Killingly Homes for Sale

Killingly Homes for Sale

Welcome to Killingly, Connecticut—a charming town nestled in the heart of Windham County, where small-town charm meets modern living. Known for its rich history and vibrant community spirit, Killingly offers a unique blend of rural tranquility and suburban convenience. With its picturesque landscapes, lush parks, and friendly neighborhoods, it’s no wonder that families and individuals alike are drawn to this delightful area.

Killingly is home to a variety of amenities that cater to both residents and visitors. Enjoy leisurely strolls through the scenic Killingly Town Park or explore the local shops and eateries that make up the town’s quaint downtown area. For those who appreciate the outdoors, nearby recreational activities abound, including hiking, fishing, and seasonal events that celebrate the town’s heritage.

When it comes to homes for sale in Killingly, you’ll find a diverse array of properties that cater to every lifestyle. From charming historic homes with character to modern single-family residences and cozy townhouses, there’s something for everyone. Whether you’re a first-time homebuyer, looking to upgrade, or seeking a peaceful retreat, the real estate market here offers a variety of options at competitive prices.

With its welcoming community, excellent schools, and convenient access to major highways, Killingly is an ideal place to call home. Discover your dream home in this beautiful Connecticut town, where the warmth of small-town living meets the excitement of new beginnings. Explore our listings today and take the first step towards your future in Killingly!

Newest Killingly Homes for Sale

692 Chestnut Hill Rd, Killingly
$350,000
3 Beds ⋅ 1 Baths ⋅ 24215273 MLS
.

692 Chestnut Hill Rd, Killingly
15 Margaret Henry Rd, Killingly
$565,000
3 Beds ⋅ 3 Baths ⋅ 24210184 MLS
Discover the charm of Connecticut's Quiet Corner! Set on a beautiful, level 5-acre lot, this spacious modern colonial home offers the perfect blend of privacy, recreation &convenience. Located in one of Connecticut's oldest settled communities adjacent to Rhode Island, the area is part of the Last Green Valley National Heritage Corridor and was once known as the "Curtain Capital." This move in ready home features a spacious open floor plan. Kitchen-dining area combination with sliders to deck overlooking beautiful backyard and pool, updated kitchen with granite counters and plenty of cabinetry, fireplaced family room with bow window allows lots of natural light and a large living room provides extra space for entertaining during the holidays. Upstairs features 3 generous sized bedrooms with ample closet space and 2 baths. An oversized 2-car garage provides additional storage, while abundant off-street parking accommodates boats, RVs, trailers and other recreational vehicles. Enjoy easy commuting to Providence via Route 6, or Worcester and New London via I-395. The property is an outdoor oasis featuring an inviting in-ground pool, patio and deck areas perfect for summer entertaining. Think ahead! In winter, the expansive acreage offers plenty of room for ATV fun and outdoor recreation. A rare metal outbuilding with electricity, overhead door and possible access to Route 6, is ideal for collector cars, motorcycles, equipment, workshop space or other hobbies.

15 Margaret Henry Rd, Killingly
84 R And R Park, 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
367 Mashentuck Rd, Killingly
$655,000
4 Beds ⋅ 4 Baths ⋅ 24212443 MLS
Welcome home to this impressive 4-5 BD, 3.5 BA custom Colonial set on 1.85 acres in desirable Killingly setting! Offering generous living space, exceptional versatility, & outdoor amenities, this home is designed for comfortable living & entertaining. Step inside to discover beautiful hdwds throughout dining room, great room, & den. Spacious kitchen is sure to impress with granite, stainless appliances, & breakfast bar-perfect for morning coffee, casual meals, & gathering with family & friends. Gas FP adds warmth & ambiance, while the expansive great room features a vaulted ceiling & sliders leading to a large deck with pergola overlooking the inviting in-ground pool with new liner. Primary suite offers a relaxing retreat with an ensuite bath featuring whirlpool tub, double sink vanity & walk-in closet. Three additional light-filled bdrms provide room for family, guests, or a home office. One of this home's standout features is the large bonus room above the garage with its own private entrance & full bath-ideal for extended-stay guests, teen hangout, or flexible living space. Outside, enjoy your own private retreat with a fenced yard, firepit, & raised garden beds. Three storage sheds, with electricity, provide space for equipment & storage. RV pad with 30-amp electric. 2-car heated garage with multiple shelves & cabinets. C/A, oil heat, generator ready, new well pump tank, new washer & dryer, & mounted TVs & surround sound system. Make this exceptional home yours!

367 Mashentuck Rd, Killingly
725 S Frontage Rd, Killingly
$499,900
3 Beds ⋅ 2 Baths ⋅ 24213450 MLS
Classic Brick Construction Meets Extensive Modern Renovation! Built in 1956, this well-constructed brick masonry ranch is undergoing an impressive transformation, blending timeless craftsmanship with thoughtful modern improvements. Offering three bedrooms, two full bathrooms, and a partially finished walkout lower level, this home provides comfortable living space with added versatility. Significant updates include a brand-new roof, heating system with baseboard heaters, updated electrical, new attic insulation, refinished hardwood floors, fresh interior paint, and a beautifully updated kitchen featuring new cabinetry, granite countertops, and appliances. The renovated walkout lower level provides additional living or flex space, a full bathroom, and convenient mudroom entry from the attached one-car garage. Enjoy the surrounding natural setting from the expansive new deck and welcoming covered porch. A paved driveway provides convenient access to both the attached garage and an impressive detached two-story garage. A standout feature is the detached garage, complete with electricity, windows, and both interior and exterior staircases. Currently undergoing extensive improvements, including cedar shake siding and finished interior spaces on both levels, this versatile building offers exciting possibilities for a workshop, hobbies, storage, or other future uses.

