Neighborhood · Oakland, Florida
Oak Park Of Winter Garden
Small-town Oakland living minutes from West Orange
1
Homes for sale
$468,000
Median list price
$304
Avg price / sqft
1
Median days on market
Oak Park of Winter Garden sits in Oakland, the quiet edge of West Orange County where subdivisions like Johns Landing, Johns Cove, and Oakland Pointe give the area its residential character. It's a genuinely commutable spot — Downtown Orlando is about 22 minutes out, Universal roughly 25, and Walt Disney World around 30 — without the density that comes with living closer in. Families here are zoned for West Orange High, Lakeview Middle, and Tildenville Elementary.
The market here is tight and moves fast. Right now there's a single active listing priced at $468,000, and homes that sold over the last 12 months went for a median of $482,250 — with sellers collecting 100% of asking on average and a median of just one day on market. If you want a realistic shot, watch the live map and browse nearby Oakland homes for sale so you're ready to move when inventory appears.
Oak Park Of Winter Garden is a community in Oakland, Florida.
Quick facts
$468,000 – $468K price range
1,540 sqft median home
$24/mo median HOA
2 sold in 12 months
Drive times
On the market now
Homes for sale in Oak Park Of Winter Garden
Every active listing inside the Oak Park Of Winter Garden boundary
Open full map search →Find your fit
Browse Oak Park Of Winter Garden
By feature — on the live map
The numbers that matter
The Oak Park Of Winter Garden market
2
Sold, last 12 months
$482,250
Median sold price
100%
Sale-to-list ratio
What sellers actually get vs asking
6 days
Median time to sell
Oak Park Of Winter Garden vs Oakland
Median list price
Price per sqft
Days on market
Live Stellar MLS data — every listing and closed sale inside the Oak Park Of Winter Garden boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Oak Park Of 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 Oak Park Of Winter Garden home
≈ $3,178/mo
$468,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$24/mo
Median HOA
From current listings inside the boundary
Population
328
Median age
40
Median income
$69,779
Median home value
$446,100
Beyond the listings
Living in Oak Park Of Winter Garden
Hobbies & Interests
Top 3% 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.
Food & Drink
Top 9% in the U.S.Wine Lovers
It's all about the grape. This population enjoys a trip to the vineyard to learn about wine and sharing a good bottle with friends and family.
Lifestyles
Top 11% 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.
Entertainment
Top 11% in the U.S.Party Life
The party don't stop until the sun comes up. Loud music, crowds, and shots are a recipe for a great night out for these people.
Entertainment
Top 12% in the U.S.Late-night Leisure
Ready to turn up when the sun goes down, this population is looking for nighttime entertainment at home or out on the town.
Culture
Top 15% in the U.S.Dance Devotion
Some dance for fitness, others for fun, and a few turn it into a profession. No matter how these people groove to the music, their love for dance is what bonds them.
Straight answers
Oak Park Of Winter Garden FAQs
Is Oak Park of Winter Garden a good place to live?+
It's a good fit if you want a residential, small-town Oakland setting with easy access to the metro. Downtown Orlando is about 22 minutes away and Disney around 30, and the area is served by West Orange High, Lakeview Middle, and Tildenville Elementary. The trade-off is limited inventory, so patience matters.
Is it expensive to buy here?+
It sits in the mid-$400s to low-$500s, which is moderate for West Orange County. The one active listing is priced at $468,000, and the median sold price over the past year was $482,250, working out to about $304 per square foot.
What do homes cost in Oak Park of Winter Garden?+
The current listing is at $468,000 for roughly 1,540 square feet, and recent sales landed at a $482,250 median. At around $304 a square foot, expect most homes to fall in that mid-$400s to low-$500s band — you can track new listings on the live map.
How is the market right now?+
It's fast and competitive with very little supply — just one active listing and two sales in the past 12 months. Homes carry a median of one day on market and sellers averaged 100% of asking, so buyers should be ready to act quickly.
What about HOA fees and property taxes?+
The HOA is light at a median of about $24 per month. Property taxes run a median of roughly $5,742 per year, which is typical for a home in this price range in Orange County.
Keep exploring
More Oakland 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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