Welcome to Gloucester. Just in time for winter. A handsome three bedroom colonial located between Gloucester Harbor ,Stacy Boulevard, boat launch and the MBTA Commuter line to Beverly,Salem and Boston. Lovingly lived in and enjoyed for decades. Impeccably maintained with love and care . A great location to leave the car at home. Enjoy the easy access to all of downtown including- shopping,

Michele Allison-Elwell Coldwell Banker Realty - Beverly

Discover an excellent investment opportunity with this solid three-family property, featuring three spacious one-bedroom apartments. Each unit offers generously sized rooms and convenient in-unit washer/dryer hookups—highly desirable for today’s renters. The building is centrally located near downtown Gloucester, just a short walk to the MBTA, restaurants, shops, and everyday amenities.

Debra Lovelace Churchill Properties

Step through the door to sweeping unobstructed ocean views that set the tone for this exceptional waterfront home.It offers direct water access, a private boat slip, heated oceanfront pool, a deck with breathtaking views off the living room, and a patio off the primary bedroom that leads out to the pool. The unit includes 2 garage parking spaces, hardwood floors throughout, and 2 wood burning

Sara Seber Engel & Volkers By the Sea

Fantastic opportunity in desirable East Gloucester, just moments to Cripple Cove and Good Harbor Beach. Reportedly the interior was rebuilt to the studs about 10 years ago, after a house fire. With kitchens and baths updated approx. 8 years ago, this two-family offers a solid head start for anyone looking to add value. Some first-floor areas, including the bathroom, are unheated, which may limit

Fintan Madden RE/MAX Beacon

Located on iconic Rocky Neck, this charming seaside penthouse retreat offers water views of Smith Cove and Gloucester Harbor. Sun-drenched spaces, vaulted ceilings, and thoughtfully crafted custom design details create an inviting and truly one-of-a-kind home. Located just moments from beloved galleries, boutiques, and restaurants, allowing you to fully immerse yourself in the vibrant lifestyle

Ginger Attaya

Iconic and storied East Gloucester location with amazing potential! First floor condo unit is formerly Duckworth's Bistrot. This space could be a restaurant, office or business or could be converted to residential with a special permit. Consists of a large great room with beautiful floor to ceiling windows, half bath, kitchen and washroom. Outdoor space currently holds a walk-in refrigerator but

Andree Gillian Group Engel & Volkers By the Sea

This prime location 2-bedroom condo with ocean views is perfectly situated in downtown Gloucester, blending historic character with modern convenience. Immortalized by the great artist Edward Hooper this once sea Captain’s house was built in 1920 and thoughtfully converted to condos 1991. This Georgian-style building highlights classic architectural charm with high ceilings and period details.

Brian Rothe Coldwell Banker Realty - Manchester

Iconic and storied East Gloucester location with two floors of amazing potential! Second/Third floor condo unit is a two-story apartment, with high ceilings, great light and lovely views of Smith Cove and Gloucester harbor. Large roof deck overlooking the water. The apartment consists of three bedrooms, one bathroom, large living room, dining room and kitchen with views. Kitchen and bathroom are

Andree Gillian Group Engel & Volkers By the Sea

Investors, developers, and homesteading enthusiasts — take note! Rare opportunity to acquire a 3.7-acre parcel in highly desirable West Gloucester. Includes a spacious three-family home on 2.44 acres plus an additional 1.26-acre lot, sold together. The existing property offers immediate income potential with three units — ideal for multi-generational living or rental income. Beyond investment

Antonia Tullercash Churchill Properties

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

Glorious sunset views! That’s only one outstanding feature of this Penthouse pied-a-terre in the heart of Gloucester. With its open concept floor plan that includes bamboo flooring throughout, custom architectural windows and fine finishes in every room, this unique home is an incredible find. White cabinetry, granite countertops, stainless-steel appliances and an eat-in/sitting area (great as

Ann Olivo J. Barrett & Company

Iconic and storied East Gloucester location with three floors of amazing potential! First floor condo unit is formerly Duckworth's Bistrot. This space could be a restaurant, office or business or could be converted to residential with a special permit. First floor consists of a large great room with beautiful floor to ceiling windows, half bath, kitchen and washroom. Second/Third floor condo unit

Andree Gillian Group Engel & Volkers By the Sea

Iconic and storied East Gloucester location with three floors of amazing potential! First floor condo unit is formerly Duckworth's Bistrot. This space could be a restaurant, office or business or could be converted to residential with a special permit. First floor consists of a large great room with beautiful floor to ceiling windows, half bath, kitchen and washroom. Second/Third floor condo unit

Andree Gillian Group Engel & Volkers By the Sea

Don’t miss this rare opportunity to own in Gloucester! This well-maintained townhouse-style condo features a spacious eat-in kitchen, bright living room, and two generous bedrooms with ample closet space. The full bath includes in-unit laundry for added convenience. The lower level offers a full basement providing excellent storage. Freshly painted with new flooring, plus recent exterior updates

Jonathan Parker RE/MAX Encore

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

Welcome to this recently converted and exquisitely appointed two-story condo in the idyllic seaside setting of East Gloucester. Enhanced with new exterior paint and fresh landscaping, this home exudes tranquility and charm. Step inside to discover a spacious, light-filled living room adorned with high ceilings and beautifully restored wood floors, seamlessly flowing into the airy dining room

Felicia Trupiano J. Barrett & Company

Central Gloucester owner occupied 2 family with nice floor plan in each unit! Spacious living rooms, formal dining rooms, and eat in kitchens! Unit 1 first floor has 2 BR. Unit 2 (Owner's unit) has 3 BR's and features 2 levels with a large primary BR suite on 3rd floor with huge walk-in closet. Separate utilities and separate laundry facilities for each unit! Full basement. Easy care fenced rear

Peter Lane North Shore's Gold Coast Realty

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

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

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

Investors/Developers! This mixed use building offers an excellent potential return and a variety of potential uses. The property is located among the busiest shops and restaurants on Main street and includes two retail stores and three residential apartments all currently leased. The residential units include beautiful architectural details including exposed brick, over-sized windows, tall

Bethany Pratt Churchill Properties

Price has been reduced to $599,000 from $660,000! The Street view suite at The Residences at 191 Main Street is an unparalleled opportunity to own a most spectacular part of Gloucester history. This historic suite is a unique luxury unit, in this spectacular 1880 Pigeon Cove granite and brick landmark property in the heart of downtown Gloucester. This iconic building has been lovingly restored to

Jason Saphire www.HomeZu.com

The price on this magnificent ocean view suite has be reduced to $1,430,000 from $1,625,000! The Penthouse at The Residences at 191 Main Street is an unparalleled opportunity to own a most spectacular part of Gloucester history. The Penthouse Suite is one of three completely unique and rare luxury condominium units, available now in this 1880 Pigeon Cove granite and brick landmark property in the

Jason Saphire www.HomeZu.com

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

Nestled above the scenic beauty of Smith Cove in Rocky Neck, this enchanting two-bedroom condominium offers a truly unique living experience. The open-concept layout invites you to personalize the space to suit your lifestyle. Step out onto the spacious deck to enjoy vibrant boating activity and breathtaking sunsets. Upstairs, you'll find two bedrooms—each with its own private bath—including a

Barbara Dugan Engel & Volkers By the Sea