13,738

Gloucester, MA Homes

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  • /35

    $719,000

    • 3 Beds
    • 2 Baths
    • 2,072 Sq Ft

    8 Windsor Ln, Gloucester, MA 01930

    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

    Debra Lovelace Churchill Properties

    8 Windsor Ln, Gloucester, MA 01930
  • /16

    $3,000

    Total Monthly Price

    • 3 Beds
    • 1.5 Baths
    • 1,150 Sq Ft
    • Townhouse for Rent

    4 Myrtle Square, Gloucester, MA 01930

    -Pet Policy May Be Negotiable/No Security Deposit-Nestled in a quiet, low-traffic neighborhood just 2 minutes off of Route 128, this bright and sunny 2nd & 3rd-floor unit offers the ideal mix of comfort, convenience, and coastal charm. You're a 4-minute walk to the MBTA, a 5-minute walk to the award-winning Holy Cow Ice Cream, and only 10-15 minutes on foot to Gloucester's breathtaking

    4 Myrtle Square, Gloucester, MA 01930
  • /24

    $600,000

    Sold Apr 29, 2026

    3 Mondello Square, Gloucester, MA 01930

    • 4 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • Built 1900

    Last Sold Summary

    • 8% Below List Price
    • $343/SF
    • 16 Days On Market

    Current Estimated Value $618,345

    Last Listing Agent Mark Ventimiglia Vadala Real Estate

    3 Mondello Square, Gloucester, MA 01930
    • /19

      Not Listed For Sale

      33 Railroad Ave Unit 201, Gloucester, MA 01930

      • 2 Beds
      • 2 Baths
      • 1,014 Sq Ft
      • Built 2004
      33 Railroad Ave Unit 201, Gloucester, MA 01930

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Katelyn Ciaramitaro Engel & Volkers By the Sea

  • /42

    $949,000

    Pending
    • 2 Beds
    • 2 Baths
    • 2,279 Sq Ft

    5 Babson St Unit 1, Gloucester, MA 01930

    Discover a truly special coastal urban living experience at 5 Babson St. Unit 1. Sited on private 1.19 acre hilltop lot surrounded by woods and yard overlooking Gloucester Harbor, Ten Pound Island and City! Spacious attractive 2 BR 2 BA 1st floor 1 level condo comprising 2279 SF living area with many original features retained including hw floors, wainscotting, and 2 working fireplaces (1 gas in

    Peter Lane North Shore's Gold Coast Realty

    5 Babson St Unit 1, Gloucester, MA 01930
  • /20

    $2,750

    Total Monthly Price

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

    12 Hesperus Cir, Gloucester, MA 01930

    Oceanview One-Bedroom in Magnolia – Fully Updated, 950 sq ftEnjoy coastal living in this beautifully updated 950 sq ft one-bedroom apartment in the heart of Magnolia. This bright and spacious unit offers stunning ocean views from every room, creating a serene and scenic backdrop year-round.The apartment features a modern kitchen and updated finishes throughout, with an open,

    12 Hesperus Cir, Gloucester, MA 01930
  • /39

    $560,000

    Sold May 29, 2026

    5 Viking St Unit A, Gloucester, MA 01930

    • 2 Beds
    • 1.5 Baths
    • 1,029 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Above List Price
    • $544/SF
    • 6 Days On Market

    Current Estimated Value $552,212

    Last Listing Agent Holly Chiancola Holly C & Co. Fine Homes

    5 Viking St Unit A, Gloucester, MA 01930
    • /41

      Est $1,058,678

      Not Listed For Sale

      130 Eastern Ave Unit 1, Gloucester, MA 01930

      • 3 Beds
      • 3.5 Baths
      • 1,742 Sq Ft
      • Built 2018
      130 Eastern Ave Unit 1, Gloucester, MA 01930

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Fintan Madden RE/MAX Beacon

  • /5

    $278,000

    • Land
    • 7,405 Sq Ft
    • $1,635,294 per Acre

    10 Hudson Rd, Gloucester, MA 01930

    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,

    Ruth Pino RE/MAX Beacon

    10 Hudson Rd, Gloucester, MA 01930
  • /10

    $1,750 Per Month

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

    9 Eastern Ave Unit 1, Gloucester, MA 01930

    Updated 1 bedroom unit in a very convenient location with close proximity to Downtown, Good Harbor Beach and Route 128.

