For Sale499d on marketHistoric · 96 yrs
4311 SW Greenleaf Dr
Portland, OR, 97221 • Southwest Hills • Multnomah County
$25,000,000
$978/sqft
Down payment assistance available
8Beds
15Baths
25,568Sqft
3.3 acLot
1930Built
Property DNA
Scenic Views
City · Mountain(s) · Trees/Woods
Tudor Style
Built 1930 · 96 years of history
Gated & Secured
Security Gate · Security Lights · Security System
Outdoor Living
Covered Patio · Deck · Patio · Porch
9 Fireplaces
Gas · Wood Burning
Special Features
HomeTheater · SeparateLivingQuartersApartmentAuxLivingUnit
Private Pool
Resort-style living
4-Car Garage
Driveway · Secured · Garage Door Opener · Attached
This home is getting attention
Listed 499 days ago · 9,075 views · 360 saves
Market activity
Demand and pricing signals for this listing
9,075 views
People checking out this listing
360 saves
Buyers have saved this home
499 days on market
Established listing
$978/sqft
Price per square foot
About this home
Single Family · Built 1930 · Historic
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.
Standout features identified
Our analysis highlights historic charm, handcrafted finishes, and contemporary luxury as key attractions of this home.
Estimated monthly payment
Based on current rates
$163,053/month
Principal & Interest$129,720
Property Tax$25,000
Insurance$8,333
Down payment20% ($5,000,000)
3%50%
Est. 6.75% rate · 30yr fixed · $20,000,000 loan
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At a glance
Key facts and listing details
TypeResidential, Single Family Residence
Year Built1930
HeatingForced Air, Radiant, Fireplace(s)
CoolingCentral Air
Parking4 Attached Garage spaces
Lot3.26 Acres
Days on Zillow499 Days
Price/sqft$978
Property
Home typeSingle Family
Sub-typeResidential, Single Family Residence
StyleTudor
ConditionResale
Year built1930
Stories3
Systems
HeatingForced Air, Radiant, Fireplace(s)
CoolingCentral Air
ConstructionBrick, Cedar
Water / SewerPublic / Public Sewer
Parking & Outdoor
ParkingDriveway, Secured, Garage Door Opener, Attached
Garage4 spaces
BasementDaylight,Finished,Full
Fireplaces9
Lot3.26 Acres
Location & Tax
NeighborhoodSouthwest Hills
ZoningR20
Annual tax$117,142
ParcelR172950
Bathrooms & Fees
Full baths11
Partial baths4
Features & details
20 categories of property features
Interior Features
Interior
High Ceilings
Marble
Soaking Tub
Built-in Features
Walk-In Closet(s)
Kitchen Island
Butlers Pantry
Double Vanity
Cook Island
Pantry
Appliances
Built In Oven
Built-In Refrigerator
Dishwasher
Disposal
Microwave
Built-In Range
Gas Water Heater
Recirculating Water Heater
Flooring
Hardwood
Heated Tile
Tile
Wall to Wall Carpet
Wood
Heating
Forced Air
Radiant
Fireplace(s)
Cooling
Central Air
Laundry
Laundry Room
Fireplace
Gas
Wood Burning
Windows
Wood Frames
Accessibility
Garage On Main
Accessibility
Exterior Features
Exterior
Basketball Court
Yard
Exterior Entry
Parking
Driveway
Secured
Garage Door Opener
Attached
Construction
Brick
Cedar
Patio & Porch
Covered Patio
Deck
Patio
Porch
Lot Features
Gated
Private
Secluded
Trees
Acres 3 to 5
Security
Security Gate
Security Lights
Security System
Views
City
Mountain(s)
Trees/Woods
Utilities
Cable Connected
Gas
Gas
Other Equipment
Home Theater
Other Structures
HomeTheater
SeparateLivingQuartersApartmentAuxLivingUnit
Room details
8 rooms detailed
Master Bedroom
Upper24×32 ft768 sqft
Builtin FeaturesFireplaceHardwood FloorsPatioDouble SinksEnsuiteSoaking TubWalkin Closet
Bedroom2
Upper22×23 ft506 sqft
EnsuiteWalkin Closet
Bedroom3
Upper18×25 ft450 sqft
EnsuiteWalkin Closet
Dining Room
Main18×21 ft378 sqft
Builtin Features
Family Room
Lower25×29 ft725 sqft
FireplaceHome Theater
Kitchen
Main300 sqft
Builtin RangeBuiltin RefrigeratorDishwasherIslandMicrowaveButlers Pantry
Listing insights
Market data and value estimates
StatusFor Sale
Days on market499
Tax rate0.96%
Price/sqft$978
On marketNov 18, 2024
PostedNov 18, 2024
Last sold$4,072,000
MLS statusActive
MLS updatedApr 7, 2025
Tour days9
Views9,075
Favorites360
How are the schools in Portland?
