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54 Lexington Ave Unit 32, Gloucester
$299,000
1 Baths ⋅ 73578740 MLS ⋅ ['Ocean Breeze Condominiums'] BLDG.
A little piece of New England history is waiting for you by the cliffs of Cape Ann. Experience a true gem of North Shore living in Gloucester’s famed Magnolia neighborhood. Located on the site of the legendary Grande Dame Oceanside Hotel, this charming and cozy studio brings coastal living right to your doorstep—for just $299K! Step outside to sweeping views of the Atlantic Ocean in one direction and Magnolia’s beloved shops, restaurants, library, and post office in the other. And that’s only the beginning. Nearby beaches include Gray Beach, Black Beach, and Singing Beach, while the scenic Coolidge Reservation and Rafe’s Chasm are just minutes away. A true nature lovers paradise! For the perfect end to the day, stroll down Magnolia Pier and take in a beautiful sunset. Back home, enjoy convenient private parking, dedicated storage for your beach and outdoor gear, and a covered porch—the perfect spot for a relaxing meal or drink. Come see what makes this opportunity so special. Open houses: Saturday, 9/19, from 10:00–11:30 a.m. and Sunday, 9/20, from 11:00 a.m.–12:30 p.m.

54 Lexington Ave Unit 32, Gloucester

Listing courtesy of Listing Agent: Kurt Coleman from Listing Office: Coldwell Banker Realty - Brookline.

612 Essex Ave Unit 5, Gloucester
$629,000
2 Beds ⋅ 2 Baths ⋅ 73577938 MLS ⋅ ['Mast Hill Condominiums'] BLDG.
Huge Price Reduction! Fantastic opportunity to own a lovely townhouse at Mast Hill Condominiums! This well-maintained home offers comfortable living across three levels, with beautiful flooring throughout the main level.The updated kitchen features stainless steel appliances and granite countertops, opening seamlessly to the dining and living areas. The spacious, open-concept layout is perfect for both everyday living and entertaining, with direct access to a sunny deck overlooking a quiet, private yard. A convenient powder room completes the main level.Upstairs, the second floor offers two comfortable bedrooms and a full bathroom with a walk-in shower. The primary bedroom features private access to a balcony, providing a peaceful spot to enjoy views of the surrounding yard and beyond.The versatile third level offers endless possibilities and can be used as a home office, guest space, exercise area, or whatever best suits your needs.All the comforts of home are tucked away in beautiful Gloucester, conveniently located less than five miles from the area's beaches and downtown. Enjoy fabulous restaurants, entertainment venues, parks, and the waterfront—all just minutes away.

612 Essex Ave Unit 5, Gloucester

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

19 Highland St, Gloucester
$799,000
3 Beds ⋅ 2 Baths ⋅ 73577930 MLS
Nestled on a generous lot in the East Gloucester Square Historic District, this expansive center-entrance Colonial boasts rich character, a highly functional floor plan, and a prime opportunity in a sought-after neighborhood. Cherished for 65 years by its owners, this great family home is ready for its next chapter, offering immense potential for customization and a fantastic chance to build both sweat equity and lasting memories. Bright, spacious living areas anchor the main level, highlighted by expansive windows, a large eat-in kitchen, a formal dining room, a front-to-back double living room/den, and a versatile bonus room addition that opens onto the backyard - ideal for a home office or playroom. Upstairs, a broad central landing connects a spacious primary bedroom, two additional bedrooms, and a large U-shaped bathroom. Exterior acorn frieze cornice ornaments along with some classic interior period moldings are beautifully preserved. The sprawling fenced yard provides ample space for gardening and entertaining, with great potential for expansion or an ADU. This historic home likely served as part of the Wonson family’s expansive 43-acre farm in East Gloucester. Its location is unbeatable, offering very close proximity to Gloucester’s best destinations, including Good Harbor Beach, Niles Beach, Eastern Point, Wonson Cove, Brace Cove, Niles Pond, Rocky Neck, Back Shore, Bass Rocks Golf and Tennis Club, and the bustling working harbor, along with walkability to the vibrant downtown. Plus, the scenic Rockport/Newburyport Commuter Rail offers a convenient commute to Boston in just under an hour. Don't miss your chance to claim this timeless East Gloucester treasure and create your dream coastal lifestyle!

19 Highland St, Gloucester

Listing courtesy of Listing Agent: Soraya Cacici from Listing Office: Nest Forward.

