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
Luxury Real Estate Advisor
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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
- 185 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
- $4,855 / Annually
Market Snapshot
The Killingly Market
Single Family · trailing 12 months
Active Listings
18
32 under contract
Median List Price
$455,000
18 active listings
Median Closed Price
$380,000
163 sales
Median Days on Market
19
18 active listings
Median $ / Sq Ft
$231
18 active listings
Sale-to-List Ratio
100.0%
163 sales
How this home compares
List Price
$289,000
vs $455,000 median
36.5% below median
Price / Sq Ft
$144
vs $231 median
37.7% below median
Days on Market
185 days
vs 19 days median
166 days longer than median
Based on 18 active and 163 closed sales (trailing 12 mo) of single family in Killingly. Source: SmartMLS · As of October 5, 2026.
Location
23 Winter Street, Killingly, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per month
- Principal & Interest$1,582
- Property Taxes$405
- Insurance$96
- 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
- $4,855 / Annually
- Days on Market
- 185
- MLS #
- 24131328
- MLS Status
- Under Contract - Continue to Show
- 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 10/5/2026. 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 10/5/2026 at 6:40 PM UTC.