Gloucester, MA Homes for Sale with Parking

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  $1,299,000

  • 4 Beds
  • 2.5 Baths
  • 3,264 Sq Ft

  4 Ciaramitaro Ct, Gloucester, MA 01930

  Welcome to this stunning 4-bedroom, 2.5-bath home located in the sought-after Bay View neighborhood of Gloucester. Thoughtfully renovated from top to bottom, this home features an open-concept living space perfect for modern living and entertaining. Enjoy breathtaking sunset views from the spacious roof top deck, ideal for relaxing or hosting gatherings. The finished basement offers a versatile

  Katelyn Ciaramitaro Engel & Volkers By the Sea

  4 Ciaramitaro Ct, Gloucester, MA 01930
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  /18

  $1,175,000

  • 2 Beds
  • 2.5 Baths
  • 1,489 Sq Ft

  4 Wonson St, Gloucester, MA 01930

  Located in the heart of Rocky Neck—America’s oldest continuously operating artists’ colony—4 Wonson is a beautifully updated colonial home filled with historic charm and modern comfort. Enter through the charming Dutch door into a renovated kitchen and dining area featuring wide-plank floors, exposed beams, and original brick accents. The second floor offers a sunlit living room, adjoining

  Nest / Syndi Zaiger Group Compass

  4 Wonson St, Gloucester, MA 01930
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  /30

  $1,295,000

  • 4 Beds
  • 3.5 Baths
  • 2,724 Sq Ft

  9 Rocky Pasture Rd, Gloucester, MA 01930

  This East Gloucester English Cottage exudes timeless curb appeal with its classic stone & stucco exterior, gabled roofline, lush, and mature landscaping. Offering 4 beds, 3.5 baths, & two sun-drenched offices on the third floor, the home is thoughtfully designed for both comfort & versatility. The freshly painted interior spans 3 beautifully finished levels, showcasing gleaming hardwood floors &

  Julie Smith Engel & Volkers By the Sea

  9 Rocky Pasture Rd, Gloucester, MA 01930
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  $1,199,000

  • 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
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  $1,199,000

  • 3 Beds
  • 2 Baths
  • 2,438 Sq Ft

  188 Atlantic St, Gloucester, MA 01930

  This spectacular split-level home is just steps away from the pristine sands of Wingaersheek Beach, one of the finest beaches on the North Shore. This fully renovated home is graced with chic and contemporary finishes. The attention to detail is evident throughout! The open concept kitchen/living/dining room is well-suited for entertaining, with sliders leading out to a large wrap around deck.

  Scott Smith Coldwell Banker Realty - Manchester

  188 Atlantic St, Gloucester, MA 01930
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  /27

  $1,999,000

  • 5 Beds
  • 3.5 Baths
  • 4,736 Sq Ft

  672 Washington St, Gloucester, MA 01930

  Waterfront living with historic charm. Once a working mill, the structure has been transformed into a warm and inviting home, preserving its architectural heritage while embracing contemporary updates. The open-concept layout offers sunlit living spaces that showcase panoramic vistas of Annisquam River, Wingaersheek Beach, and Ipswich Bay. Whether you’re unwinding on the expansive deck, paddling

  Joshua Mulvey Mulvey Real Estate, LLC

  672 Washington St, Gloucester, MA 01930
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  /36

  $1,325,000

  • 3 Beds
  • 2.5 Baths
  • 2,404 Sq Ft

  178 Atlantic St, Gloucester, MA 01930

  Moments from the pristine shores of Wingaersheek Beach this three bedroom, two and a half bath single family home is the ultimate weekend retreat, seasonal getaway or year round home. Offering captivating views of the Jones River in an idyllic setting, featuring two finished levels with full basement, a two car garage and private drive this property has been beautifully maintained and updated and

  Amanda Armstrong Compass

  178 Atlantic St, Gloucester, MA 01930
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  /24

  $1,995,000

  • 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
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  /40

