13,752

Gloucester, MA Homes

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  • /18

    $920,000 Pending

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

    11 Ocean View Dr, Gloucester, MA 01930

    Tucked away along a quiet, scenic backroad, 11 Ocean View Drive offers a peaceful retreat in the heart of Gloucester, Massachusetts. Surrounded by natural beauty and classic Cape Ann character, the property provides privacy and a sense of calm while remaining just a short drive from the ocean, beaches, and harbor. This ideal location allows residents to enjoy the best of both worlds: a tranquil

    Amanda Armstrong Compass

    11 Ocean View Dr, Gloucester, MA 01930
  • /11

    $1,850 total monthly price

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Apartment for Rent

    96 Middle St Unit 1, Gloucester, MA 01930

    Beautiful fully renovated year-round 2nd floor 3 Room 1 BR 1 BA apartment in central Gloucester above professional office space. Consists of approximately 650 SF and offers glimpses of Gloucester Harbor. This immaculate well maintained unit is within close proximity to all downtown Gloucester has to offer! Sunny south facing LR with hardwood floors, BR with hw floors and ceiling fan, new kitchen

    Peter Lane North Shore's Gold Coast Realty

    96 Middle St Unit 1, Gloucester, MA 01930
  • /41

    $450,000 Sold Jul 24, 2025

    15 Washington Square, Gloucester, MA 01930

    • 2 Beds
    • 2.5 Baths
    • 1,529 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Above List Price
    • $294/SF
    • 6 Days On Market

    Current Estimated Value $489,099

    Last Listing Agent Ruth Pino RE/MAX Beacon

    15 Washington Square, Gloucester, MA 01930
    • /42

      Est $522,367 Not Listed For Sale

      16R Spring St, Gloucester, MA 01930

      • 3 Beds
      • 1 Bath
      • 848 Sq Ft
      • Built 1900
      16R Spring St, Gloucester, MA 01930

      Last Sold Summary

      • 6% Above List Price
      • $584/SF
      • 44 Days On Market

      Last Sold Price $495,000

      Last Listing Agent Ruth Pino RE/MAX

  • /42

    $1,500,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,564 Sq Ft

    2 Breezy Point Rd, Gloucester, MA 01930

    WHEELERS POINT – Spacious Contemporary with views and deeded access to the Annisquam River for kayaking and swimming. This light-filled home offers 3 levels of living, including a two-bedroom in-law suite with private walkout entrance—ideal for family or guests. Recent updates include a new roof and a beautifully renovated chef’s kitchen featuring custom cabinetry, stylish backsplash and updated

    Karen Bernier Churchill Properties

    2 Breezy Point Rd, Gloucester, MA 01930
  • /14

    $12,000 per month plus fees

    • 1 Bed
    • 1 Bath
    • House for Rent

    110 Commercial St, Gloucester, MA 01930

    Property Id: 2409013Secure your spot at a commercial fishing facility designed specifically for seafood offloading, lobster storage, and waterfront operations.? Property Highlights    •    20,000 lb Commercial Lobster tank    •    Ideal for lobster holding & wholesale distribution    •    Seafood Off-Loading Area    •    Easy dock access for commercial

    110 Commercial St, Gloucester, MA 01930
  • /33

    $1,000,000 Sold Jul 11, 2025

    15 Youngs Rd, Gloucester, MA 01930

    • 3 Beds
    • 2 Baths
    • 2,818 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Above List Price
    • $355/SF
    • 6 Days On Market

    Current Estimated Value $1,050,237

    Last Listing Agent Katelyn Ciaramitaro Engel & Volkers By the Sea

    15 Youngs Rd, Gloucester, MA 01930
    • /42

      Est $1,219,866 Not Listed For Sale

      64 Eastern Point Rd Unit 2, Gloucester, MA 01930

      • 3 Beds
      • 2.5 Baths
      • 2,588 Sq Ft
      • Built 1864
      64 Eastern Point Rd Unit 2, Gloucester, MA 01930

