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Opportunity knocks in East Gloucester! This 3-family property offers endless potential for investors, contractors, or creative homeowners. Enjoy water views of beautiful Cripple Cove and imagine watching the sun rise and set while sipping your morning coffee. Each unit offers unique character and layout—ready to be reimagined or restored to your taste. With a little vision and creativity, the possibilities are endless. Offered as-is in a peaceful coastal enclave loved for its views, charm, and walkable lifestyle. No off-street parking.

4 Beds ⋅ 3 Baths ⋅ 73449533 MLS

Opportunity knocks in East Gloucester! This 3-family property offers endless potential for investors, contractors, or creative homeowners. Enjoy water views of beautiful Cripple Cove and imagine watching the sun rise and set while sipping your morning coffee. Each unit offers unique character and layout—ready to be reimagined or restored to your taste. With a little vision and creativity, the possibilities are endless. Offered as-is in a peaceful coastal enclave loved for its views, charm, and walkable lifestyle. No off-street parking.

86 East Main Street, Gloucester

Listing courtesy of Listing Agent: Ron Goulart & Jennifer Anderson from Listing Office: RE/MAX Beacon.

$549,000

Experience the charm of coastal living in beautiful Gloucester. This move-in-ready 2-bedroom, 1-bath home offers a warm, inviting atmosphere with comfortable living spaces and a cozy feel throughout. Situated on a corner lot, the property enjoys added curb appeal and a desirable setting. Whether you're looking for a year-round residence, a weekend escape, or a place to downsize, this home offers exceptional versatility. Gloucester is celebrated for its rich maritime history, picturesque harbor, sandy beaches, thriving arts scene, and renowned waterfront dining. Spend your days exploring local shops, enjoying fresh seafood, relaxing by the ocean, or taking in the natural beauty of one of New England's most cherished coastal communities. E-Staging Photos were used to showcase homes potential and photos have been edited

2 Beds ⋅ 1 Baths ⋅ 73552333 MLS

Experience the charm of coastal living in beautiful Gloucester. This move-in-ready 2-bedroom, 1-bath home offers a warm, inviting atmosphere with comfortable living spaces and a cozy feel throughout. Situated on a corner lot, the property enjoys added curb appeal and a desirable setting. Whether you're looking for a year-round residence, a weekend escape, or a place to downsize, this home offers exceptional versatility. Gloucester is celebrated for its rich maritime history, picturesque harbor, sandy beaches, thriving arts scene, and renowned waterfront dining. Spend your days exploring local shops, enjoying fresh seafood, relaxing by the ocean, or taking in the natural beauty of one of New England's most cherished coastal communities. E-Staging Photos were used to showcase homes potential and photos have been edited

130 Centennial Ave, Gloucester

Listing courtesy of Listing Agent: The Ponte Group from Listing Office: Keller Williams South Watuppa.

$548,000

Welcome to 5 Wise Place, a beautifully situated home tucked away on a quiet street in one of Gloucester’s most desirable neighborhoods. This inviting property offers a thoughtful layout with light-filled living spaces designed for both everyday comfort and easy entertaining. Enjoy the convenience of nearby beaches, downtown Gloucester, the harbor, shops, and restaurants—while still savoring the peace and privacy of a residential setting. Whether you’re hosting gatherings, relaxing at home, or exploring everything Cape Ann has to offer, this property provides the perfect balance of coastal charm and practical living. A wonderful opportunity to own a home that truly captures the essence of Gloucester living.

2 Beds ⋅ 1 Baths ⋅ 73478134 MLS

Welcome to 5 Wise Place, a beautifully situated home tucked away on a quiet street in one of Gloucester’s most desirable neighborhoods. This inviting property offers a thoughtful layout with light-filled living spaces designed for both everyday comfort and easy entertaining. Enjoy the convenience of nearby beaches, downtown Gloucester, the harbor, shops, and restaurants—while still savoring the peace and privacy of a residential setting. Whether you’re hosting gatherings, relaxing at home, or exploring everything Cape Ann has to offer, this property provides the perfect balance of coastal charm and practical living. A wonderful opportunity to own a home that truly captures the essence of Gloucester living.

5 Wise Place, Gloucester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.

$545,000

2 BR 1 BA Ranch located on a quiet cul-de-sac in desirable East Gloucester neighborhood. Perfect for first time homebuyers or those looking to downsize as they head into retirement! .41 acre lot with gardening space and private rear yard. Open floor plan features modern granite kitchen with stainless steel appliances and tile floors, large LR with hardwood floor and French doors to den or potential 3rd BR, and dining area with French doors to covered deck in rear! Full basement has great potential to be finished living or workshop space. 4 car paved parking. Short drive to new YMCA, new East Veteran's Elementary School, Good Harbor Beach, Rt. 128, 3 shopping centers, and downtown Gloucester. Low maintenance vinyl exterior. New 200 amp electric service.

2 Beds ⋅ 1 Baths ⋅ 73424008 MLS

2 BR 1 BA Ranch located on a quiet cul-de-sac in desirable East Gloucester neighborhood. Perfect for first time homebuyers or those looking to downsize as they head into retirement! .41 acre lot with gardening space and private rear yard. Open floor plan features modern granite kitchen with stainless steel appliances and tile floors, large LR with hardwood floor and French doors to den or potential 3rd BR, and dining area with French doors to covered deck in rear! Full basement has great potential to be finished living or workshop space. 4 car paved parking. Short drive to new YMCA, new East Veteran's Elementary School, Good Harbor Beach, Rt. 128, 3 shopping centers, and downtown Gloucester. Low maintenance vinyl exterior. New 200 amp electric service.

11 Crestview Terrace, Gloucester

Listing courtesy of Listing Agent: Lane Team from Listing Office: North Shore's Gold Coast Realty.

$535,000

Enjoy the best of coastal living at 6 Arthur Street, a centrally located Gloucester home with easy access to downtown restaurants, nightlife, parks, Gloucester Harbor, and the MBTA, along with resident access to the city’s world-famous beaches. The current owners have thoughtfully refreshed the home throughout including refinishing & adding hardwood, new vinyl porch, repainting interior, new appliances, blown-in insulation throughout and more! It features 3 bedrooms and 2 full bathrooms, including a recently added full bath upstairs to service all three bedrooms. Outside, a private fenced yard with bluestone path and crushed stone patio provides an easy-to-maintain outdoor space perfect for relaxing or entertaining. Enjoy summers by the coast or make this your year-round Gloucester oasis.

