Gloucester, MA Houses for Sale

Waterfront living with historic charm. Once a working mill, the structure has been transformed into a warm and inviting home, preserving its architectural heritage while embracing contemporary updates. The open-concept layout offers sunlit living spaces that showcase panoramic vistas of Annisquam River, Wingaersheek Beach, and Ipswich Bay. Whether you’re unwinding on the expansive deck, paddling

Joshua Mulvey Mulvey Real Estate, LLC

Occupying a prime waterfront site on the Annisquam River, this property has been newly reimagined to create a luxurious year-round compound. Studs-out renovation includes new kitchen and bathrooms, 5BR septic, town water, new wiring and plumbing. The two-level home maximizes its waterfront setting with walls of windows and expansive decks. The main level has a large primary bedroom, laundry, full

Amanda Armstrong Compass

Nestled at the end of a quiet side street, this home offers breathtaking views of Gloucester’s outer harbor.Just a short stroll from the beach, it’s the perfect retreat, whether vacation or year-round living. With 4 bedrooms (all ensuite) and multiple decks, this home comfortably accommodates several guests while maintaining a cozy, welcoming atmosphere.The main living area is on the 2nd fl to

Barbara Dugan Engel & Volkers By the Sea

Good Harbor Beach Neighborhood – Coastal Living Minutes from Downtown Gloucester. Nestled in one of Gloucester’s most sought-after neighborhoods near Good Harbor Beach and just minutes from the Gloucester's historic and vibrant downtown, this beautifully crafted 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, style, and flexibility. Built in 2013, this home features a main suite

Heather Dagle RE/MAX Beacon

This East Gloucester English Cottage exudes timeless curb appeal with its classic stone & stucco exterior, gabled roofline, lush, and mature landscaping. Offering 4 beds, 3.5 baths, & two sun-drenched offices on the third floor, the home is thoughtfully designed for both comfort & versatility. The freshly painted interior spans 3 beautifully finished levels, showcasing gleaming hardwood floors &

Julie Smith Engel & Volkers By the Sea

Just steps from Wingaersheek Beach, 226 Atlantic Street is an extraordinary new home that blends timeless design with coastal living. Crafted for year-round comfort, this residence offers a chef-inspired kitchen with custom cabinetry, Thermador appliances, and walk-in pantry. The great room soars with a cathedral ceiling and stone fireplace, leading to a four-season porch that brings the outside

Nest / Syndi Zaiger Group Compass

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). The Colonial retains charm and scale with room for

McDermott Group Gibson Sotheby's International Realty

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. The attached residential section offers 3 bedrooms, 2 baths, a full kitchen, and a

Ginger Attaya

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. Inside are soaring ceilings, spacious rooms, classic moldings,

Debra Lovelace Churchill Properties

This spectacular 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. The kitchen is

Scott Smith Coldwell Banker Realty - Manchester

Make this "Home for the Holidays". 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. Step inside & be captivated by the grand great room, an impressive space with

Charleen McCarthy Five Mark Realty Group LLC

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. Enjoy a wide, flat

Lanse Robb LandVest, Inc., Manchester -by-the-Sea

Step into classic New England charm with this beautifully maintained two-story Colonial, ideally situated just moments from Gloucester’s famous beaches, vibrant downtown, and scenic harbor. This spacious 9-room home offers a flexible layout perfect for entertaining, working from home, or simply relaxing in comfort. The first floor features a welcoming living room, formal dining area, and a

Nicholas Coppola Keller Williams Realty