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Homes for Sale near Gloucester High School

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  • /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
  • /10

    $325,000

    • 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 condo unit is formerly Duckworth's Bistrot. This space could be a restaurant, office or business or could be converted to residential with a special permit. 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

    Andree Gillian Group Engel & Volkers By the Sea

    197 E Main St Unit 1, Gloucester, MA 01930
  • /31

    $1,399,000

    • 7 Beds
    • 3 Baths
    • 3,831 Sq Ft

    368 Essex Ave, Gloucester, MA 01930

    Investors, developers, and homesteading enthusiasts — take note! Rare opportunity to acquire a 3.7-acre parcel in highly desirable West Gloucester. Includes a spacious three-family home on 2.44 acres plus an additional 1.26-acre lot, sold together. The existing property offers immediate income potential with three units — ideal for multi-generational living or rental income. Beyond investment

    Antonia Tullercash Churchill Properties

    368 Essex Ave, Gloucester, MA 01930
  • /41

    $549,900

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

    6 Monroe Ct, Gloucester, MA 01930

    Nestled in the heart of Gloucester, this 2 BR, 1 BA home has seen numerous updates and upgrades while still beaming with character and charm. Featuring two bedrooms, including a spacious primary bedroom and a generously sized second bedroom with ample closet space, as well as one full bathroom tiled with over-sized tub and shower. The generous sized living room is warm and inviting, with a

    Laura Sawulski Coldwell Banker Realty - Beverly

    6 Monroe Ct, Gloucester, MA 01930
  • /38

    $729,000

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

    26 Marina Dr, Gloucester, MA 01930

    Price Reduction and $10,000. TOWARDS BUYER'S CLOSING COST! Good Harbor Beach Neighborhood – Coastal Living Minutes from Downtown Gloucester. Nestled in one of Gloucester’s most sought-after neighborhoods near Good Harbor Beach and just minutes from the Gloucester's historic and vibrant downtown, this beautifully crafted 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, style, and

    Heather Dagle RE/MAX Beacon

    26 Marina Dr, Gloucester, MA 01930
  • /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
  • /35

    $1,075,000

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

    20 Beacon St, Gloucester, MA 01930

    The extensive renovation of this charming Gloucester two-family boasts outstanding proximity to downtown and the waterfront. Within this residence an inviting and comfortable atmosphere awaits.This property is a new Condo Conversion, Condo Docs in place. See also MLS listings #73469566 and #73468481. Beautifully renovated property. New; kitchens, baths, hardwood flooring throughout, windows, 400

    Kathleen McHugh Churchill Properties

    20 Beacon St, Gloucester, MA 01930
  • /41

    $1,450,000

    • 2 Beds
    • 2.5 Baths
    • 2,009 Sq Ft

    78 Thatcher Rd Unit 6, Gloucester, MA 01930

    Enjoy this spacious luxury top floor unit with 2 bedrooms and 2.5 bathrooms with gorgeous ocean and marsh views. This unit boasts an open floor plan with a spacious chef's kitchen, which include custom cabinetry, marble countertops and stainless steel appliances. In the living room, you'll find high vaulted ceilings, oversized windows providing plenty of natural light, and a cozy gas fireplace.

    Christopher Cormier Arris Realty

    78 Thatcher Rd Unit 6, Gloucester, MA 01930
  • /40

    $1,399,000

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    1030 Washington St, Gloucester, MA 01930

    In the heart of Lanesville, the beloved “Lavender Lady of Lanesville” is a truly special home. Set back on the corner of Rowley Shore, this beautifully landscaped property with breathtaking ocean sunset views has been thoughtfully renovated & impeccably maintained for a feeling of luxury, ease & privacy. Carefully curated by a Certified Aging-in-Place designer, the main level offers seamless

    Sara Seber Engel & Volkers By the Sea

    1030 Washington St, Gloucester, MA 01930
  • /29

    $659,000

    • 1 Bed
    • 1.5 Baths
    • 970 Sq Ft

    60 Rocky Neck Ave Unit 202, Gloucester, MA 01930

    Located on iconic Rocky Neck, this charming seaside penthouse retreat offers water views of Smith Cove and Gloucester Harbor. Vaulted ceilings, and thoughtfully crafted custom design details create an inviting and truly one-of-a-kind home. Located just moments from beloved galleries, boutiques, and restaurants, allowing you to fully immerse yourself in the vibrant lifestyle of one of the North

