West Gloucester Homes

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  /38

  $2,595,000

  • 4 Beds
  • 2 Baths
  • 1,480 Sq Ft

  7 Cove Way, Gloucester, MA 01930

  Occupying a prime waterfront site on the Annisquam River, this property has been newly reimagined to create a luxurious year-round compound. Studs-out renovation includes new kitchen and bathrooms, 5BR septic, town water, new wiring and plumbing. The two-level home maximizes its waterfront setting with walls of windows and expansive decks. The main level has a large primary bedroom, laundry, full

  Amanda Armstrong Compass

  7 Cove Way, Gloucester, MA 01930
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  /20

  $1,995 - $2,895 per month

  The Heights At Cape Ann

  1-3 Beds

  950 Heights at Cape Ann, Gloucester, MA 01930

  Quietly nestled at the highest point in Gloucester is the Heights at Cape Ann, an exceptional apartment home community. Stop by our onsite management office to view our one, two, and three bedroom floor plans. The Heights at Cape Ann is a pet-friendly apartment community that offers a modern fitness center, swimming pool, fire pit, resident's lounge, Wi-Fi cafe, and units with terraces boasting

  950 Heights at Cape Ann, Gloucester, MA 01930
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  /30

  $745,000 Sold Jun 12, 2025

  • 968 Sq Ft
  • $770/SF
  • 96 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1979

  192 Atlantic St, Gloucester, MA 01930

  Location, Location! Look no further if you are looking for a year round home or a beach house getaway. Don't miss out on this unique opportunity to own one of only two architectural designer A-FRAME homes steps from the pristine Wingaersheek Beach. This move-in ready, seaside home is tucked back away from the street and features a spacious open floor plan designed with lots of coastal charm in

  Carol Beatrice Real Broker MA, LLC

  192 Atlantic St, Gloucester, MA 01930
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  /42

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,627 Sq Ft

  18 Overlook Ave, Gloucester, MA 01930

  18 Overlook Ave, Gloucester, MA 01930
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  /34

  $1,395,000

  • 3 Beds
  • 2.5 Baths
  • 2,404 Sq Ft

  178 Atlantic St, Gloucester, MA 01930

  Moments from the pristine shores of Wingaersheek Beach this three bedroom, two and a half bath single family home is the ultimate weekend retreat, seasonal getaway or year round home. Offering captivating views of the Jones River in an idyllic setting, featuring two finished levels with full basement, a two car garage and private drive this property has been beautifully maintained and updated and

  Amanda Armstrong Compass

  178 Atlantic St, Gloucester, MA 01930
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  /22

  $5,250 per month

  • 4 Beds
  • 2 Baths
  • 1,508 Sq Ft
  • House for Rent

  44 Ye Olde County Rd, Gloucester, MA 01930

  This serene waterfront vacation home offers breathtaking views from nearly every room. Enjoy the private dock for boating, swimming, and kayaking, surrounded by cedar trees for privacy and a nature-filled experience. Relax on the screened-in porch or stroll the sandbank at low tide. Located on picturesque Rust Island, just a short drive from Gloucester and Rockport, the property includes a fully

  Julia Virden J. Barrett & Company

  44 Ye Olde County Rd, Gloucester, MA 01930
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  /11

  $280,000 Sold Jun 05, 2025

  • 832 Sq Ft
  • $337/SF
  • 120 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  2 Great Hill Rd, Gloucester, MA 01930

  Builders, Investors, flippers! Take in all West Gloucester has to offer and build your dream home between the existing building envelope and the houses on the neighboring properties. This property is situated on a 10,000 square foot wooded lot on a private road in West Gloucester. Close to Walker's creek, the perfect place to launch kayaks and paddle boards and head over to Wingaersheek Beach or

