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.
Closed
Listed by:
Lindsey Martin,
Maple Leaf Realty 802-447-3210
Bought with: Four Corner Properties LLC
$190,000
100 Webb Street, Bennington, VT 05201
3beds
1,416sqft
Single Family Residence
Built in 1943
0.45 Acres Lot
$190,200 Zestimate®
$134/sqft
$1,982 Estimated rent
Home value
$190,200
Estimated sales range
Not available
$1,982/mo
Zestimate® history
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What's special
Zillow last checked: 8 hours ago
Listing updated: September 16, 2025 at 12:29pm
Listed by:
Lindsey Martin,
Maple Leaf Realty 802-447-3210
Bought with:
Patrick J Sady
Four Corner Properties LLC
Source: PrimeMLS,MLS#: 5042437
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Heating
- Oil, Hot Air
Cooling
- None
Appliances
- Included: Dryer, Freezer, Electric Range, Refrigerator, Washer
- Laundry: In Basement
Features
- Dining Area
- Flooring: Carpet, Laminate
- Basement: Concrete,Interior Stairs,Interior Entry
- Number of fireplaces: 1
- Fireplace features: 1 Fireplace
Interior area
- Total structure area: 2,286
- Total interior livable area: 1,416 sqft
- Finished area above ground: 1,416
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Garage
- Garage spaces: 1
Features
- Levels: One and One Half
- Stories: 1
- Patio & porch: Covered Porch
- Exterior features: Garden, Natural Shade, Storage
- Frontage length: Road frontage: 248
Lot
- Size: 0.45 Acres
- Features: Level, In Town, Near Shopping, Neighborhood
Details
- Parcel number: 5101567918
- Zoning description: VR
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Historic Vintage,New Englander
- Property subtype: Single Family Residence
Materials
- Wood Frame, Wood Siding
- Foundation: Concrete
- Roof: Architectural Shingle
Condition
- New construction: No
- Year built: 1943
Utilities & green energy
- Electric: 100 Amp Service, Circuit Breakers
- Sewer: Public Sewer
- Utilities for property: Cable Available, Phone Available
Community & neighborhood
Location
- Region: Bennington
Price history
| Date | Event | Price |
|---|---|---|
| 9/16/2025 | Sold | $190,000-5%$134/sqft |
Source:  PrimeMLS #5042437 | ||
| 8/6/2025 | Contingent | $200,000$141/sqft |
Source: PrimeMLS #5042437 | ||
| 7/16/2025 | Price change | $200,000-7%$141/sqft |
Source: PrimeMLS #5042437 | ||
| 6/30/2025 | Listed for sale | $215,000$152/sqft |
Source: PrimeMLS #5042437 | ||
| 6/13/2025 | Contingent | $215,000$152/sqft |
Source: PrimeMLS #5042437 | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $84,900 |
| 2023 | -- | $84,900 |
| 2022 | -- | $84,900 |
Find assessor info on the county website
Neighborhood: 05201
Nearby schools
GreatSchools rating
- 3/10Mt. Anthony Union Middle SchoolGrades: 6-8Distance: 2 mi
- 5/10Mt. Anthony Senior Uhsd #14Grades: 9-12Distance: 0.8 mi
Schools provided by the listing agent
- Middle: Mt. Anthony Union Middle Sch
- High: Mt. Anthony Sr. UHSD 14
- District: Southwest Vermont
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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