  $899,000

  • 4 Beds
  • 3 Baths
  • 2,443 Sq Ft

  28 Macomber Rd, Gloucester, MA 01930

  Nestled in a highly sought-after neighborhood, this charming post-and-beam home, built by Maine Post & Beam in 1980, combines timeless design with modern updates. The home features a beautifully remodeled kitchen/dining complete with a center island and contemporary finishes including quartzite counters and high-end appliances.. The open floor plan, hardwood floors and exposed beams create a

  Lillian Lograsso J. Barrett & Company

  28 Macomber Rd, Gloucester, MA 01930
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  /42

  $825,000

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft

  109 Riverview Rd, Gloucester, MA 01930

  Annisquam River views and deeded rights to river via nearby assn. path! Comfortable living in this 8 Rm 3 BR 2 BA Raised Ranch. Attached oversized 2 car gar provides secure pkg and extra storage. Welcoming ambiance in LR enhanced by the warmth of a fireplace, picture window views to river and lovely sunsets, and HW floors! Culinary dreams can be made in the beautiful updated Kraftmaid cabinet

  Peter and Pam Lane North Shore's Gold Coast Realty

  109 Riverview Rd, Gloucester, MA 01930
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  /42

  $677,900

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

  7 Harold Ave, Gloucester, MA 01930

  Spacious & Sunny Home with Historic Charm and Modern Comforts. With three levels of finished living space and up to five bedrooms, this sun-filled home offers exceptional flexibility-ideal for multigenerational living or simply spreading out in comfort. The elegant natural bow windows lend a timeless, historic charm, while the sunroom and attached deck provide perfect spots to relax and unwind.

  Ruth Pino RE/MAX Beacon

  7 Harold Ave, Gloucester, MA 01930
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  /40

  $2,350,000

  • 3 Beds
  • 2.5 Baths
  • 2,493 Sq Ft

  6 Stanwood Point Unit B, Gloucester, MA 01930

  Discover the best of waterfront living in this beautifully appointed 3 bedroom townhome located on Little River. With an open-concept floor plan filled with natural light, this home offers the perfect blend of comfort and coastal elegance. The modern kitchen features updated appliances, ample cabinetry, and a large island ideal for casual dining or entertaining. The adjoining dining and living

  Katelyn Ciaramitaro Engel & Volkers By the Sea

  6 Stanwood Point Unit B, Gloucester, MA 01930
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  /40

  $778,000

  • 2 Beds
  • 1 Bath
  • 1,328 Sq Ft

  50 Laurel St, Gloucester, MA 01930

  This immaculate, welcoming two bedroom one level home has been lovingly updated and maintained and it shows. Appreciate the beauty of its tiered yard with its gorgeous granite walls from the comfort of the light filled living room or the wrap around deck. Imagine yourself headed to the deck with morning coffee in warmer weather or set up a table to enjoy dinner al fresco.The remodeled kitchen

  Ruth Pino RE/MAX Beacon

  50 Laurel St, Gloucester, MA 01930
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  /29

  $328,800

  • 2 Beds
  • 1 Bath
  • 714 Sq Ft

  145 Essex Ave Unit 610, Gloucester, MA 01930

  Move right into this sun-splashed 2BR condo at The Heights at Cape Ann! An exceptional value, this unit features some of the best Annisquam River views in the complex from BOTH the primary bedroom (currently used as the living room) and the spacious balcony. Enjoy year-round scenery, amazing sunsets, and cooling breezes. The functional layout offers flexibility, generous storage, and a freshly

  Fintan Madden RE/MAX Beacon

  145 Essex Ave Unit 610, Gloucester, MA 01930
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  /28

  $799,000

  • 3 Beds
  • 3 Baths
  • 1,700 Sq Ft

  3 Stone Ct, Gloucester, MA 01930

  Welcome to this beautifully updated home offering three spacious bedrooms and three full bathrooms—one conveniently located on each level. The stunning kitchen features elegant stone flooring and modern finishes, perfect for any home chef. A bright first floor office provides ideal space for working from home. The full finished basement provides additional living and storage space, adding

