32 Cherry St, Winsted, CT 06098
OFF MARKET

$290,500

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,152 sqft

32 Cherry St, Winsted, CT 06098

Est. Refi. Payment $1,990/mo*
Refinance Your Home

Home Value

Trulia Estimate
$291K
Since last month
Decreased$900 (-0.3%)
Since last year
Increased$20K (+7.3%)
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 +106% in the last 10 years
MonthEstimated value
2026
August 2026$288K
July 2026$289K
June 2026$294K
May 2026$293K
April 2026$288K
March 2026$283K
February 2026$274K
January 2026$272K
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
39 Orchard Street, Winsted, CT
0.11
Single-Family Home
$290,000
11/26/25
3
1.5
1,200
107 Birdsall Street, Winsted, CT
0.11
Single-Family Home
$210,000
07/02/26
4
2
1,874
44 Lewis Street, Winsted, CT
0.25
Single-Family Home
$335,000
04/07/26
3
2
1,604
152 East Lake Street, Winsted, CT
0.26
Single-Family Home
$310,000
11/03/25
2
2
900
12 Cherry Street, Winsted, CT
0.05
Single-Family Home
$277,000
10/09/25
4
1
1,492
57 Bridge Street, Winsted, CT
0.31
Single-Family Home
$276,000
05/27/26
4
1.5
1,416
51 Pratt St, Winsted, CT
0.18
Single-Family Home
$390,000
04/27/26
4
2
2,239
43 East Lake Street, Winsted, CT
0.14
Single-Family Home
$920,000
11/17/25
4
3
2,131
14 Pratt Street, Winsted, CT
0.23
Single-Family Home
$167,900
11/14/25
3
1.5
1,340
226 East Wakefield Boulevard, Winsted, CT
0.59
Single-Family Home
$380,000
09/17/25
3
1.5
1,196

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
11 Cherry Street, Winsted, CT 06098
0.05
$350,900
3
1.5
1,324
Off Market
46 Cherry Street, Winsted, CT 06098
0.04
$199,900
4
2
1,376
For Sale
12 Cherry Street, Winsted, CT 06098
0.05
$334,400
4
1
1,492
Off Market
39 Finn Street, Winsted, CT 06098
0.04
$288,100
3
1
1,175
Off Market
58 Cherry Street, Winsted, CT 06098
0.07
$295,300
3
2
1,287
Off Market
71 Ridge Street, Winsted, CT 06098
0.06
$297,400
3
1
1,044
Off Market
81 Birdsall Street, Winsted, CT 06098
0.09
$353,300
5
3
2,764
Off Market
107 Birdsall Street, Winsted, CT 06098
0.11
$210,000
4
2
1,874
Recently Sold
47 Orchard Street, Winsted, CT 06098
0.09
$424,600
4
2
1,818
Off Market
10 Hurlbut Street, Winsted, CT 06098
0.15
$251,300
3
1
900
Off Market
39 Orchard Street, Winsted, CT 06098
0.11
$290,000
3
1.5
1,200
Recently Sold
43 East Lake Street, Winsted, CT 06098
0.14
$920,000
4
3
2,131
Recently Sold

Local Information

  • Map ViewExplore the area around 32 Cherry St.
  • Schools1 Preschool School2 Elementary Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1986
Living Area
1,152 sqft
Price/Sqft
$252
Parking
Garage

About this House

This single-family home is located at 32 Cherry St, Winsted, CT. 32 Cherry St is in Winsted, CT and in ZIP code 06098. This property has 2 bedrooms, 2 bathrooms and approximately 1,152 sqft of floor space. This property has a lot size of 10018 sqft and was built in 1986.
32 Cherry St, Winsted, CT 06098 is a 2 bedroom, 2 bathroom, 1,152 sqft single-family home built in 1986. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $290,500, with a rent estimate of $1,896/month.

Home Details for 32 Cherry St

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1986
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price and Tax history

YearProperty taxTax assessment
2025
$3,659
$125,440
Home facts updated by county records

Market trends in Winsted

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
12
2MoM

Around this home

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 Winsted

At least 82 Trulia users voted on each feature.

