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 727-247-2363.

17 Results

Sleepy Lagoon Longboat Key Florida Homes For Sale

Sleepy Lagoon Pended $1,250,000

View 562 Juan Anasco Dr Longboat Key FL
View 562 Juan Anasco Dr Longboat Key FL
View 562 Juan Anasco Dr Longboat Key FL
On Market For 1 Day
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1571

  • Year Built

    1955

  • $/SqFt

    $796

Nestled just moments from one of the world's most beautiful beaches, several locally owned restaurants and many boutique island shops, you will see why this property is the one you have been waiting for! MLS#A4614693. HUNT BROTHERS REALTY, INC..

Sleepy Lagoon For Sale $2,900,000

View 6605 Gulfside Rd Longboat Key FL
View 6605 Gulfside Rd Longboat Key FL
View 6605 Gulfside Rd Longboat Key FL
On Market For 30 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. MLS#A4611998. DEVELOPERS REALTY LBK, INC.

Sleepy Lagoon For Sale $3,395,000

View 6537 Gulf Of Mexico Dr Longboat Key FL
View 6537 Gulf Of Mexico Dr Longboat Key FL
View 6537 Gulf Of Mexico Dr Longboat Key FL
On Market For 69 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2313

  • Year Built

    1990

  • $/SqFt

    $1,468

This north Longboat location is near many outstanding restaurants and Anna Maria Island. MLS#A4605911. DEVELOPERS REALTY LBK, INC.

Sleepy Lagoon For Sale $15,000,000

View 6603 Gulfside Rd Longboat Key FL
View 6603 Gulfside Rd Longboat Key FL
View 6603 Gulfside Rd Longboat Key FL
On Market For 90 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    4925

  • Year Built

    2025

  • $/SqFt

    $3,046

Bedroom Closet Type: Walk-in Closet (Primary Bedroom). MLS#A4605073. COLDWELL BANKER REALTY.

Sleepy Lagoon For Sale $1,850,000

On Market For 112 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2899

  • Year Built

    2002

  • $/SqFt

    $638

Positioned moments away from waterfront dining options and shopping of St. Armands Circle, this prime location invites you to savor the perfect blend of coastal convenience and luxury living. MLS#A4601205. KELLER WILLIAMS CLASSIC GROUP.

Sleepy Lagoon For Sale $1,475,000

Reduced By $399,900

On Market For 112 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2905

  • Year Built

    1968

  • $/SqFt

    $508

Please Enjoy The Attached Complimentary Virtual 3d Tour! Truly Unique. MLS#N6131408. MICHAEL SAUNDERS & COMPANY.

Sleepy Lagoon Pended $1,895,000

Reduced By $400,000

On Market For 119 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3543

  • Year Built

    1995

  • $/SqFt

    $535

Welcome to 710 Penfield. Your home on Longboat Key. MLS#A4601512. PREMIER SOTHEBYS INTL REALTY.

Sleepy Lagoon For Sale $1,450,000

Reduced By $200,000

On Market For 129 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1758

  • Year Built

    1977

  • $/SqFt

    $825

A number of great restaurants are a short bike ride away and the world famous shopping at St.Armands Circle and the cultural mecca of downtown Sarasota or Bradenton are just over the bridges, making this a perfect island getaway. MLS#A4598789. MICHAEL SAUNDERS & COMPANY.

Sleepy Lagoon For Sale $2,280,000

Reduced By $200,000

On Market For 142 Days
  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    2804

  • Year Built

    1996

  • $/SqFt

    $813

What could be better? It could be yours! MLS#A4597563. COLDWELL BANKER REALTY.

Sleepy Lagoon Pended $1,199,000

Reduced By $476,000

On Market For 155 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1560

  • Year Built

    1959

  • $/SqFt

    $769

The North end of Longboat Key features a number of great restaurants and shopping within a short bike ride, but the shopping and nightlife of St.Armands Circle and downtown Sarasota is also available just over the bridges, making this island escape a perfect balance for a remarkable quality of life. MLS#A4596628. MICHAEL SAUNDERS & COMPANY.

Sleepy Lagoon For Sale $2,850,000

Reduced By $150,000

On Market For 163 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2294

  • Year Built

    1993

  • $/SqFt

    $1,242

This home is about a mile to the Longboat Bridge to Anna Maria Island and a short drive to St. Armand's Circle, restaurants, and shopping. MLS#A4593444. MICHAEL SAUNDERS & COMPANY.

Sleepy Lagoon For Sale $3,690,000

Reduced By $560,000

*POTENTIAL GREAT VALUE
On Market For 180 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    4676

  • Year Built

    1994

  • $/SqFt

    $789

Come and experience the dream for yourself! MLS#A4592149. KELLER WILLIAMS ISLAND LIFE REAL ESTATE.

Sleepy Lagoon For Sale $1,150,000

Reduced By $175,000

On Market For 219 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1128

  • Year Built

    1966

  • $/SqFt

    $1,020

Come take a look while it is still available. MLS#A4590263. WAGNER REALTY.

Sleepy Lagoon For Sale $2,495,000

Reduced By $5,000

On Market For 230 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3137

  • Year Built

    2024

  • $/SqFt

    $795

Don't miss the opportunity to make this your forever home and experience the ultimate coastal lifestyle. MLS#A4588845. COLDWELL BANKER REALTY.

Sleepy Lagoon For Sale $4,500,000

Reduced By $495,000

On Market For 232 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4132

  • Year Built

    1994

  • $/SqFt

    $1,089

Other notable highlights include an outdoor shower with a dressing room, Sonos sound system throughout the property, and laundry on all three floors as well as deeded beach access across the cul-de-sac. MLS#A4587168. MICHAEL SAUNDERS & COMPANY.

Sleepy Lagoon Pended $1,795,000

Reduced By $1,000,000

On Market For 254 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    3086

  • Year Built

    1981

  • $/SqFt

    $582

New Roof put on in 2022. MLS#A4585460. DEVELOPERS REALTY LBK, INC.

Sleepy Lagoon For Sale $16,995,000

On Market For 445 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    6614

  • Year Built

    2023

  • $/SqFt

    $2,570

The Sarasota Bradenton International Airport is also located approximately 25 minutes from Gulfside Road. MLS#A4566403. 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 727-247-2363 and speak with one of our real estate consultants.

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