49 High Street
Killingly, CT 06239
- 5 Beds
- 3 Baths
- 2,540 sqft
5 Beds
3 Baths
2,540 sqft
Local Information
-- mins to
Description
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.
Home Highlights
Parking
4 Parking Spaces
Outdoor
Porch, Deck
A/C
Heating only
HOA
None
Price/Sqft
$146
Listed
Less than a day ago
Home Details for 49 High Street
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Interior Details Basement: FullNumber of Rooms: 10 |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Dimensions and Layout Living Area: 2540 Square Feet |
Appliances & Utilities Appliances: Electric Water Heater, Water Heater |
Heating & Cooling Heating: Forced Air,Electric,Natural GasNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Forced Air |
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace |
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Exterior Home Features Roof: AsphaltPatio / Porch: Porch, DeckOther Structures: Shed(s)Exterior: BalconyFoundation: Brick/MortarNo Private Pool |
Parking & Garage No CarportNo GarageNo Attached GarageParking Spaces: 4Parking: Off Street |
Frontage Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 2540 Square Feet |
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Days on Market: <1 day on Trulia |
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Year Built Year Built: 1900 |
Property Type / Style Property Type: Residential IncomeProperty Subtype: Multi FamilyArchitecture: Units on different Floors |
Building Construction Materials: Aluminum SidingNot a New Construction |
Property Information Parcel Number: 1688014 |
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Price List Price: $370,000Price Per Sqft: $146 |
Status Change & Dates Possession Timing: Immediate |
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MLS Status: Active |
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Direction & Address City: KillinglyCommunity: Danielson |
School Information Elementary School: Killingly MemorialHigh School: Killingly |
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Listing Agent Listing ID: 24190744 |
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Building Area Building Area: 2540 Square Feet |
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Community Features: Basketball Court, Health Club, Library, Medical Facilities, Park, Stables/Riding |
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No HOA |
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Lot Area: 6534 sqft |
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Energy Efficiency Features: Ridge Vents |
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BasementMls Number: 24190744Attic: Walk-upAttribution Contact: (860) 303-7096Above Grade Unfinished Area: 2540 |
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Basketball CourtHealth ClubLibraryMedical FacilitiesParkStables/Riding |
Last check for updates: about 1 hour ago
Listing courtesy of Georgia E. Labonne, (860) 303-7096
William Pitt Sotheby's Int'l, (860) 303-7096
Source: Smart MLS, MLS#24190744

Also Listed on Smart MLS.
Market trends in Killingly
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
31
Price History for 49 High Street
| Date | Price | Event | Source |
|---|---|---|---|
| 07/11/2026 | $370,000 | Listed For Sale | Smart MLS #24190744 |
| 01/21/2020 | $500 | ListingRemoved | Agent Provided |
| 01/07/2020 | $500 | Listed For Rent | Agent Provided |
| 08/04/2019 | $995 | ListingRemoved | Agent Provided |
| 07/08/2019 | $995 | Listed For Rent | Agent Provided |
| 12/02/2018 | $595 | ListingRemoved | Agent Provided |
| 10/20/2018 | $595 | Listed For Rent | Agent Provided |
| 06/15/2017 | $995 | ListingRemoved | Agent Provided |
| 05/14/2017 | $995 | Listed For Rent | Agent Provided |
| 12/17/2016 | $575 | ListingRemoved | Agent Provided |
| 08/02/2014 | $500 | ListingRemoved | N/A |
| 07/31/2014 | $500 | Listed For Rent | N/A |
| 12/26/2013 | $950 | ListingRemoved | Agent Provided |
| 12/18/2013 | $950 | Listed For Rent | Agent Provided |
| 04/09/2013 | $500 | ListingRemoved | Agent Provided |
| 03/12/2013 | $500 | Listed For Rent | Agent Provided |
| 05/12/2008 | $219,900 | ListingRemoved | Agent Provided |
| 02/19/2008 | $219,900 | Listed For Sale | Agent Provided |
| 04/28/2000 | $85,000 | Sold | Smart MLS #E108591 |
| 04/26/1999 | $27,500 | Sold | N/A |
| 10/03/1989 | $10,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $4,403 |
| Assessment | $175,780 |
Home facts updated by county records
Comparable Sales for 49 High Street
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.23 | Multi-Family Home | $320,000 | 10/28/25 | 6 | 2 | 2,392 | |
0.17 | Multi-Family Home | $280,000 | 11/19/25 | 6 | 2 | 2,206 | |
0.17 | Multi-Family Home | $379,000 | 05/22/26 | 5 | 2 | 2,284 | |
0.19 | Multi-Family Home | $440,000 | 06/22/26 | 6 | 3 | 2,846 | |
0.10 | Multi-Family Home | $255,000 | 03/31/26 | 8 | 4 | 3,951 | |
0.27 | Multi-Family Home | $339,000 | 10/28/25 | 6 | 2 | 2,410 | |
0.30 | Multi-Family Home | $330,000 | 05/18/26 | 7 | 2 | 2,452 | |
0.37 | Multi-Family Home | $229,000 | 04/29/26 | 4 | 2 | 1,729 | |
0.40 | Multi-Family Home | $262,000 | 05/19/26 | 6 | 2 | 2,004 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 49 High Street.
What Locals Say about Killingly
At least 82 Trulia users voted on each feature.
88 % Say car is needed
83 % Say parking is easy
83 % Say it's dog friendly
83 % Say yards are well-kept
74 % Say there's holiday spirit
72 % Say kids play outside
58 % Say neighbors are friendly
58 % Say people would walk alone at night
56 % Say there are sidewalks
54 % Say it's quiet
52 % Say there's wildlife
51 % Say it's walkable to restaurants
51 % Say streets are well-lit
46 % Say they plan to stay for at least 5 years
37 % Say it's walkable to grocery stores
27 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Georgia E. Labonne, William Pitt Sotheby's Int'l, (860) 303-7096
Agent Phone: (860) 303-7096

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
49 High Street, Killingly, CT 06239 is a 5 bedroom, 3 bathroom, 2,540 sqft multi-family built in 1900. This property is currently available for sale and was listed by Smart MLS on Jul 11, 2026. The MLS # for this home is MLS# 24190744.

