Refine Search
Map
Sort by
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 73575871 MLS ⋅ NEW Status
This spectacular property was custom-designed and built over the years by the owner of renowned builders Mill River Carpentry. Set on a beautiful lot along a peaceful street in Gloucester's desirable Riverdale neighborhood, this exceptional home showcases remarkable craftsmanship, expansive living spaces, and seamless indoor-outdoor living. A stone driveway welcomes you to an enormous mudroom that opens into a recently renovated custom kitchen featuring concrete quartz countertops and an impressive 60-inch refrigerator. The spacious living room is anchored by a woodstove with a beautiful granite surround and opens to a generous deck and pool area. The main level also offers a full bath with laundry, a comfortable sitting area off the kitchen, and a large dining room with cathedral ceilings. Exceptional details are found throughout, including radiant heat, tongue-and-groove pine ceilings, five-inch red oak flooring, and oversized windows that fill the home with natural light. The open first-floor layout extends effortlessly to a deck, patio, and screened porch, creating an ideal setting for entertaining and relaxing. The second floor features two bedrooms, a full bath, and an impressive primary bedroom with a cathedral ceiling and an oversized walk-in closet. The walkout portion of the basement provides a dedicated home gym area. A spacious breezeway offers flexible den or office space and leads to an oversized garage equipped with a 12-by-10-foot overhead door, a half bath, and radiant floor heat. Completing this remarkable property is a bright one-bedroom apartment above the garage - ideal for extended family, guests, or potential rental income. The apartment also features a large private deck with beautiful views of the Annisquam River and Ipswich Bay.

18 Holly St, Gloucester

Listing courtesy of Listing Agent: Mark Ventimiglia from Listing Office: Vadala Real Estate.
$1,575,000
2 Beds ⋅ 3 Baths ⋅ 73575311 MLS ⋅ ACTIVE Status ⋅ ['Good Harbor Beach Condo'] BLDG.
Perched at the top of 78 Thatcher Rd in Gloucester, this exceptional 2+ bedroom, 3 bath penthouse condo offers single level living while being one block to Good Harbor Beach. Arriving by elevator to your front door, you will enjoy soaring vaulted ceilings, hardwood floors, oversized windows, and abundant natural light. The home feels open, airy, and effortlessly connected to its spectacular surroundings. The open-concept living space is designed for both relaxed living and entertaining, featuring a bright kitchen with custom cabinetry and stainless-steel appliances, a welcoming fireplace. Each of the bathrooms have beautiful en-suite baths. An office/den provides flexible space for working or unwinding, while the upper-level deck offers an extraordinary place to take in the changing light, ocean breezes, and unforgettable sunsets. Residents also enjoy a gym and guest parking along with the rare combination of privacy, convenience, and outdoor space. Downtown Gloucester is nearby, with outstanding seafood and restaurants, galleries, shops, and a vibrant culture deeply rooted in the city's maritime traditions.Gloucester is a destination for every sesaon- and this home is an ideal place to experience it. Whether you're entertaining friends, enjoying a quiet evening by the fire, or simply watching the sunset over the water, 78 Thatcher offers an opportunity to slow down, breathe deeply, and truly enjoy the view. Offering includes all furniture providing you with a turn-key home by the sea.

78 Thatcher Rd Unit 6, Gloucester

Listing courtesy of Listing Agent: Syndi Zaiger from Listing Office: Compass.
$620,000
4 Beds ⋅ 2 Baths ⋅ 73575107 MLS ⋅ ACTIVE Status
Fantastic Two-Family Investment Opportunity! Ideally located in a desirable neighborhood walking distance to East Veterans Elementary school, this well-maintained two-family offers an excellent opportunity for investors or buyers looking to owner-occupy while generation rental income. Unit #1 entrance is the front door home with three bedrooms upstairs on the second floor, an open concept kitchen with center island stainless steel appliances, granite countertops, hardwood floor and a full bathroom. The spacious family with stackable laundry in closet. This unit has a parking spot in the driveway and off street parking. Unit # 2 is located in the back of the house, pull in the driveway and walk in your one bedroom, a kitchen, full bathroom, pantry/storage area, and in unit laundry. The property has a sharable yard to have grills and outside table and chairs. Whether you're looking to expand your investment portfolio or get into multifamily ownership with tenants already in place, this offers versatility, convenience, and excellent potential. Don't miss this opportunity to own a two-family in a great neighborhood close commuter rail, downtown Gloucester, parks and beaches.

19 Sadler Street, Gloucester

Listing courtesy of Listing Agent: Jill Michaud from Listing Office: Gibson Sotheby's International Realty.
$4,500,000
7 Beds ⋅ 6 Baths ⋅ 73575037 MLS ⋅ ACTIVE Status
A landmark of Magnolia's storied coastline, this extraordinary oceanfront estate has graced Shore Road since 1889. Set above the Atlantic on one of Cape Ann's most coveted seaside addresses, the residence masterfully blends timeless architecture with thoughtfully curated updates, creating a home that feels both historically significant and effortlessly livable. Sunlight pours through expansive windows, illuminating gracious rooms designed for intimate gatherings and grand entertaining alike, while six fireplaces add warmth and character throughout. Outside, terraces and gardens frame panoramic ocean vistas where the rhythm of the tides, passing sailboats, and spectacular coastal sunsets become part of everyday life. Just moments from Magnolia Village, beaches and miles of scenic conservation trails, this is a rare opportunity to become the next steward of one of the North Shore's most distinguished waterfront homes.