3 Beds ⋅ 2 Baths ⋅ 73509081 MLS

Enjoy the best of coastal living at 6 Arthur Street, a centrally located Gloucester home with easy access to downtown restaurants, nightlife, parks, Gloucester Harbor, and the MBTA, along with resident access to the city’s world-famous beaches. The current owners have thoughtfully refreshed the home throughout including refinishing & adding hardwood, new vinyl porch, repainting interior, new appliances, blown-in insulation throughout and more! It features 3 bedrooms and 2 full bathrooms, including a recently added full bath upstairs to service all three bedrooms. Outside, a private fenced yard with bluestone path and crushed stone patio provides an easy-to-maintain outdoor space perfect for relaxing or entertaining. Enjoy summers by the coast or make this your year-round Gloucester oasis.

6 Arthur St, Gloucester

Listing courtesy of Listing Agent: Charlotte Press from Listing Office: Compass.

$527,350

Endless renovation possibilities await to transform this charming Ranch into a true showstopper. The home offers a solid foundation of valuable updates, including a 5 year old asphalt-shingle roof, owned solar panels installed by Cazault Solar in 2021, central AC, and central heat powered by a gas furnace installed in 2014. The electrical panel and hot water heater were upgraded in 2018, and an oversized rear deck was added that same year (2018). A detached shed provides additional storage. The partially finished, heated basement, with convenient walk-out access to the backyard, offers excellent bonus space for a home office, gym, studio, or additional living space. The large, fenced-in front yard provides wonderful outdoor space and inviting curb appeal. With a new kitchen and bath, updated insulation and windows, fresh paint, and refinished hardwood floors, this home could truly shine once again. The generous lot also presents exciting possibilities for expansion, whether adding an attached garage, creating additional living space, or building above an expanded footprint, subject to all necessary approvals. With its thoughtful existing improvements, generous property size, and abundant potential, this Ranch offers a wonderful opportunity for its next steward to reimagine the home and create a space tailored to their needs and vision.

2 Beds ⋅ 1 Baths ⋅ 73564643 MLS

Endless renovation possibilities await to transform this charming Ranch into a true showstopper. The home offers a solid foundation of valuable updates, including a 5 year old asphalt-shingle roof, owned solar panels installed by Cazault Solar in 2021, central AC, and central heat powered by a gas furnace installed in 2014. The electrical panel and hot water heater were upgraded in 2018, and an oversized rear deck was added that same year (2018). A detached shed provides additional storage. The partially finished, heated basement, with convenient walk-out access to the backyard, offers excellent bonus space for a home office, gym, studio, or additional living space. The large, fenced-in front yard provides wonderful outdoor space and inviting curb appeal. With a new kitchen and bath, updated insulation and windows, fresh paint, and refinished hardwood floors, this home could truly shine once again. The generous lot also presents exciting possibilities for expansion, whether adding an attached garage, creating additional living space, or building above an expanded footprint, subject to all necessary approvals. With its thoughtful existing improvements, generous property size, and abundant potential, this Ranch offers a wonderful opportunity for its next steward to reimagine the home and create a space tailored to their needs and vision.

141 Cherry Street, Gloucester

Listing courtesy of Listing Agent: Julia Virden from Listing Office: J. Barrett & Company.

$525,000

Charming single-level condominium at The Riverdale Grange, wonderful location offering the perfect blend of character and seaside living. This two-bedroom, two-bath home features beautiful wood flooring, an open floor plan, and soaring vaulted ceilings. Enjoy your own " exclusive use " outdoor area and access to a beautifully maintained garden area. Originally known as “The Grange,” the building was thoughtfully renovated in 2008 into six distinctive residences, each with its own unique appeal. Enjoy the best of coastal living in historic Gloucester—just moments from stunning beaches, vibrant downtown shops, acclaimed restaurants, boating, and local art galleries. With its welcoming community and unbeatable location, this property is ideal as a year-round residence or a relaxing second home.

2 Beds ⋅ 2 Baths ⋅ 73498842 MLS ⋅ ['Riverdale Grange Loft Condominium'] BLDG.

Charming single-level condominium at The Riverdale Grange, wonderful location offering the perfect blend of character and seaside living. This two-bedroom, two-bath home features beautiful wood flooring, an open floor plan, and soaring vaulted ceilings. Enjoy your own " exclusive use " outdoor area and access to a beautifully maintained garden area. Originally known as “The Grange,” the building was thoughtfully renovated in 2008 into six distinctive residences, each with its own unique appeal. Enjoy the best of coastal living in historic Gloucester—just moments from stunning beaches, vibrant downtown shops, acclaimed restaurants, boating, and local art galleries. With its welcoming community and unbeatable location, this property is ideal as a year-round residence or a relaxing second home.

457 Washington St Unit 2, Gloucester

Listing courtesy of Listing Agent: Kathryn Tully from Listing Office: Century 21 North East.

$525,000

Glorious sunset views! That’s only one outstanding feature of this Penthouse pied-a-terre in the heart of Gloucester. With its open concept floor plan that includes bamboo flooring throughout, custom architectural windows and fine finishes in every room, this unique home is an incredible find. White cabinetry, granite countertops, stainless-steel appliances and an eat-in/sitting area (great as hang-out space for “helpers”) make the kitchen a chef’s delight. The living room has a charming gas fireplace, and full bathroom with marble floor. Your private deck offers panoramic views of Gloucester Harbor and cityscapes that include the Paint Factory, Ten Pound Island and the iconic City Hall clock tower. Only minutes to shops, galleries and restaurants, this one-of-a-kind unit is just a shore drive to Good Harbor Beach, the commuter rail and Route 128. Bonus: private storage shed and 2-car deeded parking. Ideal year-round or as a weekend/vacation getaway, this beauty is a must-see - now!

