Homes for Sale in Rolling Hills Estates, Winchester, VA
No homes on the market right now — but 23 have sold here since 2020. Homes move fast; get notified first.
0
For Sale
$540K
Median Sale Price
21
Median Days on Market
100.1%
Sold-to-List
$157
Price / Sq Ft
Rolling Hills Estates, Winchester, VA home price trend
| Year | Median Sale Price | Homes Sold |
|---|---|---|
| 2026 | $650K | 3 |
| 2025 | $623K | 2 |
| 2024 | $650K | 4 |
| 2023 | $649K | 1 |
| 2022 | $560K | 4 |
| 2021 | $522K | 2 |
| 2020 | $450K | 7 |
At the current trend, the median is modeled to reach about $714K in 2027 (estimate).
Cost to buy in Rolling Hills Estates, Winchester, VA
At today's ~6.63% 30-year rate, the median $540K home in Rolling Hills Estates, Winchester, VA runs about $3,486/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 Rolling Hills Estates, Winchester, VA
Most active agents by closed sales here over the past 18 months.
- Geri L DeaneHunt Country Sotheby's International Realty1 sale
- Yvonne R HollandSamson Properties1 sale
- Julie D ShileyColdwell Banker Realty1 sale
- Lisa A BehrColdwell Banker Premier1 sale
- Rodrigo J CruzLong & Foster Real Estate, Inc.1 sale
Be first when a home hits the market in Rolling Hills Estates, Winchester, VA
Homes here sell fast and rarely come up. Turn on instant alerts and we'll email you the moment a new one is listed.
Rolling Hills Estates, Winchester, VA real estate FAQ
How many homes are for sale in Rolling Hills Estates, Winchester, VA?
There are no homes for sale in Rolling Hills Estates, Winchester, VA right now. 23 have sold here since 2020 — the market moves fast, so set up an alert to hear the moment one is listed.
How much do homes sell for in Rolling Hills Estates, Winchester, VA?
The median sale price in Rolling Hills Estates, Winchester, VA is $540K, based on 23 sales since 2020 (ranging from $436K to $675K).
How fast do homes sell in Rolling Hills Estates, Winchester, VA?
Homes in Rolling Hills Estates, Winchester, VA typically go under contract in about 21 days on market (median).
Do homes in Rolling Hills Estates, Winchester, VA sell above asking?
Over the past 12 months, homes in Rolling Hills Estates, Winchester, VA sold for an average of 100.1% of list price — at or above asking.
What is the price per square foot in Rolling Hills Estates, Winchester, VA?
Homes in Rolling Hills Estates, Winchester, VA have sold for a median of $157 per square foot since 2020.
Is the Rolling Hills Estates, Winchester, VA housing market heating up or cooling down?
The median sale price in Rolling Hills Estates, Winchester, VA has risen from $450K in 2020 to $650K in 2026. At the current trend, the median is on track for roughly $714K in 2027 (modeled estimate).
Who are the top real estate agents in Rolling Hills Estates, Winchester, VA?
The most active agents in Rolling Hills Estates, Winchester, VA over the past 18 months are: Geri L Deane (Hunt Country Sotheby's International Realty) — 1 sale; Yvonne R Holland (Samson Properties) — 1 sale; Julie D Shiley (Coldwell Banker Realty) — 1 sale.