Killingly Homes for Sale

Welcome to Killingly, Connecticut – a charming town nestled in the picturesque Windham County, where the beauty of New England meets a rich tapestry of history and community spirit. Known for its serene landscapes and friendly atmosphere, Killingly offers a perfect blend of rural charm and modern convenience. With its lush parks, scenic trails, and vibrant local culture, this town is ideal for families, retirees, and anyone seeking a peaceful yet engaging lifestyle.

Killingly boasts a variety of homes for sale that cater to diverse tastes and budgets. Whether you’re searching for a cozy colonial, a spacious contemporary, or a quaint cottage, you’ll find something that feels like home. The real estate market here is thriving, with properties that showcase the area’s natural beauty and historical significance. Many homes feature spacious yards, perfect for outdoor gatherings or peaceful evenings under the stars.

In addition to its stunning residences, Killingly is conveniently located near major highways, making it easy to access nearby cities for work or leisure. The community is served by excellent schools, local shops, and delightful dining options, ensuring that residents enjoy a high quality of life.

Explore the possibilities that await you in Killingly, where every home tells a story and every street invites you to discover its charm. Embrace the opportunity to become part of this welcoming community and find your dream home today!

Newest Killingly Homes for Sale

$699,900

5 Beds ⋅ 4 Baths ⋅ 24189180 MLS

Step back in time while enjoying the comforts of today at this remarkable circa-1770 property, where timeless New England charm meets modern convenience. Set on nearly 4 private acres, this one-of-a-kind estate offers endless possibilities for multi-generational living, rental income, a hobby farm, or the perfect retreat. The beautifully maintained main residence showcases the character and craftsmanship of the 18th century while benefiting from numerous thoughtful renovations and updates throughout. An attached apartment provides excellent flexibility for extended family, guests, or additional income potential. Adding even more value, a separate building on the property offers additional living or occupancy opportunities, making this an exceptional property for those seeking space and versatility. Outside, you'll find an impressive collection of amenities including your own private dock, multiple garage spaces, several outbuildings, and charming sheds that are ideal for entertaining, gatherings, workshops, or creative spaces. The expansive grounds offer room to relax, garden, explore, and enjoy the peaceful surroundings. Whether you're searching for a unique historic home, an investment opportunity, or a private country estate with endless possibilities, this extraordinary property is truly unlike anything else on the market.

1530 Hartford Pike, Killingly

$330,000

2 Beds ⋅ 1 Baths ⋅ 24194578 MLS

Don't miss this adorable, move-in-ready ranch! Offering just over 1,200 square feet of comfortable living space, this charming two-bedroom home features an inviting open floor plan filled with natural light and hardwood floors throughout much of the home. The spacious layout is perfect for everyday living and entertaining alike. Step outside to a generous backyard with a deck, ideal for summer barbecues, relaxing, or enjoying your morning coffee. A newer roof provides added peace of mind, while the attached garage adds everyday convenience. This home is also equipped with solar, providing added energy efficiency and the potential for long-term utility savings. Combining charm, comfort, and a fantastic location close to shopping, dining, parks, and major commuter routes, this home is ready for its next owner to move in and make it their own!

517 Davis Rd, Killingly

$309,000

3 Beds ⋅ 1 Baths ⋅ 24194315 MLS

Adorable Killingly Ranch on a quiet DEADEND street.w/1152 sqft, 3 bedrm, 1 Bath, 1 Car Garage on a HALF ACRE of LAND. Walk in from your front, back or basement door to an open family Rm w/ plenty of sunlight over looking your fully applianced kitchen w/ double sinks, separate dining area with sliders to your deck over looking your BEAUTIFUL back yard. Perfect for BBQ & Parties. Master suite w/ access to the large full bath from BOTH the master & hallway. All 3 bedrms are nice size bedrms with plenty of closet space throughout. Full basement for more expansion, storage or living space. Currently set up as the mechanical room & a finished storage area with a walkout & a 1 car garage w Garage door openers. But could easily be an office, living rm, or an in-law set up. So many possibilities for this cute home. Large PAVED DRIVEWAY. Many updates throughout the years including windows, heating, doors, well pump, curtain drains & MORE. LOW TAXES 3750 A YEAR, Septic, Well & Oil Heating. Sits nicely on .51 ac lot with a private yard in a desireable dead end street. Close to ALL major routes, airports, casinos, rt 6, 395 & RI line.

