SOUTHWEST HILLS Real Estate

Welcome to Southwest Hills, an enchanting subdivision nestled in the heart of Portland, Oregon, within the vibrant Multnomah County. This picturesque neighborhood is a hidden gem that offers a harmonious blend of natural beauty and urban convenience, making it an ideal place to call home.

Southwest Hills is renowned for its stunning views, characterized by rolling hills that provide breathtaking panoramas of the city skyline and the majestic Cascade Mountains. The area is adorned with lush greenery, mature trees, and well-maintained parks, creating an inviting atmosphere for outdoor enthusiasts and families alike. Residents can enjoy leisurely strolls through the scenic trails of nearby Forest Park or host picnics in the serene surroundings of Gabriel Park.

The community here is as diverse as it is welcoming. Southwest Hills boasts a rich tapestry of architectural styles, from charming mid-century homes to modern masterpieces, ensuring there’s something for everyone. The neighborhood is also home to excellent schools, making it a desirable location for families seeking quality education for their children.

Convenience is key in Southwest Hills. Residents enjoy easy access to downtown Portland, where an array of dining, shopping, and entertainment options await. Additionally, the proximity to major highways and public transit makes commuting a breeze.

In Southwest Hills, you’ll find not just a home, but a vibrant community that embraces the beauty of nature while enjoying the perks of city living. Explore the charm of this remarkable neighborhood and discover why so many are proud to call Southwest Hills their home!

Newest Listings in SOUTHWEST HILLS

$1,099,900

4 Beds ⋅ 2 Baths ⋅ 358712752 MLS

One-Owner Custom Home on Nearly Half an Acre in Coveted SW Portland! Tucked away at the top of a quiet street, this impeccably maintained 3,681 SF custom home showcases exceptional craftsmanship, timeless character & pride of ownership throughout. Built in 1979 to the highest standards & thoughtfully updated over the years, this rare offering is located in a highly desirable neighborhood with excellent schools. Inside, an inviting entry opens to soaring vaulted, wood-beamed ceilings, tiled, hardwood floors & bright living spaces. The living rm features custom built-in bookcases surrounding a wood-burning fireplace, while the formal dining rm includes a convenient wet bar. The spacious kitchen offers built-in appliances; fridge, oven, Bosch dishwasher, gas cooktop, granite & Corian countertops, pantry, eat bar, abundant cabinetry & a dedicated office/study area. The main-level primary suite is a private retreat with double walk-in closets, built-in bookcases, sitting area & an ensuite bath featuring heated tile floors, marble counters, double sinks, soaking tub, walk-in shower & generous storage. A stunning sunroom w/vaulted beamed ceilings, skylights & sliding doors opens to the expansive Redwood deck overlooking the peaceful backyard. The finished daylight lower level incl 3 bedrooms, spacious family rm with exposed wood beams, permitted wood stove, wet bar, wine storage, beverage refrigerator & a large utility rm with washer/dryer, sink, Sub-Zero fridge & ample cabinetry. The beautifully landscaped grounds feature mature trees, established gardens, multiple patios & plenty of room to relax or entertain. Major updates include new cedar siding, newer roof(2022), double-pane wood windows & doors, gas furnace, gas water heater, EV hookups in the attached 2-car garage & numerous structural improvements. Minutes from the trails of Gabriel Park, Oregon zoo, shops & restaurants of Hillsdale & Multnomah Village, Washington Square & convenient access to OHSU, Nike & Intel.

6019 SW WOODS CT, Portland

$99,000

178465197 MLS

Directly across from 3025 SW Upper Drive, Portland OR 97201. Wonderful buildable lot in the heart of Portland Heights, offering a rare opportunity to create a custom home in one of Portland’s most prestigious neighborhoods. The current owner has completed extensive research and preliminary planning for a proposed residence, including conceptual budgets and estimates to help envision the possibilities. Utilities are located nearby, including sewer line in adjacent lot, providing valuable groundwork for future development. Surrounded by beautiful established homes, many with significant value, this exceptional homesite offers the opportunity to build among some of Portland’s finest residences. Ideally located with easy access to Ainsworth Elementary, local restaurants and coffee shops, Washington Park, Hoyt Arboretum, the International Rose Test Garden, Japanese Garden, downtown Portland, OHSU, and the vibrant shops and restaurants of NW 23rd. A chance to bring your dream home to life in a coveted location where natural beauty, convenience, and timeless Portland character come together! Builder packet and proposed plans are available.

SW UPPER DR, Portland

$1,145,000

4 Beds ⋅ 3 Baths ⋅ 386926913 MLS

Experience the prestigious lifestyle of the Fairmount loop with a rare and highly coveted advantage. Nestled on SW Fairmount Ln—a private, quiet cul-de-sac just off the iconic Fairmount Boulevard—this exceptional property offers the ultimate blend of tranquility, privacy, and abundant guest parking, a premium luxury not typically found on the main, bustling biking and running loop. Tucked into a generous, forested lot, the property features a fully fenced, good-sized backyard that serves as your own private woodland retreat. The home has been beautifully refreshed with extensive recent upgrades, including a brand-new roof and freshly repainted exterior completed in 2025. Step inside to find newly refurbished hardwood floors on the main level, a dedicated office nook, and huge windows that flood the home with natural light. The gorgeous chef's kitchen features tons of storage and is perfect for culinary enthusiasts, while a newly replaced exterior deck is ideal for outdoor entertaining. You will love the gorgeous primary bath, featuring a charming tub that is perfect for relaxing while taking in the scenic beauty of the surrounding forest. The fantastic lower level serves as the perfect guest quarters, complete with a wet bar, comfortable living space, bedroom, bathroom and a dedicated exterior door for private access. Located in a deeply desirable neighborhood, this home offers access to top-tier, highly rated local schools and unparalleled proximity to the city. Enjoy the scenic beauty of the Fairmount area, all while being just minutes from downtown Portland, OHSU, and local parks. This is a rare opportunity to enjoy the prestige of Fairmount living with none of the traffic and all of the convenience. Don't miss the storage in teh basement! [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10043083]

3352 SW FAIRMOUNT LN, Portland

$2,950,000

5 Beds ⋅ 4 Baths ⋅ 538555918 MLS

A rare convergence of design, privacy, and location, this architecturally distinctive West Hills residence sits on one of Portland’s most tightly held addresses. Set on 2.5 acres of curated grounds, the home offers exceptional seclusion with effortless proximity to downtown, OHSU, Beaverton, and Highway 26.Designed by internationally acclaimed Andee Hess of Osmose Design, the interiors blend Mediterranean, French, & Mid-Century influences with a modern emphasis on light, flow, and connection to the landscape. Expansive Fleetwood windows illuminate the home throughout the day an uncommon advantage in this forested setting while original works by local artists enrich the architectural narrative. The main level balances everyday livability with refined entertaining, featuring terrazzo floors,multiple fireplaces,and generous formal spaces. A chef’s kitchen with quartz & marble surfaces, Wolf and Sub-Zero appliances,& an intuitive layout anchors the home. A richly layered lounge wrapped in warm wood paneling with custom millwork & integrated sound offers a transportive retreat for work, music, or intimate gatherings. Upstairs, the private quarters provide comfort and flexibility. The primary suite includes a fireplace, spa-like bath with custom Ann Sacks tile, a soaking tub, and tranquil outlooks. A separate guest wing with its own living area and full bath supports extended stays or multigenerational living. Mature landscaping originally designed by noted Japanese landscape designer Nagao Sakurai creates serenity & structure across the grounds. An L-shaped wraparound patio extends the home outward for effortless indoor-outdoor living within a private, Japanese-influenced setting. Located along SW Hewett Blvd, this property offers natural beauty, community, & access to top-rated schools. With its architectural integrity & premier location, it stands apart as both an exceptional living experience and a long-term investment in one of Portland’s most enduring neighborhoods. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10242289]

4855 SW HEWETT BLVD, Portland

$164,000

1 Beds ⋅ 1 Baths ⋅ 547473615 MLS

Condo perfection at the Cardinell View Lofts! This corner condo soaks in big city views and golden hour light through oversized windows. The city becomes your backdrop, day to night.The updated kitchen brings ease and function with granite countertops, updated cabinetry, and custom lighting that sets the mood whether you are cooking dinner or entertianing. The spacious alcove bedroom offers generous closet space and just enough separation for cozy vibes. An updated bathroom and in unit washer and dryer keep daily life effortless.Big bonus points: a new building roof and a large storage unit for all your extras.Step outside and you are moments from PSU, the Cultural District, downtown dining, coffee spots, and nightlife. Leave the car. Grab your keys. This is urban living done right.

1205 SW CARDINELL DR Unit #202, Portland

$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

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