Neighborhood · Longboat Key, Florida
Sleepy Lagoon
Waterfront living on Longboat Key's north end
13
Homes for sale
$2,995,000
Median list price
$1,218
Avg price / sqft
142
Median days on market
Sleepy Lagoon sits on the northern stretch of Longboat Key, a pocket of waterfront homes where mornings mean boat lifts, dockside coffee and easy Gulf access. It's a quiet, water-first neighborhood — close in character to nearby Long Beach and Emerald Harbor, with pools and canal frontage the norm rather than the exception. This is the kind of place people buy to slow down without giving up the boat.
The market here is small and priced accordingly: 13 active listings with a median list of $2,995,000, and asking prices running from $1,175,000 all the way to $15,000,000. Homes take their time — a median 142 days on market — and 14 sales over the past year closed at a median of $1,607,500, with sellers netting about 93% of asking. If you're buying, there's room to negotiate and time to be selective, especially compared to the frenzied pace elsewhere on the coast.
Sleepy Lagoon is a community in Longboat Key, Florida.
Quick facts
$1,175,000 – $15M price range
3,042 sqft median home
$3/mo median HOA
$4,800/mo median rent
14 sold in 12 months
On the market now
Homes for sale in Sleepy Lagoon
View all 13 →
$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
$15,000,000
6603 GULFSIDE ROAD, LONGBOAT KEY
5 bd · 5.5 ba · 4,925 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
14
Sold, last 12 months
$1,607,500
Median sold price
93%
Sale-to-list ratio
What sellers actually get vs asking
54 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
≈ $17,684/mo
$2,995,000 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's a quiet, waterfront-focused neighborhood on the north end of Longboat Key, where 11 of 13 active listings sit on the water and 12 have pools. If you want boat access and a slower, residential pace over nightlife, it fits. Assigned schools include Anna Maria Elementary, Martha B. King Middle and Bayshore High School.
Is Sleepy Lagoon expensive?+
Yes — it's a high-end waterfront market where every active listing is priced above $1M. The median list price is $2,995,000, and asking prices range from $1,175,000 to $15,000,000, reflecting the mix of established homes and new construction.
What do homes cost in Sleepy Lagoon?+
The median list price is $2,995,000, while homes that actually sold over the past 12 months closed at a median of $1,607,500. Pricing averages about $1,218 per square foot, and the typical home runs around 3,042 square feet. You'll find comparable waterfront options in nearby Emerald Harbor.
How is the market right now?+
It's a measured, buyer-friendly market: 13 homes are active, 14 sold in the past year, and the median time on market is 142 days. Sellers are averaging 93% of their asking price, so there's meaningful room to negotiate.
What about HOA fees and property taxes?+
HOA costs here are minimal — the median is just $3 per month — so you're largely buying freestanding waterfront homes without heavy association dues. Property taxes are the bigger line item, with a median of $20,291 per year given the price point.
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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