  Lisa Ramos Coldwell Banker Realty - Manchester

  3 Stone Ct, Gloucester, MA 01930
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  /22

  $569,995

  • 3 Beds
  • 2 Baths
  • 1,825 Sq Ft

  7 Babson St, Gloucester, MA 01930

  Enjoy coastal living and all that Gloucester has to offer from a home perched high on a hill on a dead end street. Built in 1994, this 3 bedroom, 2 full bath home can accommodate single level living with one bedroom and a full bath on the main level. The upper level offers 2 additional spacious bedrooms along with a full bath. The partially finished walk-out level allows opportunities for

  Angela Cromosini Lyv Realty

  7 Babson St, Gloucester, MA 01930
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  $715,000

  • 3 Beds
  • 2.5 Baths
  • 1,769 Sq Ft

  90 Middle St Unit L, Gloucester, MA 01930

  Fulfill Your Coastal Dream of Living in Historic Gloucester just minutes to the sea, shops & restaurants! Rare opportunity to own the c.1764 Captain Dolliver home. The recent $90K in thoughtful renovations created a home more beautiful, functional, cozy & comfortable. This half-house retains its antique charm w wide-plank pine floors, decorative fireplaces, wainscotting, moldings & exposed

  Cynthia Conroy William Raveis R.E. & Home Services

  90 Middle St Unit L, Gloucester, MA 01930
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  $1,325,000

  • 2 Beds
  • 2.5 Baths
  • 2,030 Sq Ft

  9 Raven Ln Unit U:B-6, Gloucester, MA 01930

  Welcome to this exquisite townhouse in Hawthorne Point, Rocky Neck—just steps from Niles Beach and offering stunning water views. Renovated in 2020, this light-filled home spans three thoughtfully designed levels. The first floor features a spacious foyer, access to the garage, ample storage, and a large private en suite bedroom with flexible use and direct access to a brick patio overlooking the

  Jill Michaud Gibson Sotheby's International Realty

  9 Raven Ln Unit U:B-6, Gloucester, MA 01930
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  /38

  $3,495,000

  • 4 Beds
  • 5 Baths
  • 5,205 Sq Ft

  226 Atlantic St, Gloucester, MA 01930

  Just steps from Wingaersheek Beach, 226 Atlantic Street is an extraordinary new home that blends timeless design with coastal living. Crafted for year-round comfort, this residence offers a chef-inspired kitchen with custom cabinetry, Thermador appliances, and walk-in pantry. The great room soars with a cathedral ceiling and stone fireplace, leading to a four-season porch that brings the outside

  Nest / Syndi Zaiger Group Compass

  226 Atlantic St, Gloucester, MA 01930
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  /36

  $599,000

  • 3 Beds
  • 1.5 Baths
  • 1,442 Sq Ft

  30 Chapel St Unit B, Gloucester, MA 01930

  Welcome to this recently converted and exquisitely appointed two-story condo in the idyllic seaside setting of East Gloucester. Enhanced with new exterior paint and fresh landscaping, this home exudes tranquility and charm. Step inside to discover a spacious, light-filled living room adorned with high ceilings and beautifully restored wood floors, seamlessly flowing into the airy dining room

  Felicia Trupiano J. Barrett & Company

  30 Chapel St Unit B, Gloucester, MA 01930
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  /39

  $1,100,000

  • 2 Beds
  • 2.5 Baths
  • 2,044 Sq Ft

  5 Raven Ln, Gloucester, MA 01930

  Great location in East Gloucester's Hawthorne Point community with its own private beach to launch kayaks and paddle boards. Stunning views of the outer harbor and Boston skyline. The first level offers a large entryway accessed either by the garage or front door, laundry area & a large en-suite with outside access to a brick patio and lovely common area. The second level is the heart of the home

