Highland Houses for Sale

Highland in South Portland features forested cul-de-sacs and curved roads leading to clapboard cottages and brick-trimmed estates. Raised ranches with driveways and two-car garages are common, often with wooden fences enclosing backyards that include inground pools and patios. The neighborhood is quiet, ideal for biking and walking, though it lacks sidewalks, requiring caution. Homes range from 1940s Cape Cods and Colonials to 1970s split-levels and ranch-style homes. Wainwright Sports Complex, a large community athletic facility, connects to the Greenbelt Walkway, a nearly 6-mile path leading to Bug Light Park, popular for winter sports and summer swimming at Willard Beach. The South Portland Recreation Center offers a pool and fitness center without membership fees. Nearby, the Maine Mall features numerous stores, Urban Air Trampoline Park, and a movie theater. Dining options include Indy’s Sandwich and Coppersmith Tavern & Table on Route 1, with more upscale choices like North 43 Bistro offering river views. Mill Creek Park hosts community events such as Winterfest and a summer concert series. Highland is conveniently located 5 miles from downtown Portland and 6 miles from the Portland International Jetport. Public transit is available via South Portland Bus Service. The neighborhood falls within the South Portland Public Schools district, with Dyer Elementary and South Portland High nearby.