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$415,000
1 Beds ⋅ 1 Baths ⋅ 73554209 MLS ⋅ ACTIVE Status ⋅ ['Whittemore House Condominium'] BLDG.
In the heart of Gloucester's historic district, this beautifully updated condominium offers exceptional year-round or seasonal living. The historic Whittemore House, originally built in 1760, was converted into six residences in 2006, retaining much of its original character. Quiet and sun-filled, this meticulously maintained one bedroom home offers city views and features hardwood flooring, raised paneled walls, original moldings, cherry cabinetry, stainless steel appliances including a new induction stove, and a generous bedroom with walk-in closet. Just steps from Stacy Boulevard, Pavilion Beach, Half Moon Beach, Stagefort Park, and downtown shops and restaurants, this offering includes a deeded parking space, laundry and private storage in the basement. Take advantage of coveted resident beach parking for Good Harbor and Wingaersheek Beaches. A turnkey retreat just moments from Gloucester's working waterfront, beaches, galleries, restaurants, and the coastal character of America’s oldest seaport.

17 Washington Street Unit 4, Gloucester

Listing courtesy of Listing Agent: Mai Richmond from Listing Office: LandVest, Inc., Ipswich.
$519,000
2 Beds ⋅ 1 Baths ⋅ 73553100 MLS ⋅ ACTIVE Status
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

Listing courtesy of Listing Agent: Gary Blattberg from Listing Office: RE/MAX Beacon.
$314,900
2 Beds ⋅ 1 Baths ⋅ 73551541 MLS ⋅ ACTIVE Status
Welcome to the Residences at Cape Ann! Top floor Garden-level 2-bedroom, 1-bathroom condo with 2 deeded off-street parking spaces and river views on Cape Ann. This 733-square-foot unit features a brick exterior, a porch, hot water baseboard heat, and wall AC. The condo fee includes heat, hot water, water, sewer, master insurance, and access to the swimming pool, exercise room, clubroom, and on-site laundry with river views. Access nearby to Rt. 128 which connects to the North Shore and Greater Boston, and the Gloucester commuter rail station is a short drive away. A solid entry point into condo ownership in Gloucester!

145 Essex Ave Unit 424, Gloucester

Listing courtesy of Listing Agent: Fermin Group from Listing Office: Century 21 North East.
$499,000
1 Baths ⋅ 73550978 MLS ⋅ ACTIVE Status
Busy, clean Pizza business for sale for $499,000. Fantastic location with large traffic count in downtown area. All equipment included and in great shape. List of equipment can be provided. Two pizza ovens along with all necessary equipment. Walk in cooler, grease trap,9 tables and bench, and full security system. Must be seen! The monthly rent will be $4,000 plus 25% of NNN costs. Toast POS system. 25-30 seats. Plenty of off-street parking.

00 Pizza St., Gloucester

Listing courtesy of Listing Agent: Timothy M. Barry from Listing Office: Barry Realty Group.
$319,000
1 Baths ⋅ 73544618 MLS ⋅ ACTIVE Status ⋅ ['Ocean Breeze Condominiums'] BLDG.
Location, Location and Location and value. This charming top floor condo offers an incredible opportunity to own in the picturesque, seaside village of Magnolia for $319,000. A short distance to Magnolia Beach, Magnolia Pier and Coolidge Reservation, this home delivers the coastal lifestyle you've been looking for. Inside you'll find hardwood floors, a spacious kitchen with granite countertops, and an efficient inviting layout. Step outside to your expansive private deck and enjoy beautiful ocean views, the perfect place to relax or entertain. Additional amenities include in-building laundry, a deeded parking space, and heat and hot water included in the condo fee. On the site of Magnolia’s legendary Oceanside Hotel, this appealing pied-à-terre is ideal as a year-round residence, extra room for guests, quick weekend-vacation getaway, or an income producing investment property. Truly a rare opportunity for savvy buyers.

54 Lexington Ave Unit 32, Gloucester

Listing courtesy of Listing Agent: Nancy Peterson from Listing Office: J. Barrett & Company.
$280,000
2 Beds ⋅ 1 Baths ⋅ 73543025 MLS ⋅ ACTIVE Status
First floor corner, end unit, 3 walls of windows abutting the woods. All appliances included. Fridge, stove/oven, microwave, washer dryer. 2 bed 1 bath with low, all inclusive monthly HOAs. Unit comes with 1 assigned parking space directly in front. TURN KEY condo for sale in Gloucester. Amazing location - T station, downtown Gloucester, waterfront, beaches, RT 128 accessible. Everything is so close, but this condo is in a private, well manicured community, on a quiet dead end street, first floor corner unit with 3 walls of windows abutting the forest. Back door leads to wooded patio area in the back. 2 bedrooms, 1 bath. Washer dryer in unit included. All appliances included: stainless steel dishwasher, fridge, oven, stove, microwave All new windows and blinds included. Pets OK (breed restrictions). Includes 1 parking spot (incl beach stickers). HOA includes insurance, maintenance, water, trash, snow plowing and more.

