OAK PARK AT WINTER GARDEN
Homes for Sale in WINTER GARDEN, FL
True comps, carrying-cost math, and listings before the portals.

Oak Park At Winter Garden is a small, tightly built pocket of 43 homes, all raised between 1997 and 1999, with a median year built of 1998. That narrow construction window means buyers are shopping a consistent product line rather than a mix of eras, so the differentiators come down to updates, lot position, and condition rather than age.
A median of just 6 days on market and a closings window of 3 tell you this is a fast-moving pocket right now — homes that are priced and presented correctly are not sitting. With a median price of $482,500 against a median living area of 1,476 square feet, per-square-foot value (median $381.72) is the number to watch, since it will vary more with finish level and lot than with floor plan here.
The 60-Second Overview
A compact, single-era community in Winter Garden where nearly three-quarters of homes (74.4%) are owner-occupied under homestead exemption, pointing to a market with limited turnover and a base of long-tenured owners rather than frequent resale churn.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
Who OAK PARK AT WINTER GARDEN is best for.
Best for
- Buyers who want a home built within a known, narrow construction window (1997-1999) rather than a mixed-age subdivision.
- Buyers comfortable moving quickly on a listing, given a recent median of just 6 days on market.
- Buyers targeting a living area near 1,476 square feet at a price point near the community's $482,500 median.
Probably not for
- Buyers who want confirmed on-site community amenities before writing an offer, since none are currently identified from MLS data.
- Buyers who prefer browsing a large pool of active listings before deciding, given the community's limited size of 43 homes.
- Buyers hoping to negotiate a long due-diligence timeline in a market currently moving at a median of 6 days.
The market around OAK PARK AT WINTER GARDEN
OAK PARK AT WINTER GARDEN is a small community — 8 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.
In ZIP 34787, 984 homes are on the market and 28% are under contract — a steady corner of WINTER GARDEN.
Across Orange County, 5,873 homes are active and 2,054 pending (26% under contract).
Homes here are single family residence.
ZIP and county figures describe the wider market, not OAK PARK AT WINTER GARDEN specifically. Momentum Research analysis of MLS records.
The OAK PARK AT WINTER GARDEN buying strategy.
If we were buying in OAK PARK AT WINTER GARDEN today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in OAK PARK AT WINTER GARDEN.
A small, consistent pocket with limited current listings
With only 43 homes in the community and a homestead share of 74.4%, inventory here is inherently thin — this is not a subdivision where dozens of comparable listings hit the market at once. Buyers should expect to move decisively when something in their range and condition preference appears, since the recent median of 6 days on market suggests limited time to deliberate once a listing goes active.
Current MLS data does not identify specific community amenities, so any recreational features, common areas, or HOA-maintained facilities should be confirmed directly rather than assumed. Pricing should be evaluated on a per-home basis: with homes built within a tight 1997-1999 window, the spread in value is more likely driven by renovation level, lot specifics, and finish quality than by structural age differences.
The location and the amenities are priced into every listing in OAK PARK AT WINTER GARDEN. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community this small, with only 43 homes and a fast median timeline of 6 days, missing a listing by a day can mean missing it entirely. We track this pocket closely enough to flag new listings and shifts in condition-driven pricing before they become common knowledge, and we help you verify amenity and HOA details directly rather than relying on assumptions.
OAK PARK AT WINTER GARDEN in 15 seconds.
HOA, CDD & Fees
- Mandatory HOA. Confirm current dues
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a OAK PARK AT WINTER GARDEN buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed OAK PARK AT WINTER GARDEN sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in OAK PARK AT WINTER GARDEN, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your OAK PARK AT WINTER GARDEN home worth?
Get a no-obligation home value based on real comparable sales in OAK PARK AT WINTER GARDEN, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Frequently Asked Questions
How many homes are in OAK PARK AT WINTER GARDEN?
What share of OAK PARK AT WINTER GARDEN is owner-occupied?
When were the homes in OAK PARK AT WINTER GARDEN built?
Do cash buyers compete in OAK PARK AT WINTER GARDEN?
Who is the best real estate agent for OAK PARK AT WINTER GARDEN?
How do I find a top WINTER GARDEN real estate agent who knows OAK PARK AT WINTER GARDEN?
Can Momentum Realty connect me with an agent for OAK PARK AT WINTER GARDEN?
Should you buy in OAK PARK AT WINTER GARDEN?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (3 streets, ZIP 34787)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2008 (16 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.
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See how OAK PARK AT WINTER GARDEN fits the bigger picture — live prices, inventory, and Momentum Scores:
