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Homes for Sale in Old Town Winchester, Winchester, VA

1 active listing · 9 sold since 2020

1

For Sale

$382K

Median Sale Price

6

Median Days on Market

91.9%

Sold-to-List

$175

Price / Sq Ft

Newest homes for sale in Old Town Winchester, Winchester, VA

See all 1 on the map

Old Town Winchester, Winchester, VA home price trend

YearMedian Sale PriceHomes Sold
2026$220K1
2025$291K2
2022$362K2
2021$356K2
2020$465K2

At the current trend, the median is modeled to reach about $200K in 2027 (estimate).

Cost to buy in Old Town Winchester, Winchester, VA

At today's ~6.99% 30-year rate, the median $382K home in Old Town Winchester, Winchester, VA runs about $2,540/mo with 20% down (principal & interest plus estimated taxes and insurance).

Estimate only — not a loan offer. Actual rate and payment depend on your profile.

Top agents in Old Town Winchester, Winchester, VA

Most active agents by closed sales here over the past 18 months.

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Old Town Winchester, Winchester, VA real estate FAQ

How many homes are for sale in Old Town Winchester, Winchester, VA?

There is 1 home currently for sale in Old Town Winchester, Winchester, VA.

How much do homes sell for in Old Town Winchester, Winchester, VA?

The median sale price in Old Town Winchester, Winchester, VA is $382K, based on 9 sales since 2020 (ranging from $208K to $511K).

How fast do homes sell in Old Town Winchester, Winchester, VA?

Homes in Old Town Winchester, Winchester, VA typically go under contract in about 6 days on market (median).

Do homes in Old Town Winchester, Winchester, VA sell above asking?

Over the past 12 months, homes in Old Town Winchester, Winchester, VA sold for an average of 91.9% of list price — below asking.

What is the price per square foot in Old Town Winchester, Winchester, VA?

Homes in Old Town Winchester, Winchester, VA have sold for a median of $175 per square foot since 2020.

Is the Old Town Winchester, Winchester, VA housing market heating up or cooling down?

The median sale price in Old Town Winchester, Winchester, VA has fallen from $465K in 2020 to $220K in 2026. At the current trend, the median is on track for roughly $200K in 2027 (modeled estimate).

Who are the top real estate agents in Old Town Winchester, Winchester, VA?

The most active agents in Old Town Winchester, Winchester, VA over the past 18 months are: Corey E Morgan (CENTURY 21 Envision) — 1 sale; Matias Leiva (Keller Williams Realty) — 1 sale; Al Stitt (Samson Properties) — 1 sale.