  Amanda Armstrong Compass

  2 Great Hill Rd, Gloucester, MA 01930
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  /12

  Est $313,513 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 936 Sq Ft

  24 Cobblestone Ln Unit 202, Gloucester, MA 01930

  24 Cobblestone Ln Unit 202, Gloucester, MA 01930
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  /31

  $1,995,000

  • 3 Beds
  • 2 Baths
  • 1,931 Sq Ft

  18 Wingaersheek Rd, Gloucester, MA 01930

  Welcome to 18 Wingaersheek Road in Gloucester's highly desired upper beach of Wingaersheek !! This year-round property with deeded access to Coffins Beach has been owned by the same family for 50+ years!! This home offers 3 levels of living with 3 bedrooms, 2 full baths, eat in kitchen, 2 Living rooms, 2 dining rooms, 2 office/dens as well as 2 propane gas fireplaces. Enjoy the beautiful sounds

  Christine Grammas J. Barrett & Company

  18 Wingaersheek Rd, Gloucester, MA 01930
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  /3

  $2,200 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  295 Magnolia Ave Unit Rain Gaudreau, Gloucester, MA 01930

  Modern one Bedroom Off street parking lot Fireplace living room 400 sq.Feet Heat and hot water included . Nice Yard . Close to beaches.NO SMOKING.No Pets

  295 Magnolia Ave Unit Rain Gaudreau, Gloucester, MA 01930
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  /42

  $751,000 Sold Jun 02, 2025

  • 1,260 Sq Ft
  • $596/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  353 Concord St, Gloucester, MA 01930

  Tucked away in a quiet wooded area yet just 10 minutes from downtown Gloucester, Essex Village and Wingaersheek Beach and only 1.4 miles to Conomo Point, this 3-bedroom, 2-bath home offers cozy, flexible living across two floors & a loft. The open main level features new wood flooring, a sunny living room, eat-in kitchen with custom shelving, and a beautifully updated full bath with clawfoot tub.

  Lisa Sullivan Churchill Properties

  353 Concord St, Gloucester, MA 01930
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  /28

  Est $355,997 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  24 Cobblestone Ln Unit 402, Gloucester, MA 01930

  24 Cobblestone Ln Unit 402, Gloucester, MA 01930
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  /36

  $3,295,000

  • 5 Beds
  • 3 Baths
  • 3,256 Sq Ft

  9 Sandy Way, Gloucester, MA 01930

  Experience the ultimate coastal living with exclusive deeded rights to Wingaersheek (Coffin) Beach. Just minutes from your door, tucked away on a private cul-de -sac, this property offers 1.5 miles of sandy, pristine and private coastline. This meticulously maintained home features an open - concept layout with ocean views from the 2nd floor. The kitchen, dining and great room areas flow

  Kimberly Tipert Noyes Engel & Volkers By the Sea

  9 Sandy Way, Gloucester, MA 01930
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  /10

  $3,100 per month

  • 4 Beds
  • 2.5 Baths
  • 1,893 Sq Ft
  • House for Rent

  11 Sleepy Hollow Rd, Gloucester, MA 01930

  Seasonal furnished rental available September 1, 2025 through May 1, 2026 (date could be flexible). This home offers a living room with a fireplace which is open to the kitchen and the dining room (area). The kitchen door leads to a beautiful deck over looking the yard. The first floor also has the main bedroom with a half bathroom attached and one additional bedroom and a full bath. The

  Stephanie Moio William Raveis R.E. & Home Services

  11 Sleepy Hollow Rd, Gloucester, MA 01930
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  /40

  $572,000 Sold May 29, 2025

  • 1,000 Sq Ft
  • $572/SF
  • 41 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1946

  11 Bond St, Gloucester, MA 01930

  Bask in the warmth of natural light streaming through the windows of this peaceful 2+ BR sun-filled retreat in serene setting! Steps from 3 beaches, Stage Fort Park, Stacy Boulevard, dog park, tennis courts and downtown! Designed to embrace the beauty of it's surroundings, featuring small south facing deck that captures all day sunshine. Nestled in a tranquil setting, the only sounds you'll hear

