Gloucester Real Estate

Welcome to Gloucester, Massachusetts—a captivating coastal city steeped in rich history and vibrant culture. Nestled in Essex County, Gloucester is renowned for its stunning waterfront views, bustling fishing industry, and a warm, welcoming community. With roots dating back to 1623, this charming city boasts a unique blend of old-world charm and modern amenities, making it a perfect destination for both residents and visitors alike.

As one of the oldest seaports in the United States, Gloucester offers a picturesque harbor dotted with fishing boats, yachts, and scenic vistas that will take your breath away. The city’s thriving arts scene is evidenced by numerous galleries, theaters, and festivals that celebrate the creativity and spirit of its residents. The annual Gloucester Waterfront Festival, for example, showcases local artisans and the city’s maritime heritage, drawing crowds from near and far.

Outdoor enthusiasts will find plenty to love in Gloucester, with miles of scenic coastline, sandy beaches, and lush parks. Enjoy a leisurely stroll along Good Harbor Beach or embark on an adventure at the nearby Cape Ann National Scenic Byway, where breathtaking views and natural beauty abound. For those who appreciate marine life, whale watching tours and fishing charters provide unforgettable experiences on the open water.

Gloucester is not just about stunning landscapes; it’s also a community filled with excellent schools, diverse dining options, and a strong sense of camaraderie. Whether you’re looking to buy a home or simply explore, Gloucester invites you to discover the charm and allure of this remarkable coastal gem. Embrace the coastal lifestyle and make Gloucester your next home sweet home!

Newest Listings in Gloucester

$811,000

2 Beds ⋅ 2 Baths ⋅ 73591389 MLS

Historic charm meets everyday comfort in this beautifully preserved 1651 Colonial on approximately 0.7 acres. Wide pine floors, exposed beams, handcrafted woodwork showcase its timeless character. Inside the main house, you'll find two beautiful bedrooms, one full bath, and two impressive fireplaces that create warmth and historic charm throughout. Tucked within the home is a hidden secret room, adding a truly unique feature. The detached one-car garage includes a separate apartment above with large back porch, offering excellent rental income, guest accommodations, an in-law suite, private home office, or artist's studio. Step outside to discover a beautiful, spacious, private backyard with a patio area with built in barbeque, level lawn—perfect for entertaining, gardening or relaxing. Walk into Ravenswood from your backyard. Enjoy peaceful New England evenings while you hear the bell buoy ring at night. Close to beaches, town, trains, highway and conservation trails.

349 & 351 Western Avenue, Gloucester

Listing courtesy of Listing Agent: Lisa Ramos from Listing Office: Coldwell Banker Realty - Manchester.

$1,100,000

3 Beds ⋅ 3 Baths ⋅ 73591062 MLS ⋅ ['Bay View Residences'] BLDG.

Live in a local landmark, with coastal views! Bay View's iconic church has been re-imagined into 4 boutique condos with Unit 2 offering 3 beds, 2.5 baths and in-unit laundry, all on ONE level. The kitchen shines with white shaker cabinets, quartz counters, a sea-glass tile backsplash and stainless appliances. It opens to the living area where sliders lead to your private deck with ocean views. The large primary suite features a double quartz vanity and a shower framed in ocean blue-green tile with a built-in niche, while a spacious second bedroom sits beside a full bath with a tiled walk-in shower. Historic charm meets modern living: a nearly all-new build, from siding to interiors with preserved architectural details. Lanesville is Cape Ann's quiet seaside village, close to Plum Cove Beach and Rockport. Own a piece of Cape Ann history and start your next chapter by the sea!

964 Washington St Unit 2, Gloucester

Listing courtesy of Listing Agent: Kevin Barrett from Listing Office: Knowledge Brokers Realty.

