Neighborhood · Winter Garden, Florida
East Winter Garden
Old-Florida roots minutes from downtown Orlando
5
Homes for sale
$400,000
Median list price
$283
Avg price / sqft
68
Median days on market
East Winter Garden sits on the historic side of Winter Garden, close enough to downtown Orlando that the 18-minute drive barely registers, yet grounded in tight-knit pockets like Hickory Hut and Village I. This is a place where mature streets and older bungalows share ground with newer builds, and the theme parks — Universal at 21 minutes, Disney at 26 — are close without dominating daily life. Families here feed into West Orange High, Lakeview Middle, and William S Maxey Elementary.
For a buyer, the numbers tell a practical story: five active listings, a median list price of $400,000, and a wide range from $339,000 up to $900,000. Homes closed over the last year sold at a median of $287,500 with sellers netting about 98% of asking, so pricing is realistic but there's still room to negotiate. At a median 68 days on market, you have time to make a considered decision rather than a panicked one.
East Winter Garden is a community in Winter Garden, Florida.
Quick facts
$339,000 – $900K price range
1,534 sqft median home
$60/mo median HOA
$2,800/mo median rent
18 sold in 12 months
Drive times
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
$400,000
234 GRAND ROYAL CIRCLE, WINTER GARDEN
3 bd · 2 ba · 1,534 sqft
$410,000$420,000
420 E CYPRESS STREET, WINTER GARDEN
3 bd · 2 ba · 1,616 sqft
$339,000$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
$287,500
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
25 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
≈ $2,782/mo
$400,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$60/mo
Median HOA
From current listings inside the boundary
$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 grounded, established part of Winter Garden with easy access to downtown Orlando in about 18 minutes and the theme parks within a half hour. Families are assigned to West Orange High, Lakeview Middle, and William S Maxey Elementary, and neighborhoods like Hickory Hut and Village I give the area real character.
Is East Winter Garden expensive?+
It's more approachable than much of the region, with a median list price of $400,000 and homes starting around $339,000. Median rent runs about $2,800 a month, so both buyers and renters have realistic entry points here.
What do homes cost in East Winter Garden?+
The median list price is $400,000, ranging from $339,000 to $900,000, at an average of $283 per square foot on a median home size of about 1,534 square feet. Over the past year, 18 homes sold at a median of $287,500, so recent closings have come in below current asking levels.
How is the market right now?+
There are just five active listings and homes are taking a median of 68 days to sell, which points to a steadier, less frantic pace. Sellers are getting about 98% of asking on average, so well-priced homes still move — check current Hamlin and area listings for the latest.
What about HOA fees and property taxes?+
The median HOA here is a modest $60 per month, which keeps ongoing costs low compared to many amenity-heavy communities. Median property taxes come in around $4,850 per year, so factor both into your monthly budget.
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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