Tucked in the heart of Highland Park between vibrant York Blvd and Figueroa, just a 10 minute walk to shops, restaurants, and cafes is this fully vacant 1923 Craftsman Duplex that offers the ideal blend of character and convenience. Beloved for 16 years by the same owners, it features the most desirable configuration of two separate homes with no common walls for supreme privacy. It’s perfect for an owner-occupant seeking a guest house, income-generating unit to offset the mortgage, or multi-generational setup. Perched on a river rock knoll blooming with California natives and a cornucopia of succulents that cascade down the sides, it effortlessly combines vintage details with warm and inviting updates. The front home features 2 bedrooms, 2 bathrooms and a sunlit, open layout with hillside views. Original wood floors and a vintage stone fireplace anchor the living room, which flows into the dining area and a patio ideal for al fresco meals. The updated kitchen has ample cabinetry, an island, quartz counters and stainless steel appliances including a gas cooktop, dishwasher, integrated wall oven and microwave. A half bath, laundry closet, and spacious pantry sit just off the kitchen. Down the hall, you’ll find two roomy bedrooms with generous closets and a fully renovated bath with a soaking tub. A second private patio completes the front residence. Beyond the 2-car garage is the incredibly charming 1 bedroom, 1 bath rear home bathed in light and thoughtfully updated. Features include original wood floors, a stylish open kitchen with a Zia tile backsplash, butcher block counters, stainless appliances including a dishwasher, and a private laundry room. The comfortably sized bedroom and airy en-suite coupled with a summer-ready backyard provide an ideal space for anyone to enjoy. Additional upgrades include a retrofitted foundation, central A/C in the front home, updated interior electrical, upgraded electric panel and fresh interior paint. Moments from York Blvd favorites like The Hermosillo, Goldburger, Barcade and Highly Likely, Kitchen Mouse and farmers market on Figueroa–it offers unparalleled access to the best of Highland Park. Centrally located to Eagle Rock, Pasadena, Silver Lake, DTLA, the Gold Line, and freeways, this Highland Park gem won’t last long.