Step back in time while enjoying modern comforts in this stunning c. 1787 Colonial home located in the heart of Old Bennington. Brimming with character and charm, this 3BR/3BA residence combines historic elegance with contemporary updates for today's lifestyle. Inside, you'll find a brand-new chef's kitchen designed for culinary enthusiasts, complete with high-end appliances and ample counter space. The updated baths bring a fresh, modern feel, while the library with a wet bar sets the perfect scene for entertaining guests. Enjoy warm summer evenings on the screened porch overlooking the peaceful backyard-an ideal spot for gatherings or quiet relaxation. With its timeless architecture and thoughtful upgrades, this home offers the best of both worlds: classic Colonial character and modern-day comfort.

More Info

Tax Information

Tax Year2025

Location

Building Number55
StreetMonument Avenue
VillageOld Bennington
TownBennington
StateVT
Zip05201
CountyBennington
DistrictSouthwest Vermont
Elementary SchoolMonument Elementary School
Junior HighMt. Anthony Union Middle Sch
High SchoolMt. Anthony Sr. UHSD 14
Map49
Flood Zone Y/NNo
Address55 Monument Avenue

Interior

Interior FeaturesCeiling Fan, Dining Area,2 Fireplaces, Hearth, Kitchen Island, Kitchen/Dining, Natural Light, Walk-in Pantry, Wet Bar,1st Floor Laundry
Room 1 TypeKitchen
Room 1 Level1
FloorsCarpet, Laminate, Wood
Room 2 TypeDining Room
Room 2 Level1
Room 3 TypeLibrary
Room 3 Level1
Room 4 TypeLiving Room
Room 4 Level1
Room 5 TypeBedroom
Room 5 Level1
Stories2
Room 6 TypePrimary Bedroom
Room 6 Level2
Room 7 TypeBedroom
Room 7 Level2
Room 8 TypeExercise Room
Room 8 Level2
Room 9 TypeBathroom Three Quarter
Room 9 Level1
Room 10 TypeBathroom Half
Room 10 Level1
Room 11 TypeBathroom Three Quarter
Room 11 Level2
Room 12 TypePorch
Room 12 Level1

Parking

Parking Spaces1
GarageYes

Building

Year Built1787
Building ConstructionWood Frame, Wood Siding
ConstructionExisting
Property StyleColonial
Bedrooms3
Bathroom3
Total Baths3
Half Bath1
Total Rooms9
Square Feet2,675
APX Unfin Below Grade931
BasementConcrete Floor, Partial, Interior Stairs, Unfinished, Basement Stairs
FoundationStone

Exterior

Exterior FeaturesGarden Space, Natural Shade, Enclosed Porch, Storm Window(s), Poultry Coop
RoofShingle, Slate

Utilities

Heat SystemOil, Baseboard, Electric, Radiator
WaterPublic
SewerPublic
Electric200+ Amp Service, Circuit Breaker(s)
UtilitiesCable Available, Telephone Available

Other

Delayed ShowingsNo
SeasonalNo
Page124
Date Listed09/11/2025

Rooms

Full Bath2

Basic Information

MLS Number5060833
MLS StatusActive Under Contract
Virtual TourView Tour
StatusActive With Contract
Property TypeSingle Family
List Price$650,000
Listing Agent NameVicki Wilson
Broker NameMaple Leaf Realty

Property

Acreage0.58
Lot DescriptionLandscaped, Level, Sidewalks, In Town, Near Country Club, Near Shopping, Neighborhood, Near Hospital, Near School(s)
AreaVT-Bennington
Lot2
DrivewayPaved
RoadsPaved, Public Maintained Road
Road Frontage106

Amenities

PricePerSqFt242.99

Legal

Taxes$8,101.81
Tax ReductionNo
ZoningVR
Surveyed Y/NUnknown

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 15, 2025 11:07 PM EST

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