13,901

Gloucester, MA Homes

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  • /24

    $1,500,000

    $300K PRICE DROP
    • 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

    $3,950

    Total Monthly Price

    • 6 Beds
    • 2.5 Baths
    • 2,282 Sq Ft
    • House for Rent

    64 Riverview Rd, Gloucester, MA 01930

    Winter Rental Available: December 1, 2026-May 31, 2027Welcome to Tidebend, a beautifully crafted 6-bedroom, 2.5-bath home offering serene views of the Annisquam River. This thoughtfully designed home blends quality craftsmanship with comfort and practicality, featuring custom woodwork and built-ins throughout that enhance both character and functionality. The home’s inviting

    64 Riverview Rd, Gloucester, MA 01930
  • /42

    $940,000

    Sold May 22, 2026

    120 Washington St, Gloucester, MA 01930

    • 7 Beds
    • 4 Baths
    • 3,041 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Above List Price
    • $309/SF
    • 9 Days On Market

    Current Estimated Value $932,011

    Last Listing Agent Ruth Pino RE/MAX Beacon

    120 Washington St, Gloucester, MA 01930
    • /41

      Est $2,015,153

      Not Listed For Sale

      29 Castle View Dr, Gloucester, MA 01930

      • 5 Beds
      • 3.5 Baths
      • 3,820 Sq Ft
      • Built 2000
      29 Castle View Dr, Gloucester, MA 01930

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Brackett Janis Group Engel & Volkers By the Sea

  • /41

    $799,000

    Pending
    • 6 Beds
    • 3 Baths
    • 2,904 Sq Ft

    20 Shepherd St, Gloucester, MA 01930

    Well-maintained three-family property offering an excellent investment or owner-occupant opportunity in desirable Gloucester. All three units feature two bedrooms and one full bath, providing functional layouts with strong rental appeal. Driveway offers off-street parking for multiple vehicles. Current rents are below market value, presenting excellent potential for increased cash flow.

    Salvatore Dimercurio Keller Williams Realty Evolution

    20 Shepherd St, Gloucester, MA 01930
  • /6

    $1,900 Per Month

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

    16 Magnolia Ave Unit 12, Gloucester, MA 01930

    Charming renovated 1-bedroom apartment available now! This well-maintained unit features modern updates throughout, a bright and inviting living space, and the convenience of off-street parking. Heat and hot water is included in the rent. Conveniently located near Gloucester’s shops, restaurants, beaches, and commuter routes.

    Desiree Taylor Desired Homes Realty LLC

    16 Magnolia Ave Unit 12, Gloucester, MA 01930
  • /22

    $4,200,000

    Sold Jul 08, 2026

    100 Eastern Point Blvd, Gloucester, MA 01930

    • 4 Beds
    • 2.5 Baths
    • 2,318 Sq Ft
    • Built 1965

    Last Sold Summary

    • 12% Below List Price
    • $1,812/SF
    • 53 Days On Market

    Current Estimated Value $4,713,927

    Last Listing Agent Lanse Robb LandVest, Inc., Manchester -by-the-Sea

    100 Eastern Point Blvd, Gloucester, MA 01930
    • /42

      Est $1,765,817

      Not Listed For Sale

      50 Castle View Dr, Gloucester, MA 01930

      • 4 Beds
      • 4.5 Baths
      • 4,292 Sq Ft
      • Built 2001
      50 Castle View Dr, Gloucester, MA 01930

      Last Sold Summary

      • 78 Days On Market

      Last Listing Agent Amanda Armstrong Compass

  • /28

    $549,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft

    14 Staten St, Gloucester, MA 01930

    Perfect 2 family home for owner occupied or investor. Nice open space. 2 bedrooms each unit. large kitchen area. Off street parking. Great location close to 128 and public transportation. House delivered vacant and move in ready. One-Year American Home Shield Warranty included. Seller willing to buy down the mortgage rate of this home. PLEASE SET UP APPTS THRU SHOWINGTIME.

    Tyler Scaglione Cameron Real Estate Group

    14 Staten St, Gloucester, MA 01930
  • /37

    $4,500

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,284 Sq Ft
    • House for Rent

    26 Salt Island Rd, Gloucester, MA 01930

    Winter Rental Available: December 1, 2026-April 30, 2027Experience the beauty of Gloucester's coastline in this furnished ocean-view winter rental, ideally located just a short walk from both Good Harbor Beach and Long Beach. Enjoy morning strolls along the shore, stunning Atlantic views, and the tranquility of coastal living.The first floor features a private queen bedroom, full

