Windham County Homes with Colonial Style

Welcome to Windham County, Connecticut, a hidden gem nestled in the heart of New England. This picturesque region is celebrated for its rich history, charming small towns, and stunning natural landscapes. With its rolling hills, serene lakes, and lush forests, Windham offers a peaceful retreat for those seeking a harmonious blend of rural charm and modern amenities. The county is home to a vibrant community, featuring local farmers' markets, unique shops, and delightful dining options that showcase the best of Connecticut’s culinary scene.

One of Windham County's most enchanting features is its array of Colonial-style homes. These timeless residences exude character and charm, often characterized by their symmetrical facades, gabled roofs, and classic white picket fences. Colonial homes in this area often come with spacious interiors, hardwood floors, and beautifully landscaped yards, making them perfect for families and individuals alike. Imagine sipping your morning coffee on a quaint porch or hosting gatherings in a grand living room filled with natural light.

Living in Windham County means immersing yourself in a community that values tradition while embracing modern living. The area boasts excellent schools, abundant recreational opportunities, and a strong sense of community spirit. Whether you’re exploring the scenic trails of the nearby state parks or enjoying a cultural event in one of the charming towns, Windham County truly has something for everyone.

If you’re looking for a home that embodies history and elegance, the Colonial-style residences in Windham County are sure to capture your heart. Come discover the allure of this beautiful region and find your perfect home today!

Newest Windham County Homes with Colonial Style

$419,900

3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24216989 MLS

Welcome to 307 Mansfield Road! This inviting 3-bedroom, 3-bath Colonial offers approximately 1,996 square feet of living space and was extensively remodeled in 2021. Features include an open-concept layout, hardwood floors, exposed beams, an updated kitchen with granite countertops, and a spacious primary suite with a walk-in closet and private bath. Enjoy the outdoors from the covered porch and deck, plus the versatility of a detached 720-square-foot outbuilding ideal for hobbies, a workshop, or storage. A unique opportunity to enjoy classic New England charm, modern updates, and room to spread out on 2 beautiful acres.

307 Mansfield Rd, Ashford

$494,900

3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24216665 MLS

Lovingly maintained by its original owners since 2006, this Colonial offers comfortable living today with room to grow tomorrow. Set on 1.56 acres in Sterling's Sterling Hill area, the home features 2,016 square feet of living space, 3 bedrooms, and 2.5 baths. A propane gas fireplace adds warmth and character, while the primary bedroom offers vaulted ceilings, a walk-in closet, and a private bathroom. Enjoy the convenience of second-floor laundry, with the washer and dryer on the same level as all three bedrooms. Outside, an expansive lawn provides room for recreation and gardening, and a backyard deck offers space to relax. An attached two-car garage and newly seal-coated driveway add everyday convenience. Additional highlights include a new well pump, a 200-amp electrical panel, and an active ADT alarm system. The unfinished walkout basement offers potential for additional living space, while space above the garage presents an opportunity for a future bonus room, subject to applicable approvals. A well-cared-for home with original finishes, room to personalize, and possibilities for the future.

1 Legacy Dr, Sterling

$439,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216685 MLS

Tucked away on 2.27 picturesque acres, this beautiful Colonial offers a wonderful combination of privacy, comfort, and country charm! Set well back from the road and surrounded by mature trees, this inviting 4-bedroom, 2-full-bath home offers 1,862 sq. ft. of bright, welcoming living space. Inside, discover beautiful hardwood floors, tasteful finishes, and an abundance of natural light. The attractive kitchen features granite countertops, stylish cabinetry, tile backsplash, and stainless steel appliances. The comfortable living room includes a masonry chimney with woodstove hookup, perfect for creating a cozy gathering space. A particularly desirable feature is the first floor bedroom and full bath, offering flexibility for convenient main-level living or a wonderful home office with peaceful yard views. Sliders from the dining room lead to a spacious deck, ideal for outdoor dining, entertaining, or simply enjoying the natural surroundings. Upstairs are three additional bedrooms and a full bath. The semi-finished basement offers terrific bonus space for a rec room, home gym, hobbies, home office, or more, along with additional storage. A detached 1-car garage/outbuilding completes the picture. Beautifully maintained, thoughtfully presented, and ready to enjoy!

92 Brooklyn Rd, Canterbury

$329,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216414 MLS

Step into a truly one-of-a-kind home where history, character, and creativity come together. Originally built circa 1892 as the historic Hilltop Hose Company No. 3 Firehouse, this remarkable property has been thoughtfully transformed into an eclectic single-family residence while honoring its architectural roots. The 1,000-square-foot first floor offers an expansive open layout with soaring ceilings, creating an impressive space for everyday living and entertaining. Nearly as spacious, the versatile third-floor retreat includes a full bathroom, extensive built-in storage, counter space, and a private balcony-making it ideal as a generous primary suite, guest room, living area, home office, creative studio, or flexible multigenerational living space. Distinctive Art Deco-inspired design elements add personality throughout, creating a home unlike any other. The composite and stone patio, landscaped yard, and the refreshing shade of mature trees make it an ideal spot to enjoy your morning coffee or unwind at the end of the day. The impressive stone foundation basement boasts high ceilings, a laundry area with utility sink, and clean storage space. Conveniently located near Eastern Connecticut State University, downtown Willimantic's restaurants, shops, entertainment, and local events, with easy access to Route 6 and a short drive to UConn. A rare opportunity to own a distinctive property where historic charm and modern comfort blend into an unforgettable place to call home.

