Homes for Sale in Gloucester

Killybracken, an enchanting estate with expansive lawns and lush, perennial gardens, ensures absolute and self-sufficient privacy while enjoying stunning panoramic ocean views. The compound features an historic main residence, pool house, guest cottage, detached two car garage all built with the finest attention to detail. This estate is rooted in beauty and strength. Behind the high-quality craftsmanship of gorgeous granite, antique woods, and other natural stone finishes. First built in 1927 in the Arts and Crafts Style, the entire compound has undergone a painstaking and thorough renovation, making it ideal for modern entertaining. The pool house with its all-season, indoor-outdoor pool is a true gem, offering additional living and entertaining space as well as an 8-person spa and steam room.This magnificent manor is secluded on one of the most eastern points of land in the continental United States yet has convenient links to Boston and can be easily reached by land, air and sea.

This oceanfront estate looks out over the Atlantic to the Twin Lights and beyond. Situated on 1.09 acres between the Atlantic and the Bass Rocks Golf course the property is 1 mile from Eastern Point and Braces Cove. A dramatic entrance with marble flooring, soaring ceilings and a winding staircase leads to ocean facing living and dining rooms and sumptuous primary bedroom with 2 walk-in closets, deep soaking tub and of course lush views. A few special features include a first-floor bedroom suite, attached 3-car garage with oversize bays, wine cellar and tasting room, custom kitchen with Cherry cabinetry and breakfast room, and state of the art systems throughout. The spectacular grounds are landscaped with flowering shrubs and plantings and include several outdoor living spaces to soak up the sun and sea breeze. Close to Boston, this oceanfront oasis is near world-renowned beaches, art colony at Rocky Neck, and amazing restaurants where the seafood is fresh off the boat.

HIGH ROCK-.An iconic Beachfront/Oceanfront year-round Contemporary, prominently set on the landmark pinnacle of Brier Neck and overlooking the pristine sands of Long Beach.Enjoy the best of both worlds surrounded by incomparable ocean frontage and private walkway to a world-class sandy beach.Wrap-around walls of glass magnify the expansive panoramic views of the Atlantic Ocean,Twin Lights, and sweeping coastline.This newly renovated, custom designed chef's kitchen is thoughtfully equipped with all new high end appliances, a large center island, fireplace and indoor grilling all with ocean views.A glass atrium protrudes out over the beach side of the house and a wrap around deck connects to the ocean side. The luxurious Master suite boasts a state-of-the-art custom spa bath, fireplace, a private balcony and commanding ocean views .Each additional bedrooms has its own unique water view. Enjoy private access to one of the most beautiful sandy beaches on the East Coast.

Once in a lifetime opportunity, steps from the beach! 54 Adams Hill Road, affectionally named Stonepatch Cottage evokes the spirit of Annisquam. The property overlooks the sandy shores of Cambridge Beach and has envious views of Wingaersheek Beach and Ipswich Bay. This shingle style home is being offered for the first time in nearly a century. The classic appointments of this summer cottage bring to life a simpler time where memories are made and cherished for a lifetime. The living room faces the beach and Ipswich Bay and features a wood-burning fireplace, screened porch and natural wood walls. A well equipped eat-in kitchen is where meals will be created by multi-generational cooks and their helpers! A large bedroom, full bath and laundry complete the first floor. Upstairs finds the primary bedroom with half bath and walk-in closet. Large guest bedroom. Walk-up attic with expansion possibilities. Short stroll to the Old Wharf Lot, the Village and Annisquam Yacht Club.

Annisquam River Front. You will find this property nestled in a private cove with breathtaking views. Just a short boat ride from your brand new Tidal Dock and Ramp to Spectacular Wingaersheek Beach. A very rare find, completely renovated (Completed 2020) and reimagined coastal residence.

28 Eastern Point Boulevard was originally part of the Overlook estate formerly owned by Thomas G. Wonson on Eastern Point, one of the most sought-after locations in Gloucester. This stunning property offers panoramic views of Gloucester Harbor, Ten Pound Island and the city’s skyline. The sunsets are breathtaking and there isn’t a better spot to watch Gloucester’s fireworks. Between private deeded Brace Cove and Niles Beach, and minutes from Eastern Point Yacht Club, the location is spectacular. Enjoy swimming, kayaking, windsurfing or paddle boarding right across the street. Eastern Point is also a renowned destination for bird lovers to study and enjoy migratory birds. The existing modest Cape is being sold “as-is”. The homeowners have most underground utilities in place and plans for a 4,000+/- square foot home they’re happy to share, or you could design and build the home of your dreams.

