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16 Tidal Cove Way, Gloucester
$1,225,000
3 Beds ⋅ 3 Baths ⋅ 73527692 MLS
Set on Gloucester’s coveted Wheeler’s Point with sweeping views over the Annisquam, this beautifully restored 3 bedroom, 3 bath cottage captures the ease of coastal living. Light filled interiors frame water views, while thoughtful updates include a new bath in the primary suite, an enclosed former screened porch now serving as a charming study, and a refreshed lower level studio with private patio. Previously operated as a successful summer Airbnb, the studio offers wonderful flexibility for guests or income. An adjoining parcel, Lot #14, provides additional outdoor space and added privacy. Enjoy life by the water, nearby beaches, and all that Gloucester offers: vibrant restaurants, galleries, music, working harbor charm, and easy MBTA access to North Station. A rare waterfront retreat with lifestyle, flexibility, and future potential.

16 Tidal Cove Way, Gloucester

Listing courtesy of Listing Agent: Brackett Janis Group from Listing Office: Engel & Volkers By the Sea.
129 Thatcher Rd, Gloucester
$1,175,000
3 Beds ⋅ 3 Baths ⋅ 73501697 MLS
OPEN HOUSES CANCELED. OFFER HAS BEEN ACCEPTED. Perfectly located between Good Harbor Beach and Long Beach, this well-maintained 3-bedroom, 3-bath home offers the coastal lifestyle so many buyers are searching for. Inside, the layout is both comfortable and flexible, with a full bath on every level—ideal for guests, extended living, or working from home. The finished lower level is built for entertaining, featuring a custom hardwood bar, wet sink, and lounge space. A heated driveway makes winter effortless, while the 2-car garage and additional parking provide convenience year-round. Whether you're looking for a primary home, beach retreat, or smart investment, this property delivers comfort, space, and an unbeatable location on Cape Ann.

129 Thatcher Rd, Gloucester

Listing courtesy of Listing Agent: Militello Team from Listing Office: eXp Realty LLC - Corporate Office.
33 Middle St, Gloucester
$1,160,000
9 Beds ⋅ 5 Baths ⋅ 73429533 MLS
Built in 1853 and beautifully updated for today’s lifestyle, the Obadiah Woodbury Home offers a rare chance to own a piece of Gloucester’s history. Just steps to Stacey Boulevard, the Inner Harbor, restaurants, galleries, shops, beaches, and the MBTA, this stately in-town residence delivers coastal living with standout walkability. Inside are soaring ceilings, spacious rooms, classic moldings, and ornate fireplaces that honor its character, while a fully modernized kitchen adds everyday function. With a flexible layout and generous proportions, it’s ideal for multi-generation living. Recent upgrades include new roofing, full removal of knob-and-tube wiring, a state-of-the-art gas heating system with zones, and custom library shelving. The private yard is a rare in-town oasis—perfect for entertaining, gardening, or quiet relaxation. Whether as a primary residence or second home, this gracious historic gem captures the best of Gloucester.

33 Middle St, Gloucester

Listing courtesy of Listing Agent: Debra L. Lovelace from Listing Office: Churchill Properties.
34 Summer St, Gloucester
$1,060,000
8 Beds ⋅ 4 Baths ⋅ 73502428 MLS
This beautifully maintained duplex-style two-family home offers a rare opportunity to live or invest just steps from downtown Gloucester’s vibrant shops, restaurants, and waterfront. Each spacious, sun-filled unit features a first floor with a living room, formal dining room, kitchen, and half bath with laundry. Upstairs, enjoy three spacious bedrooms and a full bath. The owner’s unit extends to a finished third floor with two versatile bonus rooms—ideal for additional bedrooms, a home office, playroom, or gym. Gleaming hardwood floors, high ceilings, and abundant natural light create a sense of warmth and grandeur. Both units include full basements and outside, take in the natural beauty of Gloucester from the deck, small patio area, and rolling yard accented by picturesque granite outcroppings. Whether you’re seeking an investment property, potential condo conversion, multi-generational home, or owner-occupied income opportunity, this exceptional Gloucester duplex can’t be beat.

