luxury real estate for sale Gloucester, United States

Perched atop desirable Boulder Top in Rockport, this spacious 3-4 bedroom home offers ocean views and a flexible floor plan designed for comfortable living. The open-concept kitchen, dining area, and family room feature soaring cathedral ceilings, a fireplace, and direct access to the backyard, creating an ideal space for everyday living and entertaining. The first floor also includes a den, half bath, and a private primary bedroom-suite with walk in closet. Upstairs, a generous sitting area is flanked by two bedrooms, each with its own en-suite full bathroom, providing comfort and privacy for family or guests. The finished lower level offers additional living space with a full bathroom, kitchenette, laundry area, workshop, storage, and utility room, making it ideal for extended family, hobbies, or recreation. Additional highlights include a two-car attached garage, a roof that is only four years old, and a heating system replaced in 2024. Enjoy the best of coastal living with ocean views in one of Rockport's sought after neighborhoods.

Spacious 2-bedroom, 2-bath condominium offering 1,885 square feet of thoughtfully designed living space. This home provides an almost one-level living experience, with just a few steps separating the main living areas from the bedrooms. The oversized kitchen flows seamlessly into the dining area and expansive living room, creating an ideal layout for both everyday living and entertaining. The living room features a cozy wood-burning fireplace, custom built-in bookshelves, soaring windows, and a large bay window that fills the space with natural light. Hardwood floors extend throughout the main living areas. Just five steps lead to the private bedroom wing, featuring a spacious primary suite with two walk-in closets and a beautifully renovated en-suite bath with a walk-in shower. A generous second bedroom, an additional full bath, and convenient in-unit laundry complete this level. A few additional steps lead to a versatile bonus room with direct access to the exclusive-use fenced yard. This flexible space is perfect for a mudroom, home office, fitness room, additional family room, guest space, or abundant storage. This condo offers generous living space, natural light, and exceptional versatility.

Charming one bedroom, one bathroom condo in the heart of downtown Rockport! This cozy second-floor unit offers 465 square feet of living space featuring a living room with a compact corner kitchen and decorative fireplace with mantel, a bedroom with a closet and decorative fireplace, and a full bath with a tub/shower combination. Enjoy the charm of two decorative fireplaces and an unbeatable location just moments from the beach, directly across from the Shalin Liu Performance Center, and surrounded by Rockport's galleries, shops, restaurants, and waterfront attractions. Convenient location to the commuter rail, making this the perfect year-round home, weekend getaway, or investment opportunity.

Well loved two-story home in a prime downtown Rockport location, just a short stroll to shops, restaurants, schools, and the commuter rail. The first floor offers a spacious kitchen with updated appliances, a large dining area, and a generous living room with a sliding door leading to the deck and large fenced backyard. A convenient half bath with first-floor laundry completes the main level. Upstairs you'll find two oversized bedrooms, a full bath, and pull-down attic access for additional storage. The second floor was added in the late 1990s and features quality 2x6 construction with engineered roof trusses, providing a well-built addition and the flexibility of no interior load-bearing walls. The full basement offers both interior and exterior access, providing ample storage or workspace. A wonderful opportunity to enjoy downtown living with plenty of indoor and outdoor space.

Enjoy easy coastal living in this charming two-level condominium ideally located across the street from Rockport Harbor and the Sandy Bay Yacht Club. This cozy home offers a wonderful blend of comfort, convenience, and seaside charm just moments from beaches, shops, galleries, and downtown Rockport’s vibrant waterfront scene. Inside, warm bamboo flooring flows throughout the inviting living spaces. The first level features a bright kitchen with an eat-at breakfast bar, open dining area, comfortable living room, and a convenient quarter bath. Upstairs, you’ll find two bedrooms and a full bathroom with in-unit laundry for everyday ease. Recent updates to the association’s pet policy now allow pets under 40 pounds, making this an even more welcoming opportunity for animal lovers. Additional highlights include parking for one car, extra storage, and reasonable monthly condo fees that cover water, sewer, master insurance, exterior maintenance, snow removal, and landscaping.

A 0.3 mile stroll to Old Garden Beach, an easy jaunt into downtown Rockport, and a backyard built for the season — this is summer on a peaceful cul-de-sac, in one of Cape Ann's most coveted beach neighborhoods. The four bedroom, three bathroom home centers on a private, landscaped third of an acre with a Gunite in-ground pool resurfaced in 2022, ready for years of summers. This home offers a true Rockport rarity: parking for a crowd, with room for five cars in the two driveways, plus the attached two-car garage. Inside, the sun-filled main level flows from the center-island kitchen through the dining room to a living room anchored by a wood stove for the off-season. Upstairs, the primary suite opens through glass doors onto its own newly rebuilt deck overlooking the pool; three more bedrooms and a full bath complete the level. The lower level adds a flexible bonus room with full bath — office, gym, or guest quarters — along with laundry, generous storage, and direct entry from the garage. Best of all, the big-ticket work is done: brand-new roof, central air with a brand-new condenser, freshly painted exterior. Unpack, swim, and be at the beach by breakfast.

