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  • $25,000,000

    4311 SW Greenleaf Dr, Portland, OR 97221

    8beds
    25,568sqft
    : 
    Residential, Single Family Residence
    Built in 1930
    3.26 Acres Lot
    $-- Zestimate®
    $978/sqft
    $-- HOA

    What's special

    Historic charmHandcrafted finishesContemporary luxuryMajestic mountainsImported materialsStunning private acres
    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.
    511 days
    |
    9,398
    |
    370
    |

    Zillow last checked: 7 hours ago

    Listing updated: April 07, 2025 at 07:03am

    Listed by:

    Terry Sprague 503-459-3987,

    LUXE Forbes Global Properties

    Source: RMLS (OR),MLS#: 24631430MLS Logo

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 8
      • Bathrooms: 15
      • Full bathrooms: 11
      • Partial bathrooms: 4
      • Main level bathrooms: 2
      Rooms
      • Room types: Sun Room, Office, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living Room, Primary Bedroom
      Primary bedroom
      • Features: Builtin Features, Fireplace, Hardwood Floors, Patio, Double Sinks, Ensuite, Soaking Tub, Walkin Closet
      • Level: Upper
      • Area: 768
      • Dimensions: 24 x 32
      Bedroom 2
      • Features: Ensuite, Walkin Closet
      • Level: Upper
      • Area: 506
      • Dimensions: 22 x 23
      Bedroom 3
      • Features: Ensuite, Walkin Closet
      • Level: Upper
      • Area: 450
      • Dimensions: 18 x 25
      Dining room
      • Features: Builtin Features
      • Level: Main
      • Area: 378
      • Dimensions: 18 x 21
      Family room
      • Features: Fireplace, Home Theater
      • Level: Lower
      • Area: 725
      • Dimensions: 25 x 29
      Kitchen
      • Features: Builtin Range, Builtin Refrigerator, Dishwasher, Island, Microwave, Butlers Pantry
      • Level: Main
      • Area: 300
      • Width: 25
      Living room
      • Features: Builtin Features, Fireplace, Hardwood Floors
      • Level: Main
      • Area: 720
      • Dimensions: 24 x 30
      Office
      • Features: Builtin Features, Exterior Entry, Fireplace, Wallto Wall Carpet
      • Level: Main
      • Area: 456
      • Dimensions: 19 x 24
      Heating
      • Forced Air, Radiant, Fireplace(s)
      Cooling
      • Central Air
      Appliances
      • Included: Built In Oven, Built-In Refrigerator, Dishwasher, Disposal, Microwave, Built-In Range, Gas Water Heater, Recirculating Water Heater
      • Laundry: Laundry Room
      Features
      • High Ceilings, Marble, Soaking Tub, Built-in Features, Walk-In Closet(s), Kitchen Island, Butlers Pantry, Double Vanity, Cook Island, Pantry
      • Flooring: Hardwood, Heated Tile, Tile, Wall to Wall Carpet, Wood
      • Windows: Wood Frames
      • Basement: Daylight,Finished,Full
      • Number of fireplaces: 9
      • Fireplace features: Gas, Wood Burning
      Interior area
      • Total structure area: 25,568
      • Total interior livable area: 25,568 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 4
      • Parking features: Driveway, Secured, Garage Door Opener, Attached
      • Attached garage spaces: 4
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: Garage On Main, Accessibility
      Features
      • Stories: 3
      • Patio & porch: Covered Patio, Deck, Patio, Porch
      • Exterior features: Basketball Court, Yard, Exterior Entry
      • Has private pool: Yes
      • Has view: Yes
      • View description: City, Mountain(s), Trees/Woods
      Lot
      • Size: 3.26 Acres
      • Features: Gated, Private, Secluded, Trees, Acres 3 to 5
      Details
      • Additional structures: HomeTheater, SeparateLivingQuartersApartmentAuxLivingUnit
      • Parcel number: R172950
      • Zoning: R20
      • Other equipment: Home Theater

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Tudor
      • Property subtype: Residential, Single Family Residence
      Materials
      • Brick, Cedar
      Condition
      • Resale
      • New construction: No
      • Year built: 1930

      Utilities & green energy

      • Gas: Gas
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected

      Community & HOA

      Community
      • Security: Security Gate, Security Lights, Security System
      HOA
      • Has HOA: No
      Location
      • Region: Portland