34 Summer St, Gloucester

Listing courtesy of Listing Agent: Mark Ventimiglia from Listing Office: Vadala Real Estate.
4 Great Ledge Lane, Gloucester
$1,054,000
4 Beds ⋅ 3 Baths ⋅ 73529754 MLS
Nestled on a quiet cul-de-sac in desirable West Gloucester, this spacious 4-bedroom, 2.5-bath Colonial offers privacy, natural beauty, and easy access to everything Cape Ann has to offer. Set on a generous lot surrounded by scenic trails, beautiful granite outcroppings and mature landscaping the property is a nature lover's retreat just minutes from Wingaersheek Beach, Conomo Point, Essex Woods, and Greenbelt reservations. A welcoming floor plan features a sun-filled eat-in kitchen, adjacent laundry and half bath, and a comfortable living room with a wood-burning fireplace. The three-season porch and rear deck provide ideal spaces for entertaining or relaxing while overlooking the private yard. Upstairs are four generously sized bedrooms, including a primary suite with private bath, plus a recently updated full bath. A large unfinished basement offers excellent storage. The attached two-car garage includes additional storage and a loft above. Easy access to major routes north & south.

4 Great Ledge Lane, Gloucester

Listing courtesy of Listing Agent: Fabyan and Filias Team from Listing Office: J. Barrett & Company.
5 Babson Street Unit 2, Gloucester
$1,052,000
2 Beds ⋅ 2 Baths ⋅ 73504488 MLS ⋅ ['Briarcliff Estates'] BLDG.
OFFER ACCEPTED. OPEN HOUSE CANCELLED. can show for back up offers. Perched atop Gloucester, this spacious condo once home to a ship captain boasts timeless charm. Oversized windows frame breathtaking panoramic views of the harbor, Ten Pound Island, and a cityscape that has inspired artists for generations. Step inside to a formal living room or study with marble fireplace providing the perfect work-from-home retreat, adjacent to the family room where natural light pours through and a spacious private deck awaits. The kitchen showcases stainless steel appliances, soapstone countertops, and a breakfast bar that opens into a formal dining area. The interior is complete with newly installed mini-splits, hardwood floors, and custom closets. Located in the heart of Gloucester's downtown area. Your search for the perfect balance of location, lifestyle, and lasting value ends here—where Gloucester's colorful past and bright future meet right outside your window.

5 Babson Street Unit 2, Gloucester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.
3 Pirmi Ln Unit 10, Gloucester
$1,050,000
3 Beds ⋅ 2 Baths ⋅ 73529704 MLS ⋅ ['Seasons Condominiums'] BLDG.
Spectacular spacious one-floor penthouse! Beautiful views of Mill Pond & the ease of maintenance-free living is what you'll find in this stunning home. Completely rebuilt from the studs following a full building renovation, this exceptional 2,304 sq. ft. residence in an established 55+ community offers the feel of brand-new construction. Accessible by elevator, the open floor plan is designed for comfortable living and effortless entertaining. A spacious kitchen w/ quartz countertops, abundant cabinetry, and a walk-in pantry is a dream. Rich 3¼" oak flooring and crown molding extend throughout. A spacious primary suite provides a private retreat. Relax on the oversized deck w/ Mill Pond views and hot & cold water connections for a future outdoor shower. Additional features include a laundry rm w/ washer & dryer, central air, private storage unit, two carport spaces plus a third parking space, and pet-friendly living. Community amenities include an entertainment room and exercise room.

3 Pirmi Ln Unit 10, Gloucester

Listing courtesy of Listing Agent: The Murray Brown Group from Listing Office: RE/MAX Beacon.
21-23 Marble Road, Gloucester
$1,015,000
2 Beds ⋅ 4 Baths ⋅ 73497318 MLS
East Gloucester Charm. Abutting conservation land this gorgeous, upscale home's tall palladium windows overlook Goose Pond & the surrounding conservation land, providing privacy for a large, wide deck & two additional patios.A total of 9 rooms with cozy radiant heat in the kitchen & primary bathroom.The 3.5 baths offer a generous one level living design, with a guest suite & familyroom with loads of sunshine and a separate walkout lower level. The separate, 1 car garage has loft storage & parking for more than one car &4 additional spaces next to the home.Bonus: 3 sheds for seasonal storage. This tucked away home is a few short minutes to Niles, Good Harbor Beach & Bass Rocks. After an afternoon dip in the ocean relish in the lively nights of Rocky Neck where art galleries meet 5 star restaurant fare. Stroll along the craggy streets to The infamous Ocean Alliance Center or capture a panoramic view of city skyline from The Marine Railways & Inner Harbor. Who says you can't have it all?

