Homes for Sale near Gloucester High School

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  /35

  $459,000

  • 3 Beds
  • 2 Baths
  • 1,219 Sq Ft

  26 Mansfield St, Gloucester, MA 01930

  Investment Opportunity in the Heart of Downtown Gloucester. Investors, Rehabbers, will not qualify for FHA. This two-family property offers incredible potential for investors or owner-occupants. Located in the vibrant heart of downtown Gloucester, just a short walk to beaches, the boulevard, shops, and restaurants.The home features two units: Unit 1: Two-bedroom Unit 2: One-bedroom, each unit has

  

  Deborah Purcell

  Coldwell Banker Realty - Manchester

  (351) 300-0503

  26 Mansfield St, Gloucester, MA 01930
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• 

  

  

  /28

  $1,175,000

  • 2 Beds
  • 2 Baths
  • 2,638 Sq Ft

  69 E Main St Unit 1, Gloucester, MA 01930

  Rarely Available First Floor ,Two(2) Bedroom Two(2) Bathroom Condominium/ Home on East Gloucester's Water's Edge @ Cripple Cove .Situated on a large parcel (0.2 acre)of land ,Surrounded by Bright Light and Sun all day, Stunning sunsets in the evening . Walls of Atrium windows and this open floor plan allows views throughout the unit, or step outside to the well manicured oversized yard with

  Sheb Shumar Ardmore Realty Advisors

  69 E Main St Unit 1, Gloucester, MA 01930
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  /36

  $2,500,000

  • 3 Beds
  • 2.5 Baths
  • 2,514 Sq Ft

  24 Flume Rd, Gloucester, MA 01930

  Home in desirable Magnolia neighborhood with additional buildable lot. Enjoy breathtaking ocean views from this beautifully maintained home. The spacious and inviting front entry welcomes you with a grand "good morning" staircase that leads to an open-concept main level. The kitchen and dining areas flow seamlessly into a bright and sunny skylit sunroom, also known as the "Florida Room." Designed

  Heather Dagle RE/MAX Beacon

  24 Flume Rd, Gloucester, MA 01930
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  /40

  $1,800,000

  • 3 Beds
  • 2.5 Baths
  • 2,514 Sq Ft

  24 Flume Rd, Gloucester, MA 01930

  Enjoy breathtaking ocean views from this beautifully maintained home. The spacious and inviting front entry welcomes you with a grand "good morning" staircase that leads to an open-concept main level. The kitchen and dining areas flow seamlessly into a bright and sunny skylit sunroom, also known as the "Florida Room. "Designed with entertaining in mind, this home features a formal living room and

  Heather Dagle RE/MAX Beacon

  24 Flume Rd, Gloucester, MA 01930
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  /20

  $900,000

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  191 Main St Unit 2B, Gloucester, MA 01930

  The Water 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 and rare 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 and renovated to the highest standards

  Jason Saphire www.HomeZu.com

  191 Main St Unit 2B, Gloucester, MA 01930
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  /38

  $2,595,000

  • 4 Beds
  • 2 Baths
  • 1,480 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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  /39

  $2,795,000

  • 3 Beds
  • 4.5 Baths
  • 4,235 Sq Ft

  3 Toronto Ave, Gloucester, MA 01930

  Exceptional 3-bed, 4.5-bath Colonial on 1.2 acres in East Gloucester, moments from Eastern Point Yacht Club and Niles Beach. A study in understated elegance, the home features geothermal heating/cooling and over 4,200 sq ft of luxurious living space. The main level opens into a foyer with 18' ceiling, dark hardwood floors, and staircase rising to second floor landing. Pass through the wet

  Amanda Armstrong Compass

  3 Toronto Ave, Gloucester, MA 01930
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  /34

  $1,395,000

  • 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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  /42

  $1,395,000

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

  146 Hesperus Ave, Gloucester, MA 01930

  Welcome to your ideal coastal retreat, perfect for the whole family. This beautifully updated and thoughtfully designed oceanview home features lush perennial gardens and striking natural stonework, creating a private oasis by the sea.With two distinct living areas, it’s an exceptional setup for multigenerational living. The main level opens into a sun-drenched, open-concept space with a stylish

  William Rochford Sagan Harborside Sotheby's International Realty

  146 Hesperus Ave, Gloucester, MA 01930
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  /20

  $660,000

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft

  191 Main St Unit 2A, Gloucester, MA 01930

  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 and rare 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 and renovated to the highest standards

