655 North Main Street
Killingly, Connecticut 06239
- Beds
- 4
- Baths
- 2
- SqFt
- 2,182
- Acres
- 0.42
- Year Built
- 1900
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
9
7 under contract
Median List Price
$450,000
9 active listings
Median Closed Price
$333,500
33 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per 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
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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 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.