3 schools rated nearby
Location
Portland, OR, 97221
Price history
17 events
DateEventPrice$/sqftSource
Nov 18, 2024Listed For Sale$25,000,000$978RMLS (OR)
Oct 26, 2017Sold$4,072,000$159RMLS (OR)
Oct 17, 2017Pending Sale$4,699,000$184Luxe Platinum Properties
Apr 12, 2017Listed For Sale$4,699,000$184Luxe Platinum Properties
Oct 29, 2015Sold$2,047,500$80RMLS (OR)
Oct 11, 2015Pending Sale$2,750,000$108H & H Preferred Real Estate
Sep 24, 2015Price Change$2,750,000$108H & H Preferred Real Estate
Aug 21, 2015Price Change$250,000$10Williams & Williams Worldwide Real Estate Auction
Aug 12, 2015Price Change$2,750,000$108H & H Preferred Real Estate
Jul 8, 2015Price Change$2,900,000$113H & H Preferred Real Estate
May 12, 2015Price Change$3,250,000$127Oregon First
Feb 17, 2015Price Change$3,495,000$137Oregon First
Jan 7, 2015Listed For Sale$3,633,900$142Oregon First
Oct 27, 2014Sold$3,360,000$131Public Record
Feb 17, 2012Listing Removed$5,750,000$225The Hasson Company
Jul 20, 2011Listed For Sale$5,750,000$225The Hasson Company
Sep 8, 1995Sold$1,500,000$59Public Record
Listed For Sale$25,000,000
Nov 18, 2024•$978/sqft•RMLS (OR)
Sold$4,072,000
Oct 26, 2017•$159/sqft•RMLS (OR)
Pending Sale$4,699,000
Oct 17, 2017•$184/sqft•Luxe Platinum Properties
Listed For Sale$4,699,000
Apr 12, 2017•$184/sqft•Luxe Platinum Properties
Sold$2,047,500
Oct 29, 2015•$80/sqft•RMLS (OR)
Pending Sale$2,750,000
Oct 11, 2015•$108/sqft•H & H Preferred Real Estate
Price Change$2,750,000
Sep 24, 2015•$108/sqft•H & H Preferred Real Estate
Price Change$250,000
Aug 21, 2015•$10/sqft•Williams & Williams Worldwide Real Estate Auction
Price Change$2,750,000
Aug 12, 2015•$108/sqft•H & H Preferred Real Estate
Price Change$2,900,000
Jul 8, 2015•$113/sqft•H & H Preferred Real Estate
Price Change$3,250,000
May 12, 2015•$127/sqft•Oregon First
Price Change$3,495,000
Feb 17, 2015•$137/sqft•Oregon First
Listed For Sale$3,633,900
Jan 7, 2015•$142/sqft•Oregon First
Sold$3,360,000
Oct 27, 2014•$131/sqft•Public Record
Listing Removed$5,750,000
Feb 17, 2012•$225/sqft•The Hasson Company
Listed For Sale$5,750,000
Jul 20, 2011•$225/sqft•The Hasson Company
Sold$1,500,000
Sep 8, 1995•$59/sqft•Public Record
Tax history
25 years of records
YearTax paidAssessed value
Apr 1, 2025$192,470$7,953,330
Apr 1, 2024$117,143$6,177,960
Apr 1, 2023$131,528$6,932,990
Apr 1, 2022$108,802$5,770,790
Apr 1, 2021$86,203$4,567,890
Apr 1, 2020$69,248$3,799,700
Apr 1, 2019$65,793$3,628,580
Apr 1, 2018$65,793$3,734,160
Apr 1, 2017$67,540$4,531,410
Apr 1, 2016$44,949$2,686,650
Apr 1, 2015$44,949$7,210,820
Apr 1, 2014$131,520$7,000,800
Apr 1, 2013$115,193$6,796,900
Apr 1, 2012$112,841$6,698,680
Apr 1, 2011$103,389$6,503,580
Apr 1, 2010$113,554$6,425,730
Apr 1, 2009$135,917$6,238,580
Apr 1, 2008$128,309$6,056,880
Apr 1, 2007$128,032$5,880,470
Apr 2, 2006$112,317$5,709,200
Apr 2, 2005$104,770$5,542,920
Apr 2, 2004$104,813$5,381,480
Apr 2, 2003$103,442$5,224,740
Apr 2, 2002$100,878$5,072,570
Apr 2, 2000$59,476$2,919,400
Nearby homes
Neighborhood details
Local context around this listing
Portland, OR • Multnomah County
Nearby neighborhoods
Cedar MillCentennialDowntownHazelwoodLentsMontavillaNorthwestPowellhurst GilbertRichmondSt.Johns
Nearby cities
Bridal VeilCorbettFairviewGreshamPortlandRhododendronTroutdaleWood Village
Nearby zip codes
97202972039720697217972199722997230972339723697266
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