Oak Park At Winter Garden
Homes for Sale in Winter Garden, FL
True comps, carrying-cost math, and listings before the portals.
The 60-Second Overview
Oak Park At Winter Garden market snapshot (as of July 15, 2026): the median sale price is about $482K ($382 per sq ft over the trailing 12 months of closed sales), and a median 6 days on market for closed sales.
Oak Park At Winter Garden is a community of 43 homes in Winter Garden, Orange County, built between 1997 and 1999 (median 1998), with a median living area of about 1,476 square feet. 74% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 15 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($482K) IS the median in the snapshot above.
Windows contain 0 to 3 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.
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 closer look at the Oak Park At Winter Garden market
At a median of $382 per square foot, Oak Park At Winter Garden prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The housing stock is 43 homes built between 1997 and 1999, and 74% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
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.
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.
See homes for sale in Oak Park At Winter Garden on the map →
Frequently Asked Questions
What is the median home price in Oak Park At Winter Garden?
How long do homes in Oak Park At Winter Garden take to sell?
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?
Data sources & freshness
| Community market stats | Stellar MLS closed sales, 12-month windows ending July 15, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (3 streets, ZIP 34787)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| 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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