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$719,000
3 Beds 2 Baths 73553389 MLS
Imagine living where every day feels like a vacation. Tucked away on a quiet dead-end street and abutting Stage Fort Park, this ideally located home offers the opportunity to enjoy one of Gloucester's most sought-after neighborhoods. Leave the car behind and take a short stroll to Half Moon Beach, Stacy Boulevard, Gloucester Harbor, downtown restaurants, boutique shopping, galleries, and waterfront events. Whether you're enjoying a morning walk along the shoreline, an afternoon at the beach, or breathtaking sunsets over the harbor, the Cape Ann lifestyle is at your doorstep. Offering approximately 2,072 square feet of living space with off-street parking, this property presents an exceptional opportunity to make it your own in a location where lifestyle and convenience come together. Property is being sold as is.

8 Windsor Ln, Gloucester

$519,000
2 Beds 1 Baths 73553100 MLS
Unique opportunity, intriguing potential & select views of Goose Cove. Adjoined properties at 62 & 64 Bennett St S are separately assessed parcels conveyed on 1 deed, offering 2 sep dways on a 20,600± square feet lot. 62 Bennett: 12,470± square ft habitable, single-story home last used as a 1-bdrm home, w/ approx 1465± square ft including the once-finished 2nd flr. The heated 2nd level offers potential to be completed as a spacious 20x22 primary bdrm w/ a deck overlooking Goose Cove. Additional features include a lge 9x37 front deck & multiple storage areas. 64 Bennett: 8149± sq ft lot w/ a separate dway & a 2 story barn/shed accessory bldg w/ a 16x17+- 1st fl & scuttle access to a 14x16+- 2nd fl. Buyers responsible for conducting their own due diligence regarding zoning, development potential, use, & buildability. Property is sold as-is. No warranties/representations made by Listing Agent or Seller. Subject to Conservator being granted a License to Sell. Open House Sunday, 7/26/26, 12-1:30.

62 Bennett St S, Gloucester

$539,900
2 Beds 1 Baths 73552333 MLS
Experience the charm of coastal living in beautiful Gloucester. This move-in-ready 2-bedroom, 1-bath home offers a warm, inviting atmosphere with comfortable living spaces and a cozy feel throughout. Situated on a corner lot, the property enjoys added curb appeal and a desirable setting. Whether you're looking for a year-round residence, a weekend escape, or a place to downsize, this home offers exceptional versatility. Gloucester is celebrated for its rich maritime history, picturesque harbor, sandy beaches, thriving arts scene, and renowned waterfront dining. Spend your days exploring local shops, enjoying fresh seafood, relaxing by the ocean, or taking in the natural beauty of one of New England's most cherished coastal communities. E-Staging Photos were used to showcase homes potential and photos have been edited

130 Centennial Ave, Gloucester

$365,000
2 Beds 2 Baths 73549964 MLS
Bring Your Vision to Life Near Good Harbor Beach! Nestled in a prime Gloucester location, this 1900-built home is ready for its next chapter. Offering 2 bedrooms, 1.5 baths, and 912 square feet of potential, this "contractor’s special" is the ultimate blank canvas for an investor, flipper, or savvy buyer looking to customize their dream coastal getaway. Location is everything here. You are just 1.1 miles from the soft sands of iconic Good Harbor Beach, a mere 0.8 miles to downtown Gloucester's vibrant dining and shopping scene, and seconds from easy highway access for a seamless commute. Whether you’re looking to renovate and hold as a high-yield summer rental, flip for profit, or build personal equity in a highly desirable beachside market, the bones and location are here. Bring your contractor, your design ideas, and make this coastal cottage shine again! Property being sold as-is. The seller will respond to any and all offers on Monday, July 20th by 5pm on Monday.

89 Friend St, Gloucester

$1,247,000
3 Beds 3 Baths 73547539 MLS
Welcome to this beautifully maintained home nestled in one of Magnolia's most desirable neighborhoods. From the front porch with ceiling fans to the landscaped gardens, this property offers timeless charm. Inside, enjoy a bright, open floor plan perfect for everyday living. The updated kitchen boasts modern finishes and flows seamlessly into the spacious living and dining area. Recently renovated bathrooms add exceptional luxury. The guest bath features a unique, lighted sea glass sink with a wave backsplash. The primary suite bath is a private oasis, boasting solid wood cherry cabinets, built-in hampers, a convenient tea station with a microwave, and a glass tile walk-in shower with a rain shower head and pull-down seat. Set in a private, peaceful setting, this move-in-ready home offers the perfect blend of comfort and convenience in an outstanding Magnolia location.

30 R Magnolia Ave, Gloucester

$1,250,000
4 Beds 3 Baths 73544994 MLS
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

$4,895,000
5 Beds 7 Baths 73535947 MLS
Perched above Ipswich Bay on a gentle rise in coveted Norwood Heights, this exceptional coastal retreat provides sweeping water views, spectacular sunsets & harbor activity. Warm, inviting & architecturally distinctive, this magnificent home features barrel-vaulted ceilings, refined fixtures & finishes throughout, a thoughtfully designed living space including a private guest wing, classic home office, chef’s kitchen w/ pantry, ocean-view sitting rooms & serene primary suite w/ water views from the bedroom & bath. Meticulously landscaped grounds enhance the uniquely private setting. Enjoy afternoon sun & ocean views from the side deck & morning sun on the expansive rear patio designed for entertaining. A detached 3-bay garage w/ lofted space & partially finished full basement offer endless possibilities. Norwood Heights is one of Annisquam's most sought-after enclaves, offering exclusive access to a private beach, walking paths & renowned Lighthouse Beach.