    Anthony Stanton Boston Realty Company

    9 Eastern Ave Unit 1, 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 $309,404

    Last Listing Agent Nancy Goodick Gibson Sotheby's International Realty

    10 Oak St Unit 3, Gloucester, MA 01930
    • /42

      Est $519,627

      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

      • 44 Days On Market

      Last Listing Agent Ruth Pino RE/MAX Beacon

  • /5

    $899,000

    Pending
    • Land
    • 12,196 Sq Ft
    • $3,210,714 per Acre

    4 Crane Way, Gloucester, MA 01930

    Rare opportunity to build a 3-4 bedroom BEACH HOUSE at private Wingaersheek Beach. Located a few hundred yards from the pathway to the private beach which is directly on Ipswich Bay. Submitted BOH 4 bedrm septic design S/F home, awaiting approval. Surveyor's plot plan showing front and rear stakes. Deed restrictions include no subdivision, use for single-family dwelling purposes only and limited

    Linda Clayton RE/MAX Beacon

    4 Crane Way, Gloucester, MA 01930
  • /34

    $3,850

    Total Monthly Price

    • 2 Beds
    • 2.5 Baths
    • 1,319 Sq Ft
    • House for Rent

    660 Washington St, Gloucester, MA 01930

    Winter Rental Available: November 3, 2026-May 15, 2027Waterfront on the Annisquam River in Gloucester, this exceptional winter rental boasts wonderful views of the river and of Ipswich Bay. You will never forget the sunsets seen from the deck or from the delightful gazebo.This home has a custom kitchen, spacious open concept living/dining room and lots of windows. There are

    660 Washington St, 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 $522,031

    Last Listing Agent Laura Howard J. Barrett & Company

    22 Sadler St, Gloucester, MA 01930
    • /42

      Est $1,224,747

      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

      • 8 Days On Market

      Last Listing Agent Ruth Pino RE/MAX Beacon

  • /13

    $365,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 912 Sq Ft

    89 Friend St, Gloucester, MA 01930

    Bring Your Vision to Life Near Good Harbor Beach! Nestled in a prime Gloucester location, this 1900-built home is ready for its next chapter. Offering 2 bedrooms, 1.5 baths, and 912 square feet of potential, this "contractor’s special" is the ultimate blank canvas for an investor, flipper, or savvy buyer looking to customize their dream coastal getaway. Location is everything here. You are just

    Jack Brown RE/MAX Beacon

    89 Friend St, Gloucester, MA 01930
  • /20

    $2,900 Per Month

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft
    • Apartment for Rent

    6 Cabo Dr Unit Winter, Gloucester, MA 01930

    *WINTER RENTAL*Available Nov 1st -May 31, with some flexibility* Nestled on a quiet cul-de-sac, this beautifully renovated 2-bedroom, 1-bath home is just a short stroll to both Good Harbor Beach & Long Beach and close to shopping, restaurant's and everything Gloucester and Rockport have to offer. This residence offers the perfect retreat to enjoy coastal living during the off-season. It is fully

    Lane Burnham Team LAER Realty Partners

    6 Cabo Dr Unit Winter, 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 $514,687

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

    84 Centennial Ave, Gloucester, MA 01930
    • /33

      Est $1,466,782

      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

      • 14 Days On Market

      Last Listing Agent Amanda Armstrong Compass

  • /12

    $2,590,000

    • 14 Beds
    • 10 Baths
    • 6,700 Sq Ft

    222 Main St, Gloucester, MA 01930

    10-unit downtown Gloucester, consisting of 7 residential units & 3 commercial units w/ strong in-place income and long-term upside. The property generates approximately $262,920 in gross annual income w/ operating expenses of ~$71,000, delivering an attractive 7.4% cap rate; increasingly difficult to find in today’s market. Lead compliant certificates for 7 residential units. This asset has been

