Neighborhood · Winter Springs, Florida
Jesups Landing
Townhome living close to everything in Winter Springs
5
Homes for sale
$375,000
Median list price
$228
Avg price / sqft
36
Median days on market
Jesups Landing is a compact, walkable pocket of Winter Springs in Seminole County, where townhome-style living keeps things low-maintenance and community-focused. It sits within easy reach of the area's established neighborhoods like Tuscawilla and Deer Run, with assigned schools including Winter Springs High and Keeth Elementary. Downtown Orlando is about 28 minutes away, and MCO airport lands at roughly 37 minutes, so it works for commuters and travelers alike.
For buyers, this is a small and fast-moving market — just 5 active listings right now, with a median list price of $375,000 and homes sized around 1,606 square feet. Over the past year 11 homes sold at a median of $404,000, and sellers collected about 98% of asking, so well-priced listings don't linger. If you're comparing options nearby, communities like Sunrise Estates and North Orlando Ranches round out the Winter Springs picture.
Jesups Landing is a community in Winter Springs, Florida.
Quick facts
$360,000 – $425K price range
1,606 sqft median home
$233/mo median HOA
11 sold in 12 months
Drive times
On the market now
Homes for sale in Jesups Landing
$425,000
1380 MILL STREAM LANE, WINTER SPRINGS
3 bd · 3.5 ba · 2,068 sqft
$370,000
457 GEE HAMMOCK LANE, WINTER SPRINGS
3 bd · 2.5 ba · 1,435 sqft
$375,000$379,900
453 GEE HAMMOCK LANE, WINTER SPRINGS
3 bd · 2.5 ba · 1,519 sqft
$394,900$395,000
1357 MILL STREAM LANE, WINTER SPRINGS
3 bd · 2.5 ba · 1,606 sqft
$360,000$382,400
1384 MILL STREAM LANE, WINTER SPRINGS
3 bd · 3.5 ba · 1,932 sqft
Every active listing inside the Jesups Landing boundary
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Browse Jesups Landing
By feature — on the live map
Where the market lives
The numbers that matter
The Jesups Landing market
11
Sold, last 12 months
$404,000
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
30 days
Median time to sell
Jesups Landing vs Winter Springs
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 6.8% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Jesups Landing boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Jesups Landing is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Jesups Landing home
≈ $2,820/mo
$375,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$233/mo
Median HOA
From current listings inside the boundary
Population
503
Median age
39
Median income
$118,962
Median home value
$386,300
Beyond the listings
Living in Jesups Landing
Relationships
Top 2% in the U.S.Happily Ever After
Whether it's the stress of wedding planning or looking back on that special day, this population has their eyes and hearts focused on lifelong commitment.
Active
Top 3% in the U.S.Functional Fitness
Looking good and reaching fitness goals is all about discipline: Eat right. Work hard. No excuses. This population is more likely to view working out as a means to an end.
Active
Top 3% in the U.S.Fitness Obsession
Passionate about strength training, this population relies heavily on the encouragement of the exercise community. While these people seek the latest fitness techniques, they're also interested in supplements and equipment.
Appearance oriented
Top 6% in the U.S.Fitness Fashion
Workout clothes aren't just for working out anymore. This population enjoys wearing name-brand athletic apparel for fashion and functional purposes.
Active
Top 7% in the U.S.Organized Sports
From tryouts and casual pick-up games, to varsity tournaments and intramural matches, this population includes people who participate in organized athletics. Often through schools or public recreational areas.
Entertainment
Top 7% in the U.S.Competitive Nature
These folks have their head in the game. Whether it's creating a card game tournament with friends or cheering on the home team, these people want to win.
Straight answers
Jesups Landing FAQs
Is Jesups Landing a good place to live?+
It's a strong fit if you want a walkable, low-maintenance home with quick access to greater Orlando. Downtown Orlando is about 28 minutes away and the airport around 37, and the neighborhood sits among established Winter Springs communities like Tuscawilla. Assigned schools include Winter Springs High School and Keeth Elementary.
Is Jesups Landing expensive?+
It sits in a mid-range bracket for the area, with a median list price of $375,000 and active listings running from $360,000 to $425,000. At an average of $228 per square foot, it's an accessible entry point compared to larger single-family neighborhoods nearby.
What do homes cost in Jesups Landing?+
Current active listings are priced between $360,000 and $425,000, with a median of $375,000 for homes around 1,606 square feet. Over the last 12 months, 11 homes sold at a median price of $404,000.
How is the market in Jesups Landing?+
It's small and competitive — only 5 homes are active right now, and the median days on market is 36. Sellers have averaged about 98% of their asking price over the past year, so well-priced homes tend to move. You can compare pace against the broader Winter Springs market.
What about HOA and property taxes?+
The median HOA fee here runs about $233 per month, which typically reflects the townhome-style, lower-maintenance living. Median property taxes come in around $4,811 per year, so factor both into your monthly budget.
Keep exploring
More Winter Springs 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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