49 High Street
Killingly, Connecticut 06239
- Beds
- 5
- Baths
- 3
- SqFt
- 2,540
- Acres
- 0.15
- Year Built
- 1900
- Neighborhood
- Danielson
- Property Type
- 3 Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
8
4 under contract
Median List Price
$375,000
8 active listings
Median Closed Price
$332,500
35 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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.
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.