Gloucester Real Estate

Welcome to Gloucester, Massachusetts – a picturesque coastal gem nestled in Essex County. Renowned for its rich maritime history and vibrant arts scene, Gloucester offers a unique blend of small-town charm and breathtaking natural beauty. With its stunning beaches, historic fishing ports, and scenic harbors, this city is a haven for both residents and visitors alike.

Gloucester is steeped in history, dating back to 1623 when it was founded as one of America’s first fishing communities. Today, the city’s legacy lives on in its bustling waterfront, where you can witness the daily activities of local fishermen and explore the charming shops and galleries that line the streets. The iconic Cape Ann Museum showcases the area’s storied past and is a must-visit for art lovers and history buffs alike.

Outdoor enthusiasts will find themselves in paradise, as Gloucester boasts an array of recreational activities. From hiking the scenic trails of Cape Ann to enjoying a day of sun and surf at Good Harbor Beach, there’s no shortage of ways to immerse yourself in nature. The nearby Gloucester Harbor offers opportunities for boating, kayaking, and whale watching, making it a perfect spot for family outings.

Culinary delights await you in Gloucester, with a plethora of restaurants serving up fresh seafood and local fare. Whether you're dining at a quaint waterfront eatery or enjoying a casual meal at a local café, the flavors of the sea are sure to tantalize your taste buds.

Experience the warmth and hospitality of Gloucester, where every day feels like a vacation. This enchanting city is not just a place to live; it’s a community where memories are made and cherished. Come discover your new home in Gloucester!

Newest Listings in Gloucester

$675,000

2 Beds ⋅ 2 Baths ⋅ 73597192 MLS

Welcome to 274 Western Avenue, a sun-filled home offering flexible living space across three floors and a beautiful connection to the outdoors. Vaulted ceilings, hardwood living room flooring and an abundance of windows create an airy, open feel throughout. The open-concept kitchen and living area are ideal for everyday living and entertaining, while the spacious deck overlooks a peaceful, wooded setting. The versatile floor plan provides options for a home office, visiting guests, or additional living and recreation space. A large, light-filled living room with direct access to the backyard adds even more room to relax and unwind. Recent improvements include a new roof, furnace, and appliances. Enjoy the best of Cape Ann living, with Stage Fort Park, scenic hiking trails at Ravenswood Park, beautiful beaches, waterfront dining, local shops, and Gloucester's vibrant arts, waterfront and restaurant scene nearby. Convenient access to Route 128 and commuter rail service makes this an ideal year-round home, a great investment property or perfect North Shore getaway. Showings start Sunday November 1st at First Open House 12-2.

274 Western Avenue, Gloucester, MA

$1,620,000

4 Beds ⋅ 3 Baths ⋅ 73596765 MLS

Are you looking for a rare opportunity to embrace the coastal lifestyle Cape Ann is known for? Imagine waking up to picturesque views of Cripple Cove, watching the boats come and go as you sip your morning coffee, and enjoying the peaceful rhythm of life by the sea. Beautifully renovated with thoughtfully designed living spaces, modern finishes, and energy-efficient features, this property offers two distinct condominiums, available for purchase individually or together as a two-family. Unit #1: 3 BR, 2BA Embraces a relaxed coastal feel, this beautifully appointed residence features an inviting open-concept kitchen and living area that makes the most of its spectacular water views. The modern kitchen offers granite countertops, stainless steel appliances, an induction range, and a breakfast bar. The thoughtfully designed primary suite features a walk-in shower, powder room, and separate toilet room. Radiant heat in the bedrooms, a second bedroom and bathroom, and electric dryer and washer hookups complete the space. With Cripple Cove as your backdrop, everyday living feels like a getaway. Unit #2: 1BR, 1BA A striking contrast in style, this residence brings modern industrial loft-inspired living to the Gloucester waterfront. Featuring an open layout, contemporary finishes, granite countertops, stainless steel appliances, a breakfast bar, and a bathroom with a walk-in shower, every space is thoughtfully designed. The bedroom opens to a private rooftop deck with breathtaking water views, creating the perfect place to relax and enjoy the ocean air. Both units feature energy-efficient design elements, ENERGY STAR appliances, insulated windows, solar features, 200-amp electrical service, and an EV charging station, along with two parking spaces and rear shed. With easy access to Route 128 and a prime location minutes from Gloucester's beaches, downtown, restaurants, and working waterfront, convenience meets charm. Just steps from a public landing where you can launch a kayak or catch the water shuttle, this location makes it easy to embrace life on the water. Whether you're seeking a year-round residence, summer escape, or investment opportunity, 86 East Main Street offers the flexibility to purchase one condominium or both as a multi-family, inviting you to experience the best of Cape Ann living, where the ocean is always part of the view.