31 Shore Rd., Gloucester

Listing courtesy of Listing Agent: McDermott Group from Listing Office: Gibson Sotheby's International Realty.
$599,000
1 Beds ⋅ 1 Baths ⋅ 73575009 MLS ⋅ ACTIVE Status ⋅ ['Peabody Estate Condominium'] BLDG.
Discover sophisticated living at 158 Hesperus Ave U:2L in Gloucester, MA. This water view renovated 5 room 2nd floor one level condo offers 1145 square feet of refined space in great condition. Located in a private Magnolia area estate setting on 1 acre of lovely grounds in an attractive grand Victorian style home that blends historical charm with contemporary comfort. The fully applianced kitchen is a culinary delight, featuring custom oversized white wood cabinets, gleaming stainless steel appliances and elegant granite counters. Its intelligent peninsula design w/ 3 person breakfast bar creates a natural flow into the family room, fostering an open-plan environment perfect for entertaining or daily living. Adjacent to the kitchen, the living room provides a welcoming atmosphere for sitting and reading while taking in the water views, defined by its rich fir flooring that extends throughout the space. The primary bedroom features the warmth and elegance of a fireplace with marble trim and fir flooring, creating a cohesive and inviting private retreat. Work remote from your home office with built in shelving and ample closet space. Enjoy the smell of salty ocean air and expand your living space on the inviting exclusive use private deck off kitchen ideal for drinks and Summer meals! Modern updated tile bath. A flexible floor plan allows for a variety of room uses. Perfect for those buyers looking to downsize to more manageable living space. Located close to Magnolia and Manchester downtown villages, shops, library, restaurants, and beautiful beaches! 2 car paved parking and ample secure exclusive basement storage area. Ready to move in and start enjoying maintenance free living! Experience the allure of this thoughtfully designed condominium; schedule your private viewing today.

158 Hesperus Ave Unit 2L, Gloucester

Listing courtesy of Listing Agent: Lane Team from Listing Office: North Shore's Gold Coast Realty.
$698,000
3 Beds ⋅ 2 Baths ⋅ 73574637 MLS ⋅ ACTIVE Status ⋅ ['3 Babson Street Condominium'] BLDG.
Looking for something that is really special? This three bedroom, 1.5 bath, two level condominium unit has views out to Gloucester Harbor and winter views from west facing windows of the Annisquam River. Everything about Gloucester's best features are nearby. The unit lives like a single family. Updated by the prior owner with windows, boiler and electric plus many updates and renovations by the current owner makes this a move in home. With Thanksgiving around the corner, you can be the owner in time to have guests and family see your new home. The attractive living room with built ins has room for your dining furniture plus the bright, efficient kitchen has an island with seating and plenty of work space, The kitchen includes quartz counters, cabinets galore, a pantry cabinet, gas cooking and a newer thermal slider door leading to a East facing deck - where it is perfect to enjoy the views over Gloucester and the harbor. Watch the sun rise with your morning coffee from the deck or use it to just hang to relax after a long day. The primary bedroom has a great view and an alcove perfect for use as an office or reading nook. The updated full bath has a stack washer & dryer, a double sink and soaking tub with a rain shower head and there's a linen closet for storage. The unit also has a convenient half bath on the bedroom level. The walk in 5'x5' closet off the living room is actually big enough to use as a comfortable office. The unit has use of a parking space in the garage plus two additional tandem parking spaces in the driveway. There is shared storage in the basement and the garage has enough room for skis, bikes and kayaks and fits most vehicles which will be a relief during snow season. If you commute by Train, the station is a half mile away. Gloucester Boulevard and Pavilion Beach are less than a half mile and some of the best restaurants on the North Shore are also a short half mile away. Walk into this freshly updated and sunny home, fall in love and call it your own.

3 Babson Street Unit 2, Gloucester

Listing courtesy of Listing Agent: Ruth Pino from Listing Office: RE/MAX Beacon.
$499,900
2 Beds ⋅ 1 Baths ⋅ 73573696 MLS ⋅ ACTIVE Status
Charming European cottage in Gloucester’s Riverdale neighborhood, tucked beneath Pole’s Hill and across from the Mill Pond and nearby sports fields. This home has been in the same ownership for nearly 50 years and is ready for its next chapter. The property offers a wonderful opportunity to update, restore and make it your own while building equity over time. Outside, a large private patio creates an inviting extension of the living space, perfect for relaxing and entertaining. Update to your taste and create something truly special in one of Gloucester’s sought after neighborhoods! SHOWINGS BEGIN AT THE OPEN HOUSES, THIS SATURDAY 9/12 AND SUNDAY 9/13 from 11:00am to 12:30pm.