  • 85 % Say car is needed

  • 85 % Say there's wildlife

  • 82 % Say it's dog friendly

  • 67 % Say it's walkable to restaurants

  • 67 % Say there's holiday spirit

  • 67 % Say yards are well-kept

  • 67 % Say parking is easy

  • 62 % Say streets are well-lit

  • 59 % Say kids play outside

  • 58 % Say there are sidewalks

  • 57 % Say neighbors are friendly

  • 52 % Say people would walk alone at night

  • 44 % Say it's quiet

  • 39 % Say they plan to stay for at least 5 years

  • 30 % Say it's walkable to grocery stores

  • 18 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Amber Matarainen
    "Takes forever to get anywhere worthy of being. Traffic gets backed up midday, and people speed through lights all the time"
    0
    Flag
  • Linda Kaiser
    "Small town feel with all of the required amenities. People are friendly and there are several excellent eateries. "
    0
    Flag
  • Nick W.
    " great schools nice tonw friendly people and streets are fimmaly getting repaved though some aren't even tho they need it Really badly "
    2
    Flag
  • Tammy W.
    "I really like it here just really wish that we had a grocery store in walking distance. There is only one in this town and if you don’t have a car you can not get to it."
    0
    Flag
  • Tammy W.
    "It’s not a bad place to live. Most of the people are nice and it is a clean place. I am just looking for a place with a bigger yard and closer to grocery stores. That is the biggest problem with this town. If you don’t have a car it is very hard to live here. If they could fix that problem I would not be looking to move out of town."
    0
    Flag
  • Tammy W.
    "People are always walking their dogs around my neighborhood. Just have to remind a few of them that they need to clean up after their dogs and not leave it there. But it is nice to see that family’s still walk around and enjoy themselves."
    2
    Flag
  • Tammy W.
    "This is a nice place to raise your kids. And it is a very safe place as well. I have lived here my whole life."
    5
    Flag
  • Tammy W.
    "Great. The driver was very nice and helpful when needed. It is not expensive to ride the bus. I would recommend public transit to everybody that needs it. The drivers are very nice about stopping close to your designation."
    1
    Flag
  • Trulia User
    "My neighborhood is close to downtown, close to the Main Street and easily accessible for the public transportation "
    0
    Flag
  • Nick W.
    "I think most of the surrounding areas within Winsted are Gradually getting better, Great schools, Awsome neighbors(Most) small town feel is good for me."
    0
    Flag
  • Shanura G.
    "I've lived here for over 25 yrs and love...very great neighborhood and friendly people...school system is great"
    0
    Flag
  • Ericka A.
    "watch out for walkways they need work and the best parks for kids is the baseball/memorial park and peirson elementary park there enclosed "
    0
    Flag
  • Jennifer M.
    "Winsted is a small working class town. the schools are improving and you g families should definitely consider moving here. "
    0
    Flag
  • Bruinssox1
    "No dog parks to bring your dog too. The parks we do have are no dogs allowed.There is a lot of traffic to watch out for"
    0
    Flag
  • Kaeabalan
    "There are a million dogs on my street and the surrounding streets. I see people out walking dogs frequently, day and night. On the occasion my dog gets loose, the neighbors are a great help in bringing him home. "
    2
    Flag
  • Eric R.
    "Great access to parks and public activities. Close to local community college, private neighbors, easy access to local hospitals."
    1
    Flag
  • Choiniere j.
    "Been here almost a year, and its what you make of it. Could be better her and there, but its a nice town for your family. Not too much in the cost of living, which is a plus!"
    6
    Flag
  • liz
    "Nice and quiet area where neighbors look out for each other's property."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 32 Cherry St

  • What is 32 Cherry St estimated to be worth?
    Trulia's estimated value for 32 Cherry St in Winsted, CT is $290,500.
  • Is Winsted a buyer's or seller's market?
    Winsted is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Winsted?
    Residents describe Winsted, CT as dog-friendly, walkable to restaurants, and well-kept. See recently sold homes in Winsted, CT.
  • What are the closest schools to 32 Cherry St?
    The closest schools to 32 Cherry St in Winsted, CT are Mary P. Hinsdale School (Pre-K/Elementary), Pearson Middle School (Elementary, rated 6/10).
  • How big is the lot at 32 Cherry St?
    The lot at 32 Cherry St in Winsted, CT is about 0.23 acres (10,018 sq ft).
  • Does 32 Cherry St have a garage?
    Yes, 32 Cherry St in Winsted, CT has a garage.

Explore by feature - Pet Friendly

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