Killingly Homes under $500,000

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. Known for its serene landscapes and friendly atmosphere, Killingly offers a perfect blend of rural charm and suburban convenience. With easy access to major highways, residents can enjoy the tranquility of small-town living while being just a short drive away from larger cities like Hartford and Worcester.

Killingly is home to a variety of recreational opportunities, including beautiful parks, scenic walking trails, and the serene Quinebaug River, making it an ideal location for outdoor enthusiasts. The town also boasts a vibrant community spirit, with local events, farmer's markets, and festivals that bring residents together throughout the year.

For those seeking to invest in their dream home, Killingly presents an array of options under $500,000. Whether you're a first-time homebuyer or looking to downsize, you'll find charming single-family homes, cozy cottages, and modern townhouses that cater to diverse tastes and lifestyles. Many of these properties feature spacious yards, updated interiors, and proximity to excellent schools and amenities.

With its affordable housing market, welcoming community, and stunning natural surroundings, Killingly is not just a place to live—it's a place to thrive. Explore the possibilities of calling this delightful town your home and discover the warmth and charm that Killingly has to offer!

Newest Killingly Homes under $500,000

$410,000

3 Beds ⋅ 2 Baths ⋅ 24211572 MLS

MOVE-IN READY & COMPLETELY RENOVATED! 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

$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

$354,900

3 Beds ⋅ 2 Baths ⋅ 24211058 MLS

MOVE-IN READY CAPE WITH MODERN UPDATES, FLEXIBLE LIVING SPACE & A PRIVATE FENCED YARD! This beautifully maintained and updated Cape offers a desirable open-concept floor plan, spacious bedrooms, updated baths, and an inviting outdoor retreat. The main level features a bright, open kitchen with stainless steel appliances, wrap-around counter seating, and a convenient eat-in dining area, flowing seamlessly into the living room-ideal for everyday living and entertaining. A sliding glass door leads directly to the fully fenced backyard, complete with a spacious deck, fun string lighting, fire pit, and storage shed, creating an excellent extension of the home's living space for outdoor gatherings and relaxation. The first floor also offers a bedroom and full bathroom, providing excellent flexibility for guests, a home office, or one-level living. Upstairs, you'll find two generously sized bedrooms, each featuring double closets, plus a nicely renovated full bathroom with a double vanity and lighted/heated touch mirrors for a modern finishing touch. Rounding out the home is an attached one-car garage offering convenient parking and additional storage. With its functional layout, thoughtful updates, abundant storage, and fantastic fenced-in outdoor space, this Cape offers the combination of comfort, versatility, and convenience today's buyers are looking for!

268 Mechanic St, Killingly

$450,000

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

$315,000

2 Beds ⋅ 2 Baths ⋅ 24209232 MLS ⋅ Williamsville Landing BLDG.

Welcome to this beautifully maintained two-bedroom, one-and-a-half-bath townhouse-style condominium, perfectly situated in a peaceful and quiet community. Step inside and immediately feel at home in the bright, airy interior featuring gorgeous neutral tones throughout, abundant natural light, and a warm, inviting atmosphere. The comfortable two-level layout offers a wonderful balance of open living space and privacy, making it ideal for both everyday living and entertaining. Enjoy the convenience of an attached one-car garage, along with two additional parking spaces, providing plenty of room for residents and guests. This lovely condo offers all the comforts of home with the ease of low-maintenance condominium living. Tucked away in a quiet area while still offering convenient access to nearby shopping, dining, and everyday necessities, this is a wonderful opportunity to make this charming property your own. The current owner has truly enjoyed living here and describes it as a peaceful, pleasant place to call home. Don't miss your chance to experience the comfort, convenience, and welcoming feel this beautiful condo has to offer!

201 Jessica Ln, 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

$393,000

4 Beds ⋅ 2 Baths ⋅ 24209373 MLS

Welcome to this inviting 4-5 bedroom, 2-bath Colonial in the heart of Danielson, CT. Set on a generous .35-acre lot with 1,904 square feet of living space, this two-story home blends classic charm with everyday comfort. Gleaming hardwood floors run through the kitchen, living room, and dining room, while the sun-filled living room addition, built in 1999, adds extra space to spread out. The kitchen was refreshed about eleven years ago with new cabinets and countertops, and nearly every appliance has been updated in recent years, with the exception of the microwave. Siding and windows were replaced in 2007, the roof is roughly eleven years old, and the furnace is about 2 years old, meaning many of the big-ticket updates are already done. Upstairs, the bedrooms feature carpet and paint that were refreshed within the past couple of years. Additional highlights include a detached 2-car garage and a walk-up attic filled with natural light from its front-facing windows, perfect for storage or future finished space. Outside, enjoy a large back deck and a fully fenced yard. All of this in a peaceful residential neighborhood with easy access to local roads and amenities. This home truly offers the perfect mix of comfort and convenience.

85 Robertson Ave, Killingly

$474,900

8 Beds ⋅ 2 Baths ⋅ 24205633 MLS

A wonderful opportunity for owner-occupants seeking additional income, or extended families looking for separate yet conveniently connected living spaces. This spacious side-by-side two-family offers four bedrooms in each unit, providing an abundance of room and flexibility. Each unit features its own separate entrance, along with newer plumbing, electrical and renovated bathrooms. Outside, you'll love the generous, flat and level yard, offering plenty of space for outdoor entertaining, gardening, or recreation.

235 Ballouville Rd, Killingly

$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

$350,000

4 Beds ⋅ 3 Baths ⋅ 24206165 MLS

Fabulous two family!! This charming duplex offers incredible flexibility-perfect for an owner-occupant looking to offset expenses, an investment opportunity, or a multi-generational setup that brings the whole family together while maintaining separate living spaces. The spacious Unit 1 features a large kitchen, generous dining room, and inviting living room with beautiful hardwood floors and a fireplace with wood-burning insert. Three large bedrooms and two full bathrooms provide plenty of space and versatility. Unit 2 - is a first-floor apartment featuring its own private entrance and offers one spacious bedroom, an ample living room, kitchen, and full bathroom. Each unit features separate heating and electrical, along with its own cost-effective solar system, offering added efficiency and independence between the two living spaces. City water and sewer add everyday convenience, all in a walkable location. Live in one and rent the other, invest in both, or bring everyone together under one roof-the possibilities are plentiful. Property is being sold as-is.

89 Broad St, Killingly

$499,900

3 Beds ⋅ 3 Baths ⋅ 24206307 MLS

ANOTHER REFINED LIVING EXCLUSIVE New Construction home to be completed in 70 days or less!!! A very rare opportunity that offers 1,604 SF, attached 1 car garage, 3 large bedrooms, primary bedroom with it's own full bath and his & hers closets, 2 & 1/2 baths total, eat-in kitchen, dining room & main level laundry room. Large full basement. Well sought community. All New Homes Come with a Builder's Warranty! A new buyer can BE IN BY THANKSGIVING!!! PRICED TO SELL!

10 Clover Ct, Killingly

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