  Jason Saphire www.HomeZu.com

  191 Main St Unit 2A, Gloucester, MA 01930
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  /39

  $1,749,000

  • 4 Beds
  • 4.5 Baths
  • 4,292 Sq Ft

  50 Castle View Dr, Gloucester, MA 01930

  Exceptional and exquisite shingle-style home in desirable Castle View section of Wingaersheek with deeded access to private Coffins Beach. The perfect family retreat or multi-generational compound, this property offers a rare combination of size—4 bedrooms and 4.5 bathrooms, expansive mahogany deck, full basement with heated workshop, 3-car garage with unfinished loft/studio above—and serious

  Amanda Armstrong Compass

  50 Castle View Dr, Gloucester, MA 01930
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  /25

  $1,295,000

  • 2 Beds
  • 1.5 Baths
  • 1,385 Sq Ft

  210 E Main St, Gloucester, MA 01930

  Picture yourself relaxing on your rooftop deck, taking in stunning views & tranquil sounds of Gloucester Harbor and Smith Cove as the sun sets. The home's appeal lies in its thoughtful details and efficient use of space.The main living area features a chef's kitchen with an AGA gas stove and custom cabinetry, alongside a dining area and LR with built-in shelving around a cozy fireplace. Sliding

  Barbara Dugan Engel & Volkers By the Sea

  210 E Main St, Gloucester, MA 01930
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  /22

  $1,450,000

  • 4 Beds
  • 2.5 Baths
  • 2,556 Sq Ft

  126R Mount Pleasant Ave, Gloucester, MA 01930

  Discover this delightful 4-bedroom architecturally designed home nestled on a cozy lot in the heart of East Gloucester. With ample space for any living arrangement, this residence features a convenient first-floor ensuite primary bedroom, perfect for added privacy and comfort. The main level also includes an open-concept living and dining area highlighted by a welcoming fireplace, an oversized

  Barbara Dugan Engel & Volkers By the Sea

  126R Mount Pleasant Ave, Gloucester, MA 01930
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  /28

  $1,475,000

  • 4 Beds
  • 2 Baths
  • 2,296 Sq Ft

  2 Old Salem Path, Gloucester, MA 01930

  Your search stops here. Pack your bags, call Atlas Van Lines. Tastefully and professionally restored 4-bedroom colonial situated on a no outlet private way just a short walk into Magnolia Village. You will love this sun splashed retreat. Sit on the front porch to enjoy the cooling ocean sea breezes. Heading out the front door on the south side commences an invigorating stroll to the Magnolia

  Don Dunsky Don Dunsky Real Estate

  2 Old Salem Path, Gloucester, MA 01930
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  /39

  $1,249,500

  • 4 Beds
  • 3 Baths
  • 3,928 Sq Ft

  6 Rio Dr, Gloucester, MA 01930

  Summer in East Gloucester is amazing! The main house will astound you with its state of the art kitchen, high-end appliances, vaulted ceilings and grand center island. This home is made for entertaining with its stylish redesign offering open concept of the kitchen, dining and living areas. The grand living room is certain to impress with vaulted ceilings and a fireplace. The 3 bedrooms offer

  Hope Watt-Bucci Coldwell Banker Realty - Manchester

  6 Rio Dr, Gloucester, MA 01930
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  /17

  $1,800,000

  • Land
  • 0.74 Acre
  • $2,432,432 per Acre

  5 Elm Ave, Gloucester, MA 01930

  Outstanding land opportunity on coveted Eastern Point. This prime parcel is beautifully positioned on Elm Avenue and has views of Gloucester Harbor, Dog Bar Breakwater and the distant Boston skyline. There is an appoved 5-bedroom septic system in hand, with water and electricity at the street. A short stroll will take you to multiple beaches, private clubs and conservation land with endless

  Scott Smith Coldwell Banker Realty - Manchester

  5 Elm Ave, Gloucester, MA 01930
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  /41

  $900,000

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

  8 Moorland Rd Unit 1, Gloucester, MA 01930

  Enjoy stunning views of Gloucester’s iconic Back Shore and the Twin Lights on Thacher Island from this ideally located move in ready 2-bedroom, 2-bath condo at 8 Moorland Road. Nestled beside Bass Rocks Golf Club and just minutes to Good Harbor Beach, this spacious home features vaulted ceilings, abundant natural light and a flexible open-concept layout designed to highlight coastal views. A

  Patricia McCormick J. Barrett & Company

  8 Moorland Rd Unit 1, Gloucester, MA 01930
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  /34

  $687,999

  • 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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  /41

