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Gloucester, MA Homes for Sale

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  • /42

    $464,900 Open Sun 12PM - 1:30PM

    • 3 Beds
    • 1 Bath
    • 1,590 Sq Ft

    8 Summer St Unit 103, Gloucester, MA 01930

    SIZE DOES MATTER!! Almost 1,600 square feet of living ideally located condo has it all: 3 minutes to the commuter rail, the harbor or downtown!! Single level living with only 3 stairs from your car to your home. Historic Hovey School – Sophisticated yet simple coastal living in this meticulous, boutique brick community of just 16 residences. Guided by a thoughtful no-pet policy, this 87% owner

    Stephanie Jones Leading Edge Real Estate

    8 Summer St Unit 103, Gloucester, MA 01930
  • /34

    $765,000 Open Sat 11AM - 1PM

    • 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
  • /24

    $239,900

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft

    22 Taylor St Unit 1, Gloucester, MA 01930

    DEED RESTRICTED AFFORDABLE SALE – Don’t miss this rare opportunity to own in Gloucester! This townhouse-style condo offers a spacious eat-in kitchen, bright living room, two generously sized bedrooms, and a full bath with in-unit laundry. The full basement provides excellent storage. Located in a desirable neighborhood near Good Harbor Beach, and just minutes to shopping. Income and asset

    Jonathan Parker RE/MAX Encore

    22 Taylor St Unit 1, Gloucester, MA 01930
  • /40

    $2,089,000

    • 6 Beds
    • 6 Baths
    • 8,069 Sq Ft

    100 E Main St, Gloucester, MA 01930

    Investors/Developers! This mixed use building offers an excellent potential return and a variety of potential uses. The property is located among the busiest shops and restaurants on Main street and includes two retail stores and three residential apartments all currently leased. The residential units include beautiful architectural details including exposed brick, over-sized windows, tall

    Bethany Pratt Churchill Properties

    100 E Main St, Gloucester, MA 01930
  • /25

    $359,999

    • 1 Bed
    • 1 Bath
    • 701 Sq Ft

    44 Lexington Ave Unit 23, Gloucester, MA 01930

    Introducing a beautifully updated 1-bedroom, 2nd floor unit at Harborview Condominiums. This highly sought-after residence offers tranquility and peace, with spectacular views from the living room & bedroom with slider leading to the balcony for night star gazing. Enjoy the lifestyle where others vacation, with an elevator that takes you from your private deeded parking space right to your

    Richard Palladino Century 21 North East

    44 Lexington Ave Unit 23, Gloucester, MA 01930
  • /20

    $1,625,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,500 Sq Ft

    191 Main St Unit 3, Gloucester, MA 01930

    The Penthouse at The Residences at 191 Main Street is an unparalleled opportunity to own a most spectacular part of Gloucester history.The Penthouse Suite is one of three completely unique and rare luxury condominium units, available now in this 1880 Pigeon Cove granite and brick landmark property in the heart of downtown Gloucester. This iconic building has been lovingly restored and renovated

    Jason Saphire www.HomeZu.com

    191 Main St Unit 3, Gloucester, MA 01930
  • /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
  • /36

    $4,499,000

    • 4 Beds
    • 4.5 Baths
    • 6,395 Sq Ft

    3 Longview Terrace, Gloucester, MA 01930

    Experience coastal living at its finest from your seaside retreat in Gloucester, Massachusetts. Located in the sought-after private section of Wingaersheek Beach this home includes deeded access to Coffins Beach, exclusively for association members. Perched at the highest point, the location is spectacular with unparalleled 360 degree views, stretching from the serene Annisquam River to the

    Brackett Janis Group Engel & Volkers By the Sea

    3 Longview Terrace, Gloucester, MA 01930
  • /15

    $339,000

    • 1 Bed
    • 1 Bath
    • 400 Sq Ft

    54 Lexington Ave Unit 32, Gloucester, MA 01930

    Experience relaxed coastal living with year-round ocean views in this charming top-floor studio. Whether you’re seeking a weekend escape, commuter-friendly pied-a-terre, or low-maintenance investment, this condo delivers. Sip morning coffee on your private deck, bathed in natural light. Features include original 1920s hardwood floors, granite countertops, Anderson windows, full kitchen, and a

    Patricia Nunez Redfin Corp.