77 Norwood Heights, Gloucester

$1,499,000
4 Beds 3 Baths 73534421 MLS
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

$1,249,000
4 Beds 3 Baths 73531534 MLS
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

$599,900
3 Beds 1 Baths 73525198 MLS
ATTENTION CONTRACTORS! Step back in time and discover the charm and character of this rare antique home, originally the site of Procter Farm circa 1700. Set on a corner lot in Riverdale, this 3-bedroom center entrance Colonial offers timeless architectural details including wide pine floors, 5 fireplaces, and the warmth and craftsmanship only a property of this era can provide. An attached garage adds everyday convenience, while important updates including newer siding and vinyl replacement windows, an updated roof, gas boiler, and hot water tank offer a strong foundation for the next chapter. Rich with history and original character! A unique opportunity to own a significant piece of Gloucester history with endless possibilities for preservation, customization, and future value.

25 Poplar Street, Gloucester

$1,100,000
2 Beds 2 Baths 73521436 MLS
One of the oldest surviving homes in Annisquam, this historic First Period Colonial (circa 1717) is part of the property known as "The Old Castle." On Lobster Cove, this waterfront residence showcases a seasonal dock providing direct access. Located on the North Shore in Gloucester, the historic village of Annisquam offers a distinct coastal experience, distinguished by its narrow winding lanes, historic architecture, and a community atmosphere. Exceptional views are enjoyed both inside and out. Original craftsmanship has been preserved, including wide pine floors, woodwork, and two fireplaces. A sunroom along the water side was added and designed with three walls of full-length windows to watch the cove, with ample space for dining and multiple seating areas. The layout offers a bathroom on each floor, second-floor laundry, a back stairway, and third-floor bonus space. Practical updates include an updated heating system, replaced sunroom windows, basement work, and a repaired seawall.

65 Leonard Street, Gloucester

$518,000
3 Beds 1 Baths 73508350 MLS
Ideally located just moments from the iconic Stacy Boulevard, you'll love waterfront strolls, morning coffee by the harbor, the simple beauty of ocean breezes and all of the upcoming community events. Enjoy front-row access to some of the city’s most beloved coastal traditions - like the Horribles Parade which passes right by here! This in-town location offers unbeatable convenience, with shops, restaurants, and beaches all within easy reach. Surprisingly more spacious than sf suggests! Ample parking is a rare bonus for this area - making everyday living and hosting guests a breeze. Discover the “secret” sunset spot - an unexpected, peaceful retreat where the sky lights up at the end of the day. The property presents a fantastic opportunity to build equity and customize a space to your exact taste. In a market where move-in ready homes command a premium, this is your chance to invest wisely and create something truly your own. Lower utility costs with OWNED solar panels.

105 Centennial Ave, Gloucester

$4,595,000
5 Beds 3 Baths 73503067 MLS
Presenting a rare waterfront Eastern Pt compound spanning 3 contiguous parcels, ideally located between the yacht club and iconic lighthouse. This unique offering includes two single-family homes and a charming bunkhouse. 127 features a two-story, 2-BR home with a flexible first floor: 2 BRs, den, and screened porch which can comfortably host additional sleeping, and the stunning second-floor features an open-concept kitchen, dining, and living area with cathedral ceiling and a 30-foot wraparound deck. 129 is a single level, 3-BR bungalow with an updated kitchen, open living/dining, sunroom, and spacious wraparound deck. Completing the property, 131 has the delightful 11' x 15“ bunkhouse (has electricity, no plumbing), and is outfitted with 4 beds and a waterfront window that opens to an outdoor bar. A one-of-a-kind coastal retreat, with character and versatility - perfect for hosting family and guests. Attached is a feature sheet that provides detailed information about each parcel.

127-131 Eastern Point Blvd, Gloucester

$1,185,000
4 Beds 3 Baths 73488509 MLS
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

$1,225,000
3 Beds 3 Baths 73482119 MLS
Moments from the pristine shores of Wingaersheek Beach, this beautifully maintained three bedroom, two and a half bath home offers the perfect weekend retreat, seasonal escape, or year round coastal residence. Set in a picturesque setting with views of the Jones River, the property is filled with natural light and features hardwood floors with comfortable living spaces throughout including a kitchen open to the dining area and a family room with fireplace. The second level features three bedrooms and two full baths, including the primary suite. Outside, established perennial gardens and inviting outdoor spaces create a wonderful setting for relaxing or entertaining. Unfinished basement houses utilities & storage space. Two car garage beneath the home provides convenient parking and additional storage. Thoughtfully updated throughout, the home offers a low maintenance coastal lifestyle just moments from one of Cape Ann’s most beloved beaches.

178 Atlantic Street, Gloucester

$3,295,000
4 Beds 3 Baths 73421894 MLS
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

$1,999,000
5 Beds 4 Baths 73397445 MLS
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 across the water for a beach day, or gathering clams right from your shoreline, this property delivers a true coastal lifestyle. Inside, the ambiance is both airy and intimate, perfect for hosting family or enjoying quiet evenings. The main house exudes a nautical elegance, with a layout that evokes the feeling of life aboard a luxury vessel. A separate apartment above the garage provides private accommodations for guests, and the partially finished upper level offers opportunities to tailor the home to your future needs.

672 Washington Street, Gloucester

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