100 Chestnut St

Taxes: $64,826 (2025)

About this home

100 Chestnut Street is the epitome of New England privacy & elegance. This estate is nestled on 3.3 secluded acres in scenic Weston. The home offers the charm of rolling landscapes, stone walls, and lush gardens. Designed by Royal Barry Wills & extensively renovated, this home showcases stunning interiors with 10'-14' ceilings, a Christopher Peacock kitchen, limestone fireplaces, herringbone oak floors, & French doors leading to blue stone terraces. The expertly crafted layout features a secluded ground-floor primary suite as well as expansive 2nd-floor bedrooms, ideal for both family living & entertaining. Surrounded by hundreds of acres conservation land, the property boasts exceptional amenities including a tennis court, pool, and expansive lawns. Enjoy access to pristine trails for hiking, biking & horseback riding. Located just 20 minutes from Boston and minutes from Weston Center, this smart home with Control 4 automation promises modern convenience in a picturesque setting.

Property details

Sewer

Private

Style

Cape

Water

City/Town Water

Cooling

Central Air

Heating

Forced Air, Hot Air Gravity

Type

Detached

Master Bath

Yes

Garage

Attached

Lot

Wooded

Parking

Improved Driveway

Exterior

Patio, Patio - Enclosed, Pool - Inground Heated, Tennis Court, Garden Area, Stone Wall