Momentum Housing Data · Home Values · Orange County

PRESTON SQUARE Home Values: What Homes Actually Sell For

PRESTON SQUARE (WINDERMERE, FL): 11 recorded closings in the 12 months ending 2026-08-02, a 10-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 28 days (window ending 2026-08-02).

The 10-year recorded price history

Over the recorded series, PRESTON SQUARE’s median sold price moved from $225,000 (2014) to $620,000 (12 months ending 2026-08-02) — +176% over that span, with every year’s figure from recorded closings, not a model.

The last decade in PRESTON SQUARE, briefly

The recorded series starts in 2014 at $225,000. The 2020–22 run-up did what it did everywhere — PRESTON SQUARE’s median moved +63% from 2019 to 2022. Against the 2025 peak of $620,000, the current median stands at +0%. Annual sales volume here has ranged from 0 to 13 closings a year (10-yr average 4.7). With roughly 4.7 closings a year, PRESTON SQUARE’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: 51% townhouse, 49% single-family residence, with a median of 2,371 sq ft and a median price per square foot of $243 in the current window.

Where PRESTON SQUARE sales actually landed, 2024–2026

Of the 18 recorded PRESTON SQUARE closings since 2024, half landed between $440,000 and $623,750 (the middle two quartiles); the lowest recorded sale was $350,000 and the highest $705,000. If your home sits outside the middle band, the reason usually shows up in the size table below before it shows up in condition.

What homes of your size have sold for in PRESTON SQUARE

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 ($265 vs $239) — the usual pattern, since lot, kitchen and baths do not scale with floor area.

The PRESTON SQUARE 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 2008 and 2011 (median 2009); 14 of 14 listed or recently sold homes report an HOA, median $128/mo; none of the 14 geocoded listed or recently sold homes sits in a FEMA special flood hazard zone (median elevation 117 ft); the features listings here most often name are Pool, Playground, Basketball Court, Park and Clubhouse. See the current PRESTON SQUARE listings →

At PRESTON SQUARE’s $620,000 median and Orange County’s adopted 16.67 mills (FY2025-26), a home assessed at that price carries roughly $10,340 a year in property tax before exemptions, or about $9,670 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 PRESTON SQUARE right now: what the record says

Current asking prices run a median $444,900 against the $620,000 recorded sold median (-28%) — the gap between what sellers hope and what the record shows. The market is carrying about 0.9 months of supply at the current sales pace. Demand check: 33% of PRESTON SQUARE’s listings are under contract, against 26% for ZIP 34786 and 26% for Orange County as a whole — the community is absorbing faster than its surroundings. Since 2010, 53 PRESTON SQUARE listings were withdrawn, canceled, or expired without selling (4 so far in 2026) — overpricing is the recurring cause statewide. Over the recorded years, an average of 43% of PRESTON SQUARE listings ended without selling (withdrawn/canceled/expired); in 2026 that rate was 29%. Momentum’s market-heat index for PRESTON SQUARE reads 48/100 (computed from DOM, sale-to-list, and absorption; 2020–21 peaked in the 70s here).

Cash bought 20% of recorded PRESTON SQUARE sales in the window ending 2026-06 (2 of 10) — a fact worth knowing before assuming every buyer needs an appraisal to close. Asking prices here currently sit -28% under the recorded sold median — sellers are pricing to move, and the closed record above is the number a buyer's appraiser will see.

How PRESTON SQUARE compares with its neighbors

Communities buyers shopping PRESTON SQUARE 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 PRESTON SQUARE: 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 2014 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