39 Winter St, Killingly, CT 06239
Property image
Property image
OFF MARKET

$255,900

Trulia Estimate
  • 4 Beds
  • 1 Bath
  • 1,450 sqft

39 Winter St, Killingly, CT 06239

Est. Refi. Payment $1,836/mo*
Refinance Your Home
Currently Off Market - Sold Jun 30, 2015 for $53,000

Home Value

Trulia Estimate
$256K
Since last month
Increased$4K (+1.4%)
Since last year
Increased$44K (+20.5%)
Since last sale
Increased$203K (+382.8%)
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 +408% in the last 10 years
MonthEstimated value
2026
September 2026$256K
August 2026$252K
July 2026$234K
June 2026$251K
May 2026$254K
April 2026$238K
March 2026$237K
February 2026$226K
January 2026$215K
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
22 Oak Street, Killingly, CT
0.13
Single-Family Home
$180,000
07/22/26
3
1.5
1,243
24 Tiffany St, Brooklyn, CT
0.71
Single-Family Home
$77,000
07/13/26
3
1
2,070
94 Mechanic Street, Killingly, CT
0.11
Single-Family Home
$283,000
01/09/26
2
1
864
44 School Street, Killingly, CT
0.46
Single-Family Home
$335,000
08/13/26
3
1
1,148
123 Westfield Avenue, Killingly, CT
0.29
Single-Family Home
$365,000
01/23/26
3
2
1,547
113 Hawkins Street, Killingly, CT
0.41
Single-Family Home
$374,000
07/27/26
4
2
1,417
100 Morin Avenue, Killingly, CT
0.56
Single-Family Home
$295,000
11/06/25
4
1
1,076
47 Broad Street, Killingly, CT
0.67
Single-Family Home
$320,000
08/21/26
3
1
1,225
81 Reynolds Street, Killingly, CT
0.25
Single-Family Home
$355,000
10/31/25
2
1
1,040
146 Prospect Avenue, Killingly, CT
0.45
Single-Family Home
$315,000
08/17/26
3
1.5
1,286

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
33 Winter Street, Killingly, CT 06239
0.01
$438,900
5
4
2,177
Off Market
69 Winter Street, Killingly, CT 06239
0.06
$525,000
5
4
3,897
Recently Sold
58 Hutchins Street, Danielson, CT 06239
0.08
$601,000
8
6
3,106
Recently Sold
24 Spring Street, Killingly, CT 06239
0.08
$309,600
4
2
1,800
Off Market
239 Main Street, Killingly, CT 06239
0.09
$350,000
1
1.5
3,391
Recently Sold
22 Spring Street, Killingly, CT 06239
0.09
$388,600
6
3
3,096
Off Market
14 Spring Street, Killingly, CT 06239
0.10
$379,000
5
2
2,284
Recently Sold
302 Broad Street, Killingly, CT 06239
0.11
$512,400
5
3.5
3,150
Off Market
82 Hutchins Street, Danielson, CT 06239
0.12
$995,000
12
9
5,400
For Sale
94 Mechanic Street, Killingly, CT 06239
0.11
$283,000
2
1
864
Recently Sold
104 Mechanic Street, Killingly, CT 06239
0.12
-
8
5
4,860
Off Market
22 Oak Street, Killingly, CT 06239
0.13
$180,000
3
1.5
1,243
Recently Sold

Local Information

  • Map ViewExplore the area around 39 Winter St.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1800
1,450 sqft
$176/sqft

About this House

quite the affordable place to start. live in this 3 bedroom home for way less than you could rent. needs some minor repair but all-in-all not that bad of condition. great candidate for an fha re-hab loan with not a lot to do. extra room to the rear has no heat. decent back yard, front porch, replacement windows, close to town and schools.
39 Winter St, Killingly, CT 06239 is a 4 bedroom, 1 bathroom, 1,450 sqft single-family home built in 1800. It last sold for $53,000 on Jun 30, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $255,900, with a rent estimate of $2,228/month.

