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

39 Winter St
Killingly, CT 06239

  • 4 Beds
  • 1 Bath
  • 1,450 sqft

$243,900

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $1,668/mo*

$243,900

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $1,668/mo*
4 Beds
1 Bath
1,450 sqft

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

Property Type
Single-Family Home
Year Built
1800
Living Area
1,450 sqft
Price/Sqft
$168

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. It is currently off market. The Trulia Estimate is $243,900, with a rent estimate of $2,385/month.

Home Details for 39 Winter St

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Other, GasHeating Fuel: Other
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 History for 39 Winter St

DatePriceEventSource
06/30/2015$53,000Sold
Smart MLS #E10038114
06/06/2015$59,701PriceChange
Agent Provided
05/16/2015$15,000PriceChange
Agent Provided
04/29/2015$59,701PriceChange
Agent Provided
04/22/2015$62,842PriceChange
Agent Provided
01/30/2015$0Listed For SaleAgent Provided
11/13/2014$73,500Sold
N/A
07/21/2014$85,000ListingRemovedAgent Provided
07/10/2014$85,000PriceChange
Agent Provided
06/23/2014$87,000PriceChange
Agent Provided
06/06/2014$89,900PriceChange
Agent Provided
05/24/2014$99,900Listed For SaleAgent Provided
03/30/2009$70,000Sold
Smart MLS #E225471
02/18/2009$64,900PriceChange
Agent Provided
01/19/2009$74,900PriceChange
Agent Provided
12/24/2008$84,900PriceChange
Agent Provided
10/16/2008$149,900Listed For SaleAgent Provided
10/24/2002$123,000Sold
Smart MLS #E127720
09/02/1999$78,000Sold
N/A
04/19/1999$79,000Sold
N/A

Market trends in Killingly

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
45
14
MoM
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Property Tax and Assessment

Year2025
Tax$3,532
Assessment$140,990
Home facts updated by county records

Comparable Sales for 39 Winter St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.13
Single-Family Home
$180,000
07/22/26
3
1.5
1,243
0.71
Single-Family Home
$77,000
07/13/26
3
1
2,070
0.11
Single-Family Home
$283,000
01/09/26
2
1
864
0.29
Single-Family Home
$365,000
01/23/26
3
2
1,547
0.41
Single-Family Home
$374,000
07/27/26
4
2
1,417
0.48
Single-Family Home
$361,000
08/15/25
4
2
1,606
0.56
Single-Family Home
$295,000
11/06/25
4
1
1,076
0.25
Single-Family Home
$355,000
10/31/25
2
1
1,040
0.72
Single-Family Home
$390,000
07/23/26
4
1
1,137
0.66
Single-Family Home
$222,000
10/22/25
3
1
978

Nearby homes

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Assigned Schools

These are the assigned schools for 39 Winter St.
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 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!"
  • 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"
  • Robyn S.
    "Been here my whole life. Three kids. Have dogs, no crime. People are friendly. Good school system. Good employment "
  • Lindsey.mcgrath7
    "lots of walking trails and wood trails nearby that vary in length. dog park is cute but not crowded "
  • 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. "
  • 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. "
  • Carol J.
    "Car is needed to almost about everywhere in the community. There is public transportation but it isn’t great"
  • Kevin H.
    "Danielson has community events. Dayville plaza. Lowe’s. Gym. Restaurants. Bars. Black Pond Brewery. "
  • Jennifer D.
    "Neighbors feel safe to walk their dogs in our neighborhood. Safe and inviting surroundings. Love living here!"
  • Jennifer D.
    "I’ve lived here for 13 years. Love my home and the community. Schools are wonderful and love the small town feel. "
  • 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."
  • 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."

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Apartments for Rent

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Homes for sale near 39 Winter St

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Off Market Homes Near 39 Winter St

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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 $243,900.
  • 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).