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53 Western Ave, Gloucester
$1,500,000
9 Beds ⋅ 6 Baths ⋅ 73523156 MLS
Step into a piece of history overlooking Gloucester Harbor. Built in 1741 as a single family home, the property is currently used as an inn/multi unit property offering an expansive 4610 square feet of living space. Large exposed beams and unique features throughout. Conversion back to a single family would create a very stately captains house. Discover the enduring charm and potential of this historic Gloucester residence in the heart of America’s oldest seaport.

53 Western Ave, Gloucester

Listing courtesy of Listing Agent: Michael Beaton from Listing Office: Churchill Properties.
64 Rocky Neck Ave Unit C, Gloucester
$869,000
1 Beds ⋅ 1 Baths ⋅ 73522580 MLS ⋅ ['Habror Haven At Rocky Neck'] BLDG.
Dock, Dine & Drift Away at Harbor Haven. This newly-created condominium offers a rare opportunity to embrace the quintessential Cape Ann waterfront lifestyle. Tucked away in a secluded harborfront setting, COMPLETE WITH an exclusive seasonal deep-water boat slip accommodating up to a 25-foot vessel—allowing easy access from your private deck to the open waters of Gloucester Harbor and beyond! Enjoy mesmerizing water/cityscapes, gentle sea breezes, and a tranquil backdrop that feels worlds away, yet is convenient to vibrant galleries, restaurants, and the maritime charm of Rocky Neck. Thoughtfully refreshed, the residence features A/C, quartz countertops, stainless steel appliances, refinished hardwood floors and individually-metered municipal water service. Envisioning a weekend retreat, pied-à-terre by the sea, year-round waterfront residence, or an investment addition to your portfolio? Harbor Haven is an exceptional offering in one of Cape Ann's most iconic coastal locations.

64 Rocky Neck Ave Unit C, Gloucester

Listing courtesy of Listing Agent: Janet Breiter from Listing Office: Keller Williams Realty Evolution.
64 Rocky Neck Ave Unit B, Gloucester
$925,000
1 Beds ⋅ 1 Baths ⋅ 73522248 MLS ⋅ ['Habror Haven At Rocky Neck'] BLDG.
Dock, Dine & Drift Away at Harbor Haven. This newly-created condominium offers a rare opportunity to embrace the quintessential Cape Ann waterfront lifestyle. Tucked away in a secluded harborfront setting, COMPLETE WITH an exclusive seasonal deep-water boat slip accommodating up to a 25-foot vessel—allowing easy access from your private deck to the open waters of Gloucester Harbor and beyond! Enjoy mesmerizing water/cityscapes, gentle sea breezes, and a tranquil backdrop that feels worlds away, yet is convenient to vibrant galleries, restaurants, and the maritime charm of Rocky Neck. Thoughtfully refreshed, the residence features A/C, quartz countertops, stainless steel appliances, refinished hardwood floors and individually-metered municipal water service. Envisioning a weekend retreat, pied-à-terre by the sea, year-round waterfront residence, or an investment addition to your portfolio? Harbor Haven is an exceptional offering in one of Cape Ann's most iconic coastal locations.

64 Rocky Neck Ave Unit B, Gloucester

Listing courtesy of Listing Agent: Janet Breiter from Listing Office: Keller Williams Realty Evolution.
141 Prospect St, Gloucester
$574,000
2 Beds ⋅ 2 Baths ⋅ 73517492 MLS
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.

141 Prospect St, Gloucester

Listing courtesy of Listing Agent: Kathleen McHugh from Listing Office: Churchill Properties.
141 Prospect St Unit A, Gloucester
$279,000
1 Beds ⋅ 1 Baths ⋅ 73517477 MLS
Live the ultimate coastal lifestyle in the heart of Downtown Gloucester! Perfectly located just moments from vibrant restaurants, waterfront dining, beaches, shopping, entertainment, and the train station, this beautifully renovated one-bedroom condo offers convenience, charm, and modern comfort all in one. Step inside to discover a bright and inviting open-concept living, dining, and kitchen space designed for easy everyday living. The stunning new kitchen features stylish cabinetry, updated countertops, and brand-new appliances, while the bathroom boasts a gorgeous shower, storage, and beautiful finishes. Additional improvements have just been completed, these include additional insulation, vapor barrier and new dehumidifier system. A perfect get-away or primary residence, no car needed in this convenient location! Part of a newly converted 2 unit condominium property, this home is also available for sale as part of a multi-family offering.

