Neighborhood · Winter Springs, Florida
Jesup's Reserve
Walkable townhome living minutes from downtown Orlando
3
Homes for sale
$326,000
Median list price
$266
Avg price / sqft
67
Median days on market
Jesup's Reserve is a compact, walkable pocket of Winter Springs homes for sale built around townhome-scale living in Seminole County. It's the kind of place that trades big-lot sprawl for low-maintenance ownership, with easy reach to the county's more established neighborhoods like Tuscawilla and Deer Run. Downtown Orlando sits about 24 minutes away and MCO airport roughly 31, so commuters and travelers get a genuinely central address without the city-core price.
The market here is small and steady — just three active listings right now, with a median list price of $326,000 and a range that tops out at $395,000. Homes over the past year sold at a median of $364,950, with sellers pulling in about 98% of asking, so pricing has held firm. With a median of 67 days on market, this isn't a frenzied bidding-war environment; buyers have room to look closely and negotiate.
Jesup's Reserve is a community in Winter Springs, Florida.
Quick facts
$324,000 – $395K price range
1,129 sqft median home
$300/mo median HOA
$2,650/mo median rent
10 sold in 12 months
Drive times
On the market now
Homes for sale in Jesup's Reserve
$395,000
227 MCLEODS WAY, WINTER SPRINGS
3 bd · 3.5 ba · 1,872 sqft
$324,000$330,000
335 LANSBROOK LANE, WINTER SPRINGS
2 bd · 2 ba · 1,129 sqft
$326,000$356,000
455 OLD FARM LANE, WINTER SPRINGS
2 bd · 2 ba · 1,085 sqft
Every active listing inside the Jesup's Reserve boundary
Open full map search →Find your fit
Browse Jesup's Reserve
By feature — on the live map
The numbers that matter
The Jesup's Reserve market
10
Sold, last 12 months
$364,950
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
47 days
Median time to sell
Jesup's Reserve vs Winter Springs
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 1.3% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Jesup's Reserve boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Jesup's Reserve is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Jesup's Reserve home
≈ $2,528/mo
$326,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$300/mo
Median HOA
From current listings inside the boundary
$2,650/mo
Median rent
Homes for rent inside the boundary
Population
395
Median age
39
Median income
$118,962
Median home value
$386,300
Beyond the listings
Living in Jesup's Reserve
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
Jesup's Reserve FAQs
Is Jesup's Reserve a good place to live?+
It suits buyers who want a walkable, low-maintenance home with a central Seminole County address. You're about 24 minutes from downtown Orlando and assigned to Winter Springs High, Indian Trails Middle and Keeth Elementary. Nearby established communities like Sunrise Estates round out the neighborhood options.
Is Jesup's Reserve expensive?+
It's moderate for the Orlando metro. The median list price is $326,000 and homes sold over the past year at a median of $364,950, which is approachable compared to many nearby detached-home neighborhoods like North Orlando Ranches.
What do homes cost in Jesup's Reserve?+
Active listings run from $324,000 to $395,000, with a median list price of $326,000 and an average of about $266 per square foot. Median home size sits around 1,129 square feet, reflecting the townhome-scale layout here.
How is the market right now?+
It's small and steady, with just three active listings and a median of 67 days on market. Ten homes sold over the past year, and sellers averaged 98% of asking — so prices are holding, but buyers still have time to evaluate.
What about HOA and property taxes?+
The median HOA fee is about $300 per month, which typically supports the low-maintenance living these homes are built for. Median property tax runs around $3,595 per year, and if you're weighing renting, the median rent here is about $2,650 per month.
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.
Never miss a listing
New Jesup's Reserve homes, in your inbox
A daily digest of new Winter Springs listings — straight from the MLS. Unsubscribe anytime.