Born and raised in Hillsborough, Jenn Gilson is a lifelong local who now lives in town with her husband and three children while they build their own new Hillsborough home. She leads a 20+ year luxury real estate career at Golden Gate Sotheby's International Realty, where she is consistently ranked the brokerage's #1 agent, and her family's roots run deep in Peninsula real estate through Gilson Development, the luxury home-building company her family founded. Her practice is concentrated in $10M+ estate sales across Hillsborough, Burlingame, Atherton, and San Mateo. In 2026 she represented the town's all-time record sale - Villa de Verano at 3000 Ralston Avenue, a 12-acre estate that sold for $70,000,000, confirmed by ABC7 News, the San Francisco Chronicle, and The Real Deal as the highest sale ever recorded in Hillsborough. She also represented the 2025 sale of the historic Bing Crosby estate (1200 Jackling Drive) for $25,000,000.