luxury properties for sale Gloucester, United States

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.

OPEN HOUSES SATURDAY (8/29) & SUNDAY (8/30) CANCELLED , Set in a peaceful, established Ipswich neighborhood, 4 Heard Drive offers a thoughtfully designed layout with 4 bedrooms, 1.5 baths, and a 1-car garage. The side entry opens directly into the kitchen, featuring a center island, granite countertops, cherry cabinetry, and stainless steel appliances. The first floor includes a cozy den, spacious living room flowing into the dining room, and a welcoming foyer with access to the front staircase. Upstairs, four generously sized bedrooms share a full bath, providing ample space and flexibility for everyday living. Outside, the tree-lined backyard abuts privately protected land, while Kimball Brook runs alongside the property, creating a picturesque natural backdrop and added privacy. A backyard deck offers an ideal setting for grilling, entertaining, and enjoying the peaceful surroundings. Thoughtful improvements, including updated electrical, roof, and heating system, add further appeal. Conveniently located near downtown Ipswich, local shops and restaurants, the commuter rail, Appleton Farms, Willowdale State Forest, Pavilion Beach, and Crane Beach, this home offers an ideal combination of comfortable living, privacy, natural beauty, and access to all that Ipswich has to offer.

Privately sited on four magnificent acres, this extraordinary estate presents a rare combination of architectural distinction, impressive scale, and refined luxury. The residence artfully blends the timeless elegance of Greek Revival design with authentic Dutch Colonial character, creating a home of remarkable presence and enduring appeal. At its heart, a breathtaking two-story great room commands attention with a soaring stone fireplace and dramatic proportions, flowing effortlessly into an elegant bar and sunroom designed for memorable entertaining. The newly reimagined chef’s kitchen pairs sophisticated design with premium appliances, while beautifully appointed formal living and dining rooms showcase rich hardwood floors, intricate crown moldings, and exceptional craftsmanship throughout. A sun-filled screened porch captures coveted southern exposure, offering an idyllic setting for relaxed afternoons and intimate gatherings. Beyond, a private study overlooks the resort-inspired pool and year-round guest house, creating a serene connection between the home’s gracious interiors and its beautifully landscaped grounds. The upper level is anchored by an exceptional primary retreat featuring a bespoke spa-inspired bath and expansive dressing room, accompanied by additional bedrooms and a private guest suite. The finished lower level provides generous recreation and guest accommodations, while a separate two-bedroom in-law residence with a fire-placed living room offers exceptional versatility and privacy. Outside, mature specimen landscaping, handsome stonework, a charming gazebo, and thoughtfully designed grounds create a picturesque estate setting. New irrigation, a whole-home generator, and an extraordinary seven garage bays further distinguish this singular property—an exceptional offering created for sophisticated living, grand-scale entertaining, and an unparalleled sense of retreat.

A Rare Opportunity in the Heart of South Hamilton: Set on an exceptional ¾-acre lot in the heart of downtown South Hamilton, this distinctive four-bedroom shingle-style home offers a rare combination of character, location, land, and tremendous potential. Just minutes from the Winthrop School and Hamilton train station, the property provides the convenience of in-town living while offering an expansive and private setting.The home retains the charm and character of a classic New England property, highlighted by a welcoming front porch, a beautiful rear porch, hardwood floors, abundant windows, and a flexible floor plan ready for its next chapter. Surrounded by mature trees and established gardens, the property has a wonderful sense of privacy and an inviting connection to the outdoors. Adding to its appeal is a charming old barn with endless possibilities—ideal for a workshop, studio, storage, hobby space, or a future creative vision, subject to approvals. The generous lot provides ample space to enhance, renovate and thoughtfully reimagine this classic home. This property, with its shingle-style architecture, front and back porches and undeniable potential, offers possibilities that are increasingly difficult to find in Hamilton. Whether you are a developer or home buyer, this prime in-town location, with its substantial lot and timeless character, presents a rare opportunity to create a dream home.

Discover oceanfront quintessential island living in this newer constructed shingle style home, thoughtfully designed from the ground up to honor the storied architectural heritage of the New England coast while delivering every comfort the modern household demands. From the moment you arrive, the home's classic cedar-shingled façade and welcoming front porch communicate a sense of permanence and grace. It is a home that feels as though it has always belonged on this stretch of Plum Island shoreline. This home offers the most spectacular sunrises and sunsets. Waterviews are admired from every room. Every room tells the same story, thoughtful design, premium craft, and an abiding respect for the islands setting that surrounds it. The front and primary porches offer up a place for morning coffee, afternoon reading, and the simple pleasure of watching the world drift by at an island pace. Plum Island and this home is not just an address, it is a way of living a lifestyle.

