49 High Street, Killingly, CT 06239
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Property image
FOR SALE
NEW - 1 HR AGO

49 High Street
Killingly, CT 06239

  • 5 Beds
  • 3 Baths
  • 2,540 sqft

$370,000

Est. Mortgage $2,449/mo*

$370,000

Est. Mortgage $2,449/mo*
5 Beds
3 Baths
2,540 sqft

Local Information

  • Map ViewExplore the area around 49 High Street.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

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

Interior Features

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

Exterior Features

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

Days on Market

Days on Market: <1 day on Trulia

Property Information

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

Price & Status

Price
List Price: $370,000Price Per Sqft: $146
Status Change & Dates
Possession Timing: Immediate

Active Status

MLS Status: Active

Location

Direction & Address
City: KillinglyCommunity: Danielson
School Information
Elementary School: Killingly MemorialHigh School: Killingly

Agent Information

Listing Agent
Listing ID: 24190744

Building

Building Area
Building Area: 2540 Square Feet

Community

Community Features: Basketball Court, Health Club, Library, Medical Facilities, Park, Stables/Riding

HOA

No HOA

Lot Information

Lot Area: 6534 sqft

Energy

Energy Efficiency Features: Ridge Vents

Miscellaneous

BasementMls Number: 24190744Attic: Walk-upAttribution Contact: (860) 303-7096Above Grade Unfinished Area: 2540

Additional Information

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
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
31

Price History for 49 High Street

DatePriceEventSource
07/11/2026$370,000Listed For SaleSmart MLS #24190744
01/21/2020$500ListingRemovedAgent Provided
01/07/2020$500Listed For RentAgent Provided
08/04/2019$995ListingRemovedAgent Provided
07/08/2019$995Listed For RentAgent Provided
12/02/2018$595ListingRemovedAgent Provided
10/20/2018$595Listed For RentAgent Provided
06/15/2017$995ListingRemovedAgent Provided
05/14/2017$995Listed For RentAgent Provided
12/17/2016$575ListingRemovedAgent Provided
08/02/2014$500ListingRemovedN/A
07/31/2014$500Listed For RentN/A
12/26/2013$950ListingRemovedAgent Provided
12/18/2013$950Listed For RentAgent Provided
04/09/2013$500ListingRemovedAgent Provided
03/12/2013$500Listed For RentAgent Provided
05/12/2008$219,900ListingRemovedAgent Provided
02/19/2008$219,900Listed For SaleAgent Provided
04/28/2000$85,000Sold
Smart MLS #E108591
04/26/1999$27,500Sold
N/A
10/03/1989$10,000Sold
N/A

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Property Tax and Assessment

Year2025
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

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Assigned Schools

These are the assigned schools for 49 High Street.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
  • Miranda Pipkin
    "Not the worst place to be, couple parks, shopping plazas, some things for the kids to do not a bunch! Does have some pretty good events throughout the year!"
  • Trisha L.
    "the school system is great in the district. it is a pretty safe area. I was born and raised here. and I have brought my kids up here"
  • Robyn S.
    "Been here my whole life. Three kids. Have dogs, no crime. People are friendly. Good school system. Good employment "
  • Lindsey.mcgrath7
    "lots of walking trails and wood trails nearby that vary in length. dog park is cute but not crowded "
  • Ashville.ag
    "Less than 15 minutes from downtown Putnam, easy access to Rhode Island and major Highways. Walking distance to downtown restaurants, shops and microbrewery. "
  • Steve
    "Quiet safe neighborhood with a healthy mix of respectful residents. 16 years after moving in we have seen families stop an grow here. Very recommended neighborhood. A lot of houses have been remodeled and had amenities upgraded. "
  • Carol J.
    "Car is needed to almost about everywhere in the community. There is public transportation but it isn’t great"
  • Kevin H.
    "Danielson has community events. Dayville plaza. Lowe’s. Gym. Restaurants. Bars. Black Pond Brewery. "
  • Jennifer D.
    "Neighbors feel safe to walk their dogs in our neighborhood. Safe and inviting surroundings. Love living here!"
  • Jennifer D.
    "I’ve lived here for 13 years. Love my home and the community. Schools are wonderful and love the small town feel. "
  • Becky S.
    "I've lived here for 25 years and there have been a lot of changes but mostly people tend to keep to themselves and it's a very residential area."
  • Michelle J.
    "We have lived in the Danielson area for the past 25 years. This is a nice quiet area great for raising children! More of a suburb than a city. There are many local shops & restaurants available here as well as in the surrounding towns which are close and easy to reach. Dayville & Plainfield both nearby have great parks for children. Nature walks and parks can be found here in Danielson as well as most of the surrounding towns."

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.