Portland Heights Homes for Sale

Portland Heights is one of the city's most prestigious and historic neighborhoods, rising into the West Hills directly above downtown. Known for its grand early-1900s estates, winding streets, and commanding views, it offers rare elegance within minutes of the city center.

Living in Portland Heights

The neighborhood is defined by stately Tudors, Colonials, and architect-designed homes on terraced hillside lots, many with sweeping views of the city and mountains. Residents enjoy Ainsworth Elementary, the trails of Washington Park and the West Hills, and a quick descent to downtown, Goose Hollow, and the Vista Avenue shops. It is a longtime choice for buyers seeking history, views, and proximity to the core.

The Portland Heights market today

As of October 2026, there are roughly 30 homes for sale in and around Portland Heights, generally ranging from under $200,000 for a condo to about $4.25 million for a premier estate, with an average near $1.18 million. Historic homes and view properties on prime streets lead the market. For how value is set here, see my Portland Heights Home Values guide.

Thinking of buying or selling in Portland Heights?

Whether you are searching for a home here or weighing a sale, I would welcome the conversation. Browse the live listings below, set up instant listing alerts, or request a free, no-obligation home value estimate. I am Michael Smira of Smira Group - John L. Scott, among the top 1% of Portland-area brokers for the past twelve years.

Michael Smira, Realtor
Smira Group - John L. Scott
(503) 935-2560 | michael@smiragroup.com

$4,250,000

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

$2,689,000

6 Beds ⋅ 6 Baths ⋅ 794629047 MLS

Timeless Portland Heights Elegance, Reimagined. A distinguished architectural legacy meets sophisticated modern living on one of Portland Heights’ most coveted streets. Designed by renowned Portland architect Ellis F. Lawrence, this architecturally significant residence embodies the enduring elegance of Portland Heights while offering the comfort, craftsmanship and thoughtful amenities of a 2020 renovation. Meticulously reimagined with an exceptional eye for detail, the home preserves its timeless character while introducing beautifully refined spaces designed for today’s lifestyle. An abundance of natural light fills the gracious living room, creating an inviting backdrop for both intimate evenings and elegant entertaining. At the heart of the home, the beautifully remodeled kitchen combines natural stone countertops, a sophisticated marble backsplash and premium Thermador stainless steel appliances. A charming breakfast nook provides a relaxed setting for morning coffee and casual meals, while the addition of a luxurious main-level primary suite creates a private retreat with the convenience of main-level living. Main-floor laundry adds another layer of effortless functionality. The property’s exceptional flexibility continues with an attached private guest residence, complete with its own entrance, guest quarters, en suite bath and kitchenette. Ideal for visiting guests, extended family, an au pair or a private work-from-home retreat, this thoughtfully designed space offers an extraordinary level of independence and comfort. Outside, the residence truly comes alive. Landscaped grounds and beautifully redesigned hardscape create an inviting extension of the interior, while a covered outdoor dining area provides the perfect setting for year-round entertaining. Gather around the wood-burning fireplace, prepare dinner at the built-in grill and outdoor cooking station, and enjoy long evenings surrounded by the tranquility of the property.

2719 SW TALBOT RD, 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

$2,595,000

4 Beds ⋅ 4 Baths ⋅ 537973480 MLS

Ideally located in the heart of the “grid”, this iconic 1912 city estate blends historic pedigree with a newly elevated sense of design and style. Since its last offering in 2022, the home has undergone further thoughtful enhancements, resulting in a more curated, artful aesthetic that feels both sophisticated and a touch sultry. This home has it all....a beautiful sunroom, wood paneled study, cool hang out spaces, luxe bathrooms, soaring ceilings, fireplaces galore, and beautifully restored woodfloors, Updated finishes and design forward details create a seamless balance between classic architecture and modern living. The gracious rooms, updated kitchen, baths and dynamic floor planmake both intimate gatherings and larger-scale entertaining feel effortless and memorable. You’ll love the stunning patio with beautiful water feature that is also a built in pool & hot-tub! The setting is spectacularly private, serene, and designed for play and leisure. Linger on the expansive outdoor patio or the rooftop garage patio with a view of downtown. Flat driveway, impressive storage, and so much more make life easy here and you’ll never want to leave. Perfectly positioned in the coveted grid, moments to parks, trails, top schools, NW 23rd, and major tech corridors, this is a rare West Hills estate that feels timeless, expressive, and truly ready for the next stewards. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10010154]

