Homes for Sale - Gloucester, MA

Group showings (must arrive to begin promptly at the start time - Friday 4/3 9 am and 1 pm. Sat 4/4 11 am. Opportunity to build or possibly subdivide. This 5 +/- acre parcel in the vicinity of Wingaersheek and Greenbelt walking / hiking area has been used recreationally by the same family for a long time. Lots of street frontage. This parcel rolls uphill and then flattens out at the top.

Perfectly positioned in the heart of historic downtown Gloucester, this sun-filled 2-bedroom, 1-bath Colonial townhouse-style condo offers the ideal blend of charm, updates, and location. The home features hardwood flooring in the kitchen, living area, and stairs, along with carpeting in both bedrooms.

Own a well-maintained low-rise condo in desirable Gloucester, perched above the Annisquam River with breathtaking views that elevate every day living. This 1-bedroom, 1-bath unit features 636 sq ft of efficiently designed space with a bright living area with private balancy, spacious eat-in kitchen, and bedroom with plenty of storage.

Sure to be the "cutest" two bedroom ranch this side of the Atlantic! This East Gloucester ranch is moments to Good Harbor Beach, Rt. 128, Bass Rocks Golf Club, the "famed" Back Shore, & plenty of shops & restaurants in both Rocky Neck & downtown.

Welcome to one of the most spectacular oceanfront retreats on the North Shore — 100 Eastern Point Blvd. This 1.78-acre coastal property offers panoramic views of the Atlantic Ocean, Lighthouse Cove, Raymond’s Beach, Gloucester Harbor, and even the Boston skyline. The renovated Cape Cod-style home features 4 bedrooms, 2.5 baths, and expansive ocean views from nearly every room.

Panoramic ocean views of Ipswich Bay and less than a mile to Plum Cove Beach! Experience coastal living at its finest in this beautifully renovated home featuring a brand-new kitchen addition with elevated design and exceptional craftsmanship. Take in panoramic views of Ipswich Bay from nearly every angle, and enjoy unforgettable sunsets from your private rooftop deck.

This charming 2+ bedroom, 2 bath home on a quiet side street is a commuter’s dream, just a short distance to the train, downtown, and Route 128. The flexible floor plan offers great potential for first-time buyers, downsizers, or as a low-maintenance second home. Features include gas heat, two-car parking, unique stone and woodwork inside and out, and luxury vinyl plank flooring throughout.

Prime downtown Gloucester location! This 2-bedroom condo with ocean views blends historic charm with modern convenience. Immortalized by renowned American artist Edward Hopper, this former sea captain’s house was built in 1920 and thoughtfully converted to condominiums in 1991. The Georgian-style building features classic architectural details, high ceilings, and timeless character.

Custom 3,200 sq ft townhome located in highly sought after Good Harbor Beach neighborhood. This property is one of only two units and feels like a private, single family home. The lower level is finished with its own entrance for a potential in-law suite. The main house offers sweeping open concept living with beautiful mahogany woodwork throughout.

Custom 3,200 sq ft townhome located in highly sought after Good Harbor Beach neighborhood. This property is one of only two units and feels like a private, single family home. The lower level is finished with its own entrance for a potential in-law suite. The main house offers sweeping open concept living with beautiful mahogany woodwork throughout.

Sailor Stan’s has been an iconic landmark since 1977, offering the perfect blend of business opportunity and coastal living. The restaurant portion features seating for 34–36 guests, a welcoming outdoor deck, and a convenient half bath—ideal for continuing its long tradition as a beloved breakfast and lunch spot.

Located on iconic Rocky Neck, this charming seaside penthouse retreat offers water views of Smith Cove and Gloucester Harbor. Vaulted ceilings, and thoughtfully crafted custom design details create an inviting and truly one-of-a-kind home.