Nestled high in the highly coveted San Rafael Hills of Pasadena, this completely reimagined 3-bedroom, 2.5-bath contemporary retreat masterfully balances timeless Mid-Century flair with bold, modern sophistication. A welcoming formal foyer leads you up to an airy, meticulously curated interior defined by rich wide-plank flooring and stunning new black-framed picture windows that perfectly capture tranquil treetop and mountain views. Designed for the quintessential indoor-outdoor California lifestyle, the open, seamless floor plan features two distinct gathering spaces: a cozy den boasting a romantic fireplace, and a sun-drenched formal living room anchored by a dramatic statement brick fireplace. From the living room, step out onto a freshly tiled entertainer's deck complete with a ceiling fan and ambient lighting creating the perfect setting for relaxing wine nights. Seamlessly connected is the formal dining area, which includes a custom built-in bar and integrated wine refrigerator, ensuring you are always ready to host. At the heart of the home lies a luminous chef's kitchen showcasing striking designer marble countertops, bespoke cabinetry, a gorgeous hand-glazed tile backsplash, and premium stainless steel Forno appliances, including a magnificent 36-inch range with a custom self-venting hood. A chic powder room on this main level offers ultimate convenience for guests, and thoughtfully designed for everyday practicality, there is plenty of storage throughout the home. Upstairs, all three bedrooms and a conveniently located laundry are privately tucked away. The double-door primary suite serves as a secluded oasis featuring dual custom closets (including an expansive walk-in), a charming dumbwaiter from its vintage days, a spectacular spa-inspired en-suite bathroom with a double shower clad in elegant floor-to-ceiling tile and sliding glass doors that open directly onto a second expansive deck. The two generously sized guest bedrooms also feature custom-tailored closets and share a beautifully appointed full bathroom highlighting custom designer tilework and a brand-new vanity w/ fixtures. Outside, the tiered, multi-level backyard offers a secluded, resort-like ambiance surrounded by lush, mature landscaping, ambient string lights, and a large, inviting in ground spa. Beyond its visible artistry, this turnkey masterpiece is meticulously future-proofed with a brand-new roof, updated plumbing, updated HVAC system with a Nest smart thermostat, a 200-amp electrical panel, new sewer liner, a tankless water heater, Wi-Fi smart lighting, and an EV-ready garage finished with a new door and epoxy flooring. Located just minutes from the vibrant culture of Old Pasadena, Eagle Rock, Highland Park, and Downtown, this brilliantly reimagined haven provides the ultimate blend of serene privacy and unbeatable urban convenience. San Raphael Hills living at its finest.