Killingly Real Estate

Welcome to Killingly, Connecticut—a charming town nestled in the heart of Windham County. With its rich history, picturesque landscapes, and vibrant community, Killingly is a hidden gem that offers the perfect blend of small-town charm and modern conveniences.

Founded in the early 18th century, Killingly boasts a rich tapestry of history that is reflected in its well-preserved architecture and inviting neighborhoods. The town is home to several historical sites, including the Killingly Historical Society, where you can explore the area’s fascinating past. Nature enthusiasts will appreciate the abundant outdoor spaces, with parks like the picturesque Killingly Town Park and the serene Pomfret Reservoir offering opportunities for hiking, fishing, and picnicking.

Killingly is also known for its strong sense of community. Residents take pride in local events, such as the annual Killingly Harvest Festival, which showcases local artisans, delicious food, and family-friendly activities. The town’s schools provide quality education, making it an attractive option for families looking to settle down in a nurturing environment.

For those commuting to nearby cities, Killingly’s location offers convenient access to major highways, making travel to Hartford or Providence a breeze. With a variety of shopping, dining, and recreational options, you’ll find everything you need right at your doorstep.

Whether you’re seeking a peaceful retreat or a place to grow your family, Killingly, CT, is a delightful community that welcomes you with open arms. Discover the charm and warmth of Killingly—your future home awaits!

Newest Listings in Killingly

$164,900

24206785 MLS

LOCATION LOCATION LOCATION!! 2.3 acre building lot with over 295' of water frontage on the Five Mile River! Build your dream home on this tranquil park like setting. The pictures don't do it justice! This location is surrounded by high end custom homes, sitting on a quiet country road, yet still close to all major amenities and routes such as I-395, Rte 44, and Rte 101.

49 Stone Rd, Killingly

$399,900

5 Baths ⋅ 24206392 MLS

Investment opportunity in the heart of downtown Danielson! 10 Center Street offers a versatile mixed-use property with five income-producing units, including two street-level commercial spaces and three residential units above. This setup provides investors with multiple revenue streams under one roof while helping diversify income between residential and commercial tenants. Four of the five units have been recently renovated, offering updated finishes and low-maintenance LVP flooring throughout much of the property. The commercial units each feature private entrances, while the residential units have their own dedicated access, creating a functional layout for both business and residential occupants. With approximately 2,777 square feet, a full unfinished basement for additional storage, strong downtown visibility, and convenient commuter parking directly across the street, the property is well positioned for continued rental demand. Its Central Business District location places tenants within easy reach of restaurants, shops, services, transportation, and other downtown amenities. Whether you're adding to an established portfolio or looking for a manageable multi-unit investment with mixed-use flexibility, 10 Center Street offers the opportunity to generate income from day one with additional long-term upside. Partial assumable financing at a below-market interest rate may also be available to qualified buyers, making this an investment opportunity worth a closer look.

10 Center St, Killingly

$350,000

4 Beds ⋅ 3 Baths ⋅ 24206165 MLS

One property, two living spaces, and multiple possibilities! This charming brick 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 main residence 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. The separate first-floor apartment features its own private entrance and offers one spacious bedroom, an ample living room, kitchen, and full bathroom-ideal for rental income, extended family, or an in-law-style setup. 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

$469,900

3 Beds ⋅ 2 Baths ⋅ 24203933 MLS

NOT YOUR TYPICAL RANCH! This exceptional ranch-style home offers an amazing contemporary floor plan with approximately 1400 square feet on the main level living space. Thoughtfully designed around a spacious central kitchen with multiple cabinets, granite counters, SS appliances and a corner built in table.The main level features three bedrooms, a full bath, a brand-new Kitchen creating a bright and inviting space for everyday living and entertaining and a living room with a pellet stove hearth. The improvements continue with new windows ,roof, and vertical siding installed in 2023 providing both modern appeal and peace of mind. Step outside onto the impressive 20' x 25' rear deck overlooking a beautiful flat, level and private yard. The perfect setting for outdoor dining, entertaining or simply relaxing. The fully finished lower level adds tremendous versatility and living space, offering three additional bedrooms, a living room, and a full bath along with a separate access. Whether you need space for guests. extended family, a home office, recreation, or additional living quarters this level provides endless possibilities and a perfect IN-LAW setup. A two-car garage adds convenience and functionality with its unique contemporary layout. Extensive updates, abundant living space, private level yard and exceptional flexibility, this is a ranch that truly stands apart from the ordinary. Come see all this special home has to offer!

