Timothy C. Hess

A beloved husband, father and friend, Timothy C. Hess, of Nellysford, VA passed away peacefully on November 26, 2025 with his family present. He was 76.

Tim was born on October 11, 1949 in Cincinnati, Ohio and raised in St. Petersburg, Florida by Curt and Joan Hess. From an early age, Tim loved the freedom and beauty found in nature, especially when fishing the waters of the Gulf of Mexico with his grandfather, Bob Hess. He attended Milligan College, and upon graduating, began his career at Sea Pines Resort in Hilton Head, SC.

In 1975, Tim relocated to Nelson County to open Wintergreen Resort, working first as Food and Beverage Director for the nascent community, before transitioning to real estate and development. It was at Wintergreen that Tim met the love of his life, Lynne, and they raised three children together. Over the next five decades, Tim thrived as an agent, broker, developer, and Managing Partner of the Wintergreen Real Estate Co, and later as Co-Founder and Managing Partner of Conservation+.

An avid fly fisherman, outdoorsman, and gardener, Tim delighted in new experiences, travel, and connecting people from all walks of life. He is fondly remembered as a gentle and loving husband, father, and grandfather, a thoughtful community builder, and encouraging mentor to many— with a quintessential 'twinkle' in his eye for new projects both large and small.

He is survived by his loving wife of 48 years, Lynne; son Greg Hess and wife Holly Laurent; daughter Lauren Hess Weaver and husband Jason Weaver; son Paul Hess; granddaughters Heidi, Isla and Anna Weaver. He was preceded in death by his father, Carl Curtis Hess, and mother, Joan Hess.

A celebration of life will be held in the spring on Saturday, April 25, 2026 at Rockfish Presbyterian Church, 5016 Rockfish Valley Hwy, Nellysford, VA 22958. In lieu of flowers, the family requests memorial donations be made to the Nelson County Community Development Foundation (https://nccdf.org) which benefits low- and moderate-income citizens of Nelson County.