Below you can view all the homes for sale in the Sleepy Lagoon subdivision located in Longboat Key Florida. Listings in Sleepy Lagoon are updated daily from data we receive from the Tampa multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Sleepy Lagoon, give us a call at 813-310-8150.

21 Results

Sleepy Lagoon Longboat Key Florida Homes For Sale

Sleepy Lagoon For Sale $1,295,000

Beautiful aerial view of waterfront property with private boat dock and gulf access at 650 Penfield St, Longboat Key, FL 34228
Inviting exterior view showing the stilt construction with a driveway and lush tropical landscaping at 650 Penfield St, Longboat Key, FL 34228
Charming home exterior with stilt construction, featuring a quaint staircase and inviting curb appeal at 650 Penfield St, Longboat Key, FL 34228
On Market For 8 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1579

  • Year Built

    1978

  • $/SqFt

    $820

Whether you are looking to enjoy this paradise full time, use it as a vacation getaway or as an income producing rental, this could be the one for you. MICHAEL SAUNDERS & COMPANY.

Sleepy Lagoon For Sale $2,500,000

Welcome to the Town of Longboat Key sign surrounded by palm trees and lush greenery at 6537 Gulf Of Mexico Dr, Longboat Key, FL 34228
Beautiful aerial view of the coastline with beach houses, including one circled in white at 6537 Gulf Of Mexico Dr, Longboat Key, FL 34228
Stunning aerial view of a coastal neighborhood with a home circled at 6537 Gulf Of Mexico Dr, Longboat Key, FL 34228
On Market For 11 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2313

  • Year Built

    1990

  • $/SqFt

    $1,081

On the north end of Longboat Key, this home backs up to Gulfside Drive with beach access at the south end of the street. PREMIER SOTHEBYS INTL REALTY.

Sleepy Lagoon For Sale $3,200,000

Beautiful aerial view of a home with a pool, near the beach, and surrounded by tropical greenery at 6473 Gulf Of Mexico Dr, Longboat Key, FL 34228
Beautiful aerial view of a home near the beach, showcasing the property lines and nearby homes at 6473 Gulf Of Mexico Dr, Longboat Key, FL 34228
Aerial view of the backyard with a uniquely shaped pool, patio furniture, and well-maintained landscaping at 6473 Gulf Of Mexico Dr, Longboat Key, FL 34228
On Market For 14 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2804

  • Year Built

    2001

  • $/SqFt

    $1,141

Please note that new grass and additional fencing on this very large lot will be happening in March. MICHAEL SAUNDERS & COMPANY.

Sleepy Lagoon For Sale $2,990,000

Stunning aerial view of waterfront homes, lush landscaping, private pools, and boat docks under a clear blue sky at 614 Norton St, Longboat Key, FL 34228
Beautiful home exterior with three car garage, nice landscaping and private driveway at 614 Norton St, Longboat Key, FL 34228
Well-maintained home with palm trees, a three-car garage, and a circular driveway at 614 Norton St, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 15 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    4676

  • Year Built

    1994

  • $/SqFt

    $639

Don’t miss this chance to own a piece of paradise in one of Longboat Key’s most desirable locations. SATO REAL ESTATE INC..

Sleepy Lagoon For Sale $1,385,000

Charming home with updated landscaping and a brick driveway at 550 De Narvaez Dr, Longboat Key, FL 34228
Relaxing patio overlooking a canal with boat views at 550 De Narvaez Dr, Longboat Key, FL 34228
Private dock and canal access with boats in view at 550 De Narvaez Dr, Longboat Key, FL 34228
On Market For 15 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1758

  • Year Built

    1977

  • $/SqFt

    $788

Schedule your private showing today before it’s gone! ! KELLER WILLIAMS ON THE WATER S.

Sleepy Lagoon For Sale $1,995,000

Aerial view of beachfront property with ocean views at 6501 Gulf Of Mexico Dr, Longboat Key, FL 34228
Aerial view of beachfront homes and construction at 6501 Gulf Of Mexico Dr, Longboat Key, FL 34228
Aerial view of beachfront home near ocean at 6501 Gulf Of Mexico Dr, Longboat Key, FL 34228
On Market For 23 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2100

  • Year Built

    1968

  • $/SqFt

    $950

Experience the best of coastal living in an area known for its tranquility and beauty DEVELOPERS REALTY LBK, INC.

Sleepy Lagoon For Sale $1,385,000

Modern two-story home with tropical landscaping and walkway at 541 Edlee Ln, Longboat Key, FL 34228
Breathtaking aerial view shows the short walk to the beach from this prime real estate location at 541 Edlee Ln, Longboat Key, FL 34228
Stunning aerial view of waterfront home with Sarasota Bay access and a private boat launch at 541 Edlee Ln, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 28 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2664

  • Year Built

    1976

  • $/SqFt

    $520

Don’t miss this rare chance to make this tranquil retreat your own! MLS #A4637426 COLDWELL BANKER REALTY.

