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Homes for Sale in Winchester City, VA

75 active listings · 2,240 sold since 2020

75

For Sale

$333K

Median Sale Price

11

Median Days on Market

98.6%

Sold-to-List

$187

Price / Sq Ft

Newest homes for sale in Winchester City, VA

See all 75 on the map

Winchester City, VA home price trend

YearMedian Sale PriceHomes Sold
2026$375K171
2025$395K324
2024$370K342
2023$344K288
2022$325K311
2021$280K405
2020$251K399

At the current trend, the median is modeled to reach about $427K in 2027 (estimate).

Cost to buy in Winchester City, VA

At today's ~6.63% 30-year rate, the median $333K home in Winchester City, VA runs about $2,147/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 Winchester City, VA

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

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Winchester City, VA real estate FAQ

How many homes are for sale in Winchester City, VA?

There are 75 homes currently for sale in Winchester City, VA.

How much do homes sell for in Winchester City, VA?

The median sale price in Winchester City, VA is $333K, based on 2,240 sales since 2020 (ranging from $169K to $670K).

How fast do homes sell in Winchester City, VA?

Homes in Winchester City, VA typically go under contract in about 11 days on market (median).

Do homes in Winchester City, VA sell above asking?

Over the past 12 months, homes in Winchester City, VA sold for an average of 98.6% of list price — below asking.

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

Homes in Winchester City, VA have sold for a median of $187 per square foot since 2020.

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

The median sale price in Winchester City, VA has risen from $251K in 2020 to $375K in 2026. At the current trend, the median is on track for roughly $427K in 2027 (modeled estimate).

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

The most active agents in Winchester City, VA over the past 18 months are: Daniel J Whitacre (Colony Realty) — 27 sales; Brittany D Newman (DRB Group Realty, LLC) — 25 sales; Sheila R Pack (RE/MAX Roots) — 14 sales.