69 Winter Street
Killingly, CT 06239
- 5 Beds
- 4 Baths
- 3,897 sqft (on 0.47 acres)
5 Beds
4 Baths
3,897 sqft
(on 0.47 acres)
Local Information
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Description
Exceptional investment or owner-occupied opportunity at 69 Winter St., Danielson, CT offering three beautifully maintained and extensively renovated units. Thoughtfully updated between 2010 and 2018, this impressive multifamily property combines timeless character with major structural, mechanical, energy-efficiency, and cosmetic improvements throughout. The first-floor unit is absolutely stunning with soaring ceilings, original architectural details, abundant natural light, designated living and dining rooms, updated eat-in kitchen, two bedrooms, and two full bathrooms including a private primary suite with walk-in closet and main-level laundry. Enjoy both a covered porch and rear deck overlooking the fenced backyard. The second-floor unit has been completely renovated and features a spacious kitchen with dining area and pantry, comfortable living room, two spacious bedrooms, oversized full bathroom, in-unit laundry, and private porch. The third-floor unit is also fully renovated and offers an open-concept layout with fully applianced kitchen, living room, one bedroom, one bathroom, and large sun-filled windows. Additional highlights include mature landscaping, ornamental trees, paved driveway with ample parking, fenced backyard, and storage shed. Conveniently located near shopping, restaurants, and major routes. Major capital improvements completed during renovation include structural reinforcement with LVLs and point loads to the basement, extensive flat roof improvements, replacement of Mansard shingles, updated electrical, plumbing, and heating systems, energy-efficient windows and doors, vinyl siding with rigid foam insulation, and extensive insulation upgrades including closed-cell spray foam insulation throughout the upper levels. The quality and scope of improvements throughout this property are truly extensive, with additional details available in attached documentation.
Home Highlights
Parking
Open Parking
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
$115
Listed
No Info
Home Details for 69 Winter Street
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Interior Details Basement: Full,Unfinished,Storage Space,Interior Entry,ConcreteNumber of Rooms: 12 |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 4 |
Dimensions and Layout Living Area: 3897 Square Feet |
Appliances & Utilities Appliances: Water HeaterLaundry: In Unit |
Heating & Cooling Heating: Baseboard,Forced Air,Electric,Gas In StreetHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa No Fireplace |
Windows, Doors, Floors & Walls Window: Thermopane Windows |
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Exterior Home Features Roof: Asphalt OtherPatio / Porch: Porch, Deck, CoveredOther Structures: Shed(s)Exterior: Sidewalk, GardenFoundation: StoneGardenNo Private Pool |
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 8Parking: Paved,On Street,Off Street |
Frontage Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 3897 Square Feet |
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Days on Market: <1 days on Trulia |
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Year Built Year Built: 1880 |
Property Type / Style Property Type: Residential IncomeProperty Subtype: Multi FamilyArchitecture: Units on different Floors |
Building Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 1688278 |
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Price List Price: $450,000Price Per Sqft: $115 |
Status Change & Dates Possession Timing: Neg |
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MLS Status: Active |
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Direction & Address City: KillinglyCommunity: Danielson |
School Information Elementary School: Per Board of EdHigh School: Per Board of Ed |
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Listing Agent Listing ID: 24172883 |
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Building Area Building Area: 3897 Square Feet |
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Community Features: Library, Medical Facilities, Shopping/Mall |
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No HOA |
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Lot Area: 0.47 acres |
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Energy Efficiency Features: Insulation, Windows |
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BasementMls Number: 24172883Attic: NoneAttribution Contact: (860) 771-0079Above Grade Unfinished Area: 3897 |
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LibraryMedical FacilitiesShopping/Mall |
Last check for updates: about 11 hours ago
Listing courtesy of Jennifer Mahr, (860) 771-0079
RE/MAX Bell Park Realty, (860) 771-0079
Source: Smart MLS, MLS#24172883

Also Listed on Smart MLS.
Price History for 69 Winter Street
| Date | Price | Event | Source |
|---|---|---|---|
| 05/06/2026 | $450,000 | Listed For Sale | Smart MLS #24172883 |
| 07/02/2010 | $80,000 | Sold | N/A |
| 04/17/2010 | $109,900 | PriceChange | Agent Provided |
| 03/13/2010 | $129,900 | PriceChange | Agent Provided |
| 02/07/2010 | $149,900 | PriceChange | Agent Provided |
| 01/02/2010 | $179,900 | PriceChange | Agent Provided |
| 11/28/2009 | $0 | Listed For Sale | Agent Provided |
| 11/22/2006 | $260,000 | Sold | N/A |
| 07/01/2004 | $180,000 | Sold | Smart MLS #E144210 |
| 01/11/2002 | $95,000 | Sold | Smart MLS #E120488 |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $5,952 |
| Assessment | $237,590 |
Home facts updated by county records
Comparable Sales for 69 Winter Street
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.09 | Multi-Family Home | $90,000 | 07/23/25 | 5 | 2 | 2,284 | |
0.43 | Multi-Family Home | $350,000 | 12/05/25 | 4 | 4 | 2,908 | |
0.41 | Multi-Family Home | $330,000 | 04/17/26 | 4 | 4.5 | 3,029 | |
0.39 | Multi-Family Home | $195,050 | 06/04/25 | 6 | 3.5 | 2,536 | |
0.20 | Multi-Family Home | $485,000 | 10/29/25 | 8 | 5 | 4,400 | |
0.37 | Multi-Family Home | $255,000 | 03/31/26 | 8 | 4 | 3,951 | |
0.08 | Multi-Family Home | $339,000 | 10/28/25 | 6 | 2 | 2,410 | |
0.14 | Multi-Family Home | $280,000 | 11/19/25 | 6 | 2 | 2,206 |
Assigned Schools
These are the assigned schools for 69 Winter 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
57 % Say neighbors are friendly
57 % 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
44 % Say they plan to stay for at least 5 years
37 % Say it's walkable to grocery stores
27 % Say there are community events
Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Jennifer Mahr, RE/MAX Bell Park Realty, (860) 771-0079
Agent Phone: (860) 771-0079

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.
69 Winter Street, Killingly, CT 06239 is a 5 bedroom, 4 bathroom, 3,897 sqft multi-family built in 1880. This property is currently available for sale and was listed by Smart MLS on May 6, 2026. The MLS # for this home is MLS# 24172883.

