

A Rare Waterfront Legacy Opportunity
Two Adjoining Properties Now Available Prides Crossing, MA

53 PAINE AVENUE, PRIDES CROSSING, MA
Aonce-in-a-generation opportunity to acquire two adjacent estate properties in the coveted enclave within Pride’s Crossing, encompassing over eight acres of prime coastal land. Offered separately yet both available now, these exceptional residences present sweeping ocean views, refined finishes, and a commanding presence above the shoreline.
53 Paine Avenue occupies the historic site of a 1900s manor and offers breathtaking ocean views from nearly every room. The stone-and-shingle estate seamlessly blends timeless New England architecture with modern luxury, featuring custom mahogany, paneled walls, and exquisite millwork. A dramatic primary suite, formal gardens, and a custom pool house create an unparalleled setting for elegant entertaining and serene seaside living. A truly rare legacy offering on Boston’s North Shore.
Represented by Krista Julian with Coldwell Banker Realty




















68 PAINE AVENUE, PRIDES CROSSING, MA

North California Coast meets Boston’s Gold Coast in this iconic waterfront property. City approvals in hand for new 4,600+ sq. ft. primary residence and ability to retain 1,300 sq. ft. of the existing home as a beach cabana. This property enjoys unparalleled level of privacy with RockMarge Estate to the west and 18 acres of conservation land to the east and dramatic 180 vistas of Machester-by-the-Sea, Marblehead, Salem Sound and beyond.
Represented by Alexandra Cutler with J. Barrett & Company















Upon Purchasing Both Residences, You Unlock an Extraordinary Array of Amenities:
53 Paine Ave
• 6.16 Acres
• 5 bedroom Private Turnkey Primary Residence with Water Views
• Incredible plantings and Estate Grounds (extra if needed)
• Potential lot near ocean and ajacent to 48 Paine
• Pool and Hot Tub with Ocean Views
• Pool House with Kitchen, Laundry and Bath
• Sauna
• Gym
• Beach Access to Quiet End of West Beach
68 Paine Ave
• 2.17 Waterfront Acers
• Existing 2,226 sq. ft home with 4 beds, 3 baths
• City approval for new 4,600+ sq. ft. home + 1,300 sq. ft. cabana
• Deep Water Mooring Available
• Tennis Court
• Beach Access




