1230 CHILLY HOLLOW Rd

America’s poetic natural beauty includes the Blue Ridge Mountains and the Shenandoah River. Cross the mountains, the horizon widens, the landscape opens and tension starts to fade. Here is where you will discover The Clearing at Chilly Hollow, a most private site and a home of striking design, one hour from the Nation’s Capitol. A sanctuary, an adventure, a family retreat.
*Please do not drive up driveway without an appointment*
Positioned on a sunny plateau surrounded by 70 acres of private woods, the circa-2000 custom cedar home of 5,190 finished sq ft., has architectural presence that equals its natural surroundings, with significant updates throughout.
A wall of windows in the 2-story Great Room frames expansive Blue Ridge views, balanced by a floor-to-ceiling stone fireplace, beneath exposed beams and rafters. The staircase, a design feature unto itself, completes the modern, minimalist mountain retreat aesthetic. The great room flows into the updated kitchen and formal dining room. A generous library with custom built-ins and its own stone fireplace easily flexes as a fourth bedroom, with a new full adjacent bath. Refinished hickory hardwood floors extend through the main and second level. Upstairs, a light-filled primary suite enjoys 180-degree views. With newly added hardwood floors and a stunning ridgeline vista, bedroom 2 shares a Jack-n-Jill bath with the 3rd bedroom.
The fully renovated lower level provides a bright gathering space for games and fitness, with direct access to the large saltwater heated pool and 2025 hot tub. Pool parties are a breeze with the new kitchenette, half bath, and premium waterproof flooring. Outdoor living is seamlessly integrated throughout. A wraparound main-level deck leads to the pool, while the new upper deck feels like a treehouse, a magical perch stargazing or watching wildlife. The screened porch, often a favorite gathering spot, is ideal for alfresco dining. Decks are constructed with Brazilian Ipe hardwood for enduring performance. A dedicated-entry bonus space or office supports working from home with high-speed Starlink and Ethernet connectivity.
Outdoors, the land is a private playground. A 4 mile network of trails lead to Dog Run, a strong creek perfect for wading and respite. The new commercial-grade, oversized pickleball court offers tournament-quality play or a quick game before dinner. A 5-acre disc golf course weaves through the landscape. The Shenandoah River, just a mile away with boat launch, opens up kayaking, fishing, and endless river days. A fenced garden with raised beds, a large detached garage, and storage barn accommodate hobbies, projects, and everything in between. A Generac whole-house generator offers peace of mind.
The Clearing at Chilly Hollow in Clarke County near hiking destinations of Ravens Rock, Cool Spring Battlefield, Bear’s Den, and the Appalachian Trail. Wineries and breweries like Dirt Farm Brewery and Bluemont Vineyard dot the area. Superbly located with quick access to Route 7, 30 minutes to Leesburg, and just an hour to Washington DC with only one stoplight in between.