List Price: $529,000 | $195 per sq.ft. | 3 Bedroom | 3 Bathroom | 2 Story Single Family Home
Price Change! Reduced by $166,000 down 31% on July 2nd 2026

Under Contract Date Listed Thursday Oct 23, 2025 | MLS# 5067086


Address: 58 Mount Anthony Road Village of Bennington in Town of Bennington VT
Listed by Monique Geannelis Mahar McCarthy Real Estate
Description:
Welcome to one of the most coveted locations in Bennington, Vermont known to locals as the West End. Steeped in history, this remarkable property was built c.1928 with ties to the Colgate Estate located on Mount Anthony. A stones throw away is the original Fillmore Farm, primarily known for its sheep. In 1929, the farm began production of milk and then built its large dairy plant in 1939. It can be surmised that this property was for the intent of upper management housing for the farm. With sprawling views to the north, south and west, this location does not disappoint! A typical farmhouse style home that esthetically blends rustic and modern elements for easy living. A generously sized kitchen is perfection for entertaining and for spending time with family and friends. The living room invites a space for conversation, a cozy fire during the chilly Vermont evenings, or simply relaxing taking in the divine views at sunset. More casually, the family room offers exposed beams, vaulted ceilings and abundance of natural light. A formal dining room is strategic to the kitchen for holidays and family gatherings. The second floor boasts three bedrooms and two bathrooms, while the third bath is on the first level for convenience. And have I mentioned the renovated space above the garage? Wow! Breathe in the fresh air, take a walk up a country road and hunker down for the most genuine, spectacular sunsets. This is the type of special property that you will not want to miss.

Sale Includes : Garage | Land/Building | Outbuilding

Room Information:
Total Rooms: 12
Total Baths: 3
Flooring: Ceramic Tile | Tile | Wood
Full Baths: 1
1/2 Baths: 1
3/4 Baths: 1
Bedrooms: 3
Basement: Bulkhead | Concrete Floor | Insulated | Interior Stairs | Sump Pump | Exterior Access | Basement Stairs

Construction Information:
Year Built: 1928
Type: Foam Insulation | Wood Frame | Shake Siding | Vinyl Siding

Building Info
Finished Sq.Ft.: 4301
Above Grade Sq.Ft.: 2715
Below Grade Sq.Ft.: 0
Apx Below Grade Unfinished Sq.Ft.: 1586

Exterior Info
Style: Antique | Farmhouse
Exterior Color Blue
Roof: Shingle | Slate

Utilities
Electric: 100 Amp Service | Circuit Breaker(s)
Water: Drilled Well
Sewer: Public

Land Description:
Country Setting | Landscaped | Mountain View | View | Near Country Club | Near Golf Course | Near Shopping | Rural | Near Hospital | Near School(s)
Lot size: 2.4 acres
SuitableUse: Residential
Zoned: Rural
Surveyed: Unk
Flood Zone: No
Seasonal: No
Road Frontage: 320
Driveway: Paved

Additional Information
Occupant Restrictions : None
Easement - No
Taxes $10,625
Assesed Value Not Reported
Schools
School District: Southwest Vermont
Elementary School: Monument Elementary School
Middle School: Mt. Anthony Union Middle Sch
High School: Mt. Anthony Sr. UHSD 14

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