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.

This delightful water-view Pigeon Cove gem is located a short distance to Pigeon Cove Harbor, wood land paths, quarries, and the Atlantic walk-way. This lovely and well maintained 3-4 bedroom home offers coziness and charm! The spacious living room has large picture windows with ocean views and beautiful views of the granite walled back yard and is the perfect place to relax and unwind. Also featured are gleaming wood floor, built-in shelving and a wood burning fireplace. On the first level of this home is an efficient kitchen with updated appliances which is open to the dining room with glass doors giving access to a large deck overlooking the private gardens. There is a first floor office and convenient half bath. The 2nd floor includes 3 bedrooms and a full bath with ocean views from the primary bedroom. The lower level has an additional bedroom or family room with another half bath, a utility and a laundry room and access to the yard. The back yard features a beautiful granite wall, landscaped garden and is the perfect place to enjoy the tranquility of your own private retreat!

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 Little Essex Gem with Room to Make It Your Own Tucked into a peaceful “no-through road” just minutes from the heart of Essex, this inviting ranch offers the kind of single-level living that is increasingly hard to find—with a few delightful surprises along the way. Set on approximately 0.24 acres, the property offers a wonderfully manageable footprint, a comfortable floor plan, and a location that puts Essex Elementary School and the village center conveniently within reach. Inside, the home offers six rooms, including two bedrooms, a spacious living room, kitchen, and sunny three-season-style sunroom. A versatile third room—used as a primary bedroom—could easily serve as a home office, den, guest space, studio, or hobby room depending on your needs. Hardwood floors add warmth and character to both bedrooms and the living room, while the sunroom offers an inviting connection to the outdoors. And then there is the heated and insulated detached two-car garage with attic space —a true bonus for Essex. With 220-volt electrical service, it offers far more than a place to park: think workshop, storage for boats and bikes, creative studio, or simply an enviable amount of space for cars and gear. The unofficial property record card identifies the home as a 1,208-square-foot ranch with two bedrooms and one full bath, built in 1959, with forced hot-air heating and an asphalt-shingle roof. There is something wonderfully uncomplicated about this property: one-floor living, hardwood floors, flexible rooms, a serious garage, and a location that keeps you close to everything that makes Essex special. Whether you're looking for a first home, a downsizing opportunity, a weekend escape, or a place to put your own stamp on, this home offers an appealing opportunity in one of the North Shore's most charming communities.

Ocean Lodge NEW PRICE! $3,695,000:One of the North Shore's most distinctive private family estates. Distant hilltop views; traditional classic home on 8,058 private, but manageable acres. Tennis, pool, stable/paddock, 3-car heated garage/ guest apt., FAA designated heliport. Adjacent to Essex County Club golf course & miles of nature trails. Wildlife pond & active beaver lodges. Minutes from village, beaches, harbor, train. Top-ranked schools. 6 BR/8bath. New owner may wish to continue existing updates. Furnishings & golf cart negotiable. Shown by Appointment only. 24 hour property surveilance.

Sense of place is the initial impression one ascribes of 23 Ocean Street in Manchester-by-the-Sea. This spectacular Contemporary home could easily be sited on the rugged Northern California coast, yet here we are on the refined North Shore of Boston. The property overlooks White Beach, the coastal marshes spreading toward Black Beach and the open Atlantic Ocean. The elevated position above the shoreline ensures privacy and enhances the rhythm of the sea. The great room has cathedral ceilings, fireplace, bookcases and walls of glass that frame the ever-changing views. Sliders lead out to magnificent multi-level decks that provide sublime entertaining spaces. The kitchen features contemporary white cabinetry, high-end appliances (Thermador, SubZero, Meile). The primary suite has luxe bathroom, fireplace and a home office in the tower. How cool! An intimate library, two additional bedrooms, one en-suite rounds out this level. First level bonus room with bath, two car garage & gardens.

