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$2,299,900

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 2,584 Sq. Ft.
  • Updated 6 days ago
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1209 SW Hessler Dr, Portland, ORVideo Tour of 1209 SW Hessler Dr, Portland, OR.
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.

Full Property Details for 1209 SW Hessler Dr

General

  • Price: $2,299,900
  • HOA FEE: $17/month
  • HOA FEE FREQ.: Annually
  • Taxes: $27,060 (2025)
  • Status: Active
  • Type: Single Family
  • Source: RWMLS
  • MLS ID: 154391409
  • Updated: 3/27/2026
  • Added to Site: 7 day(s) ago

Interior

  • Interior Features: Garage Door Opener, High Ceilings, Hookup Available, Laundry, Soaking Tub, Vaulted Ceiling(s)
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Gas, Wood Burning
  • Appliances: Dishwasher, Disposal, Free-Standing Gas Range, Island, Microwave, Plumbed For Ice Maker, Range Hood, Solid Surface Countertop, Stainless Steel Appliance(s), Wine Cooler

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Main - Full Baths: 3

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: 25 x 13, Main, 325 Sq. Ft.
  • Bedroom 2: 23 x 13, Main, 299 Sq. Ft.
  • Bedroom 3: 14 x 12, Main, 168 Sq. Ft.

Other Rooms

  • Kitchen: 18 x 18, Main, 324 Sq. Ft.
  • Dining Room: 13 x 12, Main, 156 Sq. Ft.
  • Laundry: Main

Additional Information

  • Shared Amenities: Tennis Court(s)

Exterior

  • Exterior Features: Covered Patio, Garden, Patio, Public Road, Raised Beds, RV Parking, RV/Boat Storage, Yard

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Total Spaces: 2
  • Parking Features: Driveway, EV Ready

Location

  • County: Multnomah
  • Subdivision: COUNCIL CREST/HESSLER HILLS
  • Driving Directions: SW Capitol Hwy to Sunset Blvd to Martha St to 14th Ave to Westwood View to Mitchell St to Hessler Dr

School Information

  • Elementary School: Rieke
  • Middle School: Robert Gray
  • High School: Ida B Wells

Community

  • Community Name: 148 - Portland NW/ SW/ S, Raleigh Hills
  • Association: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air
  • Heating Type: Forced Air - 95+%
  • Heating Fuel: Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public Water

Structural Information

  • Property Detached: Yes
  • Architectural Style: 1 Story, Mid-Century Modern
  • Basement Desc.: None
  • Roof: Composition
  • Windows: Double Pane Windows, Vinyl Frames
  • Stories/Levels: 1
  • Square Feet: 2,584
  • Year Built: 1954
  • Property Condition: Updated/Remodeled

Lot Features

  • Lot Size (Acres): 0.64
  • Lot Size (Sq. Ft.): 27,878
  • Lot Size: 20, 000 SqFt to .99 Acres
  • Frontage: Paved
  • Lot Features: Corner Lot, Gentle Sloping, Level, Public Road, Sloped, Trees

Financial Considerations

  • Association Fee: $200
  • Assoc Fee Freq.: Annually
  • Tax Amount: $27,060.07
  • Tax Year: 2025
  • Terms: Cash, Conventional, VA Loan

Disclosures and Reports

  • Legal Description: HESSLER HILLS, LOT 32
  • Disclosures/Reports: Disclosure
  • Property ID: R179382

Listed by Keller Williams Realty Portland Premiere (503) 597-2444, Darryl Bodle (503) 709-4632 and Keller Williams Realty Portland Premiere (503) 597-2444, Kelly Christian (908) 328-1873

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Listing agents

— 1209 SW Hessler Dr —

  • Darryl Bodle

    Keller Williams Realty Portland Premiere

    503-597-2444

  • Kelly Christian

    Keller Williams Realty Portland Premiere

    503-597-2444

503-709-4632

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NMLS#: 1598647

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Save up to an additional 20% by bundling your home and auto together!

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Find the right home insurance for your new home!

with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Schools serving 1209 SW Hessler Dr

School District:Portland School District 1j
NameGradesDistance
Rieke Elementary School
1405 Southwest Vermont Street, Portland, OR 97219
K-50.8 mi
Gray Middle School, Portland, OR
5505 Southwest 23rd Avenue, Portland, OR 97239
6-80.6 mi
Ida B. Wells-Barnett High School
1151 Southwest Vermont Street, Portland, OR 97219
9-120.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1209 SW Hessler Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/27/2026
Listed
$2,299,900
91.66%
MLS
10/08/2025
Sold
$1,200,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1209 SW Hessler Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$27,060
1%
$1,108,420
3%
2024
$26,827
-1%
$1,076,140
3%
2023
$27,061
12%
$1,044,800
6%
2021
$24,064
-11%
$984,830
-3%
2022
$27,061
12%
$1,014,370
6%
2021
$24,064
11%
$956,150
3%
2019
$21,618
2%
$928,310
3%
2018
$21,247
3%
$901,280
3%
2017
$20,561
14%
$875,030
3%
2016
$18,033
1%
$849,550
3%
2015
$17,903
10%
$824,810
3%
2014
$16,322
9%
$800,790
3%
2013
$15,037
—
$777,470
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Keller Williams Realty Portland Premiere (503) 597-2444, Darryl Bodle (503) 709-4632 and Keller Williams Realty Portland Premiere (503) 597-2444, Kelly Christian (908) 328-1873

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Price Reduced near 1209 SW Hessler Dr

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15316 SE Lee Ave, Milwaukie, OR 97267 - Photo 1 Price Reduced
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9545 SE 42nd Ave, Milwaukie, OR 97222 - Photo 1 Price Reduced
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9545 SE 42nd Ave  Milwaukie, OR 97222

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Recent Sales near 1209 SW Hessler Dr

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5128 SW Northwood Ave  Portland, OR 97239

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    Sq. Ft.
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480 NW Albemarle Terrace  Portland, OR 97210

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Listed by Where, Inc, Marcia Walsh and Where, Inc, Catherine Kelley Petroff
Sold by HomeStar Brokers, Jesse Ellison

1209 SW Hessler Dr, Portland, OR 97239 (MLS# 154391409) is a Single Family property with 3 bedrooms and 3 full bathrooms. 1209 SW Hessler Dr is currently listed for $2,299,900 and was received on March 27, 2026. Want to learn more about 1209 SW Hessler Dr? Do you have questions about finding other Single Family real estate for sale in Southwest Portland? You can browse all Southwest Portland real estate or contact a Coldwell Banker agent to request more information.

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