Momentum Housing Data · Home Values · Orange County
WESTSIDE VILLAGE (WINDERMERE, FL): 12 recorded closings in the 12 months ending 2026-08-02, a 6-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 94.0% of original asking; the median sale took 61 days (window ending 2026-08-02).
| Year | Median sold | Median $/sqft | Median DOM | Sold ÷ original ask | Sales |
|---|---|---|---|---|---|
| 2026 | $630,000 | $236 | 61 | 94.0% | 12 |
| 2025 | $670,000 | $254 | 69 | 94.7% | 7 |
| 2024 | $530,000 | $240 | 68 | 95.4% | 9 |
| 2023 | $670,000 | $234 | 21 | 97.8% | 7 |
| 2022 | $550,000 | $215 | 9 | 98.6% | 15 |
| 2021 | $512,000 | $202 | 3 | 100.9% | 3 |
Over the recorded series, WESTSIDE VILLAGE’s median sold price moved from $512,000 (2021) to $630,000 (12 months ending 2026-08-02) — +23% over that span, with every year’s figure from recorded closings, not a model.
The recorded series starts in 2021 at $512,000. Against the 2023 peak of $670,000, the current median stands at -6%. Annual sales volume here has ranged from 0 to 15 closings a year (10-yr average 6). With roughly 6 closings a year, WESTSIDE VILLAGE’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: 99% single-family residence, 1% ?, with a median of 2,634 sq ft and a median price per square foot of $236 in the current window.
Of the 25 recorded WESTSIDE VILLAGE closings since 2024, half landed between $530,000 and $735,000 (the middle two quartiles); the lowest recorded sale was $450,000 and the highest $1,274,000. If your home sits outside the middle band, the reason usually shows up in the size table below before it shows up in condition.
| Sold price band | Share of closings | Sales |
|---|---|---|
| Under $500,000 | 5 (20%) | |
| $500,000 – $616,667 | 6 (24%) | |
| $616,667 – $733,333 | 6 (24%) | |
| $733,333 – $850,000 | 5 (20%) | |
| None and up | 3 (12%) |
The same recorded closings, split into thirds by living area. Find the row your home falls in: the $/sqft figure times your square footage is the recorded-sales bracket for homes like yours here — a starting range from real closings, not a valuation of your specific property. Smaller homes here have been selling at a higher price per square foot than larger ones ($254 vs $207) — the usual pattern, since lot, kitchen and baths do not scale with floor area.
| Size group | Median $/sqft | Median sold | Sold range | Sales |
|---|---|---|---|---|
| Smaller homes 1,886–2,214 sq ft | $254 | $522,500 | $450,000 – $575,000 | 8 |
| Mid-size homes 2,222–3,013 sq ft | $240 | $630,000 | $495,000 – $1,150,000 | 8 |
| Larger homes 3,064–4,043 sq ft | $207 | $742,000 | $700,000 – $1,274,000 | 9 |
From the live MLS feed as of 2026-09-03: 4 active listings (plus 2 pending) asking from $509,000 to $1,290,000, median $1,058,500; 2 of 4 have been on the market over 60 days (median 66 days so far); the homes listed or recently sold were built between 2017 and 2018 (median 2018); 18 of 18 listed or recently sold homes report an HOA, median $127/mo; none of the 18 geocoded listed or recently sold homes sits in a FEMA special flood hazard zone (median elevation 108 ft); the features listings here most often name are Pool, Playground, Clubhouse, Street Lights and Community Mailbox. For a seller this is the competition a buyer will tour alongside your home; for a buyer, the stale share is where negotiating room usually is. See the current WESTSIDE VILLAGE listings →
At WESTSIDE VILLAGE’s $630,000 median and Orange County’s adopted 16.67 mills (FY2025-26), a home assessed at that price carries roughly $10,500 a year in property tax before exemptions, or about $9,830 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.
Current asking prices run a median $930,000 against the $630,000 recorded sold median (+48%) — the gap between what sellers hope and what the record shows. The market is carrying about 2.6 months of supply at the current sales pace. Demand check: 25% of WESTSIDE VILLAGE’s listings are under contract, against 26% for ZIP 34786 and 26% for Orange County as a whole — the community is currently absorbing slower than its surroundings, which is negotiating information. Since 2019, 35 WESTSIDE VILLAGE listings were withdrawn, canceled, or expired without selling (2 so far in 2026) — overpricing is the recurring cause statewide. Over the recorded years, an average of 47% of WESTSIDE VILLAGE listings ended without selling (withdrawn/canceled/expired); in 2026 that rate was 29%. Momentum’s market-heat index for WESTSIDE VILLAGE reads 36/100 (computed from DOM, sale-to-list, and absorption; 2020–21 peaked in the 70s here).
Cash bought 23% of recorded WESTSIDE VILLAGE sales in the window ending 2026-06 (3 of 13) — a fact worth knowing before assuming every buyer needs an appraisal to close. With asking prices running +48% over the recorded sold median, a WESTSIDE VILLAGE 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.
We don’t publish algorithm guesses for specific homes — they can’t see condition, upgrades, or your lot. A local agent will prepare a records-based valuation from the same closed-sale data on this page, adjusted for your home. Free, no obligation.
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Communities buyers shopping WESTSIDE VILLAGE 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.
| Community | Median sold | Median $/sqft | Median DOM | Sales |
|---|---|---|---|---|
| WICKHAM PARK | $485,000 | $277 | 30 | 8 |
| Ashlin Park Windermere | $535,000 | $268 | 24 | 7 |
| WICKHAM PARK 04 05 06 09 10 11 12 01 | $390,000 | $249 | 22 | 10 |
| WINDERMERE SOUND | $580,000 | $232 | 58 | 5 |
More WESTSIDE VILLAGE: 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 2018 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
Content on this page is compiled from public records, MLS data, and automated data sources, and may contain errors or be out of date. It is provided for general information only and is not a representation about any specific property, community, builder, or association. Verify all information independently before relying on it.