Momentum Housing Data · Home Values · Orange County

WINTER RUN Home Values: What Homes Actually Sell For

WINTER RUN (ORLANDO, FL): 4 recorded closings in the 12 months ending 2026-08-02, a 12-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
$322,500
+2.4% vs prior year · window ending 2026-08-02
Median $/sqft
$282
4 recorded closings
Median days to sell
15
from list to contract-to-close record

In the current window, median closings ran near original asking (100.0%); the median sale took 15 days (window ending 2026-08-02).

The 12-year recorded price history

20122026
YearMedian soldMedian $/sqftMedian DOMSold ÷ original askSales
2026$322,500$28215100.0%4
2025$315,000$290895.9%11
2024$320,000$2711097.2%5
2022$255,000$250298.2%3
2021$253,500$2489100.4%4
2018$168,000$1502592.1%5
2017$135,000$1141595.1%10
2016$115,000$8810100.0%12
2015$97,000$866197.0%5
2014$94,000$822599.0%3
2013$65,000$551097.5%5
2012$69,450$532794.0%8

Over the recorded series, WINTER RUN’s median sold price moved from $69,450 (2012) to $322,500 (12 months ending 2026-08-02) — +364% over that span, with every year’s figure from recorded closings, not a model.

The last decade in WINTER RUN, briefly

The recorded series starts in 2012 at $69,450. Annual sales volume here has ranged from 0 to 12 closings a year (10-yr average 4.2). With roughly 4.2 closings a year, WINTER RUN’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 1,124 sq ft and a median price per square foot of $282 in the current window.

Where WINTER RUN sales actually landed, 2024–2026

Of the 17 recorded WINTER RUN closings since 2024, half landed between $300,000 and $345,000 (the middle two quartiles); the lowest recorded sale was $230,000 and the highest $360,000. 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 $275,000
1 (6%)
$275,000 – $300,000
3 (18%)
$300,000 – $325,000
5 (29%)
$325,000 – $350,000
4 (24%)
None and up
4 (24%)

What homes of your size have sold for in WINTER RUN

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 ($290 vs $247) — the usual pattern, since lot, kitchen and baths do not scale with floor area.

Size groupMedian $/sqftMedian soldSold rangeSales
Smaller homes
934–1,050 sq ft
$290$300,000$275,000 – $315,0005
Mid-size homes
1,052–1,100 sq ft
$286$315,000$230,000 – $350,0005
Larger homes
1,105–1,580 sq ft
$247$345,000$280,000 – $360,0007

The WINTER RUN 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 1980 and 1985 (median 1981); 1 of 8 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 95 ft. See the current WINTER RUN listings →

At WINTER RUN’s $322,500 median and Orange County’s adopted 16.67 mills (FY2025-26), a home assessed at that price carries roughly $5,380 a year in property tax before exemptions, or about $4,700 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 WINTER RUN right now: what the record says

Demand check: 100% of WINTER RUN’s listings are under contract, against 15% for ZIP 32839 and 26% for Orange County as a whole — the community is absorbing faster than its surroundings. Since 2004, 126 WINTER RUN listings were withdrawn, canceled, or expired without selling — overpricing is the recurring cause statewide. Over the recorded years, an average of 49% of WINTER RUN listings ended without selling (withdrawn/canceled/expired); in 2026 that rate was 0%. Momentum’s market-heat index for WINTER RUN reads 60/100 (computed from DOM, sale-to-list, and absorption; 2020–21 peaked in the 70s here).

Cash bought 0% of recorded WINTER RUN sales in the window ending 2026-06 (0 of 5) — a fact worth knowing before assuming every buyer needs an appraisal to close. The table above is the closed-sale record to price a WINTER RUN home against; asking prices are an opening position, recorded closings are the value.

What would YOUR WINTER RUN 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.

By submitting, you agree Momentum Realty may contact you by phone, text, or email about your inquiry. Consent is not a condition of any purchase. Message/data rates may apply. Reply STOP to opt out. See our disclosures.

How WINTER RUN compares with its neighbors

Communities buyers shopping WINTER RUN 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
MOSAIC/MILLENIA$198,000$179605
SOUTH POINTE$349,000$244309
IMPERIAL ESTATES$377,500$207436
OAK HILL MANOR$370,000$218303

More WINTER RUN: 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 2006 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