Portland Heights Real Estate

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Newest Listings in Portland Heights

$689,000

3 Beds ⋅ 2 Baths ⋅ 131700199 MLS

Thoughtfully remodeled throughout, this Portland Heights home blends timeless character with modern design. The open, light-filled main level is anchored by a beautifully designed kitchen featuring quartz countertops, designer tile, and Fisher & Paykel appliances. Upstairs, three bedrooms include a spacious primary suite complete with a fireplace, private deck, and a marble-clad bathroom with heated floors. Custom millwork, shiplap accents, and designer hardware add warmth and architectural character throughout the home. The comprehensive renovation included updates to the home's electrical and plumbing systems, roof, Marvin windows, doors, furnace, water heater, and seismic improvements, offering the peace of mind of modern systems while preserving the home's original charm. Outside, a generous deck, and multiple landscaped yard spaces create inviting spaces for entertaining, gardening, or relaxing. Ideally located within the Ainsworth School District, the home offers easy access to Forest Park trails, NW 23rd Avenue, downtown Portland, and major freeway connections.

2790 SW MONTGOMERY DR, Portland

$2,650,000

5 Beds ⋅ 4 Baths ⋅ 579149092 MLS

Designed in 1918 by renowned Portland architect Josef Jacobberger, this Portland Heights residence is a rare blend of historic architecture and modern living. 5,046 square feet with 5 bedrooms and 4 1/2 bathrooms, the home has been beautifully updated to preserve its original character while embracing the way we live today. A comprehensive renovation by Green Gables respected the home's architectural integrity while introducing a more open, functional flow. Interiors by Maison bring a clean, understated aesthetic, and the fantastic landscape and hardscape extend the living experience outdoors with beautifully designed gardens, terraces, lawn and gathering spaces. Life here in the “grid" is as much about the neighborhood as it is the home. Ainsworth Elementary is just a couple of blocks away, Vista Spring Cafe is a three-minute walk for morning coffee or neighborhood dinners, and Washington Park, miles of forested trails, downtown Portland, OHSU, and the restaurants and boutiques of NW 23rd Avenue are all just minutes away. It’s the quintessential Portland Heights home! [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250503]

2228 SW 21ST AVE, Portland

$1,159,000

4 Beds ⋅ 4 Baths ⋅ 784757199 MLS

This 1909 historic Craftsman home in Portland Heights combines original character with a meticulous high-end modern rebuild and updates. Designed by award-winning architects, it features a unique 1400 square foot loft-style basement with a maple-floor practice court on the lower level for indoor sports.Highlights of this home includes a custom chef’s kitchen featuring a Wolf range, a large island and seamless flow to outdoor entertaining spaces; original historic details including preserved fir floors, stained glass accents and a classic clawfoot tub; modern systems and structural integrity with a completely new foundation and slab rebuilt in 2002, new sewer system, HVAC, roof and electrical systems; and bonus amenities including a dedicated wine cellar, fitness area, media room, Sonos surround-sound and extensive Ipe hardwood deck leading onto a lush private lawn and garden.Located in a leading school district, this 3,861 sqft. residence sits on some of the most scenic walking trails and parks in the city and is just minutes from shopping and dining on NW 23rd Avenue.The home was redesigned by Forbes top residential architect award winners Giulietti & Schouten Architects, with construction by Hammer & Hand. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10247678]

2328 SW BROADWAY DR, Portland

$5,300,000

5 Beds ⋅ 4 Baths ⋅ 315958654 MLS

Rarely does a property like this come to market - steeped in architectural significance, graced with panoramic views, and located in one of Portland’s most prestigious neighborhoods. Tucked at the top of SW Hawthorne Terrace on a flat, park-like .6-acre parcel, this 1931 Wade Hampton Pipes - designed residence is a masterwork of English Arts & Crafts style, creatively updated for modern life with a seperate guest house and 5 car garage. Admired for its rich brickwork, handcrafted millwork, and dramatic curvilinear stair tower, the home balances architectural depth while living effortlessly modern, where sun-filled bow windows, thoughtfully scaled gathering spaces, and a layout that flows with quiet confidence.The den is wrapped in original Philippine Mahogany, the primary suite is expanded and elevated, and four fireplaces (three inside, one out) add warmth and wow. French doors spill out to a lawn that feels like a private park-framed by 300° views of Mt. Hood, St. Helens, Rainier, and the city skyline. A guest house with a 3-car garage below adds serious flexibility for work, guests, or a creative studio.And the neighborhood? Portland Heights is the crown jewel of the West Hills-tucked away but right in the mix. You’re minutes to downtown, OHSU, the MAC, and freeway access. In 15 minutes, you're at the airport or your tee time. Great schools, iconic homes, friendly neighbors, and that feeling you get when you know you’ve arrived to that rare sweet spot where timeless design, legendary views, and the hum of the city all spectacularly converge. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10249509]

1840 SW HAWTHORNE TER, Portland

$2,500,000

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

$2,550,000

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

$524,000

2 Beds ⋅ 2 Baths ⋅ 664443030 MLS

Welcome to this stunningly redone condo in the heart of Portland Heights. Bright hardwoods, a beautiful kitchen, and an inviting layout create the perfect place to call home. The large private balcony extends your living space and offers a wonderful place to relax or entertain. A generous primary suite with ensuite bath, in-unit laundry hook-up, and secure covered parking add comfort and convenience. A rare opportunity in one of Portland’s most treasured neighborhoods.

2425 SW 19TH AVE Unit #11, Portland

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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.