21-23 Marble Road, Gloucester

Listing courtesy of Listing Agent: Mary Matthews from Listing Office: Coldwell Banker Realty - Manchester.
35 Reservoir Rd, Gloucester
$999,999
5 Beds ⋅ 2 Baths ⋅ 73505438 MLS
Well-maintained two-family home in a convenient Gloucester location offering strong income potential and flexibility for both investors and owner-occupants. This property features two spacious units with a total of 5 bedrooms and 2 full baths, with the potential to be used as a single-family or multi-generational home if desired.Each unit offers a functional layout with generous room sizes and abundant natural light throughout. Additional highlights include updated baths, in-unit laundry, and a comfortable, easy flow ideal for everyday living.Situated on a 0.24-acre lot, the property includes off-street parking, a garage space, two sheds for additional storage, and outdoor space perfect for relaxing or entertaining. Ideally located near Gloucester’s beaches, downtown, restaurants, and commuter routes.

35 Reservoir Rd, Gloucester

Listing courtesy of Listing Agent: Rosalia Giacalone from Listing Office: Engel & Volkers By the Sea.
65 Leonard Street, Gloucester
$995,000
2 Beds ⋅ 2 Baths ⋅ 73521436 MLS
One of the oldest surviving homes in Annisquam, this historic First Period Colonial (circa 1717) is part of the property known as "The Old Castle." On Lobster Cove, this waterfront residence showcases a seasonal dock providing direct access. Located on the North Shore in Gloucester, the historic village of Annisquam offers a distinct coastal experience, distinguished by its narrow winding lanes, historic architecture, and a community atmosphere. Exceptional views are enjoyed both inside and out. Original craftsmanship has been preserved, including wide pine floors, woodwork, and two fireplaces. A sunroom along the water side was added and designed with three walls of full-length windows to watch the cove, with ample space for dining and multiple seating areas. The layout offers a bathroom on each floor, second-floor laundry, a back stairway, and third-floor bonus space. Practical updates include an updated heating system, replaced sunroom windows, basement work, and a repaired seawall.

65 Leonard Street, Gloucester

Listing courtesy of Listing Agent: John Farrell from Listing Office: Coldwell Banker Realty - Beverly.
16 Highland Street, Gloucester
$990,000
3 Beds ⋅ 2 Baths ⋅ 73503364 MLS
Prominently positioned in the East Gloucester Square Historic District, 16 Highland Street is an exciting opportunity for the discerning buyer. This shingle-style cottage is proudly sited on a comfortable lot, complete with charming gardens and privet privacy fence. The wide covered front porch sets the stage for warm-weather gatherings to celebrate daily sunsets. A welcoming foyer leads to the primary reception rooms. The large living room features wood floors and decorative fireplace. The dining room has original built-in cabinets. A well-equipped kitchen offers adjacent mudroom and half bath. A cozy home office with fireplace and garden room complete the main living level. Upstairs finds three large bedrooms, shared oversized bathroom and separate laundry room. The third floor presents as a great family room, with wood floors and harbor views. The home is located wonderfully close to multiple marinas, Rocky Neck, Gloucester Stage, Good Harbor Beach and Downtown Gloucester.