  $438,000

  • 2 Beds
  • 2.5 Baths
  • 1,529 Sq Ft

  15 Washington Square, Gloucester, MA 01930

  Located in the heart of Gloucester not far from Pavilion Beach and less than a half mile to the MBTA station, this property could be someone's future home. The dwelling requires substantial renovation but it has great potential. The wrap around porch is one of its highlights. There is a full bath and two generous bedrooms on the second level plus a smaller room with no closet that could

  Ruth Pino RE/MAX Beacon

  15 Washington Square, Gloucester, MA 01930
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  /24

  $585,000

  • 3 Beds
  • 1 Bath
  • 1,413 Sq Ft

  347A Essex Ave, Gloucester, MA 01930

  Definitely not a drive by, this charming 3BR, 1,413 sq. ft. Cape must be seen to be appreciated. This home, in Gloucester’s desirable seaside community, offers solid bones and a flexible floor plan—ready for your updates and personal touch. Move right in and make it your own! Features include hardwood floors, an open dining/living room, a cozy den with brick hearth and slider to a private patio,

  Jack Brown RE/MAX Beacon

  347A Essex Ave, Gloucester, MA 01930
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  /36

  $895,000

  • 4 Beds
  • 2 Baths
  • 1,889 Sq Ft

  2 Stanwood Terrace, Gloucester, MA 01930

  Working harbor views, gorgeous sunsets. Fantastic location on a dead end road, near Rocky Neck & between Niles & Good Harbor beaches. Close to the playground at Cripple Cove & the Gloucester Harbor Launch that will take you downtown by water. The potential of this raised ranch contemporary with wrap around porch is endless. Bring your vision. The main level boasts open living room & dining room

  Ida Doane J. Barrett & Company

  2 Stanwood Terrace, Gloucester, MA 01930
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  /42

  $599,000

  • 3 Beds
  • 1.5 Baths
  • 1,976 Sq Ft

  16 Pine St, Gloucester, MA 01930

  Prepare to fall in love with this authentic lovingly maintained colonial built in 1760. Cozy spaces and inviting, human centric design are pleasing to the eye and touch. Sit and engage with family and friends at the living room hearth. Enjoy meal creation in the perfectly scaled kitchen, connected to the dining area where wide King’s Pine floors give way to heated clay tile. Separated from the

  Nathan Seavey Leading Edge Real Estate

  16 Pine St, Gloucester, MA 01930
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  /18

  $650,000

  • 2 Beds
  • 2 Baths
  • 1,183 Sq Ft

  10 Perkins Rd, Gloucester, MA 01930

  Very special home on the Annisquam River next to the Cut Bridge. This bright, open & magical property offers great views & a relaxed seaside feel! Unwind on the wraparound deck & watch boats pass as they travel from Gloucester Harbor. The 1st floor features a spacious kitchen w/ great counter space, ample cabinets & breakfast bar. Open to the dining and living areas with a wall of windows and a

  Jeremy McElwain Keller Williams Realty Evolution

  10 Perkins Rd, Gloucester, MA 01930
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  /35

  $1,690,000

  • 4 Beds
  • 3.5 Baths
  • 2,130 Sq Ft

  7 Rackliffe St Unit C2, Gloucester, MA 01930

  Summertime and the living’s easy at The Rockaway, where coastal luxury meets effortless relaxation. Enjoy one of Gloucester’s most coveted oceanfront communities, offering an unparalleled blend of elegance and seaside charm.Nestled along the waterfront, this exceptional property provides direct access to the water with your own private boat slip—allowing you to set sail just steps from your door.

  Brackett Janis Group Engel & Volkers By the Sea

  7 Rackliffe St Unit C2, Gloucester, MA 01930
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  /38

  $588,000

  • 2 Beds
  • 1.5 Baths
  • 823 Sq Ft

  21 Beacon St, Gloucester, MA 01930

  NEW to the market in Gloucester. Fiesta Forever. Best value two bedroom cape is perfect for your summer enjoyment. Located 39 miles north of Boston. Just a few minutes off Rte. 128 North. Located on a side street in the heart of central Gloucester. A very special retreat awaits. This fully re-built home was taken down to the studs in 2010. Antique New England charm on the outside. Modern open