$1,798,000

4 Beds ⋅ 4 Baths ⋅ 73590862 MLS

It’s simply not enough to call this property spectacular. With an impressive array of amenities and nice views of Freshwater Cove, it could be yours by holiday time. Built in 2004, the layout was designed to blend everyday practicality with timeless appeal. The four-bedroom home includes a first-floor bedroom with its own full bath and separate entrance providing flexibility for guests or multigenerational living. Step through the front door into the inviting great room, where a granite fireplace creates a warm focal point and windows frame views of the backyard and Freshwater Cove. The great room flows seamlessly into the gorgeous kitchen, creating an open, welcoming space that is ideal for both everyday living and entertaining your most fun guests. Designed with the home chef in mind, the kitchen features a propane gas cooktop and wine chiller, along with an efficient layout that makes meal preparation a pleasure. Whether you’re hosting a dinner party or enjoying a casual gathering, you can cook while guests relax by the fireplace or take in the views from the deck. Conveniently located off the kitchen, the dining room offers ample space for larger furnishings and memorable gatherings. Just off the main living area, a dedicated office features built-in cabinetry and a lovely view, making it an ideal spot to work from home or it will become your library. The wing connecting the home to the garage offers exceptional convenience, with a half bath, laundry area, mudroom, and an additional entrance. At the end of a first-floor hallway, you’ll find a versatile bedroom with its own full bath and private entrance. Use it as a guest suite, recreation room, artist’s studio, or whatever best suits your needs. Windows throughout the home bring in abundant natural light, enhancing the sense of openness while maintaining a well-defined, functional layout. Upstairs, two spacious bedrooms feature double closets and share easy access to a full bath. The primary suite is a true highlight, offering a walk-in closet and a well thought out full bathroom with double sinks, generous cabinetry, a soaking tub, and a spacious tiled shower. French doors open directly from the bedroom onto a roomy private deck, where you can unwind in peace and enjoy the refreshing ocean breeze. With a thoughtful design, versatile living spaces, inviting entertaining areas, and nice views of Freshwater Cove, this exceptional home offers a lifestyle you’ll be proud to call your own.

312 Western Ave, Gloucester

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

$378,000

2 Beds ⋅ 1 Baths ⋅ 73590803 MLS ⋅ ['The Heights At Cape Ann'] BLDG.

Welcome to Coastal Condo at The Heights at Cape Ann in beautiful Gloucester, Massachusetts! This remodeled condo offers a fresh, modern feel with thoughtful upgrades throughout. The updated kitchen features new cabinets, quartz countertops, Gallery appliances, and under-cabinet lighting, creating a bright and inviting atmosphere for everyday living and entertaining. The remodeled bathroom offers stylish, updated finishes for a clean, refreshed look. Residents can enjoy access to a community pool and fitness center, adding comfort,convenience, and opportunities for relaxation and wellness. HOA fees include heat and hot water, helping simplify monthly expenses while adding value. Perfect forfirst-time buyers, downsizers, or anyone seeking a cozy coastal home, this condo offers easy access to Wingaersheek Beach, Good Harbor Beach, local shops,restaurants, waterfront attractions, Cape Ann, and Boston’s commuter rail line.

145 Essex Ave Unit 308, Gloucester

Listing courtesy of Listing Agent: Andrew Hillman from Listing Office: Hillman Real Estate.

$789,900

3 Beds ⋅ 2 Baths ⋅ 73590578 MLS

Completely renovated and move-in ready! This beautifully updated 3-bedroom, 2-bath home offers stylish finishes and a desirable water view. The kitchen features elegant quartz countertops, a full-height quartz backsplash, and stainless steel appliances, creating a sleek, modern space perfect for everyday living and entertaining. Wake up in the primary bedroom and enjoy the view of the ocean and marina. The spacious primary closet offers additional flexibility and could be adapted to suit a variety of needs, such as a nursery or bonus space. Enjoy the convenience of being close to the MBTA commuter rail, a variety of restaurants, and easy access to Route 128. Why wait to renovate when you can move right in? With modern updates, an inviting water view, located on a dead end road and a commuter-friendly location, this home is a must-see for buyers seeking style, convenience, and value. Don't miss the opportunity to make this beautifully renovated home your own!

4 Stuart Rd, Gloucester

Listing courtesy of Listing Agent: Kathy Dwyer from Listing Office: Keller Williams Realty.