141 Prospect St Unit A, Gloucester

Listing courtesy of Listing Agent: Kathleen McHugh from Listing Office: Churchill Properties.
38 Revere Street, Gloucester
$685,000
1 Beds ⋅ 1 Baths ⋅ 73515187 MLS
Artist's Cottage — Annisquam/Back Bay, Gloucester. Originally built as an artist's barn, this magical one bedroom cottage sits on nearly an acre of land in one of Cape Anns most beautiful neighborhoods. Enjoy sunrises near the ocean, watch the stars appear at night, and step outside to gardens lovingly cultivated with organic care for over 25 years. A haven for sailors, kayakers, gardeners, writers, and dreamers. Make this your year round or perfect weekend get away spot. Perched atop a hill and safely above coastal storms, yet minutes from Gloucester's finest beaches, quarries, and so many hiking trails. The privacy, beauty and convenience is unmatched. Zoned R-40 with town water and sewer and two potential driveways — build your dream home and use the cottage for guests, studio space, or explore ADU or subdivision potential. Minutes to Annisquam Village and Plum Cove Beach. Come live by the ocean.This diamond is a rare find and won't be on the market long!

38 Revere Street, Gloucester

Listing courtesy of Listing Agent: Krista Julian from Listing Office: Coldwell Banker Realty - Manchester.
18R Starknaught Heights Unit A, Gloucester
$1,850,000
3 Beds ⋅ 4 Baths ⋅ 73510260 MLS
Perched above the Atlantic, this brand-new luxury condo at The Overlook offers breathtaking views of the crashing waves and surfers at Good Harbor Beach. This is the last remaining opportunity to own in Gloucester’s most sought-after new development, The Overlook. Designed to maximize its dramatic elevation, the home features panoramic ocean vistas from every level. The interior is a study in light and volume, boasting soaring cathedral ceilings and a sophisticated 3-BR, 3.5-BA layout. The crowning jewel is the top-floor roof deck and flex suite with a wet bar—the ultimate setting for a high-end home office, art studio, or sunset lounge. Outside, expansive decks and a private rear patio offer seamless indoor-outdoor entertaining and provides places to relax and enjoy the views. With premium finishes and a track record of high demand, the peak of coastal living has arrived. Grab your surfboard and head to Good Harbor Beach or enjoy the view from your own home.

18R Starknaught Heights Unit A, Gloucester

Listing courtesy of Listing Agent: Nest | Syndi Zaiger Group from Listing Office: Compass.
4 Langsford Street, Gloucester
$715,000
2 Beds ⋅ 2 Baths ⋅ 73510157 MLS
NEWLY PRICED!.... OPEN HOUSE: Saturday Oct. 31 12:00-1:30....Tucked away just steps from Lane’s Cove, this enchanting coastal retreat offers the perfect blend of charm, comfort, and adventure. Whether you're seeking a year-round home or a weekend escape, you'll love the easy access to kayaking, paddleboarding, waterfront walks, and the natural beauty that makes this corner of the coast so special. Inside, beautiful wood floors flow throughout the home, complemented by a spacious living room, dining room, and kitchen designed for relaxed everyday living. A wood pellet stove creates a warm and inviting atmosphere during the cooler months, making this a home to enjoy in every season. Upstairs, two large bedrooms with vaulted ceilings feel like a peaceful sanctuary perched among the trees, with seasonal ocean peaks that serve as a reminder of how close you are to the water's edge. Outside, a spacious second floor deck, private yard, enclosed outdoor shower, and sweet garden shed complete the coastal lifestyle experience. Offering quintessential Lanesville character, privacy, and an unbeatable location at an exceptionally attractive price point, this hidden gem is impossible to forget! A rare find that captures the essence of coastal living without compromise! Please DO NOT park in driveway.

