/
Data Last Updated: 07/26/2026 23:58 PT
MLS-linked model range (not an appraisal or lending value). Lower model error suggests a tighter band.
Model error about 14% (AI estimate).
$915,000
123days on marketSold$915,000 · June 9, 2026
3 beds · 3.1 baths · 2,651 sqft
Taxes/yr $12,850
Send a tour request for 4416 SW CHESAPEAK AVE, Portland, OR, 97239.
Hand-routed to Nate Brantley, Principal Broker & Founder. You can expect a same-day reply during business hours.
Your contact details stay private to our team and are only used to coordinate this showing.
$915,000
Text NateYour local expert: Nate Brantley
Set in COUNCIL CREST, this home sits in Portland. Built in 1958.
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]
Extras & features
Gas Water Heater, Washer, Dryer, Dishwasher, Disposal, Free-Standing Range, Free-Standing Refrigerator, Microwave, Wine Cooler
Legal description
COUNCIL CREST PK TR B, BLOCK 2, LOT 3&4