luxury real estate for sale Manchester-by-the-Sea, United States

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.

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!

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.

Imagine the scale of a single-family home, the maintenance freedom of a luxury condominium, and the draw of the New England coast--all 30 miles north of Boston. Set within the exclusive Village at Magnolia Shores nestled on 50 park-like acres, this exceptional 3-bedroom, 3.5-bath, 3000+ sq ft residence redefines condominium living. Step inside to soaring 10ft coffered ceilings and a sun-flooded great room anchored by a gas fireplace, where living, dining, and a beautifully appointed designer kitchen open naturally into one another. An adjacent sunroom captures light from sunrise to sunset making it a spa-like sanctuary year round. The primary suite with a luxurious bath and walk-in closet, a second ensuite bedroom, and an inviting library/office make for easy first floor living. The lower level is a third suite: bedroom, full bath, and a spacious family room with sliders opening to the outdoors--it's where kids can play, teens can hide, and houseguests can find a home within your home!

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.

One of the most extraordinary First Period homes still in private hands, the 1678 William Haskell House overlooks the same shimmering tidal marshes where William Haskell harvested salt hay more than 3 centuries ago. Set on 2½ acres of rolling lawns and marshes, the property includes the remarkably preserved original house, a substantial 1920s ell, and a magnificent antique barn. Largely untouched throughout its 340+ year history, the home offers an authentic glimpse into early New England life. A meticulous restoration has discreetly introduced modern wiring, plumbing, and geothermal heating while preserving the home's soul. Four bedrooms & 3 baths blend seamlessly into the historic fabric. The barn offers a beautifully finished entertaining room & covered porch overlooking the marshes; imagine drinks there at sunset and then dining inside below the antique timbers! An irreplaceable opportunity to become the next steward of one of New England's most remarkable historic properties!

Enjoy breathtaking, ever-changing ocean views stretching across Eastern Point and beyond. Set in one of Gloucester’s most picturesque locations, this charming property offers unobstructed water vistas and a truly memorable coastal lifestyle. Rich in character, the home is surrounded by lush, professionally landscaped gardens, a welcoming patio, beautiful flowering trees, and vibrant perennial beds. A private beach is just steps from your door, while stunning ocean views can be enjoyed from nearly every room and outdoor space. Wake each morning to spectacular sunrises over the water and spend your days taking advantage of endless opportunities for boating, swimming, and seaside relaxation. With sweeping views, exceptional natural beauty, and an unmatched setting, this is a rare opportunity to create a lifetime of cherished Gloucester memories.

Bright & beautifully crafted, this shingle-style home in Beverly Cove is .7 miles from Brackenbury Beach, offering a rare blend of architectural character & refined living. Thoughtfully designed with wide-plank white oak floors, extensive crown molding, custom millwork & designer finishes, this stunning home features a chef’s kitchen with marble countertops, butcher block island, walk-in pantry & premium Wolf, Sub-Zero, Bosch & Viking appliances. The open-concept layout flows seamlessly to a screened porch & private patio surrounded by professionally landscaped gardens. Two distinct primary suites with marble-vanity baths — one grand in scale, the other a private spa retreat with a custom walk-in closet, radiant heated floors & steam shower bath. Additional highlights include oversized garage parking, steam humidification, whole-house generator & integrated smart-home technology - custom Lutron automated shades, Sonos speakers, Nest security & LED lighting accessible from your phone.

Welcome to Seasons Condominiums, Gloucester's sought-after 55+ community. Completely renovated and never occupied since completion, this 2-bedroom, 2-bath residence offers the rare opportunity to enjoy the feel of brand-new construction in an established, actively managed building. Sun-filled and spacious, the open floor plan features hardwood flooring, a stunning white kitchen with stone countertops, stainless appliances, and a generous peninsula that flows seamlessly into the dining and living areas. The oversized living room is anchored by an electric fireplace and opens to a private covered balcony. A spacious primary suite with private bath, large guest bedroom, in-unit laundry, central air, elevator access, deeded parking, and additional storage add to the appeal. Residents enjoy a clubroom, fitness room, and a convenient location near Mill Pond, Gloucester Harbor, beaches, shopping, restaurants, and medical facilities. Move right in and enjoy carefree Cape Ann living.

