


114 Settlers Circle, Winchester, VA 22602
Listing Courtesy of Winchester Real Estate Connection
2 active listings · 79 sold since 2020
2
For Sale
$423K
Median Sale Price
6
Median Days on Market
99.4%
Sold-to-List
$165
Price / Sq Ft
| Year | Median Sale Price | Homes Sold |
|---|---|---|
| 2026 | $482K | 8 |
| 2025 | $481K | 10 |
| 2024 | $485K | 11 |
| 2023 | $420K | 7 |
| 2022 | $442K | 7 |
| 2021 | $395K | 13 |
| 2020 | $340K | 23 |
At the current trend, the median is modeled to reach about $526K in 2027 (estimate).
At today's ~6.75% 30-year rate, the median $423K home in Pioneer Heights, Winchester, VA runs about $2,756/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.
Most active agents by closed sales here over the past 18 months.
Turn on instant alerts and we'll email you the moment a new home is listed in Pioneer Heights, Winchester, VA.
There are 2 homes currently for sale in Pioneer Heights, Winchester, VA.
The median sale price in Pioneer Heights, Winchester, VA is $423K, based on 79 sales since 2020 (ranging from $307K to $516K).
Homes in Pioneer Heights, Winchester, VA typically go under contract in about 6 days on market (median).
Over the past 12 months, homes in Pioneer Heights, Winchester, VA sold for an average of 99.4% of list price — below asking.
Homes in Pioneer Heights, Winchester, VA have sold for a median of $165 per square foot since 2020.
The median sale price in Pioneer Heights, Winchester, VA has risen from $340K in 2020 to $482K in 2026. At the current trend, the median is on track for roughly $526K in 2027 (modeled estimate).
The most active agents in Pioneer Heights, Winchester, VA over the past 18 months are: Natalie J Langford (ERA Oakcrest Realty, Inc.) — 1 sale; Timothy C Shamblin (Coldwell Banker Premier) — 1 sale; Lisa M Cox (Colony Realty) — 1 sale.