Charles Thomas Lebo

Charles "Chuck" Lebo February 9, 1951 - September 6, 2025 Charles "Chuck" Lebo, 74, of Charlottesville, Virginia, peacefully left this life at Martha Jefferson Hospital on September 6, 2025. In true Chuck Lebo fashion, he chose a Saturday night at 10:30 pm to move on to the next party. He was born on February 9, 1951, in Pittsburgh, PA and lived there until 1974 when he permanently moved to Charlottesville, VA. Chuck leaves behind his devoted wife of 30 years, Robin Lebo. Together they shared a home in Earlysville, VA with their 2 beloved dogs Afton and Cider. Chuck was the proud father of 2 daughters, Meghan Yancey (her husband Brandon, whom Chuck loved like a son) of Raleigh, NC, and Charlotte Geddy of Charlottesville, VA. His grandchildren-Reid, Wrenn, Tuck, Louella, and Ollie-knew him as the "Granddad", who was always happy and made sure they were always having a good time. His siblings, Rita McClaine (Fred) of Butler, PA, Jack Rafferty (Dee) of Austin, TX and Sheila Zedlewski of Naples, FL, as well as in-laws Pat Coats of Naples, FL, Deborah Apel (Rob) of Reno, NV and Susan Cecil (Dana) of Mechanicsville, VA, and his numerous nieces and nephews will all miss him very much. In addition, Chuck leaves behind many friends who have enough stories to fill a book, though most of them can't be repeated in polite company. Chuck was a best friend to many, always ready with a listening ear, a cold beer and a good laugh. He is preceded in death by his parents Alma and Herman, stepfather Jack, brother Bud, and many dear friends and pets, with whom he is surely reunited with hugs and wagging tails Chuck had a long and successful career in Charlottesville commercial real estate. He founded Lebo Commercial Properties in 1994, which specialized in the sale, leasing and management of commercial properties. In its heyday, the company managed more than half a million square feet of commercial property, including the Rio Hill Shopping Center. Chuck was invested in the thoughtful growth of Charlottesville. He served on the Albemarle County Architectural Review Board and the Community Advisory Team for the Albemarle County Police Department. He was the president of the Blue Ridge Home Builders Association and the Virginia representative to the National Association of Home Builders. He served as a member of the Chamber of Commerce Board of Directors from 2009 to 2014. In 2017, Chuck was very honored to receive the 2017 Charlottesville Chamber of Commerce Christopher Lee Small Business Person Award. In addition to his career in commercial real estate, Chuck owned and managed several residential properties. As a landlord, he was known for his fairness, reliability, and dedication to maintaining safe and comfortable homes for families. All this makes it sound like Chuck was all business, but that couldn't be further from the truth. Anyone who knows Chuck has laughed at one of his jokes or shared a drink while playing trivia at one of his favorite local watering holes. Chuck was known as a man who would bend over backwards to help a friend. He had an uncanny ability to remember every joke he ever heard, and he wasn't shy about retelling them. If there's any word to describe Chuck, most of us would choose "fun". Chuck was the life of the party and he could chat it up with anyone he met. In his younger years, Chuck could often be found outside hiking, playing tennis, golf and skiing or chopping wood for his woodstove. He loved rock and roll, especially played loudly, and lost many dollars playing poker with his buddies or the card game "31" with his family. Chuck was an avid fan of the Pittsburgh Steelers and it was only when the Steelers lost or his grandchildren were born that we ever really saw Chuck shed a tear. "It was a damn good party," Chuck shared about his life in his final months. We will come together to continue the party on Friday, September 19. A ceremony to honor his life will be held at the Earlysville Fire Department at 2pm, followed by a toast to Chuck at the Forest Lakes North Clubhouse from 3:30-5:30 pm. In lieu of flowers, please consider a donation to the Charlottesville SPCA, send a thank you to the incredibly caring nursing staff in Cornell floors 1 & 2 of Martha Jefferson Hospital, or just tell someone a good joke in his honor. An online guestbook is available at www.compassionatecremationva.com Compassionate Cremation Services of Ruckersville, VA has the honor of serving the family.