Perched in the heart of Cow Hollow, this rare two-residence property (2BD/1.5BA condo + 2BD/1.5BA single house) offers iconic San Francisco views spanning the Golden Gate Bridge and the bay, while delivering exceptional flexibility and strong income potential. Situated on a single lot, the property features two distinct, income-producing residences, a rare opportunity in this coveted neighborhood. Not subject to SF Rent Control Ordinance. With a possible near-term path to vacancy (buyer to verify/investigate), the property presents an ideal opportunity for owner-occupants, investors, 1031 exchangers, or those seeking a flexible hybrid living arrangement. 1865 Filbert is a spacious full-floor, 2-bedroom, 1.5-bath condominium within a classic two-unit Edwardian building (the lower flat), offering high ceilings and open floor-plan. Privately positioned at the rear, the standalone 1863 Filbert is a tastefully updated two-story single house featuring 2 bedrooms and 1.5 baths, rich in charm and character. A serene turf yard creates a natural separation between the two homes, while a shared roof deck showcases breathtaking panoramic views of the bay, the full span of the Golden Gate Bridge, and the city skyline. An extraordinary setting for entertaining or everyday living. The condo generates stable income at $6,750/month ($81,000 annually).The single house is currently leased month-to-month at $6,375/month ($76,500 annually). Current gross income is $157,500. A truly special offering in one of San Francisco's most desirable neighborhoods, combining privacy and unparalleled lifestyle with effortless walkability. Just moments from the vibrant shops, dining, cafes of Union/Chestnut, the Presidio, Crissy Field, and Fort Mason. With an exceptional 98 walk score and easy access to Hwy 101, this location offers the best of city living imaginable. *Images are virtually staged/enhanced to illustrate potential.