Browse All Rolling Hills Estates Properties for Sale

Welcome to this stunning 3,400 square foot, single-family home nestled in a quiet neighborhood minutes away from shopping and dining. This meticulously maintained residen...

4 Beds
4 Baths
Rolling Hills Estates SubDv.
22601 Zip Code
CLOSED Status

719 Kennedy Dr, Winchester $175,000

Vacant Lot in Rolling Hills One of the last opportunities to own a vacant lot in the desirable Rolling Hills community. This property offers the perfect setting to build ...

Rolling Hills Estates SubDv.
22601 Zip Code
ACTIVE Status

2708 Cassidy Ct, Winchester $650,000

Rolling Hills Estates located in the Winchester City area, this beautifully maintained 5-bedroom, 3.5-bath home offers 3,552 sq ft of finished living space on a .35-acre ...

5 Beds
4 Baths
Rolling Hills Estates SubDv.
22601 Zip Code
CLOSED Status

800 Lake Dr, Winchester $675,000

Location Location Location! Welcome to 800 Lake Dr. Winchester VA 22601, Located in the highly sought-after Rolling Hills community and situated on a 0.37 acre lot, Th...

5 Beds
4 Baths
Rolling Hills Estates SubDv.
22601 Zip Code
CLOSED Status

921 Kennedy Dr, Winchester $739,000

Nestled on a quiet cul-de-sac within city limits, this exquisite 5-bedroom, 4.5-bath colonial offers over 4,625 square feet of finished living space and a rare backdrop o...

5 Beds
5 Baths
Rolling Hills Estates SubDv.
22601 Zip Code
CLOSED Status

605 Lake Dr, Winchester $507,000

Need more space but don’t want the hassle of a massive house? This 3-bedroom, 2.5-bath home gives you exactly what you need—smart space, modern updates, and a location th...

3 Beds
3 Baths
Rolling Hills Estates SubDv.
22601 Zip Code
CLOSED Status

937 Kennedy Dr, Winchester $674,000

"Come On Down To Kennedy" This beautiful 4 bedroom, 3 1/2 bath colonial style home sits on a cul-de-sac and backs to the Kernstown Battlefield! As you enter you'll notice...

4 Beds
4 Baths
Rolling Hills Estates SubDv.
22601 Zip Code
CLOSED Status

708 Lake Dr, Winchester $630,000

Nestled within the serene confines of Rolling Hills Estates, this stunning home boasts five bedrooms and four bathrooms, offering spacious living arrangements including a...

5 Beds
4 Baths
Rolling Hills Estates SubDv.
22601 Zip Code
CLOSED Status

920 Kennedy Dr, Winchester $670,000

NEW PRICE! Perched atop a quiet cul-de-sac in desirable Rolling Hills Estates, this stunning five bedroom home has space for all of your needs! The gourmet kitchen is a c...

5 Beds
4 Baths
Rolling Hills Estates SubDv.
22601 Zip Code
CLOSED Status

110 Carter Pl, Winchester $489,000

Contract fell through! Interest rates have gone down! Extensive Renovations: The home has been fully renovated in 2025, including updates to kitchen, bathrooms, floorin...

5 Beds
3 Baths
Rolling Hills Estates SubDv.
22602 Zip Code
CLOSED Status

Rolling Hills Estates Real Estate & Homes

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