Living in Gloucester, MA

Gloucester sits on Cape Ann, about an hour north of Boston, and is known as America's oldest seaport. It's a working harbor city with beaches, an art colony, and a downtown that still revolves around the water. For buyers, that means a wide mix of homes, from antique colonials near the harbor to newer townhomes and single families tucked into quiet neighborhoods.

Neighborhoods Buyers Ask About

East Gloucester and Rocky Neck draw buyers who want harbor views and walkable streets near the art galleries. Magnolia and Bass Rocks are known for larger homes close to the ocean. West Gloucester and the Wingaersheek area feel more rural, with bigger lots and access to some of the North Shore's best-known beaches. Lanesville, Annisquam, and Riverdale offer a quieter village feel on the north side of the island.

What's on the Market

Gloucester's housing stock leans older, with many homes built before 1950, but you'll also find recent construction. Current listings include single-family homes, condos and townhomes, and 2 to 4 unit multi-families. Recent MLS listings show:

  • Single-family homes from about $389,000 to $4.5 million
  • Condos and townhomes from about $250,000 to $2 million
  • Multi-family homes from about $574,000 to $2.4 million

About half of current listings note a water view.

Why Buyers Choose Gloucester

Buyers come for the coastline: Good Harbor Beach, Wingaersheek Beach, and Stage Fort Park are all in town. Route 128 ends in Gloucester, and the MBTA Rockport Line stops at Gloucester and West Gloucester stations, so commuting to Boston is realistic without giving up coastal living. Add a strong local food and arts scene, and it's easy to see why people put down roots here.

Ready to Find Your Gloucester Home?

Fawaad Qamar helps buyers find the right home on the North Shore and across Massachusetts. Call or text Fawaad at (774) 225-8916, email fawaadq@gmail.com, or fill out the form below to schedule a showing.

Popular Searches in Gloucester

Gloucester, MA Homes for Sale

86 East Main Street, Gloucester
$1,620,000
4 Beds ⋅ 3 Baths ⋅ 73596765 MLS
Are you looking for a rare opportunity to embrace the coastal lifestyle Cape Ann is known for? Imagine waking up to picturesque views of Cripple Cove, watching the boats come and go as you sip your morning coffee, and enjoying the peaceful rhythm of life by the sea. Beautifully renovated with thoughtfully designed living spaces, modern finishes, and energy-efficient features, this property offers two distinct condominiums, available for purchase individually or together as a two-family. Unit #1: 3 BR, 2BA Embraces a relaxed coastal feel, this beautifully appointed residence features an inviting open-concept kitchen and living area that makes the most of its spectacular water views. The modern kitchen offers granite countertops, stainless steel appliances, an induction range, and a breakfast bar. The thoughtfully designed primary suite features a walk-in shower, powder room, and separate toilet room. Radiant heat in the bedrooms, a second bedroom and bathroom, and electric dryer and washer hookups complete the space. With Cripple Cove as your backdrop, everyday living feels like a getaway. Unit #2: 1BR, 1BA A striking contrast in style, this residence brings modern industrial loft-inspired living to the Gloucester waterfront. Featuring an open layout, contemporary finishes, granite countertops, stainless steel appliances, a breakfast bar, and a bathroom with a walk-in shower, every space is thoughtfully designed. The bedroom opens to a private rooftop deck with breathtaking water views, creating the perfect place to relax and enjoy the ocean air. Both units feature energy-efficient design elements, ENERGY STAR appliances, insulated windows, solar features, 200-amp electrical service, and an EV charging station, along with two parking spaces and rear shed. With easy access to Route 128 and a prime location minutes from Gloucester's beaches, downtown, restaurants, and working waterfront, convenience meets charm. Just steps from a public landing where you can launch a kayak or catch the water shuttle, this location makes it easy to embrace life on the water. Whether you're seeking a year-round residence, summer escape, or investment opportunity, 86 East Main Street offers the flexibility to purchase one condominium or both as a multi-family, inviting you to experience the best of Cape Ann living, where the ocean is always part of the view.

86 East Main Street, Gloucester

Listing courtesy of Listing Agent: Ron Goulart & Jennifer Anderson from Listing Office: RE/MAX Beacon.

