Wallen's Hill Homes for Sale

Wallen's Hill Homes for Sale

Welcome to Wallen's Hill, a hidden gem nestled in the picturesque landscapes of Winchester, Connecticut. This charming neighborhood in Litchfield County is renowned for its serene ambiance and close-knit community, making it an ideal place for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

Wallen's Hill boasts a rich tapestry of natural beauty, with rolling hills, lush greenery, and scenic walking trails that invite outdoor enthusiasts to explore. The area is dotted with charming homes that reflect a variety of architectural styles, from classic New England colonials to modern designs, each exuding warmth and character. Currently, there are several homes for sale in this desirable neighborhood, offering prospective buyers the opportunity to find their dream residence in a tranquil setting.

Residents of Wallen's Hill enjoy the best of both worlds; the tranquility of suburban living combined with easy access to Winchester's vibrant downtown area. Here, you’ll find quaint shops, delightful eateries, and community events that foster a strong sense of belonging. The local schools are highly regarded, providing excellent educational opportunities for children of all ages.

Whether you’re seeking a cozy family home or a quiet retreat, Wallen's Hill invites you to explore its enchanting streets and discover the perfect place to call home. With homes for sale that cater to diverse tastes and lifestyles, now is the perfect time to make your move to this idyllic neighborhood in Connecticut. Embrace the charm and community spirit of Wallen's Hill—your dream home awaits!

Newest Wallen's Hill Homes for Sale

$579,900
4 Beds 3 Baths 24185645 MLS
Welcome to 237 Wallens Hill Road, where comfort, quality, and exceptional entertaining spaces come together in a beautiful rural setting. This 9-room Colonial with a farmhouse front porch is set on .80 acres and offers 4 bedrooms and 2.5 baths. The main level features a formal dining room, large family room, mudroom, and an impressive eat-in kitchen with quartz countertops, stainless steel appliances, built-in microwave, stainless hood system, and a large center island with seating for four. A standout feature is the dedicated entertaining room complete with a custom walnut bar, kegerator, and a 5-foot stainless steel hood system over a built-in grill and flat-top griddle. Upstairs, the primary suite offers his-and-her closets and a beautiful full bath, while two additional bedrooms share a full bath. The fourth bedroom could also be used as an office, is located in the lower level. Additional features include hardwood floors throughout most rooms, multi-zone heat, central air conditioning with separate zones for the main and upper levels, a hybrid hot water heater, and a generator transfer switch. Step outside to enjoy a 14-foot pavilion on a stamped concrete and paver patio with a built-in fire pit, and spacious open backyard. Conveniently located near the Farmington River and Peoples State Forest, with easy access to hiking, fishing, kayaking, and other outdoor recreation while remaining close to shopping, dining, and everyday conveniences.

237 Wallens Hill Rd, Winchester

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