At the crossroads of Corona Heights and Buena Vista/Ashbury Heights neighborhoods, 408 Roosevelt Way is a classic Edwardian home with thoughtful modern updates, generous living spaces, outdoor areas, and views of the San Francisco downtown skyline. At the entry, a covered patio with an early 1900s stained-glass window introduces the home's architectural character. Inside, a generous foyer with a coat closet creates a proper sense of arrival. Original details continue throughout, including picture moldings, vintage doors, box beam ceilings, original built-ins, and classic Edwardian craftsmanship. The main level is bright and well-proportioned. The living room enjoys downtown skyline views and is anchored by a stone wood-burning fireplace, with built-ins framing the room. Adjacent to the living room, the formal dining room features box beam ceilings, an original hutch, and additional built-ins. This level also provides direct access to the backyard, connecting the interior living spaces to the garden. The remodeled kitchen features Bosch appliances, quartz countertops, and painted cabinetry with new knobs and pulls. A window-side eat-in nook overlooks the garden, offering a comfortable spot for casual meals, morning coffee, or working from home. A functional half bath is located adjacent to the nook for added convenience. Upstairs, the highly coveted three-bedroom layout includes the primary suite and guest bathroom on the same level. Each bedroom offers good closet space. Both front bedrooms feature downtown skyline views, while the rear primary suite includes a spa-like bath with an oversized shower, premium finishes, and direct access to a private deck overlooking the tranquil garden. The refinished guest bath includes a shower over tub, single vanity, and new light fixtures. Outdoor space includes a terraced garden with mature lemon and Japanese maple trees, creating a quiet setting for relaxing, gardening, or entertaining. The home also includes a one-car garage with laundry and ample storage. Additional improvements include refinished hardwood floors, fresh interior and exterior paint, wood-clad dual-pane windows, seismic improvements, and a newer roof completed in 2019. Set near Buena Vista Park and close to the shops, cafes, and restaurants of Cole Valley, 408 Roosevelt Way offers classic San Francisco architecture, updated comfort, skyline views, and a highly desirable location.