    Ginger Attaya

    60 Rocky Neck Ave Unit 202, Gloucester, MA 01930
  • /34

    $386,600

    • 2 Beds
    • 1.5 Baths
    • 1,085 Sq Ft

    33 Maplewood Ave Unit 310, Gloucester, MA 01930

    Rare opportunity! Welcome to easy living at Gloucester Mills! This well-maintained 2-bedroom, 1.5-bath condo offers comfort, convenience, and an unbeatable location close to everything Gloucester has to offer. The home features central A/C for year-round comfort, a newer full bath tub and surround/shower, plus a newer dishwasher and full-size washer and dryer for added ease. The functional layout

    Lynne Kelly Lamacchia Realty, Inc.

    33 Maplewood Ave Unit 310, Gloucester, MA 01930
  • /17

    $419,000

    • 1 Bed
    • 1.5 Baths
    • 855 Sq Ft

    139A Prospect St, Gloucester, MA 01930

    Charming in-town 1-bedroom ranch with a versatile bonus room and 1.5 baths! This property offers the comfort of single-family living with the convenience of being just moments from downtown, the train, beaches, boating, greats restaurants, entertainment and More!! This 1-level home features an eat-in kitchen and a flexible den that can easily serve as a guest room, home office, or creative space.

    Heather Dagle RE/MAX Beacon

    139A Prospect St, Gloucester, MA 01930
  • /26

    $1,050,000

    • 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
  • /26

    $600,000

    • 4 Beds
    • 2 Baths
    • 1,434 Sq Ft

    20 Beacon St Unit 2, Gloucester, MA 01930

    The extensive renovation of this charming Gloucester property boasts outstanding proximity to downtown and the waterfront. Within this two level (2nd and 3rd floor) home a comfortable, light and airy atmosphere awaits in this new 2 unit condo conversion. The primary bedroom suite is enchanting with full bath and large closet. The 2nd bedroom on the main level could alternatively be used as an

    Kathleen McHugh Churchill Properties

    20 Beacon St Unit 2, Gloucester, MA 01930
  • /28

    $280,840

    • 2 Beds
    • 1.5 Baths
    • 1,095 Sq Ft

    5 Lepage Ln, Gloucester, MA 01930

    This spacious two-bedroom condo is located in Pond View Village on Lower Banjo Pond. Open kitchen/dining/living with large windows and vaulted ceiling. Convenient half bath with laundry and plentiful storage. The primary bedroom also features a vaulted ceiling and spacious closet while the second bedroom has a lofted area for extra space and two walk-in closets. A large full bathroom makes

    Merry Fox Team MerryFox Realty

    5 Lepage Ln, Gloucester, MA 01930
  • /23

    $469,000

    • 2 Beds
    • 1.5 Baths
    • 1,181 Sq Ft

    35 Middle St Unit 4, Gloucester, MA 01930

    Prime downtown Gloucester location! This 2-bedroom condo with ocean views blends historic charm with modern convenience. Immortalized by renowned American artist Edward Hopper, this former sea captain’s house was built in 1920 and thoughtfully converted to condominiums in 1991. The Georgian-style building features classic architectural details, high ceilings, and timeless character. The unit

    Brian Rothe Coldwell Banker Realty - Manchester

    35 Middle St Unit 4, Gloucester, MA 01930
  • /37

    $4,750,000

    • 4 Beds
    • 3 Baths
    • 3,300 Sq Ft

    25 Salt Island Rd, Gloucester, MA 01930

    Sought-after Brier Neck retreat with sweeping views of the Atlantic and Salt Island—reachable at low tide—is offered publicly for the first time since the early 1900s. This expanded Cape perches above tiered, playful grounds that step down to granite ledge and the rhythm of lapping waves. At its heart: a chef’s kitchen, recently remodeled with high-end Miele and Bertazzoni appliances, perfect for