      Last Sold Summary

      • 6% Above List Price
      • $444/SF
      • 8 Days On Market

      Last Sold Price $1,150,000

      Last Listing Agent Ruth Pino RE/MAX

  • /42

    $1,179,000 Pending

    • 9 Beds
    • 5 Baths
    • 4,600 Sq Ft

    33 Middle St, Gloucester, MA 01930

    Built in 1853 and beautifully updated for today’s lifestyle, the Obadiah Woodbury Home offers a rare chance to own a piece of Gloucester’s history. Just steps to Stacey Boulevard, the Inner Harbor, restaurants, galleries, shops, beaches, and the MBTA, this stately in-town residence delivers coastal living with standout walkability. Inside are soaring ceilings, spacious rooms, classic moldings,

    Debra Lovelace Churchill Properties

    33 Middle St, Gloucester, MA 01930
  • /10

    $2,100 total monthly price

    • 1 Bed
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    6 Saint Anthonys Ln Unit 2, Gloucester, MA 01930

    Desirable East Gloucester neighborhood. Pristine one bedroom apartment on lower level with exclusive use patio and private laundry. Includes heat, electric and internet. MUST have excellent credit and references. Can be provided furnished or unfurnished.

    Lynda Hemeon Coldwell Banker Realty - Manchester

    6 Saint Anthonys Ln Unit 2, Gloucester, MA 01930
  • /40

    $325,000 Sold Aug 15, 2025

    145 Essex Ave Unit 309, Gloucester, MA 01930

    • 2 Beds
    • 1 Bath
    • 714 Sq Ft
    • Built 1970

    Last Sold Summary

    • $455/SF
    • 5 Days On Market

    Current Estimated Value $328,491

    Last Listing Agent Kelly Blagden Churchill Properties

    145 Essex Ave Unit 309, Gloucester, MA 01930
    • /33

      Est $1,345,514 Not Listed For Sale

      36 Bennett St N, Gloucester, MA 01930

      • 3 Beds
      • 3.5 Baths
      • 2,750 Sq Ft
      • Built 2019
      36 Bennett St N, Gloucester, MA 01930

      Last Sold Summary

      • 4% Above List Price
      • $472/SF
      • 14 Days On Market

      Last Sold Price $1,299,000

      Last Listing Agent Amanda Armstrong Compass

  • /15

    $599,000

    • 2 Beds
    • 1 Bath
    • 1,096 Sq Ft

    191 Main St Unit 2A, Gloucester, MA 01930

    Price has been reduced to $599,000 from $660,000! The Street view suite at The Residences at 191 Main Street is an unparalleled opportunity to own a most spectacular part of Gloucester history. This historic suite is a unique luxury unit, in this spectacular 1880 Pigeon Cove granite and brick landmark property in the heart of downtown Gloucester. This iconic building has been lovingly restored to

    Jason Saphire www.HomeZu.com

    191 Main St Unit 2A, Gloucester, MA 01930
  • /18

    $2,400 total monthly price

    • 1 Bed
    • 1 Bath
    • 672 Sq Ft
    • Townhouse for Rent

    97 Washington St Unit 3rd floor, Gloucester, MA 01930

    Nice restaurants, live music, shops and town are walking distance from this terrific condominium unit. Perfect for a single professional visiting beautiful Gloucester for work or vacation for an extended stay of a minimum of twelve (12) weeks to fifty -two (52) weeks. This fully furnished, new condo unit is small but spacious with an open floor plan and great light. Quiet space. Granite

    97 Washington St Unit 3rd floor, Gloucester, MA 01930
  • /25

    $790,000 Sold May 08, 2025

    1060 Washington St, Gloucester, MA 01930

    • 6 Beds
    • 4 Baths
    • 2,388 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $331/SF
    • 6 Days On Market

