$399,900

34 Chandler Way Bennington, VT 05201

Estimated payment $2,520/month

3 Beds
3 Baths
5,527 Sq Ft
$72 Price per Sq Ft

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

Matt Waddington

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

Property Details

Home Type

Multi-Family

Year Built

Built in 1793

Lot Details

0

Parking

2

Listing Details

  • Directions: Head down Rt 9 (West Rd) towards Hoosick Falls, Chandler Way is located on the right directly after the Four Chimney Inn
  • Seasonal: No
  • Property Type: Residential Income
  • Year Built: 1793
  • Display On Internet: High Speed Intrnt Avail
  • Architectural Style: Antique, Historic Vintage
  • ResoLotFeatures: Level
  • Road Frontage Type: Gravel, Private Road
  • Attribution Contact: Matt@HoffmanVTRealEstate.com
  • MLS Status: (10) Active - Active
  • Above Grade Finished Sq Ft: 4955.0
  • Unit Levels: Two
  • ResoPropertyCondition: Existing
  • Flood_Zone: No
  • Foreclosed_Or_Bank_Owned_Or_REO: No
  • Pre_Construction: No
  • Basement_Access_Type: Interior
  • Separate_Utilities: Yes
  • Special Features: None
  • Property Sub Type: MultiFamily

Interior Features

  • Total Bedrooms: 3
  • Basement: Bulkhead, Interior Entry
  • Basement YN: Yes
  • Below Grade Sq Ft: 572.0

Exterior Features

  • Driveway: Gravel
  • Roof: Asphalt Shingle, Slate
  • Construction Type: Wood Exterior
  • Foundation Details: Block

Garage/Parking

  • Garage Spaces: 2.0
  • Attached Garage: Yes

Utilities

  • Electric: 100 Amp Service
  • Sewer: Public Sewer
  • Heating: Pellet Stove, Hot Air, Wood Stove
  • Cooling: None
  • Utilities: Cable
  • Water Source: Drilled Well

Lot Info

  • Surveyed: Unknown
  • Zoning: rr
  • Lot Size Acres: 3.92
  • Lot Size Sq Ft: 170755.0

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 10668.35

Multi Family

  • Number Of Units Total: 3

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

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

Source: PrimeMLS

MLS Number: 5065498

PrimeMLS