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23 Winter St, Killingly
$289,000
3 Beds ⋅ 3 Baths ⋅ 24131328 MLS
Classic details and practical updates come together in this charming home, where the covered front porch and fenced front yard set a welcoming first impression. The main level offers an easy daily layout with a mudroom, half bath, flexible office or bonus room, a spacious living room with a bow window and built-in bookshelves. The dining room adds character with wainscoting and crown molding, creating a comfortable setting for everyday meals or larger gatherings. Upstairs, the oversized primary bedroom includes its own full bath and his-and-her walk-in closets, joined by two additional bedrooms, another full bath, and extra closet storage. Recent improvements include new carpeting throughout, a boiler installed in 2026, and chimney re-flashing completed in 2024. Outside, the concrete patio, covered front porch, and fenced back yard provide space for outdoor dining, relaxing, gardening, or entertaining. Conveniently located near I-395, shopping, dining, and Davis Park.

23 Winter St, Killingly

655 N Main St, Killingly
$259,000
4 Beds ⋅ 2 Baths ⋅ 24195017 MLS
Full of turn-of-the-century character, this classic 1900 two-family sits on a generous 0.42-acre lot on a quiet stretch of North Main Street. A wraparound farmer's porch with original detailing welcomes you home - the perfect spot for morning coffee or watching the seasons change under mature shade trees. Inside, 2,182 square feet of living space is split across two distinct units, offering 4 bedrooms and 2 full baths combined - a great fit for an owner-occupant looking to offset their mortgage with rental income, or an investor building a portfolio. Wood shingle siding and forced-air heat keep the home's historic charm intact while staying comfortable year-round. Out back, the level, tree-shaded yard offers room to garden, entertain, or simply spread out, anchored by a vintage barn-style outbuilding with storage or workshop potential. Just half a mile from Killingly Memorial School and minutes to Killingly High School and downtown shops and dining, this is a rare chance to own a piece of Killingly's history with plenty of room to make it your own.

655 N Main St, Killingly

63 School St, Killingly
$249,900
4 Beds ⋅ 2 Baths ⋅ 24192732 MLS
Opportunity awaits with this two-family home located in a neighborhood setting with convenient access to downtown, shopping, restaurants, and major routes. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the other, this property offers excellent flexibility. Let the rental income help offset your mortgage while building equity. Each unit features separate utilities, providing added convenience for both owners and tenants. The second-floor apartment has its own private exterior entrance for added privacy. Additional highlights include off-street parking, a newer roof, and a layout well-suited for long-term rental or owner-occupied living. Don't miss this versatile multi-family opportunity!

63 School St, Killingly

383 Putnam Pike, Killingly
$220,000
6 Beds ⋅ 3 Baths ⋅ 24189860 MLS
This listing is for 383 Putnam Pike Only - However, a single family (same owner) is available next door at 385 Putnam Pike, Dayville, CT New roof 2025! 1st Floor: 3BR/1.5BA (potential 4BR reconfiguration), forced hot air heat 2nd Floor: 3BR/1BA, hot water baseboard heat Large walkout basement with expansion potential Newer roof and some replacement windows Needs: flooring, plumbing, kitchen/bath updates, paint, cosmetics; possible HVAC LOCATION: Close to I-395, approx. 5 minutes to Putnam and 10 minutes to Killingly Commons. Large unit sizes offer excellent value-add opportunity. NOTES: Subject to professional inspection and due diligence. Strong cash flow or BRRRR candidate if inspection confirms numbers

383 Putnam Pike, Killingly

60 Athol St Unit 60, Killingly
$199,000
2 Beds ⋅ 2 Baths ⋅ 24204868 MLS ⋅ Athol Street BLDG.
An exceptional opportunity for first-time buyers, downsizers, or savvy investors! This affordable 2-bedroom, 1-bathroom condominium offers low-maintenance living without sacrificing space. Inside, you'll find a functional layout designed for easy daily living, featuring a light-filled living area and two comfortable bedrooms. The partially finished basement provides valuable bonus living area-ideal for a home office, recreation room, gym, or additional living space, alongside generous dedicated storage. Enjoy the peace of mind that comes with condo living, where exterior maintenance is handled for you. Perfectly located near local amenities, shopping, dining, and major commuter routes. Stop renting and start building equity today!

60 Athol St Unit 60, Killingly

48 Athol St Unit 48, Killingly
$187,000
2 Beds ⋅ 2 Baths ⋅ 24141708 MLS ⋅ Townhouse Place BLDG.
Welcome home to this beautiful townhouse-style condo featuring 2 bedrooms and 1.5 baths. The open-concept first floor offers a bright and inviting layout, where a modern eat-in kitchen flows seamlessly into the dining area. Step through the sliders to your private back deck and take in the expansive backyard view, perfect for morning coffee or evening relaxation. A convenient half bath for guests completes the main level. Upstairs, you'll find a spacious primary bedroom, a comfortable guest room, a full bath with tub, and a landing with a linen closet for extra storage. The lower level includes a finished heated room, plus an unfinished mechanical area with washer and dryer hookups currently being used for storage. Appliances included: stove, refrigerator, Maytag washer, and Maytag dryer. The owner was advised that the back deck boards, kitchen cabinets, flooring, and water heater were replaced shortly before their ownership. Buyers and buyers' agent to verify. As a bonus this middle unit has lower heating costs than an end unit for more savings! This condo community has no age restrictions and offers the convenience of city water and sewer. Ideally located near I-395, Route 6, and Route 101 for an easy commute to Rhode Island, and just minutes from shopping centers and restaurants. A great combination of comfort, modern updates, and convenience awaits you here.

48 Athol St Unit 48, Killingly

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