    54 Lexington Ave Unit 32, Gloucester, MA 01930
  • /38

    $1,975,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 4.5 Baths
    • 2,790 Sq Ft

    68 High Popples Rd Unit B, Gloucester, MA 01930

    Indulge in the epitome of coastal living in this exquisite 4 bed - 4 bath condo. Perfectly nestled close to the stunning ocean. This elegant residence boasts an exceptional interior design, featuring high-end finishes and meticulous attention to detail that exudes sophistication and comfort. Step inside to discover a gourmet chef's kitchen that is a culinary masterpiece equipped with

    Jane Meterparel and Brian Marvelley Churchill Properties

    68 High Popples Rd Unit B, Gloucester, MA 01930
  • /23

    $375,000

    • Land
    • 0.46 Acre
    • $815,217 per Acre

    5 Ciaramitaro Ct, Gloucester, MA 01930

    PRICE IMPROVEMENT!! Improved lot with water, sewer, and electric on property! This rare land offering in Gloucester’s Bay View neighborhood is a prime opportunity to build your coastal retreat. Nestled between Plum Cove Beach and the historic Annisquam village, the property offers a tranquil setting with easy access to many local amenities. Enjoy the charm of a quiet, wooded lot with potential

    Schuyler Titus Churchill Properties

    5 Ciaramitaro Ct, Gloucester, MA 01930
  • /25

    $719,000

    • 2 Beds
    • 2 Baths
    • 1,074 Sq Ft

    12 Hutchins Ct, Gloucester, MA 01930

    Discover a rare gem tucked away in the serene beauty of the Annisquam woods, just a short stroll from the tranquil waters of Lobster Cove. Recent improvements include a new roof, new hot water heater and refinished floors. This inviting home is a peaceful escape that perfectly blends rustic warmth with thoughtful modern touches. Set on a picturesque wooded lot across from a protected, unbuildable

    Bruce Figurido Churchill Properties

    12 Hutchins Ct, Gloucester, MA 01930
  • /42

    $850,000

    • 5 Beds
    • 2.5 Baths
    • 2,053 Sq Ft

    13 Leslie o Johnson Rd, Gloucester, MA 01930

    Beautifully maintained colonial home overlooking the sportsfield and harbor.Tired of sports & school driving/dropoffs? House located next to the High School, offers 4/5 bedrooms, 2.5 baths, kitchen, formal dining room, living room, sunroom and possible in-law suite. Also outside decks, balcony, patio, gardens, cast iron FHW heat, crown molding, recessed lighting and two car garage w/ workshop

    Joanne Frontiero Holly C & Co. Fine Homes

    13 Leslie o Johnson Rd, Gloucester, MA 01930
  • /34

    $2,795,000 Open Sat 11AM - 12:30PM

    • 6 Beds
    • 6.5 Baths
    • 4,393 Sq Ft

    6 Back Shore Place, Gloucester, MA 01930

    Stunning new construction and last available home in this private 3 home subdivision. Open floor plan allows for entertaining in large kitchen with Thermador appliances and family area with wet bar which walks out to quiet back yard and large patio. First floor has home office or bedroom with full en suite bath and formal dining area with butlers pantry. Second floor contains 5 large bedrooms

    Derek Greene The Greene Realty Group

    6 Back Shore Place, Gloucester, MA 01930
  • /34

    $2,150,000 Open Sun 1:30PM - 3PM

    • 3 Beds
    • 3.5 Baths
    • 3,882 Sq Ft

    4 Lane Rd, Gloucester, MA 01930

    Stunning Annisquam property with rolling lawns, magnificent perennial gardens, private tidal dock and fully equipped guest house. The site of many wedding receptions as well as casual family gatherings, this is the sought after place to be! Main house with 3 bedrooms and 3.5 bathrooms offers water views from every room and is in pristine move-in condition. The perfect venue for entertaining,

    Lynda Surdam Coldwell Banker Realty - Manchester

    4 Lane Rd, Gloucester, MA 01930
  • /28

    $344,900

    • 2 Beds
    • 1 Bath
    • 870 Sq Ft

    2 Ocean Ave Unit 3H, Gloucester, MA 01930

    Great opportunity to own a newly renovated 2-bedroom, 1-bathroom unit in the heart of Gloucester. Freshly painted with new flooring, updated bathroom vanity, and granite countertops, this home is move-in ready. Enjoy the spacious bedrooms bathed in natural light and featuring new wall-to-wall carpeting. Whether you're seeking a comfortable home or a promising investment opportunity, this unit