    Current Estimated Value $792,333

    Last Listing Agent Peter Lane North Shore's Gold Coast Realty

    1060 Washington St, Gloucester, MA 01930
    • /42

      Est $828,871 Not Listed For Sale

      493 Essex Ave Unit 1, Gloucester, MA 01930

      • 3 Beds
      • 2.5 Baths
      • 1,896 Sq Ft
      • Built 2017
      493 Essex Ave Unit 1, Gloucester, MA 01930

      Last Sold Summary

      • $435/SF
      • 7 Days On Market

      Last Sold Price $825,000

      Last Listing Agent Patricia McCormick J. Barrett & Company

  • /22

    $599,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,192 Sq Ft

    36 Eastern Ave, Gloucester, MA 01930

    Fabulous Deal! Move right into this nicely maintained home built in 1993 and located less than 1 mile to Good Harbor Beach and Gloucester's fabulous downtown! Walk up onto the large deck and into the main level where you'll find an open concept kitchen and spacious living room, 2 bedrooms, a full bath and laundry. The lower level was completely built out in 2021 and added amazing value!

    Lillian Lograsso J. Barrett & Company

    36 Eastern Ave, Gloucester, MA 01930
  • /42

    $2,800 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    7 Leighton Ct, Gloucester, MA 01930

    Beautiful single family for rent in Gloucester, this is a full year rental 12 month lease negotiable, The property consists of 2 bedrooms plus a large walk in closet or nursery connected to the master bedroom. Recently updated, beautiful kitchen white cabinets, granite countertops, stainless steel appliances including dishwasher and microwave. In unit washer and dryer. Lots of extra space, come

    Montero Realty Group Realty One Group Nest

    7 Leighton Ct, Gloucester, MA 01930
  • /24

    $306,000 Sold Feb 19, 2026

    10 Oak St Unit 3, Gloucester, MA 01930

    • 2 Beds
    • 1 Bath
    • 693 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $442/SF
    • 9 Days On Market

    Current Estimated Value $307,460

    Last Listing Agent Nancy Goodick

    10 Oak St Unit 3, Gloucester, MA 01930
    • /37

      Est $1,838,894 Not Listed For Sale

      9 Lupine Ln, Gloucester, MA 01930

      • 5 Beds
      • 5 Baths
      • 5,837 Sq Ft
      • Built 2013
      9 Lupine Ln, Gloucester, MA 01930

      Last Sold Summary

      • 2% Above List Price
      • $308/SF
      • 7 Days On Market

      Last Sold Price $1,800,000

      Last Listing Agent Julie Smith Engel & Volkers By the Sea

  • /10

    $325,000

    • 0.5 Baths
    • 800 Sq Ft

    197 E Main St Unit 1, Gloucester, MA 01930

    Iconic and storied East Gloucester location with amazing potential! First floor condo unit is formerly Duckworth's Bistrot. This space could be a restaurant, office or business or could be converted to residential with a special permit. 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

    Andree Gillian Group Engel & Volkers By the Sea

    197 E Main St Unit 1, Gloucester, MA 01930
  • /28

    $3,000 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,380 Sq Ft
    • Condo for Rent

    10 Amero Ct Unit 1, Gloucester, MA 01930

    10 Amero Ct Unit 1, Gloucester, MA 01930
  • /35

    $490,000 Sold Sep 25, 2025

    22 Sadler St, Gloucester, MA 01930

    • 4 Beds
    • 1 Bath
    • 1,237 Sq Ft
    • Built 1945

    Last Sold Summary

    • $396/SF
    • 1 Day On Market

    Current Estimated Value $501,286

    Last Listing Agent Laura Howard J. Barrett & Company

    22 Sadler St, Gloucester, MA 01930
    • /40

      Est $5,239,367 Not Listed For Sale

      131 Atlantic Rd, Gloucester, MA 01930

      • 4 Beds
      • 4.5 Baths
      • 5,485 Sq Ft
      • Built 2015
      131 Atlantic Rd, Gloucester, MA 01930

