Listed by Leila Tarantelli, KW Coastal and Lakes & Mountains Realty/Hanover, (603) 610-8500 . Bought with KW Vermont - Montpelier
$240,600
2 Beds
2 Baths
1,354 sqft
21 Cherry Street, Windsor, VT 05089
Est. Refi. Payment $1,760/mo*
Refinance Your HomeCurrently Off Market - Sold Dec 12, 2023 for $198,000
Home Value
Trulia Estimate
$241KSince last month
Decreased$600 (-0.2%)Since last year
Increased$1K (+0.5%)Since last sale
Increased$44K (+22.4%)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 +55% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $242K |
| August 2026 | $243K |
| July 2026 | $245K |
| June 2026 | $248K |
| May 2026 | $246K |
| April 2026 | $242K |
| March 2026 | $241K |
| February 2026 | $239K |
| January 2026 | $235K |
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 |
|---|---|---|---|---|---|---|---|
0.60 | Multi-Family Home | $250,000 | 10/02/25 | 7 | 4 | 3,894 | |
0.71 | Multi-Family Home | $425,000 | 05/05/26 | - | 3,700 | ||
4.98 | Multi-Family Home | $560,000 | 10/20/25 | - | 2,525 | ||
7.27 | Multi-Family Home | $175,000 | 01/15/26 | 3 | 2 | 1,405 | |
7.29 | Multi-Family Home | $300,000 | 04/16/26 | 6 | 2 | 2,160 | |
7.37 | Multi-Family Home | $120,000 | 03/04/26 | - | 1,840 | ||
7.18 | Multi-Family Home | $327,500 | 04/21/26 | 3 | 3,072 | ||
7.15 | Multi-Family Home | $375,000 | 01/09/26 | 4 | 3,082 |
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 |
|---|---|---|---|---|---|---|
0.07 | $286,700 | 3 | 2 | 1,264 | Off Market | |
0.09 | $288,100 | 4 | 1.5 | 1,400 | Off Market | |
0.13 | $259,000 | 3 | 1 | 1,176 | Recently Sold | |
0.13 | $94,900 | 2 | 1 | 660 | Recently Sold | |
0.13 | $322,200 | 4 | 1.5 | 2,554 | Off Market | |
0.14 | $324,700 | 2 | 1.5 | 1,649 | Off Market | |
0.17 | $399,300 | 3 | 1.5 | 1,493 | Off Market | |
0.17 | $226,000 | 3 | 1 | 2,088 | Recently Sold | |
0.17 | $247,100 | 3 | 1 | 1,232 | Off Market | |
0.19 | $207,000 | 2 | 1 | 786 | Off Market | |
0.21 | $246,300 | 2 | 1 | 696 | Off Market |
Local Information
- Map ViewExplore the area around 21 Cherry Street.
- Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Multi-Family
Built in 1910
1,354 sqft
$178/sqft
Open Parking
About this House
What's unique:Prefab worldStain glass windows
This Sears home has stood the test of time of that bygone era where quality home building was the pride of America. One of the first pioneers in the prefab world, Sears homes were built with quality materials as the bones of this home so proudly show. The roof line is straight, the floors are level, the basement is dry and the little details such as stain glass windows and wood staircases still function as they did in the early 1900's. Converted into a two unit home several years back, this home has been a steady income producer for the owner over the last several years. As life changes so do needs thus this home is ready for its new stewards. The first floor apartment is vacant in the event an owner would like to occupy it and offset their mortgage with the income produced from the 2nd floor tenant. Rentals being in high demand, the first floor unit will have no problem finding an occupant should the owner desire. Walking distance from beautiful Mill Pond with a public beach for your use, the location can't be beat!
21 Cherry Street, Windsor, VT 05089 is a 2 bedroom, 2 bathroom, 1,354 sqft multi-family built in 1910. It last sold for the $198,000 asking price on Dec 12, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $240,600, with a rent estimate of $1,877/month.
