Homes for Sale in Gloucester

Killybracken is an enchanting oceanfront estate built in the Arts and Crafts style surrounded by sprawling lawns and lush perennial gardens. First built in 1927, the entire compound has undergone a painstaking renovation seamlessly blending its vintage architecture with effortless contemporary living and entertaining spaces. The estate features an historical main residence, pool house, guest cottage and garage crafted with antique woods, locally quarried granite and other natural stone finishes. The pool house, with its all-season indoor/outdoor pool, offers additional living and entertaining spaces as well as an 8-person spa and steam room. This secluded, self-sufficient manor is rooted in beauty and strength. It's sited on one of the easternmost points of land in the continental US, yet accessible to major urban centers by land, air and sea. Killybracken offers the singular experience of feeling both home and away in a breathtaking setting available for ownership.

With commanding 180º views of the rocky coastline between Good Harbor and Long Beach, this striking 5 BR/3.5 BA contemporary/colonial offers a blend of elegance and the simple pleasures of life by the sea. Unobstructed, due east, open ocean views allow one to see the sunrise, Twin Lights and watercraft as well as frolicking whales and seals, all from the privacy of two wrap around decks. The main floor family room is located off the kitchen and can accommodate family BBQs as well as elegant catered affairs.  The spacious dining room flows seamlessly into the living room, both with coffered ceilings and a shared fireplace that elegantly connects them. Upstairs, you will find 4 guest bedrooms, one ensuite, 2 with sliding doors to the deck, and the primary suite, with it’s own bath and deck access. Plenty of parking and access to Long Beach for surfing, sunning and shelling. Imagine stargazing into the night sky or being lulled to sleep by the sound of the ocean. This is life on Cape Ann.

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.

Sought after Eastern Point. This stunning property offers panoramic ocean views from a luxurious residence. On over an acre, the setting is spectacular, and professional landscaping provides privacy and a calming connection to nature. Architect designed and custom built in 2017, this home offers every amenity with an understated elegance. It was custom built from the finest materials and craftsmanship, cannot be replicated at this price, and must be seen to fully appreciate the quality throughout. Great thought was given to creating a home offering indoor and outdoor entertaining on a grand scale, as well as long-term flexibility including an elevator, and generous quarters for guests, in-laws, au-pair or live-in care. If you have ever dreamed of living by the ocean, 41 Farrington Avenue offers you the seaside lifestyle you’ve longed for with deeded access to private Brace Cove beach.

One of the most iconic locations on Gloucester’s back shore located 30 seconds from Good Harbor Beach at the start of beautiful Atlantic Road, part of the Essex Coastal Scenic Byway. This oceanfront c1900 residence has unobstructed water views of the rugged coast that lines the east side of Gloucester. Idyllically situated above the water, this quintessential, Shingle-style, 8-bedroom home has a casual elegance accentuated by many historical details. The fir floors, original light fixtures, dentil moldings, leaded glass windows, elevator, and an exquisite wrap around covered porch facing the ocean remain unspoiled. Containing 4,800 square feet of living on three levels, the home has gracious size rooms, most with ocean views, and high ceilings. The landscaped grounds slope gently towards the water with natural rock outcroppings and robust coastal gardens. 7 Bass Rocks Road is a perfect place to entertain, enjoy al fresco dining and savor the salt air. Closing after 10/15/22.

Extraordinary beachfront property on the private Coffins Beach with sweeping views over a one mile stretch of sand and the bold Atlantic Ocean. This shingle-style residence is set atop a dune and enjoys the sounds and smell of the sea. The home features five bedrooms, two-and-one-half bathrooms and generous space for entertaining and oceanfront living. A beachfront property with fabulous views, where you can appreciate the beauty and splendor of both Coffin & Wingaersheek beach kayaking, swimming, and dramatic sunsets. A rare opportunity to own a magnificent beachfront home located in the gated community of Wingaersheek Beach in Gloucester, prized for its quiet privacy, unspoiled charm, and sweeping views, and abutting conservation land.

Paradise found! With captivating 180-degree views of the Atlantic Ocean, this three-bedroom home is a true gem. In an incredible location nestled amongst the dunes, this house boasts gorgeous unobstructed panorama and access to Coffin's Beach, a beautiful white sandy beach on Ipswich Bay. This contemporary ranch offers a spacious living area that spills onto the large deck for ultimate entertaining in the summer after a day at the private beach just steps over the dune path. The newly updated kitchen provides ample space and opens up to the dining area housing sliding doors allowing the perfect flow for indoor or outdoor dining. In true beach house style, this is single level living at its finest. The main level offers two bedrooms including the primary suite which has its own full bath and access to the beachfront deck. Perfect for guests, a bedroom, newly renovated full bath and family room make up the lower level. The 3/4 acre beautifully landscaped lot houses a two-car garage.

