Gloucester, MA Homes

• 

  

  

  /41

  $799,000

  Open Sat 11AM - 1PM

  • 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
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  /33

  $5,000 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,900 Sq Ft
  • House for Rent

  17 Fort Hill Ave, Gloucester, MA 01930

  SEASONAL and FlEXIBLE TERM RENTAL - Charming English Tudor Carriage House privately located in the heart of Eastern Point within walking distance of two sandy beaches, DogBar Breakwater, Eastern Point Light House and many nature paths; only a 10 minute drive to Rt. 128 and all things Gloucester. Just minutes from Rocky Neck Art Colony and Gloucester Stage Company. Bicycle to town or around Cape

  Lois Budrose Lois Budrose Realty

  17 Fort Hill Ave, Gloucester, MA 01930
• 

  

  

  /42

  $815,000

  Sold Aug 22, 2025

  3 Cabot Ln, Gloucester, MA 01930

  • 2 Beds
  • 2 Baths
  • 1,430 Sq Ft
  • Built 2018

  Last Sold Summary

  • 3% Above List Price
  • $570/SF
  • 7 Days On Market

  Current Estimated Value $800,613

  Last Listing Agent Alexis MacIntyre Ocean's Edge Real Estate

  3 Cabot Ln, Gloucester, MA 01930
• 

  

  

  /27

  Est $607,327

  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

  • 3 Days On Market

  Last Listing Agent Merry Fox Team MerryFox Realty
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  /32

  $574,000

  $46K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,035 Sq Ft

  141 Prospect St, Gloucester, MA 01930

  Rare opportunity to own 2 beautifully renovated condominiums in the heart of Downtown Gloucester! Perfectly located just moments from restaurants, shopping, entertainment, beaches, the waterfront, and train station. This unique property offers the ultimate blend of coastal charm, modern updates, and investment potential, with no car needed. Each thoughtfully updated unit features 1 bedroom, 1

  Kathleen McHugh Churchill Properties

  141 Prospect St, Gloucester, MA 01930
• 

  

  /44

  $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
• 

  

  /25

  $860,000

  Sold Feb 05, 2026

  29 Harrison Ave, Gloucester, MA 01930

  • 5 Beds
  • 3 Baths
  • 2,131 Sq Ft
  • Built 1900

  Last Sold Summary

  • 10% Above List Price
  • $404/SF
  • 6 Days On Market

  Current Estimated Value $851,355

  Last Listing Agent Brian Carey Prism Real Estate Group

  29 Harrison Ave, Gloucester, MA 01930
• 

  

  /40

  Est $695,147

  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

  • 5 Days On Market

  Last Listing Agent Stacey Simpson Century 21 North East
• 

  

  /31

  $1,670,000

  • 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
• 

  

  /25

  $3,100 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,402 Sq Ft
  • House for Rent

  16 Warwick Rd Unit WINTER, Gloucester, MA 01930

  WINTER RENTAL: Ideally situated between two of Cape Ann's most beautiful beaches; Long Beach and Good Harbor, this impeccable one level home features an open-plan kitchen/dining area with granite countertops, stainless steel appliances, and gas range. It's comfortable living room features large windows and a flat screen tv over the decorative fireplace. There are 3 bedrooms: the primary has a

  Carole Sharoff AVH Realty

  16 Warwick Rd Unit WINTER, Gloucester, MA 01930
• 

  

  /27

  $550,000

  Sold Dec 22, 2025

  62 Eastern Point Rd Unit 3, Gloucester, MA 01930

  • 2 Beds
  • 1 Bath
  • 937 Sq Ft
  • Built 1982

  Last Sold Summary

  • $587/SF
  • 7 Days On Market

  Current Estimated Value $566,245

  Last Listing Agent Monahan Barker Team LandVest, Inc., Ipswich

  62 Eastern Point Rd Unit 3, Gloucester, MA 01930
• 

  

  /27

  Est $730,378

  Not Listed For Sale

  12 Crestview Terrace, Gloucester, MA 01930

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1995

  12 Crestview Terrace, Gloucester, MA 01930

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Kaela Sexton Vadala Real Estate
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  /38

  $599,900

  $50K PRICE DROP Pending

  • 3 Beds
  • 1 Bath
  • 1,820 Sq Ft

  25 Poplar St, Gloucester, MA 01930

  ATTENTION CONTRACTORS! 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 of this era can provide. An attached garage

  Mark Vadala Vadala Real Estate

  25 Poplar St, Gloucester, MA 01930
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  /28

  $2,975 Per Month

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

  19 Atlantic Rd Unit 16, Gloucester, MA 01930

  OFF SEASON RENTAL: Welcome to this modern two-story condo located in desirable Bass Rocks neighborhood boasting beautiful views of the golf course yet just .2 miles from Good Harbor Beach and its fabled footbridge. This 2-bedroom, 1.5-bath home combines contemporary style with comfortable living. Its open floor plan is filled with natural light, creating a warm and inviting atmosphere throughout.

