacious Layout Includes 3 Bedroom Suites...

Image 12: A4601205

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

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,899 SQFT
  • 78 DOM
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One Or More Photo(s) Has Been Virtually Staged. Welcome To Island Living With This Custom-built 4-bedroom, 3-bathroom John Cannon Pool Home Offering Just Under 3,000 Sq Ft Of Luxurious Living Space And Deeded Beach Access On The Sought-after North...

Image 13: N6131408

749 Penfield Street, LONGBOAT KEY, FL - $1,632,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,905 SQFT
  • 78 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: A4598789

550 De Narvaez Drive, LONGBOAT KEY, FL - $1,450,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,758 SQFT
  • 95 DOM
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Light And Bright And Meticulously Maintained, This Waterfront Block Home Is Sitting On An Elevated 10,000sf Lot On The Fabulous North End Of Longboat Key. Multiple Important Upgrades Include All New Impact Resistant Windows And Sliding Doors, A Re...

Image 15: A4594260

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

Land, Land
  • 135 DOM
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Allow Your Creative Juices To Flow As You Imagine Building Your Dream Home Here, Complete With Sunset Rooftop. This Birds Eye View Will Allow You To Overlook Your "castle," Complete With Casita And Private Pool Below You... Walk To The Beach Fr...

Image 16: A4590263

612 Marbury Lane, LONGBOAT KEY, FL - $1,250,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,128 SQFT
  • 185 DOM
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Great Price For A Canal Front Property In The North End Of Longboat Key! Builders Take Note - The 12,807 Sqft Lot With 80 Feet Of Seawall Located At The End Of The Canal With A Wide Boat Turnaround Area Is Worth The Price Alone. Whether You Go By ...

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 May 24th, 2024 at 2:49am EDT.

Map of Sleepy Lagoon

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