46 Leverett St Unit 1, Gloucester
$579,000
2 Beds ⋅ 3 Baths ⋅ 73577628 MLS
A nature lover’s oasis in Lanesville! Tucked away and situated on a quarry, this special home offers a wonderful blend of privacy, natural beauty, and convenient Cape Ann living. The light-filled first floor features beautiful hardwood floors, living room, dining area, and modern kitchen with granite countertops and stainless-steel appliances. Upstairs, you’ll find two generous bedrooms with hardwood floors and ample closet space. A third floor walk-up attic provides additional storage for the home. The finished lower level provides a flexible living suite with a bedroom and full bathroom—ideal for guests, a home office, or additional living space. With abundant closet and storage space throughout, this home offers plenty of room to comfortably accommodate everyday living. Enjoy peaceful mornings and beautiful fall evenings in the expansive common backyard overlooking the quarry. Just minutes from the charming village of Lanesville and steps from 18 acres of walking trails within the Greenbelt Conservation area, you’ll be surrounded by nature while remaining close to all that Cape Ann has to offer. If privacy, tranquility, and a special connection to the outdoors are what you’re looking for, this Lanesville gem is ready to welcome you home. First Open House, this Thursday, September 17 from 5:30 - 7:00 pm

46 Leverett St Unit 1, Gloucester

Listing courtesy of Listing Agent: Joseph Maher from Listing Office: Maher Realty Group LLC.

118 Prospect St, Gloucester
$1,200,000
3 Beds ⋅ 3 Baths ⋅ 73577195 MLS
Commanding a prominent presence in the heart of Gloucester’s historic Seaport, this stunning Victorian seamlessly blends timeless architectural character with exceptional modern updates. Tastefully renovated to the highest standards, this turnkey property preserves an abundance of original details while offering the efficiency, & amenities expected by today’s discerning buyer. Soaring ceilings & generously proportioned rooms create an elegant sense of scale throughout. The first-floor layout is perfectly suited to both day to day living and entertaining, with living & dining spaces flowing into a spacious kitchen featuring Café appliances, quartz counter tops, wine refrigerator & a striking marble backsplash. Upstairs, the palatial front-to-back primary suite offers a luxurious retreat, complete with a walk-in closet & spa-like bathroom featuring double vanity, shower & a soaking tub. A charming spiral staircase leads to the third floor turret room. Within the suite a bay window provides the perfect setting for an office or cozy reading nook. Thoughtful improvements include a new roof, Andersen high-efficiency windows, heat-pump water heater, heat-pump heating & cooling splits, red oak flooring, mahogany decking, and full insulation. The home also boasts a HERS rating, reflecting its enhanced energy efficiency. Exterior improvements include new landscaping with thoughtfully chosen plantings and trees, new sod, patio, cedar fencing, low voltage landscape lighting, expanded parking for two cars. New granite steps lead to the back yard and rear entrance, and repointed granite front steps lead to the original double entry doors, welcoming you into a home where historic elegance and modern sophistication come together effortlessly. Seller willing to partcipate in 2 1 rate buy down for buyer with the right offer.

118 Prospect St, Gloucester

Listing courtesy of Listing Agent: Margaret Maher from Listing Office: William Raveis R.E. & Home Services.

18 Holly St, Gloucester
$1,280,000
4 Beds ⋅ 4 Baths ⋅ 73575871 MLS
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.

78 Thatcher Rd Unit 6, Gloucester
$1,575,000
2 Beds ⋅ 3 Baths ⋅ 73575311 MLS ⋅ ['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: Nest | Syndi Zaiger Group from Listing Office: Compass.

19 Sadler Street, Gloucester
$620,000
4 Beds ⋅ 2 Baths ⋅ 73575107 MLS
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. Both units are currently occupied by tenants at will and they each pay for own Utilities.

19 Sadler Street, Gloucester

Listing courtesy of Listing Agent: Jill Michaud from Listing Office: Gibson Sotheby's International Realty.

3 Babson Street Unit 2, Gloucester
$674,000
3 Beds ⋅ 2 Baths ⋅ 73574637 MLS ⋅ ['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.

26 Acacia St, Gloucester
$849,900
3 Beds ⋅ 2 Baths ⋅ 73573899 MLS
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.

139A Prospect St., Gloucester
$389,000
1 Beds ⋅ 2 Baths ⋅ 73573446 MLS
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.