    26 Salt Island Rd, Gloucester, MA 01930
  • /25

    $505,000

    Sold Aug 25, 2026

    42 E Main St, Gloucester, MA 01930

    • 2 Beds
    • 1 Bath
    • 676 Sq Ft
    • Built 1952

    Last Sold Summary

    • 11% Below List Price
    • $747/SF
    • 8 Days On Market

    Current Estimated Value $564,546

    Last Listing Agent Daniel Beirne OpenDoor Brokerage LLC

    42 E Main St, Gloucester, MA 01930
    • /31

      Est $1,929,224

      Not Listed For Sale

      18 Wingaersheek Rd, Gloucester, MA 01930

      • 3 Beds
      • 2 Baths
      • 1,931 Sq Ft
      • Built 1976
      18 Wingaersheek Rd, Gloucester, MA 01930

      Last Sold Summary

      • 44 Days On Market

      Last Listing Agent Christine Grammas Churchill Properties

  • /39

    $1,200,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    118 Prospect St, Gloucester, MA 01930

    Commanding a prominent presence in the heart of Gloucester’s historic Seaport, this stunning Victorian seamlessly blends timeless architectural character with exceptional modern updates. Tastefully renovated to the highest standards, this turnkey property preserves an abundance of original details while offering the efficiency, & amenities expected by today’s discerning buyer. Soaring ceilings &

    Margaret Maher William Raveis R.E. & Home Services

    118 Prospect St, Gloucester, MA 01930
  • /11

    $9,500 Per Month

    • 4 Beds
    • 5 Baths
    • 3,584 Sq Ft
    • House for Rent

    15 Wyoma Rd, Gloucester, MA 01930

    SHORT OR LONG TERM RENTAL. WEEKLY SUMMER RATES VARY....Rare opportunity to rent this spectacular custom-built home in the Private section of Wingaersheek Beach. Stunning ocean views from every room of this 4-bedroom home. Large bedrooms, custom bathrooms, beautiful chef's kitchen leads to a 2-story family room w/ fireplace and direct access to an oversized deck with stunning ocean views.

    Gianni De Palma GDP Real Estate Group, LLC

    15 Wyoma Rd, Gloucester, MA 01930
  • /18

    $580,000

    Sold Jul 01, 2026

    3 Acacia St, Gloucester, MA 01930

    • 3 Beds
    • 1.5 Baths
    • 1,230 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $472/SF
    • 47 Days On Market

    Current Estimated Value $594,791

    Last Listing Agent Ariella Esterkin Compass

    3 Acacia St, Gloucester, MA 01930
    • /25

      Est $1,374,707

      Not Listed For Sale

      9 Waterman Rd, Gloucester, MA 01930

      • 3 Beds
      • 1 Bath
      • 964 Sq Ft
      • Built 1956
      9 Waterman Rd, Gloucester, MA 01930

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Scott Smith Coldwell Banker Realty - Manchester

  • /8

    $325,000

    • 1 Bath
    • 955 Sq Ft

    27 Washington St, Gloucester, MA 01930

    Prime Downtown Gloucester Residential/ Commercial Opportunity! This stand alone commercial condominium offers a rare opportunity to own a distinctive property in the heart of Gloucester. Ideally located on Washington Street, this versatile property is well suited for an owner user, professional office, retail, service business, or investor looking to establish a presence in one of Cape Ann’s most

    Irma Fountain Keller Williams Realty Evolution

    27 Washington St, Gloucester, MA 01930
  • /35

    $5,250 Per Month

    • 4 Beds
    • 2 Baths
    • 1,708 Sq Ft
    • House for Rent

    44 Ye Olde County Rd, Gloucester, MA 01930

    WINTER RENTAL: This serene waterfront 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

    Julia Virden J. Barrett & Company

    44 Ye Olde County Rd, Gloucester, MA 01930
  • /25

    $335,000

    Sold Oct 08, 2025

    150 Prospect St Unit 3, Gloucester, MA 01930

    • 1 Bed
    • 1 Bath
    • 467 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Below List Price
    • $717/SF
    • 65 Days On Market

    Current Estimated Value $349,746

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

    150 Prospect St Unit 3, Gloucester, MA 01930
    • /37

      Est $1,457,383

      Not Listed For Sale

      15 Sea Fox Ln, Gloucester, MA 01930

      • 4 Beds
      • 2.5 Baths
      • 2,887 Sq Ft
      • Built 1994
      15 Sea Fox Ln, Gloucester, MA 01930

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Amanda Armstrong Compass

  • /31

    $1,585,000

    $85K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 2,568 Sq Ft

    11 Dennison St, Gloucester, MA 01930

    Waterfront Haven on Goose Cove. Discover a rare opportunity to own an exceptional waterfront property on Cape Ann's North Shore, just an hour from Boston by car or commuter rail. Set directly on Goose Cove offering a private dock for swimming, fishing, and kayaking at any tide, along with sweeping water views and spectacular sunrises and sunsets from nearly every room in the house. Situated

