242 Main St

Set on Cape Ann’s rugged coast, Gloucester’s 01930 blends a working harbor, walkable downtown, and seaside neighborhoods with ocean-cooled summers and brisk, scenic winters. You’ll feel the city’s maritime soul in Rocky Neck Art Colony, the Fishermen’s Memorial, and community traditions like St. Peter’s Fiesta and the Gloucester Schooner Festival, alongside galleries, studios, and a relaxed, creative dining scene. Daily life is easygoing and outdoorsy: stroll the Harborwalk and Main Street cafes like Lone Gull Coffee House, shop Common Crow Natural Market and Market Basket at Gloucester Crossing, and dine at Seaport Grille, The Causeway, or Minglewood Harborside. Fitness and family time center on Stage Fort Park, Good Harbor and Wingaersheek beaches, Ravenswood Park, and the Glen T. MacLeod Cape Ann YMCA; expect kayaking, surfing, and year-round hiking with very dog-friendly trails. Commuters use the MBTA Rockport Line and Route 128. Recent Zillow market trends show a median asking rent around $2,800, with most listings roughly $2,200–$3,600 per month.

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