Gloucester, MA Houses for Sale

Home in desirable Magnolia neighborhood with additional buildable lot. Enjoy breathtaking ocean views from this beautifully maintained home. The spacious and inviting front entry welcomes you with a grand "good morning" staircase that leads to an open-concept main level. The kitchen and dining areas flow seamlessly into a bright and sunny skylit sunroom, also known as the "Florida Room." Designed

Heather Dagle RE/MAX Beacon

Enjoy breathtaking ocean views from this beautifully maintained home. The spacious and inviting front entry welcomes you with a grand "good morning" staircase that leads to an open-concept main level. The kitchen and dining areas flow seamlessly into a bright and sunny skylit sunroom, also known as the "Florida Room. "Designed with entertaining in mind, this home features a formal living room and

Heather Dagle RE/MAX Beacon

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

Exceptional 3-bed, 4.5-bath Colonial on 1.2 acres in East Gloucester, moments from Eastern Point Yacht Club and Niles Beach. A study in understated elegance, the home features geothermal heating/cooling and over 4,200 sq ft of luxurious living space. The main level opens into a foyer with 18' ceiling, dark hardwood floors, and staircase rising to second floor landing. Pass through the wet

Amanda Armstrong Compass

A rare gem in East Gloucester, this turn-of-the-century Colonial effortlessly blends historic charm with modern luxury. Original pine flooring exudes warmth, while the formal dining room’s elegant arch built-in, flanked by bright windows, creates an inviting space. A fireplace living room leads through glass French doors to a grand granite patio overlooking a heated in-ground pool—perfect for

Michelle Mineo Coldwell Banker Realty - Beverly

Moments from the pristine shores of Wingaersheek Beach this three bedroom, two and a half bath single family home is the ultimate weekend retreat, seasonal getaway or year round home. Offering captivating views of the Jones River in an idyllic setting, featuring two finished levels with full basement, a two car garage and private drive this property has been beautifully maintained and updated and

Amanda Armstrong Compass

Welcome to your ideal coastal retreat, perfect for the whole family. This beautifully updated and thoughtfully designed oceanview home features lush perennial gardens and striking natural stonework, creating a private oasis by the sea.With two distinct living areas, it’s an exceptional setup for multigenerational living. The main level opens into a sun-drenched, open-concept space with a stylish

William Rochford Sagan Harborside Sotheby's International Realty

Picture yourself relaxing on your rooftop deck, taking in stunning views & tranquil sounds of Gloucester Harbor and Smith Cove as the sun sets. The home's appeal lies in its thoughtful details and efficient use of space.The main living area features a chef's kitchen with an AGA gas stove and custom cabinetry, alongside a dining area and LR with built-in shelving around a cozy fireplace. Sliding

Barbara Dugan Engel & Volkers By the Sea

Discover this delightful 4-bedroom architecturally designed home nestled on a cozy lot in the heart of East Gloucester. With ample space for any living arrangement, this residence features a convenient first-floor ensuite primary bedroom, perfect for added privacy and comfort. The main level also includes an open-concept living and dining area highlighted by a welcoming fireplace, an oversized

Barbara Dugan Engel & Volkers By the Sea

Your search stops here. Pack your bags, call Atlas Van Lines. Tastefully and professionally restored 4-bedroom colonial situated on a no outlet private way just a short walk into Magnolia Village. You will love this sun splashed retreat. Sit on the front porch to enjoy the cooling ocean sea breezes. Heading out the front door on the south side commences an invigorating stroll to the Magnolia

Don Dunsky Don Dunsky Real Estate

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

Located in the heart of Gloucester not far from Pavilion Beach and less than a half mile to the MBTA station, this property could be someone's future home. The dwelling requires substantial renovation but it has great potential. The wrap around porch is one of its highlights. There is a full bath and two generous bedrooms on the second level plus a smaller room with no closet that could

Ruth Pino RE/MAX Beacon

Charming 3BR, 1,413 sq. ft. Cape in Gloucester’s desirable seaside community. This home offers solid bones and a flexible floor plan—ready for your updates and personal touch. Features include hardwood floors, an open dining/living room, a cozy den with brick hearth and slider to a private patio, and a bright sunroom. The 2-car garage provides ample storage and parking. Recent updates include a

