Gloucester Real Estate

Welcome to Gloucester, Massachusetts – a charming coastal city that beautifully blends rich history with breathtaking natural beauty. Nestled in Essex County along the scenic North Shore, Gloucester is renowned for its vibrant maritime heritage, making it a beloved destination for both residents and visitors alike.

Founded in 1623, Gloucester is one of the oldest seaports in America, and its storied past is reflected in the picturesque architecture that lines its streets. Stroll through the historic downtown area, where you’ll find an array of boutique shops, art galleries, and delightful eateries serving fresh seafood caught right from the Atlantic Ocean. Don’t miss the iconic Fishermen's Memorial, a tribute to the city’s fishing industry and its resilient community.

Nature lovers will find paradise in Gloucester, with its stunning beaches, rocky shorelines, and lush parks. Visit Good Harbor Beach or Wingaersheek Beach for sun-soaked days, or take a scenic hike at Cape Ann’s beautiful trails, offering panoramic views of the ocean. For those interested in marine life, the area is a hotspot for whale watching and offers various boat tours that let you experience the beauty of the Atlantic firsthand.

Gloucester also hosts vibrant festivals throughout the year, including the famous Gloucester Schooner Festival, celebrating its maritime culture. With a welcoming community, excellent schools, and a perfect blend of urban and rural living, Gloucester is an ideal place to call home. Whether you’re looking for a seaside retreat or a bustling community, Gloucester is waiting to welcome you with open arms!

Newest Listings in Gloucester

$539,000

2 Beds ⋅ 2 Baths ⋅ 73554673 MLS ⋅ ['Wesley Condominium'] BLDG.

At 180 Prospect St U:7 in Gloucester, MA, this 2 bedroom / 2 bathroom condominium presents a refined living experience across 1575 square feet. This attractive property, maintained in great condition, offers an exceptional opportunity for discerning individuals seeking sophisticated urban living. The kitchen is thoughtfully appointed with stainless steel appliances, providing a functional and elegant space for culinary pursuits. This residence encompasses two well-proportioned bedrooms and two full bathrooms, offering comfortable and private accommodation. Entrance on the first floor of a four-story Unit, the property also features a common area porch, ideal for relaxation. Experience coastal living in this beautifully maintained condominium in scenic Gloucester, MA. This bright and inviting Unit offers an open-concept layout filled with natural light, creating a comfortable space for both everyday living and entertaining. The spacious primary suite features a private full bath, while the bonus room provides flexibility for guests, a home office, or family. Enjoy the beauty of Cape Ann from your elevated vantage point, with easy access to Gloucester's renowned beaches, harbor, downtown shops, restaurants, galleries, and waterfront attractions. Whether you're searching for a year-round residence, weekend retreat, or investment opportunity, this move-in-ready condominium Unit combines comfort, convenience, and the best of North Shore coastal living.

180 Prospect St Unit 7, Gloucester

$415,000

1 Beds ⋅ 1 Baths ⋅ 73554209 MLS ⋅ ['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

$675,000

3 Beds ⋅ 2 Baths ⋅ 73554033 MLS ⋅ ['Harbour Gateway Condominium'] BLDG.

Experience coastal living in this beautifully appointed townhouse-style condominium in desirable East Gloucester, just moments from Good Harbor and Niles Beaches, Rocky Neck, Bass Rocks Golf Club, marinas, restaurants, and downtown Gloucester. The open-concept living, dining, and kitchen area features rich walnut floors, marble countertops, glass tile backsplash, stainless steel appliances, and a gas fireplace. A private composite deck overlooks a Beacon Hill-style garden, creating a peaceful outdoor retreat. The main level offers a bedroom currently used as a home office and a full bath, providing the option for single-level living. Upstairs, the spacious primary suite features cathedral ceilings, a gas fireplace, walk-in closet, and renovated bath with dual vanities and a walk-in shower. A generous third bedroom and second-floor laundry complete the upper level. Additional features include a detached one-car garage, central air, abundant natural light, and California shutters throughout the main living area. Recent improvements include a new roof (2018), boiler (2021), insulation upgrades, central air-conditioning unit (2023), renovated primary bath (2023), exterior painting and trim replacement (2025), and dishwasher (2025). Enjoy Cripple Cove and Gloucester's waterfront, shopping, and dining just minutes away.

