Dwight Sinclair Montgomery, 77, went to be with The Lord on Thursday, January 27, 2022. He was born June 4, 1944, and spent his early years in Seaford, Virginia. His family moved to Poquoson, Virginia where he lived for the last 73 years. He graduated from Poquoson High School in 1962. Dwight worked in construction and carpentry all his life. In 1976, he bought his father’s (Randolph Montgomery) construction company. Dwight was now the owner of Montgomery Cabinets. Him and Pamela Montgomery, his wife at the time, would take notice of wood scraps and saw the possibilities for them. They didn’t believe in throwing any scraps of wood away, thus The Scrap Box was born. Later, Dwight and Pamela would start Montgomery Enterprise, Inc. By owning his own business, it gave him the flexibility to have his children and then grandchildren spend as much time with him and Pamela. He enjoyed drafting and designing until the finished product reflected his customer’s vision. Dwight and Dianne dated in high school in 1961 and parted ways. 58 years later they met again, and it only took one hug for them to know they wanted to be together in love for their remainder of their time on earth. Dwight and Dianne were married June 1, 2019, surrounded by family and friends.
Dwight Montgomery never met a stranger, but those who knew him best were privileged to know how strongly he felt about his Catholic faith and family. Dwight’s love for his family was unconditional. Dwight is affectionately known to his grandchildren as “Daddy M.” He was active in the Knights of Columbus and became Grand Knight 2007-2008. He enjoyed golf, a friendly game of cards, and he loved to continue the tradition of playing Santa Claus like his father and grandfather (Daddy Moore). Dwight also loved his community and enjoyed giving back.
Preceded in death by his beloved wife of 51 years, Pamela Costello Montgomery, his beloved parents Randolph and Jacquelin Montgomery, and his beloved brother David Montgomery.
Survived by his loving wife, Patricia Dianne Montgomery, daughters Lisa Montgomery and Trisha (Jeff) Yedinak, Grandchildren Justin Sinclair Yedinak, Jacquelin Rose Yedinak, and Holden Montgomery Yedinak. Brothers Jonathan (Lori) Montgomery, Jack (Cynthia) Montgomery, Randy Jr. (Stephanie) Montgomery. Stepdaughter Nancy (Dave) Guynn, and stepson Davis (Russ) Hall. Step grandchildren Joshua, Wesley, Tyson Isabell and Amanda Meadows. His dog, Bandit his faithful companion.
The family will receive friends Thursday, February 3rd from 5:30 - 7 p.m. at Claytor Rollins Funeral Home. A celebration of Dwight's life will be held 3 p.m. Friday, February 4th at Emmaus Baptist Church with an inurment immediately following in Emmaus Baptist Church Cemetery.
The family requests that in memory of Dwight, donations be made to Toys For Tots.
Arrangements and heartfelt guidance through Claytor Rollins Funeral Home.
Online condolences to claytorrollins.com.
To send flowers to the family or plant a tree in memory of Dwight Sinclair Montgomery, please visit our floral store.
Marine Toys for Tots
ATTN: SSgt William Ramsey, 1325 S. Birdneck Road, Virginia Beach VA 23451