      Financial & listing details

      • Price per square foot: $978/sqft
      • Tax assessed value: $10,648,040
      • Annual tax amount: $117,142
      • Date on market: 11/18/2024
      • Listing terms: Cash,Conventional
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        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        Price history
        DateEventPrice
        11/18/2024Listed for sale$25,000,000+513.9%$978/sqft
        Source: RMLS (OR) #24631430 Report a problem
        10/26/2017Sold$4,072,000-13.3%$159/sqft
        Source: RMLS (OR) #17008629 Report a problem
        10/17/2017Pending sale$4,699,000$184/sqft
        Source: Luxe Platinum Properties #17008629 Report a problem
        4/12/2017Listed for sale$4,699,000+129.5%$184/sqft
        Source: Luxe Platinum Properties #17008629 Report a problem
        10/29/2015Sold$2,047,500-25.5%$80/sqft
        Source: RMLS (OR) #15456153 Report a problem
        10/11/2015Pending sale$2,750,000$108/sqft
        Source: H & H Preferred Real Estate #15456153 Report a problem
        9/24/2015Price change$2,750,000+1000%$108/sqft
        Source: H & H Preferred Real Estate #15456153 Report a problem
        8/21/2015Price change$250,000-90.9%$10/sqft
        Source: Williams & Williams Worldwide Real Estate Auction Report a problem
        8/12/2015Price change$2,750,000-5.2%$108/sqft
        Source: H & H Preferred Real Estate #15456153 Report a problem
        7/8/2015Price change$2,900,000-10.8%$113/sqft
        Source: H & H Preferred Real Estate #15456153 Report a problem
        5/12/2015Price change$3,250,000-7%$127/sqft
        Source: Oregon First #14403350 Report a problem
        2/17/2015Price change$3,495,000-3.8%$137/sqft
        Source: Oregon First #14403350 Report a problem
        1/7/2015Listed for sale$3,633,900+8.2%$142/sqft
        Source: Oregon First #14403350 Report a problem
        10/27/2014Sold$3,360,000-41.6%$131/sqft
        Source: Public Record Report a problem
        2/17/2012Listing removed$5,750,000$225/sqft
        Source: The Hasson Company #11006369 Report a problem
        7/20/2011Listed for sale$5,750,000+283.3%$225/sqft
        Source: The Hasson Company #11006369 Report a problem
        9/8/1995Sold$1,500,000$59/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$192,470 +64.3%$7,953,330 +28.7%
        2024$117,143 -10.9%$6,177,960 -10.9%
        2023$131,528 +20.9%$6,932,990 +20.1%
        2022$108,802 +26.2%$5,770,790 +26.3%
        2021$86,203 +24.5%$4,567,890 +20.2%
        2020$69,248 +5.3%$3,799,700 +4.7%
        2019$65,793 $3,628,580 -2.8%
        2018$65,793 -2.6%$3,734,160 -17.6%
        2017$67,540 +50.3%$4,531,410 +68.7%
        2016$44,949 $2,686,650 -62.7%
        2015$44,949 -65.8%$7,210,820 +3%
        2014$131,520 +14.2%$7,000,800 +3%
        2013$115,193 +2.1%$6,796,900 +1.5%
        2012$112,841 +9.1%$6,698,680 +3%
        2011$103,389 -9%$6,503,580 +1.2%
        2010$113,554 -16.5%$6,425,730 +3%
        2009$135,917 +5.9%$6,238,580 +3%
        2008$128,309 +0.2%$6,056,880 +3%
        2007$128,032 +14%$5,880,470 +3%
        2006$112,317 +7.2%$5,709,200 +3%
        2005$104,770 0%$5,542,920 +3%
        2004$104,813 +1.3%$5,381,480 +3%
        2003$103,442 +2.5%$5,224,740 +3%
        2002$100,878 +69.6%$5,072,570 +73.8%
        2000$59,476 $2,919,400

        Find assessor info on the county website

        Monthly payment

        Est. payment
        $148,923/mo
        Principal & interest
        $128923
        Property taxes
        $20000
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          Climate risks

          Neighborhood: Southwest Hills

          Getting around

          9 / 100
          Car-Dependent
          51 / 100
          Good Transit
          37 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Ainsworth
          • Middle: West Sylvan
          • High: Lincoln

          Source: RMLS (OR). This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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