75 John St, Winsted, CT 06098
Property image
Property image
OFF MARKET

$344,400

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,057 sqft (on 0.54 acres)

75 John St, Winsted, CT 06098

Refinance Your Home
Currently Off Market - Sold Aug 14, 2020 for $180,500

Home Value

Trulia Estimate
$344K
Since last month
Decreased$3K (-0.9%)
Since last year
Increased$11K (+3.2%)
Since last sale
Increased$165K (+91.2%)
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 +78% in the last 10 years
MonthEstimated value
2026
August 2026$345K
August 2026$344K
July 2026$348K
June 2026$359K
May 2026$357K
April 2026$342K
March 2026$332K
February 2026$332K
January 2026$328K
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
38 Upland Road, Winsted, CT
0.29
Single-Family Home
$240,000
03/11/26
3
1.5
1,736
30 Upland Road, Winsted, CT
0.31
Single-Family Home
$185,000
07/22/26
4
2
1,844
15 John Street, Winsted, CT
0.15
Single-Family Home
$288,557
10/29/25
3
2
1,538
61 Rock St, Winsted, CT
0.61
Single-Family Home
$240,000
01/14/26
4
2
1,559
28 Spring St, Winsted, CT
0.49
Single-Family Home
$260,000
12/18/25
5
2
2,676
155 Spencer St, Winsted, CT
0.47
Single-Family Home
$455,000
09/10/25
3
2
1,786
27 Fairview Ave, Winsted, CT
0.65
Single-Family Home
$250,000
05/11/26
5
2
3,063
155 Rockwell Street, Winsted, CT
0.58
Single-Family Home
$151,000
02/20/26
3
1
1,317
9 John Street, Winsted, CT
0.16
Single-Family Home
$225,000
04/02/26
2
1.5
1,172
107 Birdsall Street, Winsted, CT
0.89
Single-Family Home
$210,000
07/02/26
4
2
1,874

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
80 John Street, Winsted, CT 06098
0.02
$408,200
2
2
1,514
Off Market
32 Hubbard Street, Winsted, CT 06098
0.09
$45,000
-
-
-
For Sale
99 Hubbard Street, Winsted, CT 06098
0.14
$40,000
-
-
832
Recently Sold
15 John Street, Winsted, CT 06098
0.15
$302,900
3
2
1,538
Off Market
9 John Street, Winsted, CT 06098
0.16
$225,000
2
1.5
1,172
Recently Sold
103 Meadow Street, Winsted, CT 06098
0.17
$528,500
6
3.5
3,762
Off Market
118 Meadow Street, Winsted, CT 06098
0.20
$259,000
3
2
1,652
For Sale
17 Woodland Avenue, Winsted, CT 06098
0.17
$435,700
3
2
2,105
Off Market
150 Meadow Street, Winsted, CT 06098
0.21
$273,200
4
2
2,094
Off Market
98 Meadow Street, Winsted, CT 06098
0.20
$297,900
4
2
2,006
Off Market
63 Meadow Street, Winchester, CT 06098
0.20
$330,000
5
3
2,602
Recently Sold
3 Laurel Street, Winsted, CT 06098
0.22
$243,100
2
1
825
Off Market

Local Information

  • Map ViewExplore the area around 75 John St.
  • Schools1 Preschool School2 Elementary Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1950
0.54 acre lot
2,057 sqft
$167/sqft
Garage

About this House

This well built 1950 Colonial on 0.54 Acres is located on a quiet dead end street and is a wonderful place to call home. This four bedroom, 2.5 bath home offers beautiful hardwood floors and quality detail throughout. The living room is nicely sized and has a beautiful fireplace and built in bookcases. The dining room has built in hutches and plenty of room for family gatherings. You will enjoy relaxing and entertaining on the heated enclosed back porch. The yard is delightful with an outdoor stone fireplace, gardens and also a concrete patio for barbecuing. Paved driveway and heated two car garage with a separate workshop. Walk up Attic with plenty of storage. Cedar Closet. Well McLain Furnace, 200 amp. electrical, central air. Easy walk to Highland Lake. Come enjoy all Northwest Connecticut has to offer great music venues, theaters, restaurants, shops, parks, lakes, skiing, hiking, breweries, wineries. Beautiful all four seasons. Schedule your appointment today this home has a lot to offer. House is being sold AS IS.
75 John St, Winsted, CT 06098 is a 4 bedroom, 3 bathroom, 2,057 sqft single-family home built in 1950. It last sold for $180,500 on Aug 14, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $344,400, with a rent estimate of $2,887/month.

Home Details for 75 John St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8
Heating & Cooling
Heating: BaseboardAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Other
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: OtherPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1950
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.54 acres

Price and Tax history

DateEventPrice
Aug 14, 2020
Source: Smart MLS #170230543
Sold
$180,500
May 29, 2020
Source: Agent Provided
Pending
$189,000
Jan 9, 2020
Source: Agent Provided
PriceChange
$189,000
Price decreased by 10%
Oct 24, 2019
Source: Agent Provided
PriceChange
$209,000
Price decreased by 5%
Sep 1, 2019
Source: Agent Provided
Listed For Sale
$219,000

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 75 John St

  • What is 75 John St estimated to be worth?
    Trulia's estimated value for 75 John St in Winsted, CT is $344,400.
  • What is the price history for 75 John St?
    75 John St in Winsted, CT last sold for $180,500 in August 2020.
  • 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.
  • Does 75 John St have air conditioning?
    Yes, 75 John St in Winsted, CT has air conditioning.
  • Does 75 John St have laundry facilities?
    Yes, 75 John St in Winsted, CT has in-unit laundry.

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