Esmont Charlottesville Homes For Sale

Recently Sold Esmont VA Real Estate

CHESMONT is an inviting country retreat, 18 miles south of Charlottesville, in the quiet hamlet of Esmont. The property blends rural charm with surprising versatility. The main residence offers generous living space anchored by a bright open-concept kitchen/dining/living area - perfect for gathering. A first-floor primary suite provides convenience, while the sun-filled first-floor Office invites creativity. Upstairs you’ll discover bedrooms and a family room with four built-in bunkbeds, plus a hidden play nook disguised as a closet, making the home especially fun for young visitors. Front and back porches offer extra living space in shade or sun. Terrace level includes a workshop and sewing room, ideal for hands-on projects and hobbies.  Beyond the home, the Cottage with Garage creates flexible space for guests, extended family, or rental income. A substantial Barn (C: 2022) and chicken coop add to the property’s utility, while the current owners’ craftsmanship shines through in a stacked-stone water feature, fire pit, and multiple gathering spots around the grounds. With room to breathe, space to create, and thoughtful touches throughout, "Chesmont" is more than a property - it's a lifestyle. Come see what all the fuss is about! $843,670 Closed

7279 Esmont Rd Esmont, Virginia

6 Beds 6 Baths 5,757 SqFt 10 Acres

"Twenty Columns" is a rare opportunity to own a piece of Virginia history. Originally constructed for the 1907 Jamestown Exposition, the home was relocated by train to Esmont, where it is set on 18.5 acres of lush, private land. The home features a perfect blend of original architectural details and modern amenities, including a Hallman 48” gas range, oversized soapstone sink and marble countertops. Enjoy expansive views of the surrounding nature from the wrap around porch and through large picture windows. The outdoor space is ideal for relaxation and entertaining, featuring a built-in pool, fire pit and walking trails that lead to a peaceful creek. With gardens, wooded areas and open lawns, the property provides both beauty and privacy, while being less than 25 minutes to downtown Charlottesville. $925,000 Pending

3132 Wynova Ln Esmont, Virginia

4 Beds 3 Baths 3,112 SqFt 18.5 Acres

Arrowhead Farm in southern Albemarle county is centrally located in the midst of many historic estates.  Adjacent to Arrowhead are Old Woodville, Nydrie, Esmont House, Guthrie Hall, and Tallwood.  You have complete seclusion as you drive in from Forsyth Road.  The beauty of Arrowhead is evident as you approach with multiple gables, a deep wrap around porch and stunning red metal roofing.  Heavy chestnut timbers throughout have created a stable foundation.  Inside, each main level room is spacious, with 10 1/2 foot ceilings. There has been a master bed/bath added downstairs, and upstairs are 4 more bedrooms plus 2 full baths.  The home has a 2 separate heat pumps, drilled well, and brand NEW 5 bedroom conventional septic installation (2022).  Arrowhead Farm has approximately 1/3 of the acreage in open fields, the rest in mixed woodland. The property is under conservation easement, with one division potential. $1,100,000 Closed

2995 Forsyth Rd Esmont, Virginia

5 Beds 4 Baths 4,785 SqFt 161.59 Acres

Set on 34.5 acres in Albemarle County, this custom Timberpeg hybrid home is a private retreat built for both work and play. Vaulted timber-frame ceilings, arched windows, and a travertine fireplace bring European-inspired style, while the chef’s kitchen—with arched cooking hearth, travertine sink, and island—anchors the main living space. Flexible interiors include a loft, studio above the garage, and a spacious lower level with full walkout, perfect for a gym, gaming setup, or creative workspace. Outside, trails wind through woods and past a spring-fed pond, while stone patios and landscaped gardens provide places to unplug. A separate log cabin guest house welcomes friends or serves as a private crash pad. The barn offers paddocks and pasture for horses, but with high-speed fiber internet, it also doubles as a large office, workshop, or start-up hub. Remote yet connected, this property blends total privacy with modern infrastructure—ideal for anyone seeking a self-sufficient base close to the James and Rockfish Rivers, with added value through division rights and forestry-use tax advantages. $1,425,000 Closed

4414 Mt Alto Rd Esmont, Virginia

3 Beds 3 Baths 5,908 SqFt 34.51 Acres