      Last Sold Summary

      • 5% Below List Price
      • $1,003/SF
      • 1 Day On Market

      Last Sold Price $5,500,000

      Last Listing Agent Andree Gillian Group Engel & Volkers By the Sea

  • /31

    $1,399,000

    • 7 Beds
    • 3 Baths
    • 3,831 Sq Ft

    368 Essex Ave, Gloucester, MA 01930

    Investors, developers, and homesteading enthusiasts — take note! Rare opportunity to acquire a 3.7-acre parcel in highly desirable West Gloucester. Includes a spacious three-family home on 2.44 acres plus an additional 1.26-acre lot, sold together. The existing property offers immediate income potential with three units — ideal for multi-generational living or rental income. Beyond investment

    Antonia Tullercash Churchill Properties

    368 Essex Ave, Gloucester, MA 01930
  • /3

    $1,600 total monthly price

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

    262 Main St Unit 3, Gloucester, MA 01930

    Very nice 1 bedroom apartment located in Historic downtown Gloucester. Easy access to shopping, restaurant's, beaches and entertainment. Peak at Historic Gloucester Harbor from the bedroom window. References, Full credit report, first and last month's rent plus $1,000.00 security deposit. Needs 24 hour's notice to show.

    Militello Team eXp Realty

    262 Main St Unit 3, Gloucester, MA 01930
  • /28

    $515,000 Sold Feb 26, 2026

    84 Centennial Ave, Gloucester, MA 01930

    • 2 Beds
    • 1.5 Baths
    • 1,327 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Above List Price
    • $388/SF
    • 9 Days On Market

    Current Estimated Value $510,048

    Last Listing Agent McClelland Del Rio Group Gibson Sotheby's International Realty

    84 Centennial Ave, Gloucester, MA 01930
    • /38

      Est $2,428,416 Not Listed For Sale

      75 Rocky Neck Ave, Gloucester, MA 01930

      • 5 Beds
      • 9 Baths
      • 4,916 Sq Ft
      • Built 1940
      75 Rocky Neck Ave, Gloucester, MA 01930

      Last Sold Summary

      • 9% Above List Price
      • $453/SF
      • 24 Days On Market

      Last Sold Price $2,225,000

      Last Listing Agent Ginger Attaya

  • /33

    $647,900 Pending

    • 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
  • /22

    $2,500 total monthly price

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    64 Perkins St Unit 2, Gloucester, MA 01930

    Newly renovated 2 Bedroom, 1 Bath apartmentAmenities include- Walking distance to Gloucester Crossing Shopping center. - Off-street parking for 2 cars- water/sewer included- designated basement storage area- basement laundry washer/dryer hookup- common shared patio and outdoor space

    64 Perkins St Unit 2, Gloucester, MA 01930
  • /36

    $599,000 Sold Apr 29, 2025

    98 E Main St, Gloucester, MA 01930

    • 3 Beds
    • 2 Baths
    • 1,749 Sq Ft
    • Built 1880

    Last Sold Summary

    • $342/SF
    • 13 Days On Market

    Current Estimated Value $639,519

    Last Listing Agent Chris Viegaard Churchill Properties

    98 E Main St, Gloucester, MA 01930
    • /27

      Est $553,098 Not Listed For Sale

      457 Washington St Unit 6, Gloucester, MA 01930

      • 2 Beds
      • 2 Baths
      • 1,033 Sq Ft
      • Built 1865
      457 Washington St Unit 6, Gloucester, MA 01930

      Last Sold Summary

      • 8% Below List Price
      • $580/SF
      • 3 Days On Market

      Last Sold Price $599,000

      Last Listing Agent Merry Fox Team MerryFox Realty

  • /24

    $650,000 Open Wed 4PM - 5PM

    • 4 Beds
    • 2 Baths
    • 1,750 Sq Ft

    3 Mondello Square, Gloucester, MA 01930

    Located on a quiet dead-end street just moments from the beach and downtown Gloucester, this well-maintained two-family home offers the perfect blend of coastal charm and in-town convenience. Each unit features two comfortable bedrooms, bright living spaces, and separate utilities, making it ideal for both owner-occupants and investors alike. The first-floor unit boasts a private patio, while the

