In true Colonial Revival form, Hillcrest Dr stands proud in its timeless symmetry, centered six-pane front door, and rows of oversized windows accented by shutters designed to truly function. This little slice of heaven was designed by one of Portland's best known residential architects -Roscoe Hemenway. Tucked just below the winding street, the 'secret garden home" offers unparalleled privacy. The floorplan flows from one spacious entertaining area to another, yet the home still feels intimate. This is a home built for gathering. The stunning amount of natural light creates an airy energy, a must with Portland's tendency towards gloomy. While remaining true to the home's original character, some of the significant improvements include updated electrical & plumbing, fully insulated, earthquake retrofitted, addition of an upper-level laundry, and beautifully redesigned bathrooms, each featuring heated floors. The main level is a natural stage for entertaining. A kitchen for people who love to cook includes a built-in eating nook that will be an instant favorite. The living and dining rooms are really quite beautiful. Sooo many floor to ceiling windows, each room with a fireplace. This space transitions seamlessly onto a covered patio -one of three outdoor living areas -and a lushly landscaped yard. The upper level has 3 ensuites, with the most breathtaking primary bedroom. This beauty features a wall of custom built-ins, a fireplace, walk-in closet (with a window!), and a spa-like bath, all opening onto a balcony with city views. Movie nights, games, kids and friends taking over the house -the lower level family room becomes the perfect hangout. A rare garage with an elevator for bringing down packages & groceries, plus additional parking for at least 5 cars along the property! And finally, a detached apartment -a hideaway for guests, a quiet workspace, or the ideal studio for passive income. A treasured home for family, friends, and gathering.