100 Webb Street

Bennington VT 05201

2286 sq. ft.

19602 sq. ft.

Single-Family

Last sold for $190,000

Lindsey Martin, last sold this property on 16 September 2025 after -56 days on market.

Overview

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.

Features

3 bedrooms

1 bathroom

1 carspace

1 garage space

2286 sq. ft. floor area

19602 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Bennington over the last 12 months, the estimated median property value of 100 Webb Street is $275k.

Median value

$275k

Estimated value range

$60.5k - $750.5k

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Bennington. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 100 Webb Street

2025

Sold

$190,000

16 Sep 2025 by Lindsey Martin, of Maple Leaf Realty

Happy sellers in Bennington

We have insufficient information to provide an overview of customer satisfaction for Bennington. Viewing the agent profiles, reviews and sales for Bennington can provide insights for this location.