Two Homes, One Exceptional Opportunity – A Rare Telegraph Hill Offering

Nestled on a coveted cul-de-sac in Telegraph Hill, this exclusive property affords a rare opportunity to own two detached, adjacent homes on separate lots, available together for one price. Functioning seamlessly as a primary residence with a guest cottage or flexible-use retreat, the two homes boast breathtaking panoramas spanning Coit Tower, the Golden Gate Bridge, Alcatraz, and beyond. Thoughtfully designed outdoor spaces include three sunlit decks and lushly landscaped gardens, perfect for entertaining or a private retreat.

69 Telegraph Place

A refined three-bedroom residence, this home welcomes you through a private gated entry into a tranquil, beautifully landscaped garden. The main level features a dramatic entry framed by soaring greenhouse windows, a sophisticated formal dining room with built-in cabinetry, and a warm, inviting den with a wood-burning fireplace. All spaces display stunning Bay vistas through expansive windows. The gourmet eat-in kitchen is outfitted with quartz countertops, a convenient pantry for storage, and deluxe appliances, including a Bosch gas cooktop and dishwasher, Miele double ovens and warming drawer, Franke sink, and a Sub-Zero refrigerator. A pass-through above the sink enhances connectivity with the dining room, while a welcoming breakfast nook and overhang for stools provide additional options for informal dining.

Tucked away from the gathering spaces, the peaceful primary suite offers four double closets and a stylish ensuite bath with a dual vanity, built-in linen closet and storage closet, and a glass-enclosed shower.

Ascending the staircase, lined with display shelving for art or sculptures, a sun-drenched landing leads to the upper level. Here, an expansive living/entertaining room showcases floor-to-ceiling picture windows, a fireplace, a wet bar, and a half bath. Two spectacular view decks frame panoramic Bay and cityscapes—one capturing San Francisco Bay, Alcatraz, and the Golden Gate, while the other embraces Coit Tower and the city skyline. A handsome office / library completes this level, equipped with floor-to-ceiling bookshelves, a rolling ladder, and striking views.

The lower level comprises two lovely bedrooms, a recently updated bathroom with a shower over a tub, and a dedicated laundry room with kitchenette. A two-car side-by-side garage, wine storage, and a workshop space round out this exceptional residence.

339 Lombard Street – A Charming, Detached Cottage

Privately nestled among the trees with its own gated entrance, this two-level cottage offers a versatile guest retreat or multi-purpose living space. The sunlit upper-level studio includes hardwood floors, a cozy gas fireplace, and a built-in window seat overlooking the enchanting brick garden below. A fully equipped kitchen with a cooktop and oven, a remodeled bath with a sleek shower, and a Murphy-type wall bed enhance the functionality of this delightful space.

Above, a landscaped rooftop deck with gorgeous Bay views creates a serene oasis. The lowest level contains a versatile bonus room—perfect as a home office, exercise room, or personal retreat—complete with a wet bar, stacked laundry, and direct access to the secluded back garden courtyard with a custom water feature. The cottage and backyard can be accessed from 69 Telegraph Place or through a private gate entering from Lombard Street.

This extraordinary pairing of homes presents a truly unparalleled opportunity to enjoy San Francisco’s finest views, privacy, and architectural charm. Whether used as a primary residence with a guest cottage, or a multi-generational living opportunity, this is a rare gem in one of the city's most iconic neighborhoods.