PRICE JUST IMPROVED! Welcome to this beautifully maintained New Englander nestled in the historic town of Windsor — Vermont's first capital and a gem of the Upper Valley. This classic 3-bedroom, 2-bath home blends timeless charm with thoughtful updates, offering a perfect retreat in a vibrant, small-town setting. Located within walking distance to Windsor’s shops, restaurants, schools, and the picturesque Connecticut River — and just minutes from I-91 — this home combines small-town charm with accessibility.
Closed
Listed by: KW Vermont Woodstock • Katie Ladue Gilbert
Bought with: KW Vermont Woodstock
$219,000
66 Union Street, Windsor, VT 05089
3beds
1,743sqft
Single Family Residence
Built in 1856
3,485 Square Feet Lot
$227,900 Zestimate®
$126/sqft
$2,842 Estimated rent
Home value
$227,900
$185,000 - $280,000
$2,842/mo
Zestimate® history
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$1,287/mo
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Timeless charmThoughtful updatesBeautifully maintained new englander
Zillow last checked:
Listing updated:
Listed by:
Katie Ladue Gilbert,
KW Vermont Woodstock Cell:802-299-7522
Bought with:
Chelsea D Bevis
KW Vermont Woodstock
Source: PrimeMLS,MLS#: 5042811
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 3/4 bathrooms: 1
Heating
- Propane, Oil, Forced Air
Cooling
- None
Appliances
- Included: Dryer, Gas Range, Refrigerator, Washer
Features
- Flooring: Carpet, Hardwood
- Basement: Full,Unfinished,Interior Entry
Interior area
- Total structure area: 2,523
- Total interior livable area: 1,743 sqft
- Finished area above ground: 1,743
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Paved
- Garage spaces: 1
Features
- Levels: 1.75
- Stories: 1.75
- Frontage length: Road frontage: 70
Lot
- Size: 3,485 Square Feet
- Features: Level
Details
- Parcel number: 76824412839
- Zoning description: HDR
Construction
Type & style
- Home type: SingleFamily
- Architectural style: New Englander
- Property subtype: Single Family Residence
Materials
- Wood Frame
- Foundation: Concrete
- Roof: Metal
Condition
- New construction: No
- Year built: 1856
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Utilities for property: None
Community & HOA
Location
- Region: Windsor
Financial & listing details
- Price per square foot: $126/sqft
- Tax assessed value: $194,690
- Annual tax amount: $4,780
- Date on market: 5/24/2025
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 9/2/2025 | Sold | $219,000-8.4%$126/sqft |
Source:  PrimeMLS #5042811 Report a problem | ||
| 6/25/2025 | Price change | $239,000-6.3%$137/sqft |
Source: PrimeMLS #5042811 Report a problem | ||
| 5/24/2025 | Listed for sale | $255,000$146/sqft |
Source: PrimeMLS #5042811 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $194,690 +49.9% |
| 2023 | -- | $129,840 |
| 2022 | -- | $129,840 |
| 2021 | -- | $129,840 |
| 2020 | -- | $129,840 |
| 2019 | -- | $129,840 |
| 2018 | -- | $129,840 |
| 2017 | -- | $129,840 |
| 2016 | -- | $129,840 +9903.1% |
| 2015 | -- | $1,298 |
| 2014 | -- | $1,298 |
| 2013 | -- | $1,298 |
| 2012 | -- | $1,298 |
| 2011 | -- | $1,298 -46% |
| 2010 | -- | $2,405 |
| 2009 | -- | $2,405 +65.3% |
| 2008 | -- | $1,455 |
| 2007 | -- | $1,455 |
| 2006 | -- | $1,455 +126.3% |
| 2003 | $1,910 | $643 |
Find assessor info on the county website
Neighborhood: 05089
Nearby homes
- $261,9002 bd1 ba-- sqft1 Fitch Ct, Windsor, VT 05089Off Market
- $255,4002 bd1 ba-- sqft62 Union St, Windsor, VT 05089Off Market
- $324,2003 bd2 ba2.1k sqft70 Union St, Windsor, VT 05089Off Market
- $255,2003 bd2 ba1.2k sqft2 Fitch Ct, Windsor, VT 05089Off Market
- $272,400-- bd-- ba-- sqft69 Union St, Windsor, VT 05089Off Market
- $319,0004 bd2 ba2.1k sqft74 Union St, Windsor, VT 05089Sold
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Nearby schools
GreatSchools rating
- 4/10Windsor SchoolGrades: PK-12Distance: 0.2 mi
- NAAlbert Bridge School (West Windsor)Grades: PK-6Distance: 3.8 mi
Schools provided by the listing agent
- Elementary: State Street School
- Middle: Windsor High School
- High: Windsor High School
- District: Windsor
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
- Windsor County
- Windsor
- 05089
- 66 Union Street
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