37 Henry Rd, Killingly

$369,900

3 Beds ⋅ 2 Baths ⋅ 24192500 MLS

Move-In Ready Cape in a Quiet Neighborhood! Nestled on a beautiful 1/4-acre lot in a peaceful neighborhood, this charming 3-bedroom, 2-full-bath Cape offers the perfect combination of comfort, functionality, and flexible living space. Step inside to an inviting open-concept layout where the kitchen, dining area, and living room flow seamlessly together, creating an ideal space for everyday living and entertaining. A sliding glass door leads to the rear deck, overlooking a spacious backyard that's perfect for relaxing, gardening, or hosting gatherings. The main level features a convenient first-floor bedroom and full bathroom, offering flexibility for guests, a home office, or single-level living. Upstairs, you'll find two additional bedrooms and a second full bathroom. The fully walkout lower level adds nearly 700 square feet of additional living space, complete with two finished rooms. One room could easily serve as a potential fourth bedroom, while the other makes an excellent family room, home gym, office, or hobby space. Outside, a tool/storage shed provides added convenience for lawn equipment, seasonal items, and extra storage needs.

67 Katherine Ave, Killingly

$429,900

3 Beds ⋅ 3 Baths ⋅ 24192043 MLS

Welcome home to the heart of Connecticut's beautiful Quiet Corner, where peaceful country living meets modern comfort. Nestled on a quiet street in Killingly, CT, this well maintained 3-bedroom, 2.5-bath home sits on over half an acre of land, offering privacy, space, and a wonderful setting to enjoy all the area has to offer. Step inside to discover a thoughtfully designed floor plan featuring a formal living room, dining room, and a spacious family room just off the kitchen-the perfect gathering place for everyday living and entertaining. The family room offers brand new sliding doors out to the back deck. The house was recently fitted with brand new Anderson windows, new shower walls, 200 amp service, and professionally installed gutter leaf guards. Downstairs, the full basement includes a finished bonus room that offers endless possibilities as a home office, fitness room, craft studio, playroom, or media room. Designed with both convenience and sustainability in mind, this home features an attached two-car garage, energy-saving solar panels, and a Tesla backup battery system, providing increased efficiency and peace of mind during power outages. If you've been searching for a home that combines classic charm, modern updates, exceptional energy efficiency, and a peaceful setting, 40 Taft Street is ready to welcome you home.

40 Taft St, Killingly

$134,900

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

$850,000

5 Beds ⋅ 3 Baths ⋅ 24176144 MLS

Welcome to your own retreat on more than 5 acres along 5 Mile River. Offering over 5,000 square feet of living space, this custom Colonial combines timeless craftsmanship with modern conveniences. The heart of the home is a chef's kitchen featuring granite countertops, a six-burner Viking gas range with integrated charbroiler, an eat-in dining area, and direct access to the backyard patio. The main level also includes a formal dining room, home office, first-floor laundry, and an impressive living room with soaring cathedral ceilings, hardwood floors, and a custom solid stone gas fireplace. The spacious first-floor primary suite features cathedral ceilings, custom wood-burning fireplace, a walk-in closet, spa-inspired bath with jetted tub, and private patio access. Upstairs is a second full bathroom and four generously sized bedrooms, one of which offers a walk-in closet. The finished space above the three-car garage provides exceptional space for entertaining, recreation, or guests. Conveniences include central air, an oil heating system that can be supplemented by an efficient whole-house wood-burning furnace, generator hookup, hot tub hookup, tanning bed hookup, and numerous smart home features including connected lighting, ceiling fans, Nest thermostat, automatic door locks, video doorbell integrated with the home's phone system, driveway sensor alerts, and bathroom humidity sensors.

56 River Rd, Killingly

$469,900

3 Beds ⋅ 2 Baths ⋅ 24191046 MLS

Welcome home to this beautifully maintained 2,000-square-foot executive ranch, ideally situated on a private, level lot at the end of a quiet cul-de-sac. Designed for comfortable one-level living, this spacious home features hardwood floors, a beautifully appointed eat-in kitchen with granite countertops and a breakfast bar, plus a formal dining room area. The inviting family room, complete with custom built-ins, offers the perfect place to relax or entertain, while the generous living spaces provide comfort and flexibility for everyday living. Step outside to the large deck overlooking the private backyard-ideal for summer barbecues, morning coffee, or simply enjoying the peaceful setting. Additional highlights include a two-car garage, paved driveway, and nice curb appeal. Combining a thoughtful design, and a desirable cul-de-sac location, this move-in ready executive ranch offers the perfect blend of comfort, style, and privacy.

