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$898,000
4 Beds ⋅ 2 Baths ⋅ 73556343 MLS ⋅ NEW Status
Character, charm and potential define this 1873 Italianate Colonial with a sensational water view beyond Gloucester Harbor and the breakwater. Owned by the same family for almost 100 years, this versatile property with a separate apartment – for guests, generational living or rental - is in a multi-family zone. Additional highlights include 2,203+ sf of living space, 4 bedrooms, 2 full baths, eat-in kitchen, enclosed front porch, and captivating period details like the built-in china cabinet in the generous dining room with a sweet bay window bump out, striking etched glass window and original woodwork and rosewood newel post. One-of-a-kind, the 3-story home also offers new owners the opportunity to create personalized living spaces from the lower level to the top floor with all 4 bedrooms or add more living space by expanding into the large backyard. Hardwood flooring and oversized windows accent many rooms in this classic property near the New Balance Stadium and picturesque harbor. Minutes to shops, dining, parks, and schools. Don’t miss this rare opportunity to be the new stewards of this versatile property!

32 Blynman Avenue, Gloucester

Listing courtesy of Listing Agent: Ann Rick Gloucester Group from Listing Office: J. Barrett & Company.
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 73544994 MLS ⋅ ACTIVE Status
One of the most extraordinary First Period homes still in private hands, the 1678 William Haskell House overlooks the same shimmering tidal marshes where William Haskell harvested salt hay more than 3 centuries ago. Set on 2½ acres of rolling lawns and marshes, the property includes the remarkably preserved original house, a substantial 1920s ell, and a magnificent antique barn. Largely untouched throughout its 340+ year history, the home offers an authentic glimpse into early New England life. A meticulous restoration has discreetly introduced modern wiring, plumbing, and geothermal heating while preserving the home's soul. Four bedrooms & 3 baths blend seamlessly into the historic fabric. The barn offers a beautifully finished entertaining room & covered porch overlooking the marshes; imagine drinks there at sunset and then dining inside below the antique timbers! An irreplaceable opportunity to become the next steward of one of New England's most remarkable historic properties!

11 Lincoln St, Gloucester

Listing courtesy of Listing Agent: Michael Selbst from Listing Office: Gibson Sotheby's International Realty.
$4,695,000
4 Beds ⋅ 4 Baths ⋅ 73542573 MLS ⋅ ACTIVE Status
Experience the best of Magnolia waterfront living at 16 Hesperus Circle. Situated at the center of a truly private landscape with unobstructed, breathtaking views of the Atlantic, this exceptional residence offers over 4,000 square feet of living space with 4 bedrooms and 3.5 baths. A flowing open layout is designed to maximize natural light and showcase the spectacular coastal setting, creating an ideal space for both everyday living and entertaining. Step outside to a stunning infinity pool overlooking the water, where endless ocean vistas provide the backdrop for unforgettable gatherings and quiet moments alike. Enjoy the rare combination of privacy and convenience, with Magnolia Beach, downtown Magnolia's shops and restaurants, and all that Cape Ann has to offer just a short walk away. A remarkable opportunity to own a premier waterfront home in one of Gloucester's most coveted seaside neighborhoods.

16 Hesperus Circle, Gloucester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.
$1,499,000
4 Beds ⋅ 3 Baths ⋅ 73534421 MLS ⋅ ACTIVE Status
Enjoy breathtaking, ever-changing ocean views stretching across Eastern Point and beyond. Set in one of Gloucester’s most picturesque locations, this charming property offers unobstructed water vistas and a truly memorable coastal lifestyle. Rich in character, the home is surrounded by lush, professionally landscaped gardens, a welcoming patio, beautiful flowering trees, and vibrant perennial beds. A private beach is just steps from your door, while stunning ocean views can be enjoyed from nearly every room and outdoor space. Wake each morning to spectacular sunrises over the water and spend your days taking advantage of endless opportunities for boating, swimming, and seaside relaxation. With sweeping views, exceptional natural beauty, and an unmatched setting, this is a rare opportunity to create a lifetime of cherished Gloucester memories.