478 Wauregan Rd, Killingly

$205,000

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

$267,000

6 Beds ⋅ 2 Baths ⋅ 24205724 MLS

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

$125,000

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

$585,000

3 Beds ⋅ 2 Baths ⋅ 24202735 MLS

Timeless New England character, generous living spaces, and exceptional versatility come together in this historic home. Set on approximately 1.2 acres, this distinctive 1850 Colonial offers nearly 2,400 square feet of living space along with a detached carriage house that adds another dimension of possibilities to this unique property. Step inside and discover the warmth and character of a classic Georgian colonial. Generously proportioned living and dining rooms provide an inviting backdrop for everyday living and entertaining, while hardwood flooring enhances the home's historic appeal. The kitchen is appointed with granite countertops and stainless steel appliances, creating a comfortable gathering space with a blend of traditional charm and modern convenience. A flexible room on the main level, paired with access to a full bath, offers options for an office, guest room, den, or potential first-floor bedroom. Upstairs, three well-sized bedrooms provide comfortable retreats, accompanied by a second full bath and conveniently located laundry. Updated roof, windows and central air are thoughtful enhancements One of the property's most distinctive features is the detached carriage house. Previously utilized as in-law or guest space and equipped with its own electric meter and heating system, this versatile building offers exciting potential. Additional workshop and loft storage. Outdoor patio and stunning front porch lends endless enjoyment. A true showpiece of a home!

1015 North Rd, Killingly

$310,000

3 Beds ⋅ 2 Baths ⋅ 24202403 MLS

Welcome to this cozy 3-bedroom Cape tucked away on a full acre of land! It needs a little TLC, but it's packed with charm and space. With 3 bedrooms and a potential office or 4th bedroom, you have plenty of space to play with. With its spacious backyard is a total blank slate for your dream garden, a fire pit, or summer hangouts. The property is being sold as-is, and it's ready for a new owner to call it home. Interior pictures to come.

34 Mason Hill Rd, Killingly

$329,900

3 Beds ⋅ 1 Baths ⋅ 24198188 MLS

Welcome to this charming 3-bedroom ranch nestled on just under an acre in Killingly, CT. This inviting home offers comfortable one-level living with a functional layout and beautiful hardwood floors that add warmth and character throughout. The spacious backyard provides plenty of room to relax, entertain, garden, or gather around the firepit. Enjoy the privacy and peaceful setting while still being conveniently located near local amenities. A wonderful opportunity to own a well appointed ranch with space to enjoy both indoors and out. Come see all this home has to offer!

44 Davis St, Killingly

$350,000

3 Beds ⋅ 2 Baths ⋅ 24201846 MLS

Filled with character and timeless Craftsman details, this spacious bungalow offers a floor plan as unique as the home itself. The open living and dining area features hardwood floors, original wood columns, detailed built-ins, and a fireplace. French doors open to a sun-filled inglenook-one of two in the home-perfect for an office, reading nook, or play space. The oversized kitchen features a large island with prep sink, 6-burner gas range, double porcelain sink, and abundant cabinetry. The first floor also includes a full bath with Italian glass tile, laundry/pantry room, and a versatile family room with sliders to the deck and backyard. Upstairs are three generously sized bedrooms, including a primary suite with a private dressing room and ensuite bath. Outside, enjoy a level backyard bordered by mature trees for added privacy and a two-bay garage. A truly distinctive home offering space, flexibility, and architectural details you simply don't find every day.

81 Hawkins St, Killingly

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