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Homes for Sale near Ralph B O'maley Middle School

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  • /30

    $1,725,000

    • 4 Beds
    • 2.5 Baths
    • 3,037 Sq Ft

    8 Atlantic Rd, Gloucester, MA 01930

    Offered for the first time in over six decades, 8 Atlantic Road is a beloved coastal retreat just 1/10 mile from the Good Harbor Beach footbridge. Its enviable East Gloucester location offers a rare opportunity on the Back Shore. The home retains its classic character and features a remarkably spacious primary suite. Out back, a beautifully landscaped, fenced yard unfolds around a large sparkling

    Brackett Janis Group Engel & Volkers By the Sea

    8 Atlantic Rd, Gloucester, MA 01930
  • /30

    $949,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,377 Sq Ft

    5 Field Rd, Gloucester, MA 01930

    5 minutes to Magnolia Beach! Enjoy single-level living featuring top-quality, extensive renovations throughout with 3 bedrooms(4 bedroom septic) and 2 full baths all on one level. Downstairs, you'll find a spacious, semi-finished basement bonus space boasting 7.5-foot ceilings, a window well, and egress. Tucked off the beaten path, this property sits on a level lot complete with an apple tree,

    Camille Murphy Redfin Corp.

    5 Field Rd, Gloucester, MA 01930
  • /30

    $1,499,000

    • 4 Beds
    • 3 Baths
    • 2,740 Sq Ft

    69 Dolliver Neck Rd, Gloucester, MA 01930

    Enjoy breathtaking, ever-changing ocean views stretching across Eastern Point and beyond. Set in one of Gloucester’s most picturesque locations, this charming property offers unobstructed water vistas and a truly memorable coastal lifestyle. Rich in character, the home is surrounded by lush, professionally landscaped gardens, a welcoming patio, beautiful flowering trees, and vibrant perennial

    Kristin Francoeur Gibson Sotheby's International Realty

    69 Dolliver Neck Rd, Gloucester, MA 01930
  • /32

    $1,225,000

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

    178 Atlantic St, Gloucester, MA 01930

    Moments from the pristine shores of Wingaersheek Beach, this beautifully maintained three bedroom, two and a half bath home offers the perfect weekend retreat, seasonal escape, or year round coastal residence. Set in a picturesque setting with views of the Jones River, the property is filled with natural light and features hardwood floors with comfortable living spaces throughout including a

    Amanda Armstrong Compass

    178 Atlantic St, Gloucester, MA 01930
  • /2

    $429,000

    • Land
    • 2.05 Acres
    • $209,268 per Acre

    79 Woodman St, Gloucester, MA 01930

    Looking for a woodland wonderland to build your dream home? This consists of 2.05 acres of improved land with driveway, upgraded private well, cleared building envelope, stone walls and privacy borders. The Soil Test results are for a four bedroom system, buyer is responsible for septic design. The Zoning is R-80, requiring 100 feet of frontage and 80,000.00 square feet of land for a single

    Holly Chiancola Holly C & Co. Fine Homes

    79 Woodman St, Gloucester, MA 01930
  • /2

    $399,900

    • Land
    • 33,105 Sq Ft
    • $526,184 per Acre

    4 Scott St, Gloucester, MA 01930

    Potential residential building lot on quiet residential street near all amenities with potential Harbor views with proper home elevation.

    The Carroll Team RE/MAX Partners

    4 Scott St, Gloucester, MA 01930
  • /10

    $299,000

    $126K PRICE DROP
    • 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 commercial condo unit is formerly Duckworth's Bistrot. This space could be a restaurant, office or business. 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 could be a patio space. You are in the heart of

    Andree Gillian Group Engel & Volkers By the Sea

    197 E Main St Unit 1, Gloucester, MA 01930
  • /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
  • /42

    $749,900

    • 7 Beds
    • 2 Baths
    • 2,261 Sq Ft

    26 Millett St, Gloucester, MA 01930

    Welcome to this beautifully updated two-family home in Gloucester! The first-floor unit offers 3 bedrooms and 1 full bath, while the second-floor unit features 4 bedrooms and 1 full bath. With 7 bedrooms total, this versatile property is ideal for owner-occupants, investors, or multi-generational living. A great opportunity in a desirable Gloucester location, don't miss out and schedule your