  Laura Howard J. Barrett & Company

  5 Raven Ln, Gloucester, MA 01930
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  /39

  $819,000

  • 3 Beds
  • 2 Baths
  • 2,036 Sq Ft

  962 Washington St, Gloucester, MA 01930

  Back on market due to a change in buyer’s circumstances. Once the parsonage for Gloucester’s iconic Blue Church, this charming home blends timeless character with modern, cost-efficient updates. Just a 5-minute stroll to coveted Plum Cove Beach—renowned for its sunsets—on the edge of the beloved Lanesville community. Original wide pine floors, high ceilings, and abundant light complement a

  Sara Seber Engel & Volkers By the Sea

  962 Washington St, Gloucester, MA 01930
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  /42

  $798,000

  • 4 Beds
  • 2 Baths
  • 2,364 Sq Ft

  18 Cherry St, Gloucester, MA 01930

  Meticulously maintained two-family home perfect for multi-generational living or generating extra income. The main unit features 3 bedrooms plus a spacious home office ideal for remote work. The bright living room opens to a large, west-facing deck, perfect for enjoying sunsets. A formal dining room with sliding doors leads to the deck, and the kitchen includes a dining area for casual meals. The

  Ruth Pino RE/MAX Beacon

  18 Cherry St, Gloucester, MA 01930
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  /38

  $1,250,000

  • 5 Beds
  • 3 Baths
  • 3,393 Sq Ft

  29 Fuller St, Gloucester, MA 01930

  This classic 1920s gambrel offers over 3,300 sq. ft. of living space with five bedrooms and three full baths, set just steps from Magnolia Beach and the village center. While legally a two-family, it lives seamlessly as a single-family home, providing rare flexibility for multi-generational living, rental income, or expanded guest space. Renovations including the primary bedroom and bathroom, and

  Amanda Armstrong Compass

  29 Fuller St, Gloucester, MA 01930
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  $799,000

  • 5 Beds
  • 1 Bath
  • 1,941 Sq Ft

  97 E Main St, Gloucester, MA 01930

  97 & 99 East Main Street combine a classic 1900 Colonial (approx. 1,941 sq. ft., 5 bedrooms) with an adjoining lot in the Marine Industrial (MI) zone. Overlooking Cripple Cove and the harbor, the property has been home to Cripple Cove Studios and offers flexible space for residential, live/work, or creative use (subject to city approvals). The Colonial retains charm and scale with room for

  McDermott Group Gibson Sotheby's International Realty

  97 E Main St, Gloucester, MA 01930
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  /38

  $969,000

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft

  30 Atlantic St, Gloucester, MA 01930

  Welcome to your dream home by the sea. Perfectly situated on the road to Wingaersheek Beach and Jones Creek, this fully renovated 3-bedroom, 2-bath Colonial combines timeless charm with modern luxury. Step inside and be greeted by a stunning open-concept kitchen featuring brand-new stainless steel appliances, gleaming Quartz countertops, an expansive island with wine chiller, and stylish

  Kimberly Lorden

  30 Atlantic St, Gloucester, MA 01930
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  /18

  $395,000

  • 2 Beds
  • 1.5 Baths
  • 939 Sq Ft

  24 Cobblestone Ln Unit 603, Gloucester, MA 01930

  This thoughtfully designed top floor single level unit offers blended modern comfort with historic charm. This inviting open concept layout connects the kitchen, dining and living areas under soaring ceilings, ideal for both everyday living and entertaining. Oversized windows flood the home in natural light, while framing peaceful views of the Lower Banjo pond and surrounding woodlands.

