Neighborhood · Winter Garden, Florida
East Winter Garden
Historic streets, downtown access, room to grow
5
Homes for sale
$372,500
Median list price
$294
Avg price / sqft
46
Median days on market
East Winter Garden sits close to the heart of Winter Garden, a slice of Orange County where established streets meet the ongoing energy of a town that's reinvented its downtown. You'll find a mix of longtime communities like Hickory Hut and Village I alongside newer growth pushing out toward Hamlin. Families here are zoned to West Orange High, Lakeview Middle, and William S Maxey Elementary, and the pace feels connected without being crowded.
For a buyer today, this is a small, tightly held market — there are just five active listings, with a median list price of $372,500. That price point makes East Winter Garden one of the more attainable ways into a city where new construction and larger master-planned neighborhoods can run considerably higher. With limited inventory, serious buyers should be ready to move when the right home comes up, since options like Village F don't stay available long.
East Winter Garden is a community in Winter Garden, Florida.
Quick facts
$255,000 – $900K price range
1,485 sqft median home
$2,800/mo median rent
18 sold in 12 months
On the market now
Homes for sale in East Winter Garden
$900,000
402 E MAPLE STREET, WINTER GARDEN
6 bd · 5 ba · 2,876 sqft
$255,000
1105 LINCOLN TERRACE, WINTER GARDEN
3 bd · 1 ba · 814 sqft
$410,000$420,000
420 E CYPRESS STREET, WINTER GARDEN
3 bd · 2 ba · 1,616 sqft
$339,900
483 PENNSYLVANIA AVENUE, WINTER GARDEN
2 bd · 2 ba · 1,008 sqft
$372,500$375,000
884 KLONDIKE STREET, WINTER GARDEN
4 bd · 2 ba · 1,485 sqft
Every active listing inside the East Winter Garden boundary
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Browse East Winter Garden
Where the market lives
The numbers that matter
The East Winter Garden market
18
Sold, last 12 months
$289,500
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
29 days
Median time to sell
East Winter Garden vs Winter Garden
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 19.1% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the East Winter Garden boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools East Winter Garden is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median East Winter Garden home
≈ $2,577/mo
$372,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$2,800/mo
Median rent
Homes for rent inside the boundary
Population
4,427
Median age
35
Median income
$48,340
Median home value
$232,691
Beyond the listings
Living in East Winter Garden
Hobbies & Interests
Top 1% in the U.S.Green Thumb
From tiny sprouts and window plants, to flower arrangements and designing a landscape, this population has an affinity for all things green.
Beliefs
Top 3% in the U.S.Spiritual Practices
Making it to church on Sunday, this population is drawn together by their devotion to, primarily Christian, religion. Common activities include worship services and bible studies.
Food & Drink
Top 3% in the U.S.Fueling for Fitness
A population characterized by healthy eating. Often pre-planning for meals for the purpose of fitness and convenience. Likely to participate in meal prep trends.
Attitudes
Top 4% in the U.S.Volunteering & Giving
Expressing a desire to give back and do good for the community, this behavior emphasizes charity. Common activities include volunteering, fundraisers, and donations.
Food & Drink
Top 4% in the U.S.Ingredient Attentive
These folks are conscious about what they eat. They're looking for ingredients that not only taste great, but also have great nutritional benefits.
Attitudes
Top 6% in the U.S.Deal Seekers
These people are hunting discounts, contests, and promotions. The population loves a good sale, and they can't wait to share their bargain finds and winnings with friends and family.
Straight answers
East Winter Garden FAQs
Is East Winter Garden a good place to live?+
It's a well-located neighborhood close to downtown Winter Garden, with a mix of established communities like Hickory Hut and newer areas toward Hamlin. Families are zoned to West Orange High, Lakeview Middle, and William S Maxey Elementary, and the setting balances connection with a manageable pace.
Is East Winter Garden expensive?+
Compared to much of the city, it's relatively attainable — the median list price sits at $372,500. That makes it one of the more budget-friendly ways to buy into Winter Garden without stretching into the higher-priced newer communities.
What do homes cost in East Winter Garden?+
The current median list price is $372,500 across the active listings. Inventory is limited to five homes right now, so the available options vary and pricing can shift as new listings come on.
How is the market in East Winter Garden?+
It's a small, tightly held market with just five active listings on the MLS today. Because inventory is thin, well-priced homes in communities like Village I tend to attract attention quickly, so buyers should be prepared to act.
What about HOA fees and property taxes?+
Specific HOA and property tax figures aren't available for the current listings, and they vary by community — a newer master-planned area like Hamlin may carry different fees than an older neighborhood. Your agent can pull exact HOA dues and tax amounts for any home you're considering before you make an offer.
Keep exploring
More Winter Garden 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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