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Enchanted Historic Home with Storybook Charm - A Hidden Gem Near Downtown! Step into a fairytale in this one-of-a-kind, lovingly maintained home - a true magical retreat nestled just minutes from downtown. Owned and cherished by the same family since 1951, this architectural treasure blends old-world artistry with everyday comfort. From the moment you arrive, you're greeted by the cobblestone driveway leading to the wraparound porch with pillars adorned with regal lion heads, perfect for tea, tales, and twilight daydreams. Inside you'll find Dragons carved into the stair railings, an open living room, formal dining room, and a sunny breakfast nook tucked in the heart of the kitchen. The fireplace glows with Bennington pottery tiles around the hearth, and a vintage tub pours water from a sculpted fish faucet, offering a splash of whimsy. Discover a rare delight below: a basement projector booth and private children's puppet theater waiting to be finished. Fantasy meets function in this home Whether you're sipping espresso in the garden or hosting dinner parties in the grand dining room, this home feels like a European escape - without ever leaving town.

More Info

Parking

  • Parking Spaces1
  • GarageYes

Building

  • Year Built1943
  • Building ConstructionWood Frame, Wood Siding
  • ConstructionExisting
  • Property StyleHistoric Vintage, New Englander
  • Bedrooms3
  • Bathroom1
  • Total Baths1
  • Total Rooms6
  • Square Feet1,416
  • APX Unfin Below Grade870
  • BasementConcrete, Interior Stairs
  • FoundationConcrete

Exterior

  • Exterior FeaturesGarden Space, Natural Shade, Covered Porch, Storage
  • Exterior ColorBrown
  • RoofArchitectural Shingle

Amenities

  • PricePerSqFt134.18

Rooms

  • Full Bath1

Location

  • Building Number100
  • StreetWebb Street
  • TownBennington
  • StateVT
  • Zip05201
  • CountyBennington
  • DistrictSouthwest Vermont
  • Junior HighMt. Anthony Union Middle Sch
  • High SchoolMt. Anthony Sr. UHSD 14
  • Flood Zone Y/NNo
  • Address100 Webb Street

Interior

  • Interior FeaturesDining Area,1 Fireplace, Basement Laundry
  • Room 1 TypeEat-in Kitchen
  • Room 1 Level1
  • FloorsCarpet, Laminate
  • Room 2 TypeDining Room
  • Room 2 Level1
  • Room 3 TypeLiving Room
  • Room 3 Level1
  • Room 4 TypeBathroom Full
  • Room 4 Level1
  • Room 5 TypeBedroom
  • Room 5 Level2
  • Stories1.5
  • Room 6 TypeBedroom
  • Room 6 Level2
  • Room 7 TypeBedroom
  • Room 7 Level2

Basic Information

  • MLS Number5042437
  • MLS StatusClosed
  • Virtual TourView Tour
  • StatusSLD
  • Property TypeSingle Family
  • List Price$200,000
  • Listing Agent NameLindsey Martin
  • Broker NameMaple Leaf Realty
  • Selling Agent NamePatrick Sady
  • Sale Price$190,000

Property

  • Acreage0.45
  • Lot DescriptionLevel, In Town, Near Shopping, Neighborhood
  • AreaVT-Bennington
  • DrivewayOther
  • RoadsPublic
  • Road Frontage248

Utilities

  • Heat SystemOil, Hot Air
  • WaterPublic
  • SewerPublic
  • Electric100 Amp Service, Circuit Breaker(s)
  • UtilitiesCable Available, Telephone Available

Other

  • Delayed ShowingsNo
  • SeasonalNo
  • Page86-88
  • Date Listed05/22/2025
  • View Count3

Map Location

Driving Directions

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 December 6, 2025 7:37 AM EST

 

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