Set high in Portland’s SW Hills, where the views feel endless and time slows to match them, this is a home that redefines what it means to arrive. From the instant you step inside, there is a quiet shift—where the world opens up and everything softens. Walls of glass dissolve the boundary between indoors and out, drawing in uninterrupted views of Mt Hood,the Willamette River and the evolving cityscape below. It is a home that lives with the landscape, not just above it. An architecturally significant MCM designed by Van Evera Bailey, built by prominent Portland builder Max Shimshak and later reimagined by a Street of Dreams builder, the home has been featured in multiple publications including Better Homes & Gardens. Thoughtfully designed for effortless single-level living, the layout unfolds with a rare sense of calm and clarity. Generous living and entertaining spaces flow seamlessly, anchored by a central great room that captures the home’s most dramatic outlooks. The kitchen is open, connected and oriented toward the views, while adjacent dining and living areas invite both intimate evenings and larger-scale gatherings. Private spaces are equally intentional, offering comfort, separation and their own connection to the landscape. The primary suite becomes a retreat within itself—immersed in light, views and a sense of stillness that defines the home. Set on an expansive, curated parcel, the grounds feel both natural and purposeful—mature, established and reflective of the Pacific NW. Outdoor spaces extend the living experience, offering places to gather, unwind and take in the ever-changing scenery. Tucked within a legacy hillside neighborhood known for its privacy, scale and proximity to PDX's best amenities, the location offers a rare duality—moments to trails, parks, OHSU and downtown, yet a world entirely your own. This is not simply a residence—it is an architectural experience. Where life slows, views expand and every day begins and ends with intention.
Single-familyProperty Type
1954Year Built
0.64 acresLot Size
$890Price/Sq.Ft.
$17/moHOA Dues
2 car garageParking
Listed by Darryl Bodle• Keller Williams Realty Portland Premiere
Listed by Kelly Christian• Keller Williams Realty Portland Premiere
Contact: 503-709-4632
Bought with Katherine Williams• Rose City Realty Group
Est. $3,803 per month, based on comparable rentals
Sale and tax history for 1209 SW Hessler Dr
Sale History
Tax History
Date
Event
Price
RMLS #154391409
May 15, 2026
Sold
$2,299,918
$890/sq ft
Apr 3, 2026
Pending
—
Mar 27, 2026
Listed
$2,299,900
$890/sq ft
RMLS #705936249
Oct 16, 2025
Sold
$1,200,000
$464/sq ft
Sep 25, 2025
Pending
—
Sep 22, 2025
Listed
$1,195,000
$462/sq ft
+43
OFFER IN - Offer deadline 9/24 at 4pm. Van Evera Bailey's most photographed properties as it graced covers & multi-page features in architectural magazines, as well as Better Homes & Gardens. Rare opportunity to own a one-level Van Evera Bailey designed Northwest Regional MCM home and customize it for yourself. Sold AS-IS: The home is partially deconstructed due to restoration mitigation after a broken water pipe. Hemlock ceiling, CVG Fir, vertical cedar & Mt Adams stone fireplaces are intact. In 2006-2008 the home underwent extensive restoration w/updated systems + an architecturally-sensitive addition. New roof 3-4 years ago. Exterior vertical cedar siding was painted+stained last year. Two of 3 baths have fixtures, kitchen is essentially a shell. Attached 2-car garage leads right into kitchen. Garage is lined with cedar and has hemlock ceiling & timbers. Garage has Tesla E-Charger. House has 2 furnaces (one installed in 2024) plus AC. Due to condition of home the water is shut off and likely not financeable, so cash only sale is required. Van Evera Bailey centered the home on Mt Hood, every room on the east side looks out to panoramic views that include mountains, Willamette River & partial City view. The 64 Acre lot was designed by landscape architects Huntington & Keist and carefully curated with specimens that will thrive in the Pacific NW Environment. The Neighborhood: Hessler Hills was planned as a 38 acre residential development of large parcels just below Council Crest & Healy Heights Parks. The residents enjoy the community tennis courts with impressive panoramic views.Marquam Park trail access just below property. The neighborhood is conveniently located just above the Hillsdale & Johns Landing neighborhoods. Close access to downtown, OHSU and Beaverton without the use of freeways.Detailed brochure with historic photos and floor plan available upon request.
