(541) 410-0985
Sign Up Login
Refine Search

4416 SW Chesapeak Ave, Portland, OR 97239

$959,000
Matterport Tour Logo Virtual Tour

48 Total Photos [Click to View All]

Property Description

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]

4416 SW Chesapeak Ave | MLS# 554881785

This single family home located at 4416 SW Chesapeak Ave, Portland, OR 97239 is currently listed for sale with an asking price of $959,000. This property was built in 1958 and has 3 bedrooms and 2 full and 1 partial baths with 2651 sq. ft. SW Chesapeak Ave is located in the COUNCIL CREST subdivision. Search COUNCIL CREST real estate on kimgilchrist.bendpremierrealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Daylight, Exterior Entry, Finished
Cooling: Central Air
Fireplaces: 1
Fuel Type: Gas
Heating: Forced Air
Home Style: Custom Style, Daylight Ranch
Lot Size: 0.36 Acres
Roof Type: Metal
Stories: 2.0
Taxes: $12,850
Year Built: 1958
Square Feet: 2,651

Feature Descriptions

Accessibility: Main Floor Bedroom w-Bath, Natural Lighting, Walk-in Shower
Bathroom: 1.0 (Lower), 1.1 (Main)
Days on Site: 8
Exterior: Brick, Wood Siding
Exterior: Deck, Fire Pit, Garden, Patio, Water Feature, Yard
Fireplace: Gas, Wood Burning
Green Certification: Yes
Hot Water: Gas
Interior: Ceiling Fan(s), Garage Door Opener, Hardwood Floors, Heated Tile Floor, Laundry, MurphyBed, Quartz, Vinyl Floor, Washer-Dryer
Kitchen: Dishwasher, Disposal, Free-Standing Range, Free-Standing Refrigerator, Island, Microwave, Quartz, Stainless Steel Appliance(s), Wine Cooler
Lot: Private, Sloped, Terraced
Parking Notes: Attached, Carport, Converted, Carport, Driveway
Sewer: Public Sewer
Special View Info: Mountain, Territorial, Valley
Square Footage: 1116 (Lower), 1535 (Main)
Water: Public Water

Room Sizes

Bonus Room: 12 X 8 Level - Lower
Family Room: 19 X 9 Level - Lower
Office: 11 X 8 Level - Lower
2nd Bedroom: 15 X 12 Level - Lower
3rd Bedroom: 11 X 11 Level - Lower
Dining Room: 10 X 10 Level - Main
Family Room: 16 X 10 Level - Main
Kitchen: 15 X 14 Level - Main
Living Room: 20 X 12 Level - Main
Primary Bedroom: 15 X 13 Level - Main

Local Schools

High School: Ida B Wells
Middle School: Robert Gray
Elementary School: Rieke

Listed By / Shown By

Listed By

Agency Name: LUXE Forbes Global Properties
Agency Phone: 503-389-2112

Shown By

Agent Name: Kim Gilchrist, Broker
Agent Phone: (541) 410-0985
Agency Title: Bend Premier Real Estate

IDX logo

Estimate Your Payment

Estimated Payment

$ 6,199.77 per month $4,849.23 Principal & Interest $1,070.83 Property Tax $279.71 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/06/2026. The listing information on this page last changed on 04/06/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 04/06/2026 12:02:01 AM EST) or RMLS (last updated Sun 04/05/2026 11:58:19 PM EST) or COAR/MLSCO (last updated Mon 04/06/2026 12:01:15 AM EST). Real estate listings held by brokerage firms other than Bend Premier Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS of Portland, Oregon. Real estate listings held by other brokerage firms are marked with the RMLS logo, and detailed information about these properties includes the names of the listing brokers. Listing content is copyright © 2026 RMLS, Portland, Oregon. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Privacy Policy / DMCA Notice / ADA Accessibility

Login to My Homefinder

Pixel