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23 Winter Street

Killingly, Connecticut 06239

ACTIVE$299,999

Reduced from $340,000

Beds
3
Baths
2 | 1
SqFt
2,006
Acres
0.18
Year Built
1890
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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Price Reduced

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,028

per 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

Homes with a close match in area, property type, and price.

Listed By

Lauren Heidelberger

(860) 933-0735

Berkshire Hathaway NE Prop.

(860) 928-1995

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.