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 941-445-3138.

24 Results

Sleepy Lagoon Longboat Key Florida Homes For Sale

Sleepy Lagoon For Sale $1,874,900

View 749 Penfield St Longboat Key FL
View 749 Penfield St Longboat Key FL
View 749 Penfield St Longboat Key FL
On Market For 23 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2905

  • Year Built

    1968

  • $/SqFt

    $645

Explore the splendor of this exquisite, one-of-a-kind home – it is a true gem that should not be missed. MLS#N6131408. MICHAEL SAUNDERS & COMPANY.

Sleepy Lagoon For Sale $1,850,000

View 523 Juan Anasco Dr Longboat Key FL
View 523 Juan Anasco Dr Longboat Key FL
View 523 Juan Anasco Dr Longboat Key FL
On Market For 23 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 Pended $4,900,000

View 786 Norton St Longboat Key FL
View 786 Norton St Longboat Key FL
View 786 Norton St Longboat Key FL
On Market For 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3120

  • Year Built

    1984

  • $/SqFt

    $1,571

Experience the ultimate in waterfront living at 786 Norton Street, where every moment is a testament to the harmony between luxury, nature, and serenity. MLS#A4602111. MICHAEL SAUNDERS & COMPANY.

Sleepy Lagoon For Sale $1,999,000

Reduced By $296,000

View 710 Penfield St Longboat Key FL
View 710 Penfield St Longboat Key FL
View 710 Penfield St Longboat Key FL
*POTENTIAL GREAT VALUE
On Market For 51 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3543

  • Year Built

    1995

  • $/SqFt

    $564

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

Sleepy Lagoon For Sale $3,500,000

On Market For 37 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2000

  • Year Built

    1951

  • $/SqFt

    $1,750

Close to restaurants and shopping in the Longboat Village and near Cannon’s marina. Also provides great rental opportunities. MLS#A4600758. MICHAEL SAUNDERS & COMPANY.

Sleepy Lagoon For Sale $1,450,000

Reduced By $200,000

On Market For 40 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1758

  • Year Built

    1977

  • $/SqFt

    $825

Whether you are looking for a forever home or a great rental investment property, this could well be the home for you! MLS#A4598789. MICHAEL SAUNDERS & COMPANY.

Sleepy Lagoon For Sale $2,950,000

Reduced By $345,000

On Market For 50 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3601

  • Year Built

    2005

  • $/SqFt

    $819

Embrace the pinnacle of waterfront living in this exceptional Key West-inspired home, where every detail has been carefully curated to create a haven of luxury. MLS#A4595862. MICHAEL SAUNDERS & COMPANY.

Sleepy Lagoon For Sale $2,280,000

Reduced By $200,000

On Market For 62 Days
  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    2804

  • Year Built

    1996

  • $/SqFt

    $813

This dream home with worry-free raised living also generates great rental income to offset expenses, earning $44,000 for the 2023 winter season with 9 more months available for Owner use or more rentals! MLS#A4597563. COLDWELL BANKER REALTY.

Sleepy Lagoon Pended $1,645,000

Reduced By $150,000

On Market For 60 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2560

  • Year Built

    1986

  • $/SqFt

    $643

Enjoy the perfect island life in this coastal Key-West renovation. MLS#A4597579. PREMIER SOTHEBYS INTL REALTY.

Sleepy Lagoon For Sale $9,970,000

On Market For 64 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3420

  • Year Built

    2017

  • $/SqFt

    $2,915

Longboat Key Club is also minutes away with golf, tennis, pickleball and other club amenities. MLS#A4597248. DEVELOPERS REALTY LBK, INC.

Sleepy Lagoon For Sale $1,275,000

Reduced By $400,000

On Market For 67 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1560

  • Year Built

    1959

  • $/SqFt

    $817

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 75 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 Pended $1,595,000

Reduced By $100,000

On Market For 64 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1830

  • Year Built

    1977

  • $/SqFt

    $872

This home harkens back to the days of old Florida charm, quiet neighborhoods, boats cruising by with a friendly wave, all just a walk across the street to the public access opening onto the world-class powder sand beaches and calming waters of the Gulf of Mexico. MLS#A4592329. COLDWELL BANKER REALTY.

Sleepy Lagoon For Sale $2,200,000

Reduced By $100,000

On Market For 85 Days
  • Bedrooms

    2

  • Full Bath(s)

    3

  • Sq. Ft.

    2536

  • Year Built

    2009

  • $/SqFt

    $868

Nearby restaurants, amazing parks and close proximity to Anna Maria, Bradenton and Sarasota make this home the perfect choice. Furniture available by separate negotiation. MLS#A4593104. MICHAEL SAUNDERS & COMPANY.

Sleepy Lagoon For Sale $4,250,000

*POTENTIAL GREAT VALUE
On Market For 120 Days
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    4676

  • Year Built

    1994

  • $/SqFt

    $909

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

Sleepy Lagoon For Sale $1,299,999

Reduced By $25,001

On Market For 130 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1128

  • Year Built

    1966

  • $/SqFt

    $1,152

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

Sleepy Lagoon For Sale $2,700,000

On Market For 142 Days
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3137

  • Year Built

    2024

  • $/SqFt

    $861

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 $4,795,000

Reduced By $200,000

On Market For 144 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4132

  • Year Built

    1994

  • $/SqFt

    $1,160

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 $1,250,000

On Market For 92 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1944

  • Year Built

    1959

  • $/SqFt

    $643

Convenient to amazing dining options such as Shore, Mar Vista, Harry's and more. MLS#A4586792. REAL BROKER, LLC.

Sleepy Lagoon For Sale $2,795,000

On Market For 172 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    3086

  • Year Built

    1981

  • $/SqFt

    $906

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

Sleepy Lagoon For Sale $2,395,000

On Market For 172 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2032

  • Year Built

    1974

  • $/SqFt

    $1,179

Celebrate the natural beauty of Florida as it was truly meant to be experienced in this enchanting coastal home. MLS#A4585461. DEVELOPERS REALTY LBK, INC.

Sleepy Lagoon For Sale $2,699,999

Reduced By $799,001

On Market For 284 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2659

  • Year Built

    2021

  • $/SqFt

    $1,015

This breathtaking property has everything the island has to offer. MLS#A4574341. WILLIAM GLADE LIC. REAL ESTATE BROKER.

Sleepy Lagoon For Sale $16,995,000

On Market For 360 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.

Sleepy Lagoon For Sale $17,500,000

Reduced By $4,500,000

On Market For 533 Days
  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    6820

  • Year Built

    2023

  • $/SqFt

    $2,566

There is a three car garage plus a home elevator. MLS#A4549851. DEVELOPERS REALTY LBK, INC.

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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 941-445-3138 and speak with one of our real estate consultants.

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