Set along the inner harbor in prestigious Manchester, this rare waterfront estate offering over 4 acres of exceptional privacy, sweeping coastal views, and direct harbor access from a private dock. Beyond the gated entrance, the property unfolds into beautifully landscaped grounds for both grand-scale entertaining and quiet retreat, complete with a heated in-ground pool, tennis court, and multiple terraces positioned to capture breathtaking sunsets over the water. The residence blends timeless architecture with refined comfort across approximately 8,000 square feet of living space. Expansive rooms filled with natural light framed by stunning water views, while thoughtful details and elegant finishes create a sense of understated luxury throughout. The fully finished lower level features a wet bar, Spa-inspired sauna area complete with shower, enhancing the homes resort-like atmosphere. Moments from Singing Beach, marinas, and the village, defined by scale, privacy and costal elegance Beach St to Masconomo St to Proctor St

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.

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

Privately nestled atop a picturesque rise and approached by a winding drive, this extraordinary shingle-style estate at 11 Hart Street embodies timeless New England elegance and refined coastal living. Set on over three acres of beautifully landscaped grounds in coveted Beverly Farms, this exceptional residence offers remarkable privacy, architectural distinction, and resort-inspired amenities. Spanning approximately 7,000 square feet, the home features six bedrooms and seven bathrooms, with gracious living spaces designed for sophisticated entertaining and everyday comfort. Rich architectural details, multiple fireplace rooms, and an abundance of natural light create an atmosphere of warmth and understated luxury. The main level showcases elegant formal entertaining spaces, an inviting sunroom, distinguished library, and private first-floor guest suite. Upstairs, a luxurious primary suite offers a peaceful retreat, complemented by generously proportioned bedrooms and beautifully appointed baths. The finished lower level elevates the home's entertaining appeal with an expansive family and game room, temperature-controlled wine room, and humidor, ideal for the discerning collector. A recently added attached three-car garage, complete with heating and air conditioning, provides exceptional convenience. Outdoors, the estate transforms into a private sanctuary featuring a stunning Gunite swimming pool and spa, pool house with full bathroom, sweeping level lawns, and mature landscaping that creates a spectacular setting for outdoor entertaining and relaxation. Perfectly positioned near the charming village of Beverly Farms, residents enjoy convenient access to boutique shopping, fine dining, commuter rail service, and nearby West Beach, the area's cherished members-only coastal retreat. Combining the grandeur of a classic New England estate with exceptional recreational amenities and an enviable North Shore location, this remarkable property presents a rare opportunity to experience luxury, privacy, and the quintessential Beverly Farms lifestyle.

Come discover a home that feels like a retreat, yet offers all the comforts of everyday living. Set on 1.32 acres in South Hamilton, this thoughtfully updated circa-1900 Colonial farmhouse blends the warmth and character of a classic New England home with inviting spaces designed for modern life. From the navy-blue exterior and welcoming porch to the peaceful setting beyond, there is a sense of charm from the moment you arrive. Inside, natural light fills the spacious living areas, highlighting beautiful hardwood floors, high ceilings and the distinctive character of this historic home. The living room, with its high coffered ceilings, custom built-ins and direct porch access, is made for slow mornings, quiet afternoons and gatherings with friends. Nearby, the dining room pairs historic millwork and a large bay window with a gas fireplace, creating a warm backdrop for memorable meals. The kitchen brings everyone together with ceiling-height cabinetry, new granite countertops, a deep undermount sink, gas range, oven and pantry. A recently renovated den with custom cabinetry offers a cozy space for reading, working from home or relaxing. The first-floor primary suite provides privacy and ease, with garden views, a custom walk-in closet and dressing room, and convenient in-suite laundry. Two additional bedrooms and a skylit full bath complete the second floor. Outside, the composite deck, porch, fenced yard and established gardens invite you to slow down and enjoy the setting. The backyard welcomes wildlife throughout the year, with deer often seen just beyond the windows, while the restored chicken coop and garden offer opportunities to make the grounds your own. Recent improvements add comfort and thoughtful functionality throughout. Whether you're gathering around the dining table, enjoying the porch, tending the garden or watching the seasons unfold, 52 Bridge Street offers something increasingly hard to find: a home with a story, a sense of place and room to create your own. Don't let this special property pass you by. Come experience it for yourself and discover where your next chapter could begin!

