Prominently positioned in the East Gloucester Square Historic District, 16 Highland Street is an exciting opportunity for the discerning buyer. This shingle-style cottage is proudly sited on a comfortable lot, complete with charming gardens and privet privacy fence. The wide covered front porch sets the stage for warm-weather gatherings to celebrate daily sunsets. A welcoming foyer leads to the primary reception rooms. The large living room features wood floors and decorative fireplace. The dining room has original built-in cabinets. A well-equipped kitchen offers adjacent mudroom and half bath. A cozy home office with fireplace and garden room complete the main living level. Upstairs finds three large bedrooms, shared oversized bathroom and separate laundry room. The third floor presents as a great family room, with wood floors and harbor views. The home is located wonderfully close to multiple marinas, Rocky Neck, Gloucester Stage, Good Harbor Beach and Downtown Gloucester.