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: 24
Average Price: $3,956,037
Highest Price: $17,500,000
Lowest Price: $1,200,000
Average Size: 2,650 ft²
Average Price Per Square Foot: $1,232 per ft²

Explore Other Longboat Key Communities

Homes for Sale in Sleepy Lagoon

Image 0: A4549851

6201 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $17,500,000

Residential, Single Family Residence
  • 5 Beds
  • 8 Baths
  • 6,820 SQFT
  • 518 DOM
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Magnificent Gulf Front Estate On Longboat Key! This New Construction Contemporary Home Was Just Completed January, Of 2024, Is 100 Feet On The Gulf And The Wonderful Walking Beach. Breathtaking Expansive Views Of The Gulf Of Mexico, Beach And Sp...

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

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 6,614 SQFT
  • 348 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 ...

6111 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $9,970,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,420 SQFT
  • 51 DOM
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Magnificent Gulf Front Estate Beauty With Privacy Gates Opening To Reveal This Gorgeous Home!! Completed In 2017, This Luxurious Home Is The Pinnacle Of Coastal Living. The Gated Key West Style Estate Is Casually Elegant With Emphasis On The Brea...

6609 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $4,995,000

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

Image 4: A4592149

614 Norton Street, LONGBOAT KEY, FL - $4,250,000

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 4,676 SQFT
  • 80 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 Both ...

6485 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $3,500,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,000 SQFT
  • 25 DOM
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A Must See On The North-end Of Longboat Key! It Even Has A Private Deeded Path To The Beach! Often Called A Coastal Oasis Due To Its Ability To Transport You Immediately To Island Time! This Charming Completely Updated Three Bedroom, Three Bath Ho...

Image 6: A4593444

545 General Harris Street, LONGBOAT KEY, FL - $3,000,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,294 SQFT
  • 63 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...

Image 7: A4595862

525 Norton Street, LONGBOAT KEY, FL - $2,950,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,601 SQFT
  • 38 DOM
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Magnificent Key West-inspired Waterfront Home With Expansive Canal Views. This Exquisite 4-bedroom, 3 ½-bath Residence Boasts Luxurious Features Such As Custom-crafted Architecturally Detailed Ceilings, Intricate Millwork, Solid Core Doors, And Ro...

Image 8: A4585460

730 Penfield Street, LONGBOAT KEY, FL - $2,795,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,086 SQFT
  • 153 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...

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

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 3,137 SQFT
  • 128 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: A4574341

598 Lyons Lane, LONGBOAT KEY, FL - $2,699,999

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,659 SQFT
  • 267 DOM
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Why Renovate Or Build When You Can Own This Stunning Custom Estate Home Built In 2021. Nestled On One Of The Canal Lots On The Exclusive Near North End Of Longboat Key. Built By Mason Martin Builders, This Project Is The Perfect Combination Of Co...

Image 11: A4594063

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

Land, Land
  • 75 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 12: A4585461

592 Juan Anasco Drive, LONGBOAT KEY, FL - $2,395,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,032 SQFT
  • 153 DOM
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An Extraordinary Opportunity To Own A Waterfront Home With 100 Feet On The Canal. This Home Is Third In From Sarasota Bay And Has Beautiful Bay Views From The Pool Deck And Dock. The Property Has A Seawall, Dock Plus Lift And Room For Other Water ...

Image 13: A4601512

710 Penfield Street, LONGBOAT KEY, FL - $2,295,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,543 SQFT
  • 18 DOM
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Waterfront Privacy In This Gorgeous Longboat Key Home. Featuring 105' Of Private Waterfront, Boat Dock, Saltwater Pool, And Neighborhood Beach Access. The Spacious Layout Includes 3 Bedroom Suites, 3 Full Baths, Generous Great Room And Dining Ar...

Image 14: A4597563

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

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,804 SQFT
  • 41 DOM
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Opportunity Is Knocking - Price Reduced By $200,000! Welcome To Waterfront Living On Longboat Key! This Elevated Canal Front Home (2800sf Main Living Level And 5300sf Total) With Private Elevator Offers An Exceptional Combination Of Spaciousness, ...

Image 15: A4593104

699 Penfield Street, LONGBOAT KEY, FL - $2,200,000

Residential, Single Family Residence
  • 2 Beds
  • 3 Baths
  • 2,536 SQFT
  • 73 DOM
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Welcome To This Custom Home Built In 2009. Original Owner, Two Bedrooms Plus Office Or Small Third Bedroom On 120 Feet Of Direct Canal Access And A Short Distance To Open Bay Waters And The Gulf Beyond. The Main Living Floor Features Travertine...

Image 16: N6131408

749 Penfield Street, LONGBOAT KEY, FL - $1,874,900

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,905 SQFT
  • 11 DOM
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Inspired By Meisner From Palm Beach & The Villas On The Venetian Canals. Located In A Highly Desirable Neighborhood, This Magnificent Home Seamlessly Blends Modern Artistry With Mediterranean Grandeur And Is Only A 10-minute Walk To The Beach. As ...

Image 17: A4601205

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

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,899 SQFT
  • 11 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 On The Sought-after North End Of Longboat Key. Fr...

Image 18: A4598789

550 De Narvaez Drive, LONGBOAT KEY, FL - $1,650,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,758 SQFT
  • 28 DOM
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Light And Bright And Meticulously Maintained, This 3 Bedroom/2 Bath Canal Front Block Home Is Sitting On A Nicely Elevated 10,000sf Lot On The Fabulous North End Of Longboat Key. Here Is A Remarkable Quality Of Life When Your Days Can Spent Boatin...

Image 19: A4594260

6580 Gulf Of Mexico Drive, LONGBOAT KEY, FL - $1,495,000

Land, Land
  • 69 DOM
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When Value And Opportunity Collide. Uncover The Extraordinary Potential Of Crafting Your Bespoke Luxury Residence On The Renowned Longboat Key, A Rare Opportunity To Shape Your Dream Home On One Of Florida's Premier Islands. Embark On An Un...

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 March 18th, 2024 at 10:49pm EDT.

Map of Sleepy Lagoon

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