Jack Brown RE/MAX Beacon

Working harbor views, gorgeous sunsets. Fantastic location on a dead end road, near Rocky Neck & between Niles & Good Harbor beaches. Close to the playground at Cripple Cove & the Gloucester Harbor Launch that will take you downtown by water. The potential of this raised ranch contemporary with wrap around porch is endless. Bring your vision. The main level boasts open living room & dining room

Ida Doane J. Barrett & Company

Prepare to fall in love with this authentic lovingly maintained colonial built in 1760. Cozy spaces and inviting, human centric design are pleasing to the eye and touch. Sit and engage with family and friends at the living room hearth. Enjoy meal creation in the perfectly scaled kitchen, connected to the dining area where wide King’s Pine floors give way to heated clay tile. Separated from the

Nathan Seavey Leading Edge Real Estate

Very special home on the Annisquam River next to the Cut Bridge. This bright, open & magical property offers great views & a relaxed seaside feel! Unwind on the wraparound deck & watch boats pass as they travel from Gloucester Harbor. The 1st floor features a spacious kitchen w/ great counter space, ample cabinets & breakfast bar. Open to the dining and living areas with a wall of windows and a

Jeremy McElwain Keller Williams Realty Evolution

NEW to the market in Gloucester. Fiesta Forever. Best value two bedroom cape is perfect for your summer enjoyment. Located 39 miles north of Boston. Just a few minutes off Rte. 128 North. Located on a side street in the heart of central Gloucester. A very special retreat awaits. This fully re-built home was taken down to the studs in 2010. Antique New England charm on the outside. Modern open

Michele Allison-Elwell Coldwell Banker Realty - Beverly

Perched high above the Back Shore close to Brace Cove, this contemporary coastal home perfectly embraces its natural setting and prime oceanfront location. Moments from the North Shore’s most compelling attractions—Good Harbor Beach, Rocky Neck, Eastern Point Yacht Club, Bass Rocks Golf & Tennis Club, and historic Gloucester—the 2 bedroom, 2.5 bath home offers sweeping views of the ocean from

Amanda Armstrong Compass

Spacious family home located near the coveted Good Harbor Beach! The main floor features an open layout with a remodeled kitchen, large dining room with built-ins, and a living room with custom shelves, and propane fireplace, overlooking the backyard with access to the private deck. Bonus game room or den and a private office, and full bathroom add flexibility to the main floor layout. The

Andree Gillian Group Engel & Volkers By the Sea

Welcome to this bright and beautifully updated 3BR, 2.5BA Contemporary Colonial in the heart of West Gloucester. Close to restaurants, beaches, and just minutes from Rt 128—an ideal year-round location. The open floor plan offers a spacious kitchen, dining, and living area, plus a 1st-floor primary suite with a spa-like bath. Two additional bedrooms and a full bath complete the second level.

William Rochford Sagan Harborside Sotheby's International Realty

Enjoy breathtaking panoramic harbor and ocean views including Eastern Point Lighthouse and the Breakwater. This Antique Colonial blends timeless historic character with thoughtful updates and expansions. Highlights include four fireplaces, wide plank flooring and exposed beams. First floor has a modern kitchen, complete with updated cabinets and stainless steel appliances opening to a sunlit

Beth Buckingham J. Barrett & Company

Welcome to 18 Wingaersheek Road in Gloucester's highly desired upper beach of Wingaersheek !! This year-round property with deeded access to Coffins Beach has been owned by the same family for 50+ years!! This home offers 3 levels of living with 3 bedrooms, 2 full baths, eat in kitchen, 2 Living rooms, 2 dining rooms, 2 office/dens as well as 2 propane gas fireplaces. Enjoy the beautiful sounds

Christine Grammas J. Barrett & Company

Experience the ultimate coastal living with exclusive deeded rights to Wingaersheek (Coffin) Beach. Just minutes from your door, tucked away on a private cul-de -sac, this property offers 1.5 miles of sandy, pristine and private coastline. This meticulously maintained home features an open - concept layout with ocean views from the 2nd floor. The kitchen, dining and great room areas flow

Kimberly Tipert Noyes Engel & Volkers By the Sea

Experience coastal living at its finest from your seaside retreat in Gloucester, Massachusetts. Located in the sought-after private section of Wingaersheek Beach this home includes deeded access to Coffins Beach, exclusively for association members. Perched at the highest point, the location is spectacular with unparalleled 360 degree views, stretching from the serene Annisquam River to the

