Sara Lynn Leavenworth

Director of Admission

Ms. Leavenworth earned a BA from Hobart and William Smith Colleges and a Master’s Degree in Social Work from the University of Connecticut. She comes to Cheshire Academy with over 20 years of experience working in independent schools, most recently as Director of Admissions at The Gunnery. She lives in Middlebury, CT with her two sons, Hayden and Justin. When not at work, she enjoys spending time with friends and family and the outdoors.


phone: 203-439-7400 email: