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About this home
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.
Single-familyProperty Type
1930Year Built
3.26 acresLot Size
$978Price/Sq.Ft.
4 car garageParking
Listed by Terry Sprague• LUXE Forbes Global Properties
Southwest Hills, located between Downtown Portland and Washington Park, is a hillside and residential Portland neighborhood with forested slopes and panoramic city views. The neighborhood’s character concentrates along SW Vista Ave near the Vista Bridge, where winding lanes, trailheads, and quiet overlooks set the tone. Landmark architecture ranges from mid-century view homes to contemporary builds tucked into steep terrain. Council Crest Park frames the skyline from Portland’s highest public point. Hoyt Arboretum and the Marquam Nature Park trail network shape an outdoors-forward daily rhythm. The Oregon Zoo and Portland Japanese Garden add cultural gravity just beyond the ridgeline.
Provided by Walk Score and Local Logic
Market insights
4311 SW Greenleaf Dr · $25,000,000
DAYS ON MARKET
690 days
The average home goes pending in 25 days.
SALE-TO-LIST
99.8%
Most homes are selling 0% below list price.
LIST PRICE
$25,000,000
Median list price in this area is $571,505. (98% lower than this home)
PRICE DROP
0 price drops
28% of homes in this area have had a price drop in the past month.
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
Garage door opener
Hardwood floors
Heated tile floors
High ceilings
Home theater
Indoor pool
Laundry
Marble surfaces
Separate living quarters / apartment / auxiliary living unit
Soaking tub
Tile floors
Wall-to-wall carpet
Wood floors
Accessible (garage on main)
Daylight, finished full basement
9 fireplaces (gas and wood)
Wood window frames
Bedrooms
Primary bedroom with fireplace, hardwood floors, patio access, double sinks, soaking tub, ensuite and walk-in closet (upper level)
2nd bedroom with ensuite and walk-in closet (upper level)
3rd bedroom with ensuite and walk-in closet (upper level)
Bathrooms
15 total bathrooms (11 full, 4 partial) distributed across levels
Kitchen
Built-in oven
Built-in refrigerator
Built-in range
Cook island / island
Dishwasher
Disposal
Microwave
Pantry
Butler's pantry
Laundry & utility
Laundry room
Gas hot water with recirculating system
Flooring
Hardwood floors
Heated tile floors
Tile floors
Marble
Wall-to-wall carpet
Wood floors
Heating & cooling
Forced air heating
Hydronic floor heating
Radiant heating
Central air conditioning
Exterior features
Basketball court
Covered patio
Deck
Patio
Porch
Security lights
Yard
Gated, private and secluded grounds with trees
Views of city, mountains and trees/woods
Brick and cedar exterior
Home design
Single-family residence (resale)
Property has multiple levels with main, upper and lower areas
Built in 1930
Significant total building area
Parking
Driveway
Secured parking
Attached 4-car garage (garage on main)
Security
Security gate
Security lights
Security system
Construction
Brick and cedar construction
Year built 1930
Finished daylight full basement
Utilities
Public water
Public sewer
Electricity and gas fuel
Cable internet available
HOA & community
Not a senior community
Zoning: R20
Financial info
No land lease
Other
Large lot (~3.26 acres)
Multiple finished area levels (main, upper, lower) and extensive building area
Electricity and solar
View estimated energy costs and solar savings for this home
Original Mittleman family estate now offered 1929 Hemenway design. Old Portland splendor restored to perfection in the West Hills. Amazing views of 3 Mtns, 9 bedrooms including 6 ensuite, 3 kitchens-incl. catering; indoor pool & 1/2 Bball court/ballroom and indoor pool. Amazing kitchen with 1930's touches & prof appliances. Luxurious mstr suite with his/hers closets & baths.Historic touches & high tech features. Tudor Revival orig.
RMLS #15456153
Oct 29, 2015
Sold
$2,047,500
$80/sq ft
Oct 11, 2015
Pending
—
Sep 3, 2015
Relisted
—
Sep 2, 2015
Delisted
—
Aug 12, 2015
Price Changed
$2,750,000
$108/sq ft
Jul 8, 2015
Price Changed
$2,900,000
$113/sq ft
Jun 4, 2015
Listed
$3,250,000
$127/sq ft
+7
HUGE REDUCTION! Utterly stunning custom mansion situated on private gated 2 acre lot!Fantastic features include: gorgeous view of city/mount,gourmet kit,interior baseketball court, seperate 2000 sqft. pool house,library,theatre rm,many sprawling mstr bdrms,p/t driveway,5car gar,too many features to list!This is a MUST SEE!!Buyer to perform due diligence & verify ALL info (schls,lines,sq ft,utilities, etc).AUCTION 09/23/15
Public Records
Sep 8, 1995
Sold
$1,500,000
$59/sq ft
Public Records
Mar 1, 1988
Sold
$750,000
$29/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$192,470 (+64.3%)
2024
$117,143 (−10.9%)
2023
$131,528 (+20.9%)
$957,000 + $5,220,960
$6,177,960
2022
$108,802 (+26.2%)
$1,122,000 + $5,810,990
$6,932,990
2021
$86,203 (+24.5%)
$1,122,000 + $4,648,790
$5,770,790
2020
$69,248 (+5.3%)
$1,250,000 + $3,317,890
$4,567,890
2019
$65,793 (−2.6%)
$1,200,000 + $2,599,700
$3,799,700
2018
$67,540 (−16.6%)
$1,150,000 + $2,584,160
$3,734,160
2017
$80,945 (+80.1%)
$1,132,500 + $3,398,910
$4,531,410
2016
$44,949 (−65.8%)
$997,500 + $1,689,150
$2,686,650
2015
$131,519 (+4.0%)
2014
$126,419 (+9.7%)
2013
$115,193 (+2.1%)
2012
$112,841 (+9.1%)
2011
$103,389 (−9.0%)
2010
$113,554 (−16.5%)
2009
$135,917
Public record
Public record
Zoning
Permits
Beds
10
Baths
16.5
Stories
2
Lot width
—
Lot depth
—
Lot size
2.03 Acres
Year renovated
2015
Finished Sq. Ft.
18,898
Unfinished Sq. Ft.
—
Total Sq. Ft.
18,898
Year built
1930
Style
Single Family Residential
County
Multnomah County
APN
R172950
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 15, 2026.
R20
Z
Residential 20,000 Zone
The single-dwelling zones are intended to preserve land for housing and to provide housing opportunities for individual households. The zones implement the comprehensive plan policies and designations for single-dwelling housing and provide options for infill housing that is compatible with the scale of the single-dwelling neighborhood.
Zone overlays
Constrained Sites Overlay Zone
Permitted uses
Include but are not limited to:
Housing
Apr 18, 2022 • Final
Residential bldg/trade
Addition
Remodel
Apr 18, 2022 • Final
Residential bldg/trade
Addition
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
1/10 Heat Factor
1 days above 91° expected this year, 2 days in 30 years
1/10 Wind Factor
Minimal risk of severe winds over next 30 years
10/10 Air Factor
19 unhealthy days expected this year, 20 days in 30 years
Provided by First Street
Historical weather
Portland, OR • 97221
Average low and high temperatures (°F)
45
35
47
37
54
41
62
44
67
48
73
53
79
56
82
60
74
56
60
47
50
42
48
40
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
90/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 12% for direct sun exposure in Portland. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.9 hrs
5.3 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 4311 SW Greenleaf Dr
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $1,225,000 and $1,847,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $1.2M to $1.8M.