Sleepy Lagoon For Sale $899,000

Aerial view showing house, pool, and tennis court nearby at 531 Edlee Ln, Longboat Key, FL 34228
Aerial view showing property lines and lot details for 531 Edlee Lane at 531 Edlee Ln, Longboat Key, FL 34228
Architectural drawing of a waterfront home's front elevation at 531 Edlee Ln, Longboat Key, FL 34228
On Market For 28 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1241

  • Year Built

    1963

  • $/SqFt

    $724

This is an incredible opportunity to own property in one of Longboat Key’s most sought-after locations, with the flexibility to restore, rebuild, or expand. Owner's are motivated! COLDWELL BANKER REALTY.

Sleepy Lagoon For Sale $11,700,000

Luxury home with private pool and patio, surrounded by tropical landscaping at 6161 Gulf Of Mexico Dr, Longboat Key, FL 34228
Inviting heated pool with patio furniture, overlooking the ocean at sunset at 6161 Gulf Of Mexico Dr, Longboat Key, FL 34228
Beachfront home nestled amongst other luxury homes with ocean views at 6161 Gulf Of Mexico Dr, Longboat Key, FL 34228
On Market For 36 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4224

  • Year Built

    1997

  • $/SqFt

    $2,770

This is your chance to own a piece of paradise on Longboat Key. Schedule your private tour today. MICHAEL SAUNDERS & COMPANY.

Sleepy Lagoon For Sale $1,275,000

Reduced By $20,000

Bird's eye view of a light blue house, situated in a neighborhood near the water at 616 Lyons Ln, Longboat Key, FL 34228
Aerial view showcasing a canal-front home with lush landscaping at 616 Lyons Ln, Longboat Key, FL 34228
Landscaped backyard with canal access, and tropical foliage at 616 Lyons Ln, Longboat Key, FL 34228
On Market For 48 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1755

  • Year Built

    1972

  • $/SqFt

    $726

Roof Replaced 2013: Dock Rebuilt 2017; HVAC and pool pump Replaced Post Hurricane in October 2024. ROOST REALTY INC..

Sleepy Lagoon For Sale $1,297,111

Charming yellow house with a metal roof, surrounded by lush landscaping at 563 Juan Anasco Dr, Longboat Key, FL 34228
Front view of a yellow house with a porch and mature trees at 563 Juan Anasco Dr, Longboat Key, FL 34228
Backyard oasis with a refreshing pool and a built-in grill at 563 Juan Anasco Dr, Longboat Key, FL 34228
On Market For 54 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1600

  • Year Built

    1951

  • $/SqFt

    $811

Don't miss out on this incredible opportunity to own a piece of paradise!! ! KELLER WILLIAMS ON THE WATER S.

Sleepy Lagoon For Sale $8,900,000

White house with a kidney-shaped pool, surrounded by lush tropical landscaping at 6061 Gulf Of Mexico Dr, Longboat Key, FL 34228
Inviting kidney-shaped pool with a stone deck and glass railing at 6061 Gulf Of Mexico Dr, Longboat Key, FL 34228
Single-story home with a metal roof and a pool; nestled in a tropical setting at 6061 Gulf Of Mexico Dr, Longboat Key, FL 34228
On Market For 56 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3203

  • Year Built

    1969

  • $/SqFt

    $2,779

Longboat Key Club is also minutes away with golf, tennis, pickleball and other club amenities. DEVELOPERS REALTY LBK, INC.

Sleepy Lagoon For Sale $1,299,000

Waterfront home with private dock and lush landscaping at 747 Marbury Ln, Longboat Key, FL 34228
Single-story home with private pool and canal access at 747 Marbury Ln, Longboat Key, FL 34228
Waterfront property in a desirable neighborhood at 747 Marbury Ln, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 71 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2353

  • Year Built

    1968

  • $/SqFt

    $552

For boating enthusiasts, the home has a concrete sea wall along the canal and a composite boat dock with a boat lift, water, and electric service. COLDWELL BANKER REALTY.

Sleepy Lagoon For Sale $3,395,000

Inviting backyard oasis featuring a pool, patio furniture, and lush landscaping at 598 Lyons Ln, Longboat Key, FL 34228
Aerial view showcasing the property's waterfront location and surrounding homes at 598 Lyons Ln, Longboat Key, FL 34228
Aerial view of the property and neighborhood, highlighting canal access and water views at 598 Lyons Ln, Longboat Key, FL 34228
On Market For 85 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2659

  • Year Built

    2021

  • $/SqFt

    $1,277

With its prime location, refined finishes, and unparalleled outdoor living, this estate offers a rare opportunity to enjoy the best of Longboat Key living. MICHAEL SAUNDERS & COMPANY.

