23 Winter Street
Killingly, CT 06239
3 Beds
2.5 Baths
2,006 sqft
3 Beds
2.5 Baths
2,006 sqft
Home Highlights
Parking
1 Parking Spaces
Outdoor
Porch, Patio
Climate Control
Heating & Cooling
Price/Sqft
$144
Listed
136 days ago
Local Information
- Map ViewExplore the area around 23 Winter Street.
- Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
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.
Home Details for 23 Winter Street
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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 |
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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 |
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Days on Market: 136 |
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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 |
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Price List Price: $289,000Price Per Sqft: $144 |
Status Change & Dates Possession Timing: Negotiable |
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MLS Status: Active |
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Direction & Address City: KillinglyCommunity: Danielson |
School Information Elementary School: Per Board of EdHigh School: Per Board of Ed |
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Listing Agent Listing ID: 24131328 |
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Building Area Building Area: 2006 Square Feet |
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Community Features: Park, Shopping/Mall |
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No HOA |
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Lot Area: 7840.8 sqft |
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BasementMls Number: 24131328Attic: Access Via HatchAttribution Contact: (860) 933-0735Above Grade Unfinished Area: 2006Activation Date: Wed Apr 08 2026 |
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ParkShopping/Mall |
Last check for updates: about 5 hours ago
Listing courtesy of Lauren F. Heidelberger, (860) 933-0735
Berkshire Hathaway NE Prop., (860) 933-0735
Source: Smart MLS, MLS#24131328
Also Listed on Smart MLS, Berkshire Hathaway HomeServices New England Properties.
Market trends in Killingly
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
47
2MoM
Price and Tax history
| Date | Event | Price |
|---|---|---|
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% |
Jun 27, 2026 Source: Smart MLS #24131328 | PriceChange | $315,000 Price decreased by 3% |
Jun 8, 2026 Source: Berkshire Hathaway HomeServices New England Properties #24131328 | PendingToActive | $325,000 |
Apr 29, 2026 Source: Berkshire Hathaway HomeServices New England Properties #24131328 | Contingent | $325,000 |
Apr 28, 2026 Source: Smart MLS #24131328 | PriceChange | $325,000 Price decreased by 4% |
Apr 8, 2026 Source: Smart MLS #24131328 | Listed For Sale | $340,000 |
Aug 26, 2019 Source: Smart MLS #170209449 | Sold | $171,000 |
Jun 24, 2019 Source: Agent Provided | Listed For Sale | $165,000 |
Apr 30, 2009 Source: Smart MLS #E226142 | Sold | $130,000 |
Feb 10, 2009 Source: Agent Provided | PriceChange | $130,000 Price decreased by 6% |
Jan 22, 2009 Source: Agent Provided | Listed For Sale | $139,000 |
Sep 28, 2008 Source: Agent Provided | ListingRemoved | $179,900 |
Aug 23, 2008 Source: Agent Provided | Listed For Sale | $179,900 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $4,779 | $190,760 |
Home facts updated by county records
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Home Value
Trulia Estimate
$294KSince last month
Decreased$5K (-1.7%)Since last year
Decreased$25K (-7.8%)Since last sale
Increased$123K (+72.1%)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 +137% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $294K |
| 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 |
|---|---|---|---|---|---|---|---|
0.15 | Single-Family Home | $180,000 | 07/22/26 | 3 | 1.5 | 1,243 | |
0.30 | Single-Family Home | $365,000 | 01/23/26 | 3 | 2 | 1,547 | |
0.39 | Single-Family Home | $374,000 | 07/27/26 | 4 | 2 | 1,417 | |
0.26 | Single-Family Home | $412,000 | 09/30/25 | 4 | 3 | 3,870 | |
0.31 | Single-Family Home | $380,000 | 07/30/26 | 3 | 1.5 | 1,224 | |
0.55 | Single-Family Home | $320,000 | 07/23/26 | 4 | 2 | 2,190 | |
0.63 | Single-Family Home | $335,000 | 06/08/26 | 3 | 1.5 | 1,302 | |
0.54 | Single-Family Home | $400,000 | 06/30/26 | 4 | 3 | 2,016 | |
0.14 | Single-Family Home | $283,000 | 01/09/26 | 2 | 1 | 864 | |
0.48 | Single-Family Home | $335,000 | 08/13/26 | 3 | 1 | 1,148 |
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 |
|---|---|---|---|---|---|---|
0.02 | $426,500 | 5 | 4 | 2,177 | Off Market | |
0.09 | $525,000 | 5 | 4 | 3,897 | Recently Sold | |
0.09 | $303,400 | 4 | 2 | 1,800 | Off Market | |
0.10 | $350,000 | 1 | 1.5 | 3,391 | Recently Sold | |
0.11 | $380,000 | 6 | 3 | 3,096 | Off Market | |
0.12 | $379,000 | 5 | 2 | 2,284 | Recently Sold | |
0.09 | $506,200 | 5 | 3.5 | 3,150 | Off Market | |
0.14 | $283,000 | 2 | 1 | 864 | Recently Sold | |
0.15 | - | 8 | 5 | 4,860 | Off Market | |
0.15 | $180,000 | 3 | 1.5 | 1,243 | Recently Sold | |
0.17 | $331,700 | 5 | 2 | 1,950 | Off Market |
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frequently asked questions about 23 Winter Street
- What is the estimated monthly payment for 23 Winter Street?Based on a $289,000 list price with 20% down at today's rates, the estimated monthly payment for 23 Winter Street in Killingly, CT is approximately $1,988 (about $1,506 principal & interest, $407 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- 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 homes for sale in Killingly, CT.
- What are the closest schools to 23 Winter Street?The closest schools to 23 Winter Street in Killingly, CT are Killingly Central School (Pre-K/Elementary), Killingly High School (rated 4/10), Killingly Intermediate School (Elementary, rated 4/10).
- What is 23 Winter Street estimated to be worth?Trulia's estimated value for 23 Winter Street in Killingly, CT is $295,200.
- 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.
Lauren F. Heidelberger, Berkshire Hathaway NE Prop., (860) 933-0735
Agent Phone: (860) 933-0735
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.
23 Winter Street, Killingly, CT 06239 is a 3 bedroom, 3 bathroom, 2,006 sqft single-family home built in 1890. This property is currently available for sale and was listed by Smart MLS on Apr 3, 2026. The MLS # for this home is MLS# 24131328.