16 Highland Street, Gloucester

Listing courtesy of Listing Agent: Scott Smith from Listing Office: Coldwell Banker Realty - Manchester.
5 Raven Ln Unit 5, Gloucester
$975,000
2 Beds ⋅ 3 Baths ⋅ 73509554 MLS ⋅ ['Hawthorne Point'] BLDG.
Great location in East Gloucester's Hawthorne Point community with its own private beach to launch kayaks and paddle boards. Stunning views of the outer harbor and Boston skyline. The first level offers a large entryway accessed either by the garage or front door, laundry area & a large en-suite with outside access to a brick patio and lovely common area. The second level is the heart of the home with a fireplaced living room with sliders to the sunny front deck. The open concept dining room connects to the large kitchen, with newly finished hardwood floors, a breakfast nook and access to a private rear deck. A half bath and much storage complete the second level. The third level has been renovated to provide a bonus room perfect for a home office or additional guests, an oversized main bedroom with views and main bath. It is a short walk to dining and the art galleries on Rocky Neck, the beauty of Eastern Point and sandy Niles beach. Seasonal water taxi to downtown from Rocky Neck.

5 Raven Ln Unit 5, Gloucester

Listing courtesy of Listing Agent: Laura Howard from Listing Office: J. Barrett & Company.
5 Babson St Unit 1, Gloucester
$972,500
2 Beds ⋅ 2 Baths ⋅ 73556151 MLS ⋅ ['Briarcliff Estates Condominium'] BLDG.
Discover a truly special coastal urban living experience at 5 Babson St. Unit 1. Sited on private 1.19 acre hilltop lot surrounded by woods and yard overlooking Gloucester Harbor, Ten Pound Island and City! Spacious attractive 2 BR 2 BA 1st floor 1 level condo comprising 2279 SF living area with many original features retained including hw floors, wainscotting, and 2 working fireplaces (1 gas in LR, 1 wood in MBR). Step inside this former sea captain's home to the kitchen w/granite breakfast bar, ss appliances and breakfast nook which seamlessly integrates into an open floor plan with the living room, creating an inviting space perfect for entertaining and daily life! With 2 BR's and 2 ensuite baths, this 1st floor residence offers comfortable and well-appointed living spaces. Formal DR with French doors and harbor views. Huge primary BR suite with fireplace, hw floors, large sitting area, original wood beam ceilings, water views, primary bath, and walk in closet. Step outside to discover an inviting oversized mahogany deck for enjoying meals al fresco! The distinguished Mansard roof adds a touch of architectural elegance to this remarkable property. Separate exclusive entrance for unit 1! Deeded 2 car off street parking plus guest parking. Ample basement storage! Pet Friendly! 3 total units all owner occupied. Embrace the opportunity to make this condo your own and schedule a private showing today! Well located for easy access to Stacy Boulevard, downtown Gloucester restaurants and shopping, Beauport Hotel, Stage Fort Park, and 3 harbor beaches!

5 Babson St Unit 1, Gloucester

Listing courtesy of Listing Agent: Lane Team from Listing Office: North Shore's Gold Coast Realty.
22 Woodbury St, Gloucester
$950,000
2 Beds ⋅ 2 Baths ⋅ 73494721 MLS
Located in desirable village of Lanesville, this thoughtfully designed home offers easy one-level living. Nestled between Folly Cove and Plum Cove. This contemporary open-concept layout creates a bright and inviting living space, while a rear deck running the full length of the house overlooks the trees and valley below. 2 bedrooms, each with en-suite baths, are positioned on opposite ends of the home for ideal privacy. A dedicated office offers the perfect work-from-home setup with space for a desk, files, or bookcases. The unfinished basement presents a rare opportunity to expand whether creating additional living space such as a family room, guest suite, gym, or media room, or exploring the potential for an accessory dwelling unit (ADU) or separate unit for extended family, guests, or rental income. A newer home with flexibility, privacy, and long-term upside in one of Gloucester’s most sought-after coastal neighborhoods. Built in 2022

22 Woodbury St, Gloucester

Listing courtesy of Listing Agent: Stephen Martin from Listing Office: Aluxety.
120 Washington St, Gloucester
$940,000
7 Beds ⋅ 4 Baths ⋅ 73488669 MLS
Owned and occupied by the same owner for decades, this 3 unit property offers an opportunity for both investors and owner occupants. Unit 1 has 4 bedrooms, a spacious living room with access to a private deck, a full kitchen, and a full bath. The lower level expands the living space with an additional kitchen, full bath & family room. Unit 2 has 2 bedrooms, while Unit 3 has 1 bedroom. Units 2 & 3 share access to a deck. All units are equipped with stoves, refrigerators, washers, and dryers. Utilities are separately metered for gas and electricity. The property includes three gas-fired hot water tanks. One forced hot water FHW boiler services Units 1 & 2, while a separate FHW boiler heats Unit 3. Two tandem parking spaces on Washington Street and an additional four-car parking area in the rear of the property, accessible via Wells Street. For commuters, the MBTA station is just a short distance away. It’s only about a half mile to Gloucester Boulevard, downtown & the high school

