Sleepy Lagoon Homes For Sale | Longboat Key, FL

/ Neighborhoods / Sleepy Lagoon

Sleepy Lagoon Community Guide

Sleepy Lagoon in Longboat Key features deeded beach access, with homes 1,128 – 9,243 sq ft.

Search 900+ Neighborhoods & Condos By Name

Sleepy Lagoon Real Estate in Longboat Key, FL

Sleepy Lagoon homes for sale sit on the north end of Longboat Key in Manatee County, 269 single-family homes lining both sides of Gulf of Mexico Drive, quiet, family-friendly, and tucked away enough that most people drive right past without noticing it. No mandatory HOA governs the neighborhood, and architecture runs eclectic, Key West, Mediterranean, and modern designs all coexisting on the same streets, from 1940s bungalows under 1,000 square feet to newer estates approaching 7,000.

Nine canals wind through the community, giving many homes deep water docks and a quick run out to Sarasota Bay for boaters. Sleepy Lagoon also owns its own deeded beach access, a real perk since there’s no community pool or clubhouse here, the appeal is the water and the quiet. Pets are welcome, and you’re still just 15 minutes from downtown Sarasota or St. Armands Circle on Lido Key.

Sleepy Lagoon Neighborhood Facts

558 Bayview Dr, Longboat Key, FL 34228, USA

Residences: 195

Price Range:$545k-$22.0M
Year Built:1943 – 2024
Size (Sq. Ft.):1,128 – 9,243
Min. Lease:1 Month
Leases/ Year:12
Gated:✖ No
Pool:✖ No
Fences:✔ Yes
Golf Course: ✖ No
CDD Fee:✖ No

*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.

Amenities:

Deeded beach access, Canal Waterfront Lots, Boat Access To Gulf.

Fees Include:

Common area maintenance.

Homes For Sale in Sleepy Lagoon

GET INSTANT

New Listing AlertS

Sleepy Lagoon

  • New listings move fast
  • Instant email alerts
  • Never miss a new listing

We’re local. Your info stays private here.

Honesty ยท Reputation ยท Experience ยท Top 2% Sales Team in Sarasota

Sarasota Homes Group The Best Sarasota Realtors

Map of Sleepy Lagoon

Map showing location of Sleepy Lagoon Homes For Sale | Longboat
  Key, FL
Click to explore map

Additional Sleepy Lagoon Neighborhood Information

Many Sleepy Lagoon homeowners enjoy canal-front lots situated among the 9 canals in Sleepy Lagoon, which makes for easy access water to Sarasota Bay. Eventually, the Sarasota Bay leads directly into the Gulf of Mexico, so this is a great Longboat Key waterfront community. As a special bonus, Sleep Lagoon actually owns deeded beach access, allowing for all homeowners to have easy access to the communityโ€™s Gulf side beach.

There is no mandatory HOA in Sleepy Lagoon. Home buyers looking for more substantial amenities can join the conveniently-located Cannonโ€™s Marina, and also the Cedars Tennis Resort, which includes membership to a 24-hour fitness center. As another option, Longboat Key Club offers the finest golf and tennis amenities available.

Sleepy Lagoon Frequently Asked Questions

Sleepy Lagoon Real Estate


How large is the Sleepy Lagoon neighborhood in Longboat Key?

Sleepy Lagoon is about 195 homes, built between 1968-present.

Is there a community pool in Sleepy Lagoon?

No, Sleepy Lagoon does not have a community pool.

Is Sleepy Lagoon in Longboat Key a gated community?

No, Sleepy Lagoon is not a gated community.

Is Sleepy Lagoon in Longboat Key located in a golf community?

No, Sleepy Lagoon is not located in a golf course community.

Membership to the Longboat Key Club is optional. Amenities for the club include 45-holes of championship golf, 25 Har-Tru tennis courts, a Fitness Center, Spa, a Mind & Motion Studio, eight restaurants, 291 slip deep water marina, Camp Loggerhead for children ages 5 – 12, and the gorgeous Gulf of Mexico beach.

Does Sleepy Lagoon allow fences?