    Mark Ventimiglia Vadala Real Estate

    3 Mondello Square, Gloucester, MA 01930
  • /27

    $2,800 total monthly price

    • 2 Beds
    • 1.5 Baths
    • 927 Sq Ft
    • Condo for Rent

    139 E Main St Unit B, Gloucester, MA 01930

    Live where coastal charm meets everyday convenience in this beautifully furnished 2-bedroom, 1.5 bath apartment overlooking stunning Gloucester Harbor. Perfectly positioned in the heart of downtown Gloucester on vibrant Main Street, this inviting home offers the best of seaside living just steps from shops, dining, galleries, and the waterfront.Enjoy your morning coffee or unwind at sunset on

    Karin Gitto Bancroft Realty Group

    139 E Main St Unit B, Gloucester, MA 01930
  • /35

    $670,000 Sold Nov 19, 2025

    85 Centennial Ave, Gloucester, MA 01930

    • 6 Beds
    • 2 Baths
    • 2,165 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Below List Price
    • $309/SF
    • 5 Days On Market

    Current Estimated Value $684,753

    Last Listing Agent Mark Ventimiglia Vadala Real Estate

    85 Centennial Ave, Gloucester, MA 01930
    • /37

      Est $536,789 Not Listed For Sale

      457 Washington St Unit 2, Gloucester, MA 01930

      • 2 Beds
      • 2 Baths
      • 1,023 Sq Ft
      • Built 1865
      457 Washington St Unit 2, Gloucester, MA 01930

      Last Sold Summary

      • 2% Below List Price
      • $538/SF
      • 22 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Jean-Marie Minton Keller Williams Realty Evolution

  • /41

    $529,900

    • 2 Beds
    • 1 Bath
    • 1,229 Sq Ft

    6 Monroe Ct, Gloucester, MA 01930

    Nestled in the heart of Gloucester, this 2 BR, 1 BA home has seen numerous updates and upgrades while still beaming with character and charm. Featuring two bedrooms, including a spacious primary bedroom and a generously sized second bedroom with ample closet space, as well as one full bathroom tiled with over-sized tub and shower. The generous sized living room is warm and inviting, with a

    Laura Sawulski Coldwell Banker Realty - Beverly

    6 Monroe Ct, Gloucester, MA 01930
  • /46

    $2,600 total monthly price

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    264 Washington St Unit 1, Gloucester, MA 01930

    There is no broker fee for this listing. A reimbursable $1300 security deposit as well as first and last months rent will be due upfront. We (the owner) are renting this apartment directly and seek conscientious applicants.Owner pays water and sewer. Tenant pays for electric and gas (heat is gas). One pet is generally acceptable and considered on case-by-case basis. No smoking is

    264 Washington St Unit 1, Gloucester, MA 01930
  • /33

    $685,000 Sold Jan 23, 2026

    196 Washington St, Gloucester, MA 01930

    • 3 Beds
    • 3 Baths
    • 2,282 Sq Ft
    • Built 1900

    Last Sold Summary

    • 6% Above List Price
    • $300/SF
    • 5 Days On Market

    Current Estimated Value $652,936

    Last Listing Agent Debra Lovelace Churchill Properties

    196 Washington St, Gloucester, MA 01930
    • /40

      Est $647,058 Not Listed For Sale

      118 Eastern Ave, Gloucester, MA 01930

      • 5 Beds
      • 2 Baths
      • 2,436 Sq Ft
      • Built 1920
      118 Eastern Ave, Gloucester, MA 01930

      Last Sold Summary

      • 22% Above List Price
      • $218/SF
      • 5 Days On Market

      Last Sold Price $530,000

      Last Listing Agent Stacey Simpson Century 21 North East

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