Sleepy Lagoon Homes on Longboat Key

Upscale and casual Sleepy Lagoon is home to just over 250 homes ranging from unique bungalows to showpiece mansions.  A casual intersection of the Key’s colorful past and cultured present, Sleepy Lagoon delivers an eclectic offering of architectural styles.  Nearly every home in the Sleep Lagoon neighborhood enjoys picturesque views of either Sarasota’s skyline in the east or the Gulf of Mexico in the west.  Residents and vacationers alike love the rich diversity of local restaurants and shops combined with the nearby access to the best of Sarasota.

Sleepy Lagoon Homes for Sale

All Listings$400,000 - $500,000$500,000 - $600,000
$600,000 - $700,000$700,000 - $800,000$900,000 - $1,000,000
Over $1,000,000
27 Properties Found. Showing Page 1 of 4
View As: Thumbnails List Map
Sort by:

This Direct Bayfront Estate With Over 600 Feet ...

$8,400,000
6 br, 7 ba, 8,976 ft² Sleepy Lagoon Park Days on Market: 74
Price:
$8,400,000
City:
Longboat Key
Beds:
6
Baths:
7
Subdivision:
Sleepy Lagoon Park
MLS® #:
A3957285
Days on Market:
74
Developers Realty Inc
Provider:
Developers Realty Inc

This Direct Bayfront Estate With Over 600 Feet Of Waterfront Gated With Lush Landscaping And Cora...

Longboat Key, FL Real Estate: Residential Property for Sale in SLEEPY LAGOON PARK

Gulf Front Estate Beauty!! Completely Redesigne...

$6,895,000
6 br, 8 ba, 6,571 ft² Sleepy Lagoon Days on Market: 70
Price:
$6,895,000
City:
Longboat Key
Beds:
6
Baths:
8
Subdivision:
Sleepy Lagoon
MLS® #:
A3957475
Days on Market:
70
Developers Realty Inc
Provider:
Developers Realty Inc

Gulf Front Estate Beauty!! Completely Redesigned And Built In 2003. Over An Acre Gated, Private E...

MLS®# A3957475: Longboat Key Residential Real Estate for Sale at 6301 Gulf Of Mexico Dr in SLEEPY LAGOON

Unique Opportunity To Own A One Of A Kind Gulf ...

Price:
$6,000,000
City:
Longboat Key
Subdivision:
Sleepy Lagoon
MLS® #:
A3958845
Days on Market:
41
Michael Saunders & Company
Provider:
Michael Saunders & Company

Unique Opportunity To Own A One Of A Kind Gulf Front Estate Lot With 200' Of Gulf Frontage. Two B...

MLS®# A3958845: LONGBOAT KEY Land Real Estate for Sale at 6271 & 6281 Gulf Of Mexico Dr in SLEEPY LAGOON

100' Of White Sandy Beach. A Perfect Lot For Es...

$5,495,000
10 br, 8 ba, 4,656 ft² Sleepy Lagoon Days on Market: 1350
Price:
$5,495,000
City:
Longboat Key
Beds:
10
Baths:
8
Subdivision:
Sleepy Lagoon
MLS® #:
A3894252
Days on Market:
1350
Re/max Alliance Group
Provider:
Re/max Alliance Group

100' Of White Sandy Beach. A Perfect Lot For Estate Or Re-development. Grandfathered-in Under Cur...

MLS®# A3894252: Longboat Key Residential Real Estate for Sale at 6351 Gulf Of Mexico Dr in SLEEPY LAGOON

Best Of Both Worlds - 5bd/5.5ba Custom Built Ho...

$4,900,000
5 br, 6 ba, 5,015 ft² Sleepy Lagoon Days on Market: 350
Price:
$4,900,000
City:
Longboat Key
Beds:
5
Baths:
6
Subdivision:
Sleepy Lagoon
MLS® #:
A3944601
Days on Market:
350
Michael Saunders & Company
Provider:
Michael Saunders & Company

Best Of Both Worlds - 5bd/5.5ba Custom Built Home On Over An Acre Of Tropical Lush Landscaping. ...

MLS®# A3944601: Longboat Key Residential Real Estate for Sale at 6171 Gulf Of Mexico Dr in SLEEPY LAGOON

Quiet, Charming And Very Private Beachfront Hom...

$4,495,000
5 br, 5 ba, 3,247 ft² Sleepy Lagoon Days on Market: 365
Price:
$4,495,000
City:
Longboat Key
Beds:
5
Baths:
5
Subdivision:
Sleepy Lagoon
MLS® #:
A3943938
Days on Market:
365
Premier Sotheby's Intl. Realty
Provider:
Premier Sotheby's Intl. Realty

Quiet, Charming And Very Private Beachfront Home With Enormous Views Of The Gulf. Situated On A P...

MLS®# A3943938: Longboat Key Residential Real Estate for Sale at 6429 Gulfside Rd in SLEEPY LAGOON

Magnificent Gulf Front Gated And Fenced Private...

$4,475,000
5 br, 5 ba, 6,390 ft² Sleepy Lagoon Days on Market: 974
Price:
$4,475,000
City:
Longboat Key
Beds:
5
Baths:
5
Subdivision:
Sleepy Lagoon
MLS® #:
A3913910
Days on Market:
974
Developers Realty Inc
Provider:
Developers Realty Inc

Magnificent Gulf Front Gated And Fenced Private Estate On 1+ Acres With A Private Boardwalk To Go...

MLS®# A3913910: Longboat Key Residential Real Estate for Sale at 6121 Gulf Of Mexico Dr in SLEEPY LAGOON

This Longboat Key Beach Front Property Is Aptly...

$3,999,999
5 br, 5 ba, 3,590 ft² Sleepy Lagoon Days on Market: 127
Price:
$3,999,999
City:
Longboat Key
Beds:
5
Baths:
5
Subdivision:
Sleepy Lagoon
MLS® #:
A3954670
Days on Market:
127
Premier Sotheby's Intl. Realty
Provider:
Premier Sotheby's Intl. Realty

This Longboat Key Beach Front Property Is Aptly Named "high Spirits" By The Sellers, As It Will B...

MLS®# A3954670: Longboat Key Residential Real Estate for Sale at 6201 Gulf Of Mexico Dr in SLEEPY LAGOON

Did you find your Dream Home in your search?

If not, let me help you! Fill out the form below and describe your dream home in as much detail as possible. I'll do the search and send you all the properties currently available that match your criteria. In addition, you'll receive new matching properties immediately as they come on the market!

* Indicates a Required Field.

Your Contact Information
Property Information
Moving Details

Need more information about Sarasota Real Estate?

Contact Jaime Carrion today at 941-928-8892 if you need additional information on any of the properties listed above or with any questions you may have. Search Sarasota MLS listings for homes or condos in other Sarasota communities.

Back to Top of Sleepy Lagoon Homes

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.

Listing information last updated on May 23rd, 2012 at 12:55pm EDT.