4416 SW CHESAPEAK AVE Portland, OR $ 959,000
4416 SW CHESAPEAK AVE
$ 959,000
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Open House 3/29 1pm - 3pm
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4416 SW CHESAPEAK AVE

Portland, OR, 97239
$ 959,000
Bedrooms3 Baths2.1 Sq 2,651

Monthly Estimate*

$ 5,905

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Single Family Home for sale in Portland, OR

for $959,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,651 square foot home was built in 1958 on a lot size of 0.36.

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]

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Open House

3/29/2026 1:00 PM - 3:00 PM
4416 SW CHESAPEAK AVE Portland, OR
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 959,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 12,849

Style

CustomStyle,DaylightRanch

Lot Size

0.36

Year Built

1958

Town/City

Portland

County/Region

Multnomah

MLS | Web ID

554881785

Features
Interior
Interior Amenities CeilingFan GarageDoorOpener HardwoodFloors HeatedTileFloor Laundry MurphyBed Quartz VinylFloor WasherDryer
Basement Daylight ExteriorEntry Finished
Total Fireplaces 1
Fireplace Features Gas WoodBurning
Hot Water Gas
Window Features DoublePaneWindows WoodFrames
Total Bathrooms 2.1
Total Bedrooms 3
Total Baths 3
1/2 Baths 1
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General
Sewer PublicSewer
Heating ForcedAir
Cooling CentralAir
Roof Metal
Appliances Dishwasher Disposal FreeStandingRange FreeStandingRefrigerator Island Microwave Quartz StainlessSteelAppliance WineCooler
Garage Spaces 1.0
Architectural Style CustomStyle DaylightRanch
Security Features SecurityLights
Year Built 1958
Stories Count 2
Property Subtype SingleFamilyResidence
Tax Year 2025
Parcel Number R141868
Accessibility MainFloorBedroomBath NaturalLighting WalkinShower
County Multnomah
Property Type Residential
HOA N
Subdivision Name COUNCIL CREST
Full Baths 2
Status Active
Directions SW Hamilton to SW 25th Ave to SW Chesapeake Avenue
High School Ida B Wells
City Portland
Disclosures Disclosure
MLS Area _148
Lot Size Square Feet 15681.0
Listing Terms Cash Conventional
Elementary School Rieke
Tax Annual Amount 12849.68
Middle/Junior High School Robert Gray
Property Condition UpdatedRemodeled
Virtual Tour https://vimeo.com/1177745315?share=copy&fl=sv&fe=ci
Standard Status Active
Accessory Dwelling Unit Y/N N
Legal Description COUNCIL CREST PK TR B BLOCK 2 LOT 3&4
ADU False
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Exterior
Exterior Amenities Deck FirePit Garden Patio WaterFeature Yard
Parking Features Carport Driveway
Lot Features Private Sloped Terraced
Water Source PublicWater
Total Parking 1.0
Garage Type Attached Carport Converted
Exterior Description Brick WoodSiding
Foundation Details Slab
Building Area Total 2651.0
Lot Size Acres 0.36
Road Surface Type Paved
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Internal Only
Street Number 1 4416
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* Excluded Features
List By
Luxe Forbes Global Properties

Broker

odermannbrothers@luxeoregon.com

Email

Affordability Calculator

$6,975
Per Month
85%
15%
0%
Monthly Principal & Interest
$5,905
Monthly Property Taxes
$1,071
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3254079 Elementary School
3254083 Middle School
Ida B Wells High School High School
Pricing History
DatePricePrice ChangeDescription
3/27/2026$959,000 Listed Price

Map


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4416 SW CHESAPEAK AVE, Portland, OR, 97239 is a Single Family Home for sale at $959,000 with 2,651 sqft and a lot size of 0.36. 4416 SW CHESAPEAK AVE has 3 bedrooms, 2.1 baths, and was built in 1958. The property's zip code is 97239 which is in Portland, OR