    Angel Cordero Elia Realty Group, Inc

    26 Millett St, Gloucester, MA 01930
  • /19

    $295,500

    • 1 Bed
    • 1 Bath
    • 636 Sq Ft

    145 Essex Ave Unit 405, Gloucester, MA 01930

    Welcome to The Heights of Gloucester! This charming one-bedroom condo offers coastal living with beautiful elevated views overlooking the Annisquam River. Ideally located just minutes from all that historic Gloucester has to offer, including its beaches, restaurants, shops, and vibrant downtown.Enjoy an array of wonderful community amenities, including a beautiful in-ground pool, clubhouse,

    Tracy Johnson Lyv Realty

    145 Essex Ave Unit 405, Gloucester, MA 01930
  • /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
  • /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
  • /20

    $750,000

    $75K 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
  • /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
  • /32

    $574,000

    $46K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,035 Sq Ft

    141 Prospect St, Gloucester, MA 01930

    Rare opportunity to own a beautifully renovated 2 family home 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
  • /28

    $549,900

    • 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. ALL OFFERS DUE TUESDAY,

    Tyler Scaglione Cameron Real Estate Group

    14 Staten St, Gloucester, MA 01930
  • /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
  • /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
  • /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
  • /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
  • /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
  • /41

    $549,000

    $16K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,244 Sq Ft

    38R Bass Ave, Gloucester, MA 01930

    Welcome to East Gloucester, where beach days, coastal charm, and convenience come together! Just down the road from beautiful **Good Harbor Beach**, this charming 2-bedroom, 1.5-bath home offers an exciting opportunity to enjoy one of Gloucester’s most sought-after seaside locations.Whether you're searching for a **year-round home, summer getaway, or property with short-term rental potential**,

    Lisa Gaglione Churchill Properties

    38R Bass Ave, Gloucester, MA 01930
  • /42

    $730,000

    $67K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    137 Prospect St, Gloucester, MA 01930

    Wake up to harbor views, spend your evenings watching Fourth of July fireworks from your private third-floor deck, and enjoy the best of downtown Gloucester from one of its most unique homes. This beautifully updated 3-bedroom, 2-bath single-family home offers 1,568 square feet of living space across three distinctive levels, creating a layout that feels remarkably spacious and full of character.

    David Huddleston Huddleston Homes LLC

    137 Prospect St, Gloucester, MA 01930
  • /42

    $2,699,000

    $501K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,255 Sq Ft

    498 Washington St, Gloucester, MA 01930

    Exceptional waterfront living on the Mill River, this 2021-built contemporary home offers beautiful unobstructed riverfront views with glimpses extending toward Wingaersheek Beach and Ipswich Bay. Thoughtfully designed with 4 bedrooms and 4.5 baths, the home features an expansive open-concept layout centered around a dramatic great room that flows seamlessly onto a spacious deck, perfect for

    Atlee Alman Vadala Real Estate

    498 Washington St, Gloucester, MA 01930
  • /26

    $959,999

    $90K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,346 Sq Ft

    43 High St Unit B, Gloucester, MA 01930

    Enjoy coastal living at its finest in this new construction Townhouse with ocean views in sought-after Lanesville! Almost 2400 sq ft of luxury living. Large open floor plan. Enjoy your top of the line eat in kitchen with a gorgeous island. Sun filled living room with sliders out to your private deck. Half bath on 1st floor. Upper level consists of 3 large bedrooms. Primary bedroom has his and her

    Tyler Scaglione Cameron Real Estate Group

    43 High St Unit B, Gloucester, MA 01930
  • /42

    $1,599,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,653 Sq Ft

    3 Colburn St Unit 1, Gloucester, MA 01930

    New Construction — A rare opportunity to own one of only two beautiful oceanside units across from Hodgkins Cove. Built by the Larkin Family Builders, known for high-end quality workmanship, this light-filled coastal home offers wonderful ocean views, an open living space, gourmet kitchen, striking fireplace, designer finishes, private outdoor areas, and four covered parking spaces beneath the