1 Beds ⋅ 2 Baths ⋅ 73451098 MLS ⋅ ['160 Prospect Street Condominium'] BLDG.

Glorious sunset views! That’s only one outstanding feature of this Penthouse pied-a-terre in the heart of Gloucester. With its open concept floor plan that includes bamboo flooring throughout, custom architectural windows and fine finishes in every room, this unique home is an incredible find. White cabinetry, granite countertops, stainless-steel appliances and an eat-in/sitting area (great as hang-out space for “helpers”) make the kitchen a chef’s delight. The living room has a charming gas fireplace, and full bathroom with marble floor. Your private deck offers panoramic views of Gloucester Harbor and cityscapes that include the Paint Factory, Ten Pound Island and the iconic City Hall clock tower. Only minutes to shops, galleries and restaurants, this one-of-a-kind unit is just a shore drive to Good Harbor Beach, the commuter rail and Route 128. Bonus: private storage shed and 2-car deeded parking. Ideal year-round or as a weekend/vacation getaway, this beauty is a must-see - now!

160 Prospect St Unit 3, Gloucester

Listing courtesy of Listing Agent: Ann Rick Gloucester Group from Listing Office: J. Barrett & Company.

$520,000

Centrally located, recently updated Colonial that is sure to please many potential buyers. The attention to detail was well thought out and crafted in this downtown home. On the first level you enter into an open Living area which has glass French doors leading to a fenced in patio with stone pavers and crushed white marble. The Kitchen has Silestone countertops, new gas Zline stove/oven, range hood, dishwasher and Summit refrigerator/freezer with ice maker. Off the Kitchen you will also find a half bath with an energy efficient Rinnai tankless gas water heater and a stackable washer/dryer. The second floor has a sitting room with a loft that could be used multiple ways. You enter the bedroom through pocket doors which has a walk in closet with Elfa custom design storage. The bathroom has a radiant heat tiled floor and a walk in shower with dual shower heads. Silestone countertop with a LED mirror.

1 Beds ⋅ 2 Baths ⋅ 73443284 MLS

Centrally located, recently updated Colonial that is sure to please many potential buyers. The attention to detail was well thought out and crafted in this downtown home. On the first level you enter into an open Living area which has glass French doors leading to a fenced in patio with stone pavers and crushed white marble. The Kitchen has Silestone countertops, new gas Zline stove/oven, range hood, dishwasher and Summit refrigerator/freezer with ice maker. Off the Kitchen you will also find a half bath with an energy efficient Rinnai tankless gas water heater and a stackable washer/dryer. The second floor has a sitting room with a loft that could be used multiple ways. You enter the bedroom through pocket doors which has a walk in closet with Elfa custom design storage. The bathroom has a radiant heat tiled floor and a walk in shower with dual shower heads. Silestone countertop with a LED mirror.

6 Prospect Court, Gloucester

Listing courtesy of Listing Agent: Ann Rick Gloucester Group from Listing Office: J. Barrett & Company.

$520,000

Charming 3-bedroom, 2-bath sunlit condo in a perfect commuter destination. With Route 128 just seconds away, you have the best of Gloucester’s coastal amenities and an easy in-and-out for work or weekend getaways. Take advantage of the brand new heating & cooling mini split system installed in 2025! This turn-key condo is ready for you to move in and enjoy from day one.

3 Beds ⋅ 2 Baths ⋅ 73432817 MLS

Charming 3-bedroom, 2-bath sunlit condo in a perfect commuter destination. With Route 128 just seconds away, you have the best of Gloucester’s coastal amenities and an easy in-and-out for work or weekend getaways. Take advantage of the brand new heating & cooling mini split system installed in 2025! This turn-key condo is ready for you to move in and enjoy from day one.

273 Washington St Unit 2, Gloucester

Listing courtesy of Listing Agent: Robert Nelson from Listing Office: Churchill Properties.

$515,000

Located near Stacy Boulevard, Stage Fort Park, and Half Moon Beach, 84 Centennial Avenue is a well-maintained 2-bedroom, 1.5-bath home offering flexible living space in a peaceful coastal setting. The main level features an inviting layout with great natural light, while the finished walk-out lower level provides bonus space-ideal for a guest room, home office, or additional living area-with direct access to a private deck and mature gardens. A fully fenced yard offers a quiet outdoor retreat, perfect for dining or relaxing. Recent improvements include updated systems (see improvement list) and central air conditioning, ensuring year-round comfort. The property’s location provides convenient access to Gloucester’s amenities, including restaurants, shops, MBTA service, and the harbor. In addition to year-round use, the home also presents a potential seasonal rental opportunity, given its proximity to local beaches.

2 Beds ⋅ 2 Baths ⋅ 73469228 MLS

Located near Stacy Boulevard, Stage Fort Park, and Half Moon Beach, 84 Centennial Avenue is a well-maintained 2-bedroom, 1.5-bath home offering flexible living space in a peaceful coastal setting. The main level features an inviting layout with great natural light, while the finished walk-out lower level provides bonus space-ideal for a guest room, home office, or additional living area-with direct access to a private deck and mature gardens. A fully fenced yard offers a quiet outdoor retreat, perfect for dining or relaxing. Recent improvements include updated systems (see improvement list) and central air conditioning, ensuring year-round comfort. The property’s location provides convenient access to Gloucester’s amenities, including restaurants, shops, MBTA service, and the harbor. In addition to year-round use, the home also presents a potential seasonal rental opportunity, given its proximity to local beaches.

84 Centennial Avenue, Gloucester

Listing courtesy of Listing Agent: McClelland Del Rio Group from Listing Office: Gibson Sotheby's International Realty.

$515,000

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 separate dining room connecting, perfect for hosting. The kitchen has all you need, with a large pantry with washer/dryer connected, and direct access to the backyard. The flat, fenced-in backyard highlights an over-sized composite deck with retractable awning, as well as an exterior shed for additional storage. Located in a friendly, family-oriented neighborhood on a dead-end street, you’ll feel relaxed and tucked away, while still enjoying all that this seaside community has to offer. Don’t miss this wonderful opportunity to own a home full of comfort, with modern touches, in a prime location!

