Welcome to 1108 Madison Ave, a timeless Craftsman gem in the heart of University Heights. This beautifully expanded 4-bedroom, 2.5-bathroom home blends classic character with modern functionality, offering 2,540 sq ft of living space and panoramic canyon views. Inside, you'll find gleaming hardwood floors, custom millwork, two fireplaces, and spacious living areas that flow seamlessly into a large, open-concept kitchen with granite counters, stainless steel appliances, and a wrap-around breakfast nook. The light-filled primary retreat upstairs features vaulted ceilings, dual closets, a luxurious en suite bath with soaking tub and walk-in shower, and French doors that open to a private rooftop deck with sweeping views and a place for a jacuzzi. Outdoors, enjoy multiple entertaining spaces including a pergola-covered patio, landscaped yard with turf, and a serene garden area. Additional highlights include fully owned solar, updated bathrooms, custom built-ins, a mudroom area, and a detached garage with laundry, lots of storage, and alley access. Ideally located near parks, top-rated schools, and the best of Hillcrest and North Park, this home delivers the perfect balance of historic charm, modern comfort, and unbeatable location.