59 Holly St, Gloucester
$688,000
3 Beds ⋅ 2 Baths ⋅ 73565358 MLS
New Price AND $10K toward your next move! Enjoy the lower price plus a $10,000 seller credit toward closing costs or an interest rate buydown. 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.

49 Woodward Avenue, Gloucester
$599,900
3 Beds ⋅ 2 Baths ⋅ 73572120 MLS
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.

1105 Washington, Gloucester
$524,900
2 Beds ⋅ 2 Baths ⋅ 73572060 MLS
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.

1 Granite Court, Gloucester
$799,000
5 Beds ⋅ 2 Baths ⋅ 73571054 MLS
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.

16 Cleveland Place Unit 8, Gloucester
$274,900
2 Beds ⋅ 1 Baths ⋅ 73570916 MLS ⋅ ['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.

27 Washington St Unit 27, Gloucester
$325,000
1 Baths ⋅ 73569899 MLS
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.

58 Granite Street Unit 4, Gloucester
$700,000
2 Beds ⋅ 3 Baths ⋅ 73569873 MLS
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. Easy to show!

58 Granite Street Unit 4, Gloucester

Listing courtesy of Listing Agent: Michael Becker from Listing Office: Atlantic Coast Homes,Inc.

186 Washington Street, Gloucester
$789,900
6 Beds ⋅ 2 Baths ⋅ 73564843 MLS
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.

366 Main St, Gloucester
$1,139,999
9 Beds ⋅ 4 Baths ⋅ 73564309 MLS
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.

79 Dennison Street, Gloucester
$1,250,000
5 Beds ⋅ 2 Baths ⋅ 73563023 MLS
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.

8 Sylvan Street, Gloucester
$475,900
3 Beds ⋅ 1 Baths ⋅ 73562740 MLS
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.

64 Rocky Neck Ave. Unit A, Gloucester
$1,675,000
3 Beds ⋅ 3 Baths ⋅ 73562377 MLS ⋅ ['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.

45 Beach Road, Gloucester
$1,995,000
4 Beds ⋅ 5 Baths ⋅ 73560363 MLS
Experience the best of Gloucester’s coveted coastal lifestyle in this newly renovated home in a truly spectacular location across from Bass Rocks Golf and Tennis Club and just minutes from Good Harbor Beach. Thoughtfully updated for modern living, this spacious residence offers 4 bedrooms, 1 office, 3 full bathrooms, and 2 half bathrooms, including a convenient first-floor primary suite. Designed for effortless entertaining and everyday comfort, the home features a remarkable 700-square-foot covered, wrap-around porch, perfect for enjoying sea breezes, morning coffee, and relaxed gatherings. Above, a 160-square-foot sun deck captures beautiful views of Gloucester Harbor and the Twin Lights, creating an inviting setting for sunset conversations or serene coastal moments. Additional highlights include a detached garage with flexible space above, parking for up to 5 cars, HERS-rated energy performance, and EV Charging Ready infrastructure—an ideal combination of coastal charm, efficiency, and future-ready convenience. OPEN HOUSE SUN OCT 18th 1:00-3:00pm

45 Beach Road, Gloucester

Listing courtesy of Listing Agent: Ginger Attaya from Listing Office: Gibson Sotheby's International Realty.

652 Essex Ave Unit B, Gloucester
$699,900
3 Beds ⋅ 2 Baths ⋅ 73558147 MLS
Presenting a meticulously crafted condominium, Unit B at 652 Essex Avenue in Gloucester, MA. Constructed in 2021, this 1803 square foot residence (includes LL), offers an attractive kitchen is designed for both culinary artistry and social engagement, featuring high-end stainless steel appliances, Bosch DW, counter depth Bosch 3 door refrigerator, quartz countertops, a black walnut center island and farmers style kitchen sink. This space seamlessly integrates DR/LR fostering an open-plan, 3.5 inch white oak HW. The bathrooms are appointed with contemporary fixtures, including a walk-in shower.. This 3 story condominium includes the convenience of an attached garage and sliders to a deck extending the living space outdoors. 4 zone heating, cooling and heat pumps, full insulation, thermo pane Low E Harvey windows. Close to highway, beaches, boating. We invite you to tour this beautiful property to fully appreciate of all the features of this townhome!

652 Essex Ave Unit B, Gloucester

Listing courtesy of Listing Agent: Gina M. Jones from Listing Office: Barrett, Chris. J., REALTORS®.

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