16 Cleveland Place Unit 8, Gloucester

Listing courtesy of Listing Agent: Jonathan Minerick from Listing Office: homecoin.com.
$309,000
1 Beds ⋅ 1 Baths ⋅ 73536901 MLS ⋅ ACTIVE Status ⋅ ['Heights Of Cape Ann'] BLDG.
Enjoy peaceful views of the scenic Annisquam River from bedroom and living room of this beautifully and recently renovated one bedroom condo. Built on a knoll, the complex offers expansive and breathtaking views of not only the river, but the Gloucester city-scape beyond. Enjoy the in-ground pool with clubhouse, barbecue area and firepit. A stand alone fitness center is open 24 hrs. Picnic area overlooks the river. New features include bedroom carpeting, pergo flooring, all upper and one lower kitchen cabinets. Fully applianced kitchen with new microwave. Updated lighting throughout. The sparkling bathroom has a new faucet and a repaired and refitted bathtub. Even the front door has a push lock. Nearby Stage Fort Park on Gloucester Harbor offers something for everyone including sandy beaches, state of the art playground, trails, tennis courts, ball fields, gazebo for evening band concerts and a dog park. Marinas, restaurants and commuter rail are nearby as is 500 acre Ravenswood Park

145 Essex Ave Unit 405, Gloucester

Listing courtesy of Listing Agent: Carole Sharoff from Listing Office: AVH Realty.
$455,000
2 Beds ⋅ 1 Baths ⋅ 73536134 MLS ⋅ ACTIVE Status
**Price Improvement and Motivated Seller** Charming Gloucester home offering incredible potential with sought-after NB zoning, ideal for homeowners, investors, or those seeking a condo alternative without the fees. Enjoy close proximity to beautiful beaches, downtown, restaurants, shopping, schools, local attractions, and major highways for easy commuting. This property features a fenced-in backyard, perfect for entertaining, pets, or outdoor enjoyment. The spacious basement offers strong potential to be finished for additional living space, while existing pellet stove venting provides an easy option for future supplemental heat. Additional highlights include attic storage, a newer water heater, and flexible opportunities for expansion or customization. A wonderful opportunity to own in one of the North Shore’s desirable coastal communities.

157 Maplewood Ave, Gloucester

Listing courtesy of Listing Agent: Jaclyn Ferraro from Listing Office: REMAX Andrew Realty Services.
$489,000
2 Beds ⋅ 1 Baths ⋅ 73526608 MLS ⋅ ACTIVE Status
Just moments from beloved Plum Cove Beach, where spectacular sunsets and coastal beauty become part of everyday life, this newly renovated ground level condominium offers a turnkey opportunity in one of Gloucester's most sought-after seaside settings. Fresh, clean, and thoughtfully updated, the home features stone countertops, a dedicated office nook, and a new washer/dryer combo for modern convenience. An efficient layout maximizes every square foot, while a detached workshop/studio provides endless possibilities for artists, hobbyists, fitness enthusiasts, or storage for kayaks, paddleboards and beach gear. A private outdoor area, located a short distance from the unit, offers valuable additional space for gardening, boat storage or outdoor recreation. Whether you’re seeking a year-round residence, weekend retreat, or summer getaway, this low-maintenance property delivers exceptional access to the beach and all that Cape Ann has to offer.

6 Mt Locust Place Unit 2, Gloucester

Listing courtesy of Listing Agent: Sara Seber from Listing Office: Engel & Volkers By the Sea.
$579,000
3 Beds ⋅ 1 Baths ⋅ 73523756 MLS ⋅ ACTIVE Status
Location Location Location!!! Don't miss this opportunity to purchase this 3 bedroom home with first and second floor Harbor views, next to Stacey Boulevard. Minutes away from almost everything, the Fisherman’s Memorial, Pavilion Beach, Half Moon Beach, Stage Fort Park, Main St, Commuter Rail, and so many more restaurants and festivities to mention. This is a perfect vacation home or an amazing vacation rental, such as Airbnb. No Showing until the first Open House Sunday May 31st 11:30am – 1:30pm.

4 Lewis Ct, Gloucester

Listing courtesy of Listing Agent: Walter Zenkin from Listing Office: The Zenkin Realty Group LLC.
$995,000
1 Beds ⋅ 1 Baths ⋅ 73522580 MLS ⋅ ACTIVE Status ⋅ ['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 unobstructed 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.
$995,000
1 Beds ⋅ 1 Baths ⋅ 73522248 MLS ⋅ ACTIVE Status ⋅ ['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 unobstructed 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.
$295,000
1 Beds ⋅ 1 Baths ⋅ 73517482 MLS ⋅ ACTIVE Status
Experience the best of coastal living in the heart of Downtown Gloucester! Ideally located just moments from restaurants, cafés, shopping, entertainment, the waterfront, beaches, and the train, this charming top-floor 1-bedroom condo offers the perfect blend of convenience, comfort, and style. Filled with natural light, this sunny home features an open-concept living, dining & kitchen area that feels spacious and inviting. The beautifully updated kitchen showcases new cabinetry, countertops, and appliances, hardwood flooring throughout adds warmth and character. Upgrades include an updated bath and a new energy-efficient mini-split system for year-round comfort. Enjoy relaxing on your private, cozy back deck. Part of a newly converted 2 unit condominium property, this home is also available as part of a multi-family offering. Whether looking for the perfect weekend getaway, investment opportunity, or year-round residence, this unbeatable location means you can leave the car behind!

