SOUTHWEST HILLS Real Estate

Welcome to Southwest Hills, an enchanting subdivision nestled in the heart of Portland, Oregon. This picturesque neighborhood is renowned for its stunning views, lush greenery, and an inviting community atmosphere that perfectly blends urban convenience with serene suburban living.

Southwest Hills is characterized by its charming tree-lined streets and a variety of architectural styles, ranging from cozy bungalows to modern hillside homes. Residents here enjoy a unique sense of privacy and tranquility, all while being just a stone's throw away from the vibrant culture of downtown Portland. With easy access to major highways, commuting is a breeze, making it an ideal location for professionals and families alike.

Nature enthusiasts will revel in the abundance of outdoor activities available in and around Southwest Hills. The area is dotted with beautiful parks, hiking trails, and scenic viewpoints that showcase breathtaking vistas of the city and the majestic Cascade Mountains. Whether it’s a leisurely stroll through the lush landscapes of Washington Park or a challenging hike in the nearby Forest Park, adventure awaits at every corner.

Families will appreciate the top-rated schools and close-knit community feel that Southwest Hills offers. Local shops, cafes, and restaurants are just a short drive away, providing residents with everything they need for daily life and leisure.

In Southwest Hills, you’ll find not just a home, but a lifestyle that celebrates the best of Portland living. Come discover the charm and beauty of this remarkable neighborhood—your dream home awaits!

Newest Listings in SOUTHWEST HILLS

$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

$1,550,000

5 Beds ⋅ 3 Baths ⋅ 270300769 MLS

Nestled among the trees in Portland's coveted Southwest Hills, this exceptional, modern residence offers a rare combination of bold architecture, sophisticated design and effortless connection to nature. With five bedrooms, 3.5 baths, soaring ceilings and beautifully updated interiors, the home delivers an elevated yet livable approach to modern luxury. A dramatic two-story living room anchors the home, with expansive windows drawing the wooded landscape indoors. The sleek fireplace creates a quiet focal point while the open arrangement provides an effortless flow between living, dining and kitchen spaces. At the center of the main level, the gourmet kitchen pairs clean-lined cabinetry and premium finishes with an oversized quartz island, built-in appliances and a Miele refrigerator. Designed with privacy in mind, the primary suite occupies its own level, providing an intimate retreat removed from the main living areas. A dedicated office or dressing area, dual closets and a beautifully appointed luxury bath with soaking tub and walk in shower- an ideal private sanctuary at the end of the day. The flexible lower level features a spacious family room, four additional bedrooms, and two full baths. Perfectly suited for family, guests, private offices, creative pursuits, or multigenerational living, this level adapts effortlessly to a variety of lifestyles. Multiple patios and decks extend the living space outdoors, creating a series of modern, low-maintenance areas to dine, entertain or simply enjoy the peaceful canopy of surrounding trees. The expansive frontage combines ample off-street parking with a beautifully landscaped outdoor space. A two-car garage, dedicated parking pad and additional capacity for vehicles offers convenience while garden beds, patio w/bench and layered plantings create an inviting connection between the home and street. Fantastic location served by sought after schools and minutes to the amenities and energy of the city! [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251085]

5144 SW HEWETT BLVD, Portland

$700,000

2 Beds ⋅ 2 Baths ⋅ 704939674 MLS

Engineered to sit on the hill and at the tops of the forest, this home offers views overlooking Portland this is a great opportunity to own in the Southwest Hills. Great views at all times of the day. The morning brings the sunrise over the city and three mountains, daytimes views show the breadth of our City and nature, and then the evenings you have the night scape of the City. Easy hosting with Kitchen, living, and dining are on the main level; with privacy on the lower level with two view bedrooms, a family room, plus storage, wrap-around walk-out decks with access from each floor. Just minutes to OHSU, minutes to Hwy 26, and minutes to downtown & 23rd Ave. Washington and Council Crest Park are a walk a way. The privacy of a home and better than a condo with no HOA.

2445 SW MONTGOMERY DR, Portland

$1,199,900

3 Beds ⋅ 3 Baths ⋅ 115809438 MLS

Experience refined contemporary living in one of PDX's most desirable locations. Thoroughly and meticulously remodeled by the current owners, this exceptional home offers a rare blend of sophisticated design, remarkable privacy, and sweeping views of the Sunset Corridor. Ideally situated just minutes from OHSU, St. Vincent's, and Beaverton's burgeoning dining scene.Designed for both everyday living and effortless entertaining, the great room floor plan opens to a spacious patio with garden and sunset views, while a second patio off the kitchen provides the perfect setting for alfresco dining. The kitchen has been thoughtfully designed for both creativity and functionality, featuring abundant storage, premium amenities, and beautiful custom rift-sawn oak cabinetry. This stunning cabinetry continues throughout the home's bathrooms, creating a cohesive and timeless aesthetic. The main level offers an elegant formal dining room with stylish cabinetry, a spacious living room large enough for a grand piano, and a cozy den that provides the flexible space today's lifestyles. Hardwood & tile flooring run throughout the home, while heated floors add a touch of everyday luxury.Upstairs, the primary suite features a spa-inspired bath designed for relaxation. A second upstairs bedroom includes its own ensuite bath & walk-in closet, making it an ideal guest suite or bedroom. The oversized garage is perfect for projects, hobbies, and storage, offering multiple storage rooms with built-in shelving, a utility sink, and an EV charging station. Expansive windows throughout the home frame spectacular views while preserving an exceptional sense of privacy, with little to no sightlines to neighboring homes. The serene, tree-filled setting brings the outdoors in while creating a rare feeling of seclusion. Extensively updated with high-quality finishes and dependable systems, this turnkey home delivers timeless style, comfort, and peace of mind in an exceptional Portland setting.

2677 SW 64TH PL, Portland

$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

$2,600,000

5 Beds ⋅ 4 Baths ⋅ 538555918 MLS

Architectural distinction, privacy, and an exceptional West Hills location converge in this fully remodeled residence. Set on beautifully curated grounds, the home offers rare seclusion with effortless access to downtown Portland, OHSU, Beaverton, and Hwy 26. Designed by internationally acclaimed designer Andee Hess of Osmose Design, the interiors thoughtfully blend Mediterranean, French, and Mid-Century influences with a contemporary focus on light, flow, and connection to the landscape. Expansive Fleetwood windows bring natural light deep into the home—an uncommon feature in this serene, forested setting. The main level is equally suited to everyday living and sophisticated entertaining, with terrazzo floors, multiple fireplaces, generous formal spaces, and a beautifully appointed chef’s kitchen featuring quartz and marble surfaces, Wolf and Sub-Zero appliances, and an intuitive layout. A richly layered lounge wrapped in warm wood paneling and custom millwork includes integrated sound, creating an inviting retreat for work, music, or intimate gatherings. Upstairs, the private quarters offer exceptional flexibility. The primary suite features a fireplace, tranquil outlooks, and a spa-like bath with custom Ann Sacks tile and soaking tub. A separate guest wing with its own living area and full bath provides an ideal setting for extended guests or multigenerational living. Outside, mature landscaping originally designed by renowned Japanese landscape designer Nagao Sakurai creates a sense of serenity and structure throughout the grounds. An L-shaped wraparound patio extends the living spaces outdoors, offering effortless indoor-outdoor living within a private, Japanese-influenced setting. Situated in one of Portland’s most tightly held West Hills neighborhoods, this distinctive property offers architectural integrity, exceptional privacy, natural beauty. A rare opportunity to own a thoughtfully re-designed residence in one of Portland’s enduring premier locations. [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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