    Brackett Janis Group Engel & Volkers By the Sea

    25 Salt Island Rd, Gloucester, MA 01930
  • /33

    $495,000

    • 3 Beds
    • 1.5 Baths
    • 1,015 Sq Ft

    12 Arthur St, Gloucester, MA 01930

    Charming coastal home tucked away on a quiet side street in the heart of Gloucester. This inviting 3-bedroom, 2-bath property offers a comfortable layout with over 1,000 square feet of living space and plenty of character. The home features a bright living area, functional kitchen, and flexible bedrooms ideal for everyday living or working from home/office set-up. Off-street parking and a

    Coastal Life Realty Team Real Broker MA, LLC

    12 Arthur St, Gloucester, MA 01930
  • /36

    $1,195,000

    • 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
  • /25

    $325,000

    • 2 Beds
    • 1 Bath
    • 714 Sq Ft

    145 Essex Ave Unit 402, Gloucester, MA 01930

    This two bedroom one bath ground floor condo is part of the Residences of Cape Ann complex that is built on a knoll with expansive and breathtaking views overlooking the scenic Annisquam River. The condo has a mixture of wood, tile and carpeted floors, a new dishwasher and built in wall air conditioner. Condo fees include heat, hot water, landscaping, snow/trash removal, pool, gym, clubhouse and

    Carole Sharoff AVH Realty

    145 Essex Ave Unit 402, Gloucester, MA 01930
  • /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
  • /42

    $749,000

    • 3 Beds
    • 1 Bath
    • 954 Sq Ft

    15 Harvard St, Gloucester, MA 01930

    Come home to Gloucester Open Sunday 1pm-2:30pm. Single family home with flexible floor plan.Looking for a home that offers basement potential to convert to living areas, home office or guest space? You can find it here. Enjoy the easy location to all of downtown . Moments to shopping center, restaurants ,harbor, blvd.,bakery, coffee and medical offices. Located on commuter line. Outside has a koi

    Michele Allison-Elwell Coldwell Banker Realty - Beverly

    15 Harvard St, Gloucester, MA 01930
  • /22

    $1,600,000

    • 2 Beds
    • 3 Baths
    • 1,760 Sq Ft

    73 Rocky Neck Ave Unit 2, Gloucester, MA 01930

    Nestled above the scenic beauty of Smith Cove in Rocky Neck, this enchanting two-bedroom condominium offers a truly unique living experience. The open-concept layout invites you to personalize the space to suit your lifestyle. Step out onto the spacious deck to enjoy vibrant boating activity and breathtaking sunsets. Upstairs, you'll find two bedrooms—each with its own private bath—including a

    Barbara Dugan Engel & Volkers By the Sea

    73 Rocky Neck Ave Unit 2, Gloucester, MA 01930
  • /12

    $3,250,000

    • 4 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    167 Atlantic St, Gloucester, MA 01930

    First of THREE new construction waterfront homes set in a peaceful landscape near Wingaersheek Beach, one of North Shore's most sought after destinations. Overlooking the scenic Annisquam River, this exceptional new development offers direct coastal views. Built by prominent local builder Melanson Dev, this home is designed to maximize both comfort and luxury, featuring multiple decks, patios,

    Paul Cirignano The Synergy Group

    167 Atlantic St, Gloucester, MA 01930
  • /39

    $798,000

    • 6 Beds
    • 3 Baths
    • 2,598 Sq Ft

    50 Warner St, Gloucester, MA 01930

    This three-unit property is located approximately half a mile from the MBTA train station and offers convenient nearby access to shopping and amenities at Gloucester Crossing, including a grocery store. Two of the three units are subject to HUD 80% rent and income restrictions. The 2026 HUD rent limits (must include utilities) and 2025 income limits are available from the listing agent. The full

    Ruth Pino RE/MAX Beacon

    50 Warner St, Gloucester, MA 01930
  • /23

    $475,000

    • 2 Beds
    • 1 Bath
    • 955 Sq Ft

    20 Beacon St Unit 1, Gloucester, MA 01930

    The extensive renovation of this charming Gloucester property boasts outstanding proximity to downtown and the waterfront. Within this first-floor residence an inviting and comfortable atmosphere awaits. This 2 unit condo conversion features 400 amp service (ready for future solar and ev charger), hardwood flooring throughout, quality craftsmanship, new appliances and two bedrooms offering a