Home Details for 21 Cherry Street
|
|---|
Interior Details Basement: Concrete Floor,Full,Interior Stairs,Unfinished,Interior Access,Exterior Entry,Basement Stairs,Interior Entry |
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 1354 Square Feet |
Appliances & Utilities Utilities: Cable, SatelliteAppliances: Electric Water Heater |
Heating & Cooling Heating: Oil,Baseboard,Hot Water,House Unit,Zoned,Radiant,Radiant Floor,RadiatorNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil |
Gas & Electric Electric: 200+ Amp Service, Circuit Breakers |
Windows, Doors, Floors & Walls Flooring: Wood |
Levels, Entrance, & Accessibility Number of Stories: 2Levels: TwoFloors: Wood |
View No View |
|
|---|
Exterior Home Features Roof: Asphalt ShinglePatio / Porch: Covered PorchFoundation: Brick, Concrete |
Parking & Garage No CarportNo GarageHas Open ParkingParking: Paved,Driveway,On Site,Unassigned |
Frontage Road Frontage: PublicRoad Surface Type: Paved |
Water & Sewer Sewer: Public Sewer |
Farm & Range Frontage Length: Road frontage: 60 |
Finished Area Finished Area (above surface): 1354 Square Feet |
|
|---|
Year Built Year Built: 1910 |
Property Type / Style Property Type: Residential IncomeProperty Subtype: Multi FamilyArchitecture: Craftsman |
Building Construction Materials: Wood Frame, Clapboard ExteriorNot a New Construction |
Property Information Not Included in Sale: Garage that spans both lots will be torn down and is not being conveyed with the sale. |
|
|---|
Price List Price: $198,000 |
|
|---|
MLS Status: Closed |
|
|---|
Direction & Address City: Windsor |
|
|---|
Building Area Building Area: 2036 Square Feet |
|
|---|
Lot Area: 8276.4 sqft |
|
|---|
BasementMls Number: 4976750Above Grade Unfinished Area: 1354Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 682Below Grade Unfinished Area Source: AssessorBelow Grade Unfinished Area Units: Square Feet |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Dec 12, 2023 Source: PrimeMLS #4976750 | Sold | $198,000 |
Nov 9, 2023 Source: PrimeMLS #4976750 | Contingent | $198,000 |
Nov 4, 2023 Source: PrimeMLS #4976750 | Listed For Sale | $198,000 |
Apr 30, 2007 Source: N/A | Sold | $180,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $5,291 | $205,660 |
Home facts updated by county records
Market trends in Windsor
Last updated August 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
9
3MoM
Around this home
- Albert Bridge School (West Windsor)
- PK-6
- Public
- 68 Students
NAGreatSchools RatingParent Rating Average
No reviews available for this school. - Windsor School
- PK-12
- Public
- 572 Students
4/10GreatSchools RatingParent Rating AverageNo reviews available for this school.
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.
LGBTQ Local Legal Protections
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 2026-09-23 10:55:15 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.
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 21 Cherry Street
- What is 21 Cherry Street estimated to be worth?Trulia's estimated value for 21 Cherry Street in Windsor, VT is $240,600.
- What is the price history for 21 Cherry Street?21 Cherry Street in Windsor, VT last sold for $198,000 in December 2023.
- 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.
Explore by feature - Washer/dryer
APPLY INSTANTLYPET FRIENDLY
APPLY INSTANTLYPET FRIENDLY
Apartments for Rent
- APPLY INSTANTLYPET FRIENDLY
PET FRIENDLY
PET FRIENDLY
See more homes for rent inWindsor
Off Market Homes Near 21 Cherry Street
SOLDSEP 2, 2026
SOLDJUL 24, 2026PrimeMLS- SOLDJUL 13, 2026
See more homes for sale inWindsor
Homes for sale near 21 Cherry Street
- Results are loading