Tucked away along a quiet, scenic backroad, 11 Ocean View Drive offers a peaceful retreat in the heart of Gloucester, Massachusetts. Surrounded by natural beauty and classic Cape Ann character, the property provides privacy and a sense of calm while remaining just a short drive from the ocean, beaches, and harbor. This ideal location allows residents to enjoy the best of both worlds: a tranquil setting removed from traffic and crowds, with easy access to Gloucester’s vibrant waterfront, dining, shopping, and cultural attractions. Known for its maritime heritage, thriving arts scene, and breathtaking coastline, Gloucester offers a lifestyle rooted in history and outdoor living. Whether used as a year-round residence or a coastal escape, 11 Ocean View Drive presents an inviting opportunity to experience the charm, character, and timeless appeal of life on Cape Ann. The setting is well suited for those who value serenity, scenery, and a strong connection to the surrounding community.
Wake up to ocean views every day and enjoy coastal-style living year-round! Enjoy everything Stacy’s Boulevard has to offer—from its beautiful gardens to Fourth of July fireworks, the Greasy Pole and all the town’s festivities all watched from your own deck. This newly renovated condo features three bedrooms, each with ocean views, and two full bathrooms with fine finishes. The open-concept living room offers even more ocean views and flows into a large dining area and a stunning kitchen with a spacious island, beautiful quartz countertops, stainless steel appliances, and ample cabinet space. The kitchen opens to a private deck, perfect for relaxing or entertaining. Additional highlights include private entrance, a large private storage room, in-unit laundry, and parking for three cars (no common areas). With the beach right at your doorstep, along with nearby parks, restaurants, and shops, you’ll feel like you’re on vacation every day. GROUP SHOWING by appoint.1/24 and 1/25 from12-2pm
Newly Renovated Ocean-View Condo in a Prime Gloucester Location! This stunning two-bedroom, two-bath condo offers convenient single-level living with no stairs, providing exceptional comfort and ease. Enjoy breathtaking ocean views from the open-concept living room with a fireplace, which flows seamlessly into the kitchen featuring a peninsula, beautiful quartz countertops, and new stainless-steel appliances. Additional highlights include a private entrance, private yard, a large private storage room, and parking for three cars (no common areas). This rare find is ideal for year-round living or a serene coastal getaway. With the beaches just across the street, along with the best restaurants, shops, and seasonal activities along famous Stacy Boulevard, everything you love about Gloucester is right at your doorstep. GROUP SHOWING by appointment on 1/24 and 1/25 from 12-2pm.
Located along Gloucester's famous Back Shore, 87 Atlantic Road welcomes the first rays of morning light from its front row seat. Unobstructed ocean views with Thatcher's Island, the Twin Lights and Bass Rocks for your viewing pleasure. The renovated kitchen features quartz counters, custom cabinetry, stainless steel appliances and island. The adjacent dining area has built-in hutch with decorative lighting. A generous living room has cathedral ceilings, skylight and dining area. Sliding glass doors lead out to the balcony. Upstairs finds bedroom with full tiled bath and golf course views. The first floor bedroom has sliders to covered oceanfront deck, full bath with walk-in shower. The finished lower level has bedroom and full bath. One car garage, two parking spots, Steps away from Good Harbor Beach, Bass Rocks Golf Club, Beach Club and Rocky Neck. Downtown Gloucester is moments away with prime shopping, dining, galleries and marinas, Route 128 and commuter rail to Boston.
Nestled above the scenic beauty of Smith Cove in Rocky Neck, this enchanting two-bedroom condominium offers a truly unique living experience. The open-concept layout invites you to personalize the space to suit your lifestyle. Step out onto the spacious deck to enjoy vibrant boating activity and breathtaking sunsets. Upstairs, you'll find two bedrooms—each with its own private bath—including a charming loft-style bedroom that overlooks the living area and captures stunning water views. See MLS #73362101
The extensive renovation of this charming Gloucester two-family boasts outstanding proximity to downtown and the waterfront. Within this two level (2nd and 3rd floor) home a comfortable, light and airy atmosphere awaits. The primary bedroom suite is enchanting with full bath and large closet. The 2nd bedroom on the main level could alternatively be used as an office or den. Two additional bedrooms on the upper level present many possibilities. The large private deck with skyline views of downtown Gloucester will be your outdoor oasis to relax and enjoy seaside activities. Featuring 400 amp service (ready for future solar and ev charger), hardwood flooring, quality craftsmanship, new appliances and four bedrooms this home offers a peaceful retreat from the day's activities. Open kitchen, dining and living area provides options to fit any style, the Renovation of this classic home is perfection.
The extensive renovation of this charming Gloucester two-family boasts outstanding proximity to downtown and the waterfront. Within this first-floor residence an inviting and comfortable atmosphere awaits. Featuring 400 amp service (ready for future solar and ev charger), hardwood flooring throughout, quality craftsmanship, new appliances and two bedrooms this home offers a peaceful retreat from the day's activities. Large open kitchen, dining and living area provides options to fit any aesthetic and ample space for entertaining. The Renovation of this classic home is perfection. Embrace seaside living at its best.
Located at 5 Samoset Rd, this one remaining luxurious unit presents an unparalleled opportunity to experience refined living within its open concept floorplan with sunset views out over the Little River Estuary to the Annisquam River. The custom McCormick kitchen is a culinary dream with a large island, perfect for both casual dining and entertaining; featuring integrated paneled Bosch appliances, shaker cabinets, and stone countertops that blend seamlessly, creating a space that is as functional as it is beautiful. White oak flooring throughout. All 3.5 baths feature Kohler fixtures and beautiful stone tile work. Large primary suite includes a ceiling-mounted rainhead shower along with a freestanding tub. The top floor can used as a second BR w/ its own full bath and walk-in closet or as the perfect getaway, the views across Ipswich Bay are unparalleled. The outside is landscaped with perennial plantings, a native granite pathway, & sprinkler system. 1-car garage
Nestled in the heart of Gloucester, this 2 BR, 1 BA home has seen numerous updates and upgrades while still beaming with character and charm. Featuring two bedrooms, including a spacious primary bedroom and a generously sized second bedroom with ample closet space, as well as one full bathroom tiled with over-sized tub and shower. The generous sized living room is warm and inviting, with a separate dining room connecting, perfect for hosting. The kitchen has all you need, with a large pantry with washer/dryer connected, and direct access to the backyard. The flat, fenced-in backyard highlights an over-sized composite deck with retractable awning, as well as an exterior shed for additional storage. Located in a friendly, family-oriented neighborhood on a dead-end street, you’ll feel relaxed and tucked away, while still enjoying all that this seaside community has to offer. Don’t miss this wonderful opportunity to own a home full of comfort, with modern touches, in a prime location!
Sought-after Brier Neck retreat with sweeping views of the Atlantic and Salt Island—reachable at low tide—is offered publicly for the first time since the early 1900s. This expanded Cape perches above tiered, playful grounds that step down to granite ledge and the rhythm of lapping waves. At its heart: a chef’s kitchen, recently remodeled with high-end Miele and Bertazzoni appliances, perfect for effortless entertaining. Minutes to Gloucester’s lively downtown dining, arts, and music; quick access to Route 128; and 28 minutes to Beverly Regional Airport. Daily life here brings sunrise coffee over ocean panoramas, low-tide walks to Salt Island, effortless beach days, and front-row seats for storm watching and moonrises. Multiple outdoor spaces invite easy gatherings, while coastal breezes keep summer evenings cool. Work from home with an ever-changing seascape, launch kayaks or paddleboards nearby, and return to a peaceful, private perch that feels close to everything yet a world away.
This well-kept condo offers a smart, functional layout that makes everyday living feel easy and intentional. The main living area is comfortable and inviting, with a natural flow that allows the space to be furnished in multiple ways without feeling tight or cluttered. The kitchen is efficiently designed and connects well to the living space, making it practical for both daily routines and casual entertaining. Bedrooms are well-proportioned and positioned for privacy, creating a quiet place to unwind at the end of the day. Natural light enhances the interior and gives the unit an open, welcoming feel throughout. Finishes provide a clean, neutral foundation that suits a variety of styles and makes the home feel move-in ready. The unit itself has a calm, tucked-away atmosphere. Ideal for owner-occupants or investors seeking a low-maintenance property with strong usability and appeal. Pets are allowed with some breed exceptions.
