luxury houses for sale Manchester-by-the-Sea, United States

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.

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. Inside, the residence blends timeless architecture with refined comfort across approximately 8,000 square feet of living space. Expansive rooms are filled with natural light and 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, sauna, and wellness space, 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

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.

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.

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.

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!

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.

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.

*Open Houses Sat & Sun 11:00-12:30 pm* Beautifully refinished split-level on Lake Chebacco — where every day feels like a vacation! Directly across from the water, with stunning lake views, enjoy swimming, boating, water skiing, fishing, and ice skating, with water access nearby. Inside, an updated kitchen and a showstopping 24x30 family room with hardwood floors, soaring vaulted ceilings, wood beams, and gorgeous lake views set this home apart. Three bedrooms plus two versatile bonus/flex rooms in the lower level, a two-car garage, dual driveways with up to eight-car parking, and a spacious backyard round out this incredible retreat. Launch a kayak down the street or use the free public state boat ramp on Chebacco Road for larger boats. The roof and many windows were replaced within the last 5 years. Brand-new septic to be installed post-closing, paid by sellers from post close escrow account. Offers can be made subject to septic design. *All Offers Due For Seller Review April 28th by 1 pm*

A rare updated multi-building estate offering great flexibility for multi-generational living or guest accommodations. Designed for both connection and privacy, this property is located on a 0.69-acre lot in desirable Essex and provides easy access to local amenities, scenic coastal views, and the charm of a historic New England community. The main house features 3,371 sq. ft., with an open-concept living room, dining area, and bright kitchen, as well as a nice primary bedroom with a private bathroom on the main level. Upstairs offers four bedrooms, including a potential second primary suite with a private bathroom, along with three additional bedrooms, a full bathroom, a laundry room, a relaxing balcony, and deck access. The third level has a big multipurpose room with an amazing custom walking closet. Additional features include a versatile finished space above the two-car garage, perfect for a game room. Also, a detached guest house/studio. The backyard has a farmhouse style!

Immersed in the vast expanse of the Great Marsh, sited on 2+ acres on the shores of Abels Island, this remarkable coastal estuary creates a landscape where the rhythm of the tides, local wildlife, and light serve as your daily backdrop. Classic shingle-style with contemporary design and forward-thinking systems. Geothermal heating, radiant heat, and whole-house generator. Vaulted ceilings, hardwood floors, and fireplace. Fine finishes reflect artistry and grace. Kitchen with premium details and an open layout keeps you connected. Mahogany decks and screened porch provide a front-row seat to the ever-changing marsh activity. Tiled mudroom serves as a high-functioning workspace. Primary suite with a spa-like bath and steam shower. Office and a sunny library nook with access to an outdoor deck. Suite with elevated marsh views comprising a bedroom, office, sitting room, and full bath. This is a retreat that celebrates ecological beauty and the timeless allure of the North Shore coast.

Magical first-period farmhouse (circa 1686) on coveted Choate Street, surrounded by horse farms & rolling hills. A rare blend of history & modern living, home combines warmth of 17th-century farmhouse w/ light & flow of a spacious addition-its interiors stunningly designed by a local interior designer. It features wide pine floors, exposed beams, high ceilings (rare for its era), AC, solar panels, & 5 fireplaces (w/1 in kitchen and main BR). 5 bedrooms & 4 baths, highlights include: a chef's kitchen w/ soapstone counters & 6-burner stove & post & beam great room w/ French doors to the deck. Outdoor living shines w/ oversized deck overlooking pond, screened porch, spectacular lovingly crafted gardens & 8-person hot tub. Bonus: 3-story 4,000 sq. ft. barn, from Boundary Farm's working days, now ideal for a wood shop, studio, or business.***1st floor provides ample choices for great 1st floor BR for single-level living!! Minutes to Crane Beach, train, downtown & Manchester-by-the-Sea

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.

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!

Meticulously maintained & thoughtfully updated, this 5-bed, 3.5-bath Colonial on a cul-de-sac bordering Steer Swamp conservation land, designed to bring the natural surroundings in. A welcoming front porch opens to a foyer and into an open-concept main living area with many windows bringing in the natural landscape. Renovated chef’s kitchen with soapstone counters, high-end appliances, Sub-Zero fridge, Wolf gas range & peninsula seating, plus casual dining & atrium dining. Flows into a large living room with cathedral ceilings, skylights & fireplace. Main level offers private office, sunroom, half bath & mudroom off side entry/2-car garage. Ample storage, central air & radiant heat in baths/tiled areas. Upstairs: primary suite w/ balcony, skylights & custom shower, plus 3 beds, full bath & laundry. Finished lower level with media room, wood bar, 5th bed & full bath. Large private back yard and deck with irrigation & lighting, close to Stramski’s Park, Grace Oliver’s Beach & Brown’s Island.