1808 SW Laurel ST, Portland

$1,795,000

5 Beds ⋅ 4 Baths ⋅ 174837861 MLS

The Rinehart House | A 1907 Emil Schacht Craftsman, Restored. Locals call it the Doctor's House. Built in 1907 to a design attributed to Emil Schacht, it was first owned by Emily Belle Cooper, who crossed the Oregon Trail as a baby and became one of the first women physicians in Oregon. Her family held it for 84 years. Then it sat empty. What followed was a restoration, not a remodel. What mattered stayed: original inlaid oak floors, coved ceilings, pocket doors, leaded glass, and Honduran mahogany millwork. The new work was cut to match: a hand forged stair rail built to the 1907 profile, custom inset cabinetry, beveled stone counters, one piece marble sinks from Turkey, terra cotta tile imported from France, and handmade tile in every bath. Behind the finishes, the house is new. Plumbing, electrical, roof, insulation, and HVAC were all replaced. A 1907 house that performs like a 2026 one. Five bedrooms and four and a half baths across four levels. The entire second floor belongs to the primary suite: bedroom, steam shower, soaking tub, fireplace lounge with black lacquered ceiling, private balcony, and a second bedroom with its own full bath. A rare full floor primary in a home this age. The lowest level once held pharmaceutical storage, and money tucked into the walls from the Depression. It is now an entertainment cellar with a wet bar and its own guest entrance. Over 1,000 square feet of outdoor living across four decks and balconies. City, bridge, and mountain views from nearly every room. Two fireplaces, central air, EV ready attached garage. Washington Park, downtown, Multnomah Athletic Club, Zupans, and NW Portland are all a walk from the door. Featured on the 2024 NW Natural Street of Dreams. Ninety years of one family. The next chapter is yours to write. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10221908]

1442 SW VISTA AVE, Portland

$1,750,000

6 Beds ⋅ 4 Baths ⋅ 207312120 MLS

Open Sat 10/24 11a-1p! This rare Portland Heights jewel was masterfully constructed by architect Emil Schacht in 1908. The 5,637 square foot residence sits on a hard to find level lot offering 6 bedrooms and 4.1 bathrooms, along with a wealth of beautifully preserved details and original character: corbelled rafters, built-in window benches, a period-specific dining room with built-ins and leaded glass, box-beam ceilings, picture rails, front and back staircases, and oak floors with walnut inlay. Designed for both entertaining and everyday living, this home features open and airy gathering spaces, a wood-burning fireplace, a tastefully updated kitchen with a butler’s pantry and a sunny breakfast area that opens to a patio overlooking one of many covered porches and garden spaces made ultra private by mature landscaping. The second-floor primary suite with attached full bathroom is filled with windows and natural light, has hardwood floors, a ceiling fan, built ins and includes a spacious custom walk-in closet with organizer. Wraparound windows create a light-filled office or hobby room, with 2 additional large bedrooms with closets nearby. While the top floor offers 2 more bedrooms and a full bath, the lower level provides an expansive family room with another bedroom suite and exterior entry offering flexibility for guests or multigenerational living. A laundry chute from all levels leads to the bottom floor laundry room with washer, dryer, utility sink, large cabinets for extra storage and folding counters. The large, secluded yard has abundant lawn space, numerous patios for entertaining outdoors and a porch swing. A spacious level driveway with a 2-car garage provides modern convenience. Set on a premier corner lot with a rare sense of privacy and space, this home is just minutes from nearby amenities. Rich in history, charm and distinctive architectural detail, this is a remarkable opportunity to make a Portland classic your next home.