2 Beds ⋅ 1 Baths ⋅ 73465565 MLS

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 separate dining room connecting, perfect for hosting. The kitchen has all you need, with a large pantry with washer/dryer connected, and direct access to the backyard. The flat, fenced-in backyard highlights an over-sized composite deck with retractable awning, as well as an exterior shed for additional storage. Located in a friendly, family-oriented neighborhood on a dead-end street, you’ll feel relaxed and tucked away, while still enjoying all that this seaside community has to offer. Don’t miss this wonderful opportunity to own a home full of comfort, with modern touches, in a prime location!

6 Monroe Court, Gloucester

Listing courtesy of Listing Agent: Laura Sawulski from Listing Office: Coldwell Banker Realty - Beverly.

$510,000

Charming Gloucester home in a prime location. Welcome to 65 Poplar Street, a delightful 2 bedroom, 1.5-bath home in one of Gloucester’s most convenient and desirable neighborhoods. This move in ready property features two-car off-street parking, a fenced-in backyard ideal for relaxing or entertaining, and key updates including a roof (2015) and water heater (2019). Boiler (2005) Enjoy easy access to everything Gloucester has to offer... just minutes from the train station, highway, schools, parks and the area’s popular restaurants, shops, and coastal attractions. Whether you’re a first-time homebuyer or looking to downsize, this home offers comfort, convenience, and the perfect opportunity to enjoy life in this vibrant seaside community. Come experience the charm of coastal living on Poplar Street...where every day feels like a breath of fresh ocean air!

2 Beds ⋅ 2 Baths ⋅ 73453380 MLS

Charming Gloucester home in a prime location. Welcome to 65 Poplar Street, a delightful 2 bedroom, 1.5-bath home in one of Gloucester’s most convenient and desirable neighborhoods. This move in ready property features two-car off-street parking, a fenced-in backyard ideal for relaxing or entertaining, and key updates including a roof (2015) and water heater (2019). Boiler (2005) Enjoy easy access to everything Gloucester has to offer... just minutes from the train station, highway, schools, parks and the area’s popular restaurants, shops, and coastal attractions. Whether you’re a first-time homebuyer or looking to downsize, this home offers comfort, convenience, and the perfect opportunity to enjoy life in this vibrant seaside community. Come experience the charm of coastal living on Poplar Street...where every day feels like a breath of fresh ocean air!

65 Poplar St, Gloucester

Listing courtesy of Listing Agent: Charleen McCarthy from Listing Office: Five Mark Realty Group LLC.

$505,000

42 E Main St is a residence featuring modern updates throughout. Fresh exterior paint enhances the home's curb appeal and creates a polished first impression. The kitchen is equipped with stainless steel appliances, creating a contemporary and functional cooking space for everyday use. Clean finishes and updated details carry through the interior, establishing a cohesive and well-maintained aesthetic from exterior to interior. The practical layout creates distinct spaces for cooking, gathering, and relaxing, making this a residence that balances modern style with functional design.. Included 100-Day Home Warranty with buyer activation

2 Beds ⋅ 1 Baths ⋅ 73537539 MLS

42 E Main St is a residence featuring modern updates throughout. Fresh exterior paint enhances the home's curb appeal and creates a polished first impression. The kitchen is equipped with stainless steel appliances, creating a contemporary and functional cooking space for everyday use. Clean finishes and updated details carry through the interior, establishing a cohesive and well-maintained aesthetic from exterior to interior. The practical layout creates distinct spaces for cooking, gathering, and relaxing, making this a residence that balances modern style with functional design.. Included 100-Day Home Warranty with buyer activation

42 E Main St, Gloucester

Listing courtesy of Listing Agent: Daniel Beirne from Listing Office: OpenDoor Brokerage LLC.

$500,000

Famously painted by Edward Hopper, this exceptional opportunity offers a move-in ready home with harbor and city views at an attractive price point. This 3-bedroom, 2½-bath residence provides comfortable in-town living within easy walking distance to the harbor, downtown shops, restaurants, and Gloucester’s vibrant waterfront community. The home features a bright and inviting layout along with a fully finished walkout lower level complete with a brand-new full bath and private entrance—ideal for an in-law suite, guest space, additional bedroom, or family room. Enjoy coastal breezes, scenic views, and the convenience of nearby beaches and public amenities, plus a small private backyard perfect for barbecuing and entertaining. Within minutes of the MBTA, this home would also make an excellent Airbnb investment property. Whether you are a first-time home buyer, downsizer, or investor, this property offers exceptional value and flexibility.

3 Beds ⋅ 3 Baths ⋅ 73480814 MLS

Famously painted by Edward Hopper, this exceptional opportunity offers a move-in ready home with harbor and city views at an attractive price point. This 3-bedroom, 2½-bath residence provides comfortable in-town living within easy walking distance to the harbor, downtown shops, restaurants, and Gloucester’s vibrant waterfront community. The home features a bright and inviting layout along with a fully finished walkout lower level complete with a brand-new full bath and private entrance—ideal for an in-law suite, guest space, additional bedroom, or family room. Enjoy coastal breezes, scenic views, and the convenience of nearby beaches and public amenities, plus a small private backyard perfect for barbecuing and entertaining. Within minutes of the MBTA, this home would also make an excellent Airbnb investment property. Whether you are a first-time home buyer, downsizer, or investor, this property offers exceptional value and flexibility.

15 Mount Vernon St, Gloucester

Listing courtesy of Listing Agent: Debra L. Lovelace from Listing Office: Churchill Properties.

$498,800

Anchor yourself in coastal Gloucester living in this charming 2+ bedroom, 2 bath Cape on a nice side street. Just minutes to the train, downtown harborfront, beaches, and Route 128, it’s a commuter’s dream and an ideal year-round home or low-maintenance getaway. A flexible floor plan suits first-time buyers, downsizers, or investors seeking a turnkey short-term rental. Inside, enjoy gas heat, luxury vinyl plank flooring, stainless appliances, and warm hickory cabinets. The spacious primary bedroom offers a walk-in closet, adjacent bath, and slider to a newly renovated composite deck overlooking terraced gardens, a nautical stone landscape, and an antique anchor feature that captures the seaside vibe. With two-car parking, two sheds, a partially fenced yard, updated windows and flooring, newer roof, and new heating system, this move-in ready home delivers easy beach-town living—without condo fees, shared walls, or pet restrictions.