Home Details for 39 Winter St

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood, Linoleum Vinyl
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1800
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 9147 sqft

Price and Tax history

DateEventPrice
Jun 30, 2015
Source: Smart MLS #E10038114
Sold
$53,000
Jun 6, 2015
Source: Agent Provided
PriceChange
$59,701
Price increased by 298%
May 16, 2015
Source: Agent Provided
PriceChange
$15,000
Price decreased by 75%
Apr 29, 2015
Source: Agent Provided
PriceChange
$59,701
Price decreased by 5%
Apr 22, 2015
Source: Agent Provided
PriceChange
$62,842
Price increased by 0%

Market trends in Killingly

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
43
4MoM

Around this home

What Locals Say about Killingly

At least 82 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 83 % Say parking is easy

  • 83 % Say it's dog friendly

  • 83 % Say yards are well-kept

  • 74 % Say there's holiday spirit

  • 72 % Say kids play outside

  • 58 % Say neighbors are friendly

  • 58 % Say people would walk alone at night

  • 56 % Say there are sidewalks

  • 54 % Say it's quiet

  • 52 % Say there's wildlife

  • 51 % Say it's walkable to restaurants

  • 51 % Say streets are well-lit

  • 46 % Say they plan to stay for at least 5 years

  • 37 % Say it's walkable to grocery stores

  • 27 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Miranda Pipkin
    "Not the worst place to be, couple parks, shopping plazas, some things for the kids to do not a bunch! Does have some pretty good events throughout the year!"
    0
    Flag
  • Trisha L.
    "the school system is great in the district. it is a pretty safe area. I was born and raised here. and I have brought my kids up here"
    0
    Flag
  • Robyn S.
    "Been here my whole life. Three kids. Have dogs, no crime. People are friendly. Good school system. Good employment "
    0
    Flag
  • Lindsey.mcgrath7
    "lots of walking trails and wood trails nearby that vary in length. dog park is cute but not crowded "
    4
    Flag
  • Ashville.ag
    "Less than 15 minutes from downtown Putnam, easy access to Rhode Island and major Highways. Walking distance to downtown restaurants, shops and microbrewery. "
    1
    Flag
  • Steve
    "Quiet safe neighborhood with a healthy mix of respectful residents. 16 years after moving in we have seen families stop an grow here. Very recommended neighborhood. A lot of houses have been remodeled and had amenities upgraded. "
    0
    Flag
  • Carol J.
    "Car is needed to almost about everywhere in the community. There is public transportation but it isn’t great"
    0
    Flag
  • Kevin H.
    "Danielson has community events. Dayville plaza. Lowe’s. Gym. Restaurants. Bars. Black Pond Brewery. "
    0
    Flag
  • Jennifer D.
    "Neighbors feel safe to walk their dogs in our neighborhood. Safe and inviting surroundings. Love living here!"
    0
    Flag
  • Jennifer D.
    "I’ve lived here for 13 years. Love my home and the community. Schools are wonderful and love the small town feel. "
    0
    Flag
  • Becky S.
    "I've lived here for 25 years and there have been a lot of changes but mostly people tend to keep to themselves and it's a very residential area."
    1
    Flag
  • Michelle J.
    "We have lived in the Danielson area for the past 25 years. This is a nice quiet area great for raising children! More of a suburb than a city. There are many local shops & restaurants available here as well as in the surrounding towns which are close and easy to reach. Dayville & Plainfield both nearby have great parks for children. Nature walks and parks can be found here in Danielson as well as most of the surrounding towns."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 39 Winter St

  • What is 39 Winter St estimated to be worth?
    Trulia's estimated value for 39 Winter St in Killingly, CT is $255,900.
  • What is the price history for 39 Winter St?
    39 Winter St in Killingly, CT last sold for $53,000 in June 2015.
  • Is Killingly a buyer's or seller's market?
    Killingly is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Killingly?
    Residents describe Killingly, CT as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Killingly, CT.
  • How big is the lot at 39 Winter St?
    The lot at 39 Winter St in Killingly, CT is about 0.21 acres (9,148 sq ft).

Explore by feature - Pet Friendly

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Apartments for Rent

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Off Market Homes Near 39 Winter St

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