Eric Chery
Map of Jesups Landing
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Neighborhood · Winter Springs, Florida

Jesups Landing

Townhome living in the heart of Winter Springs

4

Homes for sale

$378,700

Median list price

$237

Avg price / sqft

23

Median days on market

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Jesups Landing is a compact, well-kept community in Winter Springs where low-maintenance townhomes put you close to the shops, trails, and everyday conveniences that make this part of Seminole County so easy to live in. It's a natural fit for buyers who want a lock-and-leave lifestyle without giving up good schools like Keeth Elementary and Winter Springs High, and it sits within reach of established neighborhoods like Tuscawilla, Deer Run, and Highlands.

The market here moves quickly. With just 4 active listings and homes going under contract in a median of 7 days, buyers should be ready to act, and sellers are getting about 98% of asking on average. Prices are approachable for the area — the median list price sits at $382,450 — which keeps Jesups Landing competitive against nearby options across Winter Springs homes for sale.

Jesups Landing is a community in Winter Springs, Florida.

Quick facts

$370,000$395K price range

1,563 sqft median home

$233/mo median HOA

11 sold in 12 months

On the market now

Homes for sale in Jesups Landing

Every active listing inside the Jesups Landing boundary

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Find your fit

Browse Jesups Landing

By feature — on the live map

The numbers that matter

The Jesups Landing market

11

Sold, last 12 months

$418,000

Median sold price

98%

Sale-to-list ratio

What sellers actually get vs asking

41 days

Median time to sell

Jesups Landing vs Winter Springs

Median list price

Jesups Landing$379K
Winter Springs Co.$420K

Price per sqft

Jesups Landing$237
Winter Springs Co.$244

Days on market

Jesups Landing23d
Winter Springs Co.38d

Median sold price — 3-yr, 3-mo rolling

4.3% yr/yr

$386K$424K$462KJul ’23May ’26

Homes sold per month

024Jul ’23May ’26

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

$2,809/mo

Principal & interest $1,995
Property tax $371
HOA / fees $233
Insurance (est.) $210

$378,700 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 choice for buyers who want a manageable, community-oriented setting in Winter Springs with good Seminole County schools. Homes feed Keeth Elementary, Indian Trails Middle, and Winter Springs High School, and you're close to established neighborhoods like Cypress Club. The pace of sales — a median of 7 days on market — tells you demand here is real.

Is Jesups Landing expensive?+

It's one of the more approachable options in Winter Springs, with a median list price of $382,450 and active listings ranging from $370,000 to $399,900. At an average of $239 per square foot, it lands well below the luxury tiers you'll find in parts of Tuscawilla.

What do homes cost in Jesups Landing?+

Current active listings sit between $370,000 and $399,900 with a median of $382,450, and the median home is about 1,563 square feet. Over the last 12 months, 12 homes sold at a median price of $404,000 — a sign that sale prices have been landing at or above list.

How is the market in Jesups Landing?+

It's fast and competitive, with only 4 active listings and a median of 7 days on market. Sellers are averaging about 98% of asking, so buyers should come in prepared with financing lined up and a clear budget.

What are the HOA fees and property taxes?+

The median HOA runs about $233 per month, which typically supports the community's low-maintenance appeal. Median property taxes come in around $4,452 per year — worth budgeting alongside your mortgage when you compare Jesups Landing to other Winter Springs homes for sale.

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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