120 Washington St, Gloucester

Listing courtesy of Listing Agent: Ruth Pino from Listing Office: RE/MAX Beacon.
32 Blynman Avenue, Gloucester
$905,000
4 Beds ⋅ 2 Baths ⋅ 73556343 MLS
Character, charm and potential define this 1873 Italianate Colonial with a sensational water view beyond Gloucester Harbor and the breakwater. Owned by the same family for almost 100 years, this versatile property with a separate apartment – for guests, generational living or rental - is in a multi-family zone. Additional highlights include 2,203+ sf of living space, 4 bedrooms, 2 full baths, eat-in kitchen, enclosed front porch, and captivating period details like the built-in china cabinet in the generous dining room with a sweet bay window bump out, striking etched glass window and original woodwork and rosewood newel post. One-of-a-kind, the 3-story home also offers new owners the opportunity to create personalized living spaces from the lower level to the top floor with all 4 bedrooms or add more living space by expanding into the large backyard. Hardwood flooring and oversized windows accent many rooms in this classic property near the New Balance Stadium and picturesque harbor. Minutes to shops, dining, parks, and schools. Don’t miss this rare opportunity to be the new stewards of this versatile property!

32 Blynman Avenue, Gloucester

Listing courtesy of Listing Agent: Ann Rick Gloucester Group from Listing Office: J. Barrett & Company.
4 Crane Way, Gloucester
$900,000
73549816 MLS
Rare opportunity to build a 3-4 bedroom BEACH HOUSE at private Wingaersheek Beach. Located a few hundred yards from the pathway to the private beach which is directly on Ipswich Bay. Submitted BOH 4 bedrm septic design S/F home, awaiting approval. Surveyor's plot plan showing front and rear stakes. Deed restrictions include no subdivision, use for single-family dwelling purposes only and limited to one-story construction. Current septic design is shoe horned in so if a potential buyer only wants 3 bedrooms it may allow for a bigger house footprint. R-10 zoning grandfathered (see attachments)., 12,237 sq ft. Parcel abuts seller's residence at 17 Waterman. Neighborhood Wingaesheek Improvement Association yearly fee for Davis section is $450. Buyers to perform own due diligence for all other matters.

4 Crane Way, Gloucester

Listing courtesy of Listing Agent: Linda Clayton from Listing Office: RE/MAX Beacon.
10 Seaview Road, Gloucester
$900,000
3 Beds ⋅ 2 Baths ⋅ 73452114 MLS
Nestled in one of Gloucester’s most peaceful neighborhoods, this well-loved home is being offered for the first time in over 40 years by its original owner. Tucked away on a quiet dead-end street, this lovingly maintained home offers 3BR 2BA with 2,440 sqft of living space. The main level features a traditional layout with three bedrooms, a full bathroom, kitchen, and dining room ideal for single level living. Lower level offers even more flexibility with a home office, second full bathroom, laundry room, and bonus living room. Plumbing already in place for second kitchen and possibility of multi-generational living. Set on a level lot, the home features a garage and shed with extra storage space. Updates include newer roof, kitchen, siding, bathroom and mini-splits. This property offers tranquility, while being just minutes from some of Cape Ann’s most beautiful beaches. Rough plumbing in place in lower level for potential second kitchen.

