Momentum Housing Data · Home Values · Orange County

WATERLEIGH Home Values: What Homes Actually Sell For

WATERLEIGH (WINTER GARDEN, FL): 159 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.

Median sold price
$595,000
-17.0% vs prior year · window ending 2026-08-02
Median $/sqft
$256
159 recorded closings
Median days to sell
40
from list to contract-to-close record

In the current window, sellers accepted a median 96.7% of original asking; the median sale took 40 days; new construction was 67.3% of recorded sales — builder pricing competes with resales here (window ending 2026-08-02).

The 10-year recorded price history

20162026
YearMedian soldMedian $/sqftMedian DOMSold ÷ original askSales
2026$595,000$2564096.7%159
2025$717,000$2572799.2%133
2024$622,495$2632999.9%226
2023$621,515$2654100.0%133
2022$590,000$2342100.0%205
2021$499,723$2051100.0%30
2019$428,315$15610693.4%13
2018$575,000$1502898.1%3
2017$319,918$1333297.8%42
2016$334,816$1237198.7%37

Over the recorded series, WATERLEIGH’s median sold price moved from $334,816 (2016) to $595,000 (12 months ending 2026-08-02) — +78% over that span, with every year’s figure from recorded closings, not a model.

The last decade in WATERLEIGH, briefly

The recorded series starts in 2016 at $334,816. The 2020–22 run-up did what it did everywhere — WATERLEIGH’s median moved +38% from 2019 to 2022. Against the 2025 peak of $717,000, the current median stands at -17%. Annual sales volume here has ranged from 0 to 226 closings a year (10-yr average 94.4).

What actually trades here: 81% single-family residence, 16% townhouse, 3% ?, with a median of 2,216 sq ft and a median price per square foot of $256 in the current window.

Where WATERLEIGH sales actually landed, 2024–2026

Of the 422 recorded WATERLEIGH closings since 2024, half landed between $510,000 and $774,445 (the middle two quartiles); the lowest recorded sale was $344,865 and the highest $2,100,000. 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 bandShare of closingsSales
Under $425,000
39 (9%)
$425,000 – $566,667
117 (28%)
$566,667 – $708,333
89 (21%)
$708,333 – $850,000
130 (31%)
None and up
47 (11%)

What homes of your size have sold for in WATERLEIGH

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 $252) — the usual pattern, since lot, kitchen and baths do not scale with floor area.

Size groupMedian $/sqftMedian soldSold rangeSales
Smaller homes
1,567–2,113 sq ft
$265$460,000$344,865 – $725,000140
Mid-size homes
2,113–2,866 sq ft
$260$641,764$499,000 – $1,200,000140
Larger homes
2,866–4,629 sq ft
$252$806,300$650,000 – $2,100,000142

What is on the market in WATERLEIGH right now

From the live MLS feed as of 2026-09-03: 53 active listings (plus 25 pending) asking from $379,990 to $1,724,500, median $669,500; 16 of 53 have been on the market over 60 days (median 40 days so far); the homes listed or recently sold were built between 2015 and 2026 (median 2024), 45 of them new construction; 89 of 90 listed or recently sold homes report an HOA, median $250/mo; 3 of 90 geocoded listed or recently sold homes sit inside a FEMA special flood hazard zone (A/V), which buyers’ lenders will price into insurance; median elevation 114 ft; the features listings here most often name are Clubhouse, Playground, Pool, Fitness Center, Street Lights and Deed Restrictions. 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 WATERLEIGH listings →

At WATERLEIGH’s $595,000 median and Orange County’s adopted 16.67 mills (FY2025-26), a home assessed at that price carries roughly $9,920 a year in property tax before exemptions, or about $9,250 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 WATERLEIGH right now: what the record says

Current asking prices run a median $560,000 against the $595,000 recorded sold median (-6%) — the gap between what sellers hope and what the record shows. The market is carrying about 3.5 months of supply at the current sales pace. Demand check: 21% of WATERLEIGH’s listings are under contract, against 28% for ZIP 34787 and 26% for Orange County as a whole — the community is currently absorbing slower than its surroundings, which is negotiating information. Since 2015, 259 WATERLEIGH listings were withdrawn, canceled, or expired without selling (36 so far in 2026) — overpricing is the recurring cause statewide. Over the recorded years, an average of 32% of WATERLEIGH listings ended without selling (withdrawn/canceled/expired); in 2026 that rate was 28%. Momentum’s market-heat index for WATERLEIGH reads 24/100 (computed from DOM, sale-to-list, and absorption; 2020–21 peaked in the 70s here).

Cash bought 21% of recorded WATERLEIGH sales in the window ending 2026-06 (36 of 169) — a fact worth knowing before assuming every buyer needs an appraisal to close. Asking prices here currently sit -6% under the recorded sold median — sellers are pricing to move, and the closed record above is the number a buyer's appraiser will see.

What would YOUR WATERLEIGH home sell for?

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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How WATERLEIGH compares with its neighbors

Communities buyers shopping WATERLEIGH 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.

CommunityMedian soldMedian $/sqftMedian DOMSales
STOREY GROVE$507,500$2232518
PALMS/SERENOA$389,500$2264010
PALMS AT SERENOA$395,000$2204217
ENCORE AT OVATION$460,000$229725

More WATERLEIGH: 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 2015 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