49 High Street
Killingly, CT, 06239 $ 370,000
Bedrooms5 Baths3.0 Sq 2,540 Monthly Estimate*
$ 2,336
for $370,000 with 5 bedrooms and 3 full baths. This 2,540 square foot home was built in 1900 on a lot size of 0.15.
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. The upper level comprises two separate, freshly painted one-bedroom apartments, offering great versatility and consistent income potential. Every unit in the home has been refreshed with a fresh coat of paint, giving the entire property a clean, inviting feel. Beyond the interior, the home is situated on a level lot with the added convenience of off-street parking. Residents can also enjoy an outdoor balcony, and for those needing extra space, the generous, walk-up attic provides incredible potential for additional storage or the opportunity to finish it for even more square footage. Ideally situated for commuters and explorers alike, the property offers convenient access to Boston, Rhode Island, Hartford, and the Connecticut shoreline.
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FeaturesGeneralZoning GC
Neighborhood Danielson
County Windham
Tax Year July 2025-June 2026
Property Type Multi-Family For Sale
Status Active
Acres 0.15
Directions GPS Friendly
High School Killingly
City Killingly
Elementary School Killingly Memorial
Sq Ft Total 2540
DOM 5
Year Built 1900
Style Units on different Floors
Year Built Source Public Records
Energy Features Ridge Vents
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InteriorCooling System None
Total Number of Units 3
Total Rooms 10
Basement Description Full
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ExteriorWater Source Public Water Connected
Lot Description Level Lot
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* Excluded FeaturesList ByGeorgia LabonneListing Agent
William Pitt Sotheby's Int'lBroker
Affordability Calculator
- Monthly Principal & Interest
- $2,336
- Monthly Property Taxes
- $367
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbyMulti-family listings in Killingly, CT
Average List Price $344,867
Percent of Sale Price 7%
About Killingly, CT 17,766 Population
8% Since 2002
$ 60,967 Median Income
42.04 Median Age
29% Households with Children
Trends Information provided by ATTOM Data Solutions.
4154158 Elementary School
3041533 Middle School
Killingly High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 7/11/2026 | $370,000 | | Listed Price |