Killingly Homes with Cape Cod Style

Welcome to Killingly, Connecticut—where charming small-town living meets the beauty of New England’s countryside. Nestled in Windham County, Killingly is a delightful blend of history, community spirit, and picturesque landscapes. With its rich heritage dating back to the 1700s, the town exudes a sense of nostalgia, evident in its well-preserved architecture and local landmarks.

Killingly is renowned for its vibrant community, which offers a plethora of activities for families and individuals alike. From the scenic trails of the Killingly Town Park to the serene waters of Crystal Lake, outdoor enthusiasts will find plenty of opportunities to explore nature. The town also boasts a variety of local shops, restaurants, and cultural events that foster a strong sense of community.

One of the standout features of Killingly’s real estate market is the charming Cape Cod-style homes that grace its neighborhoods. These iconic residences are characterized by their steeply pitched roofs, symmetrical facades, and inviting dormer windows. With their cozy interiors and classic charm, Cape Cod homes offer a perfect blend of comfort and style, making them ideal for families and individuals seeking a warm and welcoming environment.

Whether you're looking to settle down in a quaint neighborhood or invest in a piece of New England charm, Killingly’s Cape Cod-style homes offer an inviting retreat. Experience the harmonious balance of suburban tranquility and community vibrancy that makes Killingly a wonderful place to call home. Discover your dream home in this enchanting town today!

Newest Killingly Homes with Cape Cod Style

$699,900

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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

$369,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

Start Your Search

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.