News
Anthony Sillo, 87
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Anthony Sillo, a seventy-year resident of New Canaan, Connecticut passed away at home after a long, wonderful, full life on November 13, 2025 at the age of 87. Anthony was born in the province of Frosinone, Italy in the town of Settefrati, just 20 miles north of Montecassino, on January 8, 1938 to Michele Sillo, a stone mason and Maria Donata Sillo (nee Volante). At the age of 17, he accompanied his father to New Canaan, Connecticut in 1955 and were joined by his mother and brothers a few years later. On April 4, 1959, Anthony married his childhood sweetheart, Alessandra (Sandy) Massarella. Anthony continued to work alongside his father, and then as a landscaper, fine-tuning his knowledge of sitework and building. In the 1960s, Anthony attended night school in New Canaan to study English and obtain a better understanding of American society and culture.
Anthony and Sandy went on to raise their family of four children in New Canaan while building their business. In 1972, he formed a residential home building company, Anthony Sillo Incorporated, which was well known for old world craftsmanship and consistently demonstrated a strong dedication to hard work and quality construction. Over many years his three sons worked for him and learned the business and gained valuable experience. They all subsequently went on to form their own building businesses carrying on the important values, traditions and ideals. Anthony Sillo built over 80 homes for New Canaan families during his career. He showed tremendous pride in “his houses” and remained great friends with his customers for years to come.