    KRISTINA BENGSTON Annisquam Village Realty

    11 Dennison St, Gloucester, MA 01930
  • /23

    $3,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,445 Sq Ft
    • Apartment for Rent

    55 Mansfield St Unit B, Gloucester, MA 01930

    Experience year-round waterfront living in this beautifully renovated 3-bedroom, 2-bath residence overlooking Gloucester Harbor. Thoughtfully updated with high-end finishes, this home features an open floor plan, a designer kitchen with quartz countertops, stainless steel appliances, a large center island, and abundant cabinetry. The spacious living and dining areas showcase panoramic ocean

    Levana Group RE/MAX Beacon

    55 Mansfield St Unit B, Gloucester, MA 01930
  • /42

    $852,000

    Sold Sep 25, 2025

    403 Western Ave, Gloucester, MA 01930

    • 4 Beds
    • 2.5 Baths
    • 3,040 Sq Ft
    • Built 1965

    Last Sold Summary

    • 7% Above List Price
    • $280/SF
    • 77 Days On Market

    Current Estimated Value $895,040

    Last Listing Agent Jeanine Moulden Coldwell Banker Realty - Manchester

    403 Western Ave, Gloucester, MA 01930
    • /30

      Est $776,099

      Not Listed For Sale

      192 Atlantic St, Gloucester, MA 01930

      • 1 Bed
      • 1 Bath
      • 968 Sq Ft
      • Built 1979
      192 Atlantic St, Gloucester, MA 01930

      Last Sold Summary

      • 96 Days On Market

      Last Listing Agent Carol Beatrice Real Broker MA, LLC

  • /38

    $599,900

    $50K PRICE DROP Pending
    • 3 Beds
    • 1 Bath
    • 1,820 Sq Ft

    25 Poplar St, Gloucester, MA 01930

    BACK ON MARKET DUE TO BUYER'S CIRCUMSTANCE- Step back in time and discover the charm and character of this rare antique home, originally the site of Procter Farm circa 1700. Set on a corner lot in Riverdale, this 3-bedroom center entrance Colonial offers timeless architectural details including wide pine floors, 5 fireplaces, and the warmth and craftsmanship only a property from the Georgian

    Mark Vadala Vadala Real Estate

    25 Poplar St, Gloucester, MA 01930
  • /20

    $3,500 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,444 Sq Ft
    • House for Rent

    10 Orchard Rd, Gloucester, MA 01930

    Available now through May 1 with a flexible 3-month minimum! Enjoy East Gloucester living in this beautifully furnished 5-bedroom, 5.5-bath home offering over 3,400 square feet of living space. Spacious, comfortable and beautifully situated on lovely grounds, the home offers plenty of room for everyday living, entertaining, working from home or hosting family and guests. Located in a quiet East

    Michelle Mineo Coldwell Banker Realty - Beverly

    10 Orchard Rd, Gloucester, MA 01930
  • /41

    $850,000

    Sold Oct 01, 2025

    8 Moorland Rd Unit 1, Gloucester, MA 01930

    • 2 Beds
    • 2 Baths
    • 1,744 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Below List Price
    • $487/SF
    • 15 Days On Market

    Current Estimated Value $909,362

    Last Listing Agent Patricia McCormick J. Barrett & Company

    8 Moorland Rd Unit 1, Gloucester, MA 01930
    • /23

      Est $767,764

      Not Listed For Sale

      190 Atlantic St, Gloucester, MA 01930

      • 3 Beds
      • 2 Baths
      • 1,080 Sq Ft
      • Built 1976
      190 Atlantic St, Gloucester, MA 01930

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Linda Clayton RE/MAX Beacon

  • /19

    $409,000

    • 1 Bed
    • 1.5 Baths
    • 855 Sq Ft

    139A Prospect St, Gloucester, MA 01930

    Absolutely adorable and newly renovated 1 bedroom 1.5 bath adobe style bungalow with an extra bonus room which could serve as a home office, studio, or guest room. This one level home located downtown Gloucester, is perfect as a condo alternative convenient to many restaurants, music venues, the train station, churches and Gloucester harbor and beaches... all just a short distance away! Many

    Heather Dagle RE/MAX Beacon

    139A Prospect St, Gloucester, MA 01930
  • /10

    $1,850 Per Month

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

    96 Middle St Unit 3, Gloucester, MA 01930

    Beautiful fully renovated year-round 3rd floor 3 Room 1 BR 1 BA apartment in central Gloucester above professional office space. Consists of approximately 450 SF and offers great views of Gloucester Harbor. This immaculate well maintained unit is within close proximity to all downtown Gloucester has to offer! Sunny south facing LR with fir floors, water views and ceiling fan, BR with fir floor