Steps from Fort Sewall, Fort Beach & Marblehead Harbor, with the iconic Marblehead Lighthouse framing your street view, this completely reimagined gem is as rare as its location. Meticulously renovated 4 years ago, every inch of this stunning single-family home reflects exceptional craftsmanship & timeless design. Expansive windows with plantation shutters fill the home with natural light, while the cathedral-ceiling living area dazzles with shiplap ceilings, crown molding, reclaimed wood details & gas fireplace open to a chef’s kitchen with Wolf 4-burner gas range, Sub-Zero refrigerator & marble countertops. Main level primary bedroom beside renovated full bath. Loft offers office, sitting & guest sleeping space. Relax with coffee in the private courtyard. Finished basement with laundry, oversized closets & storage. Private 1-car garage with second off street space completes this exceptional Old Town retreat near shops, restaurants & waterfront dining.

Prime Waterfront Living – Breathtaking Views & Coastal SerenityExperience the rare opportunity to own direct waterfront property in one of the area’s most peaceful and picturesque neighborhoods. Take in sweeping water views and unforgettable sunsets from the comfort of your living room. Recently renovated and move-in ready, this home is perfectly suited for summer living and year-round enjoyment. The interior is open, bright, and inviting, while the exterior is designed for relaxation—featuring two spacious decks and a shaded firepit area ideal for entertaining or unwinding by the water. As part of the exclusive Naugus Head Association, enjoy access to two private beaches along with convenient launch points for kayaking and paddleboarding. Potential for deep water dock. Whether you’re seeking a primary residence, vacation retreat, or investment property, this exceptional waterfront home offers the coastal lifestyle you’ve been waiting for.

In Old Town and on the Harbor, where every day feels extraordinary! Imagine morning walks around Fort Sewall, harbor views stretching to the islands, and evenings that begin with sunset and end with the soft rhythm of the waves. Enjoy coffee on the patio as the ocean laps the rocky shoreline, stroll to nearby restaurants and the market, or carry your kayak through the basement door and launch directly from the adjacent beach. This mint-condition 1870s seaside charmer has been thoughtfully restored from top to bottom, blending historic detail with modern ease: 200-amp service, new three zone hydronic HVAC, three luxe baths, and a reimagined second floor with an organized laundry featuring soapstone counters and custom cabinetry. The kitchen shines with Wolf, Sub-Zero, and Miele appliances, while new double-hung windows frame the water views. Custom storage is seamlessly integrated throughout. Off-street parking completes this rare, turnkey offering in Marblehead’s historic harbor.

Historic Elegance Meets Modern Luxury on Marblehead Neck. Set along prestigious Ocean Avenue, directly across from iconic Castle Rock, this magnificent 1880 Gambrel blends timeless character with thoughtful modern updates. Lovingly held by the same family for generations, the home has been expanded to offer over 5,300 square feet of gracious living space, featuring 7 bedrooms and 4.5 baths, plus a spacious 1,200 sq.ft. basement. Ocean & Harbor views included with the home. The half-acre property includes an outdoor pool, four-car garage, and additional driveway parking. Just steps to Castle Rock Beach and moments from downtown Marblehead, Shubie's Market, acclaimed restaurants, and the Historic District, this is a rare opportunity to own a distinguished residence in one of the North Shore's most coveted coastal enclaves, ideal for entertaining, everyday living, and creating lasting legacy moments.

Gorgeous Renovated Ranch! Set above the street in a desirable Gloucester neighborhood,this updated two-bedroom home delivers the perfect blend of charm and modern comfort. Sunlight pours through the open layout, highlighting new hardwood floors and a striking wood-burning fireplace with a repurposed 200-year-old mantle. The renovated kitchen features quartz countertops, a farmhouse sink, stainless appliances, and gas range cooking, flowing naturally into the dining and living area. The bath features radiant heated tile, while updated heating, plumbing, and a tankless hot water system add efficiency and peace of mind. Outside, a composite deck overlooks a private yard with a storage shed — perfect for relaxing or entertaining. Enjoy Gloucester beaches, top-rated restaurants, and the MBTA to Boston. This is the kind of move-in-ready home in a sought-after coastal community that simply does not last.

Incredible opportunity nestled in the heart of everything Marblehead has to offer on one of its most iconic streets.This home is an architectural dream with oversized paned windows, high ceilingd rich decorative moldings, 4 fireplaces, floor-to-ceiling pocket doors, plantation & custom shutters, wide pine floors plus all of the updates every home owner wants today.Designer Chef's kitchen featuring Stainless Steel top-of-the-line appliances, Quartz Island & countertops, arabesque tiled backsplash & custom cabinets.Porches, decks, jaw-dropping renovated baths, 2 laundry facilities on 1st & 3rd floors, gym, private hot tub & professionally manicured fenced yard underground sprinklers.Off-street parking 6+ cars.Extensively renovated, expansive Colonial with its rich history has multiple layout opportunities, offers flexible living, working & even income-producing possibilities.Updated roof & systems.Proudly entertain family & friends in this one-of-a-kind 8-bedroom 5-full bath stunning home