Discover the perfect blend of luxury, comfort, & California living at 2185 Cobblehill Place, nestled in the highly sought-after Highlands neighborhood of San Mateo. Situated on a sprawling 17,997 sq ft lot, this beautifully crafted home features 4 bedrooms, 3.5 bathrooms, & 3,390 sq ft of thoughtfully designed living space. Expansive picture windows in the light-filled living & dining areas frame stunning panoramic views, while the open-concept kitchen offers a large center island, breakfast bar, walk-in pantry & premium finishes. The kitchen seamlessly flows into a spacious family room with a fireplace & breathtaking vistas-ideal for relaxing or entertaining. The main level includes a private guest suite tucked off the entry. Downstairs, 2 bedrooms share a full hall bath, while the private primary suite offers a spa-like en-suite, walk-in closet, & serene retreat. Step outside to a beautifully appointed patio with a second fireplace & an expansive backyard perfect for creating your dream outdoor oasis. Additional features include a dedicated laundry room/mudroom located off the attached 2 car garage for added convenience. Enjoy easy access to top-rated schools, scenic trails, shopping, & Highway 280. This home offers timeless design, modern comfort, & a lifestyle you'll love!