207 Summit St, Windham

$439,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24216217 MLS

Welcome Home to this unique custom built 3 bdrm, 2.5 bathrm home on almost an acre of land. Enjoy your coffee in the morning sitting in the Sun room facing the private backyard surrounded by conservation land. There's a storage shed and a huge 2 car garage w/workshop space and electricity for the handy person or car enthusiast. Inside the home you have an open concept from the dining room into the living room with newer vinyl picture windows, pegged hardwood floors and wooden beamed ceiling. Or relax in the den with a custom built stone fireplace that leads out to a small deck overlooking the side yard. The kitchen has laminate floors, newer appliances, and granite countertops. Upstairs there's a huge primary bedroom with 2 closets, a full bathroom w/tiled floor, shower stall and separate tub, and 2 other good sized bedrooms w/closets. Enjoy more entertaining space in the partially finished basement that walks out to the lower level of the yard. There's a 2nd finished room and full bathroom w/shower stall that could make for a potential inlaw situation. Exterior updates include newer septic system (5 yrs) and new roof on very top of house and garage. There used to be an inground pool to the side of the house. Previous owners filled it in with rocks, dirt and various plants. Sellers willing to give buyers up to $10,000 towards closing costs with an accepted offer. It's in a good commuter location to Rte 395 and Rte 6. Nothing to do but move in and make this home your own!

24 Robert Ave, Killingly

$735,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24215553 MLS

Some homes just feel like home the moment you arrive, and 48 May Brook Road is one of them! Nestled in one of Woodstock's most desirable neighborhoods, this charming Colonial offers 3,537 square feet of thoughtfully designed living space, picturesque views, and sunsets you'll never grow tired of. A welcoming farmer's porch sets the tone, while the beautifully maintained grounds create an unforgettable first impression. Inside, the main level features an open-concept kitchen with walk-in pantry, dedicated dining area, two spacious living areas including one with a cozy gas fireplace, a private home office, and convenient first-floor laundry. Upstairs, you'll find four generously sized bedrooms and two full bathrooms. The finished walkout lower level offers incredible flexibility with an additional bedroom, full bathroom, media room with equipment included, ample storage, and potential in-law accommodations! Step outside to enjoy the expansive deck overlooking Connecticut's Quiet Corner, beautifully manicured grounds, a storage shed, and even a batting cage! Located within the Woodstock school district, this property offers the perfect combination of comfort, space, and New England charm. Homes like this don't come around often.

48 May Brk, Woodstock

$599,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24215871 MLS

Discover a truly unique property offering three full levels of versatile living space, exceptional privacy, and an outdoor setting designed to be enjoyed in every season. The main level welcomes you with a grand family room featuring soaring vaulted ceilings, a walkout to the expansive rear deck, and a charming front sitting porch. The beautifully renovated kitchen showcases butcher block countertops, stainless steel appliances, and a stunning center island, complemented by a dedicated dining area with a custom coffee station and bay window that fills the space with natural light. An elegant arched doorway leads to a second living room featuring a propane gas fireplace, creating a warm and inviting retreat. A full bathroom with a beautifully designed tiled shower and French doors opening to a private deck complete this level. Upstairs, you'll find three bedrooms, including a spacious primary bedroom with ample room for additional furnishings, along with a flexible bonus room ideal for a home office, guest room, or additional bedroom. A full bathroom with a convenient in-home washer and dryer adds everyday functionality. The fully finished lower level expands the possibilities even further, offering a private room currently used as a bedroom, an additional common area currently set up as a workout room, and a third full bathroom with a tub and shower. Set on nearly five private acres, the outdoor amenities are just as impressive.

29 Marcy Ln, Thompson

$519,900

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24215433 MLS

Beautifully Remodeled Home with Modern Updates & Separate In-Law Living! Welcome to this beautifully renovated home offering the perfect combination of modern comfort, spacious living, and versatility! Thoughtfully updated throughout, this home features an inviting layout designed for today's lifestyle. The main living area offers 3 spacious bedrooms, 2.5 bathrooms, and a dedicated home office. The bright, open-concept kitchen, dining, and living areas create a seamless flow, perfect for everyday living and entertaining. Convenient main-level laundry adds to the home's functionality. A separate in-law living area provides an excellent opportunity for multigenerational living, extended family, or guests. This private space features 1 bedroom, 1 full bathroom, its own laundry area, and a comfortable living space, all conveniently located on the first floor. Extensive renovations throughout, including a new roof and new furnace, offer added value and peace of mind. Step outside to enjoy the spacious deck, ideal for outdoor entertaining, relaxing, or hosting summer gatherings. The property also features two detached garages, including an oversized heated garage offering exceptional space for vehicles, storage, a workshop, or hobbies. With its beautifully updated interior, flexible living arrangements, and impressive garage space, this property offers something for everyone. Move-in ready and full of possibilities-schedule your private showing today!

