Gloucester, MA Houses for Sale

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

This classic 1920s gambrel offers over 3,300 sq. ft. of living space with five bedrooms and three full baths, set just steps from Magnolia Beach and the village center. While legally a two-family, it lives seamlessly as a single-family home, providing rare flexibility for multi-generational living, rental income, or expanded guest space. Renovations including the primary bedroom and bathroom, and

Amanda Armstrong Compass

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

Enchanting Waterfront Cottage with private dock on peaceful Goose Cove. Enjoy gorgeous water views, looking straight out over the Cove and at the most spectacular nightly sunsets. It's so very serene and much like living on your very own nature preserve. The cottage is warm and welcoming, with a wood paneled, multi-windowed mudroom with storage benches at the entryway, front to back living/dining

Nina Quinlan Melcher Real Estate Group

Nothing could be finer! This exceptional split-level home is moments away from the pristine sands of Wingaersheek Beach, one of the finest beaches on the North Shore. Chic and contemporary finishes grace this fully renovated property and the attention to detail is evident throughout. The open concept living room/dining room is well-suited for entertaining, with sliders leading out to the deck.

Scott Smith Coldwell Banker Realty - Manchester

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

You could be in this home for the 2025 holiday season. Enjoy the ease of one-level living in thoughtfully designed immaculate home just moments from & easy access to Good Harbor Beach. Featuring two-car garage and set amidst lush gardens, this home offers the perfect blend of comfort and style. Step inside to a sun-drenched interior with windows galore, bringing the outdoors in at every turn.

Ruth Pino 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

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

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 this sweet and meticulously maintained Colonial that’s truly move-in ready! Offering 3 bedrooms and 2.5 baths, this home has been thoughtfully cared for and provides both comfort and convenience. The main level features a bright and inviting living room, a spacious dining area, and a well-appointed kitchen that flows easily for everyday living and entertaining. The primary suite

Kaicia Pratt RE/MAX Beacon

Rarely available in Wheeler’s Point. This fully renovated residence showcases attention to every detail offering modern comfort and convenience for easy single-level living. This home has scenic views of the boats going down the Annisquam River. The updated kitchen features high-end custom cabinets, appliances, and spacious butcher block center island for entertaining. The kitchen leads to a sun

Jan Pellegrini Keller Williams Realty Evolution

Welcome to this beautifully updated home offering three spacious bedrooms and three full bathrooms—one conveniently located on each level. The stunning kitchen features elegant stone flooring and modern finishes, perfect for any home chef. A bright first floor office provides ideal space for working from home. The full finished basement provides additional living and storage space, adding

Lisa Ramos Coldwell Banker Realty - Manchester

Enjoy coastal living and all that Gloucester has to offer from a home perched high on a hill on a dead end street. Built in 1994, this 3 bedroom, 2 full bath home can accommodate single level living with one bedroom and a full bath on the main level. The upper level offers 2 additional spacious bedrooms along with a full bath. The partially finished walk-out level allows opportunities for

Angela Cromosini Lyv Realty

Immaculate and Meticulously maintained home with attached one bedroom apartment perfect for multi-generational living or generating extra income. The main unit features three bedrooms plus a spacious home office ideal for remote work. The bright living room opens to a large, west-facing deck, perfect for enjoying sunsets. A formal dining room with sliding doors leads to the deck, and the kitchen

Ruth Pino RE/MAX Beacon

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

Back on market due to a change in buyer’s circumstances. Once the parsonage for Gloucester’s iconic Blue Church, this charming home blends timeless character with modern, cost-efficient updates. Just a 5-minute stroll to coveted Plum Cove Beach—renowned for its sunsets—on the edge of the beloved Lanesville community. Original wide pine floors, high ceilings, and abundant light complement a

Sara Seber Engel & Volkers By the Sea

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

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. Step inside and be greeted by a stunning open-concept kitchen featuring brand-new stainless steel appliances, gleaming Quartz countertops, an expansive island with wine chiller, and stylish

Kimberly Lorden

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

84 Mt. Pleasant Avenue offers a rare opportunity in the heart of East Gloucester. Set on a substantial .43-acre corner lot with 120.96 ft of frontage, this property not only features a well-maintained home but also exciting potential under current R-10 zoning. The residence includes 3 bedrooms, 2 full baths, interior access to an unfinished basement, and a detached one-car garage, all surrounded

Amanda Armstrong Compass

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. Step inside & be captivated by the grand great room, an impressive space with soaring

Charleen McCarthy Five Mark Realty Group LLC

NEW DEEP WATER DOCK which is approximately 290 feet along with a newly updated 3-bedroom harbor-front home on Smith's Cove. The dock comes with deeded ownership of the land beneath. This is a rare opportunity to own a harbor-front home along with its own private dock.The dock has been fully licensed with a Chapter 91 permit, providing legal compliance for the owner. It offers modern comfort

Jeanne Carpenter J. Barrett & Company

Looking for a quiet place in the woods. Located in West Gloucester on a dead end street in a woodland neighborhood, this comfortable two bedroom home offers an intimate living space with an open and modern design, enhancing original cottage features. Move in ready, freshly painted interior, wood flooring, Galley kitchen with pantry mudroom. Well water and private septic (tight tank). Large yard

Holly Chiancola Holly C & Co. Fine Homes

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

Coastal Luxury Living. Beautifully updated 6 bedroom, 5 bath home with sun-filled space just moments from Good Harbor Beach. This magnificent home includes a first-floor primary suite renovated gourmet kitchen and baths. Cozy updated gas fireplace in great room, which is remote. Hardwood floors throughout. Enjoy your morning coffee in the sun-drenched sunroom, which opens to an L-shaped deck

Jennifer Anderson RE/MAX Beacon

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

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

NEW PRICE! Nice Home in a desirable East Gloucester neighborhood, that is close to beaches, shopping, walking trails, and Bass Rocks Golf Club. Home is located on a Cul de Sac and is adjacent to conservation land. A full Garage has an automatic door, interior access, and also has an exterior door. There is a large deck, 23' X 10' on the rear of the house that gets ample sunshine with stairs to

William Goodwin Vadala Real Estate

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

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