34 Vezina Dr, Killingly

$500,000

4 Beds ⋅ 3 Baths ⋅ 24189471 MLS

Welcome to this spacious Colonial, ideally situated on a corner lot in a quiet neighborhood in Killingly. Offering over 2,600 square feet of living space, this home features generously sized rooms, a flexible layout, and plenty of space to fit a variety of needs. The updated kitchen and bathrooms provide modern convenience, while the dining room fireplace adds warmth and character. An oversized family room creates the perfect gathering space, and the dedicated first-floor office is ideal for working from home, hobbies, or additional flex space. A first-floor laundry room adds everyday convenience, and the three-season room offers a comfortable place to relax and enjoy the changing seasons. Step outside to a spacious backyard featuring a patio for entertaining, a storage shed for added storage, and a two-car attached garage with a private driveway. Conveniently located just minutes from I-395, Route 6, shopping, dining, and the Rhode Island border, this home offers the space, versatility, and location to suit a wide range of lifestyles.

53 Colleen St, Killingly

$110,000

1 Beds ⋅ 1 Baths ⋅ 24189750 MLS

(Photos are mix of old and new) New roof 2025! Welcome to 385 Putnam Pike, Killingly, CT. This 1-bedroom, 1-bathroom offers a fantastic opportunity for those looking to invest in a property with great potential. Featuring an open layout with a cozy kitchen, this home is perfect for creative renovations and customizations. Located in a convenient area close to amenities, this property awaits your personal touch. Schedule your tour today and imagine the possibilities!

385 Putnam Pike, Killingly

$949,900

4 Beds ⋅ 2 Baths ⋅ 24189396 MLS

Four heated garage bays. Over 12 private acres. A brook with its own dam. This is a rare opportunity to own an updated home with an exceptional workshop and endless room to live, work, and play. The heated and air-conditioned garage features four bays, an office loft, air compressor, and dedicated paint bay. Whether you're restoring cars, operating a trade business, storing equipment, or simply need premium workspace, this setup is hard to find. The fully remodeled home offers 4 bedrooms, 2 full baths, and approximately 2,800 square feet. The great room features cathedral ceilings, exposed beams, a fireplace, and walls of glass overlooking the property. The kitchen includes a cozy sitting area with a wood stove, while the dining area is framed by a large picture window. A first-floor bedroom with patio access and a full bath offer flexibility for guests, multigenerational living, a home office, or convenient one-level living. Upstairs, the primary suite includes a soaking tub beneath its own window. Outside, open meadow leads to wooded trails, with a private brook and dam creating a truly unique setting. There's room for horses, hobby farming, gardens, or simply enjoying the privacy. Recent updates include a new roof, Buderus oil furnace, and fresh interior paint. Minutes from the Rhode Island line, this one-of-a-kind property offers privacy, land, and a workshop that's nearly impossible to replicate.

564 Hubbard Rd, Killingly

$849,900

3 Beds ⋅ 2 Baths ⋅ 1416927 MLS

Welcome to your own private country retreat! This exceptional log home offers the perfect blend of rustic charm and modern updates, nestled on a picturesque property designed for those seeking peace, privacy, and room to roam.The heart of the home is the brand-new great room addition, featuring soaring cathedral ceilings, abundant natural light, and direct access to a spacious deck overlooking the beautifully landscaped grounds. The open-concept layout flows seamlessly into the updated kitchen, complete with granite countertops, a center island, custom cabinetry, and stainless steel appliances-ideal for entertaining family and friends. A stunning floor-to-ceiling stone fireplace, exposed beams, and warm wood ceilings create an inviting atmosphere throughout.The spacious primary suite offers its own private retreat with sliders leading directly to the deck, allowing you to enjoy your morning coffee while taking in the peaceful surroundings.Outside, this remarkable property truly shines. Enjoy your own private 19-foot-deep pond, perfect for relaxing, fishing, or simply enjoying nature. The impressive two-story barn provides endless possibilities for storage, workshop space, hobbies, equipment, or livestock, while the charming chicken coop is ready for your backyard flock.Grow & sell your own veggies with greenhouse in place for gardening, recreation, or creating your own hobby farm.A rare opportunity to own a truly special New England log home.

84 Dark Lantern Hill Road, Killingly

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