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4391 SW Terwilliger Blvd, Portland, OR 97239

$1,690,000
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Property Description

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]

4391 SW Terwilliger Blvd | MLS# 436374117

This single family home located at 4391 SW Terwilliger Blvd, Portland, OR 97239 is currently listed for sale with an asking price of $1,690,000. This property was built in 1924 and has 2 bedrooms and 3 full and 1 partial baths with 2915 sq. ft. SW Terwilliger Blvd is located in the HOMESTEAD subdivision. Search HOMESTEAD real estate on tiffanyclark.bendpremierrealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: None
Cooling: Heat Pump
Fireplaces: 3
Fuel Type: Electricity, Gas
Garage: 2 car attached
Heating: Forced Air, Heat Pump, Radiant
Home Style: Colonial, Mediterranean/Mission/Spanish
Lot Size: 0.64 Acres
Roof Type: Composition, Tile
Stories: 3.0
Taxes: $29,352
Year Built: 1924
Square Feet: 2,915

Feature Descriptions

Accessibility: Built-in Lighting, Natural Lighting, Parking
Bathroom: 1.1 (Main), 2.0 (Upper)
Days on Site: 22
Energy Efficiency Features: Car Charging StationReady, Double Pane Windows, Heat Pump, Zoned
Exterior: Hard Concrete Stucco
Exterior: Built-in Hot Tub, Covered Patio, Garden, Guest Quarters, InGroundPool, Outbuilding, Patio, Porch, Security Lights, Yard
Fireplace: Gas
Green Certification: Yes
Hot Tub: Yes
Hot Water: Gas, Tank
Interior: 3rd Floor, Ceiling Fan(s), Concrete Floor, Garage Door Opener, Heated Tile Floor, High Ceilings, Jetted Tub, Laundry, Marble, Separate Living Quarters-Apartment-Aux Living Unit, Skylight, Soaking Tub, Solar Tube(s), Tile Floor, Washer-Dryer, Wood Floors
Kitchen: Built-in Oven, Built-in Range, Built-in Refrigerator, Dishwasher, Down Draft, Gas Appliances, Island, Marble, Microwave, SolidSurfaceCountertop
Lot: Gated, Gentle Sloping, Private, Terraced, Trees, Wooded
Parking Notes: Attached, Driveway
Sewer: Public Sewer
Special View Info: Territorial, Trees/Woods
Square Footage: 1260 (Main), 1282 (Upper)
Swimming Pool: Yes
Water: Public Water
Wooded: Yes

Local Schools

High School: Lincoln
Middle School: West Sylvan
Elementary School: Ainsworth

Listed By / Shown By

Listed By

Agency Name: Debbie Thomas Real Estate, Inc
Agency Phone: 503-226-2141

Shown By

Agent Name: Tiffany Clark Principal Broker
Agent Phone: (541) 706-0911 Cell
Agency Title: Bend Premier Real Estate

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Estimated Payment

$ 11,484.48 per month $8,545.56 Principal & Interest $2,446.00 Property Tax $492.92 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 10/19/2026. The listing information on this page last changed on 10/19/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 10/19/2026 12:05:07 AM EST) or RMLS (last updated Mon 10/19/2026 12:02:22 AM EST) or COAR/MLSCO (last updated Mon 10/19/2026 12:01:16 AM EST). Real estate listings held by brokerage firms other than Bend Premier Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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 other brokerage firms 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. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

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