Fairlee delivers a laid-back, water-oriented lifestyle where fields meet tidal creeks and sunsets paint the Chester River. Set in Kent County, it’s minutes from Chestertown and a short hop to sandy shoreline in Betterton and working harbors in Rock Hall. Weekends often revolve around the water—boaters slip out from the full-service marina at Safe Harbor Great Oak Landing, which offers docks, fuel, and on-the-water dining, while swimmers and beachcombers gravitate to family-friendly Betterton Beach Park. Anglers, paddlers, and birders find endless routes on Fairlee Creek and the Chester River.
Families are served by Kent County Public Schools, with campuses and activities easily reached via nearby Worton and Chestertown. Learning spills into the community through author talks and children’s programs at the Kent County Public Library, hands-on ecology and sailing programs with the Sultana Education Foundation, and public lectures and arts events at Washington College. Everyday essentials are close at hand, and healthcare needs are supported by UM Shore Medical Center at Chestertown.
When the day winds down, locals gather on the creek or head to seasonal events in town, embracing a slower pace and strong sense of place. Whether you’re planning a waterfront lifestyle or a peaceful retreat with quick access to marinas like Safe Harbor Great Oak Landing and parks such as Betterton Beach Park, Agent Pronto can connect buyers and sellers with trusted real estate professionals who know Fairlee’s market and its shoreline by heart.