10 Seaview Road, Gloucester

Listing courtesy of Listing Agent: Atlee Alman from Listing Office: Vadala Real Estate.
9 Hickory St, Gloucester
$865,000
3 Beds ⋅ 2 Baths ⋅ 73488842 MLS
LANESVILLE BEAUTY! Nestled just a few blocks from the ocean and the village, this updated charming Colonial offers a rare coastal lifestyle. Just around the corner are Plum Cove Elementary School, Lanesville Village, Cove Cafe, Lanesville Package Store, Post Office, and the famous Lanes Cove! Beach lovers, boaters and kayakers' dream come true. Many details have been refreshed, from 5 newer mini-splits, roof, Hardie board siding, and Marvin windows. Three levels of thoughtfully designed living space offers room for both relaxation and entertaining. A great balance of timeless charm and modern comfort. 3 bedrm, 2 full bath, 2 sheds, walk-out cellar, expansive level yard, Title V Cert/Compliance 3 bed septic. Come and make this your home!

9 Hickory St, Gloucester

Listing courtesy of Listing Agent: Linda Clayton from Listing Office: RE/MAX Beacon.
136 Leonard Street, Gloucester
$860,000
3 Beds ⋅ 2 Baths ⋅ 73487026 MLS
RARE OPPORTUNITY- Annisquam Village classic shingle Cape, a coastal gem brimming with New England charm. This bright and sunny home features a welcoming living room with beautiful hardwood floors and a cozy gas fireplace, located just a stone’s throw from Lobster Cove marina and walking paths, easy access to multiple beaches, and waterfront dining in one of Gloucester's most sought after areas.The thoughtful layout includes a spacious main-level primary suite with a walk-in closet and private bath, while two additional bedrooms and a full bath reside on the second floor.Entertaining is effortless with a seamless flow from the kitchen and dining area to a private rear deck, complemented by a comfortable screened porch for quiet mornings. The finished lower-level rec room adds versatile space, complete with a Murphy bed for guests. Recent updates include a new roof and updated gas heating. Whether summer or year round you will be surrounded by nautical amenities.

136 Leonard Street, Gloucester

Listing courtesy of Listing Agent: Karen Bernier from Listing Office: Churchill Properties.
76 Prospect St, Gloucester
$860,000
2 Baths ⋅ 73482146 MLS
Available for only the 2nd time in nearly 60 years, SRA is proud to present for sale this well-maintained, single-story commercial building. The former home of Connors Pharmacy for over 40 years, the building was thoughtfully renovated in 2013 for the Savour Wine & Cheese business. The interior offers a warm, inviting atmosphere with an open and flexible floor plan at the front of the space, suitable for a variety of commercial uses. The rear of the building is equipped with a full commercial-grade kitchen and bar seating, featuring a 9-foot exhaust hood, prep area, dishwasher, three-bay sink, and walk-in cooler. Additional features include 2 ADA-compliant restrooms, a private office, handicap accessibility from a dedicated 13-space rear parking lot, and an extremely clean, full-height 1,300-sqft basement. Positioned at the corner of Prospect Street and Pleasant Street and just steps from Gloucester center, the property benefits from excellent visibility and strong traffic counts.

76 Prospect St, Gloucester

Listing courtesy of Listing Agent: Fred Newton from Listing Office: Eric Loiacano.
13 Riverside Rd, Gloucester
$859,000
2 Beds ⋅ 2 Baths ⋅ 73566170 MLS
Private Showings Only! Quintessential cottage by the sea, protected by the first row of houses yet boasting views of the ocean and deeded water access. The wrap around porch welcomes you to fully exhale the stress of the day and inhale the sweet salt air while watching seagulls dive for their dinner and fly into the sunset. Enter into the light and bright, open concept living area featuring lovely hardwood floors through out, and plenty of windows to enjoy the sounds and smells of the ocean breeze and natural surroundings. Featuring a wood burning fireplace, updated galley style kitchen with breakfast nook, half bath and access to the wrap around porch from both ends of the house. The space is comfortable and cozy. Stay cool in the shade of the covered area of the porch or bask in the sun on the deck over looking spectacular plantings bringing butterflies and birds, enhancing the serenity of the yard where your own garden awaits with fresh herbs and veggies to complement your next culinary creation! Plenty of storage for your outdoor furniture, or watercraft in the basement which offers a large work bench and garage door for easy access. Stroll down the street at high tide and put in your kayak or take a refreshing dip in the healing salt water. There's so much to enjoy at this year round Wheeler point gem! Location, Location, Location! Please Call or Text to tour.