$759,000

3 Beds ⋅ 2 Baths ⋅ 73590495 MLS

Presenting Unit 1 at 16 Reynard Street, Gloucester, MA, a meticulously remodeled condominium just under 1300 square foot. This residence has undergone a comprehensive interior and exterior updates, offering a refined living experience within a traditional architectural style. The recently updated kitchen, with stone counters and stainless steel appliances, seamlessly integrates with the living room in an open-plan design, fostering an environment ideal for both daily living and entertaining. One of the bathrooms is appointed with a double vanity and a walk-in shower equipped with multiple shower heads, providing a spa-like retreat. The bedrooms are characterized by their hardwood flooring, contributing to the overall sense of elegance and durability throughout these private spaces. This property, situated on the first floor, offers three bedrooms and two full bathrooms across its single story. We invite you to discover the sophisticated appeal of this updated condominium.

16 Reynard Street Unit 1, Gloucester

Listing courtesy of Listing Agent: Bruce Figurido from Listing Office: Churchill Properties.

$799,000

3 Beds ⋅ 2 Baths ⋅ 73590496 MLS

Presenting an exceptional ownership opportunity at 16 Reynard Street U:2, Gloucester, MA, a meticulously remodeled 1,330 square foot condominium. This property, situated on the second floor, has undergone a comprehensive exterior and interior updates, culminating in a refined and contemporary living space. The recently updated kitchen, a focal point of the residence, is equipped with stainless steel appliances and distinguished by elegant quartz counters. An expansive island enhances both functionality and social interaction, seamlessly integrating with the open-plan living room. This design fosters an environment conducive to both culinary pursuits and sophisticated entertaining. The living room itself is characterized by its impressive high and vaulted ceiling, creating an expansive and airy ambiance. The property encompasses three well-appointed bedrooms, one of which features the timeless appeal of engineered hardwood flooring, offering a warm and inviting atmosphere. The two full bathrooms are designed with modern convenience in mind, offering a double vanity for enhanced utility and a walk-in shower with multiple shower heads, providing a spa-like experience. This completely updated condominium offers a professional and refined living experience, inviting discerning individuals to explore its unique appeal. Conveniently located near schools, hospital, 128, scenes trails, beeches, and just minutes away from Gloucesters downtown. A fantastic opportunity to enjoy modern living in a convenient location!!

16 Reynard Street Unit 2, Gloucester

Listing courtesy of Listing Agent: Bruce Figurido from Listing Office: Churchill Properties.

$1,484,000

4 Beds ⋅ 4 Baths ⋅ 73590489 MLS

Magnificent sunsets and stunning ocean views are only two hallmarks of this spacious Contemporary in the scenic Eastern Point area! Built in 1969 and a mere 220± steps to Niles Beach, this 4-bedroom, 3.5-bathroom, 3,500+ residence on 1+ acres features full glass French doors and walls of floor-to-ceiling windows in almost every one of its 11 rooms. A huge pergola covering a long gravel path bordered by spectacular Japanese landscaping is an unforgettable introduction to this custom home designed for effortless daily living and entertaining that seamlessly showcases the manicured grounds and water views. Several living areas within the circular-like first layout include a spacious second kitchen all leading to a sprawling yard. Thoughtful conveniences include butler’s pantry, wine cabinet, full bath, and laundry facilities, while bonuses bonus are a whimsical “bookcase” door and fireplace in the library and guests appreciating an outdoor sitting area on the patio from the bedroom on this level. Like the first floor, all living areas are oversized including the 2nd floor fireplaced family room boasting a cozy window seat with floor-to-ceiling windows showcasing gorgeous ocean views and access to the expansive deck from the kitchen. This level also boasts a primary suite with a beautiful step-in shower and two more bedrooms or one making an ideal office or guest room. With multiple closets on both levels, storage is a non-issue in this home. Your wait for an amazing home ends here. A rare find you will want to make your own.

10 Stewart Ave, Gloucester

Listing courtesy of Listing Agent: Andrea O'Reilly from Listing Office: Keller Williams Realty Evolution.

$799,900

2 Beds ⋅ 2 Baths ⋅ 73590112 MLS

Discover the charm of coastal living at 2 Flume Rd. Gloucester, ideally situated just steps from beautiful Magnolia Beach. This inviting two-bedroom, two-bath home blends timeless character with thoughtful modern updates. Rich cherry hardwood floors add warmth and elegance, while a striking fieldstone fireplace creates a cozy focal point for relaxing or entertaining. The updated kitchen offers a fresh, stylish space for preparing meals and gathering with family and friends. The exterior of this home features mature plantings that add natural beauty, along with a welcoming farmer's porch perfect for relaxing and enjoying the outdoors. An oversized garage provides ample space for vehicles, hobbies and additional storage, offering both convenience and functionality. With its appealing combination of classic New England charm, comfortable living spaces, peaks of the water from the second floor and an exceptional location near the shoreline, this home offers a wonderful opportunity to enjoy the best of Magnolia's coveted coastal lifestyle.

