Elegant and stately, this distinguished 1910 home is beautifully set in the heart of Old Bennington, Vermont. Thoughtful renovations began in 2000, carefully preserving the home's historic character while enhancing comfort and functionality throughout. Offering over 6,000 square feet of gracious living space, the residence features seven bedrooms, six baths, and six fireplaces, with timeless architectural details at every turn. Enter into a large, welcoming foyer highlighted by a grand staircase that sets the tone for the home's classic elegance. Generous living and gathering spaces flow seamlessly, while the chef's kitchen enjoys dramatic eastern views, filling the home with morning light. The primary suite is a true retreat, complete with its own fireplace and a large sunroom perfect for quiet mornings or evening relaxation. A convenient second-floor laundry area enhances everyday living. Outside, the 4.5-acre setting is framed by stacked stone walls, a serene spring-fed pond, and lovely birch trees. A two-story carriage barn with garage space complements the property, completing this rare offering where historic beauty, thoughtful updates, and pastoral Vermont charm come together effortlessly.

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Tax Information

Tax Year2026

Location

Building Number16
StreetWest Road
VillageOld Bennington
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
Address16 West Road

Interior

Interior FeaturesBlinds, Wood Fireplace,3+ Fireplaces, Kitchen Island, Kitchen/Dining, Natural Light, Security, Security Door(s), Soaking Tub, Walk-in Closet, Window Treatment, Bidet
Room 1 TypeKitchen
Room 1 Level1
Room 1 Dimensions22x21
FloorsCarpet, Ceramic Tile, Hardwood, Tile, Wood
Room 2 TypeDining Room
Room 2 Level1
Room 2 Dimensions19x18
Room 3 TypeLiving Room
Room 3 Level1
Room 3 Dimensions20x30
Room 4 TypeSunroom
Room 4 Level1
Room 4 Dimensions20x36
Room 5 TypeFoyer
Room 5 Level1
Room 5 Dimensions28x12
Stories3
Room 6 TypeBathroom Half
Room 6 Level1
Room 7 TypePrimary BR Suite
Room 7 Level2
Room 7 Dimensions18x18
Room 8 TypeSunroom
Room 8 Level2
Room 8 Dimensions16'5x17'4
Room 9 TypeBedroom with Bath
Room 9 Level2
Room 9 Dimensions18x18
Room 10 TypeBedroom
Room 10 Level2
Room 10 Dimensions12'2x12'2
Room 11 TypeOffice/Study
Room 11 Level2
Room 11 Dimensions8x9
Room 12 TypeBedroom
Room 12 Level2
Room 12 Dimensions10x11
Room 13 TypeLaundry Room
Room 13 Level2
Room 14 TypeBedroom
Room 14 Level3
Room 14 Dimensions15'10x13'5
Room 15 TypeBedroom
Room 15 Level3
Room 15 Dimensions14x17
Room 16 TypeBathroom Full
Room 16 Level3
Room 17 TypeBedroom with Bath
Room 17 Level3
Room 17 Dimensions17'4x18'3
Room 18 TypeBathroom Full
Room 18 Level3
Room 19 TypeBonus Room
Room 19 Level3
Room 19 Dimensions10x15

Parking

Parking Spaces2
GarageYes
Parking DescriptionAuto Open, Storage Above, Driveway, Parking Spaces 1 - 10, Detached

Building

Year Built1910
Building ConstructionClapboard Exterior
ConstructionExisting
Property StyleGambrel
Bedrooms7
Bathroom6
Total Baths6
3/4 Baths1
Half Bath1
Total Rooms12
Square Feet6,392
APX Unfin Below Grade1600
BasementBulkhead, Concrete, Concrete Floor, Crawl Space, Exterior Stairs, Interior Stairs, Sump Pump, Unfinished, Interior Access, Exterior Access, Basement Stairs
FoundationConcrete, Stone, Stone w/ Skim Coating

Utilities

Heat SystemOil, Baseboard, Heat Pump, Multi Zone, Radiant Floor, Radiator, Mini Split
WaterPublic
SewerPublic
Electric100 Amp Service,200+ Amp Service, Underground
UtilitiesCable

Legal

Taxes$22,186.35
Tax ReductionNo
ZoningVR
Surveyed Y/NUnknown

Rooms

Full Bath4

Basic Information

MLS Number5075253
MLS StatusActive
Virtual TourView Tour
StatusACT
Property TypeSingle Family
List Price$1,495,000
Listing Agent NameKelley McCarthy
Broker NameMahar McCarthy Real Estate

Property

Acreage4.5
Lot DescriptionLevel, Mountain View, Sidewalks, View, Near Country Club, Near Golf Course, Near Skiing, Near Hospital
AreaVT-Bennington
DrivewayCrushed Stone
RoadsPaved, Public, Public Maintained Road
Road Frontage500

Exterior

Exterior FeaturesBuilding, Garden Space, Natural Shade, Outbuilding, Patio, Porch, Covered Porch, Shed, Heated Porch
Exterior ColorWhite
RoofMembrane, Slate

Amenities

AmenitiesCO Detector, Dehumidifier
PricePerSqFt233.89

Other

SeasonalNo
Page51
Date Listed01/30/2026

Copyright 2026 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 February 12, 2026 10:12 AM EST

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