    Candor Realty Group Four Points Real Estate, LLC

    2 Ocean Ave Unit 3H, Gloucester, MA 01930
  • /42

    $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
  • /21

    $2,095,000

    • 4 Beds
    • 5 Baths
    • 2,739 Sq Ft

    7 Hawthorne Ln, Gloucester, MA 01930

    Nestled at the end of a quiet side street, this home offers breathtaking views of Gloucester’s outer harbor.Just a short stroll from the beach, it’s the perfect retreat, whether vacation or year-round living. With 4 bedrooms (all ensuite) and multiple decks, this home comfortably accommodates several guests while maintaining a cozy, welcoming atmosphere.The main living area is on the 2nd fl to

    Barbara Dugan Engel & Volkers By the Sea

    7 Hawthorne Ln, Gloucester, MA 01930
  • /22

    $1,600,000

    • 2 Beds
    • 3 Baths
    • 1,760 Sq Ft

    73 Rocky Neck Ave Unit 2, Gloucester, MA 01930

    Nestled above the scenic beauty of Smith Cove in Rocky Neck, this enchanting two-bedroom condominium offers a truly unique living experience. The open-concept layout invites you to personalize the space to suit your lifestyle. Step out onto the spacious deck to enjoy vibrant boating activity and breathtaking sunsets. Upstairs, you'll find two bedrooms—each with its own private bath—including a

    Barbara Dugan Engel & Volkers By the Sea

    73 Rocky Neck Ave Unit 2, Gloucester, MA 01930
  • /40

    $635,000

    • 4 Beds
    • 2.5 Baths
    • 2,622 Sq Ft

    350 Essex Ave, Gloucester, MA 01930

    Welcome to 350 Essex Avenue in Gloucester! This spacious 2,600+ square foot home offers a fantastic opportunity in a prime location—just minutes from Wingaersheek Beach, the train station, and with easy access to Route 128. With 4 generously sized bedrooms, including one on the first floor, and hardwood floors throughout, this home provides plenty of comfortable living space. A charming

    Debra Lovelace Churchill Properties

    350 Essex Ave, Gloucester, MA 01930
  • /40

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 2,968 Sq Ft

    3 Breezy Point Rd, Gloucester, MA 01930

    Rare opportunity for desirable Wheeler's Point Neiborhood on a beautiful quiet cul-de-sac, surrounded by the Annisquam and Mill Rivers with partial views of both. This gorgeous 4-bedroom 2.5 baths, tri-level Contemporary home has so much to offer. Open concept living room/dining room (with a gorgeous stone fireplace) that flows into the kitchen, this is wonderful for entertaining. Primary bedroom

    Alison Aiello North Shore's Gold Coast Realty

    3 Breezy Point Rd, Gloucester, MA 01930
  • /26

    $850,000

    • 3 Beds
    • 3 Baths
    • 2,137 Sq Ft

    12 Old Nugent Farm Rd, Gloucester, MA 01930

    Old Nugent Farm is ideally located in one of the coolest seaside towns in Mass! Across from Good Harbor Beach, surrounded by 50 acres of fields, and marshland. It is convenient to the MBTA, neighborhood stores and has quick access to the trendy shops, restaurants and entertainment venues of downtown Gloucester. Plus, t’s just 2 miles to Rte. 128. Each level offers ensuite rooms affording the

    Marianne Round Coldwell Banker Realty - Manchester

    12 Old Nugent Farm Rd, Gloucester, MA 01930
  • /12

    $1,199,000

    • 6 Beds
    • 4 Baths
    • 2,790 Sq Ft

    52 Taylor St, Gloucester, MA 01930

    Seller has a set of working plans which could create additional new units attached to the rear of the building. Perhaps two units may be allowed. Multi level townhouse style units would work best. Parking for would be accessed via a way off of Mt.Vernon St in the rear.

    Don Dunsky Don Dunsky Real Estate

    52 Taylor St, Gloucester, MA 01930
  • /34

    $1,080,000

    • 2 Beds
    • 2 Baths
    • 1,710 Sq Ft

    5 Babson St Unit 2, Gloucester, MA 01930

    Perched atop Gloucester, this spacious condo once home to a ship captain boasts timeless charm. Oversized windows frame breathtaking panoramic views of the harbor, Ten Pound Island, and a cityscape that has inspired artists for generations. Step inside to a formal living room or study with marble fireplace providing the perfect work-from-home retreat, adjacent to the family room where natural

