A rare opportunity in West Gloucester! This 4,000+ sq. ft. three-family property is being offered with TWO parcels totaling approximately 3.7 acres—an exceptional combination of multi-family living, acreage, income potential, and possible future development. The offering includes 368 Essex Ave., featuring a spacious three-family home situated on approximately 2.44 acres with substantial frontage along Essex Ave., plus 368R Essex Ave., an additional approximately 1.26-acre R-30 zoned parcel located behind the main property and described as an “orchard” on the deed. Investors, contractors, developers, flippers, and cash buyers—bring your vision! The multi-family home is in need of updating and improvement, but offers tremendous space and potential for renovation, rental income, or repositioning. With two parcels and nearly 4 acres combined, the possibilities are intriguing. Property is being sold as-is. Buyers and buyers’ agents to perform their own due diligence regarding zoning, subdivision potential, permitted uses, approvals, and development possibilities.
Welcome to this gorgeous, well-maintained two-family home featuring spacious porches and large, inviting deck—perfect for relaxing or entertaining. Inside, you’ll find gleaming hardwood floors, elegant high ceilings, and an abundance of natural light throughout. Each unit offers warmth, character, and comfortable living space, while the garage provides the added convenience of off-street parking and storage. Whether you’re looking for a wonderful home to enjoy or a great investment opportunity, this property is ready for you to move in and make it your own. Ideally located with easy access to major highways, beautiful beaches, and convenient access to the commuter rail, this home offers both charm and accessibility. Don’t miss the opportunity to see all that this wonderful property has to offer!
Fantastic Two-Family Investment Opportunity! Ideally located in a desirable neighborhood walking distance to East Veterans Elementary school, this well-maintained two-family offers an excellent opportunity for investors or buyers looking to owner-occupy while generation rental income. Unit #1 entrance is the front door home with three bedrooms upstairs on the second floor, an open concept kitchen with center island stainless steel appliances, granite countertops, hardwood floor and a full bathroom. The spacious family with stackable laundry in closet. This unit has a parking spot in the driveway and off street parking. Unit # 2 is located in the back of the house, pull in the driveway and walk in your one bedroom, a kitchen, full bathroom, pantry/storage area, and in unit laundry. The property has a sharable yard to have grills and outside table and chairs. Whether you're looking to expand your investment portfolio or get into multifamily ownership with tenants already in place, this offers versatility, convenience, and excellent potential. Don't miss this opportunity to own a two-family in a great neighborhood close commuter rail, downtown Gloucester, parks and beaches. Both units are currently occupied by tenants at will and they each pay for own Utilities.
BEACHFRONT LIVING AT ITS FINEST! Welcome to 41B Wingaersheek Road, a rare offering with 48 feet of private beachfront on one of Gloucester’s most coveted shorelines. Built by Honomobo, this beautifully designed modern modular home combines precision engineering with coastal luxury, connecting you effortlessly to the ocean. Built in Western Canada to withstand extreme temperatures, this property offers a sophisticated alternative to conventional construction, with the home factory-built in precision-fabricated modules and assembled on-site. The property features two beautifully appointed open-concept residences, each offering 2 bedrooms and 2 full baths, with a convenient lockout door providing ultimate flexibility to use the property as an expansive single-family featuring a versatile layout of 4 beds, 4 baths or as two independent units for a multi-family investment. Both residences feature sun-drenched living spaces, in-unit laundry, and sleek kitchens with quartz countertops, center islands, and stainless steel appliances. Outdoor living is thoughtfully designed with a spacious first-floor deck featuring both open and screened-in areas, perfect for enjoying the coastal setting in any season while the top floor deck takes full advantage of the location, offering unobstructed views of the private beach. The highly engineered building envelope pairs structural steel with wood framing to deliver incredible durability and a clean, modern aesthetic, while extensive closed-cell spray-foam insulation, high-efficiency heat-pump HVAC, and a heat-recovery ventilation (HRV) system provide year-round comfort and continuous fresh air. Designed for effortless seaside living, just step outside and follow your private path directly to the beach for a day of swimming or strolling the shoreline. Whether you envision a private family compound, a luxury vacation retreat, or a lucrative income-producing property, this meticulously executed home delivers a remarkable opportunity to own a premier piece of the Gloucester coastline.