350 Washington Street, Gloucester

Listing courtesy of Listing Agent: Mark T. Vadala from Listing Office: Vadala Real Estate.
$849,900
3 Beds ⋅ 2 Baths ⋅ 73573899 MLS ⋅ ACTIVE Status
Welcome to 26 Acacia St, Gloucester — a beautifully maintained single-family residence where timeless character meets refined modern living. Originally built in 1900, this distinctive home offers 1,568 square feet of above-grade living space, complemented by an additional approximately 150-square-foot finished basement room that is not included in the stated living area.At the heart of the home is a thoughtfully designed kitchen created for both everyday living and effortless entertaining. Stainless steel appliances, a generous center island with an integrated sink, and abundant preparation space create a sophisticated yet inviting setting for everything from casual mornings to memorable gatherings.The inviting living room provides a warm and elegant gathering space, highlighted by a fireplace that adds character and ambiance. The home features **two full bathrooms**, including a beautifully appointed bath with a walk-in shower and multiple showerheads, creating a spa-inspired retreat.The true showstopper continues outdoors. A private, thoughtfully designed yard offers an exceptional extension of the living space, complete with an outdoor kitchen and expansive entertaining areas. Enjoy al fresco dining on the patio, relax beneath the covered deck, or unwind in the covered outdoor living area — all designed for effortless entertaining and year-round enjoyment.The finished basement room provides approximately 150 additional square feet of flexible space, ideal for a home office, fitness area, media room, creative studio, or additional recreational space.Blending the charm and character of a historic Gloucester home with modern comforts and exceptional indoor-outdoor living, 26 Acacia St offers a rare opportunity to experience a home designed not simply for living, but for enjoying life to its fullest.

26 Acacia St, Gloucester

Listing courtesy of Listing Agent: Rita Silva Martins from Listing Office: eXp Realty LLC - Corporate Office.
$4,295,000
4 Beds ⋅ 4 Baths ⋅ 73573613 MLS ⋅ ACTIVE Status
OCEANFRONT LIVING AT ITS BEST! Welcome to 41B Wingaersheek Road, an exceptional 2023 modular coastal residence offering a rare combination of modern comfort, energy efficiency, investment potential, and direct access to one of Gloucester’s most coveted stretches of shoreline. Thoughtfully engineered and factory-built in precision-fabricated modules before being assembled on site, the home offers a sophisticated alternative to conventional construction. A combination of structural steel and wood framing creates a durable, highly engineered building envelope while maintaining a clean, modern aesthetic. Designed for year-round comfort and efficiency, this home features extensive closed-cell spray-foam insulation throughout the walls, floors, and roof. The property consists of two beautifully appointed residences, each offering 2 bedrooms and 2 full baths, creating a versatile 4-bedroom, 4-bath configuration. Both units feature bright, open-concept living spaces, sleek kitchens with quartz countertops, center islands, and stainless steel appliances, as well as in-unit washers and dryers. A convenient lockout door provides the option for the two residences to function independently as a multi-family property or be incorporated into one expansive single-family home, offering an ideal setup for extended family, guests, or those seeking additional private space. Steel structural components are integrated throughout the modular system, including engineered connections between modules, resulting in exceptional structural integrity and energy performance. Mechanical systems were carefully incorporated into the design, including heat-pump HVAC and air-conditioning, along with a heat-recovery ventilation system providing continuous whole-house ventilation. Plumbing and electrical systems were substantially installed within the factory-built modules and seamlessly connected during on-site assembly, allowing for an efficient and highly coordinated construction process.Designed for effortless coastal living, this home is equipped for year-round enjoyment. Step outside and follow the private path directly to the beach, where you can spend your days swimming or strolling the shoreline. This home offers the opportunity to create a private family compound, a sought-after vacation retreat, or an income-producing investment. Rarely available, this is a remarkable opportunity to own a piece of the Gloucester coastline.

41-B Wingaersheek Rd, Gloucester

Listing courtesy of Listing Agent: The Apex Team from Listing Office: Apex Realty Group, LLC.
$409,000
1 Beds ⋅ 2 Baths ⋅ 73573446 MLS ⋅ ACTIVE Status
Absolutely adorable and newly renovated 1 bedroom 1.5 bath adobe style bungalow with an extra bonus room which could serve as a home office, studio, or guest room. This one level home located downtown Gloucester, is perfect as a condo alternative convenient to many restaurants, music venues, the train station, churches and Gloucester harbor and beaches... all just a short distance away! Many improvements include kitchen, dining area, new remodeled interior walls, ceiling, and new floors. The washer dryer has been moved upstairs to the living level. In addition, the full basement offers plenty of storage. This cozy home is in move in condition and just waiting for you!

