Homes for Sale in Downtown Winchester, Winchester, VA
1 active listing · 12 sold since 2020
1
For Sale
$356K
Median Sale Price
11
Median Days on Market
100.0%
Sold-to-List
$174
Price / Sq Ft
Downtown Winchester, Winchester, VA home price trend
| Year | Median Sale Price | Homes Sold |
|---|---|---|
| 2026 | $599K | 1 |
| 2025 | $316K | 2 |
| 2024 | $430K | 2 |
| 2023 | $240K | 1 |
| 2022 | $250K | 1 |
| 2021 | $146K | 2 |
| 2020 | $408K | 3 |
At the current trend, the median is modeled to reach about $497K in 2027 (estimate).
Cost to buy in Downtown Winchester, Winchester, VA
At today's ~6.63% 30-year rate, the median $356K home in Downtown Winchester, Winchester, VA runs about $2,298/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 Downtown Winchester, Winchester, VA
Most active agents by closed sales here over the past 18 months.
- Matias LeivaKeller Williams Realty1 sale
- Lori Fountain BalesKeller Williams Realty1 sale
- George C Johnson Jr.Jim Barb Realty Inc.1 sale
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Downtown Winchester, Winchester, VA real estate FAQ
How many homes are for sale in Downtown Winchester, Winchester, VA?
There is 1 home currently for sale in Downtown Winchester, Winchester, VA.
How much do homes sell for in Downtown Winchester, Winchester, VA?
The median sale price in Downtown Winchester, Winchester, VA is $356K, based on 12 sales since 2020 (ranging from $154K to $629K).
How fast do homes sell in Downtown Winchester, Winchester, VA?
Homes in Downtown Winchester, Winchester, VA typically go under contract in about 11 days on market (median).
Do homes in Downtown Winchester, Winchester, VA sell above asking?
Over the past 12 months, homes in Downtown Winchester, Winchester, VA sold for an average of 100.0% of list price — at or above asking.
What is the price per square foot in Downtown Winchester, Winchester, VA?
Homes in Downtown Winchester, Winchester, VA have sold for a median of $174 per square foot since 2020.
Is the Downtown Winchester, Winchester, VA housing market heating up or cooling down?
The median sale price in Downtown Winchester, Winchester, VA has risen from $408K in 2020 to $599K in 2026. At the current trend, the median is on track for roughly $497K in 2027 (modeled estimate).
Who are the top real estate agents in Downtown Winchester, Winchester, VA?
The most active agents in Downtown Winchester, Winchester, VA over the past 18 months are: Matias Leiva (Keller Williams Realty) — 1 sale; Lori Fountain Bales (Keller Williams Realty) — 1 sale; George C Johnson Jr. (Jim Barb Realty Inc.) — 1 sale.