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655 North Main Street

Killingly, Connecticut 06239

ACTIVE - NEW$259,000
Beds
4
Baths
2
SqFt
2,182
Acres
0.42
Year Built
1900
Matt Caiola

Matt Caiola

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About This Home

Full of turn-of-the-century character, this classic 1900 two-family sits on a generous 0.42-acre lot on a quiet stretch of North Main Street. A wraparound farmer's porch with original detailing welcomes you home - the perfect spot for morning coffee or watching the seasons change under mature shade trees. Inside, 2,182 square feet of living space is split across two distinct units, offering 4 bedrooms and 2 full baths combined - a great fit for an owner-occupant looking to offset their mortgage with rental income, or an investor building a portfolio. Wood shingle siding and forced-air heat keep the home's historic charm intact while staying comfortable year-round. Out back, the level, tree-shaded yard offers room to garden, entertain, or simply spread out, anchored by a vintage barn-style outbuilding with storage or workshop potential. Just half a mile from Killingly Memorial School and minutes to Killingly High School and downtown shops and dining, this is a rare chance to own a piece of Killingly's history with plenty of room to make it your own.

Key Facts

City/Town
Killingly
Neighborhood
N/A
Property / Style
Multi-Family · Units on different Floors
Year Built
1900
Days on Market
0 days
Beds
4
Baths
2 full
Living Area
2,182 sq ft
Lot Size
0.42 acres
Garage / Parking
1 garage
Property Taxes
$4,204 / Annually

Market Snapshot

The Killingly Market

Multi-Family · trailing 12 months

Median Days on Market

33

9 active listings

Median $ / Sq Ft

$189

9 active listings

Sale-to-List Ratio

100.2%

33 sales

How this home compares

List Price

$259,000

vs $450,000 median

42.4% below median

Price / Sq Ft

$119

vs $189 median

37.0% below median

Days on Market

0 days

vs 33 days median

33 days fresher than median

Based on 9 active and 33 closed sales (trailing 12 mo) of multi-family in Killingly. Source: SmartMLS · As of August 18, 2026.

Location

655 North Main Street, Killingly, Connecticut

Property + 8 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$1,769

per month

  • Principal & Interest$1,333
  • Property Taxes$350
  • Insurance$86
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Killingly
Neighborhood
N/A
County
Windham

Residence

Property Type
Multi-Family
Subtype
Duplex
Style
Units on different Floors
Year Built
1900
New Construction
No/Resale
Living Area
2,182 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Baseboard
Heat Fuel
Oil
Cooling
None
Laundry
Common Laundry Area
Basement
FullFull With Walk-Out

Exterior & Lot

Lot Size
0.42 acres
Zoning
MD
Garage / Parking
1 garage spaceDetached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
ClapboardWood
Color
Blue
Roof
Asphalt Shingle
Foundation
Stone
Lot Description
Level Lot

Listing & Financials

Property Taxes
$4,204 / Annually
Days on Market
0
MLS #
24195017
MLS Status
Active

Similar Properties

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

Listed By

Chaz Koch

(860) 575-4962

William Raveis Real Estate

(203) 453-0391

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/18/2026. 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 8/18/2026 at 10:35 PM UTC.