Small city living in Central Gloucester. This one checks many boxes. Just a few blocks away from the MBTA w/service to Beverly ,Salem and Boston. Enjoy the easy access to all of downtown .Blocks away from shopping, restaurants ,harbor, blvd.,bakery, coffee, and Main St.. This home offers off street parking . Easy care fenced in yard w/koi pond & sprinkler system. The perfect shed you have been dreaming of is here. Large deck. W/ bbq platform and grilling area.Come inside .Open archway into a sunny south facing livingroom. Formal dining room leads to deck. Open eat in cooks kitchen. Opening to dining for easy entertainment. Exterior side entry. First level tiled spa bath with radiant heat. Upstairs hold three bedrooms. Pull down attic access. Basement has laundry hook ups,office nook,open space flex room and private entrance w/ room water hook up. Must see inside to appreciate .
Iconic and storied East Gloucester location with amazing potential! First floor condo unit is formerly Duckworth's Bistrot. This space could be a restaurant, office or business or could be converted to residential with a special permit. Consists of a large great room with beautiful floor to ceiling windows, half bath, kitchen and washroom. Outdoor space currently holds a walk-in refrigerator but could be a patio space. You are in the heart of East Gloucester with Smith Cove on your doorstep, North Shore Art Association around the corner and Rocky Neck minutes away.*Please note - pictures in restaurant with tables/chairs/bar/kitchen equipment are a depiction of the old setup, no chairs/table/bar and most of kitchen equipment are present any longer.
Iconic and storied East Gloucester location with two floors of amazing potential! Second/Third floor condo unit is a two-story apartment, with high ceilings, great light and lovely views of Smith Cove and Gloucester harbor. Large roof deck overlooking the water. The apartment consists of three bedrooms, one bathroom, large living room, dining room and kitchen with views. Kitchen and bathroom are in need of renovation. You are in the heart of East Gloucester with Smith Cove on your doorstep, North Shore Art Association around the corner. Rocky Neck, Niles Beach and Good Harbor minutes away.
Good Harbor Beach Neighborhood – Coastal Living Minutes from Downtown Gloucester. Nestled in one of Gloucester’s most sought-after neighborhoods near Good Harbor Beach and just minutes from the Gloucester's historic and vibrant downtown, this beautifully crafted 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, style, and flexibility. Built in 2013, this home features a main suite with a spacious walk-in closet and modern ensuite bath. Upstairs, you’ll find three generously sized bedrooms, while the first-floor bedroom offers versatile options for single-level living, a private office, or a cozy playroom. The home’s open and airy floor plan creates a welcoming flow from the bright living area to the bonus room at the rear of the home—perfect for entertaining or relaxing with family. Step outside to a flat, private, fully fenced backyard, offering a peaceful retreat for outdoor gatherings, gardening, just relaxing.
Iconic and storied East Gloucester location with three floors of amazing potential! First floor condo unit is formerly Duckworth's Bistrot. This space could be a restaurant, office or business or could be converted to residential with a special permit. First floor consists of a large great room with beautiful floor to ceiling windows, half bath, kitchen and washroom. Second/Third floor condo unit is a two-story apartment, with high ceilings, great light and lovely views of the harbor. Large roof deck overlooking Smith Cove and Gloucester Harbor. The apartment consists of three bedrooms, one bathroom, large living room, dining room and kitchen with views. Outdoor space currently holds a walk-in refrigerator but could be a patio space. (Two other condo units are possibly available if desired for a total of 4 units. Inquire about pricing). You are in the heart of East Gloucester with Smith Cove on your doorstep, North Shore Art Association around the corner and Rocky Neck minutes away.
Just steps from Wingaersheek Beach, 226 Atlantic Street is an extraordinary new home that blends timeless design with coastal living. Crafted for year-round comfort, this residence offers a chef-inspired kitchen with custom cabinetry, Thermador appliances, and walk-in pantry. The great room soars with a cathedral ceiling and stone fireplace, leading to a four-season porch that brings the outside in. Two serene primary suites—including one on the first floor for the ease of single-level living—feature spa-like baths with heated floors and soaking tubs. Expansive decks and a patio with gas hookups create ideal spaces for entertaining. Price includes an allotment toward finishing the walk-out lower level—guest suite, fitness studio, home theater, or ultimate retreat, the choice is yours. With energy-efficient systems, EV and solar-ready infrastructure, and Wingaersheek’s crystal-clear waters and soft sand just steps away, this home is both a retreat and a destination.