  Jonathan Fonvielle AVH Realty

  19 Atlantic Rd Unit 16, Gloucester, MA 01930
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  /42

  $1,200,000

  Sold Nov 21, 2025

  146 Hesperus Ave, Gloucester, MA 01930

  • 4 Beds
  • 3 Baths
  • 3,643 Sq Ft
  • Built 1963

  Last Sold Summary

  • 20% Below List Price
  • $329/SF
  • 72 Days On Market

  Current Estimated Value $1,275,402

  Last Listing Agent William Rochford

  146 Hesperus Ave, Gloucester, MA 01930
• 

  

  /36

  Est $2,899,276

  Not Listed For Sale

  101 Wingaersheek Rd, Gloucester, MA 01930

  • 3 Beds
  • 3 Baths
  • 2,602 Sq Ft
  • Built 2007

  101 Wingaersheek Rd, Gloucester, MA 01930

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Nest / Syndi Zaiger Group Compass
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  /41

  $724,900

  • 2 Beds
  • 2.5 Baths
  • 1,619 Sq Ft

  58 Granite St Unit 4, Gloucester, MA 01930

  NEW CONSTRUCTION! Open House Friday 8/7, 5:30PM-6:30PM!!! Beautifully designed 2-bed, 2.5-bath townhouse. Ground level features large kitchen/dining. Stylish flush cabinets, quartz countertops & full backsplash, stainless steel appliances, induction cooking. Living room with custom built-ins & fireplace leads to private balcony. Private entry with soaring foyer and 1/2 bath. Rich hardwood floors

  Mike Becker Atlantic Coast Homes,Inc

  58 Granite St Unit 4, Gloucester, MA 01930
• 

  

  /5

  $1,800 Per Month

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

  31 Western Ave Unit 9, Gloucester, MA 01930

  FREE MONTH OF AUGUST! Sign a lease with an August 1st move-in and receive August rent FREE! Renovated one-bedroom apartment featuring a newer kitchen, updated bathroom, and vinyl plank flooring. Heat and hot water are included. The building offers common laundry and one off-street parking space.Located across from Pavilion Beach and just minutes from Half Moon Beach, Stage Fort Park, downtown

  Emma Fula Charlesgate Realty Group, llc

  31 Western Ave Unit 9, Gloucester, MA 01930
• 

  

  /40

  $675,000

  Sold May 14, 2026

  26 Marina Dr, Gloucester, MA 01930

  • 4 Beds
  • 2.5 Baths
  • 1,875 Sq Ft
  • Built 1952

  Last Sold Summary

  • 16% Below List Price
  • $360/SF
  • 179 Days On Market

  Current Estimated Value $678,446

  Last Listing Agent Heather Dagle RE/MAX Beacon

  26 Marina Dr, Gloucester, MA 01930
• 

  

  /42

  Est $1,869,195

  Not Listed For Sale

  23 Castle View Dr, Gloucester, MA 01930

  • 4 Beds
  • 2.5 Baths
  • 4,019 Sq Ft
  • Built 1997

  23 Castle View Dr, Gloucester, MA 01930

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Amanda Armstrong Compass
• 

  

  /40

  $4,695,000

  • 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
• 

  

  /8

  $2,000 Per Month

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

  31 Western Ave Unit 15, Gloucester, MA 01930

  FREE MONTH OF AUGUST! Sign a lease with an August 1st move-in and receive August rent FREE! Don't miss this updated two-bedroom apartment on the Boulevard featuring a newer kitchen, full bathroom, and vinyl plank flooring throughout. Heat and hot water are included for added value. The building also offers common laundry facilities and one off-street parking space.Conveniently located near the

  Emma Fula Charlesgate Realty Group, llc

  31 Western Ave Unit 15, Gloucester, MA 01930
• 

  

  /22

  $475,000

  Sold Mar 13, 2026

  197 E Main St Unit 2, Gloucester, MA 01930

  • 3 Beds
  • 1 Bath
  • 1,505 Sq Ft
  • Built 1900

  Last Sold Summary

  • 14% Below List Price
  • $316/SF
  • 75 Days On Market

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

  197 E Main St Unit 2, 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
• 

  

  /18

  $295,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft

  141 Prospect St Unit B, Gloucester, MA 01930

  Experience the best of coastal living in the heart of Downtown Gloucester! Ideally located just moments from restaurants, cafés, shopping, entertainment, the waterfront, beaches, and the train, this charming top-floor 1-bedroom condo offers the perfect blend of convenience, comfort, and style. Filled with natural light, this sunny home features an open-concept living, dining & kitchen area that

  Kathleen McHugh Churchill Properties

  141 Prospect St Unit B, Gloucester, MA 01930
• 

  

  /8

  $1,750 Per Month

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

  11 Fair St Unit 3, Gloucester, MA 01930

  Gloucester-Third floor 2 bedroom, tenant pays heat hot water and electricity. On site coin-op laundry and off street parking. Landlord will consider a cat or small dog.

