4391 SW TERWILLIGER BLVD — 2 bed 4 bath Single Family Residence
4391 SW TERWILLIGER BLVD 4391 SW TERWILLIGER BLVD 4391 SW TERWILLIGER BLVD 4391 SW TERWILLIGER BLVD
Active

4391 SW TERWILLIGER BLVD, Portland, OR 97239

$1,690,000 $580/sqft
2 beds 4 baths 2,915 sq ft
Property TypeSingle Family Residence
Year Built1924
Annual Taxes$29,352.10
Est. Tax/Mo$2,446
Days on Market6
MLS #436374117
Listed ByDebbie Thomas Real Estate, Inc

About This Home

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 areas 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]

Property Details

Interior Features
  • Kitchen Island
  • High Ceilings
  • Soaking Tub
Exterior Features
  • Garden
Cooling
  • Ceiling Fan(s)
  • Heat Pump
Heating
  • Forced Air
  • Heat Pump
  • Radiant
Lot Features
  • Sloped
  • Gentle Sloping
  • Private
  • Wooded
Parking Features
  • Garage Door Opener
  • Driveway
  • Attached
  • Garage
Pool Features
  • Outdoor Pool
  • In Ground
Sewer
  • Public Sewer
Water Source
  • Public
Appliances
  • Oven
  • Gas Water Heater
  • Washer
  • Dryer
  • Built-In Range
  • Built-In Refrigerator
  • Dishwasher
  • Down Draft
  • Microwave
Construction
  • Stucco
Parking & Garages
  • 2 garage space(s)
MLS Property Types
  • Single Family Residence
Pool
  • Yes
Levels
  • Single
Waterfront
  • No
Garage
  • Yes
55+ Community
  • No
New Construction
  • No

Location

4391 SW TERWILLIGER BLVD, Portland, OR 97239

Schools Nearby

School data provided for informational purposes. Attendance zones subject to change — verify with the district.

  • Ainsworth Elementary School
    Elementary
    1.4 mi
  • Winterhaven School
    Elementary
    1.6 mi
  • Lincoln High School
    High
    1.9 mi
  • da Vinci Middle School
    Middle
    3.1 mi
  • Richmond Elementary School
    Elementary
    3.3 mi
  • West Sylvan Middle School
    Middle
    3.8 mi
  • Benson Polytechnic High School
    High
    5.4 mi
  • Creative Science School
    Elementary
    5.7 mi
RMLS Listing courtesy of Debbie Thomas Real Estate, Inc

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 Lovejoy Real Estate 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 . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. Powered by HomeStack.

This content last updated on ….