Welcome to this recently converted and exquisitely appointed two-story condo in the idyllic seaside setting of East Gloucester. Enhanced with new exterior paint and fresh landscaping, this home exudes tranquility and charm. Step inside to discover a spacious, light-filled living room adorned with high ceilings and beautifully restored wood floors, seamlessly flowing into the airy dining room featuring the same lofty ceilings, wood floors, and a custom bar complete with a wine chiller. The sleek kitchen showcases white cabinets, stainless steel appliances, custom shelving, and quartz countertops. A modern full bath and an office on this level cater to convenience. Upstairs, three bedrooms await, including a primary bedroom with an ensuite half bath. Basement storage, a driveway with two-car parking, and inviting common areas for outdoor relaxation enhance the appeal of this residence. Perfectly situated, enjoy easy access to Good Harbor & Niles Beaches, Rocky Neck, and Cripple Cove.
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.
Waterfront living with historic charm. Once a working mill, the structure has been transformed into a warm and inviting home, preserving its architectural heritage while embracing contemporary updates. The open-concept layout offers sunlit living spaces that showcase panoramic vistas of Annisquam River, Wingaersheek Beach, and Ipswich Bay. Whether you’re unwinding on the expansive deck, paddling across the water for a beach day, or gathering clams right from your shoreline, this property delivers a true coastal lifestyle. Inside, the ambiance is both airy and intimate, perfect for hosting family or enjoying quiet evenings. The main house exudes a nautical elegance, with a layout that evokes the feeling of life aboard a luxury vessel. A separate apartment above the garage provides private accommodations for guests, and the partially finished upper level offers opportunities to tailor the home to your future needs.
Step into classic New England charm with this beautifully maintained two-story Colonial, ideally situated just moments from Gloucester’s famous beaches, vibrant downtown, and scenic harbor. This spacious 9-room home offers a flexible layout perfect for entertaining, working from home, or simply relaxing in comfort. The first floor features a welcoming living room, formal dining area, and a bright, updated kitchen. An updated full bath complete the main level. Upstairs, you’ll find three generously sized bedrooms, a full bath, and a loft space, perfect for a reading nook, creative studio, or play area.Outdoors, enjoy a private yard ideal for summer gatherings, gardening, or just soaking in the coastal air. Whether you're searching for your year-round residence or a weekend getaway, this charming Colonial offers the perfect blend of space, location, and timeless style. New carpet, fresh paint, ready for your move!
Price has been reduced to $599,000 from $660,000! The Street view suite at The Residences at 191 Main Street is an unparalleled opportunity to own a most spectacular part of Gloucester history. This historic suite is a unique luxury unit, in this spectacular 1880 Pigeon Cove granite and brick landmark property in the heart of downtown Gloucester. This iconic building has been lovingly restored to the highest standards inside and out. This 2 bedroom, 1 bath, approximately 1,095 square foot suite boasts floor to ceiling windows overlooking historic Main Street, the spectacular Gloucester City Hall and numerous beautiful and architecturally significant buildings. The City View Suite embodies a classic design combined with a modern layout, and an open floor-plan. The kitchen is first class in every way, boasting outstanding appliances, a large entertainment island with sink, custom granite counter tops and truly amazing views overlooking active and vibrant Main Street.
The price on this magnificent ocean view suite has be reduced to $1,430,000 from $1,625,000! The Penthouse at The Residences at 191 Main Street is an unparalleled opportunity to own a most spectacular part of Gloucester history. The Penthouse Suite is one of three completely unique and rare luxury condominium units, available now in this 1880 Pigeon Cove granite and brick landmark property in the heart of downtown Gloucester. This iconic building has been lovingly restored and renovated to the highest standards inside and out. The 3-bedroom, 2 full baths, approximately 2,500 square foot Penthouse Suite embodies a classic design combined with a modern layout, and an open floorplan featuring an enormous great room incorporating ancient wooden beams that reach 14 feet at the peak. The master bath is not to be missed. It is a “wet room” experience for the owners who will enjoy the warm water from the double rain head shower fixtures and the deep and oversized Queen Ann tub.
Gloucester is located in Massachusetts. Gloucester, Massachusetts has a population of 29,814. Gloucester is less family-centric than the surrounding county with 25.04% of the households containing married families with children. The county average for households married with children is 30.06%.
The median household income in Gloucester, Massachusetts is $82,984. The median household income for the surrounding county is $86,684 compared to the national median of $69,021. The median age of people living in Gloucester is 50.2 years.
The average high temperature in July is 79.9 degrees, with an average low temperature in January of 18.1 degrees. The average rainfall is approximately 49 inches per year, with 43.6 inches of snow per year.