86 East Main Street Unit 1, Gloucester
$845,000
3 Beds ⋅ 2 Baths ⋅ 73596676 MLS
Imagine waking up to picturesque views of Cripple Cove, watching the boats come and go as you sip your morning coffee, and enjoying the peaceful rhythm of life by the sea. Beautifully renovated with thoughtfully designed living spaces, modern finishes, and energy-efficient features, this property offers two distinct condominiums, available for purchase individually or together. Embracing a relaxed coastal feel, this beautifully appointed residence features an inviting open-concept kitchen and living area that makes the most of its spectacular water views. The modern kitchen offers granite countertops, stainless steel appliances, an induction range, and a breakfast bar. The thoughtfully designed primary suite features a walk-in shower, powder room, and separate toilet room. Radiant heat in the bedrooms. A second bedroom and guest bathroom, electric dryer and washer hookups complete the space. With Cripple Cove as your backdrop, everyday living feels like a getaway. The unit features energy-efficient design elements, ENERGY STAR appliances, insulated windows, solar features, 200-amp electrical service, and an EV charging station, along with one designated parking space per unit and dedicated storage space in a shared rear shed. Exclusive use fenced in backyard. With easy access to Route 128 and a prime location minutes from Gloucester's beaches, downtown, restaurants, and working waterfront, convenience meets charm. Just steps from a public landing where you can launch a kayak or catch the water shuttle, this location makes it easy to embrace life on the water. Whether you're seeking a year-round residence, summer escape, or investment opportunity, 86 East Main Street offers the flexibility to purchase one condominium or both, inviting you to experience the best of Cape Ann living, where the ocean is always part of the view.

86 East Main Street Unit 1, Gloucester

Listing courtesy of Listing Agent: Ron Goulart & Jennifer Anderson from Listing Office: RE/MAX Beacon.

320 Main St, Gloucester
$680,000
3 Beds ⋅ 2 Baths ⋅ 73596254 MLS
Enjoy the beauty and activity of Gloucester Harbor from this recently converted and renovated 2 story, commercial/office building into 2,208 square foot, Two Family residence. The property is facing and has stunning views of Gloucester Harbor across the street from Cruiseport and the very popular Seaport Grille Restaurant. Unit #1: 881 sf features bright, contemporary, open concept floor plan with 3 rooms: 1 bedroom, 1 full bath and kitchen / living room seamlessly connected and new appliances. Unit #2, larger second-floor unit, has stunning views of Gloucester Harbor: 1,327 sf, 4 rooms; 2 bedrooms, kitchen, living room / dining room open floor plan, new appliances, laundry, storage and fireplace in the Main Bedroom. Second floor unit walks out to a terraced backyard. All utilities including electric, heat, central AC and hot water are common. There is an attached one car garage at street level plus on-street parking and a single story, concrete structure to rear of the home that is electrified and housed a generator and could work well as an owner's work shop or storage unit. The 3,600 sf lot includes a terraced backyard. Location is central to coastal dining, maritime culture, shopping and downtown convenience. Whether you are looking for a savvy investment, year-round or vacation residence for extended family, this turn-key property is an excellent choice. Showings begin Saturday & Sunday 10/31 & 11/1 (daylight savings time!) 1-2:30PM.

320 Main St, Gloucester

Listing courtesy of Listing Agent: Kathleen Sullivan from Listing Office: RE/MAX Beacon.

16-R Spring St, Gloucester
$499,000
3 Beds ⋅ 1 Baths ⋅ 73596210 MLS
Tucked away on a side street in the heart of Gloucester, this charming blue cape-styled home puts so much of what makes Cape Ann special right outside your door. Head downtown for dinner - try out Stone's Pub and Eatery for burgers in a neighborhood setting, or enjoy live jazz and tapas at Saluti! - browse the local shops, catch live music at Harbor Loop on a summer Thursday, or head to one of Gloucester's beautiful beaches. From your own front deck, you can hear the concerts and watch the sunset, and you can head to Harbor Loop to catch the fireworks during the city's summer celebrations. Inside, sunlight fills the open living and dining area, with hardwood floors, a built-in bookcase, and a kitchen that keeps everyone connected whether you're cooking dinner or catching up over coffee. There's a large island, quartz countertops, stainless steel appliances, and a pantry with tucked-away laundry. A bedroom and full bath on the first floor give you options for guests, a home office, or having everything you need on one level. Upstairs, you'll find two more bedrooms with beautiful hardwood flooring. Outside, the wraparound deck and fenced yard give you your own little retreat in the middle of it all. Grow flowers in the garden, enjoy dinner outside, or rinse off the salt and sand in the hot-water outdoor shower with its cedar enclosure after a day at the beach. There's also off-street parking for two cars and an unfinished basement for storage. With downtown restaurants, shops, museums, the harbor, commuter rail, and Route 128 nearby, you can spend less time getting places and more time enjoying them. And when Gloucester's festivals, parades, and summer celebrations come around, you're just a hop, skip and a jump away from the fun.

16-R Spring St, Gloucester

Listing courtesy of Listing Agent: Diantha Phothisan from Listing Office: At Home With Diantha.

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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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