SOUTHWEST HILLS Real Estate

Welcome to Southwest Hills, a charming subdivision nestled in the heart of Portland, Oregon. This picturesque neighborhood is renowned for its stunning views, lush greenery, and a strong sense of community that makes it a sought-after destination for families, professionals, and retirees alike.

Southwest Hills is characterized by its rolling hills, tree-lined streets, and an abundance of parks that invite outdoor enthusiasts to explore. Residents enjoy easy access to the natural beauty of Washington Park, which boasts the Oregon Zoo, the Portland Japanese Garden, and miles of hiking trails. The scenic vistas of the Willamette Valley and the iconic Mount Hood create a breathtaking backdrop for daily life.

One of the standout features of Southwest Hills is its diverse array of architectural styles, ranging from mid-century modern homes to contemporary designs, each reflecting the unique character of this vibrant community. The neighborhood is also home to highly-rated schools, making it an ideal location for families seeking quality education options for their children.

Convenience is key in Southwest Hills, with quick access to downtown Portland’s thriving cultural scene, shopping districts, and gourmet dining options. Whether you’re enjoying a leisurely afternoon at a local café or exploring the trendy boutiques, the energy of the city is just moments away.

With its blend of natural beauty, community spirit, and urban convenience, Southwest Hills truly embodies the best of Portland living. Discover your dream home in this enchanting neighborhood and experience the lifestyle you’ve always desired!

Newest Listings in SOUTHWEST HILLS

$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

Open house 7/5 from 10-12! 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

$595,000

2 Beds ⋅ 2 Baths ⋅ 498007301 MLS

Tucked into an incredible West Hills location, this home offers the best of both worlds—peaceful, treehouse-like living with easy access to the city. Not on stilts and featuring a rare 2-car garage plus additional parking, it’s as practical as it is beautiful. Vaulted ceilings, exposed beams, and skylights bring in natural light, while panoramic views and surrounding greenery create a true Pacific Northwest feel. With a new roof and kitchen remodel in 2019, plus quick access to Hwy 26 (skip the tunnel) for an easy Beaverton commute, you’re also just minutes to downtown, PSU, Multnomah Village, Council Crest Park, and nearby trails. Public transit access makes getting around simple. [Home Energy Score = 6. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10154469]

3119 SW DOSCH RD, 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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