2233 SW 18TH AVE, Portland

$1,695,000

5 Beds ⋅ 4 Baths ⋅ 624201152 MLS

A Reimagined Colonial Masterpiece in Portland Heights with Commanding City & Mountain Views. Set high above the city in coveted Portland Heights, this exquisitely renovated Colonial Revival offers panoramic skyline and mountain views from nearly every room. Encompassing an impressive 6,300 square feet, the five-bedroom, four-and-a-half-bath residence unfolds in grand yet inviting scale — where timeless architecture meets modern sophistication. A luminous sunroom, an expansive formal living room, and a showpiece kitchen anchor the home’s beautifully proportioned interiors. Designed for both everyday ease and elevated entertaining, the kitchen blends striking stonework, bespoke countertops, designer fixtures, and bold, curated finishes. Throughout, original architectural details have been meticulously restored, honoring the home’s pedigree while introducing a fresh, fashion-forward sensibility. French doors open to a secluded, expansive terrace wrapped in a sleek privacy wall — an urban sanctuary made for candlelit dinners, champagne toasts, and unforgettable gatherings beneath the stars. Swanky yet timeless. Refined yet effortlessly cool. All just moments from Multnomah Athletic Club, Lincoln High School, and the coveted boutiques and dining along NW 23rd Avenue.

1408 SW VISTA AVE, Portland

$1,495,000

4 Beds ⋅ 3 Baths ⋅ 587009459 MLS

Perched in Portland’s coveted Southwest Hills, 1784 SW Montgomery Drive pairs timeless 1943 character with more than 4,100 square feet of thoughtfully designed living space. The residence offers four bedrooms, three and a half baths, expansive gathering areas, and hardwood floors, with French doors opening to the lawn and manicured landscaping. A convenient elevator serves the home’s levels, providing added comfort and flexibility. Large windows welcome natural light while framing beautiful city and Mt. Hood views, while a new roof installed in 2026 adds meaningful peace of mind. Original hardwood floors are tucked beneath the upstairs carpet, waiting to be revealed. Just minutes from downtown Portland, OHSU, and the city’s cultural amenities, this distinguished home offers a rare balance of tranquility, convenience, and enduring appeal - ready for your personal touch. Property taxes are under review for a reduction. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250898]

1784 SW MONTGOMERY DR, Portland

$1,495,000

4 Beds ⋅ 3 Baths ⋅ 673116796 MLS

Some homes are built, this one was composed. Perched above the city between the quiet green of Washington Park and the pulse of downtown. 1636 SW Vista Drive doesn't just have a view, it has many, each room angling toward its own light, its own mood, its own moment of the day. Watch the sun rise over Mt. Hood from an east-facing breakfast nook. Watch it set over the city from a deck built for gathering. Fourteen-foot ceilings and chevron wood floors set a tone of quiet European elegance, while a fully reimagined kitchen, sleek in modern black, becomes the true heart of the home, the room where memories are made and dinner parties linger long past dessert. Indoor and outdoor spaces move as one, framing the city like a piece meant to be lived in, not just admired. Downstairs, the possibilities are yours to compose, an expansive lower level awaits your imagination: an en suite guest quarters with a fireplace and a full bathroom. A blank canvas for someon with vision, media room, studio, in-law suite, or private home office. And unlike the condo towers below, this is freedom: no HOA politics, no special assessments, no shared elevators. Just gated, off-street parking, a private drive, and a home entirely your own—the character and legacy of Portland Heights with none of the compromise. This is the pinnacle of lifestyle living: the serenity of nature, the convenience of downtown, and a home with true soul. 4 bed | 3.5 bath | Built in 1961 | Minutes to MAC Club & downtown. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10204931]