4 Langsford Street, Gloucester

Listing courtesy of Listing Agent: Kathleen McHugh from Listing Office: Churchill Properties.
498 Washington St, Gloucester
$2,599,000
4 Beds ⋅ 5 Baths ⋅ 73510015 MLS
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.
105 Centennial Ave, Gloucester
$499,999
3 Beds ⋅ 1 Baths ⋅ 73508350 MLS
A great starter property has one core job: to get you in the game. 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

Listing courtesy of Listing Agent: Nice to be Home Group from Listing Office: RE/MAX Beacon.
3 Colburn St Unit 1, Gloucester
$1,549,000
3 Beds ⋅ 3 Baths ⋅ 73501723 MLS
New Construction — A rare opportunity to own one of only two beautiful oceanside units across from Hodgkins Cove. Built by the Larkin Family Builders, known for high-end quality workmanship, this light-filled coastal home offers wonderful ocean views, an open living space, gourmet kitchen, striking fireplace, designer finishes, private outdoor areas, and four covered parking spaces beneath the building. Peaceful, stylish, and just moments from downtown Gloucester, this is a special coastal retreat buyers will want to see in person. Builder is offering a 2% closing cost credit through the end of 2026.

3 Colburn St Unit 1, Gloucester

Listing courtesy of Listing Agent: Phyllis Larkin from Listing Office: Larkin & Larkin Real Estate.
178 Atlantic Street, 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

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.
5 Samoset Rd Unit B, Gloucester
$998,000
2 Beds ⋅ 4 Baths ⋅ 73466532 MLS ⋅ ['5 Samoset Road Condominium'] BLDG.
Great New Pricing, on this one remaining luxurious unit at 5 Samoset Rd that present an unparalleled opportunity to experience refined living within its open concept floorplan with sunset views out over the Little River Estuary to the Annisquam River. The custom McCormick kitchen is a culinary dream with a large island, perfect for both casual dining and entertaining; featuring integrated paneled Bosch appliances, shaker cabinets, and stone countertops that blend seamlessly, creating a space that is as functional as it is beautiful. Solid White oak flooring throughout. All 3.5 baths feature Kohler fixtures and beautiful stone tile work. Large primary suite includes "wet room" experience ceiling-mounted rainhead shower along with a freestanding tub. The top floor can used as a second BR w/ its own full bath and walk-in closet or as the perfect getaway, the views across Ipswich Bay are unparalleled. The outside is landscaped with perennial plantings, native granite pathway & lush lawn. Large garage with work area 1/2 bath and storage Access to the River for swimming and boating.

5 Samoset Rd Unit B, Gloucester

Listing courtesy of Listing Agent: Ann Rick Gloucester Group from Listing Office: J. Barrett & Company.
43 High St Unit B, Gloucester
$909,999
3 Beds ⋅ 3 Baths ⋅ 73461781 MLS
Enjoy coastal living at its finest in this new construction Townhouse with ocean views in sought-after Lanesville! Almost 2400 sq ft of luxury living. Large open floor plan. Enjoy your top of the line eat in kitchen with a gorgeous island. Sun filled living room with sliders out to your private deck. Half bath on 1st floor. Upper level consists of 3 large bedrooms. Primary bedroom has his and her sink. Full bathroom and incredible ocean views. Laundry room on upper level for convenience. Lower level is finished with sliders out to a private Patio. 1 car garage under and 2 car detached garage. Seller willing to buydown the mortgage rate of this home. One year American Home Shield Warranty included. PLEASE SET UP SHOWINGS THRU SHOWINGTIME

43 High St Unit B, Gloucester

Listing courtesy of Listing Agent: Bob DeVito from Listing Office: Cameron Real Estate Group.
197 E. Main Unit 1, Gloucester
$250,000
1 Baths ⋅ 73457677 MLS
Iconic and storied East Gloucester location with amazing potential! First floor commercial condo unit is formerly Duckworth's Bistrot. This space could be a restaurant, office or business. Consists of a large great room with beautiful floor to ceiling windows, half bath, kitchen and washroom. Outdoor space currently holds a walk-in refrigerator but could be a patio space. You are in the heart of East Gloucester with Smith Cove on your doorstep, North Shore Art Association around the corner and Rocky Neck minutes away.

197 E. Main Unit 1, Gloucester

Listing courtesy of Listing Agent: Andree Gillian Group from Listing Office: Engel & Volkers By the Sea.
226 Atlantic Street, Gloucester
$2,999,000
4 Beds ⋅ 5 Baths ⋅ 73433660 MLS
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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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