139A Prospect St., Gloucester

Listing courtesy of Listing Agent: Heather Dagle from Listing Office: RE/MAX Beacon.
$718,000
3 Beds ⋅ 2 Baths ⋅ 73565358 MLS ⋅ ACTIVE Status
Set on nearly an acre surrounded by nature, this home offers a sense of serenity that's increasingly hard to find, yet you're still close to all of the best of Gloucester. Offering 1722 square feet of comfortable single-level living, this 3-bedroom, 2-bath home combines privacy and flexibility. Step inside to freshly painted interiors and beautifully refinished hardwood floors that bring warmth and character throughout the home. Both full bathrooms are refreshed with a modern touch, while versatile bonus rooms offer the perfect space for a home office, nursery, den or personal gym space. The generously sized primary bedroom is it's own private retreat, featuring large closets, new luxury vinyl plank flooring and a slider leading directly to a covered porch—a peaceful spot to enjoy your morning coffee, unwind with a book or simply take in the natural surroundings. The large eat-in kitchen offers plenty of potential for a future owner to make it their own. The home's comfortable layout and improvements already completed make it easy to settle in and update over time. The garage and connecting walk-out basement provide convenient parking and valuable additional storage. Enjoy nearby Plum Cove Beach, sunsets and the waterfront charm of Lane's Cove. Close to Goosecove Reservoir and Dogtown or decide to forge your own nature trails in your very own backyard. Whether you're looking for the ease of one-level living, room to work from home or simply a home you can personalize over time, this home offers a wonderful opportunity to put down roots in one of Gloucester's most beloved neighborhoods. Come discover the quieter side of town and why this is such a special place to live.

59 Holly St, Gloucester

Listing courtesy of Listing Agent: Nice to be Home Group from Listing Office: RE/MAX Beacon.
$2,225,000
3 Beds ⋅ 3 Baths ⋅ 73573140 MLS ⋅ ACTIVE Status
A rare waterfront offering on Gloucester’s coveted Annisquam River, where an extraordinary vantage point captures sweeping views directly down the river rather than across to neighboring homes. With a Chapter 91 tidal dock at your doorstep, this 3-bedroom, 2.5-bath residence offers an exceptional connection to the water, from morning coffee overlooking the river to an afternoon boat ride to Wingaersheek Beach.Fully renovated with a second story added in 2012, the home was thoughtfully designed to maximize its remarkable setting. Water views unfold from every room, while each bedroom opens to its own private balcony overlooking the river. The primary suite features an ensuite bath and a front-row perspective of the ever-changing waterfront.At the heart of the home, a spacious, light-filled living and dining area offers an open layout framed by expansive water views and a dramatic floor-to-ceiling stone fireplace. Built-in shelving and a wet bar create an inviting setting for entertaining, while the generous kitchen features an eat-in island and adjoining breakfast nook, all oriented toward the scenery beyond.Step directly from the main living area onto an expansive 414-square-foot waterfront deck, creating a seamless extension of the home for dining, entertaining, or simply watching boats make their way along the Annisquam. An outdoor shower and one-car garage add convenience to a property designed for effortless waterfront living.Just seven minutes from downtown Gloucester yet surrounded by the beauty and tranquility of the river, this is a distinctive opportunity to experience one of Cape Ann’s most extraordinary waterfront settings.

55 Riverview Rd, Gloucester

Listing courtesy of Listing Agent: The Bramhall Team from Listing Office: Churchill Properties.
$4,295,000
4 Beds ⋅ 4 Baths ⋅ 73572954 MLS ⋅ ACTIVE Status
OCEANFRONT LIVING AT ITS BEST! Welcome to 41B Wingaersheek Road, an exceptional 2023 modular coastal residence offering a rare combination of modern comfort, energy efficiency, investment potential, and direct access to one of Gloucester’s most coveted stretches of shoreline. Thoughtfully engineered and factory-built in precision-fabricated modules before being assembled on site, this distinctive property offers a sophisticated alternative to conventional construction, with structural steel and wood framing creating a durable, highly engineered building envelope. Designed for year-round comfort and efficiency, the home features extensive closed-cell spray-foam insulation, heat-pump HVAC and air-conditioning, and a heat-recovery ventilation system providing continuous whole-house ventilation. The property consists of two beautifully appointed residences, each offering 2 bedrooms and 2 full baths, creating a versatile 4-bedroom, 4-bath configuration. Both units feature bright, open-concept living spaces, sleek kitchens with quartz countertops, center islands, stainless steel appliances, and in-unit laundry. Each residence also enjoys its own private deck, creating the perfect setting for morning coffee, outdoor dining, or relaxing while taking in the coastal surroundings. The upper-level residence is further enhanced by beautiful ocean views, offering a true sense of the seaside lifestyle. Step outside and follow the private path directly to the beach, where you can spend your days swimming, strolling the shoreline, and enjoying spectacular sunsets. Whether envisioned as a private family compound, luxurious vacation retreat, or income-producing investment, this property offers exceptional flexibility in one of Gloucester’s most desirable coastal locations. Ideally situated just minutes from Annisquam, downtown Gloucester, renowned restaurants, galleries, marinas, and all that Gloucester has to offer. A rare opportunity to own a distinctive piece of the Gloucester coastline and experience the lifestyle that comes with it. Rarely available, this is a remarkable opportunity to own a piece of the Gloucester coastline.

