Tollgate, Saratoga, CA

Tollgate climbs the wooded folds above Saratoga Village, its narrow roads - Toll Gate, Saratoga Heights, and Bank Mill - switch-backing across steep canyon slopes. Homes are custom estates on two- to five-acre parcels, many tucked behind gates or up long driveways amid mature oaks and bay laurels. Architecture ranges from 1970s ranch contemporaries to newer Mediterranean and modern builds that perch for panoramic views toward the valley floor. Inside the boundary there are no shops, but residents enjoy direct entry to Saratoga Quarry Park’s trailhead at the south edge for quick hikes into the Santa Cruz Mountains. Hakone Estate & Gardens and Mountain Winery sit just beyond the eastern and western borders, reachable in five minutes by car for cultural events, concerts, and wine tastings. Daily errands and dining require a ten-minute drive down Big Basin Way into Saratoga Village. Life here feels secluded and nature-oriented. Evenings are quiet except for owl calls, and streetlights are scarce, so night skies stay dark. Buyers are typically drawn by privacy, acreage, and the ability to keep horses or small vineyards while still connecting to Saratoga’s top schools and village amenities.