    Peter Lane North Shore's Gold Coast Realty

    96 Middle St Unit 3, Gloucester, MA 01930
  • /35

    $935,000

    Sold Apr 14, 2026

    20 Beacon St, Gloucester, MA 01930

    • 6 Beds
    • 3 Baths
    • 2,389 Sq Ft
    • Built 1900

    Last Sold Summary

    • 13% Below List Price
    • $391/SF
    • 32 Days On Market

    Current Estimated Value $889,058

    Last Listing Agent Kathleen McHugh Churchill Properties

    20 Beacon St, Gloucester, MA 01930
    • /42

      Est $800,613

      Not Listed For Sale

      3 Cabot Ln, Gloucester, MA 01930

      • 2 Beds
      • 2 Baths
      • 1,430 Sq Ft
      • Built 2018
      3 Cabot Ln, Gloucester, MA 01930

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Alexis MacIntyre Ocean's Edge Real Estate

  • /29

    $775,000

    Open Fri 3PM - 4:30PM
    • 2 Beds
    • 1.5 Baths
    • 1,108 Sq Ft

    37 Hartz St, Gloucester, MA 01930

    This lovely 2+ bedroom Queen Anne-style home is located approximately 1/2 mile from beautiful Good Harbor Beach, a short distance to Gloucester Harbor, and easy commuter access to Rte. 128. This charming home features a welcoming covered porch, updated kitchen with a kitchen island, and updated appliances. The kitchen opens to a formal dining room which has access to a cozy covered porch. A

    Nancy Goodick Gibson Sotheby's International Realty

    37 Hartz St, Gloucester, MA 01930
  • /28

    $2,100 Per Month

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

    18R Waterman Road Winter Unit 1, Gloucester, MA 01930

    Welcome to your Winter Hideaway on Waterman Road! All Utilities are Included in this well maintained sun-filled furnished rental. Spend hours exploring the private side of Wingaersheek with stunning sand dunes, sand bars, sea kites & the occasional whiskered seal. This sun filled unit has a well equipped kitchen, a large open concept dining area with easy streamline access from living room to

    Mary Matthews Coldwell Banker Realty - Manchester

    18R Waterman Road Winter Unit 1, Gloucester, MA 01930
  • /36

    $355,000

    Sold Dec 23, 2025

    33 Maplewood Ave Unit 21, Gloucester, MA 01930

    • 2 Beds
    • 1.5 Baths
    • 968 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Below List Price
    • $367/SF
    • 6 Days On Market

    Current Estimated Value $373,232

    Last Listing Agent Laura Crowell J. Barrett & Company

    33 Maplewood Ave Unit 21, Gloucester, MA 01930
    • /24

      Est $811,113

      Not Listed For Sale

      25 Brooks Rd, Gloucester, MA 01930

      • 2 Beds
      • 2 Baths
      • 2,330 Sq Ft
      • Built 1952
      25 Brooks Rd, Gloucester, MA 01930

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Melissa Seiler Stuart St James, Inc.

  • /40

    $4,295,000

    $400K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,765 Sq Ft

    16 Hesperus Cir, Gloucester, MA 01930

    Experience the best of Magnolia waterfront living at 16 Hesperus Circle. Situated at the center of a truly private landscape with unobstructed, breathtaking views of the Atlantic, this exceptional residence offers over 4,000 square feet of living space with 4 bedrooms and 3.5 baths. A flowing open layout is designed to maximize natural light and showcase the spectacular coastal setting, creating

    Amanda Armstrong Compass

    16 Hesperus Cir, Gloucester, MA 01930
  • /36

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 2,098 Sq Ft
    • Condo for Rent

    12 Squam Ln Unit 1, Gloucester, MA 01930

    ***SEASONAL RENTAL November 1, 2026 - May 31, 2027*** Welcome to your seasonal oasis! Experience the charm and tranquility of this exquisite condo available for seasonal rental, nestled in a prime location overlooking the picturesque Annisquam River. This unique home offers a perfect blend of comfort and style, with distinctive highlights throughout that make it truly special. Perfect for those

    Emma Duckworth Engel & Volkers By the Sea

    12 Squam Ln Unit 1, Gloucester, MA 01930
  • /42

    $700,000

    Sold Nov 26, 2025

    7 Harold Ave, Gloucester, MA 01930

    • 5 Beds
    • 2 Baths
    • 2,001 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Above List Price
    • $350/SF
    • 7 Days On Market

    Current Estimated Value $702,917

    Last Listing Agent Ruth Pino RE/MAX Beacon

    7 Harold Ave, Gloucester, MA 01930
    • /39

      Est $983,191

      Not Listed For Sale

      12 Brooks Ln, Gloucester, MA 01930

      • 4 Beds
      • 4.5 Baths
      • 3,173 Sq Ft
      • Built 1987
      12 Brooks Ln, Gloucester, MA 01930

      Last Sold Summary

      • 13 Days On Market

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

Showing Results 121 - 160, Page 4 of 18

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