2 Beds ⋅ 2 Baths ⋅ 73487262 MLS

Anchor yourself in coastal Gloucester living in this charming 2+ bedroom, 2 bath Cape on a nice side street. Just minutes to the train, downtown harborfront, beaches, and Route 128, it’s a commuter’s dream and an ideal year-round home or low-maintenance getaway. A flexible floor plan suits first-time buyers, downsizers, or investors seeking a turnkey short-term rental. Inside, enjoy gas heat, luxury vinyl plank flooring, stainless appliances, and warm hickory cabinets. The spacious primary bedroom offers a walk-in closet, adjacent bath, and slider to a newly renovated composite deck overlooking terraced gardens, a nautical stone landscape, and an antique anchor feature that captures the seaside vibe. With two-car parking, two sheds, a partially fenced yard, updated windows and flooring, newer roof, and new heating system, this move-in ready home delivers easy beach-town living—without condo fees, shared walls, or pet restrictions.

3 Rockland Street, Gloucester

Listing courtesy of Listing Agent: Fintan Madden from Listing Office: RE/MAX Beacon.

$488,000

This two bedroom home is the perfect one to make yours. The home opens into a combined living, dining and kitchen with cathedral ceiling that feels bright and welcoming. Located near the MBTA station just a half mile away, it's a home that commuters or anyone will look forward to entering at the end of the day. The two bedrooms are comfortably sized—one serving as the primary bedroom with enough space for your bed and furniture while the second bedroom works well as a guest room, or home office. The lower level was originally used as a garage and is now used for the utilities and storage. The level yard has plenty of room for recreation and gardens. Purchase this home and you'll be planting tomatoes and flowers as the weather changes seasons. This home emphasizes an efficient use of space and a warm and comfortable living environment. And Gloucester's restaurants, recreation, the Boulevard, beaches and other features of the Gloucester community are within easy reach.

2 Beds ⋅ 2 Baths ⋅ 73491756 MLS

This two bedroom home is the perfect one to make yours. The home opens into a combined living, dining and kitchen with cathedral ceiling that feels bright and welcoming. Located near the MBTA station just a half mile away, it's a home that commuters or anyone will look forward to entering at the end of the day. The two bedrooms are comfortably sized—one serving as the primary bedroom with enough space for your bed and furniture while the second bedroom works well as a guest room, or home office. The lower level was originally used as a garage and is now used for the utilities and storage. The level yard has plenty of room for recreation and gardens. Purchase this home and you'll be planting tomatoes and flowers as the weather changes seasons. This home emphasizes an efficient use of space and a warm and comfortable living environment. And Gloucester's restaurants, recreation, the Boulevard, beaches and other features of the Gloucester community are within easy reach.

18 Lyndale Ave, Gloucester

Listing courtesy of Listing Agent: Ruth Pino from Listing Office: RE/MAX Beacon.

$485,000

Welcome to effortless living in the heart of Gloucester. Perfectly positioned just steps from Main Street, this sun-filled top-floor residence offers coastal charm, convenience, and easy access to everything downtown has to offer. Inside, approximately 930 square feet of thoughtfully designed living space includes a bright kitchen that opens to a comfortable living area, creating a layout that feels both functional and inviting. Three versatile bedrooms offer flexibility for guests, a home office, or additional living space, all in move-in-ready condition. Subtle harbor glimpses and shared outdoor space add to the appeal. Enjoy restaurants, shops, the waterfront, and commuter rail just outside your door. Parking is available for $50 per month through a nearby church, offering added convenience in this central location.

3 Beds ⋅ 1 Baths ⋅ 73505979 MLS

Welcome to effortless living in the heart of Gloucester. Perfectly positioned just steps from Main Street, this sun-filled top-floor residence offers coastal charm, convenience, and easy access to everything downtown has to offer. Inside, approximately 930 square feet of thoughtfully designed living space includes a bright kitchen that opens to a comfortable living area, creating a layout that feels both functional and inviting. Three versatile bedrooms offer flexibility for guests, a home office, or additional living space, all in move-in-ready condition. Subtle harbor glimpses and shared outdoor space add to the appeal. Enjoy restaurants, shops, the waterfront, and commuter rail just outside your door. Parking is available for $50 per month through a nearby church, offering added convenience in this central location.

40 Middle Street Unit 3a, Gloucester

Listing courtesy of Listing Agent: Waypoint Realty Group from Listing Office: Coldwell Banker Realty - Boston.

$479,000

What a delightful sun-filled downtown home with lovely yard and views of the park. Two to three bedrooms awaiting your personal colors and flooring. First floor offer hardwood flooring throughout, open concept with breakfast bar. sliding glass door to deck and yard. Second floor consists of two bedroom, one with loft and updated tiled bathroom with soaking tub. Lower level offers one half tiled bath and versatile room for third bedroom, home office with separate entrance and laundry/ utility room.Cosmetic customize with your colors and bedroom flooring, the heaving lifting is done. Walk to Burnham's Park, downtown, library, shopping, the boulevard and more. Minutes to the commuter rail and easy access to commuter route 128. Enjoy all of Gloucester's beautiful beaches, Good Harbor, Wingaersheek, Crescent Beach, Plum Cove beach and more.

3 Beds ⋅ 2 Baths ⋅ 73530188 MLS

What a delightful sun-filled downtown home with lovely yard and views of the park. Two to three bedrooms awaiting your personal colors and flooring. First floor offer hardwood flooring throughout, open concept with breakfast bar. sliding glass door to deck and yard. Second floor consists of two bedroom, one with loft and updated tiled bathroom with soaking tub. Lower level offers one half tiled bath and versatile room for third bedroom, home office with separate entrance and laundry/ utility room.Cosmetic customize with your colors and bedroom flooring, the heaving lifting is done. Walk to Burnham's Park, downtown, library, shopping, the boulevard and more. Minutes to the commuter rail and easy access to commuter route 128. Enjoy all of Gloucester's beautiful beaches, Good Harbor, Wingaersheek, Crescent Beach, Plum Cove beach and more.