  Michele Allison-Elwell Coldwell Banker Realty - Beverly

  21 Beacon St, Gloucester, MA 01930
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  /26

  $385,000

  • 2 Beds
  • 1 Bath
  • 905 Sq Ft

  24 Cobblestone Ln Unit 405, Gloucester, MA 01930

  A CONDO with Views. The "right-sized" Home - tour and see the amazing high ceilings in this renovated lovely 1-level Waterfront Unit in the "vintage" O building at Cobblestone Ln., Gloucester. Views - NO FEMA ZONE, One garage space + 1 parking outside, an elevator and Open Living that will serve Buyers into easy future years living here. Fresh paint - Kitchen cabinets Included, New Flooring and

  Jill Montoni Keller Williams Realty Evolution

  24 Cobblestone Ln Unit 405, Gloucester, MA 01930
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  /35

  $5,700,000

  • 2 Beds
  • 2.5 Baths
  • 3,024 Sq Ft

  240 Atlantic Rd, Gloucester, MA 01930

  Perched high above the Back Shore close to Brace Cove, this contemporary coastal home perfectly embraces its natural setting and prime oceanfront location. Moments from the North Shore’s most compelling attractions—Good Harbor Beach, Rocky Neck, Eastern Point Yacht Club, Bass Rocks Golf & Tennis Club, and historic Gloucester—the 2 bedroom, 2.5 bath home offers sweeping views of the ocean from

  Amanda Armstrong Compass

  240 Atlantic Rd, Gloucester, MA 01930
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  /24

  $749,000

  • 3 Beds
  • 3 Baths
  • 1,709 Sq Ft

  74 E Main St Unit 3, Gloucester, MA 01930

  Beautifully appointed 3-bedroom, 3-bath townhouse with sweeping views of Cripple Cove and Gloucester’s harbor from every level. The turnkey kitchen features cherry cabinetry and black stainless steel appliances, opening to a sunlit living/dining area with hardwood floors and picturesque water views. All three full baths feature stone countertops. The second-floor bedroom offers a serene retreat

  Debra Lovelace Churchill Properties

  74 E Main St Unit 3, Gloucester, MA 01930
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  /41

  $2,295,000

  • 5 Beds
  • 4.5 Baths
  • 3,445 Sq Ft

  10 Orchard Rd, Gloucester, MA 01930

  A rare gem in East Gloucester, this turn-of-the-century Colonial effortlessly blends historic charm with modern luxury. Original pine flooring exudes warmth, while the formal dining room’s elegant arch built-in, flanked by bright windows, creates an inviting space. A fireplace living room leads through glass French doors to a grand granite patio overlooking a heated in-ground pool—perfect for

  Michelle Mineo Coldwell Banker Realty - Beverly

  10 Orchard Rd, Gloucester, MA 01930
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  /35

  $1,200,000

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

  32 Witham St Unit B, Gloucester, MA 01930

  Spacious family home located near the coveted Good Harbor Beach! The main floor features an open layout with a remodeled kitchen, large dining room with built-ins, and a living room with custom shelves, and propane fireplace, overlooking the backyard with access to the private deck. Bonus game room or den and a private office, and full bathroom add flexibility to the main floor layout. The

  Andree Gillian Group Engel & Volkers By the Sea

  32 Witham St Unit B, Gloucester, MA 01930
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  /42

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,590 Sq Ft

  8 Summer St Unit 103, Gloucester, MA 01930

  This ideally located condo has it all: 3 minutes to the commuter rail, the harbor or downtown!! Single level living with only 3 stairs from your car to your home. Historic Hovey School – Sophisticated yet simple coastal living in this meticulous, boutique brick community of just 16 residences. Guided by a thoughtful no-pet policy, this 87% owner occupied property maintains immaculate common

  Stephanie Jones Leading Edge Real Estate

  8 Summer St Unit 103, Gloucester, MA 01930
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  /34

  $765,000

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  1 Woodman St, Gloucester, MA 01930

  Welcome to this bright and beautifully updated 3BR, 2.5BA Contemporary Colonial in the heart of West Gloucester. Close to restaurants, beaches, and just minutes from Rt 128—an ideal year-round location. The open floor plan offers a spacious kitchen, dining, and living area, plus a 1st-floor primary suite with a spa-like bath. Two additional bedrooms and a full bath complete the second level.