  Kimberly Tipert Noyes Engel & Volkers By the Sea

  24 Cobblestone Ln Unit 603, Gloucester, MA 01930
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  $4,395,000

  • 5 Beds
  • 6 Baths
  • 5,637 Sq Ft

  58 Eastern Point Blvd, Gloucester, MA 01930

  58 Eastern Point Blvd., a rare & remarkable opportunity to own a piece of Gloucester’s architectural history on Eastern Point. Built in 1916 & set on a little over an acre of land, this distinguished single-family home offers over 5600 sq. ft. of living space, blending timeless character w/ endless potential. Step inside & be captivated by the grand great room, an impressive space with soaring

  Charleen McCarthy Five Mark Realty Group LLC

  58 Eastern Point Blvd, Gloucester, MA 01930
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  /38

  $459,000

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft

  11 Overlook Ave, Gloucester, MA 01930

  Looking for a quiet place in the woods. Located in West Gloucester on a dead end street in a woodland neighborhood, this comfortable two bedroom home offers an intimate living space with an open and modern design, enhancing original cottage features. Move in ready, freshly painted interior, wood flooring, Galley kitchen with pantry mudroom. Well water and private septic (tight tank). Large yard

  Holly Chiancola Holly C & Co. Fine Homes

  11 Overlook Ave, Gloucester, MA 01930
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  /42

  $3,596,900

  • 6 Beds
  • 6 Baths
  • 5,306 Sq Ft

  3 Colburn St, Gloucester, MA 01930

  OH Every Sunday! Wake to the rhythm of the tides and salt-kissed breezes at this extraordinary new oceanside home across from Hodgkins Cove. A seamless blend of modern luxury and timeless New England charm, this residence showcases masterful craftsmanship from a family of esteemed builders. Walls of glass invite panoramic ocean views into the sunlit open-concept layout, while a gourmet kitchen

  Phyllis Larkin Larkin & Larkin Real Estate

  3 Colburn St, Gloucester, MA 01930
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  $1,295,000

  • 2 Beds
  • 2.5 Baths
  • 2,026 Sq Ft

  15 Raven Ln Unit 15, Gloucester, MA 01930

  Welcome to Hawthorne Point, an exclusive coastal gem near Niles Beach and the vibrant Rocky Neck Art Colony, offering views of Smith Cove and Gloucester’s inner harbor. This beautifully renovated 2BR, 2.5BA townhouse blends luxury, comfort, and style. Fully updated in 2018 with extensive enhancements in 2024–2025, including 3 new Mitsubishi splits, central vac, upgraded garage with new floor and

  Ginger Attaya

  15 Raven Ln Unit 15, Gloucester, MA 01930
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  $1,249,000

  • 2 Beds
  • 3.5 Baths
  • 1,423 Sq Ft

  5 Samoset Rd Unit A, Gloucester, MA 01930

  Located at 5 Samoset Rd, this luxurious one of two condo new-builds presents an unparalleled opportunity to experience refined living within its open concept floorplan with sunset views out over the Little River Estuary to the Annisquam River. The custom McCormick kitchen is a culinary dream with a large island, perfect for both casual dining and entertaining; featuring integrated paneled Bosch

  Ann Olivo J. Barrett & Company

  5 Samoset Rd Unit A, Gloucester, MA 01930
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  /22

  $4,950,000

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

  100 Eastern Point Blvd, Gloucester, MA 01930

  Welcome to one of the most spectacular oceanfront retreats on the North Shore — 100 Eastern Point Blvd. This 1.78-acre coastal property offers panoramic views of the Atlantic Ocean, Lighthouse Cove, Raymond’s Beach, Gloucester Harbor, and even the Boston skyline. The renovated Cape Cod-style home features 4 bedrooms, 2.5 baths, and expansive ocean views from nearly every room. Enjoy a wide, flat