33 Machine Shop Hill Rd, Windham

$670,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24215311 MLS

Welcome to this inviting Colonial, offering generous living space, inside and out. The brand-new, oversized kitchen, providing plenty of room for cooking, entertaining, and gathering with family and friends is waiting for it's first use. Enjoy room to spread out on the main level with two living rooms, the dining room, and an office. Three spacious bedrooms on the upper level, all with hardwood floors, including the primary with a tray ceiling and full bath with double vanity and tile shower. The lower level boasts more living area, with it's own full bath, wood stove, french doors leading to a patio and possible 4th bedroom. The upper paver patio holds tons of furniture, has multiple access points from the house, and could host a large gathering. Spill the yard games into the back yard for more fun. Ready for it's second owner now!

93 Bunny Ln, Brooklyn

$565,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24210184 MLS

Welcome Home! Updated top to bottom, this move-in ready home offers peace of mind with the big-ticket items DONE: new roof, siding, windows, gutters with leaf guards, chimney and 3 chimney liners, rebuilt furnace, updated kitchen, new pool liner and pool concrete. A basement wood stove helps keep heating costs down. The open floor plan showcases a kitchen with granite counters, newer stainless appliances and abundant cabinetry, plus a generous dining area with sliders to the oversized deck. The family room features a pellet stove and large bow window that fill the space with natural light, while the large living room provides extra room for entertaining. 1st floor laundry adds convenience. Upstairs, the primary bedroom has an updated full bath, plus 2 additional bedrooms, all with ample closet space. Outside, the beautiful, level 5+/- acre lot blends privacy, recreation and convenience. Enjoy summers by the in-ground pool, updated patio and deck, and winters with plenty of room for ATV fun. An oversized 2-car garage provides storage, and abundant parking accommodates boats, RVs and trailers. A separate metal garage with electricity and overhead door is ideal for all your toys and projects. Seller is offering an $8,700 credit to the buyer! Easy Access to both RT 6 and RT 395 Perfect for RI and Mass commuters. Agent Related

15 Margaret Henry Rd, Killingly

$469,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24214543 MLS

-Step back in time and experience the timeless charm of this distinctive antique brick Colonial, set on approximately 3 acres of beautifully cultivated grounds. Blending historic character with thoughtful modern updates, this 3-bedroom, 2-full-bath home offers inviting living spaces, multiple fireplaces, and an exceptional chef's kitchen featuring an oversized island, stone countertops, new appliances, a large basin sink, and a convenient pantry. The kitchen overlooks the spectacular outdoor setting, where nearly 1,100 square feet of newly laid bluestone patio provides the perfect backdrop for entertaining, outdoor dining, or simply enjoying the surrounding gardens. The main level also features a bedroom, full bathroom, additional sitting room or formal dining room, and a grand living room rich with character. Upstairs, two generously sized bedrooms include a walk-in closet and dressing room, with an additional full bathroom completing the second floor. Modern comforts include Mitsubishi heating and cooling splits, a main-level pellet stove, and a high-end Biasi B10 Series boiler. The grounds are equally impressive, offering a thoughtfully established homestead with seven apple trees, three plum trees, two cherry trees, two peach trees, two fig trees, established hydrangeas, perennial flower gardens, specialty ornamental trees, and three large garden areas, all enhanced by beautiful stone walls. A partially unfinished rear section currently used for storage adds a

15 Chaplin St, Chaplin

$574,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212900 MLS

Step onto this property and you are immediately taken with its beauty. Mature landscaping filled with ornamental and native trees including 1000's of spring bulbs, summer lilies, and other perennials surrounded by the stone walls that characterize so much of New England charm. This 1900's home has been carefully updated to highlight its character and history with all the conveniences we have learned to love. The entry way welcomes you with vintage cherry floors, The kitchen has been completely remodeled with new cabinets, quartz countertops, and new appliances. The back ell consists of a walk-in pantry, an oversized mud room with laundry and new 3/4 bath as well as an office with private entrance on the first floor. Spacious Dining room, featuring Washington fir floors is right off the kitchen. The large living room with fireplace, is open to sunroom/family room with ample space for you to spread out and enjoy entertaining. A beautiful staircase leads to three bedrooms, all with wood flooring and remodeled full bathroom. There are possibilities for an in-law suite with not too much effort. Refinished plaster walls and fresh paint throughout. Almost 4 acres gives you room to spread your wings. Open field, perfect for grazing your animals. Concrete pad, ready for your new garage or barn. Most windows replaced; roof on the ell of the house is brand new. Mechanicals are up to date. Ready to for you to move right in!

54 Westford Rd, Eastford

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Windham County Homes with Colonial Style

Newest Windham County Homes with Colonial Style

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