Killingly Homes under $400,000

Welcome to Killingly, Connecticut—a charming town nestled in the heart of Windham County, where small-town charm meets modern convenience. Known for its picturesque landscapes and friendly community, Killingly offers a delightful blend of rural tranquility and easy access to urban amenities. With its rich history, vibrant local culture, and beautiful parks, this town is an ideal place for families, young professionals, and retirees alike.

Killingly boasts a variety of homes under $400,000, making it an attractive option for homebuyers seeking affordability without compromising on quality. Whether you're looking for a cozy single-family home, a spacious colonial, or a quaint ranch-style residence, you’ll find an array of choices that cater to diverse tastes and lifestyles. The real estate market here is thriving, with properties that often feature charming architectural details, well-maintained yards, and proximity to local schools and amenities.

One of the standout features of Killingly is its commitment to community and recreation. Residents enjoy easy access to numerous parks, walking trails, and recreational facilities, making it perfect for outdoor enthusiasts and families looking to engage in local activities. The town's close-knit community hosts various events throughout the year, fostering connections among neighbors and creating a warm, welcoming atmosphere.

If you're considering a move to Killingly, you’ll discover a place where homeownership is not just a dream but a reality—especially with homes available under $400,000. Come explore the possibilities and experience the charm of Killingly for yourself!

Newest Killingly Homes under $400,000

$299,000

3 Beds ⋅ 1 Baths ⋅ 24216894 MLS

Sometimes big things come in small packages. This home is very cozy and easy to maintain. Has plenty of storage areas. It was also fully remolded approximately 6 years ago, just before the current owner bought it for/with his brother. During the remodel, they put in new insulation, new gypsum board, electrical, a new roof, plumbing & heating, and a new kitchen. Only 1 person has lived there since the remodel. The bedrooms are deceptively bigger than you would think. Definitely come check this move-in-ready gem out.

227 North St, Killingly

$249,900

2 Beds ⋅ 1 Baths ⋅ 24216334 MLS

Don't miss out on the opportunity to own this ranch style house sitting on .4 acres. Conveniently located walking distance from Dayville center with plenty of shopping, restaurants and easy access to Rt. 395. Bonus room adjacent to one-car garage.

1028 N Main St, Killingly

$350,000

3 Beds ⋅ 1 Baths ⋅ 24215273 MLS

Charming Ranch in Scenic Killingly, Connecticut! Discover the beauty of country living in this inviting 3-bedroom, 1-full-bath ranch, offering 1,008 square feet of comfortable single-level living on a spacious .46-acre lot. Nestled along the picturesque back roads of Killingly, Connecticut, this property offers a wonderful combination of peaceful surroundings, natural beauty, and everyday convenience. Enjoy the outdoors complete with an oversized back deck, perfect for entertaining, outdoor dining, relaxing, or simply taking in the beautiful New England scenery. An additional outbuilding provides valuable storage space for outdoor equipment, tools, and seasonal belongings. Surrounded by scenic rivers, winding country roads, and vibrant landscapes, this location offers the opportunity to experience the beauty of all four New England seasons. Conveniently situated for an easy commute to both Rhode Island and Massachusetts, this property offers the perfect balance of tranquil country living and accessibility. Whether you're searching for your first home, looking to downsize, or simply seeking a peaceful place to call your own, this charming Killingly ranch is full of possibilities. Your opportunity to own a piece of Connecticut's beautiful Quiet Corner is here! With its desirable single-level layout, generous outdoor space, and convenient location, this property is one you'll want to see for yourself. Don't just imagine the possibilities-come

692 Chestnut Hill Rd, Killingly

$329,000

7 Beds ⋅ 2 Baths ⋅ 24215520 MLS

Explore the possibilities at this townhome-style duplex in Killingly. Offering two separate units, the property features a four-bedroom, one-bath unit and a three-bedroom, one-bath unit currently occupied by month-to-month tenants. With seven bedrooms in total and ample off-street parking, this property presents an appealing opportunity for an owner-occupant looking to offset housing costs or an investor seeking a versatile addition to their portfolio. Conveniently located at 4 Church Street, this duplex offers flexibility, space, and income potential.

4 Church St, Killingly

$124,900

2 Beds ⋅ 1 Baths ⋅ 24215050 MLS

2 bedroom 2017 mobile home in excellent condition. New carpet in the bedrooms and living area, in highly desired R & R Park. This community is conveniently located in Dayville, near Killingly Commons, and close to everything one might need. Lot rent of $568 includes the site rent, common area maintenance, water, sewer, and trash. Owner and agent are related.

84 R And R Park, Killingly

$340,000

6 Beds ⋅ 2 Baths ⋅ 24207270 MLS

Multiple Offers: Highest and Best Offer Deadline 5PM Tuesday Oct 27 2026. Quiet Corner ease! 2 Units for an extended family or live in one unit; let the other unit's rent pay most if not all the mortgage. Big 2 family, 2766 sq feet heated, on 0.66 grassy acre with 2 car garage, large shed, and above ground pool. 1st floor unit: 3 bedrooms, full bath with pocket door, kitchen, dining area, living room, mudroom with lots of storage and washer hookup, enclosed unheated sunporch, and breezeway to 2 car garage. 2nd floor unit: 3 bedrooms, 1 oversized full bath with washer hookup (a perfect spot for stackables), large kitchen, living room, walkup attic for storage or more liveable space if you finish it. See floorplans in photos. Quiet road, large paved driveway in excellent shape, recently resealed. Lovely old large, flat granite block for front stoop. Full unfinished basement has big workbench that will convey. Newer vinyl windows throughout! Both units share the septic and share the well; unknown which unit's elec meter has the well pump on it. Generator hookup in garage. Oil, radiators, one furnace currently, but there were two: concrete pad and oil line for 2nd furnace in basement. Same family for 100 years. Well maintained, but in need of cosmetic updates; unknown if hardwood floors under carpeting. Roof 20 years old with 50 year shingles and looks great. Deck at pool is mahogany. Staircase to 2nd floor mahogany with stair treads pressure treated wood.

