334 Chestnut Circle

A rare and historic opportunity — this 5-bedroom, 6-bathroom home on coveted Chestnut Circle in Blowing Rock is making its first-ever appearance on the market since being built in 1922. Cherished for over a century, this one-of-a-kind property sits on .70 acres and exudes timeless character at every turn. Gather around the stunning stone wood-burning fireplace — the heart of the main living area — where rich hardwood floors set the tone for warmth and character throughout. Original hardwoods are believed to continue beneath the carpet on the main level as well, offering a buyer the exciting potential to uncover and restore even more of this home's natural beauty. A large sunroom overlooking the back of the property is the perfect place to start your morning with coffee or wind down in the evening — bathed in natural light and surrounded by the serene, wooded beauty of the grounds. The property also holds a compelling bonus: with selective tree removal, this home could enjoy a year-round view — a rare and valuable asset in one of Blowing Rock's most desirable neighborhoods. The home's total footprint spans 3,248 square feet; please note that the second floor and basement are accessed via separate exterior entrances and are not counted as part of the main living square footage — offering a wonderful degree of flexibility and privacy for guests, extended family, or income potential. The main level welcomes you with 2 bedrooms and 2 bathrooms, flowing seamlessly through a thoughtfully preserved floor plan. The lower level offers 3 additional bedrooms and 3 bathrooms — ideal for multi-generational living or hosting. Upstairs, a generous flex space with its own private bathroom awaits — perfect as a studio, home office, game room, or retreat. Step outside and follow the charming winding rock walkway that connects you directly to the heart of downtown Blowing Rock — a stroll to Main Street that feels like a step back in time. Note: one of the lower-level bathroom is in need of major repair.