    Steve Martin Aluxety

    222 Main St, Gloucester, MA 01930
  • /55

    $4,000

    Total Monthly Price

    • 3 Beds
    • 3 Baths
    • 2,700 Sq Ft
    • Condo for Rent

    37 Rocky Neck Ave Unit Winter Rental: The Gallery, Gloucester, MA 01930

    Winter Rental Available: October 1,2026-May 31, 2027One-of-a-kind waterfront multi-level property on Rocky Neck, America's oldest art colony. Enjoy views of Smith Cove and the Gloucester skyline.The main living area is on the second floor where there is a spacious living room overlooking the cove. Also on this level is a fully equipped kitchen with granite countertops and

    37 Rocky Neck Ave Unit Winter Rental: The Gallery, Gloucester, MA 01930
  • /41

    $515,000

    Sold May 08, 2026

    6 Monroe Ct, Gloucester, MA 01930

    • 2 Beds
    • 1 Bath
    • 1,229 Sq Ft
    • Built 1900

    Last Sold Summary

    • 10% Below List Price
    • $419/SF
    • 84 Days On Market

    Current Estimated Value $516,919

    Last Listing Agent Laura Sawulski Coldwell Banker Realty - Beverly

    6 Monroe Ct, Gloucester, MA 01930
    • /42

      Est $841,397

      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

      • 7 Days On Market

      Last Listing Agent Patricia McCormick J. Barrett & Company

  • /27

    $539,000

    • 2 Beds
    • 2 Baths
    • 1,575 Sq Ft

    80 Prospect St Unit 7, Gloucester, MA 01930

    At 80 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

    Bethany Pratt Churchill Properties

    80 Prospect St Unit 7, Gloucester, MA 01930
  • /14

    $7,500 Per Month

    • 4 Beds
    • 3 Baths
    • 2,164 Sq Ft
    • House for Rent

    1 Sandy Way, Gloucester, MA 01930

    One Week Rentals Available: Experience coastal living in this furnished weekly rental with deeded access to Coffins Beach. The open kitchen, dining, and living area flows to a bright family room with a cathedral ceiling and deck. A 3rd-floor bonus room opens to a roof deck with panoramic ocean views. Accommodations: King ensuite, 2 Queen rooms (shared bath), trundle room, sunroom with daybed, and

    Kimberly Tipert Noyes Engel & Volkers By the Sea

    1 Sandy Way, 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 $675,652

    Last Listing Agent Mark Ventimiglia Vadala Real Estate

    85 Centennial Ave, Gloucester, MA 01930
    • /25

      Est $286,579

      Not Listed For Sale

      145 Essex Ave Unit 305, Gloucester, MA 01930

      • 1 Bed
      • 1 Bath
      • 636 Sq Ft
      • Built 1970
      145 Essex Ave Unit 305, Gloucester, MA 01930

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Kaela Sexton Vadala Real Estate

  • /20

    $775,000

    $50K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,321 Sq Ft

    4 Langsford St, Gloucester, MA 01930

    Just steps from Lane’s Cove, this home is a testament to enduring architectural charm, offering beautiful wood floors throughout, spacious living room, dining room and kitchen, wood pellet stove, two bedrooms with vaulted ceilings, deck, yard, outdoor shower and garden shed.