141 Prospect St Unit B, Gloucester

Listing courtesy of Listing Agent: Kathleen McHugh from Listing Office: Churchill Properties.
$279,000
1 Beds ⋅ 1 Baths ⋅ 73517477 MLS ⋅ ACTIVE Status
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. 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 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.
$750,000
1 Beds ⋅ 1 Baths ⋅ 73515187 MLS ⋅ ACTIVE Status
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.
$549,000
1 Baths ⋅ 73511195 MLS ⋅ ACTIVE Status
Station Place Condos are a great location for any type of retail business! It is currently being rented by an optical shop as a Tenant at Will. It is centrally located next to the T Station, bus stop, restaurants, convenience stores, florist, and the downtown area of beautiful Gloucester. You can walk to the boulevard, city hall and many neighboring homes and businesses. There is great visibility, easily accessible, two deeded parking spots, street parking and extra spots out back. The second and third floors are residential condos. Great opportunity for a current or new business with a high traffic flow all day long!

29 Railroad Ave Unit 2A, Gloucester

Listing courtesy of Listing Agent: Grace Ciaramitaro from Listing Office: J. Barrett & Company.
$518,000
3 Beds ⋅ 1 Baths ⋅ 73508350 MLS ⋅ ACTIVE Status
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.
$299,000
1 Beds ⋅ 1 Baths ⋅ 73506599 MLS ⋅ ACTIVE Status
Handicap Assessable Unit. Spacious corner unit at Pondview Village offering added privacy, an open layout, accessible and mobility-friendly living. Entry foyer with in-unit stackable washer/dryer. The bedroom features a double closet and views of the A. Piatt Andrew Bridge. Updated kitchen with lowered countertops and brand-new appliances, including cooktop, refrigerator, and dishwasher. Freshly painted, move-in condition. The bathroom includes a walk-in shower with handrails. Bright living area with tranquil views of Lower Banjo Pond. Epoxy flooring throughout much of the unit for ease of movement. Additional features include a new water heater and a dedicated storage unit. This unit includes a parking space in the garage. Conveniently located near Route 128 and just minutes to the Stacy Boulevard and Downtown Gloucester for dining, shopping, and waterfront access.

24 Cobblestone Lane Unit 401, Gloucester

Listing courtesy of Listing Agent: Ron Goulart & Jennifer Anderson from Listing Office: RE/MAX Beacon.
$369,000
2 Beds ⋅ 1 Baths ⋅ 73493217 MLS ⋅ ACTIVE Status ⋅ ['14 Spring Street Condominium'] BLDG.
Seller is offering a $10,000 closing cost credit. Perfectly positioned in the heart of historic downtown Gloucester, this sun-filled 2-bedroom,1-bath Colonial townhouse-style pet friendly condo with designated parking offers the ideal blend of charm, updates, and location. The home features hardwood flooring in the kitchen, living area, and stairs, along with carpeting in both bedrooms. Skylights bring in natural light while offering glimpses of 10 Pound Island, creating a bright and inviting atmosphere. The kitchen is appointed with granite countertops and stainless steel appliances, while the bathroom showcases tasteful tile work and modern finishes. Additional highlights include in-unit washer and dryer and a truly move-in-ready condition.Enjoy distant ocean views and unbeatable convenience just steps to Main Street’s restaurants, shops, and public transportation, with easy access to Good Harbor Beach and Pavilion.

14-R Spring St Unit 3, Gloucester

Listing courtesy of Listing Agent: Jarvid Cortes from Listing Office: Keller Williams Realty Evolution.
$599,000
1 Beds ⋅ 1 Baths ⋅ 73482519 MLS ⋅ ACTIVE Status
Located on iconic Rocky Neck, this charming seaside penthouse retreat offers water views of Smith Cove and Gloucester Harbor. Vaulted ceilings, and thoughtfully crafted custom design details create an inviting and truly one-of-a-kind home. Located just moments from beloved galleries, boutiques, and restaurants, allowing you to fully immerse yourself in the vibrant lifestyle of one of the North Shore’s most sought-after waterfront communities. Enjoy morning coffees and unforgettable sunsets from the newly renovated deck overlooking the harbor. The oversized bedroom (19.5 x 14) provides incredible versatility, with the potential to create a second bedroom, while the utility/water room offers an easy opportunity to add a half bath. In-unit laundry and basement storage add to the convenience. Don’t miss this special chance to live in the heart of the country’s oldest working art colony, where coastal charm, history, and inspiration meet. Open House Sunday, 7/26 1:00-2:30

60 Rocky Neck Ave Unit 202, Gloucester

Listing courtesy of Listing Agent: Ginger Attaya from Listing Office: Gibson Sotheby's International Realty.
$325,000
1 Baths ⋅ 73457677 MLS ⋅ ACTIVE Status
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.

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