    Amanda Armstrong Compass

    5 Babson St Unit 2, Gloucester, MA 01930
  • /34

    $1,149,000 Open Sat 1PM - 2:30PM

    • 2 Beds
    • 2.5 Baths
    • 2,356 Sq Ft

    10 Old Nugent Farm Rd, Gloucester, MA 01930

    Nestled across from the iconic Good Harbor Beach, this stunning two-plus bedroom townhome offers the best of coastal charm. With breathtaking seaside views stretching over the horizon, relax and enjoy the beauty of the beach at your doorstep. The open concept layout features a primary suite with views,a finished lower level with beach vistas, and a second family room with a pellet stove and ample

    Michelle Mineo Coldwell Banker Realty - Beverly

    10 Old Nugent Farm Rd, Gloucester, MA 01930
  • /17

    $2,000,000

    • Land
    • 0.11 Acre
    • $18,181,818 per Acre

    13 High Rock Terrace, Gloucester, MA 01930

    Amazing Cape Ann location with breathtaking ocean views of Long Beach! This land is also being sold with the single family home on 6 Brewsters Lane mls#73332961. The existing home is a one level ranch that consists of 5 rooms, 3 bedrooms and 2 full baths. There is so much potential to either renovate the existing house or build your new dream home! This is located in a prime location within 10

    Carolyn Glynn LAER Realty Partners

    13 High Rock Terrace, Gloucester, MA 01930
  • /37

    $2,000,000

    • 3 Beds
    • 2 Baths
    • 1,180 Sq Ft

    6 Brewsters Ln, Gloucester, MA 01930

    Amazing Cape Ann location with breathtaking ocean views of Long Beach! This home is being sold with an adjoining 4,914 Sq Ft lot on 13 High Rock Terrace. The existing home is a one level ranch that consists of 5 rooms, 3 bedrooms and 2 full baths. There is so much potential to either renovate the existing house or build your new dream home! This is located in a prime location within 10 mins to

    Carolyn Glynn LAER Realty Partners

    6 Brewsters Ln, Gloucester, MA 01930
  • /42

    $1,295,000

    • 4 Beds
    • 4 Baths
    • 4,200 Sq Ft

    23 Dale Ave, Gloucester, MA 01930

    HUGE PRICE ADJUSTMENT!!!!! CHECK OUT THE NEW PHOTOS!!! If you’ve been looking for something you would be proud to own, this is it. Stately and majestic the building now has 3 separate office spaces on the first level and two 2-bedroom spacious apartments on the upper levels. High visibility location. Live in bustling downtown Gloucester near shopping, entertainment and many dining choices.

    Jennifer Anderson RE/MAX Beacon

    23 Dale Ave, Gloucester, MA 01930
  • /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
  • /42

    $799,999

    • 3 Beds
    • 2 Baths
    • 2,546 Sq Ft

    624 Western Ave, Gloucester, MA 01930

    A rare offering in the highly desirable Magnolia area of Gloucester. This character-filled home blends classic N,E. charm with modern lifestyle potential, all just moments from the shimmering shores of the Atlantic Ocean. Situated on a generous and peaceful lot, this property presents an ideal setting for a coastal retreat, full-time residence, or strategic investment (House Hack)). Step inside

    Mark Stiles Mark Stiles

    624 Western Ave, Gloucester, MA 01930
  • /34

    $3,250,000

    • 4 Beds
    • 3 Baths
    • 4,000 Sq Ft

    602 Summer St, Manchester, MA 01944

    Privacy abounds in this one-of-a-kind breath-taking hilltop contemporary sited on 16+ acres that boasts captivating ocean views and lush rolling lawns. An open floor plan integrates the spacious eat-in kitchen, formal dining area, and cozy family room. Expansive windows and ceilings flood the home with natural light. A living room with a bucolic fieldstone fireplace offers elegant entertaining

    Lynda Surdam Coldwell Banker Realty - Manchester

    602 Summer St, Manchester, MA 01944
  • /34

    $799,000 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    29 Magnolia Ave, Manchester, MA 01944

    Solid and spacious split-level Cape on generous 1.52 acre lot in private wooded setting, conveniently located minutes from downtown Manchester by the Sea and the excellent Manchester-Essex Regional schools, close to beautiful Coolidge Reservation and Kettle Cove. The 3-bedroom, 2 bath home, with attached 2-car garage, has excellent renovation potential within a desirable community of larger

    Amanda Armstrong Compass

    29 Magnolia Ave, Manchester, MA 01944

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