This special property offers a rare chance to own two charming homes on one lot in coveted Kensington, one of East Bay's most beloved hillside neighborhoods. A classic 1939 main residence and a newly renovated legal 1940s one-bedroom cottage makes an ideal in-law, start-up office, or rental. The main home offers wonderful curb appeal with lawn & welcoming courtyard. Inside, period details accompany large picture windows that fill the living space with natural light. The dining room flows effortlessly out to a lovely brick patio that shines when entertaining at night. Enjoy quiet mornings in the delightful eat-in kitchen refreshed with new oak floors, quartz countertops & stainless-steel appliances. Two upper bedrooms, one with filtered golden gate views, share an updated bath. Below, the tandem garage & laundry area offers potential bonus space. Set beyond a lovely brick hardscape, the newly renovated 1940s cottage is truly special with big picture windows, new vaulted ceilings, updated electrical & LED lighting, wide-plank flooring, new kitchen, updated bath & new roof. Other property improvements: past retrofitting, new drainage & sewer system, new sidewalk & expanded driveway for additional two cars! Stroll to Village coffee & shops, within .07 miles to top-rated Kensington Hilltop Elementary, Tilden Park Trails, and AC Transit a few steps away.