1636 SW VISTA AVE, Portland

$1,395,000

4 Beds ⋅ 2 Baths ⋅ 287524849 MLS

Rare botanical oasis in coveted Portland Heights! Situated on 4 city lots on nearly a half acre, this beautiful Craftsman home offers exceptional privacy yet sits just a mile from downtown Portland. Expansive windows flood the home with natural light & offer views of city lights, Mt Saint Helens, Mt Rainer, the Fremont bridge & from the lower garden, Mt Adams! The grounds are truly extraordinary & form the heart of this special property. See link for garden pics! Lovingly cultivated over 4 decades, the landscape has matured into a rare “city sanctuary” with magnolias, rhododendrons, dwarf evergreens & Japanese maples. Rock terraces & whimsical paths invite you to wander among raised beds of shrubs, flowers, vegetable gardens, fruit trees, and conifers. Organic gardening practices & enriched soil have created year-round color & texture allowing camas, lupine, fawn lilies, columbine and foxglove to naturalize. A madrone tree nestles under the Douglas fir tree. A gracious floor plan highlights timeless architectural details throughout, including vintage leaded glass skylight, built ins & period molding. The welcoming sitting porch & handsome foyer lead to an elegant formal living and dining room showcasing marble fireplaces, hardwood floors & French doors. The sun filled eat in kitchen is the quintessential gathering spot and includes a private second staircase. Enjoy the flexibility of the main floor den/family rm (possible 5th bedrm) for relaxation & cozy evenings. The popular four bedrm up layout includes updated baths & a spacious primary suite with adjoining dressing room/sunroom. Abundant storage is found in walk-in bedroom closets, large basement and a two car garage. Outdoor amenities include an expansive backyard deck & a spacious gazebo for enjoying year-round wildlife and views. A historic children’s playhouse complete this wonderland for young and old alike. Updates include owned 2400 KV solar panels, a level two car charger, newer heat pump and ext paint. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10247535]

2524 SW 17TH AVE, Portland

$1,195,000

3 Beds ⋅ 3 Baths ⋅ 352872222 MLS

Set on a quiet dead-end street in one of Portland’s most coveted Southwest neighborhoods, 1941 SW Montgomery Place beautifully balances timeless character with sophisticated modern updates. Thoughtfully improved by Green Gables, Maison, and Forma Collective, the home reflects a high level of craftsmanship and attention to detail throughout. An inviting floor plan offers generous living spaces, abundant natural light, and an effortless connection between classic architectural elements and contemporary living. The well-appointed kitchen opens to comfortable gathering spaces, while spacious bedrooms provide flexibility for guests, work-from-home needs, and everyday living. The outdoor spaces are equally compelling, with a private patio, expansive gardens, generous deck, and level yard creating a serene setting for both entertaining and relaxing. Ideally positioned on a peaceful dead-end street yet just minutes from the city, with easy access to parks, trails, schools, neighborhood shops, and all that Portland has to offer, this exceptional property delivers a rare combination of refined updates, enduring character, and a desirable Southwest Portland location. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250790]

1941 SW MONTGOMERY PL, Portland

$1,095,000

5 Beds ⋅ 3 Baths ⋅ 795890972 MLS

Open House 10/25/2026 from 2:30pm to 4:30pm Enchanting English Traditional in Portland Heights, gracefully situated on SW Edgewood Road, a quiet dead-end street with a friendly neighborhood vibe. The convenient location is close to downtown, shopping and restaurants in NW Portland and the Multnomah Athletic Club. Beautifully modernized while preserving timeless character, this exceptional home offers an inviting blend of elegance, warmth and livability. On the main level a gracious living room is anchored by fireplace, handsome built in bookcases, original Russian Oak hardwood floors, exquisite millwork, and crown molding. The formal dining room and living room are filled with natural light from expansive paned and picture windows, complemented by leaded glass details on the first and second floors. A spectacular gourmet kitchen, designed for both serious cooking and comfortable gathering. Newer cabinetry, granite countertops, two prep sinks. Bosch Stainless appliance including a five-burner gas range and an oversized island with eating bar. Upstairs a primary suite that features lovely fireplace, a remodeled bath, and an exceptional walk in closet with extensive custom built in storage. Two additional bedrooms share a remodeled Jack-and Jill bath while a second-floor kitchenette and laundry add an uncommon level of flexibility. The recently restored top floor offers two bedrooms, a full bath, a cedar closet and view of Mt.Hood from one of the bedrooms. Ideal for teenagers, guests or home office. The basement level contains utility area with washer dryer and sink, abundant storage in two closets. 536 sqft. of add. space in basement and along with staircase all freshly painted. Outdoors the grounds are a private garden sanctuary with patios and extensive plantings.A fully fenced orchard yard with grapes, plum, pear and apple trees.A Large covered porch enclosed by iron work has area for gardening supplies. A/C on 2nd & 3rd floors. Owned Security System is included.

1975 SW EDGEWOOD RD, 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.

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