Set on over 1/2 acre, mostly flat, usable land in Topanga, this private canyon compound offers a thoughtful blend of character, flexibility, and outdoor space. The street-to-street lot includes a 566 sq ft 2-bedroom, 1-bath main house, fully rebuilt with permits in 2009 while maintaining the original footprint of the 1925 home, along with two separate guest spaces, mature landscaping, generous parking, enclosed storage, and multiple usable areas for everyday living. The main house feels bright, warm, and well finished, with Caesarstone countertops, dark wood cabinetry, recessed lighting, double-pane windows and doors, skylights, and French doors that bring in natural light throughout the day. The layout includes a main sleeping area with high ceilings and a wood-burning fireplace, a second bedroom, a walk-in closet, a bathroom with a tub, and an efficient galley kitchen with a clean, functional design. Original 1925 stained-glass windows preserve a sense of history, while central heat and updated finishes give the home a comfortable, polished feel. Two additional spaces create meaningful flexibility. The lower unit has its own entrance off Old Topanga near the property's main entry and features a studio-style layout with an open kitchen, wood-burning fireplace, bathroom with tub and original 1920s tile, plus a private enclosed patio beneath a mature oak tree. The upper guesthouse is accessed from a separate street, completely apart from the rest of the property, and includes its own electric meter, compact kitchen, full-size refrigerator, bathroom, high ceilings, and a large open deck. A long-term tenant has occupied the upper guesthouse for many years, which may appeal to buyers seeking a possible investment component. The large, mostly flat yard is one of the property's greatest strengths, with room for gardening, pets, outdoor dining, parking, storage, and quiet enjoyment. Mature pomegranate, apple, plum, and apricot trees are complemented by raised garden beds that have been used for growing food. The property is fully fenced and offers a comfortable mix of sun and shade, with the mature oak helping keep parts of the grounds naturally cooler. Important improvements have been completed over the years, including roofs on both guesthouses, drainage upgrades, retaining wall work, irrigation, fencing, an oversized metal shed with re-welded doors that can function as protected vehicle storage, as well as additional enclosed storage areas. The upper guesthouse is separately metered for electricity, while the main house and lower guest space share utilities. With upgraded living space, guest accommodations, mature landscaping, infrastructure improvements, parking, storage, and mostly flat land, this Topanga property offers far more flexibility than a standard single-family home.