Killingly Homes under $300,000

Welcome to Killingly, Connecticut – a hidden gem nestled in the heart of Windham County! This charming town is a perfect blend of small-town warmth and modern convenience, making it an ideal place to call home. With its picturesque landscapes, friendly community, and rich history, Killingly offers a unique lifestyle that appeals to families, retirees, and young professionals alike.

Killingly boasts a variety of recreational opportunities, from hiking scenic trails at the Killingly Town Park to enjoying a leisurely day at the nearby Quinebaug River. The town is also home to several local shops, delightful eateries, and a vibrant community spirit that hosts numerous events throughout the year. Whether you’re exploring the quaint downtown area or visiting the historical landmarks, there’s always something to discover in Killingly.

For those looking to invest in a home, you’ll be pleased to know that this charming town offers a selection of properties under $300,000. From cozy single-family homes to inviting townhouses, there’s something for every taste and budget. These affordable options provide a wonderful opportunity to settle down in a thriving community without breaking the bank.

With its excellent schools, low crime rates, and a strong sense of community, Killingly is not just a place to live; it’s a place to thrive. Come and explore the possibilities that await you in this beautiful Connecticut town, where your dream home could be just around the corner!

Newest Killingly Homes under $300,000

$299,000

3 Beds ⋅ 1 Baths ⋅ 24207472 MLS

A classic New England ranch, tucked away in a setting that feels like your own little escape. Built in 1949 and set well back from the road, this 3-bedroom, 1-bath, 1,386-square-foot home sits on .71 acres beneath a canopy of mature trees, with a sprawling lawn, plenty of privacy, and the kind of peaceful setting that immediately makes you want to stay awhile. Inside, you'll find the charm and character you simply don't get with newer construction, along with the opportunity to make the home your own while preserving everything that makes a vintage ranch so special. A full unfinished basement offers plenty of additional storage and possibilities for the future. Outside, there's room to garden, entertain, play, or simply enjoy quiet mornings and long New England evenings surrounded by nature. The deck creates an easy extension of the living space and a perfect spot to take in the property. Conveniently located in Dayville while still feeling tucked away from it all, this is a classic Connecticut home with history, character, space, and a setting worth falling in love with. Come see what makes this one feel like home.

117 Pineville Rd, Killingly

$195,000

2 Beds ⋅ 2 Baths ⋅ 24205818 MLS ⋅ Townhouse Place BLDG.

Welcome home to this charming 2-bedroom, 1-bathroom end-unit condo, offering plenty of potential to make it your own! The desirable end-unit location provides added privacy and natural light, while the finished basement space offers valuable additional room for a home office, recreation room, gym, guest space, or whatever best fits your needs. Step outside and enjoy the beautiful backyard space, perfect for relaxing, entertaining, gardening, or simply enjoying a little outdoor privacy. With a great layout, bonus finished space, and a wonderful outdoor area, this condo is an excellent opportunity for a first-time buyer, downsizer, or investor looking to add their own personal touches. Come see the potential and imagine yourself calling this one home!

36 Athol St Unit 36, Killingly

$262,000

6 Beds ⋅ 2 Baths ⋅ 24205724 MLS

ASK ABOUT SELLER OFFERING A 1-0 BUY DOWN... Looking to get into an already affordable house and get a good interest rate??? Inquire today...Seller says Sell Sell Sell.. Looking for your next investment property?? Look no further. If you been searching for a home that's move in ready, while allowing you to update it at your own pace, this is it! With solid bones and only cosmetic improvements needed, this is a fantastic opportunity to create instant equity. While generating income at same time... Solar on property is not owned Buyer and buyer agents to do due diligence on solar. bank requires owner occupied borrowers for solar loan.

144 Prospect Ave, Killingly

$115,000

2 Beds ⋅ 1 Baths ⋅ 24204737 MLS

Welcome home to this cozy 2-bedroom, 1-bath mobile home offering a peaceful and private setting. Tucked away on a back lot, this home provides plenty of privacy and a quiet place to relax. Inside, a pellet stove adds warmth and comfort during the colder months. Outside, a large shed provides plenty of additional space for storage, tools, lawn equipment, or hobbies. With its private back yard and comfortable layout, this home is a great opportunity for anyone looking for affordable living with a little extra peace and quiet.