36 Warner St, Gloucester

Listing courtesy of Listing Agent: Holly Chiancola from Listing Office: Holly C & Co. Fine Homes.

$475,000

Iconic and storied East Gloucester location with two floors of amazing potential! Second/Third floor condo unit is a two-story apartment, with high ceilings, great light and lovely views of Smith Cove and Gloucester harbor. Large roof deck overlooking the water. The apartment consists of three bedrooms, one bathroom, large living room, dining room and kitchen with views. Kitchen and bathroom are in need of renovation. You are in the heart of East Gloucester with Smith Cove on your doorstep, North Shore Art Association around the corner. Rocky Neck, Niles Beach and Good Harbor minutes away.

3 Beds ⋅ 1 Baths ⋅ 73455976 MLS

Iconic and storied East Gloucester location with two floors of amazing potential! Second/Third floor condo unit is a two-story apartment, with high ceilings, great light and lovely views of Smith Cove and Gloucester harbor. Large roof deck overlooking the water. The apartment consists of three bedrooms, one bathroom, large living room, dining room and kitchen with views. Kitchen and bathroom are in need of renovation. You are in the heart of East Gloucester with Smith Cove on your doorstep, North Shore Art Association around the corner. Rocky Neck, Niles Beach and Good Harbor minutes away.

197 E. Main Unit 2, Gloucester

Listing courtesy of Listing Agent: Andree Gillian Group from Listing Office: Engel & Volkers By the Sea.

$470,000

Built in 2001, this beautifully maintained condominium offers the perfect blend of coastal charm and everyday convenience. Occupied and cared for by the same owners since it was built, speaks volumes about the neighborhood! Quick access to Gloucester Crossing, the YMCA, and Green Street Playground, through the pathway at the end of the street. Inside and out, this home shines with pride of ownership and thoughtful upkeep. Clean, well-appointed spaces create a warm and inviting atmosphere, making it easy to move right in and start enjoying. Watch the sunset and the seasons change from the comfort of your elevated living room and primary bedroom. Plenty of easily accessible storage. The tastefully finished and freshly painted, lower level offers 505sf of additional space for entertaining, family, or clean storage. This condo delivers low-maintenance living with exclusive outdoor space and a peaceful backdrop. Don’t miss your chance to own a turnkey home that checks all of the boxes!

2 Beds ⋅ 2 Baths ⋅ 73513478 MLS ⋅ ['Seven Dodge Street Condominium'] BLDG.

Built in 2001, this beautifully maintained condominium offers the perfect blend of coastal charm and everyday convenience. Occupied and cared for by the same owners since it was built, speaks volumes about the neighborhood! Quick access to Gloucester Crossing, the YMCA, and Green Street Playground, through the pathway at the end of the street. Inside and out, this home shines with pride of ownership and thoughtful upkeep. Clean, well-appointed spaces create a warm and inviting atmosphere, making it easy to move right in and start enjoying. Watch the sunset and the seasons change from the comfort of your elevated living room and primary bedroom. Plenty of easily accessible storage. The tastefully finished and freshly painted, lower level offers 505sf of additional space for entertaining, family, or clean storage. This condo delivers low-maintenance living with exclusive outdoor space and a peaceful backdrop. Don’t miss your chance to own a turnkey home that checks all of the boxes!

7 Dodge St Unit 2, Gloucester

Listing courtesy of Listing Agent: Nice to be Home Group from Listing Office: RE/MAX Beacon.

$470,000

Charming 3-bedroom single-family home in a prime in-town location, just a short distance to downtown restaurants, shops and everyday conveniences. This home offers great bones and endless potential, making it the perfect opportunity for contractors, investors, or first-time homebuyers looking to build equity. With some updating, the layout and location make it well worth the effort. Enjoy the ease of being close to the elementary school and all the neighborhood has to offer. A full basement, large grassy back yard and off-street parking make this property a real gem. Bring your vision and transform this property into something truly special. Move in before summer and spend your days on the beautiful sandy beaches of Gloucester. Any and all offer due by Tuesday April 28 by 5pm.

3 Beds ⋅ 1 Baths ⋅ 73506559 MLS

Charming 3-bedroom single-family home in a prime in-town location, just a short distance to downtown restaurants, shops and everyday conveniences. This home offers great bones and endless potential, making it the perfect opportunity for contractors, investors, or first-time homebuyers looking to build equity. With some updating, the layout and location make it well worth the effort. Enjoy the ease of being close to the elementary school and all the neighborhood has to offer. A full basement, large grassy back yard and off-street parking make this property a real gem. Bring your vision and transform this property into something truly special. Move in before summer and spend your days on the beautiful sandy beaches of Gloucester. Any and all offer due by Tuesday April 28 by 5pm.

72 Friend Street, Gloucester

Listing courtesy of Listing Agent: Felicia Trupiano from Listing Office: J. Barrett & Company.

$465,000

SIZE DOES MATTER! Almost 1,600 square feet of living in this ideally located 3 bed condo: 0.2 mi to the commuter rail, 0.4 miles to the harbor, 0.3 mi to downtown!! Single level living with only 3 stairs from your car to your home. Historic Hovey School – Sophisticated yet simple coastal living in a meticulous, boutique brick community of just 16 residences. Guided by a thoughtful no-pet policy, this 87% owner occupied property ensures a refined living experience for discerning residents. Original architectural details shine throughout; timeless exposed brick walls to signature double archways frame a spotless kitchen where rich wood cabinetry complements the historic elements. The spacious dining area welcomes both intimate gatherings or gracious entertaining. Flexible main bedroom adds versatility to this home - a primary suite, guest/tv room or den with bar. Great summer home or live like you are on vacation all year! Virtually staged photos show how your style can shine!