With its elegant, turn-of-the-century roots and Old World-quality construction, this beautifully updated grand Victorian two-family property oozes character and offers every amenity and endless versatility in a prime oceanfront location in the heart of the Back Shore. Moments from all the reasons to live on the North Shore’s most compelling coastline—iconic Good Harbor Beach, Bass Rocks Golf & Tennis Club, Bass Rocks Swim Club, colorful Rocky Neck, Eastern Point Yacht Club, historic Gloucester with its storied seaport and burgeoning cultural and dining scene—the home offers 6 bedrooms, 5 full and 2 half bathrooms, and an open floor plan that flows like the sea breeze, making the most of the home’s spectacular setting and offering sweeping ocean views from most rooms. A sprawling veranda that wraps around the front of the home is an irresistible invitation to sit and soak in the views and sea air, or the perfect stage for entertaining or family gatherings.

WELCOME TO BRIER CLIFF BY THE BEACH - SIX LUXURY TOWNHOMES JUST STEPS TO THE SAND & SURF OF GOOD HARBOR BEACH! Unit 43B will be ready for late November move-in. This sunny duplex features abundant outdoor living with 2 exclusive use patios and a yard. There is an oversize garage for 2 cars plus storage as well as two outdoor parking spaces and an upgrade option for additional parking. The first floor boasts a sunny, open floor plan, kitchen w/ SS appliances, gas range, shaker cabinets with quartz countertops & large pantry, a dining area leading to a covered balcony, a living room with gas fireplace & a half bath. The second floor offers two spacious bedrooms, each with walk-in closet & full bath, plus a laundry room. Finished bonus room leads to LL patio and offers perfect flex space for a guest bedroom, family room, office or gym. Enjoy life by the beach all year long with easy access to downtown Gloucester and the highway!

One of the most expansive views of Gloucester Harbor! This fully furnished waterfront penthouse condo is a showstopper and must see! The floor plan is open concept with a granite & stainless Kitchen, 2 Bedrooms and 2 full Baths. Hardwood floors & recessed lighting throughout, with vaulted ceilings, bay windows & 2 large sliding glass doors to the private, newly expanded, composite deck. Washer/Dryer in unit, extra storage in Basement. Plenty of common parking. Located in East Gloucester, Pirates Lane Condo Complex is steeped in charm, overlooks Smith's Cove and the working harbor and has been a safe haven for artists, boaters, and full-time residents for years. Common fenced in back yard with shared gas grill and fire pit. Walk to Historic Rocky Neck, art galleries, marinas, Niles beach, Gloucester Stage Company and fantastic restaurants. Good Harbor beach and Bass Rocks Gold Club are just minutes away. The sunsets over Gloucester Harbor are captivating!

Perched high above the Annisquam River, this multi lot property offers the potential for an exceptional opportunity to develop what might be one of the last parcels on Riverview Road. A preliminary survey of subdivision (dated August 2021) into two properties exists with the siting of a potential additional 50 X 30 foot structure on the lower lot. Lot 1 with the existing open concept residence (a treetop leafy oasis) consists of a 11,250 sf parcel and Lot 2 which borders a ROW to the Annisquam River, is undeveloped and consists of 12,752 sf. Buyers to perform all due diligence relative to lot division and permitting which will be the Buyers responsibility. The spacious/solid Post & Beam home awaits your finishing touches. The flexible floor plan allows for a variety of room uses. Level 1 flooring is prepared with AdvanTech underlayment; new maple flooring materials are on-site and are ready for Buyers installation. Seasonal peeks of the river from varying topography.

Wow, nine (9) acres of land in beautiful Lanesville steps to Plum Cove Beach. There are endless possibilities for this property. The original Circa 1860 Farmhouse with craftsmanship, fir floors, wainscoting, moldings. New roof in 2020, needs updating and restoration, currently rented, limited access to the house. There are two roomy bedrooms on the second floor, and one small twin bed size room. First showings are for the land only. There is 136 feet of frontage, a side lot 10' Right of Way, depth is approximately 1,095 linear feet. Zoning is mixed R20 and R80, some wetlands on the premises. Elevated areas do have ocean views. Please see attached surveys. Horses, livestock, lot split, subdivision possibilities.

RARE GLOUCESTER OFFERING located in desirable Riverdale near Babson Reservoir & Dogtown Commons & acres of hiking/biking trails. Current owners have transformed this home through the years. Multi Family living with Single Family feel. Property offers 2 houses on 1 lot, in addition to an In-law suite w/ full bath in the main house. Nestled on just over 18,000 sq ft halfway between the Beeman Elementary & O'Maley Middle Schools. Any cook will enjoy the kitchen with plenty of storage & counter workspace, and sliders leading to large deck overlooking a lush back yard. Spacious master bedroom with master bath. Two more bedrooms and room to expand into the 3rd floor with a walk-up attic. All this plus an adorable 1 level, 1 bedroom cottage with gas fireplace. This home has so many options for extended family in-laws & rental potential. Full basement with usable storage for all the requisite beach toys! Parking at least 10 cars with three separate driveways for each of the living spaces.