Sleepy Lagoon For Sale $16,995,000

Luxury home with tropical landscaping at 6489 Gulfside Rd, Longboat Key, FL 34228
Luxury home with tropical landscaping at 6489 Gulfside Rd, Longboat Key, FL 34228
Beachfront home with pool and patio at 6489 Gulfside Rd, Longboat Key, FL 34228
On Market For 98 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    6616

  • Year Built

    2024

  • $/SqFt

    $2,569

Embrace the opportunity to own this unparalleled residence and enjoy ultimate coastal luxury living. COLDWELL BANKER REALTY.

Sleepy Lagoon Pended $5,900,000

Aerial of beachfront property with ocean view at 6429 Gulfside Rd, Longboat Key, FL 34228
Aerial showcasing beachfront homes and neighborhood at 6429 Gulfside Rd, Longboat Key, FL 34228
Beachfront home with pool and ocean views at 6429 Gulfside Rd, Longboat Key, FL 34228
On Market For 87 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3247

  • Year Built

    1971

  • $/SqFt

    $1,817

The lot was level and clear of all storms debris ready to be built your dream home. COMPASS FLORIDA LLC.

Sleepy Lagoon For Sale $2,495,000

Contemporary home with attached garage and balcony at 0 Lyons Ln, Longboat Key, FL 34228
Two-story house with pool and modern design at 0 Lyons Ln, Longboat Key, FL 34228
Two-story house with pool and modern design at 0 Lyons Ln, Longboat Key, FL 34228
On Market For 106 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3137

  • Year Built

    2025

  • $/SqFt

    $795

Don't miss the opportunity to make this your forever home and experience the ultimate coastal lifestyle. COLDWELL BANKER REALTY.

Sleepy Lagoon For Sale $4,475,000

Reduced By $1,275,000

Aerial view of waterfront home community with lush landscaping and canals at 750 Penfield St, Longboat Key, FL 34228
Relaxing deck overlooking the water with seating and beautiful views at 750 Penfield St, Longboat Key, FL 34228
Luxury waterfront home with private pool and dock, seen from above at 750 Penfield St, Longboat Key, FL 34228
On Market For 227 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3710

  • Year Built

    1977

  • $/SqFt

    $1,206

The azure waters of the Gulf of Mexico and the beach are just steps away. DEVELOPERS REALTY LBK, INC.

Sleepy Lagoon For Sale $1,250,000

Wide aerial view showcasing home's waterfront location and neighborhood at 562 Juan Anasco Dr, Longboat Key, FL 34228
Property's canal-front location highlighted in this aerial view at 562 Juan Anasco Dr, Longboat Key, FL 34228
Aerial view of canal-front house near beach, showcasing its location at 562 Juan Anasco Dr, Longboat Key, FL 34228
On Market For 105 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1571

  • Year Built

    1955

  • $/SqFt

    $796

Located a short distance from pristine beaches, charming local restaurants, and unique boutique shops, this property offers the perfect setting to create and build the island home of your dreams! Home is being sold ASIS. HUNT BROTHERS REALTY, INC..

Sleepy Lagoon For Sale $2,900,000

Aerial view of beachfront property with lush landscaping and ocean access at 6605 Gulfside Rd, Longboat Key, FL 34228
Beachfront property aerial view showing home and lot, lush landscaping, and ocean at 6605 Gulfside Rd, Longboat Key, FL 34228
Aerial view of beachfront homes and lush landscaping near the ocean at 6605 Gulfside Rd, Longboat Key, FL 34228
On Market For 255 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2235

  • Year Built

    1973

  • $/SqFt

    $1,298

This north Longboat location is near many outstanding restaurants and Anna Maria Island. DEVELOPERS REALTY LBK, INC.

Sleepy Lagoon For Sale $15,000,000

Luxury beachfront home with private pool and outdoor entertaining areas at 6603 Gulfside Rd, Longboat Key, FL 34228
Beachfront lot offering direct beach access and amazing water views at 6603 Gulfside Rd, Longboat Key, FL 34228
Prime beachfront property with expansive ocean views at 6603 Gulfside Rd, Longboat Key, FL 34228
On Market For 329 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4925

  • Year Built

    2025

  • $/SqFt

    $3,046

Bedroom Closet Type: Walk-in Closet (Primary Bedroom). COLDWELL BANKER REALTY.

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Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 813-310-8150 and speak with one of our real estate consultants.

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