3 Beds ⋅ 1 Baths ⋅ 73425109 MLS ⋅ ['Hovey School'] BLDG.

SIZE DOES MATTER! Almost 1,600 square feet of living in this ideally located 3 bed condo: 0.2 mi to the commuter rail, 0.4 miles to the harbor, 0.3 mi to downtown!! Single level living with only 3 stairs from your car to your home. Historic Hovey School – Sophisticated yet simple coastal living in a meticulous, boutique brick community of just 16 residences. Guided by a thoughtful no-pet policy, this 87% owner occupied property ensures a refined living experience for discerning residents. Original architectural details shine throughout; timeless exposed brick walls to signature double archways frame a spotless kitchen where rich wood cabinetry complements the historic elements. The spacious dining area welcomes both intimate gatherings or gracious entertaining. Flexible main bedroom adds versatility to this home - a primary suite, guest/tv room or den with bar. Great summer home or live like you are on vacation all year! Virtually staged photos show how your style can shine!

8 Summer Street Unit 103, Gloucester

Listing courtesy of Listing Agent: Stephanie Jones from Listing Office: Leading Edge Real Estate.

$460,000

BACK ON THE MARKET DUE TO BUYERS PERSONAL CIRCUMSTANCES. This adorable colonial is ready to be loved by its next owners. Walk in and be welcomed by a bright and spacious living area. There is a large living room, an open kitchen and dining room area as well as a full bath with laundry all on the first floor. The second floor offers three bedrooms, one with a second full bath. Off of one of the bedrooms, you will find a bonus room perfect for an office, play space, dressing room... the possibilities are endless. A walk up attic adds plenty of storage space. The full basement offers even more great storage. There is off street parking, a great patio & a small, level yard as well. Sellers have done plenty of improvements while living there including some blown in insulation, new kitchen & dining room floors and the new outdoor patio. See attachment for full list of improvements.

3 Beds ⋅ 2 Baths ⋅ 73428419 MLS

BACK ON THE MARKET DUE TO BUYERS PERSONAL CIRCUMSTANCES. This adorable colonial is ready to be loved by its next owners. Walk in and be welcomed by a bright and spacious living area. There is a large living room, an open kitchen and dining room area as well as a full bath with laundry all on the first floor. The second floor offers three bedrooms, one with a second full bath. Off of one of the bedrooms, you will find a bonus room perfect for an office, play space, dressing room... the possibilities are endless. A walk up attic adds plenty of storage space. The full basement offers even more great storage. There is off street parking, a great patio & a small, level yard as well. Sellers have done plenty of improvements while living there including some blown in insulation, new kitchen & dining room floors and the new outdoor patio. See attachment for full list of improvements.

8 Arthur St, Gloucester

Listing courtesy of Listing Agent: Herrick Lutts Realty Partners from Listing Office: Herrick Lutts Realty Partners.

$457,000

Opportunity abounds with this 0.32 acre plot of buildable land in a highly desirable area of Gloucester near Annisquam and Goose Cove with easy access to Downtown, renowned ocean beaches, Dogtown Common, as well as Rte 127 and the Commuter Rail station. Zoned for either single family or multi-family and with underground electricity, municipal water & sewer, and natural gas available on-site at the street, this property is ideal for building. Preliminary building plans indicated second floor water views of the River! So, whether a developer looking to add to your portfolio or someone looking to build their custom dream home from the ground up, look no further than 3 Deacon Farm Lane. This brand new, privately maintained, HOA managed street (HOA fee of $1000/yr split in 2 payments), features all new, high end homes, offering great return on investment. Buyer/Buyer's Agent to do all due diligence. *OFFER DEADLINE: MONDAY, MARCH 9TH BY 1PM*

73481393 MLS

Opportunity abounds with this 0.32 acre plot of buildable land in a highly desirable area of Gloucester near Annisquam and Goose Cove with easy access to Downtown, renowned ocean beaches, Dogtown Common, as well as Rte 127 and the Commuter Rail station. Zoned for either single family or multi-family and with underground electricity, municipal water & sewer, and natural gas available on-site at the street, this property is ideal for building. Preliminary building plans indicated second floor water views of the River! So, whether a developer looking to add to your portfolio or someone looking to build their custom dream home from the ground up, look no further than 3 Deacon Farm Lane. This brand new, privately maintained, HOA managed street (HOA fee of $1000/yr split in 2 payments), features all new, high end homes, offering great return on investment. Buyer/Buyer's Agent to do all due diligence. *OFFER DEADLINE: MONDAY, MARCH 9TH BY 1PM*

3 Deacon Farm Ln, Gloucester

Listing courtesy of Listing Agent: Kaitlin O'Sullivan from Listing Office: The Agency Marblehead.

$450,000

Discover the perfect balance of modern luxury and coastal charm in this meticulously restored condo in the heart of Gloucester. Offering a bright, open floor plan with soaring ceilings, oversized windows, and designer finishes, this home welcomes you with warmth and style. The gourmet kitchen is fully equipped with high-end appliances and sleek cabinetry, ideal for both everyday living and entertaining. Just steps from Gloucester’s vibrant downtown, you’ll enjoy easy access to dining, shopping, cultural attractions, and the harborfront. Available furnished, this residence offers a turnkey opportunity to embrace your dream coastal lifestyle.

2 Beds ⋅ 1 Baths ⋅ 73435790 MLS

Discover the perfect balance of modern luxury and coastal charm in this meticulously restored condo in the heart of Gloucester. Offering a bright, open floor plan with soaring ceilings, oversized windows, and designer finishes, this home welcomes you with warmth and style. The gourmet kitchen is fully equipped with high-end appliances and sleek cabinetry, ideal for both everyday living and entertaining. Just steps from Gloucester’s vibrant downtown, you’ll enjoy easy access to dining, shopping, cultural attractions, and the harborfront. Available furnished, this residence offers a turnkey opportunity to embrace your dream coastal lifestyle.

40 Middle Street Unit 2, Gloucester

Listing courtesy of Listing Agent: Jane Meterparel & Brian Marvelley from Listing Office: Churchill Properties.

$440,000

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 with fenced area for privacy and pets. Sun or shade on front patio side deck. Easy access to woodland trails for hiking, nearby highway access and commuter rail approximately two miles away. City water & well water for gardening.