41-B Wingaersheek Rd, Gloucester

Listing courtesy of Listing Agent: The Apex Team from Listing Office: Apex Realty Group, LLC.
$749,900
3 Beds ⋅ 2 Baths ⋅ 73572120 MLS ⋅ ACTIVE Status
CLOSE TO PERFECTION and PRICED TO SELL! This special WATERVIEW HOME across from "Little River" has gone through extensive renovations in the past 12 months. Inviting and relaxing river views from the new large glass sliders in the huge living room and new wraparound decking will become an enticing daily activity to enjoy your favorite beverage morning, noon or night. This 8-room, 3-bedroom and 2-bath residence offers an appealing layout highlighted by an enclosed entry room, den or dining room and walls of glass windows/slider surrounding the family room that is directly off the kitchen/dining area with pellet stove. Upstairs you can work from home in the dedicated second floor office space with a separate entrance. A long list of improvements includes a total exterior rehabilitation with new siding, roofs, gutters, windows, sliders, all decking and landscaping with stone and wood retaining walls. New bedroom carpeting and refinished hardwood floors. New overhead garage door. With so much already completed, all that’s left is to bring your imagination and finish this masterpiece exactly the way you envision it.

49 Woodward Avenue, Gloucester

Listing courtesy of Listing Agent: Joel E. Margolis from Listing Office: J. Barrett & Company.
$549,000
2 Beds ⋅ 2 Baths ⋅ 73572060 MLS ⋅ ACTIVE Status
Quintessential Lanesville! This charming coastal cottage is all about location, ocean views and village living. Just moments from Lanes Cove and close to Plum Cove Beach, enjoy boating, kayaking, fishing and some of Gloucester’s best sunsets right in your neighborhood. The bright, open first floor features wide-plank wood floors and an easy flow from the kitchen to the living area. Recent improvements include new siding across the entire rear of the home, new rear windows, two new French doors and a freshly cleaned up and refreshed yard. Upstairs are two bedrooms, a full bath and balcony access. With 1.5 baths, off-street parking, a manageable yard and storage shed, this is an easy home to enjoy year-round or as a Gloucester getaway. Ocean views, coastal charm and one of Gloucester’s most loved neighborhoods.

1105 Washington, Gloucester

Listing courtesy of Listing Agent: Michelle Mineo from Listing Office: Coldwell Banker Realty - Beverly.
$875,000
5 Beds ⋅ 2 Baths ⋅ 73571054 MLS ⋅ ACTIVE Status
Fantastic two-family opportunity in a convenient Gloucester location! Tucked away on a residential street just minutes from Downtown Gloucester, with Gloucester High School just ¼ mile away, this property features two generously sized townhouse-style units offering plenty of flexibility for an owner-occupant, investor, or multigenerational living. Unit 1 features an open-concept living room, dining area, and sprawling kitchen, and both units offer expansive primary bedrooms with space to add en-suite baths. Each unit leads out to the deck and private fenced-in backyard. The property has been well maintained with recent improvements including a beautifully renovated bathroom and new fencing. Off-street parking, plenty of basement storage, and separate laundry for each unit add even more convenience. Enjoy easy access to Downtown Gloucester’s shops and restaurants, the harbor and waterfront, local amenities, and beautiful North Shore beaches. Whether you’re looking to live in one unit and rent the other, keep family close while maintaining separate living spaces, explore potential condo conversion, or add a multifamily property to your portfolio, 1 Granite Court should be high on your list!

1 Granite Court, Gloucester

Listing courtesy of Listing Agent: Laura Crowell from Listing Office: J. Barrett & Company.
$284,900
2 Beds ⋅ 1 Baths ⋅ 73570916 MLS ⋅ ACTIVE Status ⋅ ['Cleveland Place'] BLDG.
Welcome to 16 Cleveland Place, Unit 8, a first-floor corner unit tucked away in a quiet, well-maintained Gloucester community. With windows on three sides and a wooded setting just outside, this 2-bedroom, 1-bath condo offers plenty of natural light, privacy and a comfortable layout. Move right in and enjoy as-is, or bring your own style and updates over time. The unit features in-unit laundry, a back door leading to a wooded patio area, and an assigned parking space directly in front. All major appliances are included, including the refrigerator, range, microwave, dishwasher, washer and dryer. Enjoy a peaceful setting on a dead-end street while remaining close to downtown Gloucester, the commuter rail, waterfront, beaches and Route 128. Condo fee includes water, master insurance, exterior maintenance, landscaping, snow removal, trash removal and more. Pets permitted with restrictions. A great opportunity for easy, low-maintenance living on the North Shore.