12 R And R Park, Killingly

$209,900

2 Beds ⋅ 2 Baths ⋅ 24199898 MLS ⋅ Townhouse Place BLDG.

HERE'S YOUR CHANCE FOR HOME OWNERSHIP FOR SAME COST AS RENTING AT THIS AFFORDABLE TOWNHOUSE PLACE CONDO! FULLY APPLIANCED KITCHEN WITH TILE FLOORING, NEW WINDOWS, NEW CARPETING AND LAMINANT FLOORS, AND NEW HOT WATER HEATER. WALK OUT THE SLIDER TO A NICE PRIVATE PATIO/GARDEN AREA IN THE REAR. NEWLY CREATED FAMILY ROOM ON LOWER LEVEL. CONVENIENTLY LOCATED NEAR TOWN, SHOPPING, AND MAJOR COMMUTER ROUTES.

43 Athol St Unit 43, Killingly

$299,900

3 Beds ⋅ 1 Baths ⋅ 24199756 MLS

Enjoy convenient one-level living in this updated 3-bedroom 1 bath ranch set on 0.26 acres, per town records. Town records indicate 1,178 square feet of living area, public water and sewer, an unfinished basement, and a 572-square-foot detached two-car garage with two garage doors. Owner-completed updates in 2025 include, fresh interior paint, new light fixtures, ceiling fans in the bedrooms, and new electrical wiring in each bedroom, the living room, and the kitchen. The updated kitchen features new cabinets, granite countertops, new appliances, and a convenient pot filler at the stove. Additional owner-completed improvements include a new house roof installed in fall 2024 and a new garage roof in 2025. With a practical single-level layout, basement storage, a detached two-car garage, and refreshed finishes throughout, this home is ready for its next chapter.

64 Katherine Ave, Killingly

$290,000

3 Beds ⋅ 2 Baths ⋅ 24196295 MLS

Investment or owner-occupant opportunity in Killingly! Whether you are looking to expand your portfolio with instant cash flow or occupy one unit while letting the tenant help cover your mortgage, this well-maintained, character-filled, multi-family home provides the perfect footprint. Current first-floor tenant holds an active lease through February 2027. The second floor tenant in process of moving out. Detached 4-car garage adds to income potential, with 2 bays already rented.

19 Cady St, Killingly

$114,900

2 Beds ⋅ 1 Baths ⋅ 24193977 MLS

2 bedroom 2017 mobile home in excellent condition. New LVT flooring throughout, all new appliances, in highly desired R & R Park. Home is tucked in a secluded section of the park on a cul-de-sac. 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.

11 R And R Park, Killingly

$285,000

3 Beds ⋅ 1 Baths ⋅ 24174794 MLS

Discover the potential in this fixer-upper featuring an ideal floor plan with spacious, flowing living areas and endless possibilities to make it your own. The open and functional layout offers great bones for a renovation project, with generously sized rooms, abundant natural light, and a seamless flow perfect for modern living and entertaining. Whether you're an investor, flipper, or buyer looking to create your dream home, this property is a fantastic opportunity to bring your vision to life while adding significant value. A rare chance to transform a home with incredible potential into something truly special! Property is subject to short sale.

37 Ruth St, Killingly

$265,000

2 Beds ⋅ 2 Baths ⋅ 24165775 MLS ⋅ Whetstone Mills BLDG.

NEW PRICE Whether you are a first-time buyer, downsizing or looking for low maintenance living this condo is ideal. Escape to tranquility in this beautiful 2 bedroom 1230 sqft condo nestled in a serene forest surrounded setting. Inside the spacious living room welcomes you with a cozy fireplace ideal for chilly evenings. The primary bedroom is a true retreat featuring an elegant Palladian window that fills the space with ample natural light. The thoughtfully designed layout offers both functionality and charm. Enjoy the perfect blend of nature and comfort with peaceful wooded views. All newer carpet and freshly painted. Tile flooring in Kitchen and bath. Cute deck for plants and enjoying nature.Oversized 2 car garage gives you plenty of storage space. 6 miles from the RI line.

604 Whetstone Mls Unit 604, 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

$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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