Killingly Homes under $750,000

Welcome to Killingly, Connecticut—a hidden gem nestled in the picturesque Windham County. This charming town perfectly blends the tranquility of rural living with the conveniences of modern life. With its rich history, friendly community, and stunning natural landscapes, Killingly is an ideal place to call home.

Killingly boasts a variety of outdoor recreational opportunities, from the scenic trails of the Killingly Town Forest to the serene waters of the Quinebaug River. Families can enjoy the local parks, where children can play and neighbors can gather for community events. The town’s commitment to preserving its natural beauty ensures that residents can enjoy a peaceful lifestyle surrounded by nature.

For those seeking a home in this delightful area, Killingly offers an impressive selection of properties under $750,000. Whether you’re looking for a cozy single-family home, a charming colonial, or a spacious ranch, you’ll find a diverse array of options to suit your needs. Many homes feature modern amenities, beautiful yards, and easy access to local schools and shopping, making them perfect for families, first-time buyers, or anyone looking to settle down in a welcoming community.

With its affordable housing market and vibrant community spirit, Killingly is not just a place to live—it’s a place to thrive. Explore the possibilities of finding your dream home in this enchanting Connecticut town, where every day feels like a retreat into the serene beauty of New England living. Come discover why so many are choosing to call Killingly home!

Newest Killingly Homes under $750,000

$425,000

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 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

$315,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24211972 MLS

Welcome home to this well-cared-for ranch offering comfortable, easy one-level living! Featuring an attached one-car garage, a nice flat front and backyard, and a fenced-in outdoor space, this home is ready to enjoy. Inside, you'll find hardwood floors throughout the living room, hallway, and bedrooms. The clean and functional kitchen offers plenty of cabinet space and a window overlooking the backyard, while the sunroom/rec room off the back provides great additional living space. Updates include a UV filtration system for the well installed in 2019, an updated boiler and newer oil tank. Central AC that gets serviced yearly. Clean, comfortable, and move-in ready! Property is being sold as-is.

45 Fairview St, Killingly

$269,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

$410,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

$400,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

$450,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

$544,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24209290 MLS

Privacy, space & comfort come together at 345 Cook Hill Rd, set on over 6 acres of private land in Killingly close to the RI border! This well-maintained 3-bedroom, 2.5-bath home offers a spacious, open layout designed for everyday living & entertaining. The kitchen has been lovingly cared for and features updated solid-surface counters, timeless wood cabinetry & plenty of workspace, opening to the main living area with a cozy propane fireplace. A flexible dining room/office provides the perfect space for formal dining, working from home, a playroom or additional living space. Convenient 1st-floor laundry is located in the half bath. Upstairs you'll find 3 comfortable bedrooms & 2 full baths including spacious primary suite. Outside, enjoy the peace and privacy of the expansive property from the deck, porch or patio, along with an above-ground pool for summer enjoyment. The 2-car garage includes additional storage & a workbench, while the full basement provides plenty of room for storage, hobbies or future possibilities. Underground utilities add to the clean setting and curb appeal. A private retreat with acreage, flexibility & plenty of room to enjoy inside and out.

345 Cook Hill Rd, Killingly

$379,900

5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

$550,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24209159 MLS

204 Pine Hollow Road-an exceptional waterfront opportunity on beautiful Alexander's Lake. Enjoy the very best of the lake lifestyle, with a functional one-car garage offering valuable additional storage and bonus space. A special property in a truly special setting!

204 Pine Hollow Rd, Killingly

$699,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24208396 MLS

Investors and homeowners, take notice! Welcome to The Gathering House, a breathtaking 1837 Greek Revival church seamlessly transformed into a stunning, turnkey residence. Nestled in historic South Killingly, this architectural gem underwent a complete, top-to-bottom restoration. Today, it stands as a fully furnished, 5-star Airbnb/VRBO destination, an exceptional second home, and the ultimate venue for grand-scale entertaining.The main level is dedicated to hosting. Step into the spectacular 1,200 sq ft multi-purpose great room, boasting soaring 14-foot ceilings and flooded with light from seven massive 10-foot windows. This jaw-dropping space features a built-in stage, dining area, comfortable seating for a crowd, and an 85" TV with a sound bar. A convenient kitchenette and half bath are located adjacent to the great room to effortlessly serve your guests.The lower level offers a beautifully designed residential retreat. It features a gorgeous, open-concept kitchen, dining area, and cozy den, alongside 3 bedrooms and a full bathroom. The fully equipped kitchen is ready for business, showcasing rich cherry cabinetry and elegant granite countertops with bar seating. Two bedrooms feature large walk-in closets, while the spacious full bath includes a linen closet and an all-in-one washing machine.Don't miss this incredible turnkey opportunity. Check out the 3D tour and read the glowing guest reviews! The listing agent is one of the owners.

160 Halls Hill Rd, Killingly

$464,900

8 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

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