Welcome to a rare opportunity in the highly desirable Cathedral Oaks neighborhood of San Jose. Perfectly situated near top-rated schools like The Bolles School, San Jose Episcopal Day School, San Jose Catholic School, and the Jewish Community Alliance community center, and just a short drive from the charm of the San Marco Square, this design-forward residence offers sophistication and comfort on nearly half an acre, canopied by majestic Cathedral Oak trees. Before you even step inside, you're greeted by a 500 square feet of gray Tremron-paved, covered outdoor lounge, a stylish welcome to the elevated living that follows. This thoughtfully updated 4-bedroom, 2 full bath, and 2 half bath home invites you into a light-filled grand family room with floor-to-ceiling windows, vaulted ceilings, smooth-finished recessed ceilings, and a wood-burning fireplace flanked by custom built-ins. The heart of the home is a true entertainer's kitchen, centered around a massive 10' x 4' granite island with seatingideal for casual meals or festive gatherings. High-end appliances, including a BOSCH induction cooktop, are included, and a walk-in pantry with sliding barn door offers additional storage and a beverage cooler. Just off the kitchen, French doors with built-in blinds lead to a spectacular 1,000 square foot covered patioalso Tremron-paved. Whether hosting guests or enjoying a peaceful evening, this space is ideal for al fresco dining and entertaining. A large, versatile flex room with custom built-in cabinetry offers the perfect spot for a home office, study, or game room. The primary suite includes private access to the patio and a luxurious ensuite bath with quartz countertops. Bedrooms two and three share a unique Jack & Jill layout, each with its own private half bath and a central shower,an ideal configuration for family or guests. The bright fourth bedroom is features a custom built-in closet that adds both charm and smart storage. This home has been meticulously maintained and thoughtfully upgraded: New roof (2022) Tankless water heater (2022) Sewer repiping (2022) New windows (2015) Water softener + epoxy-coated garage flooring Chimney sweep (2025) Don't miss your chance to own this exceptional home in one of San Jose's most sought-after communities. Schedule your private showing today!