    Michael Beaton Churchill Properties

    4 Langsford St, Gloucester, MA 01930
  • /21

    $3,000

    Total Monthly Price

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

    5 Pirates Ln, Gloucester, MA 01930

    WINTER RENTAL - Available: September 1, 2026-June 15, 2027 (Utilities Included)Tucked away along the harbor, this charming East Gloucester end-unit condo is part of a classic coastal Victorian-era complex overlooking picturesque Smith Cove and Gloucester Harbor. With its private entrance and two spacious decks, this light-filled retreat is the perfect seaside escape.Step inside

    5 Pirates Ln, 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 $701,333

    Last Listing Agent Debra Lovelace Churchill Properties

    196 Washington St, Gloucester, MA 01930
    • /37

      Est $1,923,447

      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

      • 7 Days On Market

      Last Listing Agent Julie Smith Engel & Volkers By the Sea

  • /25

    $566,000

    Pending
    • 2 Beds
    • 1 Bath
    • 676 Sq Ft

    42 E Main St, Gloucester, MA 01930

    42 E Main St is a residence featuring modern updates throughout. Fresh exterior paint enhances the home's curb appeal and creates a polished first impression. The kitchen is equipped with stainless steel appliances, creating a contemporary and functional cooking space for everyday use. Clean finishes and updated details carry through the interior, establishing a cohesive and well-maintained

    Daniel Beirne OpenDoor Brokerage LLC

    42 E Main St, Gloucester, MA 01930
  • /15

    $2,100 Per Month

    • 2 Beds
    • 1 Bath
    • 1,026 Sq Ft
    • Apartment for Rent

    9 Friend St Unit 1, Gloucester, MA 01930

    This year-round, sunlit four-room apartment rental includes heat and hot water. Meticulously maintained first-floor unit has an open concept eat-in kitchen, living room, and outside deck with views of our working harbor. A heated front porch, a slider to a large 19' x 8' deck at the back that overlooks the working harbor, polished hardwood floors, period coffered ceilings, a washer and dryer, a

    Ana Silveira J. Barrett & Company

    9 Friend St Unit 1, Gloucester, MA 01930
  • /35

    $265,000

    Sold Jan 30, 2026

    145 Essex St Unit 622, Gloucester, MA 01930

    • 1 Bed
    • 1 Bath
    • 655 Sq Ft
    • Built 1970

    Last Sold Summary

    • $405/SF
    • 2 Days On Market

    Last Listing Agent Didier Lopez RE/MAX One Call Realty

    145 Essex St Unit 622, Gloucester, MA 01930
    • /40

      Est $5,184,871

      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

      • 1 Day On Market

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

  • /24

    $1,800,000

    • 9 Beds
    • 5.5 Baths
    • 4,610 Sq Ft

    53 Western Ave, Gloucester, MA 01930

    Step into a piece of history overlooking Gloucester Harbor. Built in 1741 as a single family home, the property is currently used as an inn/multi unit property offering an expansive 4610 square feet of living space. Large exposed beams and unique features throughout. Conversion back to a single family would create a very stately captains house. Discover the enduring charm and potential of this

    Michael Beaton Churchill Properties

    53 Western Ave, Gloucester, MA 01930
  • /39

    $3,975

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 1,520 Sq Ft
    • House for Rent

    206 Atlantic St, Gloucester, MA 01930

    Winter Rental Available: October 1, 2026- May 31, 2027This private contemporary furnished house is perched on a hilltop near Wingaersheek Beach. Inside is an open plan living/dining room with vaulted ceilings, hardwood floors, and large oversized windows which fills the room of natural light. The dining area includes a large table with plenty of seating. The eat-in kitchen with breakfast

    206 Atlantic St, Gloucester, MA 01930
  • /19

    $675,000

    Sold Jul 06, 2026

    30 Addison St, Gloucester, MA 01930

    • 5 Beds
    • 2 Baths
    • 2,032 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $332/SF
    • 12 Days On Market

    Current Estimated Value $688,669

    Last Listing Agent Lia Giacalone Engel & Volkers By the Sea

    30 Addison St, Gloucester, MA 01930
    • /38

      Est $2,525,563

      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

      • 24 Days On Market

      Last Listing Agent Ginger Attaya Gibson Sotheby's International Realty

Showing Results 41 - 80, Page 2 of 18

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