$995,000

4416 SW Chesapeak Ave Portland, OR 97239

Hillsdale Neighborhood

Estimated payment $6,333/month

Total Views 5,020
4 Beds
2.5 Baths
2,568 Sq Ft
$387 Price per Sq Ft

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

Steve Odermann

Windermere Realty Trust Brokerage Email: sodermann@windermere.com License #201209382 Listed on: 06/06/2025

Windermere Realty Trust

Co-Listing Agent

Chris Barman

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

Home Details

Home Type

Single Family

Est. Annual Taxes

$12,388

Year Built

Built in 1958 | Remodeled

Lot Details

0

Parking

1

Listing Details

  • Standard Status: Active
  • MLS Status: Active
  • Property Type: Residential
  • Accessibility: Yes
  • Stories: 2
  • Year Built: 1958
  • Property Condition: UpdatedRemodeled
  • Property Sub Type: SingleFamilyResidence
  • Architectural Style: CustomStyle, DaylightRanch
  • New Construction: No
  • Property Attached Yn: No
  • Open House: No
  • Room 10 Features: BuiltinFeatures,Fireplace,HardwoodFloors,SlidingDoors
  • Room 11 Features: ApplianceGarage,Dishwasher,GasAppliances,Island,Pantry
  • Room 12 Features: Fireplace,SlidingDoors
  • Room 13 Features: CeilingFan,HardwoodFloors,SlidingDoors
  • Room 8 Features: BeamedCeilings,BuiltinFeatures
  • Room 9 Features: HardwoodFloors
  • Special Features: VirtualTour

Interior Features

  • Accessibility Features: MainFloorBedroomBath, WalkinShower
  • Total Bathrooms: 2.1
  • Interior Amenities: CeilingFan, GarageDoorOpener, HardwoodFloors, HeatedTileFloor, Laundry, MurphyBed, Quartz, VinylFloor, WasherDryer
  • Room 4 Description: _4thBedroom
  • Room 4 Features: BeamedCeilings
  • Room 4 Level: Lower
  • Basement: Daylight, Finished
  • Window Features: DoublePaneWindows, WoodFrames
  • Appliances: ApplianceGarage, Dishwasher, Disposal, FreeStandingGasRange, FreeStandingRefrigerator, Island, Quartz, StainlessSteelAppliance
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Total Bedrooms: 4
  • Fireplace Features: Gas, WoodBurning
  • BathroomsFullLowerLevel: 1
  • Main Level Full Bathrooms: 1
  • BathroomsPartialMainLevel: 1
  • BathroomsTotalLowerLevel: 1.0
  • BathroomsTotalMainLevel: 1.1
  • BathroomsTotalUpperLevel: 0.0
  • Lot Size Range: SqFt15000to19999
  • Other Room10 Area: 130
  • Additional Room 10 Level: Main
  • Room 11 Level: Main
  • Room 12 Level: Main
  • Room 13 Level: Main
  • Bedroom 7 Area: 168
  • Room 7 Description: _2ndBedroom
  • Additional Room 7 Level: Lower
  • Other Room8 Area: 121
  • Room 8 Description: _3rdBedroom
  • Additional Room 8 Level: Lower
  • Other Room9 Area: 143
  • Room 9 Description: DiningRoom
  • Additional Room 9 Level: Main

Exterior Features

  • Exterior Description: Brick,WoodSiding
  • Exterior Features: Deck, FirePit, Garden, Patio, WaterFeature
  • Lot Size: 15,000 to 19,999 SqFt
  • Foundation Details: Slab
  • View: Yes
  • Lot Features: Private, Sloped, Terraced
  • Road Surface Type: Paved
  • Disclosures: Disclosure
  • Home Warranty: No
  • Roof: Metal
  • View: Mountain,Territorial,Valley

Garage/Parking

  • Garage Type: Attached,Carport,Converted
  • Parking Description: Carport, Driveway
  • Attached Garage: Yes
  • Garage Spaces: 1.0
  • Total Parking Spaces: 1.0

Utilities

  • Fuel Description: Gas
  • Hot Water: Gas
  • Security: SecurityLights
  • Cooling: CentralAir
  • Cooling Y N: Yes
  • Heating: ForcedAir
  • Heating Yn: Yes
  • Sewer: PublicSewer
  • Water Source: PublicWater

Condo/Co-op/Association

  • Senior Community: No
  • Association: No

Schools

  • Elementary School: Rieke
  • High School: Ida B Wells
  • Middle Or Junior School: Robert Gray

Lot Info

  • Land Lease: No
  • Lot Size Acres: 0.36
  • Lot Size Sq Ft: 15681.0
  • Parcel #: R141868

Green Features

  • Green Certification: Yes

Tax Info

  • Tax Deferral: No
  • Tax Year: 2024
  • Tax Annual Amount: 12387.67

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

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
Source: Public Records

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
Source: Regional Multiple Listing Service (RMLS)

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
Source: Public Records

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: Public Records

Source: Regional Multiple Listing Service (RMLS)

MLS Number: 463560845

Regional Multiple Listing Service (RMLS)

APN: R141868