69 Dolliver Neck Rd, Gloucester

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.
$1,249,000
4 Beds ⋅ 3 Baths ⋅ 73531534 MLS ⋅ ACTIVE Status
Breathtaking new construction SF home nestled in the serene Bay View area of Gloucester, offering the perfect blend of modern luxury and seaside charm. Masterfully designed with fine craftsmanship and a coastal lifestyle, this spacious 2,600 sq. ft. home features a seamless open-concept layout. The chef-inspired kitchen boasts a large center island flowing into a cozy family room anchored by a contemporary electric fireplace all just steps to the outside deck. A versatile den/dining room, half bth, and convenient mudroom off the attached 2-car garage complete the main level. Upstairs, retreat to your private primary suite oasis with a stylishly tiled custom shower. 3 additional generous bedrooms share a beautifully appointed full bath, alongside a dedicated home office and separate laundry room. Situated on a tranquil private road, enjoy views of Ipswich Bay. Take a leisurely stroll to the pristine sands of Plum Cove Beach. Don't miss this opportunity to live in this seaside community!

5 Ciaramitaro Ct, Gloucester

Listing courtesy of Listing Agent: Melissa Skomurski from Listing Office: Churchill Properties.
$619,900
4 Beds ⋅ 2 Baths ⋅ 73531280 MLS ⋅ ACTIVE Status
Next showing @ Open House on Sunday, June 14, 2026 12:30 PM - 2:00 PM Excellent opportunity for both investors and owner-occupants! This beautifully renovated two-family home is located just moments from downtown Gloucester. Recent updates include a new roof, replacement windows, and upgraded heating systems. Unit 1 has been completely renovated with brand-new kitchen & bathroom, while Unit 2 has also been tastefully updated. The property features separate heating systems, hot water, and updated electrical utilities for each unit. A recently installed fire alarm system provides added peace of mind. Conveniently located within walking distance of Gloucester's vibrant restaurants, shops, harbor, and train station.Both units are currently vacant, offering immediate rental income potential or flexibility for owner occupancy.Don't miss this turnkey investment opportunity in a prime Gloucester location!

15 Shepherd St, Gloucester

Listing courtesy of Listing Agent: Stephen Curcuru from Listing Office: MP Realty Group.
$1,725,000
4 Beds ⋅ 3 Baths ⋅ 73527694 MLS ⋅ ACTIVE Status
Offered for the first time in over six decades, 8 Atlantic Road is a beloved coastal retreat just 1/10 mile from the Good Harbor Beach footbridge. Its enviable East Gloucester location offers a rare opportunity on the Back Shore. The home retains its classic character and features a remarkably spacious primary suite. Out back, a beautifully landscaped, fenced yard unfolds around a large sparkling pool framed by lush gardens, a pool house, and a charming one-bedroom guesthouse. A truly lovely offering in one of Gloucester’s most desirable neighborhoods.

8 Atlantic Rd, Gloucester

Listing courtesy of Listing Agent: Brackett Janis Group from Listing Office: Engel & Volkers By the Sea.
$1,099,000
4 Beds ⋅ 2 Baths ⋅ 73523928 MLS ⋅ ACTIVE Status
This beautifully maintained home has been extensively updated, offering true move-in-ready living. The 1st floor features a stunning chef’s kitchen with quartz countertops, custom cabinetry, and quality finishes throughout. Also on the main level are a spacious bedroom, dining area, front-to-back living room with a new gas fireplace, full bath, and an exceptional sunroom overlooking the expansive deck and backyard. Upstairs, you'll find a generously sized primary bedroom, two additional bedrooms, and a second full bath. A standout feature is the 12' x 20' shed with electricity and plumbing, offering exciting potential as a guest suite, in-law space, private office, studio, or workshop. Just steps from the property, enjoy deeded/shared access to the scenic Little River (which flows into the Annisquam), where you can swim, launch kayaks or paddleboards, go clamming, or simply take in the water views and coastal charm that make this location so desirable.

43 Woodward Ave, Gloucester

Listing courtesy of Listing Agent: Barbara Dugan from Listing Office: Engel & Volkers By the Sea.
$2,699,000
4 Beds ⋅ 5 Baths ⋅ 73510015 MLS ⋅ ACTIVE Status
Exceptional waterfront living on the Mill River, this 2021-built contemporary home offers beautiful unobstructed riverfront views with glimpses extending toward Wingaersheek Beach and Ipswich Bay. Thoughtfully designed with 4 bedrooms and 4.5 baths, the home features an expansive open-concept layout centered around a dramatic great room that flows seamlessly onto a spacious deck, perfect for enjoying the ever-changing waterfront scenery. A chef’s kitchen with walk-in pantry anchors the main living space, complemented by high-end finishes and effortless indoor-outdoor living ideal for entertaining. Step outside to your private dock - an exceptional bonus - offering direct access to the Mill River for boating, kayaking, or paddleboarding right from your backyard. Additional highlights include a dedicated home office, oversized 2-car garage, and energy-efficient systems for modern comfort. A rare opportunity to own a nearly new waterfront home in a prime Gloucester location.