16 Cleveland Place Unit 8, Gloucester

Listing courtesy of Listing Agent: Gifford Group from Listing Office: Churchill Properties.
$2,100,000
4 Beds ⋅ 4 Baths ⋅ 73570897 MLS ⋅ ACTIVE Status
Beyond New Construction, 8 Orchard Road represents a level of customization rarely available in Gloucester. Nearly $350K in custom enhancements above the developer’s original specification have transformed this East Gloucester residence into an exquisite coastal home designed for comfort, entertaining, and effortless time away. Thoughtful floor plan is ideal for owners seeking a long-term home w/o the obligations of a large estate. A first-flr primary suite provides single-level living w/laundry hookups, while a second-flr primary suite offers privacy for guests & family. Both en-suite baths feature radiant heated flrs. Upstairs, a spacious, vaulted gathering room opens to an extended balcony overlooking the yard & grounds. A wet bar alcove features marble countertops, refrigerator, wine storage, and dishwasher and invites morning coffee, evening cocktails, and adds ease to large gatherings. Yorktowne custom cabinetry brings unmistakable quality & elegance to the kitchen, centered around an oversized island w/seating for six. Bosch induction cooking, Kohler Professional Chef Edition faucet, tailored cabinet storage, mixer lift, and networked appliances combine refined design with everyday functionality. The dining area features a custom blown-glass chandelier and nine-foot built-in buffet, while the sitting room is grounded by a striking marble fireplace-surround quarried from Vermont. Loving attention has been given to the exterior landscape as a continuation of the home's comfort, utility and luxury. Extensive hardscape, Corten steel privacy planters, perennial & shrub plantings, a propane fire-pit, and NewAge outdoor kitchen w/grill, sink, year-round storage and seating allow outdoor entertaining to be enjoyable, even for the host. EPE wood shower and changing cabana make beach days & cycling adventures a breeze. Integrated technology adds ease & confidence for owners who travel. Lutron automation controls 63 lighting & shade devices, complemented by whole-house water filtration, Moen water monitoring, remotely accessible irrigation, smart NEST thermostats, and networked appliances. Situated near Gloucester’s beaches, harbor, Rocky Neck Artists' community, and East Gloucester’s dining & galleries, 8 Orchard Road offers a rare combination of architectural distinction, extensive customization, sophisticated technology, and generous outdoor living. This a turnkey coastal home designed for owners who want to arrive, settle in, and simply enjoy.

8 Orchard Road Unit B, Gloucester

Listing courtesy of Listing Agent: Bode Well Team from Listing Office: Compass.
$325,000
1 Baths ⋅ 73569899 MLS ⋅ ACTIVE Status
Prime Downtown Gloucester Residential/ Commercial Opportunity! This stand alone commercial condominium offers a rare opportunity to own a distinctive property in the heart of Gloucester. Ideally located on Washington Street, this versatile property is well suited for an owner user, professional office, retail, service business, or investor looking to establish a presence in one of Cape Ann’s most vibrant communities. The layout provides excellent visibility and flexibility, potential for residential expansion while the central location offers convenient access to downtown Gloucester, Main Street, the waterfront, restaurants, shops, and local amenities. With its unique character and outstanding location this property presents an exciting opportunity to own commercial real estate in downtown Gloucester. Explore the possibilities and bring your business vision to life!

27 Washington St Unit 27, Gloucester

Listing courtesy of Listing Agent: Irma Fountain from Listing Office: Keller Williams Realty Evolution.
$599,900
2 Beds ⋅ 3 Baths ⋅ 73569875 MLS ⋅ ACTIVE Status
NEW CONSTRUCTION! Beautifully designed 2-bed, 2.5-bath townhouse. Main level features large kitchen/dining with large bay window. Stylish flush cabinets, quartz countertops & full backsplash, stainless steel appliances, induction cooking. Rich hardwood floors & designer finishes throughout. Top-floor, sun-splashed primary features a vaulted ceiling and & Walk-In closet. En-suite primary bath with custom shower & designer tile. 2nd bedroom also features an en-suite full bath. High-quality, energy-efficient construction includes: Foam insulation, Andersen windows, Split heat pump heating/AC. New construction to be completed early September. 2nd parking space available.

58 Granite Street Unit 1, Gloucester

Listing courtesy of Listing Agent: Dan Bernal from Listing Office: Atlantic Coast Homes,Inc.
$700,000
2 Beds ⋅ 3 Baths ⋅ 73569873 MLS ⋅ ACTIVE Status
NEW CONSTRUCTION! Beautifully designed 2-bed, 2.5-bath attached townhouse. Ground level features large kitchen/dining. Stylish flush cabinets, quartz countertops & full backsplash, stainless steel appliances, induction cooking. Living room with custom built-ins & fireplace leads to private balcony. Private entry with soaring foyer and 1/2 bath. Rich hardwood floors & designer finishes throughout. Top-floor, sun-splashed primary features "peekaboo" Ocean views, a vaulted ceiling, a skylight, and & Walk-In closet. En-suite primary bath featuring double bowl vanity, custom shower & designer tile. 2nd bedroom also features a full bath. 1-car heated garage attached/under leads to small "mudroom" plus 1 outside parking space. High-quality, energy-efficient construction includes: Foam insulation, Andersen windows, Split heat pump heating/AC. New construction to be completed mid-August.

