34 Chandler Way Bennington, VT 05201
Estimated payment $2,520/month
Highlights
- 3.92 Acre Lot
- 2 Car Garage
- Wood Siding
- Antique Architecture
- Level Lot
- Historic Home
About This Home
History Lovers Rejoice! An extraordinary opportunity to own a unique property bordering Historic Old Bennington. Situated next to the Four Chimneys inn, this 3.92-acre lot features three distinct houses, offering a blend of historic charm and modern potential. This property presents a versatile investment, ideal for a family compound or a lucrative rental venture. The property is situated on a private road ensuring privacy and exclusivity. The main residence was the Old Bennington Country Store and Post Office, originally built in 1793 during George Washington's presidency. It retains its original character and historical significance. Boasting a spacious layout with expansive living room with original shelving and fireplace, an oversized master bedroom w/ vaulted ceilings and a wood stove, a second floor that could add even more living space, and a newer FHA heating system. A detached two-car garage, built in 2009, with a loft is also included. The second house is a charming little red schoolhouse w/ rustic Post and Beam construction, converted for residential use and built in 1822. It was the Groveside one room Schoolhouse which was relocated to the site from Hoosick Falls NY back in 1972. It offers an oversized master bedroom with a large walk-in closet, high ceilings, decorative lighting, and a newer heating system. The third house, built in 2012, provides a contemporary living space, a private backyard, and a Comfortbilt Pellet Stove.
Listing Agent
Hoffman Real Estate Brokerage Email: Matt@HoffmanVTRealEstate.com License #082.0135294 Listed on: 10/12/2025
Property Details
Home Type
- Multi-Family
Year Built
- Built in 1793
Lot Details
- 3.92 Acre Lot
- Level Lot
- Historic Home
Parking
- 2 Car Garage
- Gravel Driveway
Home Design
- Antique Architecture
- Block Foundation
- Slate Roof
- Wood Siding
Interior Spaces
- Property has 2 Levels
- Basement
- Interior Basement Entry
Bedrooms and Bathrooms
- 3 Bedrooms
- 3 Bathrooms
Utilities
- Separate Meters
- Drilled Well
- Cable TV Available
Community Details
- 3 Units
Map
Home Values in the Area
Average Home Value in this Area
Property History
Date | Event | Price | List to Sale | Price per Sq Ft |
---|---|---|---|---|
10/12/2025 10/12/25 | For Sale | $399,900 | -- | $72 / Sq Ft |
Source: PrimeMLS
MLS Number: 5065498

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