23 Winter Street, Killingly, CT 06239
SOLD
OCT 27, 2026

$288,200

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,006 sqft

23 Winter Street, Killingly, CT 06239

Est. Refi. Payment $2,040/mo*
Refinance Your Home
Currently Off Market - Sold Oct 27, 2026 for $275,000 (5% below list price)

Home Value

Trulia Estimate
$288K
Since last month
$0 (0%)
Since last year
Decreased$28K (-8.9%)
Since last sale
Increased$13K (+4.6%)
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 +121% in the last 10 years
MonthEstimated value
2026
October 2026$288K
September 2026$288K
August 2026$288K
July 2026$299K
June 2026$314K
May 2026$325K
April 2026$324K
March 2026$329K
February 2026$319K
January 2026$310K
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
123 Westfield Avenue, Killingly, CT
0.30
Single-Family Home
$365,000
01/23/26
3
2
1,547
22 Oak Street, Killingly, CT
0.15
Single-Family Home
$180,000
07/22/26
3
1.5
1,243
31 Palmer Street, Killingly, CT
0.41
Single-Family Home
$332,500
10/14/26
3
2
1,351
146 Prospect Avenue, Killingly, CT
0.48
Single-Family Home
$315,000
08/17/26
3
1.5
1,286
67 Katherine Avenue, Killingly, CT
0.58
Single-Family Home
$369,900
09/02/26
3
2
2,247
113 Hawkins Street, Killingly, CT
0.39
Single-Family Home
$374,000
07/27/26
4
2
1,417
94 Morin Avenue, Killingly, CT
0.55
Single-Family Home
$320,000
07/23/26
4
2
2,190
24 Joan Street, Killingly, CT
0.31
Single-Family Home
$380,000
07/30/26
3
1.5
1,224
623 North Main Street, Killingly, CT
0.56
Single-Family Home
$340,000
09/11/26
4
2
2,210

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
29 Winter St, Killingly, CT 06239
0.01
$334,100
3
2
1,661
Off Market
19 Winter St, Killingly, CT 06239
0.02
$245,000
3
1
1,120
Off Market
33 Winter St #A, Danielson, CT 06239
0.02
-
3
2
1,200
Off Market
33 Winter St, Killingly, CT 06239
0.02
$434,200
5
4
2,177
Off Market
26 Winter St, Killingly, CT 06239
0.03
$362,100
4
2
2,523
Off Market
20 Winter St, Killingly, CT 06239
0.03
$321,400
5
3
2,060
Off Market
289 Main St #C, Danielson, CT 06239
0.03
-
1
1
-
Off Market
289 Main St #A, Danielson, CT 06239
0.03
-
1
1
750
Off Market
289 Main St, Killingly, CT 06239
0.03
$341,400
1
1
-
Off Market
281 Main St, Killingly, CT 06239
0.03
$298,500
4
2
2,126
Off Market
39 Winter St, Killingly, CT 06239
0.03
$255,500
4
1
1,450
Off Market
16 Winter St, Killingly, CT 06239
0.03
$265,800
2
1
1,104
Off Market
30 Winter St, Killingly, CT 06239
0.03
$293,700
4
1
2,009
Off Market
273 Main St, Danielson, CT 06239
0.03
$572,600
Studio
7
6,502
Off Market
301 Main St, Killingly, CT 06239
0.03
$375,400
4
2
2,953
Off Market
273 Main St, Killingly, CT 06239
0.03
-
Studio
-
-
Off Market
273 Main St #A, Danielson, CT 06239
0.03
-
2
1
-
Off Market
273 Main St #2, Danielson, CT 06239
0.03
-
1
1
-
Off Market
273 Main St #B, Danielson, CT 06239
0.03
-
2
1.5
-
Off Market
273 Main St #5, Danielson, CT 06239
0.03
-
3
1
1,250
Off Market

Local Information

  • Map ViewExplore the area around 23 Winter Street.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1890
2,006 sqft
$137/sqft
1 Parking Spaces

