23 Winter Street
Killingly, Connecticut 06239
Reduced from $340,000
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,006
- Acres
- 0.18
- Year Built
- 1890
- Neighborhood
- Danielson
- Property Type
- Single Family

Matt Caiola
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About This Home
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.
Key Facts
- City/Town
- Killingly
- Neighborhood
- Danielson
- Property / Style
- Single Family · Victorian
- Year Built
- 1890
- Days on Market
- 117 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,006 sq ft
- Lot Size
- 0.18 acres
- Garage / Parking
- 1 total
- Property Taxes
- $4,779 / Annually
Market Snapshot
The Killingly Market
Single Family · trailing 12 months
Active Listings
20
38 under contract
Median List Price
$427,400
20 active listings
Median Closed Price
$373,000
158 sales
Median Days on Market
25
20 active listings
Median $ / Sq Ft
$225
20 active listings
Sale-to-List Ratio
100.0%
158 sales
How this home compares
List Price
$299,999
vs $427,400 median
29.8% below median
Price / Sq Ft
$150
vs $225 median
33.3% below median
Days on Market
117 days
vs 25 days median
92 days longer than median
Based on 20 active and 158 closed sales (trailing 12 mo) of single family in Killingly. Source: SmartMLS · As of July 29, 2026.
Location
23 Winter Street, Killingly, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,530
- Property Taxes$398
- Insurance$100
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Killingly
- Neighborhood
- Danielson
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Victorian
- Year Built
- 1890
- New Construction
- No/Resale
- Living Area
- 2,006 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Laundry
- Main Level
- Appliances
- Oven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullInterior AccessDirt FloorFull With Walk-Out
- Additional Rooms
- Mud Room
Exterior & Lot
- Lot Size
- 0.18 acres
- Zoning
- BRHD
- Garage / Parking
- 1 total parking spacePavedOff Street Parking
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl SidingWood
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Exterior Features
- AwningsPorchGuttersPatio
- Lot Description
- Fence - FullCorner LotLevel Lot
Listing & Financials
- Property Taxes
- $4,779 / Annually
- Days on Market
- 117
- MLS #
- 24131328
- MLS Status
- Active
- Financing
- Renovation
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/29/2026 at 10:10 AM UTC.