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1209 SW Hessler Dr, Portland, OR 97239

$2,299,900
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Property Description

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.

1209 SW Hessler Dr | MLS# 154391409

This single family home located at 1209 SW Hessler Dr, Portland, OR 97239 is currently listed for sale with an asking price of $2,299,900. This property was built in 1954 and has 3 bedrooms and 3 full baths with 2584 sq. ft. SW Hessler Dr is located in the COUNCIL CREST-HESSLER HILLS subdivision. Search COUNCIL CREST-HESSLER HILLS real estate on kimgilchrist.bendpremierrealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: None
Cooling: Central Air
Fireplaces: 2
Fuel Type: Gas
Garage: 2 car attached
Heating: Forced Air95Plus
Home Style: 1 Story, Mid-Century Modern
Lot Size: 0.64 Acres
Roof Type: Composition
Stories: 1.0
Taxes: $27,060
Year Built: 1954
Square Feet: 2,584

Feature Descriptions

Accessibility: Garage on Main, Ground Level, Main Floor Bedroom w-Bath, Minimal Steps, Natural Lighting, One Level, Utility Room On Main, Walk-in Shower
Bathroom: 3.0 (Main)
Days on Site: 8
Exterior: Covered Patio, Garden, Patio, Public Road, Raised Beds, RV Parking, RV-Boat Storage, Yard
Exterior: Wood Siding
Fireplace: Gas, Wood Burning
HOA Fee: Fee 1 - $200.00 (Annually)
Hot Water: Electricity, Tank
Interior: Garage Door Opener, High Ceilings, Hookup Available, Laundry, Soaking Tub, Vaulted Ceiling(s)
Kitchen: Dishwasher, Disposal, Free-Standing Gas Range, Island, Microwave, Plumbed For Ice Maker, Range Hood, SolidSurfaceCountertop, Stainless Steel Appliance(s), Wine Cooler
Lot: Corner Lot, Gentle Sloping, Level, Public Road, Sloped, Trees
Parking Notes: Attached, Driveway, EVReady
Sewer: Public Sewer
Special View Info: City, Mountain, River
Square Footage: 2584 (Main)
Water: Public Water

Room Sizes

2nd Bedroom: 23 X 13 Level - Main
3rd Bedroom: 14 X 12 Level - Main
Dining Room: 13 X 12 Level - Main
Kitchen: 18 X 18 Level - Main
Primary Bedroom: 25 X 13 Level - Main

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: Keller Williams Realty Portland Premiere
Agency Contact: 503-709-4632

Shown By

Agent Name: Kim Gilchrist, Broker
Agent Phone: (541) 410-0985
Agency Title: Bend Premier Real Estate

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Estimated Payment

$ 14,555.35 per month $11,629.55 Principal & Interest $2,255.00 Property Tax $670.80 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/06/2026. The listing information on this page last changed on 04/06/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 04/06/2026 12:02:01 AM EST) or RMLS (last updated Sun 04/05/2026 11:58:19 PM EST) or COAR/MLSCO (last updated Mon 04/06/2026 12:01:15 AM EST). Real estate listings held by brokerage firms other than Bend Premier Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS of Portland, Oregon. Real estate listings held by other brokerage firms are marked with the RMLS logo, and detailed information about these properties includes the names of the listing brokers. Listing content is copyright © 2026 RMLS, Portland, Oregon. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

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