13 Riverside Rd, Gloucester

Listing courtesy of Listing Agent: Tracey Hutchinson from Listing Office: Churchill Properties.
27 Addison St, Gloucester
$850,000
6 Beds ⋅ 4 Baths ⋅ 73508013 MLS
Presenting 27 Addison St, Gloucester, MA, a distinguished multi-family residence constructed in 1900, offering 2078 square feet of refined living space. This property, seats on a 2800 square foot lot, represents a unique opportunity for sophisticated urban living combined with income potential in a vibrant coastal community. The residence is thoughtfully designed across two stories, providing a clear separation of living areas within its multi-family configuration. Six well-proportioned bedrooms offer comfortable private retreats, accommodating various living arrangements with ease. Complementing these are three full bathrooms, meticulously appointed to ensure convenience and comfort for all occupants. This property masterfully blends historical charm with contemporary functionality providing a versatile canvas for its next proprietor. We invite you to explore the compelling investment and lifestyle potential of this exceptional Gloucester address.

27 Addison St, Gloucester

Listing courtesy of Listing Agent: Francisco Alonso from Listing Office: Dell Realty Inc..
9 Cleveland Pl, Gloucester
$850,000
6 Beds ⋅ 3 Baths ⋅ 73482418 MLS
Great opportunity to own a 3-family property in a convenient location in Gloucester. Ideal for investors or owner-occupants, this property offers three units totaling 6 bedrooms and 3 full baths with strong income potential. Just .5 miles to the MBTA Commuter Rail, less than a mile to the highway and 1 mile to the beach making commuting and enjoying the coastline easy. The property also features off-street parking, a back deck, and yard space—great for relaxing or entertaining. Close to downtown, shopping, and restaurants, this is a fantastic chance to build equity in a desirable North Shore community.

9 Cleveland Pl, Gloucester

Listing courtesy of Listing Agent: DalBon & Company from Listing Office: Keller Williams Realty Evolution.
13 Honeysuckle Road, Gloucester
$845,000
3 Beds ⋅ 2 Baths ⋅ 73476815 MLS
Set in a quiet, quaint neighborhood just moments from the Corliss Boat Landing, this charming Gambrel-style home offers comfort, character, and coastal living. Lovingly maintained, the home features a thoughtfully designed layout with a living room, dining room, family room, and sunroom, ideal for everyday living and entertaining. Upstairs offers three bedrooms, including a spacious primary and a shared hall bath. Gleaming hardwood floors and fireplace. A cute backyard creates a welcoming space to relax, garden, or entertain and off-street parking adds convenience. The peaceful neighborhood is perfect for daily walks and a relaxed pace of life. Enjoy easy access to Route 128, the charm of Gloucester, and proximity to the Annisquam River for summer boating and time on the water.

13 Honeysuckle Road, Gloucester

Listing courtesy of Listing Agent: Ron Goulart & Jennifer Anderson from Listing Office: RE/MAX Beacon.
71 Hesperus Ave, Gloucester
$832,500
3 Beds ⋅ 3 Baths ⋅ 73525619 MLS
Set in the peaceful Magnolia section of Gloucester between a small cul-de-sac neighborhood and the oceanfront homes along Hesperus Ave, this beautifully updated home blends coastal charm with modern comfort, anchored by a stunning kitchen featuring sage green cabinetry, white quartz counters, and GE Café appliances; the main level includes a spacious front-to-back living room with hardwood floors, a pellet stove, and a small balcony offering peeks of the ocean, while the second floor provides two generous bedrooms (one with cathedral ceilings) and a serene main suite with a large walk-in closet and a spacious bath with double vanity, soaking tub, and tiled shower; the lower level adds three finished rooms perfect for an extra bedroom, playroom, den, gym, or home office; and outside, a nicely landscaped front yard, a beautiful deck, and a rear yard area create inviting spaces for entertaining.

