Neighborhood · Winter Springs, Florida
Jesup's Reserve
Townhome-style living close to Orlando's core
3
Homes for sale
$369,500
Median list price
$231
Avg price / sqft
78
Median days on market
Jesup's Reserve is a compact, walkable pocket of Winter Springs in Seminole County, sitting among established neighborhoods like Tuscawilla, Deer Run, and Oak Forest. Homes here run around 1,863 square feet, and the community keeps things tidy with an HOA that handles the shared upkeep. You're zoned for Keeth Elementary, Indian Trails Middle, and Winter Springs High, and downtown Orlando is roughly 24 minutes down the road.
For buyers, this is a small, fast-moving market. There are just 2 active listings right now, with a median list price of $381,000 and homes trading at about $204 per square foot. Over the past year 11 homes sold at a median of $360,000, and with a median 18.5 days on market and sellers getting 98% of asking, you'll want to be ready to move when the right one lists.
Jesup's Reserve is a community in Winter Springs, Florida.
Quick facts
$323,000 – $388K price range
1,854 sqft median home
$300/mo median HOA
10 sold in 12 months
Drive times
On the market now
Homes for sale in Jesup's Reserve
$369,500
412 BLUE BAYOU LANE, WINTER SPRINGS
3 bd · 3.5 ba · 1,854 sqft
$387,500$390,000
227 MCLEODS WAY, WINTER SPRINGS
3 bd · 3.5 ba · 1,872 sqft
$323,000$324,000
335 LANSBROOK LANE, WINTER SPRINGS
2 bd · 2 ba · 1,129 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
$347,450
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
≈ $2,757/mo
$369,500 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
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's a well-kept, walkable community in Winter Springs with a location that puts downtown Orlando about 24 minutes away and the airport around 31 minutes. Families are drawn to the Keeth Elementary, Indian Trails Middle, and Winter Springs High assignments, and the HOA keeps the shared spaces consistent.
Is Jesup's Reserve expensive?+
It sits in a mid-range bracket for the area, with a median list price of $381,000 and homes trading around $204 per square foot. Compared to larger established neighborhoods like Tuscawilla, the smaller footprints here keep entry prices approachable.
What do homes cost in Jesup's Reserve?+
Current active listings range from $369,500 to $392,500 with a median list price of $381,000. Over the last 12 months, 11 homes sold at a median price of $360,000, and typical homes run about 1,863 square feet.
How is the market in Jesup's Reserve?+
It's tight and quick — only 2 homes are active right now, and the median time on market is just 18.5 days. Sellers are getting about 98% of their asking price, so buyers should be prepared to act fast, much like in nearby Oak Forest.
What are the HOA fees and property taxes like?+
The median HOA fee is about $300 per month, which covers the community's shared maintenance. Property taxes run around $3,784 per year at current median values.
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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