    Phyllis Larkin Larkin & Larkin Real Estate

    3 Colburn St Unit 1, Gloucester, MA 01930
  • /38

    $2,300,000

    • 3 Beds
    • 2.5 Baths
    • 3,140 Sq Ft

    70 Grapevine Rd Unit B, Gloucester, MA 01930

    Schooner Watch - Wake up to gorgeous Atlantic Ocean views from this exceptional condominium on Gloucester’s highly sought-after Back Shore. Perfectly positioned to enjoy the best of coastal living, the property is just minutes from the Good Harbor Beach footbridge, Niles Beach and the vibrant Rocky Neck Art Colony. Spend your days exploring scenic shorelines and enjoying the ever-changing ocean

    Brackett Janis Group Engel & Volkers By the Sea

    70 Grapevine Rd Unit B, Gloucester, MA 01930
  • /40

    $1,250,000

    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft

    11 Lincoln St, Gloucester, MA 01930

    One of the most extraordinary First Period homes still in private hands, the 1678 William Haskell House overlooks the same shimmering tidal marshes where William Haskell harvested salt hay more than 3 centuries ago. Set on 21⁄2 acres of rolling lawns and marshes, the property includes the remarkably preserved original house, a substantial 1920s ell, and a magnificent antique barn. Largely

    Michael Selbst Gibson Sotheby's International Realty

    11 Lincoln St, Gloucester, MA 01930
  • /12

    $750,000

    Open Wed 11:30AM - 1PM $100K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 648 Sq Ft

    38 Revere St, Gloucester, MA 01930

    Artist's Cottage — Annisquam/Back Bay, Gloucester. Originally built as an artist's barn, this magical one bedroom cottage sits on nearly an acre of land in one of Cape Anns most beautiful neighborhoods. Enjoy sunrises near the ocean, watch the stars appear at night, and step outside to gardens lovingly cultivated with organic care for over 25 years. A haven for sailors, kayakers, gardeners,

    Krista Julian Coldwell Banker Realty - Manchester

    38 Revere St, Gloucester, MA 01930
  • /32

    $534,000

    • 2 Beds
    • 1.5 Baths
    • 1,514 Sq Ft

    8 1/2 Myrtle Square, Gloucester, MA 01930

    Turnkey Victorian Cottage in downtown Gloucester offering the perfect blend of character and convenience. Ideally located near the train, beaches, shopping, and highway access, the home enjoys ample street parking and added privacy with undeveloped land across the street. The first floor features a spacious living room with coffered ceilings, hardwood floors, and a large picture window, a petite

    Julia Virden J. Barrett & Company

    8 1/2 Myrtle Square, Gloucester, MA 01930
  • /27

    $579,000

    $70K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,112 Sq Ft

    4 Lewis Ct, Gloucester, MA 01930

    Location Location Location!!! Don't miss this opportunity to purchase this 3 bedroom home with first and second floor Harbor views, next to Stacey Boulevard. Minutes away from almost everything, the Fisherman’s Memorial, Pavilion Beach, Half Moon Beach, Stage Fort Park, Main St, Commuter Rail, and so many more restaurants and festivities to mention. This is a perfect vacation home or an amazing

    Walter Zenkin The Zenkin Realty Group LLC

    4 Lewis Ct, Gloucester, MA 01930
  • /40

    $2,295,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,731 Sq Ft

    8 Bickford Way, Gloucester, MA 01930

    This is more than a home—it’s a coastal lifestyle. Follow the steps to the water and dive into the cove at high tide, or wander the beautiful beach at low tide. The views are simply unparalleled. Spend your evenings on the upper deck as the sunset sets the seascape ablaze with color.The chef’s kitchen features nearly new Thermador appliances, reclaimed American heart pine floors, and an oversized

    Barbara Dugan Engel & Volkers By the Sea

    8 Bickford Way, Gloucester, MA 01930
  • /15

    $849,000

    $146K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 650 Sq Ft

    64 Rocky Neck Ave Unit B, Gloucester, MA 01930

    Dock, Dine & Drift Away at Harbor Haven. This newly-created condominium offers a rare opportunity to embrace the quintessential Cape Ann waterfront lifestyle. Tucked away in a secluded harborfront setting, COMPLETE WITH an exclusive seasonal deep-water boat slip accommodating up to a 25-foot vessel—allowing easy access from your private deck to the open waters of Gloucester Harbor and beyond!

