Homes for Sale - Gloucester, MA

97 & 99 East Main Street combine a classic 1900 Colonial (approx. 1,941 sq. ft., 5 bedrooms) with an adjoining lot in the Marine Industrial (MI) zone. Overlooking Cripple Cove and the harbor, the property has been home to Cripple Cove Studios and offers flexible space for residential, live/work, or creative use (subject to city approvals).

Welcome to your dream home by the sea. Perfectly situated on the road to Wingaersheek Beach and Jones Creek, this fully renovated 3-bedroom, 2-bath Colonial combines timeless charm with modern luxury.

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.

Built in 1853 and beautifully updated for today’s lifestyle, the Obadiah Woodbury Home offers a rare chance to own a piece of Gloucester’s history. Just steps to Stacey Boulevard, the Inner Harbor, restaurants, galleries, shops, beaches, and the MBTA, this stately in-town residence delivers coastal living with standout walkability.

This thoughtfully designed top floor single level unit offers blended modern comfort with historic charm. This inviting open concept layout connects the kitchen, dining and living areas under soaring ceilings, ideal for both everyday living and entertaining. Oversized windows flood the home in natural light, while framing peaceful views of the Lower Banjo pond and surrounding woodlands.

This spectacular split-level home is just steps away from the pristine sands of Wingaersheek Beach, one of the finest beaches on the North Shore. This fully renovated home is graced with chic and contemporary finishes. The attention to detail is evident throughout! The open concept kitchen/living/dining room is well-suited for entertaining, with sliders leading out to a large wrap around deck.

Nestled at 6 Beauport Avenue, in beautiful Gloucester, this 4 bedroom, 2 full bath, single-family colonial with charm and character has so much to offer. This spacious house has large rooms, 8.5-foot ceilings, gorgeous built-in cabinets, plenty of room for storage throughout the house.

58 Eastern Point Blvd., a rare & remarkable opportunity to own a piece of Gloucester’s architectural history on Eastern Point. Built in 1916 & set on a little over an acre of land, this distinguished single-family home offers over 5600 sq. ft. of living space, blending timeless character w/ endless potential.

Welcome to Hawthorne Point, an exclusive coastal gem near Niles Beach and the vibrant Rocky Neck Art Colony, offering views of Smith Cove and Gloucester’s inner harbor. This beautifully renovated 2BR, 2.5BA townhouse blends luxury, comfort, and style.

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.

OH every Sunday! Wake to the rhythm of the tides and salt-kissed breezes at this extraordinary new oceanside home across from Hodgkins Cove. A seamless blend of modern luxury and timeless New England charm, this residence showcases masterful craftsmanship from a family of esteemed builders.

Beautifully updated one-level 2-bedroom condo just steps from Plum Cove Beach in Gloucester’s seaside community. This inviting home features an upgraded kitchen with stone countertops, modern full bath, office nook, and dining area with views of the peaceful grounds.