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
Nov 13, 2024 • Final
Mechanical
HVAC
Dec 28, 2017 • Final
Mechanical
Alter the heating and air conditioning system, range, dryer exhaust, single-duct exhaust, and gas piping.
Gas
HVAC
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.
Property details
Parking
Parking Information
Parking Features: Driveway, EV Ready
RV Description: RV Parking, RV/Boat Storage
Parking Total: 2
Garage Information
Garage Type: Attached
Garage Spaces: 2
Has Attached Garage: Yes
Interior
Virtual Tour Information
Virtual Tour Type: Video
Has Virtual Tour Unbranded: Yes
Virtual Tour Description: Video Tour
Appliances
Appliances: Dishwasher, Disposal, Free-Standing Gas Range, Island, Microwave, Plumbed For Ice Maker, Range Hood, Solid Surface Countertop, Stainless Steel Appliance(s), Wine Cooler
Hot Water Description: Electricity, Tank
Interior Features
Has Accessibility: Yes
Accessibility Features: Garage on Main, Ground Level, Main Floor Bedroom w/Bath, Minimal Steps, Natural Lighting, One Level, Utility Room On Main, Walk-in Shower
Interior Features: Garage Door Opener, High Ceilings, Hookup Available, Laundry, Soaking Tub, Vaulted Ceiling(s)
Lot Features: Corner Lot, Gentle Sloping, Level, Public Road, Sloped, Trees
Parcel Number: R179382
Road Surface Type: Paved
Property Information
Property Type: Residential
Property Sub Type: Single Family Residence
Property Attached YN: No
Property Condition: Updated/Remodeled
Main Level Area Total: 2,584
View YN: Yes
View Description: City, Mountain(s), River
Building Information
Year Built: 1954
Building Area Total: 2,584
Building Area Description: RMLS
Building Area Calculated: 2,584
Foundation Details: Slab
Financial
Tax Information
Tax Year: 2025
Tax Legal Description: HESSLER HILLS, LOT 32
Tax Annual Amount: $27,060.07
Lease / Rent Information
Land Lease YN: No
Utilities
Utility Information
Green Certification YN: No
Fuel Description: Gas
Water Source: Public Water
Sewer: Public Sewer
Heating & Cooling
Heating YN: Yes
Heating: Forced Air - 95+%
Cooling YN: Yes
Cooling: Central Air
Location
HOA Information
Has HOA: Yes
Association Name: Hessler Hills Neighborhood Association
Association Amenities: Tennis Court(s)
Association Fee: $200
Association Fee Frequency: Annually
School Information
Elementary School: Rieke
Middle Or Junior School: Robert Gray
High School: Ida B Wells
Location Information
Directions: SW Capitol Hwy to Sunset Blvd to Martha St to 14th Ave to Westwood View to Mitchell St to Hessler Dr
Unparsed Address: 1209 SW HESSLER DR, Portland, OR 97239
Community Information
Senior Community YN: No
Zoning: R20
Public facts
Beds: 2
Baths: 3.0
Sq. Ft.: 2,584
Stories: 1.0
Lot Size: 0.64 acres
Style: Single Family Residential
Year Built: 1954
Year Renovated: 1954
County: Multnomah County
APN: R179382
Home facts updated by county records on Oct 5, 2026
Other
Listing Information
MlsStatus: Sold
Listing Price Information
Price Type: List Price
Remarks
Public Remarks Association: Access to community tennis courts.
New Construction Information
New Construction YN: No
Around this home
Schools
Rieke Elementary School
Public K-5 • Assigned • 0.8mi
10/10
Gray Middle School
Public 6-8 • Assigned • 0.6mi
8/10
Ida B. Wells-Barnett High School
Public 9-12 • Assigned • 0.8mi
8/10
Provided by GreatSchools
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
2/10 Heat Factor
5 days above 91° expected this year, 9 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 • 97239
Average low and high temperatures (°F)
47
37
49
38
56
43
64
45
70
50
77
54
83
58
84
62
76
58
61
49
52
44
50
42
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.
10.7 hrs
5.9 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$2.06M – $2.49M
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