2 Beds ⋅ 1 Baths ⋅ 73419999 MLS

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 with fenced area for privacy and pets. Sun or shade on front patio side deck. Easy access to woodland trails for hiking, nearby highway access and commuter rail approximately two miles away. City water & well water for gardening.

11 Overlook Avenue, Gloucester

Listing courtesy of Listing Agent: Holly Chiancola from Listing Office: Holly C & Co. Fine Homes.

$435,000

Discover elevated living with this 2 level Unit offering 1157 sqft and peak views from this beautifully maintained condo in the heart of Downtown Gloucester. Minutes from beaches, boating and some of Gloucester's newest restaurants. This attractive property provides a distinctive opportunity for sophisticated urban dwelling. The heart of this residence is its open-plan kitchen, seamlessly integrating with the living and dining room. This newly remodeled culinary space is equipped with brand new modern SS appliances, designed for both functionality and aesthetic appeal. The living room itself is distinguished by elegant hardwood flooring, establishing an atmosphere of refined comfort. Within the condominium, the bathroom features a thoughtfully designed accent wall, adding a unique touch to the space. The bedrooms also benefit from the continuity of hardwood flooring, contributing to the property's cohesive and polished interior. New heating system and water heater in 2025.

3 Beds ⋅ 2 Baths ⋅ 73521259 MLS ⋅ ['East End Condominium'] BLDG.

Discover elevated living with this 2 level Unit offering 1157 sqft and peak views from this beautifully maintained condo in the heart of Downtown Gloucester. Minutes from beaches, boating and some of Gloucester's newest restaurants. This attractive property provides a distinctive opportunity for sophisticated urban dwelling. The heart of this residence is its open-plan kitchen, seamlessly integrating with the living and dining room. This newly remodeled culinary space is equipped with brand new modern SS appliances, designed for both functionality and aesthetic appeal. The living room itself is distinguished by elegant hardwood flooring, establishing an atmosphere of refined comfort. Within the condominium, the bathroom features a thoughtfully designed accent wall, adding a unique touch to the space. The bedrooms also benefit from the continuity of hardwood flooring, contributing to the property's cohesive and polished interior. New heating system and water heater in 2025.

274 Main St Unit 4, Gloucester

Listing courtesy of Listing Agent: Heather Dagle from Listing Office: RE/MAX Beacon.

$420,000

Set on desirable Governors Hill, this sweet Colonial offers a premier location, lifestyle, and equity opportunity. If you've been searching for a home with great bones in one of Gloucester's most centrally located neighborhoods, this is your chance to make it your own. Enjoy a four-car driveway and a small, easy-to-maintain yard that's perfect for gardening, grilling, or relaxing with kids and pets. Inside, you'll find the conveniences that matter most, including a full bath on the first floor and laundry. Step outside and embrace everything that makes Gloucester so special. Across the street is Governors Park for harbor views, annual fireworks, dog walks, picnics, and sunsets. You're just moments from the commuter rail, multiple BEACHES, coffee cafés, downtown restaurants, the waterfront gardens along the Boulevard, the open green spaces of Stage Fort Park, and playgrounds. Are you looking for a weekend getaway, an equity opportunity, or a first-time buyer? We have the location!

2 Beds ⋅ 1 Baths ⋅ 73545873 MLS

Set on desirable Governors Hill, this sweet Colonial offers a premier location, lifestyle, and equity opportunity. If you've been searching for a home with great bones in one of Gloucester's most centrally located neighborhoods, this is your chance to make it your own. Enjoy a four-car driveway and a small, easy-to-maintain yard that's perfect for gardening, grilling, or relaxing with kids and pets. Inside, you'll find the conveniences that matter most, including a full bath on the first floor and laundry. Step outside and embrace everything that makes Gloucester so special. Across the street is Governors Park for harbor views, annual fireworks, dog walks, picnics, and sunsets. You're just moments from the commuter rail, multiple BEACHES, coffee cafés, downtown restaurants, the waterfront gardens along the Boulevard, the open green spaces of Stage Fort Park, and playgrounds. Are you looking for a weekend getaway, an equity opportunity, or a first-time buyer? We have the location!

12 Lookout St., Gloucester

Listing courtesy of Listing Agent: Nice to be Home Group from Listing Office: RE/MAX Beacon.

$411,000

Adorable 2-bed / 2 full-bath, pet-friendly condo with low HOA fees, ideal for first-time buyers. Set on a hill with views, location is both tranquil and convenient to town. Wonderfully sunlit and freshly painted, the home is exceptionally clean and features beautiful hardwood floors and charming vintage details throughout. The unit includes exclusive off-street parking and deeded rights to a large roof area with potential for a future deck. An entry vestibule offers a practical drop-zone. Upstairs, a bright landing includes a generous coat closet. The main level features a spacious living room, an ample kitchen with W/D and space for an island or table, a dining room with built-in hutch, and a full bath with shower. The upper level offers two large bedrooms, a second bath with claw-foot tub, walk-in closet, plus abundant additional storage. Water tank 2024. 35-year roof 2007. Front garden area. ****Any and all offers due by 2PM Monday Feb16th. Allow 24 hours.

2 Beds ⋅ 2 Baths ⋅ 73471932 MLS ⋅ ['Trask St Condominium'] BLDG.

Adorable 2-bed / 2 full-bath, pet-friendly condo with low HOA fees, ideal for first-time buyers. Set on a hill with views, location is both tranquil and convenient to town. Wonderfully sunlit and freshly painted, the home is exceptionally clean and features beautiful hardwood floors and charming vintage details throughout. The unit includes exclusive off-street parking and deeded rights to a large roof area with potential for a future deck. An entry vestibule offers a practical drop-zone. Upstairs, a bright landing includes a generous coat closet. The main level features a spacious living room, an ample kitchen with W/D and space for an island or table, a dining room with built-in hutch, and a full bath with shower. The upper level offers two large bedrooms, a second bath with claw-foot tub, walk-in closet, plus abundant additional storage. Water tank 2024. 35-year roof 2007. Front garden area. ****Any and all offers due by 2PM Monday Feb16th. Allow 24 hours.

19 Trask St Unit 2, Gloucester

Listing courtesy of Listing Agent: Alli Allmendinger from Listing Office: Churchill Properties.

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