21 Cherry Street, Windsor, VT 05089
OFF MARKET
Listed by Leila Tarantelli, KW Coastal and Lakes & Mountains Realty/Hanover, (603) 610-8500 . Bought with KW Vermont - Montpelier

21 Cherry Street
Windsor, VT 05089

  • 2 Beds
  • 2 Baths
  • 1,354 sqft

$243,700

Trulia Estimate
as of May 11, 2026

$243,700

Trulia Estimate
as of May 11, 2026
2 Beds
2 Baths
1,354 sqft

Homes for sale near 21 Cherry Street

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination
Last check for updates: about 21 hours ago
Listed by Leila Tarantelli
KW Coastal and Lakes & Mountains Realty/Hanover, (603) 610-8500
Bought with: Linda Winter, KW Vermont - Montpelier, (802) 654-8500
Source: PrimeMLS, MLS#4976750

Description

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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from December 12, 2023

Home Highlights

Parking
Open Parking
Outdoor
Porch
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 21 Cherry Street

Active Status

MLS Status: Closed

Interior Features

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 Features

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

Property Information

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 & Status

Price
List Price: $198,000

Location

Direction & Address
City: Windsor

Building

Building Area
Building Area: 2036 Square Feet

Lot Information

Lot Area: 8276.4 sqft

Miscellaneous

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 History for 21 Cherry Street

DatePriceEventSource
12/12/2023$198,000Sold
PrimeMLS #4976750
11/09/2023$198,000ContingentPrimeMLS #4976750
11/04/2023$198,000Listed For SalePrimeMLS #4976750
04/30/2007$180,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax
Assessment$205,660
Home facts updated by county records

Comparable Sales for 21 Cherry Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
102-104 State Street, Windsor, VT
0.60
Multi-Family Home
$250,000
10/02/25
7
4
3,894
3-5 Foster Avenue, Windsor, VT
0.94
Multi-Family Home
$235,000
07/11/25
2
2,662
64 State Street, Windsor, VT
0.71
Multi-Family Home
$425,000
05/05/26
-
3,700
77 Taylor Drive, Windsor, VT
1.93
Multi-Family Home
$335,000
06/02/25
8
4
5,088
7 and 7A Brownsville Road, Hartland, VT
4.98
Multi-Family Home
$560,000
10/20/25
-
2,525
248 Main Street, Claremont, NH
7.27
Multi-Family Home
$175,000
01/15/26
3
2
1,405
110 Lafayette Street, Claremont, NH
7.29
Multi-Family Home
$300,000
04/16/26
6
2
2,160
4 Freedom Street, Claremont, NH
7.37
Multi-Family Home
$120,000
03/04/26
-
1,840

Assigned Schools

These are the assigned schools for 21 Cherry Street.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Windsor

At least 9 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 92 % Say yards are well-kept

  • 90 % Say it's walkable to grocery stores

  • 83 % Say car is needed

  • 78 % Say it's walkable to restaurants

  • 67 % Say parking is easy

  • 67 % Say people would walk alone at night

  • 64 % Say streets are well-lit

  • 64 % Say it's quiet

  • 64 % Say there are sidewalks

  • 64 % Say kids play outside

  • 60 % Say there's holiday spirit

  • 60 % Say there's wildlife

  • 52 % Say neighbors are friendly

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

  • 20 % Say there are community events

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."
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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 2026-05-10 00:16:39 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.

Homes for rent near 21 Cherry Street

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Off Market Homes Near 21 Cherry Street

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21 Cherry Street, Windsor, VT 05089 is a 2 bedroom, 2 bathroom, 1,354 sqft multi-family built in 1910. This property is not currently available for sale. 21 Cherry Street was last sold on Dec 12, 2023 for $198,000 (0% higher than the asking price of $198,000). The current Trulia Estimate for 21 Cherry Street is $243,700.