4416 SW CHESAPEAK AVE

Portland, OR 97239

Perched atop a rare double lot, this artfully reimagined Mid-Century daylight ranch commands sweeping, unobstructed vistas spanning from the Coast Range to the eastern foothills. Thoughtfully sited & masterfully landscaped to preserve both privacy & tranquility, the property is designed to minimize neighboring sight lines—creating a serene sanctuary where the expansive view deck & natural surroundings can be enjoyed in complete seclusion. Inside, the bespoke kitchen serves as the heart of the home—a true statement in both form and function—appointed with stainless steel appliances, custom cabinetry & an oversized entertainer’s island designed to host gatherings both intimate & grand. The primary suite is a retreat unto itself, introduced through early 20th-century antique Japanese doors & enveloped by floor-to-ceiling glass that frames the ever-changing panorama beyond. With direct access to the deck, the suite seamlessly blends indoor & outdoor living. The spa-inspired bath offers a glass-enclosed rainfall shower & a soaking tub set behind antique Geisha doors—an evocative, tranquil setting for relaxation. Outdoors, a sculpted landscape unfolds with intention. A fire pit beneath the open sky invites evenings of quiet reflection, while curated plantings—including espaliered grapes, fig, crab apple, along with blueberries, blackberries, raspberries & plums—create a living garden that is as functional as it is beautiful. A substantial, level unimproved area on the eastern portion of the lot presents a rare opportunity for future expansion or a bespoke addition. All of this, just moments from downtown Portland, NW 23rd, Nike World Headquarters & OHSU. A truly singular offering—where timeless mid-century design, artisan craftsmanship & modern livability converge in an extraordinary setting. [Home Energy Score = 7. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10060376]

Listing courtesy of Steve Odermann of LUXE Forbes Global Properties (971) 275-5657



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Last checked 2026-03-28 06:00 AM PDT.

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