58 Granite Street Unit 4, Gloucester

Listing courtesy of Listing Agent: Michael Becker from Listing Office: Atlantic Coast Homes,Inc.
$599,900
2 Beds ⋅ 3 Baths ⋅ 73567688 MLS ⋅ ACTIVE Status
NEW CONSTRUCTION! Beautifully designed 2-bed, 2.5-bath townhouse. Main level features large kitchen/dining with large bay window. Stylish flush cabinets, quartz countertops & full backsplash, stainless steel appliances, induction cooking. Rich hardwood floors & designer finishes throughout. Top-floor, sun-splashed primary features a vaulted ceiling and & Walk-In closet. En-suite primary bath with custom shower & designer tile. 2nd bedroom also features an en-suite full bath. High-quality, energy-efficient construction includes: Foam insulation, Andersen windows, Split heat pump heating/AC. New construction to be completed early September. 2nd parking space available.

58 Granite Street Unit 1, Gloucester

Listing courtesy of Listing Agent: Dan Bernal from Listing Office: Atlantic Coast Homes,Inc.
$295,500
1 Beds ⋅ 1 Baths ⋅ 73565388 MLS ⋅ ACTIVE Status
Welcome to The Heights of Gloucester! This charming one-bedroom condo offers coastal living with beautiful elevated views overlooking the Annisquam River. Ideally located just minutes from all that historic Gloucester has to offer, including its beaches, restaurants, shops, and vibrant downtown.Enjoy an array of wonderful community amenities, including a beautiful in-ground pool, clubhouse, grilling area with fire pit, and fitness center. Inside you have an eat in kitchen w/stainless steel appliances, nice size living room to relax in and ample closet space. With so much to offer, this is an opportunity you won’t want to miss—all for just $295,500!

145 Essex Avenue Unit 405, Gloucester

Listing courtesy of Listing Agent: Tracy Johnson from Listing Office: Lyv Realty.
$799,000
6 Beds ⋅ 2 Baths ⋅ 73564843 MLS ⋅ ACTIVE Status
Opportunity awaits at 186 Washington Street! This spacious Gloucester two-family offers a flexible layout, generous room sizes and excellent potential for an owner-occupant, investor or multi-generational buyer. Each unit features its own kitchen, full bath and comfortable living spaces, with the second-floor unit also offering a bright sunroom. Off-street parking, basement storage and convenient access to downtown Gloucester, the harbor, shops, restaurants and area beaches add to the appeal. A substantial third floor attic with multiple existing rooms provides an exciting value-add opportunity for future expansion or additional living space. The third floor requires renovation; buyers to perform their own due diligence regarding permitted uses, zoning and approvals. A unique opportunity to bring your vision to a classic Gloucester multifamily and unlock its full potential.

186 Washington Street, Gloucester

Listing courtesy of Listing Agent: Garett Webb from Listing Office: Churchill Properties.
$1,190,000
9 Beds ⋅ 4 Baths ⋅ 73564309 MLS ⋅ ACTIVE Status
Rare opportunity to acquire a fully renovated 3-family property in a highly desirable Gloucester location, just minutes from Good Harbor Beach and offering beautiful ocean views. The property combines strong rental fundamentals with the lifestyle appeal of one of the North Shore’s most sought-after coastal markets. The property has been thoughtfully renovated throughout, featuring updated kitchens and bathrooms, modern finishes, in-unit laundry, and two dedicated parking spaces. The flexible three-family configuration provides multiple income streams and makes the property attractive for both long-term rental and seasonal/vacation rental strategies. With its proximity to Good Harbor Beach, Gloucester’s restaurants, harbor, and downtown amenities, the property is well positioned to benefit from strong demand from both year-round tenants and summer visitors. The property also offers excellent potential for an Airbnb/short-term rental strategy, subject to applicable City of Gloucester regulations and permitting requirements. A major component of the investment opportunity is the separate 368R Main Street lot, located directly behind the property. This additional parcel provides meaningful future upside and could potentially support an ADU, additional residential unit, or other development concept, subject to zoning, permitting, utilities, and site requirements. Please reach out for private showings.

366 Main St, Gloucester

Listing courtesy of Listing Agent: Kristi Gjikondi from Listing Office: Gjikondi Realty.
$249,900
73563929 MLS ⋅ PRICE CHANGED Status
Potential residential building lot on quiet residential street near all amenities with potential Harbor views with proper home elevation.