114 Green Hollow Rd, Killingly

$265,000

2 Beds ⋅ 2 Baths ⋅ 24214482 MLS ⋅ Whetstone Mills BLDG.

Welcome home to this wonderful townhouse in Whetstone Village. Drive up the hill past the waterfall and enter the quaint village hidden from the rest of the complex. This home boasts of 2 car garage, wood fireplace, a dining room that opens onto a deck facing the woods where you can sit and watch nature around you or just take in the solitude.

604 Whetstone Mls Unit 604, Killingly

$379,900

2 Beds ⋅ 2 Baths ⋅ 24214375 MLS ⋅ Mountain View Landing BLDG.

Welcome to this highly sought-after 55+ community! This inviting home offers 2 bedrooms, 2 full bathrooms, and an open floor plan featuring a spacious living room with vaulted ceilings and a cozy fireplace. Additional highlights include central air, a one-car garage, and a deck perfect for outdoor relaxation. The partially finished basement provides additional versatile living space. Enjoy comfortable, low-maintenance living in this desirable community!

4 Mountain View Lndg Unit 4, Killingly

$400,000

3 Beds ⋅ 2 Baths ⋅ 24211062 MLS

Looking for space, privacy, and a garage that offers endless possibilities? Welcome to this charming home nestled in a quiet neighborhood, conveniently located near the Rhode Island border. Inside, you'll find recently refinished hardwood floors, a wood burning fireplace, formal dining room, and a kitchen with stainless steel appliances. The semi-finished basement features a bar area, perfect for entertaining or creating additional living space. The real standout is the impressive detached three-story garage, complete with a loft and full lower level. With multiple levels of space, it offers plenty of room for vehicles, storage, hobbies, a workshop, or whatever you envision. A unique property with room to spread out both inside and out.

19 Steven St, Killingly

$399,000

3 Beds ⋅ 1 Baths ⋅ 24210130 MLS

Welcome to your new home. An updated raised ranch on nearly 2 private acres, beautifully maintained, move-in ready. Inside you will find rich, hardwood floors throughout. There is a large, open kitchen with granite countertops and newer, stainless appliances. The bathroom has also been renovated to include a new shower and sink. You will find comfort throughout the year with central air and a wonderful wood stove to cozy up to. Within the last 2 years a brand new boiler, along with a 40 gallon hot water tank, and a 3-stage water filtration system has been installed. Downstairs you will find an almost finished basement that can be used as an office or family room, and utility room with shelves and cabinets. There is also a great 2 car garage with plenty of storage and work benches for your next project. Step outside on the newer deck to enjoy a beautiful backyard, fire pit, and low maintenance landscaping. Start your own small homestead with chicken coop, greenhouse and compost bin and shed.The house is generator ready and a tri-fuel Winco generator can be made available upon request. Plenty of places for outdoor activities nearby, Old Furnace State Park, Ross Pond State Park, minutes away.

130 N Frontage Rd, Killingly

$400,000

4 Beds ⋅ 2 Baths ⋅ 24208690 MLS

Vintage 1944 home in the heart of Dayville, set on 2.5 acres at a convenient corner location close to shopping and with easy highway access, close to the Mass & RI lines. The attached garage provides convenient access to the home. The quaint kitchen features cozy bench seating, built-in glass-front storage perfect for displaying collectibles, and a door leading to the screened front porch-an inviting spot to enjoy morning coffee and the changing seasons. The spacious living room offers a sunny bay window, sliders to a private rear patio, hardwood floors, and a cozy fireplace creating a warm and inviting gathering space. The first floor includes a primary bedroom, an additional bedroom or office, and a full bath. Upstairs are two generously sized bedrooms, a large hallway closet, and another full bath. A detached outbuilding offers versatile space for a studio, workshop, or hobby area. Being sold AS IS, this solid home offers an opportunity to bring your vision and updates while preserving its vintage charm and character.

10 Homestead Rd, Killingly

$379,900

5 Beds ⋅ 2 Baths ⋅ 24209326 MLS

Discover the possibilities at 8 Dyer St in Killingly, a versatile two-unit property offering a unique combination of residential space, parking, and flexible layouts. One of the two units has been fully converted from a former commercial storefront, creating a distinctive living space with an open and adaptable floor plan. The property features two generously sized bedrooms on the first floor, while the second-floor unit offers three bedrooms, providing plenty of room for residents, guests, a home office, or additional living space. Additional highlights include a two-car garage with convenient interior access and off-street parking, adding valuable storage, convenience, and functionality. Whether you're looking for an investment property, owner-occupied multifamily, or a property with flexible residential possibilities, 8 Dyer St offers a unique opportunity in Killingly

8 Dyer St, Killingly

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Killingly Homes under $400,000

Newest Killingly Homes under $400,000

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