71 Hesperus Ave, Gloucester

Listing courtesy of Listing Agent: Mark Ventimiglia from Listing Office: Vadala Real Estate.
196 Main Street Unit Unit 2, Gloucester
$825,000
2 Beds ⋅ 3 Baths ⋅ 73524151 MLS ⋅ ['The Residences At Seaport'] BLDG.
VIEWS, VIEWS and more VIEWS every day from sunrise to sunset over water, treetops and faraway vistas from this move-in ready 2-story, 2-bedroom condo in the city’s well-known Residences at Seaport. Less than a half mile to the beach, this chic home features an open living-dining area surrounded by windows that look out across the city to the inner harbor and 3 sets of French doors that lead to private balconies. Hardwood flooring continues into the kitchen with stainless steel appliances, wraparound cabinetry and granite countertops. An oversized walk-in closet with custom cabinetry is one highlight in the 2nd floor primary suite with several “porthole” windows near the top of soaring ceiling. Wake to glorious views from surrounding windows and French doors that open to a sweet Juliet balcony. Laundry facilities on the 2nd floor are an added convenience to this home with 2.5 bathrooms and central air in an elevator building. Deeded parking is a bonus!

196 Main Street Unit Unit 2, Gloucester

Listing courtesy of Listing Agent: Ann Rick Gloucester Group from Listing Office: J. Barrett & Company.
13 Leslie O Johnson Road, Gloucester
$807,000
5 Beds ⋅ 3 Baths ⋅ 73481589 MLS
A short walk from Gloucester's idyllic Stacey Boulevard, this well-maintained 4-5-bedroom, 2.5-bath Colonial is a unique blend of character & timeless-quality updates. Situated close to the high school, boat ramp, downtown restaurants, park & 3 beaches, in the heart of all this desirable community has to offer. The 1st level features a beautiful kitchen, dining room, living room & large family room offering ample living space. The 2nd floor offers a primary bedroom with vaulted ceilings & a private deck, 2 other bedrooms, an updated full bath, and a walk-through bedroom/office that leads to a large 3rd-floor bedroom. Potential In-Law space with a partially finished basement, with a bonus room, full bath & a separate entrance. Beautiful decks surround this lovely home, so you can even enjoy the fireworks right from home. A workshop & double-wide garage complete this exceptional property.

13 Leslie O Johnson Road, Gloucester

Listing courtesy of Listing Agent: Mike Quail Team from Listing Office: Gibson Sotheby's International Realty.
5 Marshfield St, Gloucester
$800,000
6 Beds ⋅ 5 Baths ⋅ 73466275 MLS
Rare chance to restore this Victorian 3-family with sweeping harbor and city views. The spacious 4-bedroom owner’s unit features curved walls, large rooms, and offers the best views of the harbor—some updates made, but significant work remains. Two additional 1-bed units offer strong rental potential. Apartment 2 is a one bedroom, compact and efficient, Apartment 1 features classic wood floors, trim, and a fireplace. Some baths are updated. Most of the hardwired smoke/carbon detectors are in place. A large wraparound deck overlooks Gloucester Harbor. Close to Stacey Boulevard, beaches, and shops. With its prime location and flexible layout, this property offers endless possibilities— owner occupied with rental income, condo conversion, Airbnb, or long-term rentals—this property is for those with vision and resources to bring the property back to its potential.

5 Marshfield St, Gloucester

Listing courtesy of Listing Agent: Militello Team from Listing Office: eXp Realty LLC - Corporate Office.
140 Mt Pleasant Avenue, Gloucester
$790,000
4 Beds ⋅ 2 Baths ⋅ 73518262 MLS
Nestled in the heart of East Gloucester, this four bedroom 2 ½ bath home has peeks of Gloucester Harbor and is near the Gloucester Stage Company with the Bass Rocks Golf Club and Good Harbor Beach footbridge are within a mile. The spacious yard is perfect for gardening, outdoor play, or hosting impromptu basketball games by the hoop. The detached garage, once enjoyed as a rec room complete with lively pool games, is easily used to get a vehicle out of bad weather. The finished lower level, with its own separate entrance has a kitchen and full bath and works as a gathering space or guest suite with living room and bedroom. This home is ready for its next chapter—and for you to create your own memories. See video at You Tube. Floor Plan available.

140 Mt Pleasant Avenue, Gloucester

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

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