A private hilltop sanctuary on a quiet street north of York, this creative Highland Park compound offers the perfect balance of thoughtful design, lush landscaping, and prime location. Set on large 9,996 sq ft lot and surrounded by mature trees, vineyard vines, and natural greenery, it feels like a retreat, just moments from York Blvd. The main home features 3 bedrooms and 2 bathrooms. Inside, white oak flooring, lime washed walls, and expansive picture windows create a bright, airy ambiance with seamless indoor outdoor flow. The open kitchen is a showstopper, outfitted with leather finish quartzite countertops, light wood cabinetry, and premium appliances. Just beyond, a detached and beautifully finished casita/ADU awaits, complete with a stylish kitchenette and full bathroom. Whether used as a guest suite, creative studio, office, or income generating rental, its a flexible space that adds tremendous value and function to the property. The primary suite is a peaceful haven with sliding doors to a private patio and a spa inspired bath featuring a double vanity and walk in shower. Step outside to find a resort style outdoor experience: a wooden deck for dining and lounging, a hot tub under the stars, a cozy firepit, and a terraced garden accessible by stone stepsall set against sweeping hillside views. Located in a tranquil pocket just blocks from Highland Park favorites like Town Pizza, Belles Bagels, Kumquat Coffee, El Huarache Azteca, Queen St, Cafe de Leche, The York, Hermosillo, Joy, Sticky Rice, and more, this property offers the ideal mix of retreat and urban vibrance. With its inspired layout, multiple outdoor living areas, and detached guest house, this one of a kind creative compound is Highland Park living at its best.