Yes, some homes in Sleepy Lagoon have fencing, however there may be HOA restrictions regarding which lot locations may have a fence, or the size or type of fence allowed. It is important to check HOA rules for specific fencing requirements prior to making a purchase decision.

How far is Sleepy Lagoon from downtown Sarasota?

Sleepy Lagoon is located about 13 miles from downtown Sarasota.

What public beach is closest to Sleepy Lagoon?

Sleepy Lagoon offers deeded beach access of it’s own located nearby.

How far is the Sarasota International Airport from Sleepy Lagoon?

Sleepy Lagoon is located about 16 miles from the Sarasota International Airport.

*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.

Insight For Sleepy Lagoon

Learn our thoughts as professional Sarasota Realtors for the pros, cons, lifestyle, and proximity to beaches, shopping, and downtown.

Sleepy Lagoon Homes For Sale in Longboat Key, FL.
Sarasota Homes Group Logo

Our Personal Sleepy Lagoon Insights

Sarasota FL. Homes For Sale
"Pros" icon - Happy Face

Pros

  • Peaceful area of Longboat Key
  • No HOA fees
  • No rental restrictions. Great for investors
traffic jam
"Cons" icon - Indifferent Face

Considerations

  • Located towards northern tip of Longboat Key. A bit further away from Sarasota attractions
shopping district near UTC Mall
"Shopping" icon - Shopping Bag

Shopping

  • Grocery store is 5.3 miles
  • UTC Mall is 22.0 miles
  • Saint Armands Circle is 10.1 miles
Siesta Key Beach Residences Condos in Siesta Key, FL. - Beach
"Beach" icon - Beach and umbrella

Beach

  • Longboat Key is all private beach
  • Closest public beach access is Bradenton Beach
  • Siesta Key Public Beach is 19.5 miles
Couple Outdoor Dining
"Lifestyle" icon - Fork & Knife

Lifestyle

  • Waterfront community perfect for boaters and fishing
  • Boating & kayaking access to Bay and Intracoastal Waterway
  • Plenty of restaurants are close by
One Park Condos in Downtown Sarasota, FL - Exterior of Building at Sunset
"Downtown" icon - Downtown buildings

Downtown Sarasota

  • 23.9 miles
  • 35 minute drive

Explore Longboat Key FL. Neighborhoods

Compare Longboat Key communities by location, amenities, price, and lifestyle.

More Details

Filter by community features:

1-12 of 22 Filtered Results
  • Bay Isles Homes For Sale in Longboat Key, FL.

    Bay Isles

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    1100

    2,091 - 6,556

    1976 - 2023

    Varies By Neighborhood

    Varies By Neighborhood

    $900k-$10.0M

    Amenities:

    Tennis Courts, Swimming Pools, Lovely Walking Trails, Sidewalks, Membership to Bay Isles Beach Club.

    View Bay Isles Homes
  • Bayou Hammock Homes For Sale in Longboat Key, FL.

    Bayou Hammock

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    15

    2,787 - 3,693

    1949 - 1989

    Varies By Neighborhood

    Varies By Neighborhood

    $2.5M-$5.5M

    Amenities:

    Privacy, Larger Lot Sizes, Waterfront.

    View Bayou Hammock Homes
  • Bayview Estates Homes For Sale in Longboat Key, FL.

    Bayview Estates

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    15

    1,704 - 4,106

    1951 - 2013

    1/Month

    12

    $1.3M-$5.0M

    Amenities:

    Waterfront.

    View Bayview Estates Homes
  • Conrad Beach Homes For Sale in Longboat Key, FL.

    Conrad Beach

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    27

    2,352 - 2,900

    1999 - 2020

    1 Month

    12

    $1.2M-$2.5M

    Amenities:

    Boat Launch, Community Clubhouse, Pool, Fishing Pier.

    View Conrad Beach Homes
  • Coreys Landing Homes For Sale in Longboat Key, FL.

