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49 High Street

Killingly, Connecticut 06239

PENDING$370,000
Beds
5
Baths
3
SqFt
2,540
Acres
0.15
Year Built
1900
Matt Caiola

Matt Caiola

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1 Fireplace

About This Home

This beautifully maintained three-family property is an exceptional find for an owner-occupant looking to live in style while generating supplemental income. Bursting with charm, this home is truly full of character, offering the perfect blend of classic appeal and essential modern upgrades. Whether you are searching for your first home or a solid, turnkey investment opportunity, this residence delivers on every front. The first-floor unit serves as the centrepiece of the home, featuring three spacious bedrooms and a thoughtful layout. You will immediately notice the gorgeous, refinished wood floors throughout, which pair perfectly with the beautifully updated kitchen featuring sleek granite countertops and new flooring. Peace of mind is built right in, as the home boasts updated plumbing and new, bright recessed lighting. This primary unit also offers lovely outdoor living spaces, including a beautifully redone front porch and a private deck, making it an ideal setting for both relaxing and entertaining.

Key Facts

City/Town
Killingly
Neighborhood
Danielson
Property / Style
Multi-Family · Units on different Floors
Year Built
1900
Days on Market
17 days
Beds
5
Baths
3 full
Living Area
2,540 sq ft
Lot Size
0.15 acres
Garage / Parking
4 total
Property Taxes
$4,403 / Annually

Market Snapshot

The Killingly Market

Multi-Family · trailing 12 months

Median Days on Market

18

8 active listings

Median $ / Sq Ft

$160

8 active listings

Sale-to-List Ratio

100.8%

35 sales

How this home compares

List Price

$370,000

vs $375,000 median

In line with median

Price / Sq Ft

$146

vs $160 median

8.7% below median

Days on Market

17 days

vs 18 days median

1 day fresher than median

Based on 8 active and 35 closed sales (trailing 12 mo) of multi-family in Killingly. Source: SmartMLS · As of July 28, 2026.

Location

49 High Street, Killingly, Connecticut

Property + 7 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,377

per month

  • Principal & Interest$1,887
  • Property Taxes$367
  • Insurance$123
  • 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
Multi-Family
Subtype
3 Family
Style
Units on different Floors
Year Built
1900
New Construction
No/Resale
Living Area
2,540 sq ft

Schools

Elementary
Killingly Memorial
High
Killingly

Interior

Heating
Hot Air
Heat Fuel
ElectricNatural Gas
Cooling
None
Fireplaces
1
Basement
Full

Exterior & Lot

Lot Size
0.15 acres
Zoning
GC
Garage / Parking
4 total parking spacesOff Street Parking
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Aluminum
Roof
Asphalt Shingle
Foundation
Brick
Exterior Features
BalconyShedPorchDeck
Lot Description
Level Lot

Listing & Financials

Property Taxes
$4,403 / Annually
Days on Market
17
MLS #
24190744
MLS Status
Under Contract

Similar Properties

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

Listed By

Georgia Labonne

(860) 303-7096

William Pitt Sotheby's Int'l

(860) 434-2400

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 4:31 AM UTC.