725 S Frontage Rd, Killingly
17 Vezina Dr, Killingly
$525,000
3 Beds ⋅ 2 Baths ⋅ 24212785 MLS
Welcome to 17 Vezina Drive! Pride of ownership shines throughout this meticulously maintained custom ranch, situated on approximately 0.69 acres in Killingly. Offering 3 bedrooms, 2 full bathrooms, and approximately 2,050 square feet of main-level living space, this home combines comfort, functionality, and charm. The spacious interior features vaulted ceilings, a primary suite with a private full bath and walk-in closet, and a versatile layout perfect for everyday living and entertaining. Recent improvements include a new roof and new windows, providing added value and peace of mind. Enjoy the beautiful three-season room, an inviting space to relax and take in the surrounding views. The finished lower level offers approximately 810 additional square feet of flexible living space, ideal for a family room, recreation area, or home office. An attached two-car garage adds convenience and storage. Stunning in ground pool and flower beds around property. Lovingly cared for and thoughtfully maintained, this wonderful property is ready for its next chapter.

17 Vezina Dr, Killingly
16 Jefferson Dr, Killingly
$409,900
3 Beds ⋅ 2 Baths ⋅ 24211842 MLS
Classic New England Charm Meets Flexible Modern Living! Welcome home to Killingly, Connecticut, where you will find this picture-perfect 3-bedroom Cape Cod-style home tucked away at the very end of a peaceful, private cul-de-sac. Offering the ideal blend of classic architectural character and highly sought-after functional spaces, this property is ready for its next chapter. Gather or unwind in a bright, airy living room highlighted by an impressive vaulted ceiling that elevates the entire main living floor. A spacious kitchen features sliding glass doors that open directly onto a spacious back deck-perfect for indoor-outdoor dining, morning coffee, and summer BBQs. The ultimate flexible space! Positioned over the attached 2-car garage, this bonus room is perfect for a private home office, an epic media room, a fitness studio, or a secluded guest suite. Whether you love the idea of crisp New England autumns hosting on your private deck or want a dedicated workspace that feels entirely separate from your main living areas, this Killingly gem checks every single box.

16 Jefferson Dr, Killingly
45 Fairview St, Killingly
$315,000
2 Beds ⋅ 1 Baths ⋅ 24211972 MLS
Welcome home to this well-maintained ranch offering comfortable, easy one-level living! Featuring an attached one-car garage, a flat front and backyard, and a fenced-in outdoor space, this home has so much to offer. Inside, you'll find beautiful hardwood floors throughout the living room, hallway, and bedrooms. The inviting living room features an electric fireplace that is included with the sale, perfect for adding a warm and cozy touch during the cooler months! The kitchen features updated stainless steel appliances, ample cabinet space, and two windows overlooking the beautiful backyard, bringing in plenty of natural light. Just off the back of the home, a sunroom/rec room offers approximately 168 square feet of additional space, perfect for relaxing or entertaining. The basement provides plenty of usable space for storage, keeping everything organized and easily accessible. Step outside to enjoy the lovely covered 10x20 concrete patio, an ideal spot for outdoor dining, relaxing, or simply enjoying the backyard. The property also features a generously sized shed, perfect for additional storage, tools, or outdoor equipment. Notable updates include a UV filtration system for the well installed in 2019, an updated boiler, and a newer oil tank. Central air conditioning is serviced annually for added peace of mind. Washer & dryer also included. Clean, comfortable, and move-in ready, this home is ready for its next owner! Property is being sold as-is.

45 Fairview St, Killingly
602 N Main St, Killingly
$269,000
3 Beds ⋅ 2 Baths ⋅ 24211966 MLS
Full of character, this 3-bedroom, 2 full bath home offers a spacious and functional layout in a convenient, walkable location. The main level features a large living room, a spacious kitchen with plenty of room to cook and gather, a dedicated dining room, a versatile bonus room perfect for a home office or playroom, and the convenience of first-floor laundry. All three bedrooms are located upstairs, offering separation from the main living spaces. Connected to city water and sewer and close to shops, restaurants, schools, and everyday amenities, this home is ready for its next chapter.

602 N Main St, Killingly
549 Squaw Rock Rd Extension, Killingly
$410,000
3 Beds ⋅ 2 Baths ⋅ 24211572 MLS
Tucked away at the end of a quiet Killingly cul-de-sac, this 3-bedroom, 2-full-bath ranch offers comfortable one-level living, privacy and a long list of updates. Set on 0.88 acres and surrounded by a natural buffer, this 1,144 sq. ft. home was extensively renovated in 2022, including a new roof, siding, electrical, plumbing, propane heating system, insulation, sheetrock and flooring. Step inside to a bright, neutral interior and an updated kitchen with appliances installed as part of the 2022 renovation. The convenient one-level floor plan offers three bedrooms and two full baths, making excellent use of the home's space. The full basement provides additional storage and a one-car garage with plenty of room for tools, equipment and projects. Outside, the spacious lot offers wonderful potential to create your own backyard retreat; add a patio or firepit area, expand the gardens, create space for outdoor entertaining or simply enjoy the privacy. The open cul-de-sac setting provides additional breathing room and space for outdoor play with minimal through traffic. With the major renovations already completed, efficient propane heat and a peaceful setting, this is an opportunity to move in and enjoy while making the outdoor space your own. Stay tuned for professional photography!!

549 Squaw Rock Rd Extension, Killingly
19 Steven St, 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
130 N Frontage Rd, 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
Start Your Search

IDX information is provided exclusively for consumers’ 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 is not guaranteed. © 2026 State-Wide Multiple Listing Service. All rights reserved. Data Last Updated:

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!