This magnificent oceanfront estate stands as one of the most significant properties in Marblehead. Located in the exclusive Peach’s Point neighborhood, this property offers stunning views of Crowninshield Island, Grace Oliver’s Beach, Marblehead Lighthouse, and the surrounding islands. “Seaside Farm” replaced the original Crowninshield estate in 1999 in a classic Georgian style, with meticulous attention to detail throughout. The home is designed to maximize ocean views while maintaining privacy.The grand 2-story foyer with a custom staircase sets the tone for the home, which features elegant living spaces ideal for both daily life and entertaining. The second floor includes an oceanfront primary suite with a fireplace, walk-in closet, modern bathroom, and a private deck with exceptional views. Three additional en suite bedrooms, a large office, and a laundry room complete the second floor.Caretakers 1 bedroom apartment over 4-car garage offering views of Grace Oliver's Beach and cove.

Presenting an exceptional oceanfront estate with sweeping water views! Enjoy the covered stone terrace, sprawling lawn, and mature landscaping perfect for summer gatherings. This grand home spanning 5414' of living space offers a harmonious blend of historical character and contemporary comfort with distinguished architectural style. The gracious foyer leads to the formal living room and family room/library with back to back fireplaces, wood archways, coffered ceilings, and wainscoting. The sunroom and patio also enjoy ocean views! Featuring 6 bedrooms, 3.5 baths, hardwood floors and period details abound. Formal dining room with doors leading to the terrace, kitchen and spacious breakfast room. The second floor offers 4 bedrooms, en suite bath adjoining two of the bedrooms, additional full bath, laundry and home office space. The third floor has two bedrooms, full bath and ample storage. The 4 car attached garage and generous basement storage complete this unique home. Welcome to 89!

Welcome to this warm and inviting open-concept Cape, perfectly situated in a sought after neighborhood. Freshly painted throughout, this beautifully maintained home offers a bright, updated interior and layout designed for comfortable everyday living and entertaining. Upon entering, you'll be greeted by gleaming hardwood floors and abundance of natural light. The updated kitchen features granite countertops, stainless steel appliances, and ample cabinetry, flowing seamlessly into sun-filled living room. Just beyond a cozy sunken heated sunroom/den provides the perfect space to relax. The first floor primary offers spacious updated bathroom, featuring a large tiled shower. Upstairs, two oversized bedrooms with built in shelves, generous closets with a full bathroom. Finished lower level offers a spacious family room, workshop and utility room. Enjoy your private backyard retreat with an in-ground pool, patio and fully fenced yard, perfect for relaxing or entertaining.

Located in beautiful East Gloucester and nestled between Rocky Neck and Niles Beach is this iconic, circa 1880's Colonial home that has been owned by the same family for 50 years! The property features stunning, sweeping ocean views from many of the rooms and the charming covered porch. This gracious home also has a formal foyer, large over sized rooms, hardwood floors, wainscotting and a pocket door into the owner's apartment. The property has been used as an Inn for many years and features eight bedrooms with baths and a third floor auxiliary apartment that consists of two bedrooms, small kitchen, dining area, living room and a full bath. The first floor also has an owner's apartment with a fireplaced living room, pantry, large kitchen, an ample sized bedroom and updated full bath. This wonderful property awaits your ideas and creativity for many possibilities!

Located on iconic Rocky Neck, this charming seaside penthouse retreat offers water views of Smith Cove and Gloucester Harbor. Vaulted ceilings, and thoughtfully crafted custom design details create an inviting and truly one-of-a-kind home. Located just moments from beloved galleries, boutiques, and restaurants, allowing you to fully immerse yourself in the vibrant lifestyle of one of the North Shore’s most sought-after waterfront communities. Enjoy morning coffees and unforgettable sunsets from the newly renovated deck overlooking the harbor. The oversized bedroom (19.5 x 14) provides incredible versatility, with the potential to create a second bedroom, while the utility/water room offers an easy opportunity to add a half bath. In-unit laundry and basement storage add to the convenience. Don’t miss this special chance to live in the heart of the country’s oldest working art colony, where coastal charm, history, and inspiration meet.

Rare opportunity to own a 3+ acre coastal parcel in Gloucester overlooking Essex Bay and Crane Beach. Set on a private road, this elevated, wooded lot offers exceptional privacy and the potential for a custom home in a premier Cape Ann location. Enjoy close proximity to Wingaersheek Beach, marinas, and downtown Gloucester while surrounded by natural beauty. Generous acreage and topography provide a unique setting to design a year-round residence or seasonal retreat. Buyer to perform all due diligence. Board of Health has denied septic approval; property being sold as-is.

Contractors! Investors! Home owners looking for a fix-er-upper to flip or live in! Fabulous opportunity to create the home of your dreams on this large lot near Redd's Pond. So worth the effort to renovate or rebuild on this double corner lot. Wonderful location and just waiting for you to come and imagine the possibilities for all your needs.