4 Scott St, Gloucester

Listing courtesy of Listing Agent: The Carroll Group from Listing Office: .
$2,200,000
4 Beds ⋅ 2 Baths ⋅ 73563828 MLS ⋅ ACTIVE Status
Welcome to Coffins Beach, where private roads, rare deeded beach rights, pristine white sand and crystal-clear waters and tennis/pickleball courts all create an exceptional coastal setting. Set on a large lot, this well-maintained 1971 Contemporary offers 2,038 sq. ft. of comfortable living space with four bedrooms and two full baths—equally suited for seasonal escapes or year-round living. Elevated among the trees, the home enjoys expansive bird's-eye views toward the Annisquam River and the Ocean bringing together coastal scenery with the privacy and shade of its wooded surroundings. The open main level is oriented toward the view, with large picture windows and sliding glass doors connecting the living spaces to the deck. A remodeled kitchen with upgraded cabinetry, glass tile backsplash, countertop dining and stone countertops opens to the dining and living areas, while a fireplace adds warmth for cooler evenings and year-round enjoyment. Multiple decks and outdoor spaces extend the living area outside, with plenty of room to relax after a day at the beach or simply enjoy the surrounding landscape that also includes a private patio garden. Four well-proportioned bedrooms provide flexibility for family and guests, while two full baths complete the home. Master suite with vaulted ceilings opens to a private sunroom and deck for stunning view. Move-in ready and set within a highly sought-after coastal community, offering the rare combination of private beach access, water views, privacy and the flexibility to enjoy Gloucester in every season. Schedule a private viewing to experience the setting, views and distinctive lifestyle this property offers. Extensive renovations also include newer roof, windows, exterior, decking, sunroom, energy efficient Viessmann furnace, hot water heater and more. Furnishings and Household items negotiable making this a turn key option.

2 Dune Circle, Gloucester

Listing courtesy of Listing Agent: Suzanne Manley from Listing Office: Charlesgate Realty Group, llc.
$1,250,000
5 Beds ⋅ 2 Baths ⋅ 73563023 MLS ⋅ ACTIVE Status
Enchanting Waterfront Cottage w/private dock on peaceful Goose Cove. Enjoy gorgeous water views and looking over the Cove at the most spectacular nightly sunsets. Very serene and much like living on your very own nature preserve. The cottage is warm and welcoming, with a wood paneled, multi-windowed mudroom with storage benches at the entryway, front to back living/dining room, kitchen, first floor bedroom (currently used as a den with pull-out couch) and full bath, a family room/sunroom across the back of the home. The kitchen is older style with a fabulous classic double porcelain sink and tons of storage. You will find four more bedrooms upstairs and a second full bath w/tub and shower. Windows abound throughout the home, offering stellar views from every room, and letting in abundant light and heavenly breezes. The property is beautifully landscaped, providing a continuous rolling display of colorful perennials. Close to Plum Cove Beach, the coveted Lighthouse Beach, the Annisquam River, and multiple trailheads into protected woodlands a short walk from your door.

79 Dennison Street, Gloucester

Listing courtesy of Listing Agent: Nina Quinlan from Listing Office: Melcher Real Estate Group.
$499,900
3 Beds ⋅ 1 Baths ⋅ 73562740 MLS ⋅ ACTIVE Status
Welcome to this 3-bedroom 1-bathroom home offering a functional lay out and great everyday convenience. The open concept dining area creates an easy flow for entertaining and daily living, while a wood stove hookup adds cozy potential for the colder months. The first floor features a comfortable bedroom, ideal for home office or guest room. Upstairs you'll find two additional bedrooms with generous closet space. Two parking spaces provide off street parking convenience and the proximity to transportation makes commuting a breeze. Enjoy easy access to the ocean, area beaches and the beautiful grounds of Stage Fort Park - perfect for morning walks, sunset views and making the most of New England living. Don't miss this opportunity to own a home in one of the North Shore's most charming coastal communities.

8 Sylvan Street, Gloucester

Listing courtesy of Listing Agent: Maura J. Glowik from Listing Office: Century 21 North East.
$1,675,000
3 Beds ⋅ 3 Baths ⋅ 73562377 MLS ⋅ ACTIVE Status ⋅ ['Harbor Haven At Rocky Neck'] BLDG.
Drift Away! Come for the BOAT SLIP. Stay for the lifestyle. New construction waterfront Condo reimagines a previous 2-BR unit and INCLUDES an exclusive, seasonal deep-water boat slip. Interior photos posted are virtual representations of the open-design entertaining anchor - LR, DR, Kitchen - along with the Primary Ensuite and other living spaces. Review design plans and discuss finishes in the Model (Unit B). Harbor Haven at Rock Neck is unfolding in three phases. Phase 1 offers finished 1-BR options see MLS # 73522248 and #73522580. Enjoy unobstructed water/cityscapes, gentle sea breezes and a tranquil backdrop that feels worlds away, yet is convenient to vibrant galleries, restaurants, theater. This new construction Luxury residence features floor-to-ceiling water facing LR windows, A/C, quartz counterstops, stanless steel appliances, luxury plank flooring, recessed lighting. more. Envisioning a weekend retreat, pied-a-terre by the sea, year-round waterfront residence or an investment? Visit the Unit B (model) and chat about this 3BR option! Condominium Association fee is estimate based on (4) unis. Pets friendly and rentals (minimum 1 month, with 3 times/year limit) allowed. Come discover what makes this property and location so special!

64 Rocky Neck Ave. Unit A, Gloucester

Listing courtesy of Listing Agent: Janet Breiter from Listing Office: Keller Williams Realty Evolution.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.