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2 Beds
4 Baths
2,915 sqft

$1,690,000

4391 SW TERWILLIGER BLVD, Portland OR, 97239

Price per sqft$579.76
Built in1924
Property size2,915 sqft
Property typeResidential
Listing Courtesy of Debbie Thomas Real Estate, Inc, Todd Peres. 503-957-3079

Overview

Active

Listed Sep 25, 2026

Updated 9h ago

Tucked within a lush and exceptionally private corner of Portland’s historic Homestead neighborhood, this gorgeous residence is a hidden treasure you may have glimpsed while traveling along the storied Terwilliger Parkway.A rare blend of timeless architecture, refined materials and modern functionality, this extraordinary property offers an experience that feels worlds away from the city, yet remains just minutes from OHSU, downtown Portland, Marquam Nature Park’s wooded trails and the nearby conveniences of Hillsdale and Johns Landing. Inside, rich materials and exquisite marble finishes create an atmosphere of understated luxury. A dramatic enclosed sunroom, framed by custom floor-to-ceiling sliders, invites the garden landscape indoors and provides an exceptional setting for entertaining or quiet retreat. Two beautifully appointed en-suite bedrooms plus two attic level bonus rooms, heated floors throughout many area and three fireplaces add comfort and character at every turn. And then there are the unexpected delights: a secret room waiting to be discovered, an exquisite swimming pool surrounded by a generous pool deck designed for lazy summer afternoons or pool parties, plus a charming guest house complete with a full bath. A separate pump house offers additional functionality with a large storage room, while the surrounding gardens create a serene and secluded backdrop for it all. Every detail reveals thoughtful updates and distinctive features, resulting in a home that is as captivating as it is comfortable. Whether hosting an unforgettable gathering, relaxing poolside, or simply enjoying the tranquility of its private garden setting, this is a property designed to be experienced and savored. It hardly feels like Portland, and yet remarkably, the city is right outside your door. A true private paradise and an entertainer’s dream, this is a home that must be seen to be fully appreciated. Prepare to be wowed. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251896]

$11,244/mo

Est. mortgage payment based on a $1,690,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
436374117

Interior Features

Bedrooms
2
Bathrooms
4
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
0.64 Acres

Other Property Details

Taxes
$29,352
Tax Frequency
Annually
Garage
Yes
View
Yes
Pool
Yes
55+/Senior Community
No
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Listing Courtesy of Debbie Thomas Real Estate, Inc, Todd Peres. 503-957-3079

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 brokerage firms other than 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. All information provided is deemed reliable but is not guaranteed and should be independently verified.

This content last updated on 9/26/2026, 2:52 AM UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available

Listing content is copyright © 2026 RMLS™, Portland, Oregon. All rights reserved.

 

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