James Casey Healy, born on Feb. 19, 1956, in Washington, D.C. to Joseph Francis and Patricia Ann Healy, died peacefully surrounded by family and friends on Sunday, Oct. 12, 2025, at his home in Wilton. A devoted father and brother, dear friend and respected attorney, Casey’s life was marked by service, integrity and loyalty to the ones he loved.
A man of principle and goodwill, Casey is survived by his beloved daughter, Caitlin Quinn Healy, who brought him immense pride and joy. He leaves behind three brothers — Timothy Joseph, Kevin Patrick (Janet) and Terence Michael; and two sisters — Cathleen Moira and Mary Kett Driskill (Robert); as well as many loving nieces and nephews, friends, colleagues and clients.
Casey was educated at Spring Hill College where he earned his B.S. in commerce in 1978, and at Emory University School of Law, graduating in 1982. He was admitted to the bar in Connecticut and Georgia in 1983, to the U.S. District Court for the District of Connecticut in 1984, to the U.S. Tax Court in 1984, and to the U.S. Supreme Court in 1987.
For more than 40 years, Casey shaped and guided the distinguished Gregory and Adams law firm representing developers, lenders and individuals in complex commercial, residential, zoning, land use and environmental matters. He was widely respected for his deep understanding of zoning and wetlands regulations and his success in municipal, state and court-level matters.
Casey also contributed to municipal zoning amendments in areas including multi-family residential, assisted living, affordable housing, nursing homes and congregate housing.
Second only to his love for his daughter Caitlin was Casey’s lifelong devotion to the Washington [Redskins] football team and the town of Wilton. As a teenager, he went with his parents to Super Bowl VII when Washington they lost to the legendary, undefeated Miami Dolphins. A decade later, Casey went back to Super Bowl XVII, and when his team lost to the Raiders, he promised to stay home from future Super Bowl games. It worked — Casey cheered Washington to Super Bowl XXII and XVIII victories from his Wilton home.
Casey’s dedication to his community was evident in decades of service to the town of Wilton. He was a committed civic participant and passionate about bettering his adopted hometown. Casey moved to Wilton with his family as a teenager, graduating from Wilton High School in 1974, and he never left. From working at the Village Market in high school and during the summer in college, to interning at Gregory and Adams during law school, his devotion to Wilton was evident. Casey served in many pro bono and commission roles, including Wilton Parks and Recreation, Planning and Zoning Commission, special counsel to the Wilton Police Commission, and the role he cherished most, Wilton Fire Commissioner. Casey served on the Wilton Fire Commission from 2002 until his death.
Casey will walk beside us every day. His legacy lives on through the family who loved him most and will carry his spirit forward, as well as his numerous friends and the many people he helped throughout his life.
Service Information: A memorial service celebrating Casey’s life will be held on Saturday, Nov. 8, 2025, at Our Lady of Fatima Church (229 Danbury Rd.) at 10:15 a.m. Immediately following the service, all are welcome to join the family for a reception at Silver Spring Country Club (439 Silver Spring Rd., Ridgefield) and share in remembering his life. Casey will be laid to rest at Hillside Cemetery in a private burial service.
In lieu of flowers, the family asks for donations in Casey’s memory to two organizations that were very important to him:
- Wilton Volunteer Ambulance Corps, one of Casey’s most cherished clients
- The Release Recovery Foundation, a nonprofit providing scholarships to individuals seeking treatment for mental health and substance use disorder, where his beloved daughter Caitlin serves as associate of development and events and which Casey was proud to support.
A student of the Jesuits, Casey lived a life that embraced their motto-Men for Others. He will be greatly missed.
Casey Healy “is” and will remain my family’s BEST friend. Since 1987, when he introduced me to his family, his softball team and his law firm, and then to our shared time in Wilton’s Parks and Rec, and more recently as the Chairpersons and Commissioners between his beloved Fire and my Police Dept’s…In his more than 20 years of public service, our town owes him a debt of gratitude! Selfishly, Casey has been in my family’s life nearly every day. We dearly and lovingly miss him.
Casey was a remarkable individual and tremendous contributor to the entire Wilton community. I was blessed to meet Casey at the start of our land-use careers and share numerous professional collaborations within the community. I always respected his insightful and often long-winded conversations that covered his vast knowledge and experience with the workings of a great community. He will indeed be missed.