498 Washington St, Gloucester

Listing courtesy of Listing Agent: Atlee Alman from Listing Office: Vadala Real Estate.
$1,185,000
4 Beds ⋅ 3 Baths ⋅ 73488509 MLS ⋅ ACTIVE Status
Panoramic ocean views of Ipswich Bay & less than a mile to Plum Cove Beach! Experience coastal living at its finest in this beautifully renovated home featuring a brand-new kitchen with elevated design and craftsmanship. Take in breathtaking views of Ipswich Bay and enjoy unforgettable sunsets from your private rooftop deck.Inside, you'll find four spacious bedrooms, 2.5 updated baths, including an expansive primary suite complete with a generous walk-in closet. Recent improvements include a new boiler system, water heater, roof, and siding, offering peace of mind for years to come. Beyond the home, enjoy all that this sought-after neighborhood has to offer. Explore the scenic beauty of nearby Hodgkins Cove and the Marine Station, stroll across the iconic Annisquam Bridge & spend the day at the new neighborhood playground. With thoughtful updates throughout, unmatched views, and an exceptional location, this property is a rare opportunity to experience the very best of Gloucester

4 Ciaramitaro Ct, Gloucester

Listing courtesy of Listing Agent: Katelyn Ciaramitaro from Listing Office: Engel & Volkers By the Sea.
$599,000
4 Beds ⋅ 3 Baths ⋅ 73479118 MLS ⋅ ACTIVE Status
3 family investment property located in central Gloucester within close proximity to downtown, Burnham's playground and T station. Consists of 1 BR, 2 BR, and 1 BR apartments. 2 units have long term TAW tenants and one unit is currently vacant. Separate utilities for each unit. Enclosed fenced yard and patio area. 1 car off-street parking with room to create1-2 more spaces. Newer roof 2020. Low maintenance aluminum siding and landscaping.

113 Pleasant St, Gloucester

Listing courtesy of Listing Agent: Lane Team from Listing Office: North Shore's Gold Coast Realty.
$2,999,000
4 Beds ⋅ 5 Baths ⋅ 73433660 MLS ⋅ ACTIVE Status
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 in. Two serene primary suites—including one on the first floor for the ease of single-level living—feature spa-like baths with heated floors and soaking tubs. Expansive decks and a patio with gas hookups create ideal spaces for entertaining. With energy-efficient systems, EV and solar-ready infrastructure, and Wingaersheek’s crystal-clear waters and soft sand just steps away, this home is both a retreat and a destination.

226 Atlantic Street, Gloucester

Listing courtesy of Listing Agent: Nest | Syndi Zaiger Group from Listing Office: Compass.
$3,295,000
4 Beds ⋅ 3 Baths ⋅ 73421894 MLS ⋅ ACTIVE Status
OPEN HOUSE SAT JULY 25th 11AM - 1PM. DEEP WATER DOCK approx. 290 feet along with a renovated 4-bedroom 2 1/2 bath harbor front home on Smith's Cove. Are you looking for your own private dock? The dock comes is fully licensed with a Chapter 91 permit, providing legal compliance for the owner. Sits across the harbor from Rocky Neck, renowned for its artist colonies, galleries, shops, and restaurants, this home offers a front-row seat to the bustling, picturesque harbor and easy access to the vibrant cultural life of Gloucester's waterfront. The home has all the modern conveniences with a state-of-the-art kitchen and high-end appliances. A spacious primary bedroom suite over the heated garage includes its own bath, while two additional bedrooms feature walkout decks and a skylight in the fourth bedroom. There is another room that could be an office and is close to the main bedroom. There are two baths on the second level and a half bath with a washer-dryer on the first floor.

263 East Main Street, Gloucester

Listing courtesy of Listing Agent: Jeanne Carpenter from Listing Office: J. Barrett & Company.

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