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.

Listing Tools

More Info

Tax Information

  • Tax Year2025

Parking

  • Parking Spaces2
  • GarageYes

Rooms

  • Full Bath1

Basic Information

  • MLS Number5067086
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$695,000
  • Listing Agent NameMonique Geannelis
  • Broker NameMahar McCarthy Real Estate

Location

  • Building Number58
  • StreetMount Anthony Road
  • VillageBennington
  • TownBennington
  • StateVT
  • Zip05201
  • CountyBennington
  • DistrictSouthwest Vermont
  • Elementary SchoolMonument Elementary School
  • Junior HighMt. Anthony Union Middle Sch
  • High SchoolMt. Anthony Sr. UHSD 14
  • Flood Zone Y/NNo
  • Address58 Mount Anthony Road

Building

  • Year Built1928
  • Building ConstructionFoam Insulation, Wood Frame, Shingle Siding
  • ConstructionExisting
  • Property StyleAntique, Farmhouse
  • Bedrooms3
  • Bathroom3
  • Total Baths3
  • 3/4 Baths1
  • Half Bath1
  • Total Rooms12
  • Square Feet2,715
  • APX Unfin Below Grade1586
  • BasementBulkhead, Concrete Floor, Insulated, Interior Stairs, Sump Pump, Exterior Access, Basement Stairs
  • FoundationConcrete

Property

  • Acreage2.4
  • Lot DescriptionCountry Setting, Landscaped, Mountain View, View, Near Country Club, Near Golf Course, Near Shopping, Rural, Near Hospital, Near School(s)
  • AreaVT-Bennington
  • DrivewayPaved
  • RoadsPaved, Public, Public Maintained Road
  • Road Frontage320
  • Suitable Use Land Type FarmsResidential

Interior

  • Interior FeaturesCathedral Ceiling, Ceiling Fan, Dining Area, Wood Fireplace,1 Fireplace, Kitchen Island, Kitchen/Dining, Kitchen/Family, Natural Light, Security, Vaulted Ceiling,1st Floor Laundry, Smart Thermostat
  • Room 1 TypeKitchen
  • Room 1 Level1
  • FloorsCeramic Tile, Tile, Wood
  • Room 2 TypeLiving Room
  • Room 2 Level1
  • Room 3 TypeDining Room
  • Room 3 Level1
  • Room 4 TypeFamily Room
  • Room 4 Level1
  • Room 5 TypeOffice/Study
  • Room 5 Level1
  • Stories2
  • Room 6 TypePrimary Bedroom
  • Room 6 Level2
  • Room 7 TypeBedroom
  • Room 7 Level2
  • Room 8 TypeBedroom
  • Room 8 Level2
  • Room 9 TypeBathroom Half
  • Room 9 Level1
  • Room 10 TypeBathroom Full
  • Room 10 Level2
  • Room 11 TypeBathroom Three Quarter
  • Room 11 Level2
  • Room 12 TypeBonus Room
  • Room 12 Level2

Exterior

  • Exterior FeaturesBuilding, Dog Fence, Full Fence, Garden Space, Natural Shade, Outbuilding, Patio
  • Exterior ColorBlue
  • RoofShingle, Slate

Utilities

  • Heat SystemOil, Baseboard
  • WaterDrilled Well
  • SewerPublic
  • Electric100 Amp Service, Circuit Breaker(s)
  • UtilitiesPhone, Cable Available

Amenities

  • Accessibility Amenities1st Floor 1/2 Bathroom, Laundry Access w/No Steps, Paved Parking,1st Floor Laundry
  • AmenitiesRadon Mitigation, Security System
  • PricePerSqFt255.99

Water Body

  • Water ViewNo

Other

  • Delayed ShowingsNo
  • SeasonalNo
  • Page2
  • Date Listed10/23/2025

Map Location

Listed by Monique Geannelis of Mahar McCarthy Real Estate
Broker Reciprocity 

Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated November 11, 2025 8:38 PM EST

 

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