No unaccompanied appts. Nestled in a desirable enclave of Annisquam village, this newly renovated contemporary home makes maximum use of its idyllic setting with an open floor plan framed by floor to ceiling windows. The luxurious interior includes 1st floor kitchen with quartz counter island, custom cabinets and wet bar, and curved window seat; dining area with granite wood-burning fireplace and beamed ceiling open to 2nd floor; and family room opening to patio. The 2nd floor has an expansive primary suite with custom shower and two bedrooms with full baths, and a 3rd floor has two more bedrooms opening to private deck. Step outside and enjoy warm stone patios, gas firepit, and coastal perennial gardens and lawns bounded by custom-cut granite walls. A summer getaway or year-round residence, the home is moments from Annisquam Yacht Club, and colorful downtown Gloucester, just 50 minutes from Boston and Logan Airport. Attached spacious 1.5 car garage and parking for up to 8 cars.

Offering an idyllic anchorage in the heart of Annisquam, this classic home sits on 22,200 sf of land within steps of Annisquam Yacht Club and private Cambridge Beach. The property embodies the timeless charms of classic architecture overlooking sweeping river views, reflecting its gracious surroundings. Hardwood floors accented by custom built-ins and windows framing painterly vistas on all sides; inviting and spacious with potential for one-level living; light-filled interior rooms open onto sunny decks, patios, and gardens. An attached two-car garage and four-car paved flat driveway offer valuable off-street parking for six cars. With Cambridge Beach and Annisquam Village Center just steps away, this prime village location makes this the perfect weekend, seasonal, or year-round retreat. By appointment only - accompanied showings. Pre-approval required at time of request for showing.Open Houses Saturday (4/30) and Sunday (5/1) 9am-12pm. Offer due on Tuesday 5/3 at 3:00pm.

Delight in amazing sunsets on the Annisquam estuary! No detail was left untouched in this impressive 3 bed, 5.5 bath waterfront retreat. The wide-open main floor houses a custom chef's kitchen with monogram appliances, living room adorned with an abundance of chic windows accentuating the180° views of the river, and a gorgeous guest suite. Sliders off of the living room and kitchen open to the deck perfect for al fresco dining and just one step from the outdoor kitchen a griller's paradise. The second level primary enjoys two en-suite bathrooms. From the quartz countertops in the kitchen and intricate tile work in the bathrooms to the gorgeous white oak floors and beautiful wall treatments the quality of decor is undeniable. Head down to the lower level for the epitome of entertainment complete with 5 seat bar, gaming area, temperature-controlled wine cellar and walkout to the patio to again enjoy Gloucester's bustling waterway. Enjoy breathtaking views from every level!

Withdrawn until March. Distinct contemporary home with unsurpassed panoramic over-dune views of Wingaersheek Beach, Annisquam River and the historic Annisquam Yacht Club. This home is beautifully updated throughout. Oversized walls of glass frame the spectacular views offering an ever changing vista to enjoy all seasons. The main living level affords open concept living, conducive for family gatherings at the beach. Oversized living room with two seating areas, Morso wood stove, and gracious dining room. The kitchen has sleek white cabinetry, integrated Bosch appliances, caesarstone counters, two dishwashers, center island with waterfall, and separate built in drinks closet. Multiple skylights bathe this level with light. Two bedrooms and bath complete this level. The first floor includes two oversized bedrooms, deluxe bathroom with glass shower and double vanity. A spacious family room with unobstructed dune and water views and bedroom/home office with built-in cabinetry. See notes.

Annisquam! This elegant water view home has been thoroughly and thoughtfully renovated by the award-winning builders Carpenter and MacNeille. Located in the heart of highly prized Rockholm, 15 Norrock Road is a short stroll from private Lighthouse Beach. The two story living room has a wall of windows, gas fireplace and built-in bookcases. The new chef's kitchen is a work of art, with stainless steel Thermador appliances, Blue River granite counters and island. The first floor primary bedroom has walk-in closet and lush bathroom. Upstairs, a lovely seating area overlooks the living room, two well-apportioned bedrooms and full bath completes this floor. The mudroom features exquisite custom cabinetry and separate laundry room. The oversized garage has work area. Above the garage is a fourth bedroom with bath. A large, private deck overlooks the lush landscaping. The grounds are complete with stone walls, paths, bluestone terrace and outdoor shower. Full basement with excellent storage.