Fantastic two-family opportunity in a convenient Gloucester location! Tucked away on a residential street just minutes from Downtown Gloucester, with Gloucester High School just ¼ mile away, this property features two generously sized townhouse-style units offering plenty of flexibility for an owner-occupant, investor, or multigenerational living. Unit 1 features an open-concept living room, dining area, and sprawling kitchen, and both units offer expansive primary bedrooms with space to add en-suite baths. Each unit leads out to the deck and private fenced-in backyard. The property has been well maintained with recent improvements including a beautifully renovated bathroom and new fencing. Off-street parking, plenty of basement storage, and separate laundry for each unit add even more convenience. Enjoy easy access to Downtown Gloucester’s shops and restaurants, the harbor and waterfront, local amenities, and beautiful North Shore beaches. Whether you’re looking to live in one unit and rent the other, keep family close while maintaining separate living spaces, explore potential condo conversion, or add a multifamily property to your portfolio, 1 Granite Court should be high on your list!
Opportunity awaits at 186 Washington Street! This spacious Gloucester two-family offers a flexible layout, generous room sizes and excellent potential for an owner-occupant, investor or multi-generational buyer. Each unit features its own kitchen, full bath and comfortable living spaces, with the second-floor unit also offering a bright sunroom. Off-street parking, basement storage and convenient access to downtown Gloucester, the harbor, shops, restaurants and area beaches add to the appeal. A substantial third floor attic with multiple existing rooms provides an exciting value-add opportunity for future expansion or additional living space. The third floor requires renovation; buyers to perform their own due diligence regarding permitted uses, zoning and approvals. A unique opportunity to bring your vision to a classic Gloucester multifamily and unlock its full potential.
Rare opportunity to acquire a fully renovated 3-family property in a highly desirable Gloucester location, just minutes from Good Harbor Beach and offering beautiful ocean views. The property combines strong rental fundamentals with the lifestyle appeal of one of the North Shore’s most sought-after coastal markets. The property has been thoughtfully renovated throughout, featuring updated kitchens and bathrooms, modern finishes, in-unit laundry, and two dedicated parking spaces. The flexible three-family configuration provides multiple income streams and makes the property attractive for both long-term rental and seasonal/vacation rental strategies. With its proximity to Good Harbor Beach, Gloucester’s restaurants, harbor, and downtown amenities, the property is well positioned to benefit from strong demand from both year-round tenants and summer visitors. The property also offers excellent potential for an Airbnb/short-term rental strategy, subject to applicable City of Gloucester regulations and permitting requirements. A major component of the investment opportunity is the separate 368R Main Street lot, located directly behind the property. This additional parcel provides meaningful future upside and could potentially support an ADU, additional residential unit, or other development concept, subject to zoning, permitting, utilities, and site requirements. Please reach out for private showings.
The Inn at Babson Court is a 1741 post & beam Colonial overlooking historic Gloucester Harbor and the Fisherman's Memorial. The property is currently used as an inn/multi family. Currently there are 3 "apartments" and 2 suites (no kitchen). Public record states 4 family. Exposed beams and historic charm throughout. Many possibilities exist for its future uses. Plenty of parking behind house including a 2 car garage (ADU?). 4-100amp electric service panels plus house meter. Common decks and patio, covered outside sitting area. Beach and harbor across the street!
Additional improvements just completed on this beautifully renovated 2 family home in the heart of Downtown Gloucester! In addition to new kitchens with updated cabinetry, countertops, and appliances, beautifully renovated baths and energy-efficient mini-split systems for year-round comfort, the owners have just added a new water heater, additional insulation, vapor barrier and new dehumidifier. Perfectly located just moments from restaurants, shopping, entertainment, beaches, the waterfront, and train station. This unique property offers the ultimate blend of coastal charm, modern updates, and investment potential, with no car needed. Each thoughtfully updated unit features 1 bedroom, 1 bath, and a spacious open-concept living/dining & kitchen area designed for comfortable daily living and effortless entertaining.The 2nd floor unit includes a small private deck, the perfect spot to unwind. Whether a smart investment, summer retreat, owner-occupied rental opportunity, or multi-generational living this property checks every box. Also offered for sale as 2 separate condos.
Gloucester is located in Massachusetts. Gloucester, Massachusetts has a population of 29,814. Gloucester is less family-centric than the surrounding county with 25.04% of the households containing married families with children. The county average for households married with children is 30.06%.
The median household income in Gloucester, Massachusetts is $82,984. The median household income for the surrounding county is $86,684 compared to the national median of $69,021. The median age of people living in Gloucester is 50.2 years.
The average high temperature in July is 79.9 degrees, with an average low temperature in January of 18.1 degrees. The average rainfall is approximately 49 inches per year, with 43.6 inches of snow per year.