Designed for both everyday living and exceptional entertaining, this rare new construction oceanfront estate offers a privately owned sandy beach & access to a deep-sea mooring. A dramatic double-height entry opens to light-filled living spaces with sweeping Atlantic views. The chef's kitchen features dual Taj Mahal quartzite islands, professional-grade appliances, & butler's pantry. Flow into a sunlit breakfast nook & family room w/ a cozy fireplace. Additional highlights include an oceanfront living room, full bar w/ wine storage, & a first-floor primary suite. A three stop elevator connects all levels. Upstairs, a stunning primary retreat offers a spa bath, dual closets, fireplace, balcony, beverage bar, & an office. Three additional en-suites, a 2nd floor sitting room & rooftop terrace complete this level. Lower level offers theater, golf simulator, gym, sauna, & wine room options. Pool, outdoor kitchen, fire pit, & 2 - (2) car garages complete this exceptional coastal offering.

243 Cutler Road offers a rare blend of bucolic charm, privacy, and refined living in the heart of Hamilton. Set on 1.5 acres amid mature trees, established gardens, and classic New England landscaping, this distinctive 4-bedroom, 3.5-bath residence offers 3,502 sq ft of character-filled living enhanced by significant improvements. The main level unfolds through a series of distinct yet connected gathering spaces, including a generous family room with wet bar, a separate fireplaced living room, an inviting eat-in kitchen, a fireplaced dining room, and a cozy den opening directly to the rear patio and gardens.A completely reimagined first-floor primary suite, completed in 2025 by KMW Construction, was taken down to the studs and rebuilt as a private retreat. The renovation included foundation work, mini-split climate control, a gas fireplace, custom built-ins, walk-in closet, and dual-vanity bath. Upstairs, three additional bedrooms offer exceptional versatility, including a spacious second potential primary with its own full bath and separate staircase.Substantial investment has been made throughout the property, including a comprehensive exterior renovation with a new roof and replacement windows, along with numerous interior, structural, and mechanical enhancements. Outside, gravel drives and pathways meander through stone-edged gardens, mature plantings, and beautifully established grounds. A spacious terrace, newly built outdoor shower, and detached garage/barn complete the idyllic setting. A rare Hamilton property where timeless New England character, thoughtful updates, and an enchanting country setting come together.

Commanding ocean views from nearly every room, this extraordinary six acre estate sits on the historic site of a 1900s Manor House. Blending classic New England architecture with modern luxury, the stone-and-shingle residence features incredible design, custom mahogany, paneled walls and exquisite millwork throughout. The Primary Suite boasts panoramic ocean views, a domed gable ceiling, fireplace, walk-in closet with wet bar, and spa-like bath. All bedrooms are en suite with ocean views and closets with custom shelving. Formal gardens transition elegantly to sweeping seascapes directly above the beach. Enjoy the beach and the privacy Prides Crossing has to offer. A large,custom-built Poolhouse with kitchen and bath offers perfect indoor outdoor space. Designed for both grand entertaining and everyday comfort, this exceptional property captures the timeless beauty and elegance of Boston's North Shore estates. A rare opportunity to own a legacy estate in an unmatched coastal setting.

Incredible opportunity to live in a late 19th century Carriage House tucked back from the road on beautiful grounds along historic Paine Avenue in Prides Crossing. Surrounded by the area's storied estates, this distinctive 5-bedroom, 3.5-bath home blends timeless character with comfortable modern living. The light-filled first level features soaring ceilings, an open layout, and inviting living and dining spaces with access to the expansive yard. The eat-in kitchen offers modern amenities, a sitting area, and French doors to the outdoors. The second level includes four bedrooms with serene views, including a primary suite. A private one-bedroom in-law or au pair apartment with separate entrance retains classic Carriage House charm, including antique wood and original doors, along with a living room, kitchen, and bath. Landscaped grounds, stone patio, open lawn, deeded West Beach access, and close proximity to the villages of Prides Crossing and Beverly Farms complete this special home.

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.