Brooke Thomson Drew
Mahar McCarthy Real Estate
(607) 601-1305
66 Total Sales
46 in Bennington
$41K - $701K Price Range
100 Webb St Bennington, VT 05201
Bennington AreaEstimated Value: $206,782
3
Beds
1
Bath
1,416
Sq Ft
$146/Sq Ft
Est. Value
Highlights
- New Englander Architecture
- Fireplace
- Property is near shops
- Covered Patio or Porch
- Eat-In Kitchen
- Garden
About This Home
As of September 2025Enchanted 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.
Last Agent to Sell the Property
Maple Leaf Real Estate License #082.0134770 Listed on: 05/22/2025
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Details
Home Type
- Single Family
Year Built
- Built in 1943
Lot Details
- 19,602 Sq Ft Lot
- Level Lot
- Garden
- Historic Home
- Property is zoned VR
Parking
- 1 Car Garage
Home Design
- New Englander Architecture
- Concrete Foundation
- Wood Frame Construction
- Architectural Shingle Roof
- Wood Siding
Interior Spaces
- Property has 1 Level
- Fireplace
- Dining Room
Kitchen
- Eat-In Kitchen
- Electric Range
- Freezer
Flooring
- Carpet
- Laminate
Bedrooms and Bathrooms
- 3 Bedrooms
- 1 Full Bathroom
Laundry
- Dryer
- Washer
Basement
- Interior Basement Entry
- Laundry in Basement
Outdoor Features
- Covered Patio or Porch
- Outdoor Storage
Location
- Property is near shops
Schools
- Mt. Anthony Union Middle Sch
- Mt. Anthony Sr. Uhsd 14 High School
Utilities
- No Cooling
- Heating System Uses Oil
- 100 Amp Service
- Phone Available
- Cable TV Available
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
May 22, 2025
Closed on
Sep 16, 2025
Sold by
Estate Of Marion C Cutler
Bought by
Seller's Agent
Lindsey Martin
Maple Leaf Real Estate
Buyer's Agent
Patrick Sady
Four Corner Properties LLC
List Price
$215,000
Sold Price
$190,000
Premium/Discount to List
-$25,000
-11.63%
Views
342
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$16,782
Avg. Annual Appreciation
8.83%
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Bennington, VT
-
Brooke Thomson Drew
-
Peter West
Peter West
BISHOP WEST REAL ESTATE
(413) 414-4714
63 Total Sales
1 in Bennington
$299,000 Price
-
Wendy Larson
Wendy Larson
Hoosick Realty
(518) 975-3258
56 Total Sales
1 in Bennington
$325,000 Price
-
Margretta Fischer
Margretta Fischer
Wohler Realty Group
(802) 944-4455
243 Total Sales
10 in Bennington
$235K - $610K Price Range
-
Monique Geannelis
Monique Geannelis
Mahar McCarthy Real Estate
(802) 944-4920
48 Total Sales
31 in Bennington
$130K - $1.5M Price Range
-
Kristin Comeau
Kristin Comeau
Responds QuicklyTPW Real Estate
(802) 466-5194
61 Total Sales
5 in Bennington
$230K - $330K Price Range
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $190,000 | -- |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 09/16/2025 09/16/25 | Sold | $190,000 | -5.0% | $134 / Sq Ft |
| 08/06/2025 08/06/25 | Pending | -- | -- | -- |
| 07/16/2025 07/16/25 | Price Changed | $200,000 | -7.0% | $141 / Sq Ft |
| 06/30/2025 06/30/25 | For Sale | $215,000 | 0.0% | $152 / Sq Ft |
| 06/13/2025 06/13/25 | Pending | -- | -- | -- |
| 05/22/2025 05/22/25 | For Sale | $215,000 | -- | $152 / Sq Ft |
Source: PrimeMLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $1,621 | $84,900 | $10,000 | $74,900 |
| 2024 | $2,987 | $84,900 | $10,000 | $74,900 |
| 2023 | $2,781 | $84,900 | $10,000 | $74,900 |
| 2022 | $1,945 | $84,900 | $10,000 | $74,900 |
| 2021 | $1,955 | $84,900 | $10,000 | $74,900 |
| 2020 | $1,951 | $84,900 | $10,000 | $74,900 |
| 2019 | $1,855 | $84,900 | $10,000 | $74,900 |
| 2018 | $1,824 | $84,900 | $10,000 | $74,900 |
| 2017 | $0 | $84,900 | $10,000 | $74,900 |
| 2016 | $1,814 | $84,900 | $10,000 | $74,900 |
| 2015 | -- | $849 | $0 | $0 |
| 2014 | -- | $849 | $0 | $0 |
| 2013 | -- | $849 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Lindsey Martin
LM
Seller's Agent in 2025
Lindsey Martin
Maple Leaf Real Estate
(702) 280-5801
73 Total Sales
-
Patrick Sady
PS
Buyer's Agent in 2025
Patrick Sady
Four Corner Properties LLC
(802) 282-3107
30 Total Sales
Map
Source: PrimeMLS
MLS Number: 5042437
APN: (015)51-55-11-00
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
Copyright 2026 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.
Nearby Homes
- 133 S Branch St
- 131 S Branch St
- 141 S Branch St
- 117 S Branch St
- 105 Webb St
- 110 Webb St
- 148 S Branch St
- 146 S Branch St Unit 8
- 115 S Branch St
- 161 S Branch St
- 100 Fillmore St
- 138 S Branch St
- 111 S Branch St
- 156 S Branch St
- 114 Webb St
- 136 S Branch St
- 135 Webb St
- 102 Fillmore St
- 158 S Branch St
- 142 S Branch St
Your Personal Tour Guide
Ask me questions while you tour the home.