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Built in 1938, this extraordinary 5-bedroom, 5.1-bath Brookman-inspired Portland Heights residence is a rare architectural jewel, rich in history, craftsmanship, and irreplaceable charm. Perfectly positioned to capture sweeping city and mountain views, the home is completed by a gorgeous patio and tiered yard, making this a truly exceptional offering in Portland Heights. The main level showcases stunning formal spaces designed for both grand entertaining and intimate gatherings. A den and elegant living room open seamlessly to the beautiful patio, creating effortless indoor-outdoor flow.Upstairs, the primary suite features its own private balcony and is joined by four additional bedrooms and a dedicated office, offering flexibility and space for modern living. The lower level is equally impressive, with a breathtaking library and an oversized bonus room perfect for media, play, or recreation. A timeless Portland classic, blending timeless design with livable luxury. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10245450]

5 Beds ⋅ 5 Baths ⋅ 613208236 MLS

Built in 1938, this extraordinary 5-bedroom, 5.1-bath Brookman-inspired Portland Heights residence is a rare architectural jewel, rich in history, craftsmanship, and irreplaceable charm. Perfectly positioned to capture sweeping city and mountain views, the home is completed by a gorgeous patio and tiered yard, making this a truly exceptional offering in Portland Heights. The main level showcases stunning formal spaces designed for both grand entertaining and intimate gatherings. A den and elegant living room open seamlessly to the beautiful patio, creating effortless indoor-outdoor flow.Upstairs, the primary suite features its own private balcony and is joined by four additional bedrooms and a dedicated office, offering flexibility and space for modern living. The lower level is equally impressive, with a breathtaking library and an oversized bonus room perfect for media, play, or recreation. A timeless Portland classic, blending timeless design with livable luxury. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10245450]

1490 SW CLIFTON ST, Portland

OPEN Sat 9/12 FROM 1-3PM. Rare opportunity to own a mid-century modern classic with stunning city views and ideally situated in Portland Heights. Thoughtfully designed for privacy, enter through the gated front-entry atrium and experience the unmistakable feeling of home from the moment you step into the 5,000+ sq ft residence. The main level welcomes you with a spacious open floor plan, high ceilings, an abundance of windows and expansive hardwood flooring. The light-filled space flows from formal entry to living room to dining room and a very special sunroom, ideal for effortless entertaining year-round. The living room showcases built-ins, a wood-burning fireplace and captivating views of the City of Roses. A large chef’s eat-in kitchen with newly painted cabinetry throughout boasts ample storage. Completing the ease of one level living is a coveted and sought-after home office, laundry room, cozy den and two primary en-suite bedrooms; one complemented by an updated bathroom, and a large walk-in closet with custom vanity that’s both functional and elegant. The second primary bedroom with bath opens to a reading room, creating a comfortable and discrete retreat for overnight guests.Descend to the expansive lower level via elevator or staircase for more versatile living options including a third bedroom with adjoining bathroom, a fitness room equipped with sauna and shower, storage galore plus a sprawling en-suite guest quarters (or media/game room!) with its own city view and unique private entrance. Exterior features: An attached oversized two-car garage and a private driveway with plenty of additional parking. A greenhouse beckons for an urban garden, an artist studio or hobby haven.

4 Beds ⋅ 5 Baths ⋅ 278906550 MLS

OPEN Sat 9/12 FROM 1-3PM. Rare opportunity to own a mid-century modern classic with stunning city views and ideally situated in Portland Heights. Thoughtfully designed for privacy, enter through the gated front-entry atrium and experience the unmistakable feeling of home from the moment you step into the 5,000+ sq ft residence. The main level welcomes you with a spacious open floor plan, high ceilings, an abundance of windows and expansive hardwood flooring. The light-filled space flows from formal entry to living room to dining room and a very special sunroom, ideal for effortless entertaining year-round. The living room showcases built-ins, a wood-burning fireplace and captivating views of the City of Roses. A large chef’s eat-in kitchen with newly painted cabinetry throughout boasts ample storage. Completing the ease of one level living is a coveted and sought-after home office, laundry room, cozy den and two primary en-suite bedrooms; one complemented by an updated bathroom, and a large walk-in closet with custom vanity that’s both functional and elegant. The second primary bedroom with bath opens to a reading room, creating a comfortable and discrete retreat for overnight guests.Descend to the expansive lower level via elevator or staircase for more versatile living options including a third bedroom with adjoining bathroom, a fitness room equipped with sauna and shower, storage galore plus a sprawling en-suite guest quarters (or media/game room!) with its own city view and unique private entrance. Exterior features: An attached oversized two-car garage and a private driveway with plenty of additional parking. A greenhouse beckons for an urban garden, an artist studio or hobby haven.