  Peter and Pam Lane North Shore's Gold Coast Realty

  11 Bond St, Gloucester, MA 01930
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  /13

  Est $239,285 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 905 Sq Ft

  24 Cobblestone Ln Unit 305, Gloucester, MA 01930

  24 Cobblestone Ln Unit 305, Gloucester, MA 01930
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  /39

  $1,749,000

  • 4 Beds
  • 4.5 Baths
  • 4,292 Sq Ft

  50 Castle View Dr, Gloucester, MA 01930

  Exceptional and exquisite shingle-style home in desirable Castle View section of Wingaersheek with deeded access to private Coffins Beach. The perfect family retreat or multi-generational compound, this property offers a rare combination of size—4 bedrooms and 4.5 bathrooms, expansive mahogany deck, full basement with heated workshop, 3-car garage with unfinished loft/studio above—and serious

  Amanda Armstrong Compass

  50 Castle View Dr, Gloucester, MA 01930
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  /42

  $8,000 per month

  • 5 Beds
  • 3 Baths
  • 2,343 Sq Ft
  • House for Rent

  18 Rear Bungalow Rd, Gloucester, MA 01930

  --SHORT TERM RENTAL -- Price is a base price and per week. Inquire for longer stays. Private oceanfront Wingaersheek Beach house features five bedrooms, three bathrooms and has recently been renovated with custom steel front double doors, new wood floors, pine interior paneled walls, new kitchen cabinets, counters, bathrooms, and mini split AC units. The house spans three levels along with an

  Stephen Sassoon Sassoon Group, LLC

  18 Rear Bungalow Rd, Gloucester, MA 01930
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  /40

  $1,797,500 Sold May 23, 2025

  • 3,429 Sq Ft
  • $524/SF
  • 7 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1985

  92 Hesperus Ave, Gloucester, MA 01930

  Welcome to 92 Hesperus, nestled in a private enclave of oceanside homes. Step inside and experience the breathtaking ocean views overlooking Eastern Point and beyond. This well maintained 3+ BR home offers a perfect balance of privacy and space for family and friends. The thoughtful layout includes a main-level primary suite with stunning ocean views. The living spaces flow seamlessly, centered

  William Rochford Sagan Harborside Sotheby's International Realty

  92 Hesperus Ave, Gloucester, MA 01930
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  /36

  Est $3,732,194 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,693 Sq Ft

  53 Wingaersheek Rd, Gloucester, MA 01930

  53 Wingaersheek Rd, Gloucester, MA 01930
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  /42

  $3,849,000 New Construction

  • 4 Beds
  • 5 Baths
  • 5,560 Sq Ft

  220 Atlantic St, Gloucester, MA 01930

  “The Waves on Wingaersheek” Experience luxury and coastal living at one of the North Shore’s most coveted locations, steps from Wingaersheek Beach. This exceptional new construction, four bedroom, three full and two half baths offers a refined and serene lifestyle. Showcasing unsurpassed quality and craftsmanship, this home has over +2400 ft. of outdoor living space with six custom decks, water

  Maggie Burke Coldwell Banker Realty - Waltham

  220 Atlantic St, Gloucester, MA 01930
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  /41

  $37,500 per month

  • 5 Beds
  • 2 Baths
  • 3,300 Sq Ft
  • House for Rent

  62 Crafts Rd, Gloucester, MA 01930

  June, and September dates available! Modern Cape Ann coastal retreat. Sitting on 1.4 waterfront acres with granite outcroppings, mature trees, and gardens. Private deep-water dock, 5 feet at low tide, accommodates 2-3 boats. Riverfront peninsula with sweeping water and marsh views, perfectly located in the middle of the Annisquam River. Take trips out to Ipswich Bay, the bustling Gloucester

  John Farrell Coldwell Banker Realty - Beverly

  62 Crafts Rd, Gloucester, MA 01930
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  /35

  $580,000 Sold May 22, 2025

  • 946 Sq Ft
  • $613/SF
  • 8 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1945

  7 Lyndale Ave, Gloucester, MA 01930

  Welcome to this charming single-family home in picturesque West Gloucester. This 3-bedroom, 1.5-bathroom ranch exudes elegance & meticulous attention to detail. With a fully electric setup, radiant heat, & individual thermostats in each room, comfort is prioritized throughout. The open layout boasts a living room with a cathedral ceiling, a cozy coal-burning stove, & newly added light fixtures.

