Momentum Housing Data · Home Values · Orange County

WINTERMERE POINTE Home Values: What Homes Actually Sell For

WINTERMERE POINTE (WINTER GARDEN, FL): 6 recorded closings in the 12 months ending 2026-08-02, an 8-year price record, and sales split by price band and home size — every number from recorded MLS closings, none from an estimate model.

In the current window, sellers accepted a median 96.2% of original asking; the median sale took 29 days (window ending 2026-08-02).

The 8-year recorded price history

Over the recorded series, WINTERMERE POINTE’s median sold price moved from $344,950 (2015) to $534,450 (12 months ending 2026-08-02) — +55% over that span, with every year’s figure from recorded closings, not a model.

The last decade in WINTERMERE POINTE, briefly

The recorded series starts in 2015 at $344,950. Against the 2025 peak of $687,500, the current median stands at -22%. Annual sales volume here has ranged from 0 to 6 closings a year (10-yr average 2.8). With roughly 2.8 closings a year, WINTERMERE POINTE’s medians move in steps, not curves — a handful of unusual sales can swing a year, which is why the sales count sits next to every figure above.

What actually trades here: 100% single-family residence, with a median of 2,673 sq ft and a median price per square foot of $230 in the current window.

Where WINTERMERE POINTE sales actually landed, 2024–2026

Of the 13 recorded WINTERMERE POINTE closings since 2024, half landed between $529,000 and $665,000 (the middle two quartiles); the lowest recorded sale was $469,000 and the highest $858,000. If your home sits outside the middle band, the reason usually shows up in the size table below before it shows up in condition.

The WINTERMERE POINTE housing stock, from the live feed

From the live MLS feed as of 2026-09-03: The homes listed or recently sold were built between 1999 and 2001 (median 2000); 11 of 11 listed or recently sold homes report an HOA, median $90/mo; none of the 11 geocoded listed or recently sold homes sits in a FEMA special flood hazard zone (median elevation 114 ft); the features listings here most often name are Playground, Gated, Tennis Court(s), Gated Community - No Guard and Deed Restrictions. See the current WINTERMERE POINTE listings →

At WINTERMERE POINTE’s $534,450 median and Orange County’s adopted 16.67 mills (FY2025-26), a home assessed at that price carries roughly $8,910 a year in property tax before exemptions, or about $8,240 with the full Florida homestead exemption — a buyer’s first-year figure; a long-time owner’s Save Our Homes cap can be far lower, which is one reason resale taxes jump at closing. Municipal and special-district millage varies inside the county; see the Orange County tax page.

Selling in WINTERMERE POINTE right now: what the record says

Current asking prices run a median $589,000 against the $534,450 recorded sold median (+10%) — the gap between what sellers hope and what the record shows. The market is carrying about 1.7 months of supply at the current sales pace. Demand check: 50% of WINTERMERE POINTE’s listings are under contract, against 28% for ZIP 34787 and 26% for Orange County as a whole — the community is absorbing faster than its surroundings. Since 2004, 148 WINTERMERE POINTE listings were withdrawn, canceled, or expired without selling (3 so far in 2026) — overpricing is the recurring cause statewide. Over the recorded years, an average of 64% of WINTERMERE POINTE listings ended without selling (withdrawn/canceled/expired); in 2026 that rate was 43%. Momentum’s market-heat index for WINTERMERE POINTE reads 35/100 (computed from DOM, sale-to-list, and absorption; 2020–21 peaked in the 70s here).

Cash bought 29% of recorded WINTERMERE POINTE sales in the window ending 2026-06 (2 of 7) — a fact worth knowing before assuming every buyer needs an appraisal to close. With asking prices running +10% over the recorded sold median, a WINTERMERE POINTE listing priced against the closed record above stands out against its competition; one priced against the asking crowd joins the statewide list of homes that never sold.

How WINTERMERE POINTE compares with its neighbors

Communities buyers shopping WINTERMERE POINTE are also weighing (nearest by map distance), each on its own recorded 12-month closings. A median well above the neighbors is a ceiling to price against; well below is where the value argument lives.

More WINTERMERE POINTE: full community guide & homes for sale · choosing an agent here · should you sell now (statewide data) · what selling costs · cash offer vs. listing

Based on Stellar MLS data distributed by MLS GRID for the period 2005 through 2026. Compiled from recorded MLS closings; deemed reliable but not guaranteed. Figures are medians for the stated windows and change as new sales record; individual homes vary widely. No automated valuation for any specific property appears on this page. Equal Housing Opportunity. © 2026 Move With Momentum LLC — brokerage licensed in FL and GA. Disclosures