  Robin McKeon McKeon / Corcoran Real Estate

  11 Fair St Unit 3, Gloucester, MA 01930
• 

  

  /41

  $1,285,000

  Sold Jul 22, 2026

  3 Raven Ln Unit A-2, Gloucester, MA 01930

  • 2 Beds
  • 2.5 Baths
  • 1,960 Sq Ft
  • Built 1984

  Last Sold Summary

  • 1% Below List Price
  • $656/SF
  • 19 Days On Market

  Current Estimated Value $1,105,942

  Last Listing Agent Fintan Madden RE/MAX Beacon

  3 Raven Ln Unit A-2, 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
• 

  

  /16

  $279,000

  $26K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 515 Sq Ft

  141 Prospect St Unit A, Gloucester, MA 01930

  Live the ultimate coastal lifestyle in the heart of Downtown Gloucester! Perfectly located just moments from vibrant restaurants, waterfront dining, beaches, shopping, entertainment, and the train station, this beautifully renovated one-bedroom condo offers convenience, charm, and modern comfort all in one. Step inside to discover a bright and inviting open-concept living, dining, and kitchen

  Kathleen McHugh Churchill Properties

  141 Prospect St Unit A, Gloucester, MA 01930
• 

  

  /13

  $3,750 Per Month

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  98 Maplewood Ave Unit 2, Gloucester, MA 01930

  Lots of natural light fills this updated 4 bedroom, 2 bath condo that is conveniently located within walking distance of the train, shopping, restaurants and parks. Freshly painted throughout with a new full bathroom, new dishwasher, new washer/dryer, new floors, new roof. Two assigned parking spaces in the driveway and a big patio and garden area. Plenty of storage in the basement. Please Note:

  Timothy Collins Boston Metropolitan Realty

  98 Maplewood Ave Unit 2, Gloucester, MA 01930
• 

  

  /15

  $632,000

  Sold Apr 08, 2026

  98 Maplewood Ave, Gloucester, MA 01930

  • 6 Beds
  • 2 Baths
  • 2,155 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Below List Price
  • $293/SF
  • 47 Days On Market

  Current Estimated Value $632,868

  Last Listing Agent Laura Sawulski Coldwell Banker Realty - Beverly

  98 Maplewood Ave, 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
• 

  

  /29

  $599,000

  $60K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 970 Sq Ft

  60 Rocky Neck Ave Unit 202, Gloucester, MA 01930

  A sun-filled seaside condo in the heart of Rocky Neck! Set in the heart of Rocky Neck, the country’s oldest working art colony, this inviting Gloucester condo offers a rare blend of coastal charm, historic character, and everyday convenience. From its elevated perch, the home captures beautiful views of Smith Cove, Gloucester Harbor, and the iconic Marine Railway—an ever-changing waterfront

  Ginger Attaya Gibson Sotheby's International Realty

  60 Rocky Neck Ave Unit 202, Gloucester, MA 01930
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  /11

  $15,000 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
• 

  

  /24

  $324,900

  Sold Jul 10, 2026

  2 Ocean Ave Unit 1M, Gloucester, MA 01930

  • 1 Bed
  • 1 Bath
  • 765 Sq Ft
  • Built 2003

  Last Sold Summary

  • 6% Below List Price
  • $425/SF
  • 78 Days On Market

  Current Estimated Value $321,334

  Last Listing Agent The Bill Butler Group Leading Edge Real Estate

  2 Ocean Ave Unit 1M, 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
• 

  

  /42

  $565,000

  • 2 Beds
  • 1.5 Baths
  • 1,244 Sq Ft

  38R Bass Ave, Gloucester, MA 01930

  Welcome to the heart of East Gloucester's highly desirable neighborhood, where coastal charm meets everyday convenience. Just a short stroll to Good Harbor Beach, this delightful 2-bedroom, 1.5-bath home offers the perfect opportunity for year-round living, a weekend retreat, or a summer getaway by the sea.Nestled on a private, secluded lot, the property features an absolutely charming

  Lisa Gaglione Churchill Properties

  38R Bass Ave, Gloucester, MA 01930
• 

  

  /30

  $3,100 Per Month

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft
  • House for Rent

  11 Bond St, Gloucester, MA 01930

  Live the coastal lifestyle in this delightful 2 bedroom one bath single family home just moments from Stage Fort Park and Pavillion Beach. Enjoy your own private driveway, a fantastic fenced yard , a cozy deck off the kitchen, perfect for morning coffee or evening unwinding. The enclosed front porch offers bonus space for storage. Clean bright white cabinets with new butcher block counters and

  Karin Gitto Bancroft Realty Group

  11 Bond St, 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
• 

  

  /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

Showing Results 81 - 120, Page 3 of 18