65 E Main St Unit 3, Gloucester

$278,000

73553795 MLS

Best opportunity of the year. 7,400 SF building lot in Riverdale with active building permit for construction of a single family home with one car garage. Utilities including public sewer, water and electric are nearby. The lot is staked at its four corners and the four corners of the dwelling footprint. The design on file adheres to R-10 zoning setbacks. The design is for a three bedroom, multiple bath home. The layout has a family room in the basement level; living room, full bath and kitchen plus an office on the first level and three bedrooms and two baths on the second level. The second level includes a laundry room. The living area is calculated at 2,617 square feet with 539 of it being in the basement family room. The plan includes room for a patio off of the living room. Buyer can use existing permit or build own design for single or two-family house by right Once the Purchase and Sale Agreement is fully executed, the Seller attorney will apply for the License to Sell from the Essex County Probate Court. Closing will be subject to receipt of License to Sell.

10 Hudson Rd, Gloucester

$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

$699,000

3 Beds ⋅ 3 Baths ⋅ 73553248 MLS

Experience the best of East Gloucester in this charming home, ideally located just moments from iconic Good Harbor Beach and all the amenities this highly sought-after neighborhood has to offer. Filled with character and natural light, the home features a beautiful sun sunroom, charming custom built-ins, hardwood floors, and an inviting open-concept layout perfect for everyday living and entertaining. Enjoy coastal living in one of Gloucester's most desirable locations.

17 Hartz St, 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

$1,875,000

3 Beds ⋅ 4 Baths ⋅ 73552528 MLS ⋅ ['Surf Village'] BLDG.

Experience refined coastal living in this stylish 3 bedroom, 3.5 bath Magnolia townhouse, ideally situated within steps to the beach. The sun-filled main level showcases a chef's kitchen, powder room, dining and living areas anchored by a cozy gas fireplace, and a serene en-suite bedroom (which can alternatively serve as a den if preferred). A sliding glass door from the living area leads to a private deck, overlooking exclusive garden and patio, with tranquil views of Surf Park and Kettle Cove in the backdrop. The second floor offers a luxurious primary suite with a custom-built walk-in closet, a covered private porch, and a spa-style bath. Down the hall, you'll discover a spacious en-suite guest room and laundry room. There is a welcoming finished basement space for private relaxation, workout, guest overflow, office needs, etc. Enjoy low-maintenance living in this desirable seaside community, just moments to the beach, with a perfect blend of luxury, comfort, and convenience.

10 Magnolia Avenue Unit 2, 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

$2,300,000

3 Beds ⋅ 3 Baths ⋅ 73552296 MLS

Schooner Watch - Wake up to gorgeous Atlantic Ocean views from this exceptional condominium on Gloucester’s highly sought-after Back Shore. Perfectly positioned to enjoy the best of coastal living, the property is just minutes from the Good Harbor Beach footbridge, Niles Beach and the vibrant Rocky Neck Art Colony. Spend your days exploring scenic shorelines and enjoying the ever-changing ocean views. A quick drive brings you to bustling downtown Gloucester, known for its fabulous restaurants, lively music scene, charming shops and the renowned Cape Ann Museum. Whether used as a year-round residence, weekend retreat or seasonal escape, this special home offers an ideal blend of natural beauty, culture and convenience. Beverly Regional Airport is approximately 22 minutes away, making travel easy while keeping you close to everything that makes Cape Ann so extraordinary.

70 Grapevine Road Unit B, Gloucester

$314,900

2 Beds ⋅ 1 Baths ⋅ 73551541 MLS

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

$499,000

1 Baths ⋅ 73550978 MLS

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

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