Hidden at the end of a quiet cul-de-sac on coveted Calhoun Terrace, this elegant Telegraph Hill residence offers sweeping views of the Bay, Bay Bridge, and Downtown skyline, paired with beautifully landscaped garden living. Combining privacy, charm, and iconic San Francisco outlooks, the home presents a rare opportunity in one of the city's most treasured neighborhoods. First time on the market since 2012, the approximately 2,260-square-foot residence features three en-suite bedroomstwo opening directly to the gardenblending timeless architectural character with thoughtful updates throughout. Dark hardwood floors run across the interiors, while expansive windows frame dramatic vistas and fill the home with abundant natural light. Central air conditioning provides year-round comfort throughout the residence. Designed for both entertaining and everyday living, the main level includes a gracious living room centered around a gas-burning fireplace with custom built-ins, a formal dining room overlooking sparkling Bay Bridge views, and a skylit kitchen with custom cabinetry and integrated appliances. The layout provides exceptional flexibility and separation between gathering spaces and private quarters. The primary suite offers a walk-in closet, spa-like stone bath, and French doors opening directly to the garden. A secondary bedroom suite and skylit office also connect seamlessly outdoors, creating an effortless indoor-outdoor lifestyle. The approximately 795-square-foot landscaped garden features mature trees, brick pathways, and multiple areas for dining and relaxation. Completing the home are a lower-level family room, third en-suite bedroom, laundry, storage, attached one-to-two car garage with additional parking opportunities along the quiet cul-de-sac, and elevator access to both levelsjust moments from the city's celebrated dining, waterfront, and cultural destinations.