About this House

Classic details and practical updates come together in this charming home, where the covered front porch and fenced front yard set a welcoming first impression. The main level offers an easy daily layout with a mudroom, half bath, flexible office or bonus room, a spacious living room with a bow window and built-in bookshelves. The dining room adds character with wainscoting and crown molding, creating a comfortable setting for everyday meals or larger gatherings. Upstairs, the oversized primary bedroom includes its own full bath and his-and-her walk-in closets, joined by two additional bedrooms, another full bath, and extra closet storage. Recent improvements include new carpeting throughout, a boiler installed in 2026, and chimney re-flashing completed in 2024. Outside, the concrete patio, covered front porch, and fenced back yard provide space for outdoor dining, relaxing, gardening, or entertaining. Conveniently located near I-395, shopping, dining, and Davis Park. Property will not qualify for traditional financing; cash or rehab loans only.
23 Winter Street, Killingly, CT 06239 is a 3 bedroom, 3 bathroom, 2,006 sqft single-family home built in 1890. It last sold for $275,000 on Oct 27, 2026 (5% below the $289,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $288,200, with a rent estimate of $2,774/month.
Last check for updates: about 4 hours ago
Listed by Lauren F. Heidelberger, (860) 933-0735
Berkshire Hathaway NE Prop., (860) 928-1995
Bought with: Michael L. Deyorio, (413) 348-5797, CR Premier Properties, (860) 315-9070
Source: Smart MLS, MLS#24131328

Home Details for 23 Winter Street

Interior Features

Interior Details
Basement: Full,Interior Entry,Dirt FloorNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2006 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water Heater, Tankless Water HeaterDishwasherDryerLaundry: Main Level,Mud RoomRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,OilHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Hot Water
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Porch, PatioFencing: FullExterior: Awning(s), Rain GuttersFoundation: Concrete Perimeter, StoneNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking Spaces: 1Parking: Paved,Off Street
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2006 Square Feet

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Victorian
Building
Construction Materials: Vinyl Siding, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1688243

Price & Status

Price
List Price: $289,000Price Per Sqft: $137/sqft
Status Change & Dates
Off Market Date: Fri Aug 21 2026Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: KillinglyCommunity: Danielson
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 2006 Square Feet

Community

Community Features: Park, Shopping/Mall

HOA

No HOA

Lot Information

Lot Area: 7840.8 sqft

Miscellaneous

BasementMls Number: 24131328Attic: Access Via HatchAttribution Contact: (860) 933-0735Above Grade Unfinished Area: 2006Activation Date: Wed Apr 08 2026

Additional Information

ParkShopping/Mall

Price and Tax history

DateEventPrice
Oct 27, 2026
Source: Smart MLS #24131328
Sold
$275,000
Oct 8, 2026
Source: Smart MLS #24131328
Pending
$289,000
Aug 21, 2026
Source: Berkshire Hathaway HomeServices New England Properties #24131328
Contingent
$289,000
Aug 2, 2026
Source: Smart MLS #24131328
PriceChange
$289,000
Price decreased by 4%
Jul 17, 2026
Source: Smart MLS #24131328
PriceChange
$299,999
Price decreased by 5%

Market trends in Killingly

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
38
5MoM
Sourced by Trulia Market Trends

Around this home

What Locals Say about Killingly

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 74% say there's holiday spirit
  • 58% say neighbors are friendly
  • 56% say there are sidewalks
Trulia Trick or TreatStart Ghost Hunt
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

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 23 Winter Street

  • What is 23 Winter Street estimated to be worth?
    Trulia's estimated value for 23 Winter Street in Killingly, CT is $288,200.
  • What is the price history for 23 Winter Street?
    23 Winter Street in Killingly, CT last sold for $275,000 in October 2026.
  • 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.
  • Does 23 Winter Street have air conditioning?
    Yes, 23 Winter Street in Killingly, CT has air conditioning.
  • Does 23 Winter Street have laundry facilities?
    Yes, 23 Winter Street in Killingly, CT has in-unit laundry.

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