Move-In Ready in Winchester: 5 Bedrooms in Rolling Hills Estates
- Sherry Santmyer

- 17 hours ago
- 2 min read

If you've been searching for space, flexibility, and a location that balances small-town charm with modern conveniences, this Winchester listing checks every box.
View the full MLS Listing: 2708 Cassidy Ct, Winchester, VA 22601
2708 Cassidy Court, Winchester, VA 22601 | $650,000
Set on a peaceful cul-de-sac in Rolling Hills Estates, this move-in ready home offers approximately 3,552 square feet of thoughtfully designed living space.

The main level features an open floorplan anchored by a gourmet kitchen with granite countertops, stainless steel appliances, and a butler's pantry—the kind of setup where holiday gatherings practically host themselves.
The finished walk-out basement is where this home really shines. With its own private bedroom and full bath, this flexible space adapts to whatever life throws at you—whether that's a home office, guest suite, or teenager retreat. In today's world, having that kind of versatility isn't just nice to have; it's essential.

Outside, the fully fenced backyard with Trex deck and lighting creates the perfect space for summer evenings, while the three-car garage offers storage most homes in this price range simply can't match.
Property Details
Address: 2708 Cassidy Court, Winchester, VA 22601
Price: $650,000
Bedrooms/Baths: 5 bedrooms, 3.5 baths
Square Footage: Approximately 3,552 sq ft
Lot Size: 0.35 acres on a cul-de-sac
Highlights: Three-car garage, finished walk-out basement, fully fenced backyard, Trex deck with lighting
The Winchester Lifestyle
Winchester offers that rare combination of historic character and forward-thinking growth. The Loudoun Street Pedestrian Mall puts walkable dining and boutiques just minutes away, while the Saturday Farmers Market brings the community together year-round. Cultural options include Shenandoah University performances, Bright Box Theater, and the Museum of the Shenandoah Valley.

Outdoor enthusiasts will appreciate quick access to Shenandoah National Park and local gems like Abrams Creek Wetlands Preserve. The farm-to-table scene—anchored by spots like West Oaks Farm Market and Virginia Farm Market—makes weekends here something to look forward to.
Worth noting: the upcoming Cedar Valley development will bring a Publix grocery store and mixed-use amenities to the area by 2027. Buyers in Rolling Hills Estates will benefit from Winchester's thoughtful growth while enjoying the established neighborhood feel.

Schedule a Showing
This listing is represented by Geri Deane at Hunt Country Sotheby's International Realty.
View the full MLS Listing: 2708 Cassidy Ct, Winchester, VA 22601

If you're exploring Winchester, Frederick County, or any of the communities across Loudoun, Clarke, or Jefferson County, I'm always happy to help you find the right fit. Reach out anytime.


























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