1776 SW MONTGOMERY DR, Portland

Step into the rich history and luxury of the Joseph Gaston House, an architectural masterpiece built in 1911 by William C. Knighton in Portland's West Hills. This captivating estate offers a timeless allure with its elegant living spaces, and impeccable craftsmanship. Perched on 3/4 of an acre in The Grid, it commands panoramic views of the city skyline and mountains, creating an idyllic backdrop for everyday living. Features include intricate moldings, high ceilings, stunning primary bedroom with walk-in closet and spacious bathroom with steam shower, and remarkable cellar. Outside, a beautiful patio overlooks downtown Portland, providing a serene retreat to unwind and take in the scenery. Extensively remodeled in the early 2000s, including full replacement of plumbing, and electrical. From its historic charm to modern amenities, the Joseph Gaston House epitomizes sophistication and elegance, offering a rare opportunity to own a piece of Portland's architectural legacy. Option to included all furniture excluding all art and piano. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10227560]

5 Beds ⋅ 5 Baths ⋅ 733774792 MLS

Step into the rich history and luxury of the Joseph Gaston House, an architectural masterpiece built in 1911 by William C. Knighton in Portland's West Hills. This captivating estate offers a timeless allure with its elegant living spaces, and impeccable craftsmanship. Perched on 3/4 of an acre in The Grid, it commands panoramic views of the city skyline and mountains, creating an idyllic backdrop for everyday living. Features include intricate moldings, high ceilings, stunning primary bedroom with walk-in closet and spacious bathroom with steam shower, and remarkable cellar. Outside, a beautiful patio overlooks downtown Portland, providing a serene retreat to unwind and take in the scenery. Extensively remodeled in the early 2000s, including full replacement of plumbing, and electrical. From its historic charm to modern amenities, the Joseph Gaston House epitomizes sophistication and elegance, offering a rare opportunity to own a piece of Portland's architectural legacy. Option to included all furniture excluding all art and piano. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10227560]

1960 SW 16TH AVE, Portland

Nestled in Portland’s prestigious West Hills, this extraordinary estate offers sweeping views of the city skyline, Willamette River, and Cascade Mountains. Set on 1.17 acres of gated, park-like grounds, the property blends historic elegance with modern luxury.Originally built in 1887 by JJ McCaffrey and thoughtfully updated in 1928 by renowned architects Jacobberger and Smith, the residence showcases timeless craftsmanship and architectural distinction. The home has been exceptionally maintained over decades of ownership. Inside, experience approximately 10,000sf of living space that unfolds across four levels, featuring elaborate moldings, stained glass windows, rich wood floors, and multiple fireplaces. Grand formal rooms are complemented by a marble-clad chef’s kitchen with Thermador appliances, a butler’s pantry, and exquisite built-ins throughout.The upper-level grand ballroom represents architecture at its finest with maple wood floors, curved trusses, under-eave insulated storage, and finished with tongue and groove fir ceilings. The estate also includes two separate dwellings: a 2-bedroom, 1-bath guest house with fireplace and scenic views, and a 1-bedroom, 1-bath carriage house with full kitchen, office space, and a six-car garage. Outdoor amenities elevate the lifestyle with a full-size tennis court, in-ground pool surrounded by Italian porcelain patio, cobblestone driveway, and manicured gardens.Located minutes from NW 23rd, downtown Portland, top-rated schools including Ainsworth Elementary and Lincoln High, and major medical centers, this rare offering combines privacy, prestige, and convenience in one of the city’s most coveted settings. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10226736]

6 Beds ⋅ 5 Baths ⋅ 186005227 MLS

Nestled in Portland’s prestigious West Hills, this extraordinary estate offers sweeping views of the city skyline, Willamette River, and Cascade Mountains. Set on 1.17 acres of gated, park-like grounds, the property blends historic elegance with modern luxury.Originally built in 1887 by JJ McCaffrey and thoughtfully updated in 1928 by renowned architects Jacobberger and Smith, the residence showcases timeless craftsmanship and architectural distinction. The home has been exceptionally maintained over decades of ownership. Inside, experience approximately 10,000sf of living space that unfolds across four levels, featuring elaborate moldings, stained glass windows, rich wood floors, and multiple fireplaces. Grand formal rooms are complemented by a marble-clad chef’s kitchen with Thermador appliances, a butler’s pantry, and exquisite built-ins throughout.The upper-level grand ballroom represents architecture at its finest with maple wood floors, curved trusses, under-eave insulated storage, and finished with tongue and groove fir ceilings. The estate also includes two separate dwellings: a 2-bedroom, 1-bath guest house with fireplace and scenic views, and a 1-bedroom, 1-bath carriage house with full kitchen, office space, and a six-car garage. Outdoor amenities elevate the lifestyle with a full-size tennis court, in-ground pool surrounded by Italian porcelain patio, cobblestone driveway, and manicured gardens.Located minutes from NW 23rd, downtown Portland, top-rated schools including Ainsworth Elementary and Lincoln High, and major medical centers, this rare offering combines privacy, prestige, and convenience in one of the city’s most coveted settings. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10226736]

1816 SW HAWTHORNE TER, Portland

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.