4416 SW Chesapeak Ave Portland, OR 97239
Hillsdale NeighborhoodEstimated payment $6,333/month
Highlights
- Custom Home
- Heated Floors
- Deck
- Rieke Elementary School Rated A-
- Mountain View
- Private Lot
About This Home
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
Listing Agent
Windermere Realty Trust Brokerage Email: sodermann@windermere.com License #201209382 Listed on: 06/06/2025

Co-Listing Agent
Windermere Realty Trust Brokerage Email: sodermann@windermere.com License #201244733
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $12,388
Year Built
- Built in 1958 | Remodeled
Lot Details
- 0.36 Acre Lot
- Private Lot
- Terraced Lot
- Garden
Parking
- 1 Car Attached Garage
- Carport
- Converted Garage
- Appliances in Garage
- Garage Door Opener
- Driveway
Property Views
- Mountain
- Territorial
- Valley
Home Design
- Custom Home
- Brick Exterior Construction
- Slab Foundation
- Metal Roof
- Wood Siding
Interior Spaces
- 2,568 Sq Ft Home
- 2-Story Property
- Beamed Ceilings
- Ceiling Fan
- Wood Burning Fireplace
- Gas Fireplace
- Double Pane Windows
- Wood Frame Window
- Family Room
- Living Room
- Dining Room
- Finished Basement
- Natural lighting in basement
- Security Lights
Kitchen
- Free-Standing Gas Range
- Dishwasher
- Stainless Steel Appliances
- Kitchen Island
- Quartz Countertops
- Disposal
Flooring
- Wood
- Heated Floors
- Vinyl
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary Bedroom on Main
- Soaking Tub
- Walk-in Shower
Laundry
- Laundry Room
- Washer and Dryer
Outdoor Features
- Deck
- Patio
- Outdoor Water Feature
- Fire Pit
Schools
- Rieke Elementary School
- Robert Gray Middle School
- Ida B Wells High School
Utilities
- Forced Air Heating and Cooling System
- Heating System Uses Gas
- Gas Water Heater
Additional Features
- Accessibility Features
- Green Certified Home
Community Details
- No Home Owners Association
Listing and Financial Details
- Assessor Parcel Number R141868
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2024 | $12,388 | $463,430 | -- | -- |
2023 | $12,388 | $449,940 | $0 | $0 |
2022 | $11,654 | $436,840 | $0 | $0 |
2021 | $11,457 | $424,120 | $0 | $0 |
2020 | $10,509 | $411,770 | $0 | $0 |
2019 | $10,123 | $399,780 | $0 | $0 |
2018 | $9,825 | $388,140 | $0 | $0 |
2017 | $9,416 | $376,840 | $0 | $0 |
2016 | $8,617 | $365,870 | $0 | $0 |
2015 | $8,391 | $355,220 | $0 | $0 |
2014 | $8,265 | $344,880 | $0 | $0 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
06/06/2025 06/06/25 | For Sale | $995,000 | +28.8% | $387 / Sq Ft |
06/08/2018 06/08/18 | Sold | $772,500 | -5.2% | $301 / Sq Ft |
05/08/2018 05/08/18 | Pending | -- | -- | -- |
04/18/2018 04/18/18 | For Sale | $814,900 | -- | $317 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Warranty Deed | $772,500 | Lawyers Title | |
Bargain Sale Deed | $772,500 | Lawyers Title | |
Bargain Sale Deed | -- | None Available | |
Interfamily Deed Transfer | -- | Fidelity Natl Title Of Or | |
Interfamily Deed Transfer | -- | Chicago Title |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Open | $600,000 | New Conventional | |
Previous Owner | $533,738 | Adjustable Rate Mortgage/ARM | |
Previous Owner | $403,750 | New Conventional |
Source: Regional Multiple Listing Service (RMLS)
MLS Number: 463560845

APN: R141868
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