3 Cherry Street, Windsor, VT 05089
Property image
Property image
SOLD
MAY 1, 2026
Listed by Katie Ladue Gilbert, BHHS Verani Upper Valley, (603) 643-8822 . Bought with BHHS Verani Upper Valley

$263,100

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 1,176 sqft

3 Cherry Street, Windsor, VT 05089

Est. Refi. Payment $1,918/mo*
Refinance Your Home
Currently Off Market - Sold May 1, 2026 for $259,000

Home Value

Trulia Estimate
$263K
Since last month
Increased$800 (+0.3%)
Since last year
Increased$53K (+25.1%)
Since last sale
Increased$4K (+1.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +94% in the last 10 years
MonthEstimated value
2026
September 2026$263K
August 2026$263K
July 2026$262K
June 2026$261K
May 2026$260K
April 2026$262K
March 2026$260K
February 2026$206K
January 2026$199K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
21 Bavier Avenue, Windsor, VT
0.22
Single-Family Home
$256,500
11/14/25
3
1
1,232
4 Bavier Avenue, Windsor, VT
0.26
Single-Family Home
$226,000
08/07/26
3
1
2,088
10 McKenzie Drive, Windsor, VT
0.31
Single-Family Home
$271,000
11/13/25
3
1.5
1,320
1 Dorrance Street, Windsor, VT
0.25
Single-Family Home
$315,000
11/21/25
2
1.5
1,649
16 Day Street, Windsor, VT
0.25
Single-Family Home
$94,900
12/04/25
2
1
660
74 Union Street, Windsor, VT
0.24
Single-Family Home
$319,000
07/23/26
4
2
2,142
31 Maple Street, Windsor, VT
0.44
Single-Family Home
$215,000
10/06/25
3
1.5
1,900
5 Clough Avenue, Windsor, VT
0.29
Single-Family Home
$60,000
12/18/25
3
1
1,392
68 Jarvis Street, Windsor, VT
0.81
Single-Family Home
$165,000
01/23/26
3
1
1,602

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
21 Cherry Street, Windsor, VT 05089
0.13
$242,100
2
2
1,354
Off Market
4 Kiniry Street, Windsor, VT 05089
0.17
$288,100
4
1.5
1,400
Off Market
42 Elm Street, Windsor, VT 05089
0.17
$286,700
3
2
1,264
Off Market
74 Union Street, Windsor, VT 05089
0.24
$319,000
4
2
2,142
Recently Sold
119 Ascutney Street, Windsor, VT 05089
0.21
$323,700
4
1.5
2,554
Off Market
32 Clough Avenue, Windsor, VT 05089
0.25
$302,900
3
1.5
1,606
Off Market
21 Bavier Avenue, Windsor, VT 05089
0.22
$247,100
3
1
1,232
Off Market
4 Old Mill Pond Road #4, Windsor, VT 05089
0.26
$282,400
3
4
2,052
Off Market
32 Ascutney Street, Windsor, VT 05089
0.25
$381,400
4
3
1,998
Off Market
66 Union Street, Windsor, VT 05089
0.26
$226,600
3
2
1,743
Off Market
17 Clough Avenue, Windsor, VT 05089
0.28
$280,000
4
2
3,266
Off Market

Local Information

  • Map ViewExplore the area around 3 Cherry Street.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1934
1,176 sqft
$220/sqft
Garage

About this House

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.
3 Cherry Street, Windsor, VT 05089 is a 3 bedroom, 1 bathroom, 1,176 sqft single-family home built in 1934. It last sold for the $259,000 asking price on May 1, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $263,100, with a rent estimate of $2,608/month.

Home Details for 3 Cherry Street

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Unfinished,Interior EntryNumber of Rooms: 6
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1176 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Dishwasher, Dryer, Gas Range, Refrigerator, WasherDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Forced AirNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Forced Air
Gas & Electric
Electric: 100 Amp Service
Windows, Doors, Floors & Walls
Flooring: Hardwood, Vinyl Plank
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Hardwood, Vinyl Plank
View
No View

Exterior Features

Exterior Home Features
Roof: Metal Standing SeamPatio / Porch: PorchExterior: Deck, Garden, StorageFoundation: ConcreteGarden
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageParking Spaces: 2Parking: Gravel
Frontage
Road Frontage: PublicRoad Surface Type: Paved
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: Road frontage: 100
Finished Area
Finished Area (above surface): 1176 Square Feet

Property Information

Year Built
Year Built: 1934
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: New Englander
Building
Construction Materials: Wood FrameNot a New Construction

Price & Status

Price
List Price: $259,000Price Per Sqft: $220/sqft

Location

Direction & Address
City: Windsor
School Information
Elementary School: State Street SchoolJr High / Middle School: Windsor High SchoolHigh School: Windsor High School

Building

Building Area
Building Area: 1576 Square Feet

Lot Information

Lot Area: 7841 sqft

Miscellaneous

BasementMls Number: 5079791Attribution Contact: Cell: 802-299-7522Above Grade Unfinished Area: 1176Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 400Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
May 1, 2026
Source: PrimeMLS #5079791
Sold
$259,000
Mar 23, 2026
Source: PrimeMLS #5079791
Pending
$259,000
Mar 18, 2026
Source: PrimeMLS #5079791
Listed For Sale
$259,000
Mar 17, 2026
Source: PrimeMLS #5078706
ListingRemoved
$259,900
Mar 9, 2026
Source: PrimeMLS #5078706
Listed For Sale
$259,900

Market trends in Windsor

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
9
3MoM

Around this home

What Locals Say about Windsor

At least 10 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 92 % Say yards are well-kept

  • 91 % Say it's walkable to grocery stores

  • 83 % Say car is needed

  • 80 % Say it's walkable to restaurants

  • 69 % Say people would walk alone at night

  • 64 % Say there's holiday spirit

  • 64 % Say kids play outside

  • 64 % Say there are sidewalks

  • 64 % Say streets are well-lit

  • 60 % Say there's wildlife

  • 60 % Say parking is easy

  • 58 % Say it's quiet

  • 52 % Say neighbors are friendly

  • 36 % Say they plan to stay for at least 5 years

  • 20 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Brianna W.
    "It’s small but fun. It’s got a local salon, pizza chef, and a hospital, fire/police department, and a school all within a mile of each other."
    0
    Flag

LGBTQ Local Legal Protections

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. Data last updated 2026-09-20 14:05:21 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

Frequently asked questions about 3 Cherry Street

  • What is 3 Cherry Street estimated to be worth?
    Trulia's estimated value for 3 Cherry Street in Windsor, VT is $263,100.
  • What is the price history for 3 Cherry Street?
    3 Cherry Street in Windsor, VT last sold for $259,000 in May 2026.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Windsor?
    Residents describe Windsor, VT as dog-friendly, well-kept, and walkable to grocery stores. See recently sold homes in Windsor, VT.
  • Does 3 Cherry Street have laundry facilities?
    Yes, 3 Cherry Street in Windsor, VT has in-unit laundry.
  • How big is the lot at 3 Cherry Street?
    The lot at 3 Cherry Street in Windsor, VT is about 0.18 acres (7,841 sq ft).

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