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$3,650,000
4 Beds ⋅ 6 Baths ⋅ PRICE CHANGED Status ⋅ 73528472 MLS ⋅ 6,241 SqFt.
Spacious and bright Marblehead Neck home with ocean views, deeded beach rights and a separate waterfront lot that is included with the sale. The main living areas are open-concept and perfect for entertaining! The dramatic primary suite has cathedral ceilings, a spacious sun-lit solarium, a luxurious marble bathroom and a separate fire-placed whirlpool/spa room. The home has 3 other bedrooms (one which can be a home office) plus a guest/au pair/in-law suite. Some of the many amenities include; the flexibility of the open living room/dining room/sitting room combination, 5 1/2 bathrooms, large fire-placed family room, numerous decks with ocean views, large sauna, exercise room, heated outdoor pool, fire-placed recreation room and heated 2-car attached garage. The property has deeded Beach Rights just steps away and owns an ocean-front parcel of land across the street on Ocean Avenue.

244 Ocean Avenue, Marblehead
$1,945,000
3 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73523816 MLS ⋅ 3,463 SqFt.
Steeped in history yet designed for modern living, this rare offering at the iconic Marblehead Academy in Old Town blends timeless architecture with refined luxury. Thoughtfully converted into two exclusive residences, this spectacular 3,463 sq ft townhouse lives like a single-family home and is filled with natural light from oversized windows highlighting soaring ceilings, rich hardwood floors, and original woodwork throughout. The expansive main level offers exceptional entertaining space, a chef’s kitchen with a large island, and a private office. Black iron fixtures and a custom gas fireplace honor the home’s historic character. Three oversized bedrooms feature en-suite baths and generous closets, while the flexible third floor is ideal for a primary suite, family room, guest space, gym, or fourth bedroom. Enjoy a Beacon Hill-style stone patio, fenced yard, garden shed, and two off-street parking spaces.

44 Pleasant St. Unit 1, Marblehead
$1,945,000
3 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73523769 MLS ⋅ 3,463 SqFt.
Steeped in history yet designed for modern living, this rare offering at the iconic Marblehead Academy in Old Town blends timeless architecture with refined luxury. Thoughtfully converted into two exclusive residences, this spectacular 3,463 sq ft townhouse lives like a single-family home and is filled with natural light from oversized windows highlighting soaring ceilings, rich hardwood floors, and original woodwork throughout. The expansive main level offers exceptional entertaining space, a chef’s kitchen with a large island, and a private office. Black iron fixtures and a custom gas fireplace honor the home’s historic character. Three oversized bedrooms feature en-suite baths and generous closets, while the flexible third floor is ideal for a primary suite, family room, guest space, gym, or fourth bedroom. Enjoy a Beacon Hill-style stone patio, fenced yard, garden shed, and two off-street parking spaces.

44 Pleasant Street Unit 1, Marblehead
$2,750,000
7 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73520018 MLS ⋅ 5,306 SqFt.
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.

372 Ocean Avenue, Marblehead
$1,150,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73515676 MLS ⋅ 1,965 SqFt.
Welcome to The Elbridge — an exclusive townhouse collection within a stately 120-year-old brick building blending historic charm with modern comfort. High ceilings and oversized windows fill this 2-bed, 2.5-bath home with light throughout.The main level offers open living/dining plus a chef's kitchen with center island, quartz counters, top-of-the-line stainless appliances and custom floor-to-ceiling cabinetry, plus an ensuite bedroom. The lower level features a second ensuite bedroom, a family room/office and laundry. Central A/C and dedicated parking included. At 20 Mechanic Square, you're steps from Marblehead's famous harbor, Central Landing, two yacht clubs, seaside parks, beaches and two islands at low tide. Downtown boutiques, cafes, a grocery store, restaurants, museums and theaters are just blocks away. Come home to everything Marblehead offers.

20 Mechanic Square Unit 2, Marblehead
$1,199,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73512497 MLS ⋅ 2,631 SqFt.
PRICE IMPROVEMENT! Beautiful Single Family in a highly practical, family friendly and sought-after pocket of Marblehead. This spacious 5-bedroom, 3-bath home offers over 2,631 sq ft of versatile living space with potential for an ADU expansion. Attached Garage with 4 car-port parking. Features include an updated kitchen, hardwood flooring, skylit living room with fireplace, dedicated home office, and multiple bonus rooms ideal for guests, gym, media, or flex use. Double sink vanity in every bathroom and kitchen with quartz countertops. Beautiful and private fenced yard designed for entertaining with patio, built-in grill, bar area, gardens, and detached seasonal cottage/studio with electricity. Heated garage plus ample off-street parking. A rare opportunity combining space, functionality, and outdoor lifestyle in one of Marblehead’s most desirable communities. Excellent school proximity. Quick access to top beaches like Deveraux. Come see all this beautiful home has to offer. Come by!

82 Cornell Rd, Marblehead
$2,850,000
5 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73486496 MLS ⋅ 4,090 SqFt.
Summer is around the corner ! This SF boasts over 4k sqft of living space, offering a blend of luxury and comfort. The 5 spacious bedrooms have custom or walk-in closets. The 3.5 baths are renovated while the primary ensuite provides a separate shower and double sinks. Upon entering, you'll be captivated by the light-filled rooms, courtesy of oversized windows that capture the sunlight from every direction. The chefs kitchen is a culinary enthusiasts delight, featuring a windowed design, state-of-the-art appliances, 2 sinks, and a copper vented hood. The open layout flows seamlessly into the formal dining room, perfect for hosting dinner parties. The living spaces are elegantly finished with a mix of hardwood floors, accentuated by recessed lighting and a cozy wood burning fireplace. Outdoor living is equally impressive with a heated saltwater gunite in-ground pool, hot tub, and a patio for barbecuing and/or alfresco dining. This home is a haven for relaxation, fitness & entertainment!

59 Harbor Ave, Marblehead
$7,750,000
ACTIVE Status ⋅ 73482564 MLS
Set along 180 feet of direct beachfront on Marblehead Neck, this extraordinary nearly 2-acre parcel presents a rare opportunity to secure irreplaceable shoreline in one of the North Shore’s most exclusive enclaves. With sweeping ocean vistas, breathtaking sunrises, and private beach ownership, the setting offers unmatched privacy, scale, and prestige. Whether reimagined as a custom coastal retreat or developed into a bespoke modern estate, the true value lies in the land — expansive, dramatic, and rich with possibility. A premier waterfront acquisition and a once-in-a-generation chance to create a legacy property in an unparalleled seaside location.

349 Ocean Avenue, Marblehead
$7,750,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73467958 MLS ⋅ 6,500 SqFt.
Set on 180 feet of beachfront, this rare and highly coveted Marblehead Neck estate offers an extraordinary blend of privacy, scale, and coastal prestige. Encompassing nearly 2-acres of irreplaceable shoreline, the property presents a once-in-a-generation opportunity to reimagine a legacy retreat in one of North Shore’s most exclusive enclaves. This 5 bedroom, 5.5 bath residence captures sweeping ocean vistas, awe-inspiring sunrises, and gentle sea breezes, providing an unparalleled setting for refined coastal living with private beach ownership. Whether the current home is meticulously restored or the site is transformed into a bespoke modern masterpiece, the land itself represents the ultimate in luxury. Expansive and rich with possibility, this estate is a lifestyle investment offering the rare freedom to design a beachfront vision that will endure for generations. For those seeking a premier waterfront acquisition, this property stands as a hallmark of North Shore excellence.

349 Ocean Avenue, Marblehead

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