    Janet Breiter Keller Williams Realty Evolution

    64 Rocky Neck Ave Unit B, Gloucester, MA 01930
  • /30

    $725,000

    • 2 Beds
    • 2 Baths
    • 1,414 Sq Ft

    3 Pirmi Ln Unit 4, Gloucester, MA 01930

    Enjoy the convenience of first-floor, end-unit living at Seasons Condominiums, Gloucester’s desirable 55+ community. Never occupied since completion, this beautifully appointed 2-bedroom, 2-bath residence offers added privacy, easy access to the building entrance, an assigned covered carport space and bright natural light. The thoughtfully designed floor plan features hardwood flooring, a

    Sara Seber Engel & Volkers By the Sea

    3 Pirmi Ln Unit 4, Gloucester, MA 01930
  • /24

    $2,995,000

    • 2 Beds
    • 2 Baths
    • 2,894 Sq Ft

    8 Rouse Rd, Gloucester, MA 01930

    Set on the coveted waterfront of Eastern Point, this iconic property offers a truly exceptional location overlooking the open Atlantic. During World War II, the home was owned by the U.S. government and served as a lookout station for enemy submarines.The first floor features an inviting open floor plan, with a kitchen flowing into the living and dining areas. A dramatic floor-to-ceiling

    Barbara Dugan Engel & Volkers By the Sea

    8 Rouse Rd, Gloucester, MA 01930
  • /8

    $395,000

    • Land
    • 12,196 Sq Ft
    • $1,410,714 per Acre

    15 Andrews Ct, Gloucester, MA 01930

    TURN KEY OPPORTUNITY TO BUILD A SINGLE FAMILY OR TWO TOWNHOUSES! Introducing 15 Andrews Court, a 12,300 sq/ft lot together with conservation approvals for a (2) townhouse building. The property is located on a quaint side street on the Essex/Gloucester line, not far from the Commuter Rail T, restaurants and beaches. There is electricity at the street and the water and sewer lines have been

    The Residential Group Coldwell Banker Realty - Brookline

    15 Andrews Ct, Gloucester, MA 01930
  • /33

    $705,000

    $24K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,283 Sq Ft

    3 Pirmi Ln Unit 1, Gloucester, MA 01930

    Welcome to 3 Pirmi Lane, Unit 1, where comfort, convenience, and low-maintenance living come together in this beautifully designed new construction condominium. Located within a desirable 55+ community, this sun-filled 2-bedroom, 2-bath home offers an open layout, in-unit laundry, and a bright porch perfect for enjoying warm summer mornings or relaxing evenings. Residents enjoy exceptional

    Amanda Armstrong Compass

    3 Pirmi Ln Unit 1, Gloucester, MA 01930
  • /35

    $1,045,000

    $150K PRICE DROP
    • 2 Beds
    • 3.5 Baths
    • 1,423 Sq Ft

    5 Samoset Rd Unit B, Gloucester, MA 01930

    Located at 5 Samoset Rd, this one remaining luxurious unit 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 B, Gloucester, MA 01930
  • /11

    $1,198,000

    $100K PRICE INCREASE
    • Land
    • 1.2 Acres
    • $998,333 per Acre

    6-8 Joppa Way, Gloucester, MA 01930

    An unparalleled opportunity for development comes to light on these private lots near Good Harbor Beach. Ideally situated well with stunning water views, the property is zoned R-10, allowing both single family and multifamily development. Build your private escape and experience the best of the Good Harbor Beach life with birds-eye view of the Atlantic from the comfort of your gorgeous home, or,

    Nest / Syndi Zaiger Group Compass

    6-8 Joppa Way, Gloucester, MA 01930
  • /16

    $2,200,000

    • Land
    • 3.08 Acres
    • $714,286 per Acre

    19 2 Penny Ln, Gloucester, MA 01930

    Rare opportunity to own a 3+ acre coastal parcel in Gloucester overlooking Essex Bay and Crane Beach. Set on a private road, this elevated, wooded lot offers exceptional privacy and the potential for a custom home in a premier Cape Ann location. Enjoy close proximity to Wingaersheek Beach, marinas, and downtown Gloucester while surrounded by natural beauty. Generous acreage and topography provide

    McDermott Group Gibson Sotheby's International Realty

    19 2 Penny Ln, Gloucester, MA 01930

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