    Kathleen McHugh Churchill Properties

    20 Beacon St Unit 1, Gloucester, MA 01930
  • /31

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    1 Wonson St, Gloucester, MA 01930

    Sailor Stan’s has been an iconic landmark since 1977, offering the perfect blend of business opportunity and coastal living. The restaurant portion features seating for 34–36 guests, a welcoming outdoor deck, and a convenient half bath—ideal for continuing its long tradition as a beloved breakfast and lunch spot. The attached residential section offers 3 bedrooms, 2 baths, a full kitchen, and a

    Ginger Attaya

    1 Wonson St, Gloucester, MA 01930
  • /18

    $385,000

    • 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 in Pondview Village. Experience loft style living in this unique factory conversion condo. This light filled, open concept layout features soaring ceilings and oversized windows, creating an inviting space for everyday life and entertaining. Enjoy scenic views of Lower Banjo Pond and

    Kimberly Tipert Noyes Engel & Volkers By the Sea

    24 Cobblestone Ln Unit 603, Gloucester, MA 01930
  • /36

    $995,000

    • 5 Beds
    • 4 Baths
    • 3,236 Sq Ft

    32 Witham St Unit B, Gloucester, MA 01930

    Custom 3,200 sq ft townhome located in highly sought after Good Harbor Beach neighborhood. This property is one of only two units and feels like a private, single family home. The lower level features a completely separate apartment with it's own private entrance. The main house offers sweeping open concept living with beautiful mahogany woodwork throughout. The kitchen features a large island

    Deborah Terlik Keller Williams Realty Evolution

    32 Witham St Unit B, Gloucester, MA 01930
  • /10

    $599,000

    • 4 Beds
    • 3 Baths
    • 1,800 Sq Ft

    113 Pleasant St, Gloucester, MA 01930

    3 family investment property located in central Gloucester within close proximity to downtown, Burnham's playground and T station. Consists of 1 BR, 2 BR, and 1 BR apartments. 2 units have long term TAW tenants and one unit is currently vacant. Separate utilities for each unit. Enclosed fenced yard and patio area. 1 car off-street parking with room to create1-2 more. Newer roof 2020. Low

    Peter Lane North Shore's Gold Coast Realty

    113 Pleasant St, Gloucester, MA 01930
  • /37

    $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
  • /26

    $349,000

    • 1 Bed
    • 1 Bath
    • 765 Sq Ft

    2 Ocean Ave Unit 2K, Gloucester, MA 01930

    Coastal living just one block from the beach! This beautifully updated 1-bedroom condo offers 765 sq ft of comfortable, low-maintenance living in an unbeatable location in Magnolia village. Freshly painted throughout, the unit features brand-new waterproof luxury vinyl flooring and a bright, open layout connecting the living, dining, and kitchen areas. The spacious bedroom includes generous

    David Picardy Real Broker MA, LLC

    2 Ocean Ave Unit 2K, Gloucester, MA 01930
  • /15

    $599,000

    • 2 Beds
    • 1 Bath
    • 1,096 Sq Ft

    191 Main St Unit 2A, Gloucester, MA 01930

    Price has been reduced to $599,000 from $660,000! The Street view suite at The Residences at 191 Main Street is an unparalleled opportunity to own a most spectacular part of Gloucester history. This historic suite is a unique luxury unit, in this spectacular 1880 Pigeon Cove granite and brick landmark property in the heart of downtown Gloucester. This iconic building has been lovingly restored to

    Jason Saphire www.HomeZu.com

    191 Main St Unit 2A, Gloucester, MA 01930
  • /4

    $399,900

    • Land
    • 0.81 Acre
    • $493,704 per Acre

    31 Echo Ave, Gloucester, MA 01930

    Discover a rare opportunity to own a beautiful parcel of land nestled in a quiet, highly sought-after area. Surrounded by peaceful natural scenery and established homes, this land offers the potential for the perfect blend of privacy and convenience. With access to local amenities, schools, and transport links, the growing demand in this desirable location makes it an attractive investment with

    Jack Brown RE/MAX Beacon

    31 Echo Ave, Gloucester, MA 01930
  • /42

    $1,275,000

    • 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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