#5039510, Dan Mason, Listing office: Perrott Realty
#5042437·
Listing office: Maple Leaf Realty·
Listing agent: Lindsey Martin·
Listing office phone: 802-447-3210
$200,000 List price
100 Webb St Bennington, VT 05201
3 beds
1 full
1,416 sqft
0.5 acres
$141 / sqft
House
Property details
About 100 Webb St
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.
Highlights
Home typeSingle Family Residence
HeatingOil, Forced Air
StatusActive
Size1,416 sqft
BasementYes
Lot size0.45 Acres
Year built1943
MLS #5042437
Garage1 space
Summary
- Full Bathrooms: 1
- Appliances: Dryer, Freezer, Electric Range, Refrigerator, Washer
- Basement: Yes
- Flooring Type: Carpet, Laminate
- Total Bedroom Count: 3
- Garage Space: 1 space
- Heating: Oil, Forced Air
- Cooling: None
- List Price: $200,000
- Price/SqFt: $141
- Annual Tax Amount: $2,781
- Tax Year: 2023
- Directions: From Downtown Bennington drive east on Main St. Take a right onto Beech St. In 0.2 miles turn left onto Rollin St. Then Right onto Webb. The house will be on the right.
- Year Built: 1943
- Stories: 1
- Living Area: 1,416 SqFt
- Lot Size: 0.45 Acres
- MLS Number: 5042437
- Office Name: Maple Leaf Realty
- Office Phone: (802) 447-3210
- Office Email: Faith@mapleleafvermont.com
- Listing Agent: Lindsey Martin
© Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this site 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.
Housing Market Reports are calculated by Rocket Homes Real Estate, LLC and based on information from the MLS.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/24/2025, 11:45:35 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
We're sorry, we currently don't have property sales data for this listing.
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $84,900 | $2,781 |
| 2022 | $84,900 | $2,590 |
| 2021 | $84,900 | $2,538 |
| 2019 | $84,900 | $1,854 |
| 2018 | $84,900 | $1,823 |
History based on county public records data.
Nearby schools
1
Molly Stark School
Public District PK-5
1.8 mi
•181 Orchard Rd
4
Shaftsbury Elementary School
Public District PK-6
4.9 mi
•150 Buck Hill Rd
1
Pownal Elementary School
Public District PK-6
5.6 mi
•94 Schoolhouse Rd
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $52,296. The majority of Bennington, VT residents have income between $35k-100k annually. Typical family type is single, no kids. The most common level of education of people living in this area is high school diploma.
How much money do the neighbors make?
36%
<35k
50%
35k-100k
11%
100k-200k
3%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
What types of families live nearby?
35%
Single, No Kids
12%
Single, with Kids
35%
Married, No Kids
18%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
15%
<11 yrs old
9%
12-17 yrs old
17%
18-34 yrs old
43%
35-64 yrs old
16%
65+ yrs old
What do the neighbors do for fun?
NASCAR
Extreme Sports
Figure Skating
Where do the neighbors shop?
Dollar General
Academy Sports & Outdoors
Kmart
Where do the neighbors go to eat?
Cracker Barrel
Little Caesars
Bob Evans
What do the neighbors drive?
Ram
Chevrolet
Buick
What do the neighbors listen to?
Classic Country- Country
Oldies
All data provided by Home Junction and Claritas
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Frequently asked questions
About 100 Webb St
The listing price of 100 Webb St property is $200,000.
The property 100 Webb St is a house located in Bennington, Vermont, 05201.
Active Listing: 100 Webb St is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 100 Webb St are: Molly Stark School (GreatSchools Rating 1/10), Shaftsbury Elementary School (GreatSchools Rating 4/10), Pownal Elementary School (GreatSchools Rating 1/10), Mt. Anthony Union Middle School (GreatSchools Rating 2/10), Clarksburg Elementary School (GreatSchools Rating 3/10), Hoosac Valley Middle School (GreatSchools Rating 4/10), Mt. Anthony Senior Uhsd #14 (GreatSchools Rating 5/10), Hoosick Falls Junior/Senior High School (GreatSchools Rating 5/10), Arlington Memorial School (GreatSchools Rating 3/10).
According to the records, the last property tax for 2023 is $2,781 (source: MLS/based on county public records data).
The property at 100 Webb St has 3 bedrooms and 1 bathroom.
The property 100 Webb St is 1,416 SqFt (source: MLS/tax record).
The year of construction for 100 Webb St is 1943.
This home is located at 100 Webb St in Bennington, VT and zip code 05201. This 1,416 square foot home, which was built in 1943, sits on a 0.45 acre lot. Features: 3 bedrooms, 1 bathroom. It has been listed on Rocket Homes since May 22, 2025 and is currently priced at $200,000.
While more than 1 listings in Bennington, VT in June 2025 were sold above asking price, there were more than 4 listings sold at asking price, and more than 9 were sold below. In June 2025 in Bennington, VT there were 26.8% more homes for sale than in May.
From Rocket Homes Real Estate and based on county public records data.