  Fintan Madden RE/MAX Beacon

  7 Lyndale Ave, Gloucester, MA 01930
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  /42

  Est $1,891,234 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,019 Sq Ft

  23 Castle View Dr, Gloucester, MA 01930

  23 Castle View Dr, Gloucester, MA 01930
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  /39

  $4,125,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,168 Sq Ft

  121 Wingaersheek Rd, Gloucester, MA 01930

  Once in a lifetime opportunity to own 100 ft. of frontage on the private end of Gloucester's coveted Wingaersheek Beach. Rebuilt in 2011, this 3 bedroom, 3.5 bath elevated duplex could easily be converted to a single family home or keep as is and enjoy excellent seasonal income. This light filled, airy home enjoys dramatic sunrise views to Annisquam and the Gulf of Maine and sunset views over the

  Alexandra Cutler J. Barrett & Company

  121 Wingaersheek Rd, Gloucester, MA 01930
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  /5

  $269,000 Sold May 16, 2025

  • Land
  • 0.36 Acre
  • $747,222 per Acre

  • 2 Days On Market

  12 Sumner St, Gloucester, MA 01930

  Opportunity to Build NEW Construction Home! Rare West Gloucester residential developable land parcel. Board of Health approved 3 bedroom septic design, Engineering approved drainage plan, and Order of Conditions per City of Gloucester. Easy access to Rt. 128. Buyer to do all Due Diligence regarding this property. Please see all attachments. Do not enter property without an appointment.

  Jackelyn Enslow J. Barrett & Company

  12 Sumner St, Gloucester, MA 01930
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  /41

  Est $1,913,238 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,820 Sq Ft

  29 Castle View Dr, Gloucester, MA 01930

  29 Castle View Dr, Gloucester, MA 01930
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  /34

  $687,999

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft

  587 Essex Ave, Gloucester, MA 01930

  Step into classic New England charm with this beautifully maintained two-story Colonial, ideally situated just moments from Gloucester’s famous beaches, vibrant downtown, and scenic harbor. This spacious 9-room home offers a flexible layout perfect for entertaining, working from home, or simply relaxing in comfort. The first floor features a welcoming living room, formal dining area, and a

  Nicholas Coppola Keller Williams Realty

  587 Essex Ave, Gloucester, MA 01930
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  /35

  $269,500 Sold May 07, 2025

  • 636 Sq Ft
  • $424/SF
  • 5 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1970

  145 Essex Ave Unit 306, Gloucester, MA 01930

  Welcome to the Heights at Cape Ann in Gloucester which includes incredible views, in-building laundry, an outdoor pool and fire pit/grilling area, a gym, and a clubhouse. It's a short walk to the movie theater, restaurants, a marina, Stage Fort Park, dog park, Stacy Boulevard and both Cressy's and Half-Moon Beaches! This one bedroom unit comes with stainless steel appliances, new LVP flooring

  Michael Fitzgerald Executive Real Estate, Inc.

  145 Essex Ave Unit 306, Gloucester, MA 01930
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  /42

  Est $1,798,968 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 5,103 Sq Ft

  38 Castle View Dr, Gloucester, MA 01930

  38 Castle View Dr, Gloucester, MA 01930
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  /24

  $585,000

  • 3 Beds
  • 1 Bath
  • 1,413 Sq Ft

  347A Essex Ave, Gloucester, MA 01930

  Definitely not a drive by, this charming 3BR, 1,413 sq. ft. Cape must be seen to be appreciated. This home, in Gloucester’s desirable seaside community, offers solid bones and a flexible floor plan—ready for your updates and personal touch. Move right in and make it your own! Features include hardwood floors, an open dining/living room, a cozy den with brick hearth and slider to a private patio,

  Jack Brown RE/MAX Beacon

  347A Essex Ave, Gloucester, MA 01930
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  /25

  $295,000 Sold May 06, 2025

  • 636 Sq Ft
  • $464/SF
  • 5 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1970

