Tucked at the end of a cul-de-sac in Kirkwood Knolls, 5517 Guadalupe is an exceptional home that blends privacy, thoughtful upgrades, flexible living space, and resort-style outdoor living. This beautifully updated two-story home features 4 bedrooms plus a den/loft, 2.5 bathrooms in the main home, and a detached ADU/pool house complete with a full bathroom, creating an ideal setup for guests, work-from-home space, hobbies, or poolside entertaining. The current owners have invested approximately $275,000 in thoughtful upgrades throughout, including new flooring, beautifully remodeled bathrooms, an updated kitchen with quartz island, wine fridge, and an open pass-through window that connects the kitchen to the outdoor living space. The living room features dramatic cathedral ceilings and a wood-burning fireplace, while the ground-floor primary suite includes closet built-ins, an updated bathroom, and a fun hidden/secret door detail. The backyard is built for California living, with a private pool, hot tub, wraparound deck, garden area, sprinkler system, extra storage shed, and plenty of space to relax, entertain, and enjoy the outdoors. The private backyard offers a peaceful setting with no direct neighbor window views, plus mature orange, lemon, lime, plum, and cherry trees that add both charm and function. Dog lovers will also appreciate the automatic dog door and the nearby dog park. Additional highlights include owned solar panels, a Powerwall, EV charging station, tankless water heater for the main house, laundry/mud room, attached two-car garage, extra driveway parking, and a convenient location close to greenbelt access, regional park trails, shopping, and more. Meticulously upgraded and beautifully cared for, this is a rare combination of style, function, flexibility, energy efficiency, and indoor/outdoor living in one of the area's most convenient neighborhood settings.