Brackett Janis Group Engel & Volkers By the Sea

Discover a rare gem tucked away in the serene beauty of the Annisquam woods, just a short stroll from the tranquil waters of Lobster Cove. Recent improvements include a new roof, new hot water heater and refinished floors. This inviting home is a peaceful escape that perfectly blends rustic warmth with thoughtful modern touches. Set on a picturesque wooded lot across from a protected, unbuildable

Bruce Figurido Churchill Properties

Beautifully maintained colonial home overlooking the sportsfield and harbor.Tired of sports & school driving/dropoffs? House located next to the High School, offers 4/5 bedrooms, 2.5 baths, kitchen, formal dining room, living room, sunroom and possible in-law suite. Also outside decks, balcony, patio, gardens, cast iron FHW heat, crown molding, recessed lighting and two car garage w/ workshop

Joanne Frontiero Holly C & Co. Fine Homes

Stunning new construction and last available home in this private 3 home subdivision. Open floor plan allows for entertaining in large kitchen with Thermador appliances and family area with wet bar which walks out to quiet back yard and large patio. First floor has home office or bedroom with full en suite bath and formal dining area with butlers pantry. Second floor contains 5 large bedrooms

Derek Greene The Greene Realty Group

Stunning Annisquam property with rolling lawns, magnificent perennial gardens, private tidal dock and fully equipped guest house. The site of many wedding receptions as well as casual family gatherings, this is the sought after place to be! Main house with 3 bedrooms and 3.5 bathrooms offers water views from every room and is in pristine move-in condition. The perfect venue for entertaining,

Lynda Surdam Coldwell Banker Realty - Manchester

Exceptional and exquisite shingle-style home in desirable Castle View section of Wingaersheek with deeded access to private Coffins Beach. The perfect family retreat or multi-generational compound, this property offers a rare combination of size—4 bedrooms and 4.5 bathrooms, expansive mahogany deck, full basement with heated workshop, 3-car garage with unfinished loft/studio above—and serious

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

Welcome to 350 Essex Avenue in Gloucester! This spacious 2,600+ square foot home offers a fantastic opportunity in a prime location—just minutes from Wingaersheek Beach, the train station, and with easy access to Route 128. With 4 generously sized bedrooms, including one on the first floor, and hardwood floors throughout, this home provides plenty of comfortable living space. A charming

Debra Lovelace Churchill Properties

Rare opportunity for desirable Wheeler's Point Neiborhood on a beautiful quiet cul-de-sac, surrounded by the Annisquam and Mill Rivers with partial views of both. This gorgeous 4-bedroom 2.5 baths, tri-level Contemporary home has so much to offer. Open concept living room/dining room (with a gorgeous stone fireplace) that flows into the kitchen, this is wonderful for entertaining. Primary bedroom

Alison Aiello North Shore's Gold Coast Realty

Amazing Cape Ann location with breathtaking ocean views of Long Beach! This home is being sold with an adjoining 4,914 Sq Ft lot on 13 High Rock Terrace. The existing home is a one level ranch that consists of 5 rooms, 3 bedrooms and 2 full baths. There is so much potential to either renovate the existing house or build your new dream home! This is located in a prime location within 10 mins to

Carolyn Glynn LAER Realty Partners

“The Waves on Wingaersheek” Experience luxury and coastal living at one of the North Shore’s most coveted locations, steps from Wingaersheek Beach. This exceptional new construction, four bedroom, three full and two half baths offers a refined and serene lifestyle. Showcasing unsurpassed quality and craftsmanship, this home has over +2400 ft. of outdoor living space with six custom decks, water

Maggie Burke Coldwell Banker Realty - Waltham

Privacy abounds in this one-of-a-kind breath-taking hilltop contemporary sited on 16+ acres that boasts captivating ocean views and lush rolling lawns. An open floor plan integrates the spacious eat-in kitchen, formal dining area, and cozy family room. Expansive windows and ceilings flood the home with natural light. A living room with a bucolic fieldstone fireplace offers elegant entertaining

Lynda Surdam Coldwell Banker Realty - Manchester

Solid and spacious split-level Cape on generous 1.52 acre lot in private wooded setting, conveniently located minutes from downtown Manchester by the Sea and the excellent Manchester-Essex Regional schools, close to beautiful Coolidge Reservation and Kettle Cove. The 3-bedroom, 2 bath home, with attached 2-car garage, has excellent renovation potential within a desirable community of larger

Amanda Armstrong Compass