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4311 SW Greenleaf Dr, Portland, OR 97221

$25,000,000
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Property Description

This iconic Tudor Revival estate in Portland's West Hills has been reborn through a nearly $20 million renovation, blending historic charm with the ultimate in contemporary luxury. Originally crafted in 1930 by celebrated architect Roscoe D. Hemenway, the 25,568-square-foot residence has been meticulously transformed by JHL Design and Green Gables Restoration with a reimagined interior seamlessly blending timeless elegance with top-of-the-line designer amenities, showcasing imported materials and handcrafted finishes. Perched on 3.26 stunning private acres, the property offers some of the best panoramic views of Portland's skyline and four majestic mountains in the metropolitan area, creating an extraordinary setting for both grand entertaining and everyday living. This storied property, built as the estate of the day in 1930, is the estate of today with a winning combination of historic architecture and modern amenities to be enjoyed for generations to come.

4311 SW Greenleaf Dr | MLS# 24631430

This single family home located at 4311 SW Greenleaf Dr, Portland, OR 97221 is currently listed for sale with an asking price of $25,000,000. This property was built in 1930 and has 8 bedrooms and 11 full and 4 partial baths with 25568 sq. ft. Search Portland real estate on www.williamraven.realtor today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Daylight, Finished, Full Basement
Cooling: Central Air
Fireplaces: 9
Fuel Type: Electricity, Gas
Garage: 4 car attached
Heating: Forced Air, HydronicFloor, Radiant
Home Style: Tudor
Lot Size: 3.26 Acres
Stories: 3.0
Taxes: $117,143
Year Built: 1930
Square Feet: 25,568

Feature Descriptions

Accessibility: Garage on Main
Bathroom: 4.1 (Lower), 0.2 (Main), 7.1 (Upper)
Days on Site: 469
Exterior: Brick, Cedar
Exterior: Basketball Court, Covered Patio, Deck, Patio, Porch, Security Lights, Yard
Fireplace: Gas, Wood Burning
Hot Water: Gas, Recirculating
Interior: Garage Door Opener, Hardwood Floors, Heated Tile Floor, High Ceilings, Home Theater, Indoor Pool, Laundry, Marble, Separate Living Quarters-Apartment-Aux Living Unit, Soaking Tub, Tile Floor, Wall to Wall Carpet, Wood Floors
Kitchen: Built-in Oven, Built-in Refrigerator, Butlers Pantry, Cook Island, Dishwasher, Disposal, Island, Microwave, Pantry
Lot: Gated, Private, Secluded, Trees
Parking Notes: Attached, Driveway, Secured
Sewer: Public Sewer
Special View Info: City, Mountain, Trees/Woods
Square Footage: 7207 (Lower), 6250 (Main), 8342 (Upper)
Water: Public Water

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: LUXE Forbes Global Properties
Agency Phone: 503-389-2112

Shown By

Agent Name: William Raven Broker
Agent Phone: (541) 280-9701
Agency Title: Bend Premier Real Estate

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Estimated Payment

$ 143,467.19 per month $126,413.60 Principal & Interest $9,761.92 Property Tax $7,291.67 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 03/02/2026. The listing information on this page last changed on 03/02/2026. 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 03/02/2026 3:43:11 PM EST) or RMLS (last updated Mon 03/02/2026 3:41:17 PM EST) or COAR/MLSCO (last updated Mon 03/02/2026 3:41:33 PM 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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