  Lanse Robb LandVest, Inc., Manchester -by-the-Sea

  100 Eastern Point Blvd, Gloucester, MA 01930
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  /20

  $1,149,000

  • 6 Beds
  • 3 Baths
  • 3,555 Sq Ft

  5 Washington Square, Gloucester, MA 01930

  Located at 5 Washington Sq, Gloucester, MA, this multi-family residence in Essex County presents itself as an inviting home, ready for its next chapter. The kitchen is a culinary canvas, featuring a backsplash that adds a touch of sophistication to the heart of this home. Imagine creating memorable meals in this space, where functionality meets aesthetic appeal. The property boasts a deck, an

  Grace Ciaramitaro J. Barrett & Company

  5 Washington Square, Gloucester, MA 01930
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  /42

  $1,837,900

  • 3 Beds
  • 2.5 Baths
  • 2,653 Sq Ft

  3 Colburn St Unit 2, Gloucester, MA 01930

  OH every Sunday! Wake to the rhythm of the tides and salt-kissed breezes at this extraordinary new oceanside home across from Hodgkins Cove. A seamless blend of modern luxury and timeless New England charm, this residence showcases masterful craftsmanship from a family of esteemed builders. Walls of glass invite panoramic ocean views into the sunlit open-concept layout, while a gourmet kitchen

  Phyllis Larkin Larkin & Larkin Real Estate

  3 Colburn St Unit 2, Gloucester, MA 01930
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  $499,000

  • 2 Beds
  • 1 Bath
  • 740 Sq Ft

  6 Mount Locust Place Unit 2, Gloucester, MA 01930

  Beautifully updated one-level 2-bedroom condo just steps from Plum Cove Beach in Gloucester’s seaside community. This inviting home features an upgraded kitchen with stone countertops, modern full bath, office nook, and dining area with views of the peaceful grounds. The unit includes a laundry room with Euro washer/dryer combo and a large attached storage area—ideal for kayaks, paddle boards,

  Debra Lovelace Churchill Properties

  6 Mount Locust Place Unit 2, Gloucester, MA 01930
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  $1,195,000

  • 3 Beds
  • 3 Baths
  • 1,859 Sq Ft

  87 Atlantic Rd Unit 2, Gloucester, MA 01930

  Stunning townhouse located on Gloucester’s beautiful Back Shore with breathtaking panoramic views of Bass Rocks, the Twin Lights and the Atlantic Ocean. Living room with cathedral ceiling, skylight, hardwood floors, dining area and wall of hurricane rated sliders opening to balcony. Renovated kitchen with white cabinets, quartz countertops and stainless steel appliances opens to dining room with

  Beth Buckingham J. Barrett & Company

  87 Atlantic Rd Unit 2, Gloucester, MA 01930
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  /42

  $1,759,000

  • 3 Beds
  • 2.5 Baths
  • 2,653 Sq Ft

  3 Colburn St Unit 1, Gloucester, MA 01930

  Open House 12 -2 Sunday! Experience the charm of New England and modern luxury at this new oceanside home across from Hodgkins Cove. Enjoy panoramic ocean views from the sunlight open-concept layout, a gourmet kitchen with premium appliances, and a dramatic living room with a floor-to-ceiling fireplace. The elegant primary suite features a spa-like bath and private balcony for sunrise views. Two

  Phyllis Larkin Larkin & Larkin Real Estate

  3 Colburn St Unit 1, Gloucester, MA 01930
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  /33

  $647,900

  • 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
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  /42

  $2,395,000

  • 4 Beds
  • 2 Baths
  • 1,482 Sq Ft

  7 Cove Way, Gloucester, MA 01930

  Occupying a prime waterfront site on the Annisquam River, this property has been newly reimagined to create a luxurious year-round compound. Studs-out renovation includes new kitchen and bathrooms, 5BR septic, town water, new wiring and plumbing. The two-level home maximizes its waterfront setting with walls of windows and expansive decks. The main level has a large primary bedroom, laundry, full

  Amanda Armstrong Compass

  7 Cove Way, Gloucester, MA 01930

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