135 Prospect St, Winsted, CT 06098
Property image
Property image
OFF MARKET

$364,700

Trulia Estimate
  • 4 Beds
  • 1.5 Baths
  • 2,268 sqft

135 Prospect St, Winsted, CT 06098

Est. Refi. Payment $2,495/mo*
Refinance Your Home
Currently Off Market - Sold Dec 30, 2019 for $60,921

Home Value

Trulia Estimate
$365K
Since last month
Increased$3K (+0.9%)
Since last year
Decreased$5K (-1.4%)
Since last sale
Increased$303K (+497%)
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 +45% in the last 10 years
MonthEstimated value
2026
August 2026$364K
July 2026$361K
June 2026$379K
May 2026$374K
April 2026$361K
March 2026$359K
February 2026$343K
January 2026$355K
2025
2024
2023
2022
2021

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
51 Pratt St, Winsted, CT
0.34
Single-Family Home
$390,000
04/27/26
4
2
2,239
30 Upland Road, Winsted, CT
0.49
Single-Family Home
$185,000
07/22/26
4
2
1,844
61 Rock St, Winsted, CT
0.22
Single-Family Home
$240,000
01/14/26
4
2
1,559
107 Birdsall Street, Winsted, CT
0.41
Single-Family Home
$210,000
07/02/26
4
2
1,874
57 Bridge Street, Winsted, CT
0.35
Single-Family Home
$276,000
05/27/26
4
1.5
1,416
155 Rockwell Street, Winsted, CT
0.10
Single-Family Home
$151,000
02/20/26
3
1
1,317
27 Fairview Ave, Winsted, CT
0.23
Single-Family Home
$250,000
05/11/26
5
2
3,063
12 Cherry Street, Winsted, CT
0.34
Single-Family Home
$277,000
10/09/25
4
1
1,492
39 Orchard Street, Winsted, CT
0.22
Single-Family Home
$290,000
11/26/25
3
1.5
1,200
14 Pratt Street, Winsted, CT
0.24
Single-Family Home
$167,900
11/14/25
3
1.5
1,340

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
169 Prospect Street, Winsted, CT 06098
0.08
-
Studio
-
4,848
Off Market
155 Rockwell Street, Winsted, CT 06098
0.10
$151,000
3
1
1,317
Recently Sold
25 High Street, Winsted, CT 06098
0.10
$262,100
5
2
2,468
Off Market
124 Rockwell Street, Winsted, CT 06098
0.12
$26,500
-
-
1,882
Recently Sold
69 Prospect Street, Winsted, CT 06098
0.14
$274,900
7
3
2,204
Recently Sold
30 Rock Street, Winsted, CT 06098
0.14
$235,000
4
2
2,299
Recently Sold
106 Rockwell Street, Winsted, CT 06098
0.16
$230,000
6
3
1,874
Recently Sold
11 Orchard Street, Winsted, CT 06098
0.17
$235,900
3
1
1,759
Off Market
103 Camp Wahnee Road, Torrington, CT 06790
0.16
$598,800
3
2
2,441
Off Market
113 Mundry Road, Torrington, CT 06790
0.16
$305,800
2
1
920
Off Market
132 East Lake Street, Winsted, CT 06098
0.18
$365,000
3
2
1,820
For Sale
150 East Lake Street, Winsted, CT 06098
0.19
$416,900
3
2.5
1,659
Off Market

Local Information

  • Map ViewExplore the area around 135 Prospect St.
  • Schools1 Preschool School2 Elementary Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1700
Living Area
2,268 sqft
Price/Sqft
$161
Parking
Garage

About this House

Charming older home in a convenient location. Plenty of room in this 4 bedroom home, cozy living room with fireplace. Extra large garage for tinkering. Great opportunity to put your own touches into this home. Don't miss this opportunity!
135 Prospect St, Winsted, CT 06098 is a 4 bedroom, 2 bathroom, 2,268 sqft single-family home built in 1700. It last sold for $60,921 on Dec 30, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $364,700, with a rent estimate of $2,641/month.

Home Details for 135 Prospect St

Interior Features

Heating & Cooling
Heating: Forced Air, Gas, OilHeating Fuel: Forced Air
Interior Details
AtticTypes of Rooms: Dining Room, Family Room, Workshop
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Shingle Not Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1700
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 7405 sqft

Price and Tax history

DateEventPrice
Dec 30, 2019
Source: Smart MLS #170254929
Sold
$60,921
Feb 26, 2018
Source: N/A
Sold
$122,320
Sep 26, 2003
Source: Smart MLS #L105859
Sold
$136,000
Mar 2, 2001
Source: Smart MLS #L99049
Sold
$89,900

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 135 Prospect St

  • What is 135 Prospect St estimated to be worth?
    Trulia's estimated value for 135 Prospect St in Winsted, CT is $364,700.
  • What is the price history for 135 Prospect St?
    135 Prospect St in Winsted, CT last sold for $60,921 in December 2019.
  • 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.
  • How big is the lot at 135 Prospect St?
    The lot at 135 Prospect St in Winsted, CT is about 0.17 acres (7,405 sq ft).
  • Does 135 Prospect St have a garage?
    Yes, 135 Prospect St in Winsted, CT has a garage.

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