3680 21st Street

Located on one of San Francisco's most coveted residential streets, this stunning Craftsman Revival atop Dolores Heights offers approximately 3,150 square feet of light-filled living with four bedrooms, three bathrooms, cinematic views, two terraces, and a remarkably private garden retreat. Renovated by John Maniscalco Architects, the home is designed around openness and seamless indoor-outdoor living. The main level unfolds as an expansive living, dining, and kitchen space opening to a generous view terrace with sweeping vistas from the Marin Headlands and Alcatraz to Pacific Heights, Downtown, and the East Bay. Wide-plank hardwood floors, custom built-ins, crown molding, and a fireplace create a warm yet contemporary setting for entertaining. Beyond the terrace, the landscaped garden descends through winding pathways to secluded spaces for outdoor dining and quiet relaxation beneath mature specimen trees. The chef's kitchen features cabinetry of quartered figured Avodire, quartz countertops, a generous island, premium appliances, and a skylight. Two bedrooms, a full bath, and an integrated workspace complete the main level. The entire upper floor is devoted to the primary suite, offering a dramatic curved ceiling, skyline views, a private terrace, walk-through dressing gallery, adjoining library, and a flexible office or nursery. With its own entrance from the street or main house, the lower level provides a guest suite with cedar-paneled walls, oversized garden-facing windows, a kitchenette, full bath, and direct garden accessideal for guests, extended family, a wellness studio, or home office. Built in 1939, the residence pairs timeless character with modern comforts, including integrated audio, Lutron lighting, whole-house security, and a two-car tandem garage with wine storage and custom cabinetry. Perched above Dolores Park and moments from Noe Valley, the Mission, and the Castro, 3680 21st Street is surrounded by many of San Francisco's leading entrepreneurs and creative professionals, offering an exceptional blend of privacy, inspiring views, and vibrant city living.