Wincey Groves
Homes for Sale in Winter Garden, FL

Wincey Groves market snapshot (as of September 12, 2026): the median sale price is about $671K ($253 per sq ft over the trailing 12 months of closed sales), and a median 46 days on market for closed sales. The trailing-12-month median is down 13% from the prior 12 months, computed from record-level Stellar MLS closed sales (6 closings in the current window).

In ZIP 34787 (Winter Garden), 2,162 homes closed in the last 12 months at a median of $595K ($251/sq ft), down 0.6% year over year, with a median 36 days on market. Right now 357 active and 169 pending listings put supply at about 3.8 months — a balanced market. See the live ZIP 34787 housing market and the Orange County market.

Stellar MLS sales records identify 79 homes in Wincey Groves that have changed hands since 2020, built between 2020 and 2021 (median 2021), with a median living area of about 2,700 sq ft and a typical 4-bedroom, 3.5-bath layout; 80% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

This is a compact, single-generation community of recent-build homes in Winter Garden, where the median sits in the mid-$600s and most owners are settled in for the long term. Inventory is thin by nature, so what comes to market matters.

Because every home here was built within a two-year window, you are shopping a consistent product: 2020–2021 construction at a median of about 2,724 square feet. That consistency cuts both ways. On the upside, comps are cleaner and the mechanical and structural systems are still young. On the downside, there is little to differentiate one listing from the next except condition, upgrades, and lot position — which is exactly where price separation happens, so read finishes and outdoor space carefully.

The high homestead share — roughly 86% — tells you this is an owner-occupied community rather than an investor-heavy one, and with only a handful of closings in the recent window, turnover is low. That means a serious buyer should be pre-positioned to move when the right home lists, and a seller should understand they are competing against a small, comparable set rather than a flood of inventory.

In a small community with low turnover and near-uniform construction, the whole game is reading condition and lot against a tight comp set — and knowing what a 43-day median really signals about negotiating room. We track this Winter Garden pocket closely on the Stellar feed and will tell you honestly whether a given listing is priced to its finishes or leaning on the neighborhood's median.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.