Neighborhood · Longboat Key, Florida
Sleepy Lagoon
Waterfront living on Longboat's quiet north end
13
Homes for sale
$4,000,000
Median list price
$1,216
Avg price / sqft
142
Median days on market
Sleepy Lagoon sits on the north end of Longboat Key homes for sale, a pocket of the barrier island where canal-front lots and boat docks set the pace of daily life. Nearly every home here has a water connection — 11 of the 13 active listings are waterfront and 12 have pools — and neighbors like Long Beach and Emerald Harbor share the same easygoing, deep-water character. This is Gulf-access living without the density of the island's busier stretches.
For a buyer today, the market rewards patience. There are 13 active listings with a median list price of $4,000,000, and homes are sitting a median of 142 days before selling — a signal there's room to negotiate. Over the last 12 months 14 homes sold at a median of $1,972,500, with sellers collecting about 92% of asking, so the gap between list and close is real and worth planning for.
Sleepy Lagoon is a community in Longboat Key, Florida.
Quick facts
$1,175,000 – $15M price range
3,600 sqft median home
$3/mo median HOA
$4,800/mo median rent
14 sold in 12 months
Drive times
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
$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
$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
$1,972,500
Median sold price
92%
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
▼ 4.6% 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
≈ $22,979/mo
$4,000,000 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, water-oriented pocket on the north end of Longboat Key where 11 of 13 active homes are waterfront and 12 have pools. If boating and Gulf access matter to you, this is one of the island's most direct routes to that lifestyle. Assigned schools include Anna Maria Elementary, Martha B. King Middle, and Bayshore High School.
Is Sleepy Lagoon expensive?+
Yes — this is a premium waterfront market with a median list price of $4,000,000 and average pricing around $1,216 per square foot. That said, listings start at $1,175,000, so there are entry points well below the median. Every active listing is priced above $1M.
What do homes cost in Sleepy Lagoon?+
Active listings range from $1,175,000 to $15,000,000 with a median list of $4,000,000, while homes that actually closed over the past year had a median sold price of $1,972,500. The typical home runs about 3,600 square feet. Nearby Country Club Shores is worth comparing if you want a sense of the wider north-end market.
How is the market right now?+
It favors buyers who take their time. Fourteen homes sold in the last 12 months against 13 currently active, and the median days on market is 142 — homes aren't moving fast. Sellers are getting about 92% of asking on average, so there's negotiating room built in.
What about HOA fees and property taxes?+
HOA costs here are effectively nonexistent, with a median of just $3/month, so you're not carrying heavy association dues. Property taxes are the bigger line item, with a median around $20,291 per year reflecting these waterfront values. Median rent in the area runs about $4,800/month if you're weighing renting first.
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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