A classic summer cottage with an enchanting farmhouse feel awaits you on prized Marmion Way. Seamlessly transformed from its historic 1920's roots into a sprawling 2400 SF year-round oasis, the home artfully blends seaside character with modern functionality. The inviting exterior features a timeless wrap-around porch/patio perfect for capturing crisp ocean breezes, set against a large lawn with granite outcroppings, mature gardens and peaks of the ocean. Inside, the spacious first floor is perfect for entertaining, punctuated by elegant coffered ceilings, classic built-in cabinetry & gleaming wood floors. With a versatile floor plan boasting 4 - 5 bedrooms and 2 1/2 baths, there is ample space for family and friends. New roof & furnace, whole house generator, freshly painted. Just steps to the sandy shores of Old Garden Beach and the vibrant heart of downtown Rockport with its many shops, restaurants, world class music, harbor and yacht club. This is authentic Rockport at its best!

A classic summer cottage with an enchanting farmhouse feel awaits you on prized Marmion Way. Seamlessly transformed from its historic 1920's roots into a sprawling 2400 SF year-round oasis, the home artfully blends seaside character with modern functionality. The inviting exterior features a timeless wrap-around porch/patio perfect for capturing crisp ocean breezes, set against a large lawn with granite outcroppings, mature gardens and peaks of the ocean. Inside, the spacious first floor is perfect for entertaining, punctuated by elegant coffered ceilings, classic built-in cabinetry & gleaming wood floors. With a versatile floor plan boasting 4 - 5 bedrooms and 2 1/2 baths, there is ample space for family and friends. New roof & furnace, whole house generator, freshly painted. Just steps to the sandy shores of Old Garden Beach and the vibrant heart of downtown Rockport with its many shops, restaurants, world class music, harbor and yacht club. This is authentic Rockport at its best!

Privacy abounds in this one-of-a-kind breath-taking hilltop contemporary sited on 16+ acres that boasts captivating ocean views and lush rolling lawns. An open floor plan integrates the spacious eat-in kitchen, formal dining area, and cozy family room. Expansive windows and ceilings flood the home with natural light. A living room with a bucolic fieldstone fireplace offers elegant entertaining space and a wraparound deck to enjoy outdoor living with sea breezes and panoramas of the treetops.This 4-bedroom 3-bath home features a generous primary suite with a private ocean view balcony and 3 remodeled bedrooms. Added highlights include a tasteful home office built into the historical stone tower and an attached two-car garage. With walking trails and beaches nearby and easy access to Rte. 128, this charming home nestled in the natural beauty of a private enclave presents a unique opportunity that's not to be missed.

Perched atop 8.58 private acres at one of Manchester's highest elevations, Ocean Ledge commands breathtaking distant ocean vistas and mesmerizing celestial views. This grand residence offers an exceptional sense of privacy and scale, perfectly positioned to capture both sunrise over the water and starlit evening skies.The estate is complemented by a charming carriage house featuring an apartment above a spacious three-car garage-ideal for guests, extended family, or additional income. Equestrian enthusiasts will appreciate the four-stall barn complete with tack room and paddock, while leisure amenities abound with a Har-Tru tennis court and a stunning 40-foot pool, creating a true resort-like setting. A rare opportunity to own an elevated coastal retreat that seamlessly blends elegance, recreation, and panoramic beauty.

Elegant Federal Colonial in the heart of the village, thoughtfully updated to honor its historic character while offering modern comfort. This exceptional residence features sun-drenched living spaces, wide pine floors, classic fireplaces, custom built-ins, and exquisite period details throughout. The renovated chef’s kitchen boasts granite countertops, a spacious center island, and French doors that open to a private brick patio and beautifully landscaped, level grounds. With five bedrooms, six baths, and versatile bonus areas, the home provides ample space for living, working, and entertaining. A charming detached barn and separate one-bedroom apartment offer ideal accommodations for guests, rental income, or multi-generational living. Rarely available in-town location just moments from shops, dining, the train, harbor, and the beach.

Summer Rental , Enjoy the best of coastal living at 14 Morse Court—available May 1. A perfect way to enjoy Manchester-by-the-Sea at its best—without the long-term commitment. This charming four bedroom, one and a half-bath single-family home offers the perfect opportunity to spend the summer in Manchester-by-the-Sea. Ideally located within walking distance to downtown, shops, restaurants, and nearby beaches, the home blends convenience with classic New England character. Inside, you’ll find warm hardwood floors, inviting living spaces, and abundant natural light throughout. The layout offers flexibility for both everyday living and entertaining. Outside, a fenced-in backyard with a patio creates a private setting ideal for relaxing or hosting. Ample off-street parking adds to the home’s appeal. A rare opportunity to enjoy summer in one of the North Shore’s most sought-after coastal communities.

