Meticulously maintained Highland Park compound surrounded by greenery - ideal for buyers seeking a private nature refuge in the heart of the city. Located on a quiet, tree-lined street, the property features two structures: a 915 sq. ft. 2 bedroom, 1 bathroom main home with a 380 sq. ft. 1 bedroom, 1 bathroom lower space, as well as a separate back structure with a sizable studio, two outdoor patios, one-car garage, and substantial storage area. The light-filled main house sits behind a grassy, hedged front yard, and raised from the street, totally private with peekaboo city views. The 2 bed, 1 bath home features a living room, dining room, chef's kitchen with Moroccan tile backsplash and butcher block countertops, and laundry room. The home is replete with beautiful details, including hardwood floors throughout, built-in cabinetry, and windows overlooking the surrounding greenery. Below is a bonus space with a living room, bedroom, bathroom, and a large additional storage space - perfect for guests or a quiet, work-at-home haven. Through the back door you will find a center courtyard with a pergola - ideal for entertaining al fresco - sitting next to the back office. Walk past your garden into the gated, flat backyard with drought-tolerant grass, enormous eucalyptus tree, corner seating area, and a second covered open air workshop, ready for all projects. The long driveway leads to a one-car garage, and several additional cars can fit tandem. Recent upgrades include: new HVAC system, central A/C, foundation bolting and retrofitting, new exterior siding and railing, and new triple pane windows. Property features aspirational California native plants, including Elderberry, Toyon, Mountain Mahogany, Big Berry Manzanita, and a showstopper of a majestic White Sage. Fruit trees include year-round sweet limes, peach, and jujube. Walkable to York Park, Cleland Park, and York Boulevard's best bars, shops, and restaurants, this home is a must see!