    Corey's Landing

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    60

    2,206 - 4,510

    1989 - 1995

    1 Month

    2

    $1.0M-$4.0M

    Amenities:

    Deeded beach access to Bay Isles Beach Club, Gated, Golf Course Community, Tennis Courts, Pool.

    View Corey's Landing Homes
  • Country Club Shores Homes For Sale in Longboat Key, FL.

    Country Club Shores

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    745

    1,600 - 6,345

    1953 - 2023

    1 Month

    12

    $1.0M-$10.0M

    Amenities:

    Great canal front homes with Sarasota Bay views.

    View Country Club Shores Homes
  • Dream Island Homes For Sale in Longboat Key, FL.

    Dream Island

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    41

    1,295 - 5,203

    1946 - 2022

    1 Month

    12

    $515k-$4.0M

    Amenities:

    Waterfront

    View Dream Island Homes
  • Emerald Harbor Homes For Sale in Longboat Key, FL.

    Emerald Harbor

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    103

    1,929 - 4,022

    1951 - 2021

    1 Month

    12

    $1.5M-$5.0M

    Amenities:

    Waterfront, Deeded Private Beach Access, Deed Restrictions.

    View Emerald Harbor Homes
  • Emerald Pointe Homes For Sale in Longboat Key, FL.

    Emerald Pointe

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    26

    2,643 - 3,056

    1977 - 2003

    1 Month

    2

    $800k-$1.8M

    Amenities:

    Deeded beach access to Bay Isles Beach Club, Gated, Golf Community, Tennis Courts, Waterfront Complex.

    View Emerald Pointe Homes
  • Gulfshore of Longboat Key Homes For Sale in Longboat Key, FL.

    Gulfshore Of Longboat Key

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    100

    300 - 1,056

    1954 - 1995

    Not Permitted

    Not Permitted

    $95k-$300k

    Amenities:

    Pool, Clubhouse, 55+ Community.

    View Gulfshore Of Longboat Key Homes
  • Harbour Court Homes For Sale in Longboat Key, FL.

    Harbour Court

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    18

    2,462 - 3,252

    1987 - 1988

    3 Months

    4

    $825k-$2.0M

    Amenities:

    Deeded Beach Access, Gated, Tennis, Manicured Grounds, Bay front.

    View Harbour Court Homes
  • Hideaway Bay Homes For Sale in Longboat Key, FL.

    Hideaway Bay

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    20

    2,272 - 5,736

    1980 - 2007

    No Minimum

    No Minimum

    $725k-$7.4M

    Amenities:

    Deed Restrictions, Tennis Courts, Waterfront, Seclude Cul-De-Sac Lots.

    View Hideaway Bay Homes
Find The Right Neighborhood

Find The Right Neighborhood Fast

  • Search by price, age, and amenities
  • View matching communities on a map
  • Compare condos and neighborhoods instantly

We are local. Your information stays private.

We’re local. Your info stays private here.

You May Like:

Local Real Estate Performance Reports

Is Sarasota Single Home Market Hot, or Cold?

View latest report by location.

  • Average Price & Days on Market
  • Active, Sale Pending, Sold Volume
  • Inventory Supply
  • Buyer or Seller Market Indicators

Current PDF Report: (opens in new window)

Bill & Cheryl McCue - Sarasota Realtors
Bill & Cheryl McCue
Broker Associate & Realtors

(941)ย 265-0590

Buying or Selling in Sleepy Lagoon?

Your local Sleepy Lagoon real estate experts.

Bill & Cheryl McCue and the Sarasota Homes Group know Sleepy Lagoon inside and out. 23 years of experience helping buyers and sellers in this market.

  • Local Sleepy Lagoon Realtor with deep market knowledge.
  • Top 2% selling Realtor in Sarasota & Manatee County.
  • 23 years full-time experience.
  • Current listings, sold data, and market trends for this area.
  • Specializing in buying, listing, and selling homes in this market.
  • Free market valuation for owners in this area.
  • 100โ€™s of 5-star reviews on Google, Realtor.com, Zillow, Homes.com and more.
  • Sold over 400+ homes and counting.

Bill & Cheryl McCue

Sarasota Homes Group