86 East Main Street, Gloucester, MA

86 East Main Street Unit 2, Gloucester, MA

$775,000

1 Beds ⋅ 1 Baths ⋅ 73596679 MLS

This residence brings modern industrial loft-inspired living to the Gloucester waterfront. Featuring an open layout, contemporary finishes, granite countertops, stainless steel appliances, a breakfast bar, and a bathroom with a walk-in shower, every space is thoughtfully designed. The bedroom opens to a private rooftop deck with breathtaking water views, creating the perfect place to relax and enjoy the ocean air. This unit features energy-efficient design elements, ENERGY STAR appliances, insulated windows, solar features, 200-amp electrical service, and an EV charging station, along with one designated parking space and dedicated storage space in a shared rear shed. With easy access to Route 128 and a prime location minutes from Gloucester's beaches, downtown, restaurants, and working waterfront, convenience meets charm. Just steps from a public landing where you can launch a kayak or catch the water shuttle, this location makes it easy to embrace life on the water. Whether you're seeking a year-round residence, summer escape, or investment opportunity, 86 East Main Street offers the flexibility to purchase one condominium or both, inviting you to experience the best of Cape Ann living, where the ocean is always part of the view.

86 East Main Street Unit 2, Gloucester, MA

86 East Main Street Unit 1, Gloucester, MA

$845,000

3 Beds ⋅ 2 Baths ⋅ 73596676 MLS

Imagine waking up to picturesque views of Cripple Cove, watching the boats come and go as you sip your morning coffee, and enjoying the peaceful rhythm of life by the sea. Beautifully renovated with thoughtfully designed living spaces, modern finishes, and energy-efficient features, this property offers two distinct condominiums, available for purchase individually or together. Embracing a relaxed coastal feel, this beautifully appointed residence features an inviting open-concept kitchen and living area that makes the most of its spectacular water views. The modern kitchen offers granite countertops, stainless steel appliances, an induction range, and a breakfast bar. The thoughtfully designed primary suite features a walk-in shower, powder room, and separate toilet room. Radiant heat in the bedrooms. A second bedroom and guest bathroom, electric dryer and washer hookups complete the space. With Cripple Cove as your backdrop, everyday living feels like a getaway. The unit features energy-efficient design elements, ENERGY STAR appliances, insulated windows, solar features, 200-amp electrical service, and an EV charging station, along with one designated parking space per unit and dedicated storage space in a shared rear shed. Exclusive use fenced in backyard. With easy access to Route 128 and a prime location minutes from Gloucester's beaches, downtown, restaurants, and working waterfront, convenience meets charm. Just steps from a public landing where you can launch a kayak or catch the water shuttle, this location makes it easy to embrace life on the water. Whether you're seeking a year-round residence, summer escape, or investment opportunity, 86 East Main Street offers the flexibility to purchase one condominium or both, inviting you to experience the best of Cape Ann living, where the ocean is always part of the view.

86 East Main Street Unit 1, Gloucester, MA

$2,175,000

5 Beds ⋅ 4 Baths ⋅ 73596597 MLS

Set on over half an acre, this lovely home enjoys sweeping views across a golf course to the ocean. A circular driveway welcomes you to gracious living spaces, including a primary bedroom suite with a separate sitting area. On the first level a sunroom opens onto a patio while an elegant screened porch offers another inviting place to relax and take in the surroundings.The eat in kitchen features a pantry and a separate utility room adds everyday convenience. Central air conditioning and updated utilities provide modern comfort. Mature plantings and handsome stone walls give the property timeless charm.

