Classic Vermont character meets everyday convenience in this sweet in-town New Englander. Set in the heart of Windsor, this three-bedroom, one-bath home puts you steps from local shops, dining, and all the charm of one of Vermont's most historic villages. Inside, a fireplace anchors the living space, offering the kind of warmth that makes a New England winter something to look forward to. The thoughtful layout makes the most of every square foot, with comfortable bedrooms and a functional flow throughout. Outside, a detached garage provides coveted covered parking and additional storage — a true Vermont essential. The in-town location means walkability without sacrificing the quiet, neighborly feel that defines life in the Upper Valley. Whether you're a first-time buyer, looking to downsize, or searching for a Vermont retreat, this is a home that delivers on all the right things: location, character, and comfort.
Pending
Listed by: BHHS Verani Upper Valley
$259,000
3 Cherry Street, Windsor, VT 05089
3beds
1,176sqft
Est.:
Single Family Residence
Built in 1934
7,841 Square Feet Lot
$260,500 Zestimate®
$220/sqft
$-- HOA
What's special
Functional flow throughoutComfortable bedrooms
- 8 days |
- 823 |
- 20 |
Zillow last checked: 7 hours ago
Listing updated: March 22, 2026 at 05:22pm
Listed by:
Katie Ladue Gilbert,
BHHS Verani Upper Valley Cell:802-299-7522,
Allison Griep,
BHHS Verani Upper Valley
Source: PrimeMLS,MLS#: 5079791
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Heating
- Forced Air
Cooling
- None
Appliances
- Included: Dishwasher, Dryer, Gas Range, Refrigerator, Washer
Features
- Natural Light, Natural Woodwork
- Flooring: Hardwood, Vinyl Plank
- Basement: Unfinished,Interior Entry
Interior area
- Total structure area: 1,576
- Total interior livable area: 1,176 sqft
- Finished area above ground: 1,176
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Gravel
- Garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Patio & porch: Porch
- Exterior features: Deck, Garden, Storage
- Frontage length: Road frontage: 100
Lot
- Size: 7,841 Square Feet
- Features: Level
Details
- Parcel number: 76824411881
- Zoning description: HD
Construction
Type & style
- Home type: SingleFamily
- Architectural style: New Englander
- Property subtype: Single Family Residence
Materials
- Wood Frame
- Foundation: Concrete
- Roof: Metal,Standing Seam
Condition
- New construction: No
- Year built: 1934
Utilities & green energy
- Electric: 100 Amp Service
- Sewer: Public Sewer
- Utilities for property: Cable Available
Community & HOA
Location
- Region: Windsor
Financial & listing details
- Price per square foot: $220/sqft
- Tax assessed value: $188,510
- Annual tax amount: $4,850
- Date on market: 3/18/2026
- Road surface type: Paved
Estimated market value
$260,500
$247,000 - $274,000
$2,454/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/23/2026 | Pending sale | $259,000$220/sqft |
Source: | ||
| 3/18/2026 | Listed for sale | $259,000-0.3%$220/sqft |
Source: | ||
| 3/17/2026 | Listing removed | $259,900$221/sqft |
Source: | ||
| 3/9/2026 | Listed for sale | $259,900$221/sqft |
Source: | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $188,510 +36.2% |
| 2023 | -- | $138,420 |
| 2022 | -- | $138,420 |
| 2021 | -- | $138,420 |
| 2020 | -- | $138,420 |
| 2019 | -- | $138,420 |
| 2018 | -- | $138,420 |
| 2017 | -- | $138,420 |
| 2016 | -- | $138,420 +9901.4% |
| 2015 | -- | $1,384 |
| 2014 | -- | $1,384 |
| 2013 | -- | $1,384 |
| 2012 | -- | $1,384 |
| 2011 | -- | $1,384 |
| 2010 | -- | $1,384 |
| 2009 | -- | $1,384 +63.6% |
| 2008 | -- | $846 |
| 2007 | -- | $846 |
| 2006 | -- | $846 +19.2% |
| 2003 | $2,109 | $710 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$1,763/mo
Principal & interest
$1336
Property taxes
$427
More affordability tools
Climate risks
Neighborhood: 05089
Nearby schools
GreatSchools rating
- 4/10Windsor SchoolGrades: PK-12Distance: 0.4 mi
- NAAlbert Bridge School (West Windsor)Grades: PK-6Distance: 3.6 mi
Schools provided by the listing agent
- Elementary: State Street School
- Middle: Windsor High School
- High: Windsor High School
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 05089
- Vermont
- Windsor County
- Windsor
- 05089
- 3 Cherry Street