Set high on nearly an acre in one of Marblehead Neck's most prestigious locations, this exceptional Colonial captures sweeping views of Marblehead Harbor while offering privacy, elegance, and timeless architectural appeal. A circular driveway and extraordinary landscaping introduce beautifully curated living spaces where a top-to-bottom renovation has seamlessly blended classic architectural detail with superior designer finishes throughout. From Belgium bluestone flooring to German imported glass on the bar, every detail was thoughtfully selected to the highest standard. Rich wood detailing, crisp moldings, soaring ceilings, and expansive windows frame harbor views and fill the home with natural light. Grandly scaled rooms open effortlessly to a wraparound porch, deck, and bluestone patios. A stunning pool and hot tub are perfectly positioned beside an expansive flat lawn — creating an exceptional private setting for relaxation and entertaining.

Built for Reuben and Grace Ropes, who according to her journal began housekeeping here on June 29, 1895. The house remained in the family until 2012, when it was exhaustively restored, new systems, plumbing, and electrics, while keeping its nostalgic soul. Set on a gentle knoll overlooking landscaped grounds, this traditional home suits how we live today, with rooms opening into one another and a circular first-floor flow at ease with family or enjoyed quietly. Upstairs are three bedrooms, a hall bath, and a primary suite with its bedroom in the tower bay window and a dressing room to the ensuite bath. The third-floor office offers water views and privacy. Outside, the grounds feel more expansive than their manageable half acre. The rear deck, ringed by river birches, suits entertaining, and a wild-life protected kitchen garden invites you to grow herbs and vegetables. A detached two-car garage with storage shed adds practicality, while the basement and attic, both easily reached by proper stairs, offer unusually accessible storage. Set in a pastoral setting, yet just minutes from the water, downtown Salem, the PEM, and the train station.

Ideally located on one of Marblehead’s most sought-after streets, this beautifully updated 1880 Colonial offers the quintessential walkable coastal lifestyle. Just moments from parks, the waterfront, restaurants, shops, and all that downtown Marblehead has to offer, the home seamlessly blends historic character with modern comfort. Original details, including beamed ceilings and a wood-burning fireplace, create warmth and charm throughout. The renovated kitchen features stone countertops, stainless steel appliances, a spacious dining area, and direct access to a covered porch overlooking the backyard. A flexible first-floor den, office, or bedroom and full bath provide added versatility. Upstairs are three generous bedrooms, a full bath, and laundry. The finished lower level includes a family room, bedroom, full bath, and exceptional storage. Recent improvements include an oversized heated garage with expansion potential, plus updated heating, roof, and siding.

A rare offering in Newburyport’s beloved South End, the historic Margaret Atwood House has stood proudly on this Joppa corner since 1810. Impeccably preserved & owned by the same family for 50+ years, this stately 3-unit residence offers 5BR, 5 baths & 4,730 sq. ft. of living space (5,840 incl. finished lower level), with exceptional flexibility: live in one unit while generating rental income, retain as a multi-family, pursue the groundwork begun for condo conversion, or restore it as a grand single-family home with private extended-family quarters. Set high above the city, an expansive rooftop deck shared by 2 units captures sweeping views over downtown, South Church, Newburyport Harbor & Plum Island Sound. Updated with modern systems & AC throughout, yet rich in soaring ceilings & preserved period detail, this is history without compromise - and an increasingly rare opportunity to own a true 3+ unit property in the heart of Newburyport.

Designed for the way people love to live today, this beautifully renovated Colonial is filled with bright, open spaces that invite everyone to gather. The stunning cathedral ceiling living room steals the show with exposed beams, a gas fireplace, and abundant natural light, while an inviting layout creates an easy connection to the kitchen, family room, and patio. Whether hosting holiday dinners, game nights, or summer cookouts, every space encourages people to come together. The renovated kitchen pairs timeless style with everyday function, offering quartz countertops, a large island, stainless steel appliances, a wine fridge, and abundant cabinetry. A second fireplace anchors the dining room, while the spacious family room opens directly to the backyard, extending your living space outdoors. The first-floor primary bedroom offers everyday convenience, complemented by three additional bedrooms and two beautifully renovated full baths. Set on over an acre, the backyard offers room to entertain or unwind with a patio, fire pit, hot tub, garden area, storage shed, and a seasonal pond that attracts ducks in the spring and becomes a natural ice rink in the winter. Recent improvements include a new roof, solar panels, central air, renovated kitchen and baths, hardwood flooring throughout much of the home, and more. This is a home that feels as impressive as it is welcoming, offering space to entertain, room to grow, and a setting you'll enjoy in every season. Thoughtfully updated, exceptionally inviting, and ready for its next chapter, this is a home you'll want to experience in person.