12 Graystone Road, Gloucester, MA

$449,900

2 Beds ⋅ 1 Baths ⋅ 73596419 MLS

Coastal charm meets modern comfort in this cozy and inviting Good Harbor Beach/Long Beach cottage! Tucked away just a short 5 to 10 minute walk to the soft sands and ocean waves, this updated and inviting home offers the perfect seaside getaway. Step inside to discover a retreat with a thoughtful layout featuring a remodeled kitchen with vaulted ceiling, remodeled 1st floor bathroom, family room, dining room and an enclosed porch providing the ultimate versatile space ~ ideal as a home office, a tranquil reading nook or an extra spot to relax after a day in the salt air. Upstairs are 2 bedrooms which both can host queen sized beds. Outside, the beautifully landscaped yard is your own private oasis, ready for morning coffee or intimate evening gatherings. This Cape Ann gem combines historic coastal character with effortless living. Do not miss your chance to live steps from one of Gloucester's most iconic beaches!

121 Thatcher Rd., Gloucester, MA

$355,000

1 Beds ⋅ 1 Baths ⋅ 73596283 MLS ⋅ ['6 Traverse St Condominium Trust'] BLDG.

Enjoy easy beach town living in East Gloucester, close to the Good Harbor Beach walkway, with Bass Rocks Golf Club only 6 houses further up the hill. This updated 1-bedroom, 1-bath home offers an open living area, recently remodeled kitchen and bath, all-new windows and a sliding door, and updated flooring. In-unit laundry, two private tandem parking spaces. A shared fenced in yard and additional shed storage add everyday convenience. New roof in 2024, new Unit Hot water Heater in 2026. Easy to heat and cool, make this your simpler daily lifestyle home, rental or coastal getaway for people in the city. Explore the possibilities in this sought-after favored East Gloucester location. Schedule your showing today! OFFERS due on Tuesday, Nov 3 at 10:00 AM.

6 Traverse St Unit 1, Gloucester, MA

$680,000

3 Beds ⋅ 2 Baths ⋅ 73596254 MLS

Enjoy the beauty and activity of Gloucester Harbor from this recently converted and renovated 2 story, commercial/office building into 2,208 square foot, Two Family residence. The property is facing and has stunning views of Gloucester Harbor across the street from Cruiseport and the very popular Seaport Grille Restaurant. Unit #1: 881 sf features bright, contemporary, open concept floor plan with 3 rooms: 1 bedroom, 1 full bath and kitchen / living room seamlessly connected and new appliances. Unit #2, larger second-floor unit, has stunning views of Gloucester Harbor: 1,327 sf, 4 rooms; 2 bedrooms, kitchen, living room / dining room open floor plan, new appliances, laundry, storage and fireplace in the Main Bedroom. Second floor unit walks out to a terraced backyard. All utilities including electric, heat, central AC and hot water are common. There is an attached one car garage at street level plus on-street parking and a single story, concrete structure to rear of the home that is electrified and housed a generator and could work well as an owner's work shop or storage unit. The 3,600 sf lot includes a terraced backyard. Location is central to coastal dining, maritime culture, shopping and downtown convenience. Whether you are looking for a savvy investment, year-round or vacation residence for extended family, this turn-key property is an excellent choice. Showings begin Saturday & Sunday 10/31 & 11/1 (daylight savings time!) 1-2:30PM.

