Neighborhood · Winter Garden, Florida
Deer Island
A quiet enclave with big-ticket homes near Orlando
Deer Island sits in Winter Garden's western Orange County stretch, where large lots and low turnover define the pace. It's the kind of pocket where neighbors settle in for years, with nearby Winter Garden homes for sale feeding a broader community anchored by names like Hickory Hut, Village I, and Hamlin. Downtown Orlando is about 24 minutes away, with Universal roughly 26 and Walt Disney World near 38, so the whole region stays within easy reach.
The market reality here is scarcity: there are currently no active listings in Deer Island, and just 7 homes changed hands over the past 12 months. Those sales landed at a median sold price of $1,175,000, with sellers collecting about 93% of asking on average. Buyers should expect to wait for the right home to come up and to move decisively when one does.
Deer Island is a community in Winter Garden, Florida.
Quick facts
4 sold in 12 months
Drive times
On the market now
Homes for sale in Deer Island
Nothing active right now.
Set an alert below and we’ll email you the moment something lists here.
Every active listing inside the Deer Island boundary
Open full map search →The numbers that matter
The Deer Island market
4
Sold, last 12 months
$1,437,500
Median sold price
91%
Sale-to-list ratio
What sellers actually get vs asking
108 days
Median time to sell
Deer Island vs Winter Garden
Median sold price — 3-yr, 3-mo rolling
▲ 100.0% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Deer Island boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Deer Island is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
Population
284
Median age
36
Median income
$186,838
Median home value
$675,900
Beyond the listings
Living in Deer Island
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.
Relationships
Top 3% 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.
Lifestyles
Top 4% in the U.S.Wealth Signaling
Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.
Beliefs
Top 4% in the U.S.Local Engagement
These citizens want to make their neighborhood a better, more beautiful place to live. They're attentive to the needs and affairs of the local community.
Hobbies & Interests
Top 5% in the U.S.Handcrafted
The only thing more beautiful than handmade decor? The hands that made it. This population appreciates the time and care put into one-of-a-kind pieces.
Food & Drink
Top 5% 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.
Straight answers
Deer Island FAQs
Is Deer Island a good place to live?+
It suits buyers who want a low-density, high-value setting with strong regional access. Downtown Orlando is roughly 24 minutes away, Universal about 26, and MCO airport near 33, so you're central without being in the middle of the noise. Homes here feed West Orange High, Lakeview Middle, and Tildenville Elementary.
Is Deer Island expensive?+
Yes, it's a premium pocket of Winter Garden. Homes sold at a median of $1,175,000 over the past 12 months, which puts it well above much of the surrounding market. If that's outside your range, the broader Winter Garden homes for sale span a wider set of price points.
What do homes cost in Deer Island?+
Over the last 12 months, 7 homes sold at a median price of $1,175,000. There are no active listings right now, so pricing is best gauged from those recent sales. Expect large-lot, higher-end properties rather than entry-level inventory.
How is the Deer Island market right now?+
It's thin and slow-moving, with zero active listings and only 7 sales in the past year. Sellers averaged 93% of asking, so there's room to negotiate when a home does come up. The nearby Hamlin area offers more active options if you want to keep looking while you wait.
What about HOA fees and property taxes?+
We don't have current HOA or property tax figures published for Deer Island, since there's no active inventory to pull them from. For a specific home, we can confirm those costs directly from the listing and county records before you make an offer. Reach out and we'll get you the exact numbers.
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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