2030 South Military Road

Approaching its 100th anniversary, this romantic Dunthorpe estate, built in 1927 for one of the area’s early families whose land helped shape Riverdale School, blends historic character with thoughtful modern updates. Located steps from top-rated Riverdale Grade School, this estate has long been woven into the history of the community. The property is situated on 1.31 beautifully landscaped acres with Mt. Hood views, expansive lawns, terraces, a gazebo, a sparkling 20 x 40' swimming pool with automated cover, and a zip line. The storied and timeless interiors offer soaring ceilings, formal and casual living spaces, two sunrooms, a bright kitchen with caterer's pantry, separate guest or live-in quarters, spacious bedroom suites, a finished attic studio, and a daylight lower level with flexible bonus space. Original details include restored wood-framed windows, custom millwork, a laundry chute, ample storage, and a collection of hidden compartments waiting to be discovered, all reflecting the home's enduring craftsmanship and charm. The grounds are equally suited for everyday enjoyment and entertaining, featuring a beautiful garden along with multiple outdoor spaces for gathering, recreation, and taking in the Mt. Hood views. Recent improvements include a new roof (2025), two separate air-conditioning systems serving the upper level and key main-floor living areas, extensive recent pool system and equipment updates, and numerous additional improvements throughout. Smart home features, a generator transfer switch, and a three-car garage add to the home's modern livability. Minutes to Portland and vibrant Lake Oswego amenities, this is a rare opportunity to own a special piece of Dunthorpe history!