Redwood Estates is a rural unincorporated community along State Route 17 in the coastal Santa Cruz Mountains of California, USA. The Census Bureau includes it in a census-designated place named Lexington Hills. It lies inside the confines of Santa Clara County. The area is about eight miles from downtown Los Gatos and nine miles from the Santa Cruz County community of Scotts Valley.
The area has a history with ties to railroading. Until the 1940s, a Southern Pacific Railroad line to Santa Cruz passed through Holy City east of Redwood Estates. A factor in the removal of the rail line was its high maintenance cost. The portals of three tunnels along this line were closed during World War II in case an invading military force might use them as cover.