4416 Sw Chesapeak Ave, Portland, OR

About 4416 Sw Chesapeak Ave

Perched high on a double lot, this artistically remodeled Mid-Century Daylight Ranch offers sweeping, unobstructed views stretching from the Coast Range to the eastern foothills. Thoughtfully designed for privacy and serenity, the home is sited and landscaped to minimize sightlines from neighboring properties—allowing you to fully enjoy the expansive view deck and peaceful surroundings. Inside, the custom kitchen is a true showpiece, featuring stainless steel appliances, bespoke cabinetry, and an oversized entertainer’s island—perfect for hosting gatherings of any size. The primary suite welcomes you with early 20th-century antique Japanese doors and floor-to-ceiling windows framing the panoramic valley views, along with direct access to the deck. The luxurious en-suite bath includes a glass-enclosed shower with rainfall head and a soaking tub set behind antique Geisha doors—ideal for unwinding while taking in the tranquil scenery. The outdoor fire pit offers a cozy spot to relax with a drink after the sun sets, and the expansive lot includes a large, flat, unimproved area on the eastern side, providing exciting opportunities for future expansion or personalization. Espalier fruits include grapes, fig tree, & crab apple additional plantings include blueberries, blackberries, raspberries and plums! All this, conveniently located for an easy commute to downtown Portland, NW 23rd, Nike WHQ, and OHSU. This one-of-a-kind retreat blends timeless design, artisan details, and modern comfort in a truly exceptional setting. [Home Energy Score = 7. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10060376]

Listing Map