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LEONARD RILEY

1944 - 2025

LEONARD RILEY obituary, 1944-2025, Winthrop, MA

BORN

1944

DIED

2025

FUNERAL HOME

Caggiano Funeral Homes, Inc.

147 Winthrop St.

Winthrop, Massachusetts

UPCOMING SERVICE

Visitation

Aug. 17, 2025

4:00 p.m. - 7:00 p.m.

Ernest P. Caggiano & Son Funeral Home

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LEONARD RILEY Obituary

RILEY, Leonard Of Winthrop, August 12, 2025. Born on July 12, 1944, to the late Leonard Patrick Riley and Catherine (Shea) Riley; Lenny was the beloved husband of Peggy (Cash) Riley for nearly 58 wonderful years. He is survived by his sister, Kathy Riley and her late husband, Darrell Elrod, of South Carolina. Lenny was a devoted father to Leonard Riley and his wife, Cheryl, of Walpole, Sean Riley and his wife, Sheri, Kathleen Cappuccio and her husband, Gerry, Shannon Poulos and her husband, Jon, of Winthrop and Tammy Marino and her husband, Michael, of Wilmington. His love and pride extended to his grandchildren: Kevin, Connor, Taylor, Meghan, Dillon, Owen, and Luke Riley, Christopher, Nicholas, and Arianna Cappuccio; Jonny, Allie, and Riley Poulos and Matthew and Michael Marino. He also leaves behind many wonderful nieces and nephews and was the dear brother-in-law of Jeanne, Gerry, and Mary Ann Cash. Visiting Hours: Family and friends are cordially invited to attend Visitation from the Ernest P. Caggiano and Son Funeral Home, 147 Winthrop St., WINTHROP, on Sunday, August 17, 2025, from 4:00 to 7:00 PM. The Funeral will be held at the funeral home on Monday, August 18, 2025, at 9:00 AM, followed by a Funeral Mass at St. John the Evangelist Church, 320 Winthrop St., Winthrop, at 10:00 AM. Services will conclude with the interment in the Belle Isle section of Winthrop Cemetery. Memorial donations may be made to St. Jude Children's Research Hospital, at www.stjude.org or to the Viking Pride Foundation, at www.vikingpride.org For directions or to sign the online guestbook, go to www.caggianofuneralhome.com

View the online memorial for Leonard RILEY

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Published by Boston Globe from Aug. 13 to Aug. 15, 2025.

Memorial Events
for LEONARD RILEY

Aug

17

Visitation

4:00 p.m. - 7:00 p.m.

Ernest P. Caggiano & Son Funeral Home

147 Winthrop Street, Winthrop, MA 02152

Aug

18

Service

10:00 a.m.

St. John the Evangelist Church

320 Winthrop, St. Winthrop, MA 02152

Funeral services provided by:

Caggiano Funeral Homes, Inc.

147 Winthrop St., Winthrop, MA 02152

Memories and Condolences
for LEONARD RILEY

Not sure what to say?





4 Entries

Whispering Love Arrangement - BASKET INCLUDED

Denise Loconte

Sent Sympathy Gifts including Flowers

Whispering Love Arrangement - BASKET INCLUDED

Denise LoConte

Sent Sympathy Gifts including Flowers

Lynda Gaudette Maggio

August 14, 2025

Dear Peggy, I´m so very sorry to hear about the passing of Lenny. Thoughts and prayers

The Caggiano Family and Staff

August 13, 2025

Offering our deepest condolences during this difficult time.

Showing 1 - 4 of 4 results

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