Seaway is an exceptional coastal estate located in desirable Manchester, just 45 minutes north of Boston. Set on nearly an acre with sweeping views of the Atlantic, this grand Colonial Revival home has been masterfully restored by renowned architectural firm Carpenter & MacNeille. The residence offers a combination of classic New England charm & refined modern living. Elegant formal spaces flow seamlessly into a custom chef's kitchen with AGA range & light-filled gathering rooms, designed for comfort & entertaining. A luxurious primary suite features ocean views, spa-style bath, dressing areas, & morning bar/kitchenette. There are 5 additional ensuite bedrooms and & 3-bay carriage house. Outdoors, manicured gardens, stone terraces, & a pool create an idyllic setting for relaxation. Seaway has private deeded access to Singing Beach, is moments to the village shops, & direct train access to Boston. An opportunity to own one of the North Shore's most iconic seaside homes.

Nestled at the end of a private cul-de-sac road in picturesque Manchester-by-the-Sea, this casually elegant four-bedroom home offers the best of both worlds as an alluring private oasis not too far from the Village. The kitchen area is pristine, bright, and airy, leading to a family room and dining area, flowing openly throughout the living and dining spaces. Other features include a charming office, large mudroom area, bonus room above the garage, and finished basement for all to enjoy. The home creates the ideal setting for lazy, sun-filled breakfasts, family time, and sunset cocktail hours on the outdoor rooftop deck or patio. The chef’s kitchen is equipped with a full Thermador package, including a double-door stainless refrigerator, dual-oven gas range, dishwasher, microwave and perfectly spaced area for a cocktail refrigerator, making cooking at home a zen experience. Carefully designed to accommodate guests and family throughout. A perfect gem in Manchester-by-the-Sea!

Privately set on over an acre in one of Manchester-by-the-Sea’s most sought-after coastal neighborhoods, 3 Proctor offers convenience located just 0.4 miles from Singing Beach and moments from the Village’s shops and dining. Thoughtfully designed for both grand entertaining and everyday comfort, the home showcases expansive living areas, soaring vaulted ceilings, and dramatic floor-to-ceiling windows that bathe the interiors in natural light. Multiple fireplaces add warmth and character throughout. Recent improvements include beautifully refinished hardwood floors, fresh interior paint, and enhanced landscaping, ensuring a move-in-ready experience. The flexible floor plan features five bedrooms, highlighted by a generous primary suite and a private guest suite above the garage with its own entrance—ideal for extended stays or visiting guests. Coastal living, Reimagined.

Set privately within Manchester-by-the-Sea’s coveted Woodholm neighborhood, this distinctive custom estate blends timeless neoclassical architecture with contemporary living. Surrounded by mature landscaping and beautifully designed outdoor spaces, the property offers exceptional privacy while remaining moments from downtown, Singing Beach, and commuter routes. A dramatic entry opens to expansive living spaces filled with natural light, oversized windows, elegant millwork, and seamless indoor-outdoor flow. The thoughtfully designed floor plan features multiple gathering spaces including a sun-filled great room, formal dining room, spacious family room with fireplace, and an open-concept kitchen with center island, stone countertops, stainless appliances, and casual dining area. Exceptional outdoor spaces include stone patios, reflection pool, mature plantings & gardens, manicured grounds, and an expansive rooftop deck ideal for entertaining or relaxing.

Design your dream home, complete w/sewage disposal system plan, perc test, topography survey and subdivision plan approvals. 1.8 acres of land surround a quiet street on Orchard Lane. Nature-ensconced proposed 4 bedroom home site promising coveted summer simplicity by way of a remote location, all in Manchester By The Sea. Close proximity and conveniently located to commuter rail, Village, harbor, beaches, shops and restaurants.

Welcome to 2 Spingler Drive, set privately on nine acres of vast rolling pastures and beautifully landscaped grounds. This exceptional shingle style home blends timeless craftsmanship with modern luxury. The main level affords effortless entertaining with a newly updated, well-equipped chefs' kitchen. Dine al fresco on the porch overlooking acres of rolling pastures, sounds of the koi pond and views of spectacular, manicured gardens. The first-floor open concept design boasts two beautiful and efficient gas fireplaces in both the oversized living rooms and another upstairs in the master suite. This home is truly an equestrian paradise with its five-stall barn, heated tack room, hay loft, run-in sheds, frost free hydrants, and a gorgeous riding arena with GGT footing. All located directly on the trail system and just a 20-minute hack to Myopia! Detached carriage barn has four garage bays and a fully finished space above - perfect for a game room, yoga studio or anything that suits your needs

NEW CONSTRUCTION town home on scenic Ipswich road. This end unit with no shared walls offers 4 bed, 3 bath + 2 car garage in luxury development. Main level features designer kitchen with upgraded cabinets, quartz countertops and SS appliances. Open concept living and dining room with hardwood floors, gas FP and slider leading out to composite deck and exclusive use yard. Study, full bath and bonus bed, family or play room complete 1st floor and offers single level living potential. Master suite with tiled shower, double vanity and walk in closed, two additional well sized bedrooms and full guest bath on 2nd floor. Laundry room with sink and cabinetry offers convenience. Walk out basement with finish potential and pull down attic for ample storage space. Private driveway, fenced yd, AC, energy effec. insulation and heating, and more in this stunning home convenient to train, town, schools and trails w. Crane's Beach sticker/access. Days on market reflect construction stage.