  145 Essex Ave Unit 305, Gloucester, MA 01930

  Whether you are looking for a seasonal retreat or permanent residence with stunning WATER VIEWS, look no further! This unit is ideally located on the first level with the invaluable convenience of a private french-door egress out onto a personal patio space where you can enjoy morning coffee while watching boats cruise by. The bedroom is generous with a lovely walk-in closet and built in

  Kaela Sexton Vadala Real Estate

  145 Essex Ave Unit 305, Gloucester, MA 01930
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  /41

  Est $2,339,084 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,566 Sq Ft

  24 Waterman Rd, Gloucester, MA 01930

  24 Waterman Rd, Gloucester, MA 01930
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  /26

  $385,000

  • 2 Beds
  • 1 Bath
  • 905 Sq Ft

  24 Cobblestone Ln Unit 405, Gloucester, MA 01930

  A CONDO with Views. The "right-sized" Home - tour and see the amazing high ceilings in this renovated lovely 1-level Waterfront Unit in the "vintage" O building at Cobblestone Ln., Gloucester. Views - NO FEMA ZONE, One garage space + 1 parking outside, an elevator and Open Living that will serve Buyers into easy future years living here. Fresh paint - Kitchen cabinets Included, New Flooring and

  Jill Montoni Keller Williams Realty Evolution

  24 Cobblestone Ln Unit 405, Gloucester, MA 01930
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  /29

  $500,000 Sold Apr 30, 2025

  • 896 Sq Ft
  • $558/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1981

  15 Larose Ave, Gloucester, MA 01930

  Great potential! Affordable, simple and easy to maintain 2 BR Ranch on a quiet side street in W. Gloucester! Close to Dykes Pond Reservoir, a City of Gloucester watershed area which is 5 min. away and Mt. Ann Park, which offer hiking, rock climbing, or just enjoying a peaceful stroll through the woods. Located on a level 8560 SF. lot with numerous plantings, a garden shed, and 3 car off street

  Peter and Pam Lane North Shore's Gold Coast Realty

  15 Larose Ave, Gloucester, MA 01930
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  /25

  Est $1,377,140 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 964 Sq Ft

  9 Waterman Rd, Gloucester, MA 01930

  9 Waterman Rd, Gloucester, MA 01930
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  /34

  $765,000

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  1 Woodman St, Gloucester, MA 01930

  Welcome to this bright and beautifully updated 3BR, 2.5BA Contemporary Colonial in the heart of West Gloucester. Close to restaurants, beaches, and just minutes from Rt 128—an ideal year-round location. The open floor plan offers a spacious kitchen, dining, and living area, plus a 1st-floor primary suite with a spa-like bath. Two additional bedrooms and a full bath complete the second level.

  William Rochford Sagan Harborside Sotheby's International Realty

  1 Woodman St, Gloucester, MA 01930
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  /12

  $399,000 Sold Apr 03, 2025

  • Land
  • 0.71 Acre
  • $561,972 per Acre

  • 43 Days On Market

  320 Essex Ave, Gloucester, MA 01930

  This .71 acre parcel of land presents a unique opportunity to purchase a property (or two!) in the highly desirable neighborhood of West Gloucester close to area parks and recreation including Wingaersheek Beach, Little River, Dykes Pond, as well as major routes north and south of the highway. Land supports a single family new build in this location. The property is surrounded by picturesque

  Amanda Armstrong Compass

  320 Essex Ave, Gloucester, MA 01930
• 

  

  /23

  Est $948,085 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,466 Sq Ft

  7 Salt Marsh Ln, Gloucester, MA 01930

  7 Salt Marsh Ln, Gloucester, MA 01930
• 

  

  /30

  $749,900

  • 4 Beds
  • 2 Baths
  • 1,937 Sq Ft

  205 Western Ave, Gloucester, MA 01930

  Enjoy breathtaking panoramic harbor and ocean views including Eastern Point Lighthouse and the Breakwater. This Antique Colonial blends timeless historic character with thoughtful updates and expansions. Highlights include four fireplaces, wide plank flooring and exposed beams. First floor has a modern kitchen, complete with updated cabinets and stainless steel appliances opening to a sunlit

  Beth Buckingham J. Barrett & Company

  205 Western Ave, Gloucester, MA 01930

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