320 Main St, Gloucester, MA

$499,000

3 Beds ⋅ 1 Baths ⋅ 73596210 MLS

Tucked away on a side street in the heart of Gloucester, this charming blue cape-styled home puts so much of what makes Cape Ann special right outside your door. Head downtown for dinner - try out Stone's Pub and Eatery for burgers in a neighborhood setting, or enjoy live jazz and tapas at Saluti! - browse the local shops, catch live music at Harbor Loop on a summer Thursday, or head to one of Gloucester's beautiful beaches. From your own front deck, you can hear the concerts and watch the sunset, and you can head to Harbor Loop to catch the fireworks during the city's summer celebrations. Inside, sunlight fills the open living and dining area, with hardwood floors, a built-in bookcase, and a kitchen that keeps everyone connected whether you're cooking dinner or catching up over coffee. There's a large island, quartz countertops, stainless steel appliances, and a pantry with tucked-away laundry. A bedroom and full bath on the first floor give you options for guests, a home office, or having everything you need on one level. Upstairs, you'll find two more bedrooms with beautiful hardwood flooring. Outside, the wraparound deck and fenced yard give you your own little retreat in the middle of it all. Grow flowers in the garden, enjoy dinner outside, or rinse off the salt and sand in the hot-water outdoor shower with its cedar enclosure after a day at the beach. There's also off-street parking for two cars and an unfinished basement for storage. With downtown restaurants, shops, museums, the harbor, commuter rail, and Route 128 nearby, you can spend less time getting places and more time enjoying them. And when Gloucester's festivals, parades, and summer celebrations come around, you're just a hop, skip and a jump away from the fun.

16-R Spring St, Gloucester, MA

$400,000

2 Beds ⋅ 1 Baths ⋅ 73595899 MLS

Fantastic opportunity for investors or homeowners looking to build equity in an incredible Gloucester location! Just minutes from Stage Fort Park, Half Moon Beach, Cressy's Beach, scenic waterfront walks, and downtown Gloucester's restaurants, shops, and vibrant harborfront. The main level features a living room, sunroom, and kitchen open to a dining area with a cathedral ceiling and skylight. A versatile flex room offers endless possibilities for a home office, additional sitting area, or whatever suits your needs. Upstairs, you'll find two bedrooms and a full bathroom. A separate one-car garage and newer roof add to the appeal. Bring your vision and explore the possibilities in a location that's hard to beat!

189 Western Ave, Gloucester, MA

$995,000

16 Beds ⋅ 10 Baths ⋅ 73595656 MLS

Great investment opportunity in downtown Gloucester. This existing two-family property is currently occupied by two long-term tenants, providing immediate rental income while you move forward with an approved expansion project. All city approvals are in place for approximately 4,200 square feet of additional building area, comprising four townhouse-style units, each with three bedrooms and 1.5 baths. As an added benefit, the seller has already obtained a quote from a modular construction company for the four proposed units. The level and mostly cleared lot is ready for the next stage of development. Continue collecting rent from the existing units while completing the construction process. Centrally located near downtown amenities and the MBTA Commuter Rail, this property offers a compelling combination of current income and future growth potential.

35-37 Sargent St, Gloucester, MA

$1,400,000

3 Beds ⋅ 4 Baths ⋅ 73595593 MLS ⋅ ['Village Of West Gloucester'] BLDG.

Welcome to The Village of West Gloucester, an exceptional 55+ community offering an elegant, low-maintenance lifestyle within a beautifully maintained enclave of just 34 residences. Surrounded by manicured grounds, mature trees, and colorful gardens, this spacious condominium offers the comfort of a single-family home with the convenience of condominium living. Offering approximately 3,900 square feet across three finished levels, this beautifully maintained residence combines gracious living spaces with a thoughtfully designed floor plan. A welcoming foyer introduces hardwood floors, generous room proportions, and timeless architectural details. The inviting living room features a fireplace and custom built-ins, while the formal dining room is ideal for entertaining. The well-appointed kitchen offers granite countertops, stainless steel appliances, a center island, and breakfast bar, opening to a sun-filled sitting area. A delightful screened porch overlooks the landscaped surroundings, perfect for morning coffee or relaxing summer evenings. A standout feature is the first-floor primary suite, offering the ease of main-level living with an eye toward aging in place. Cathedral ceilings, a walk-in closet, and private bath with double vanity and tiled shower complete this comfortable retreat. Upstairs, two additional bedrooms, a full bath, and generous sitting area provide flexibility for guests or a home office. The finished lower level offers an expansive family room with a second fireplace, dedicated exercise room, and third full bath. Additional highlights include central air conditioning, a two-car attached garage, and abundant storage. Enjoy professionally maintained landscaping, exterior maintenance, and snow removal, allowing more time to appreciate the surrounding natural beauty, nearby Wingaersheek Beach, and all that Cape Ann has to offer. An exceptional opportunity for gracious, carefree living in a peaceful West Gloucester setting.

1A Curlew Court Unit 1, Gloucester, MA

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Gloucester Real Estate

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