  William Rochford Sagan Harborside Sotheby's International Realty

  1 Woodman St, Gloucester, MA 01930
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  /24

  $239,900

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  22 Taylor St Unit 1, Gloucester, MA 01930

  DEED RESTRICTED AFFORDABLE SALE – Don’t miss this rare opportunity to own in Gloucester! This townhouse-style condo offers a spacious eat-in kitchen, bright living room, two generously sized bedrooms, and a full bath with in-unit laundry. The full basement provides excellent storage. Located in a desirable neighborhood near Good Harbor Beach, and just minutes to shopping. Income and asset

  Jonathan Parker RE/MAX Encore

  22 Taylor St Unit 1, Gloucester, MA 01930
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  /40

  $2,089,000

  • 6 Beds
  • 6 Baths
  • 8,069 Sq Ft

  100 E Main St, Gloucester, MA 01930

  Investors/Developers! This mixed use building offers an excellent potential return and a variety of potential uses. The property is located among the busiest shops and restaurants on Main street and includes two retail stores and three residential apartments all currently leased. The residential units include beautiful architectural details including exposed brick, over-sized windows, tall

  Bethany Pratt Churchill Properties

  100 E Main St, Gloucester, MA 01930
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  /21

  $379,999

  • 1 Bed
  • 1 Bath
  • 701 Sq Ft

  44 Lexington Ave Unit 23, Gloucester, MA 01930

  Introducing a beautifully updated 1-bedroom, 2nd floor unit at Harborview Condominiums. This highly sought-after residence offers tranquility and peace, with spectacular views from the living room & bedroom with slider leading to the balcony for night star gazing. Enjoy the lifestyle where others vacation, with an elevator that takes you from your private deeded parking space right to your

  Richard Palladino Century 21 North East

  44 Lexington Ave Unit 23, Gloucester, MA 01930
• 

  

  /20

  $1,625,000

  • 3 Beds
  • 2 Baths
  • 2,500 Sq Ft

  191 Main St Unit 3, Gloucester, MA 01930

  The Penthouse at The Residences at 191 Main Street is an unparalleled opportunity to own a most spectacular part of Gloucester history.The Penthouse Suite is one of three completely unique and rare luxury condominium units, available now in this 1880 Pigeon Cove granite and brick landmark property in the heart of downtown Gloucester. This iconic building has been lovingly restored and renovated

  Jason Saphire www.HomeZu.com

  191 Main St Unit 3, Gloucester, MA 01930
• 

  

  /30

  $749,900

  • 4 Beds
  • 2 Baths
  • 1,937 Sq Ft

  205 Western Ave, Gloucester, MA 01930

  Enjoy breathtaking panoramic harbor and ocean views including Eastern Point Lighthouse and the Breakwater. This Antique Colonial blends timeless historic character with thoughtful updates and expansions. Highlights include four fireplaces, wide plank flooring and exposed beams. First floor has a modern kitchen, complete with updated cabinets and stainless steel appliances opening to a sunlit

  Beth Buckingham J. Barrett & Company

  205 Western Ave, Gloucester, MA 01930
• 

  

  /31

  $1,499,000

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

  368 Essex Ave, Gloucester, MA 01930

  Investors and developers, take note! This is a rare opportunity to acquire a substantial 3.7-acre parcel in a highly desirable West Gloucester location. This offering includes a considerable three-family property situated on a sprawling 2.44-acre lot, with an additional 1.26-acre lot being sold together. The existing property offers immediate income potential with three separate units. However,

  Antonia Tullercash Churchill Properties

  368 Essex Ave, Gloucester, MA 01930
• 

  

  /31

  $1,995,000

  • 3 Beds
  • 2 Baths
  • 1,931 Sq Ft

  18 Wingaersheek Rd, Gloucester, MA 01930

  Welcome to 18 Wingaersheek Road in Gloucester's highly desired upper beach of Wingaersheek !! This year-round property with deeded access to Coffins Beach has been owned by the same family for 50+ years!! This home offers 3 levels of living with 3 bedrooms, 2 full baths, eat in kitchen, 2 Living rooms, 2 dining rooms, 2 office/dens as well as 2 propane gas fireplaces. Enjoy the beautiful sounds

  Christine Grammas J. Barrett & Company

  18 Wingaersheek Rd, Gloucester, MA 01930
• 

  

  /36

  $3,295,000

  • 5 Beds
  • 3 Baths
  • 3,256 Sq Ft

  9 Sandy Way, Gloucester, MA 01930

  Experience the ultimate coastal living with exclusive deeded rights to Wingaersheek (Coffin) Beach. Just minutes from your door, tucked away on a private cul-de -sac, this property offers 1.5 miles of sandy, pristine and private coastline. This meticulously maintained home features an open - concept layout with ocean views from the 2nd floor. The kitchen, dining and great room areas flow

  Kimberly Tipert Noyes Engel & Volkers By the Sea

  9 Sandy Way, Gloucester, MA 01930

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