Multi-Family Homes & Duplexes for Sale in Highland, Middletown

Highland, a neighborhood in Middletown, Connecticut, is situated west of Interstate 91 and features a rural, New England country atmosphere. The area, which transitioned from farmland to residential subdivisions over the past fifty years, is characterized by Colonial-style homes, Cape Cods, and ranch-style houses, with some properties dating back to the 1700s. Despite its rural feel, Highland is conveniently located less than 10 miles from both Cromwell and Middletown, providing residents with access to various amenities and events. The neighborhood is known for its low crime rate, significantly safer than the national average. Local dining options are limited, with the Red Fox Restaurant being the closest eatery, but residents can find a variety of restaurants along Main Street in Middletown, including tapas and vegan options. For shopping, residents often head to nearby Cromwell or Middletown, with a Walmart located less than 2 miles away and Market 32 about 5 miles east. Recreational opportunities abound with Lamentation Mountain and the Alice Fern Bruce Preserve offering hiking trails, while Doctor Francis Giuffrida Park provides expansive trails and scenic lookouts. Highland is also close to major highways, making it easy to travel to New Haven, less than 25 miles south, and Hartford, under 20 miles north. The neighborhood’s proximity to Interstate 91 and the Berlin Turnpike enhances its accessibility. While Highland itself hosts few events, residents benefit from the numerous festivals and celebrations in Middletown, including the state’s largest Pride celebration, art shows, and holiday parades. Moody Elementary School, located nearby, is highly rated, contributing to the appeal for families considering the area.