
Neighborhood · Longboat Key, Florida
Sleepy Lagoon
Waterfront living at the north end of the Key
14
Homes for sale
$3,497,500
Median list price
$1,212
Avg price / sqft
152
Median days on market
Sleepy Lagoon sits toward the north end of Longboat Key, where quiet canals and Gulf access shape daily life more than anything else. This is a small, water-focused pocket of Sarasota County — nearly every home here has a waterfront setting and a pool, and boaters can slip out to the bay in minutes. Neighbors like Long Beach, Country Club Shores and the island communities of Jewfish Key and Dream Island give the area a barrier-island rhythm: slow, private, and built around the water.
For a buyer today, this is a luxury market with a wide spread. There are 14 active listings and a median list price of $3,497,500, but the range runs from $1,175,000 all the way to $15,000,000. Homes take their time here — the median is 152 days on market — and over the past year 13 homes sold at a median of $1,670,000, with sellers collecting about 93% of asking. That gap between list and sold price tells you there's room to negotiate if you come prepared.
Sleepy Lagoon is a community in Longboat Key, Florida.
Quick facts
$1,175,000 – $15M price range
3,321 sqft median home
$3/mo median HOA
$4,800/mo median rent
13 sold in 12 months
Drive times
On the market now
Homes for sale in Sleepy Lagoon
View all 14 →
$4,000,000
592 JUAN ANASCO DRIVE, LONGBOAT KEY
5 bd · 5.5 ba · 3,600 sqft

$1,175,000
616 LYONS LANE, LONGBOAT KEY
2 bd · 2.5 ba · 1,755 sqft

$1,895,000
523 JUAN ANASCO DRIVE, LONGBOAT KEY
4 bd · 3 ba · 2,899 sqft

$2,995,000$3,250,000
501 NORTON STREET, LONGBOAT KEY
5 bd · 3 ba · 3,042 sqft

$2,500,000
771 MARBURY LANE, LONGBOAT KEY
5 bd · 4 ba · 3,016 sqft

$4,290,000$4,390,000
761 NORTON STREET, LONGBOAT KEY
4 bd · 5.5 ba · 4,674 sqft

$1,295,000
550 DE NARVAEZ DRIVE, LONGBOAT KEY
3 bd · 2 ba · 1,758 sqft

$13,995,000$14,995,000
6489 GULFSIDE ROAD, LONGBOAT KEY
4 bd · 4.5 ba · 6,616 sqft

$2,495,000
640 LYONS LANE, LONGBOAT KEY
3 bd · 3.5 ba · 2,130 sqft

$1,700,000
569 JUAN ANASCO DRIVE, LONGBOAT KEY
3 bd · 4 ba · 2,804 sqft

$4,295,000$4,495,000
530 DE NARVAEZ DRIVE, LONGBOAT KEY
4 bd · 5 ba · 4,106 sqft

$4,695,000$4,850,000
569 BAYVIEW DRIVE, LONGBOAT KEY
4 bd · 5 ba · 4,106 sqft
Every active listing inside the Sleepy Lagoon boundary
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Browse Sleepy Lagoon
By feature — on the live map
Where the market lives
The numbers that matter
The Sleepy Lagoon market
13
Sold, last 12 months
$1,670,000
Median sold price
93%
Sale-to-list ratio
What sellers actually get vs asking
35 days
Median time to sell
Sleepy Lagoon vs Longboat Key
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 11.7% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Sleepy Lagoon boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Sleepy Lagoon is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Sleepy Lagoon home
≈ $20,082/mo
$3,497,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$3/mo
Median HOA
From current listings inside the boundary
$4,800/mo
Median rent
Homes for rent inside the boundary
Population
437
Median age
68
Median income
$130,791
Median home value
$816,296
Beyond the listings
Living in Sleepy Lagoon
Hobbies & Interests
Top 7% in the U.S.Wanderlust
Always thinking about their next destination, this population loves exploring new places abroad or right in their own backyard. They hold onto past trips by sharing their favorite memories and pictures year round.
Culture
Top 9% in the U.S.Sites to See
This population finds the most beautiful sites just by looking up. Sunrise, sunset or sometime in between, these people love to marvel at man-made and natural wonders.
Lifestyles
Top 17% in the U.S.Wealth Signaling
Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.
Hobbies & Interests
Top 19% in the U.S.Natural Beauty
This population marvels at the beauty of nature, and they want to capture every breath-taking scene.
Appearance oriented
Top 19% in the U.S.Trend Trackers
This population lives as fast as the culture. They like to keep up with the latest trends, especially when it comes to apparel and accessories.
Relationships
Top 20% in the U.S.Love & Romance
Love is in the air when this population is present. Includes people expressing their feelings for significant others in special ways. Common activities include anniversaries and date nights.
Straight answers
Sleepy Lagoon FAQs
Is Sleepy Lagoon a good place to live?+
It suits buyers who want a quiet, water-oriented life on a barrier island rather than a busy in-town setting. Nearly all homes are waterfront with pools, and the assigned schools include Bayshore High School, Martha B. King Middle School and Anna Maria Elementary School. Downtown Tampa is roughly 75 minutes away when you need a bigger city.
Is Sleepy Lagoon expensive?+
Yes — this is a luxury market where all 14 active listings are priced above $1M. The median list price is $3,497,500, and property taxes run around $17,286 a year at the median. The upside for a buyer is the room to negotiate, with sellers averaging 93% of asking over the past year.
What do homes cost in Sleepy Lagoon?+
Active listings range from $1,175,000 to $15,000,000, with a median list price of $3,497,500 and an average of about $1,212 per square foot. The typical home is around 3,321 square feet. Over the last 12 months, 13 homes sold at a median price of $1,670,000.
How is the market in Sleepy Lagoon?+
It's a slow, deliberate luxury market — the median home sits 152 days before selling, and 13 homes changed hands over the past year. With sellers averaging 93% of their asking price, patient buyers have negotiating room, and six of the current listings are new construction if you want something newer.
What about HOA fees and property taxes?+
HOA costs here are minimal, with a median of just $3 a month, so you're not buying into a heavily managed community. Property taxes are the bigger line item at a median of about $17,286 per year, reflecting the neighborhood's high home values. If you're renting instead, the median is $4,800 a month.
Keep exploring
More Longboat Key neighborhoods
Neighborhood boundary by edgeAI; listings matched to the polygon. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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