2 Flume Rd, Gloucester

Listing courtesy of Listing Agent: Allison Brigham from Listing Office: J. Barrett & Company.

$1,088,000

3 Beds ⋅ 2 Baths ⋅ 73590034 MLS

Tucked away in the historic Winniahdin neighborhood of West Gloucester, this beautifully reimagined home offers a rare combination of privacy, architectural charm, and sweeping marsh and water views. Recently gut-renovated and thoughtfully designed by an architect, the home sits on nearly half an acre surrounded by mature trees and beautifully designed gardens. The property feels like a peaceful retreat just minutes from Wingaersheek Beach and the Annisquam River. Inside, warm wood ceilings, exposed beams, hardwood floors, and abundant natural light create an inviting atmosphere. The open kitchen and dining area flow seamlessly into a comfortable living room with a wood stove, while the screened porch offers a wonderful space to relax or entertain. Upstairs, the primary bedroom captures sweeping views across the marsh and waterways, bringing the beauty of Cape Ann right into your home. With three bedrooms, two full baths and plenty of places to gather, every detail invites you to slow down and enjoy your surroundings. Enjoy the best of coastal living in a setting that feels worlds away, yet remains convenient to Gloucester's beaches, trails, downtown, and commuter routes.

24 Uncas Rd, Gloucester

Listing courtesy of Listing Agent: Atlee Alman from Listing Office: Vadala Real Estate.

$799,000

4 Beds ⋅ 2 Baths ⋅ 73589873 MLS

Tucked away in Annisquam Woods, 11 Youngs Road offers a rare combination of coastal single-level living and easy access to outdoor recreation, with deeded water access to Goose Cove. Step inside to a thoughtful layout anchored by a sleek kitchen with granite countertops that opens seamlessly into a picturesque breakfast nook—ideal for everyday living. Unwind in the inviting sunken living room, complete with a cozy pellet stove perfect for crisp New England evenings. With 4 bedrooms and 2 full bathrooms, the home offers both comfort and versatility. Start your mornings with coffee on the quaint porch, or entertain on the back deck overlooking a peaceful, woodland-lined yard. Nature is right outside your door, with nearby walking trails around serene Goose Cove and Carter Reservation. Deeded water access lets you easily launch kayaks or paddleboards into the Cove, or spend warm afternoons relaxing on the rocky beach. A wonderful opportunity to enjoy coastal living, outdoor recreation, and the best of Cape Ann—all in one exceptional setting.

11 Youngs Rd, Gloucester

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

$3,200,000

6 Beds ⋅ 5 Baths ⋅ 73589077 MLS

Coastal Luxury for Every Season. Just a short distance from Good Harbor Beach, 2 Mallard Way offers an exceptional Cape Ann lifestyle in a beautifully updated 6-bedroom, 5-bath home. From magical fall walks along the shore to summer days by the sea, this is a place to savor coastal living year-round. Sun-filled interiors and hardwood floors welcome you home, while a brand-new gourmet kitchen makes everyday meals and memorable gatherings equally inviting. A beautifully appointed first-floor primary suite offers comfort and convenience. Begin your morning with coffee in the sun-drenched sunroom, opening to an L-shaped deck overlooking the gardens. As evenings grow cooler, settle beside the great room’s updated gas fireplace. Upstairs, a second primary suite features its own gas fireplace and private balcony with winter views of the beach, offering a peaceful retreat in every season. New landscaping and multi-level gardens reveal a changing palette of seasonal beauty, from blooming roses in summer to rich autumn hues and fall mums. Gather around a cozy fire pit beneath the covered pergola on cool evenings and listen to the waves at nearby Good Harbor Beach. A separate al fresco dining area invites leisurely summer dinners, while the outdoor shower offers a refreshing finish to beach days. When winter arrives, inviting interiors provide a warm haven after a brisk coastal walk, with views of the beach from your windows.

2 Mallard Way, Gloucester

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

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