Step back in time while enjoying modern comforts in this stunning c. 1787 Colonial home located in the heart of Old Bennington. Brimming with character and charm, this 3BR/3BA residence combines historic elegance with contemporary updates for today’s lifestyle. Inside, you’ll find a brand-new chef’s kitchen designed for culinary enthusiasts, complete with high-end appliances and ample counter space. The updated baths bring a fresh, modern feel, while the library with a wet bar sets the perfect scene for entertaining guests. Enjoy warm summer evenings on the screened porch overlooking the peaceful backyard—an ideal spot for gatherings or quiet relaxation. With its timeless architecture and thoughtful upgrades, this home offers the best of both worlds: classic Colonial character and modern-day comfort.
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Listed by: Maple Leaf Real Estate • Vicki R Wilson
Bought with: Maple Leaf Real Estate
$640,000
55 Monument Avenue, Bennington, VT 05201
3beds
2,675sqft
Single Family Residence
Built in 1787
0.58 Acres Lot
$664,900 Zestimate®
$239/sqft
$3,888 Estimated rent
Home value
$664,900
Estimated sales range
Not available
$3,888/mo
Zestimate® history
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List your homeWhat's special
Contemporary updatesScreened porchHistoric eleganceUpdated bathsHigh-end appliancesPeaceful backyard
Zillow last checked:
Listing updated:
Listed by:
Vicki R Wilson,
Maple Leaf Real Estate 802-447-3210
Bought with:
Angela Bevin
Maple Leaf Real Estate
Source: PrimeMLS,MLS#: 5060833
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Oil, Baseboard, Electric, Radiator
Cooling
- None
Appliances
- Included: Dishwasher, Dryer, Range Hood, Freezer, Microwave, Refrigerator, Washer, Gas Stove, Wine Cooler
- Laundry: 1st Floor Laundry
Features
- Ceiling Fan(s), Dining Area, Hearth, Kitchen Island, Kitchen/Dining, Natural Light, Walk-in Pantry, Wet Bar
- Flooring: Carpet, Laminate, Wood
- Windows: Storm Window(s)
- Basement: Concrete Floor,Partial,Interior Stairs,Unfinished,Basement Stairs,Interior Entry
- Number of fireplaces: 2
- Fireplace features: 2 Fireplaces
Interior area
- Total structure area: 3,606
- Total interior livable area: 2,675 sqft
- Finished area above ground: 2,675
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Paved
- Garage spaces: 1
Features
- Levels: Two
- Stories: 2
- Patio & porch: Enclosed Porch
- Exterior features: Garden, Natural Shade, Poultry Coop
- Frontage length: Road frontage: 106
Lot
- Size: 0.58 Acres
- Features: Landscaped, Level, Sidewalks, In Town, Near Country Club, Near Shopping, Neighborhood, Near Hospital, Near School(s)
Details
- Parcel number: 5101566569
- Zoning description: VR
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Wood Frame, Wood Siding
- Foundation: Stone
- Roof: Shingle,Slate
Condition
- New construction: No
- Year built: 1787
Utilities & green energy
- Electric: 200+ Amp Service, Circuit Breakers
- Sewer: Public Sewer
- Utilities for property: Cable Available, Phone Available, Fiber Optic Internt Avail
Community & HOA
Location
- Region: Old Bennington
Financial & listing details
- Price per square foot: $239/sqft
- Tax assessed value: $311,800
- Annual tax amount: $8,101
- Date on market: 9/11/2025
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 12/22/2025 | Sold | $640,000-1.5%$239/sqft |
Source:  PrimeMLS #5060833 Report a problem | ||
| 12/17/2025 | Contingent | $650,000$243/sqft |
Source: PrimeMLS #5060833 Report a problem | ||
| 9/11/2025 | Listed for sale | $650,000+36.8%$243/sqft |
Source: PrimeMLS #5060833 Report a problem | ||
| 3/1/2022 | Sold | $475,000-2.1%$178/sqft |
Source: PrimeMLS #4884333 Report a problem | ||
| 9/27/2021 | Listed for sale | $485,000+185.3%$181/sqft |
Source: PrimeMLS #4884333 Report a problem | ||
| 12/15/1994 | Sold | $170,000$64/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $311,800 |
| 2023 | -- | $311,800 |
| 2022 | -- | $311,800 |
| 2021 | -- | $311,800 |
| 2020 | -- | $311,800 |
| 2019 | -- | $311,800 |
| 2018 | -- | $311,800 |
| 2017 | -- | $311,800 |
| 2016 | -- | $311,800 +9900% |
| 2015 | -- | $3,118 |
| 2014 | -- | $3,118 |
| 2013 | -- | $3,118 |
| 2012 | -- | $3,118 |
| 2011 | -- | $3,118 |
| 2010 | -- | $3,118 |
| 2009 | -- | $3,118 |
| 2008 | -- | $3,118 +11.1% |
| 2007 | -- | $2,806 |
| 2006 | -- | $2,806 +31.6% |
| 2003 | $4,722 | $2,132 |
Find assessor info on the county website
Neighborhood: 05201
Nearby homes
- $713,6005 bd4 ba3.7k sqft57 Monument Ave, Bennington, VT 05201Off Market
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Nearby schools
GreatSchools rating
- NAMonument SchoolGrades: PK-5Distance: 0.2 mi
- 3/10Mt. Anthony Union Middle SchoolGrades: 6-8Distance: 2 mi
- 5/10Mt. Anthony Senior Uhsd #14Grades: 9-12Distance: 1.2 mi
Schools provided by the listing agent
- Elementary: Monument Elementary School
- 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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- Vermont
- Bennington County
- Old Bennington
- 05201
- 55 Monument Avenue
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