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NATICK – Robert Cummings Healey passed quietly on November 27, 2020 in the heart of devoted wife of 70 years, Ruth E. Healey and loving family.
A stalwart soul, he was characterized by persistence and hard work, up until the end when he just ran out of steam. Bob was strict and exacting, yet generous to a fault.
Anonymously he helped numerous family members, school classmates, friends, tenants, and neighbors in their times of need. Actively involved as a baseball coach and Boy Scout leader, he was a great advocate for the next generation of children and took infinite pleasure in seeing them develop.
Bob was always the first to donate and offer encouragement. He never sought personal credit, nor complained, and lived a highly principled life. Among his favorite pastimes were rooting for his (grand)children’s athletic teams, leading the Linden Ponds Men’s Club weekly discussion group, and listening to his wife’s joyful piano concerts with deep pride and satisfaction. He was widely loved by his family and community.
He was born May 20, 1927 in Lowell, MA to Helen C. and Harry W. Healey, Sr. After an accomplished academic and athletic career at Lowell High School,
Bob bravely volunteered and proudly served in the Navy on the USS Avesion in Atlantic theater action. He graduated from the College of the Holy Cross (Worcester, MA) where he was known as “Monk” and the “Chesterfield man.”
He entered executive training with Jordan Marsh in Boston but abruptly detoured to save his family’s business when his father suffered a debilitating heart attack. ‘
He subsequently enjoyed a long career in residential and commercial real estate, highlighted by negotiating the deal for the first Shopping Center-Mall at Shoppers’ World in Framingham, developing a condominium complex in Central Sq. Cambridge, and building commercial properties in Plymouth. With his brother Harry, Jr. he collaborated on many business ventures.
After living in Natick, West Newton, and Cape Cod, he located in Hingham for the last 8 years. He is survived by his wife, brother, two sons (daughters-in-law) John (Paula) and Richard (Laura), 4 grandchildren, 6 great-grandchildren.
He will be interred at the Massachusetts National Cemetery.
A private Memorial Mass will be celebrated at a later date.
Please direct donations in his honor to The Carroll Center for the Blind at 617-969-6200. https://carroll.org/donate/
Normally, the funeral is an opportunity for the community to gather in support of one another. Although we cannot gather together with Robert’s family at this time, friends may still offer their support by visiting www.Keohane.com and sharing a special memory or message.
MassBay Community College 
Chesmore Funeral Home