1,800 houses for sale in Southwest Hills, Portland city Portland East CCD Multnomah County Oregon

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 stor

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

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

Beautifully Updated Craftsman in Sought-After Portland Heights. Nestled in one of Portland’s most desirable neighborhoods, this updated Craftsman blends timeless character with modern comfort. A classic covered front porch welcomes you into a light-filled living room with high ceilings, hardwood floors, a wood-burning fireplace, and expansive windows. The main level flows seamlessly from the living room to the formal dining area and into a spacious gourmet kitchen with a large marbled granite island, custom cabinetry, built-ins, and high-end appliances. The kitchen opens to a great room with a gas fireplace—perfect for cozy evenings or entertaining. Also on the main are 2 bedrooms with custom closets and built-ins, including an ensuite with marble flooring and a zero-entry walk-in shower with bench. A second full bathroom features marble floors, a clawfoot soaking tub, and separate shower, with main-level laundry nearby for convenience. Upstairs offers 2 spacious bedrooms, an office, a

A true Portland Heights legacy, this stately historic residence rises gracefully above the street on a prized corner lot, offering timeless architecture, refined craftsmanship, and enduring elegance. Light-filled interiors flow effortlessly between formal and casual living spaces, highlighted by French doors, custom millwork, and warm natural light throughout. The gourmet kitchen is designed for both everyday living and entertaining, featuring custom cabinetry, a serviced Viking range with all new parts, and a newly installed dishwasher. The inviting living room centers around a stately fireplace, while the primary suite offers a serene retreat with its own fireplace, private balcony, and picturesque views. The lower level provides flexible living with abundant storage and a generous multi-use space ideal for a home theater, game room, or creative studio. Outdoors, the landscaped grounds create a private garden sanctuary with seasonal fruit trees, a cutting garden, and two fully fenced

Open House Sat 6/27, Sun 6/28 1-3pm. Delight in this magical and enchanting Victorian sanctuary perfectly restored with preservation of charm and architectural interest in mind. In the prestigious Portland Heights neighborhood this beauty gives privacy and retreat like space with dedicated green space next door. You will love the close proximity to the city with all the vibes of urban lifestyle. The professional landscaped terrain perfectly showcases the custom painted exterior of the home. You will love the multiple niche outdoor spaces including the rooftop patio and spacious new Trex deck in the back for outdoor extended living. Enjoy formal living and dining room spaces flanked with tree views and evening sunsets. The formal dining room creates an inviting space with pocket doors, gas fireplace and built in buffet. The gourmet kitchen is perfect for entertaining with a cooktop island, new Dacor stainless steel appliances, marble countertops, eating bar and a sweet nook. Plenty of r

Imagine living in a canopy of trees where each day begins with a sense of calm and space that's hard to find and impossible to forget. Private, and tucked into the hillside, this home is nestled in a pocket renowned for its vibrant community, surrounded by hidden paths and breathtaking city, river, and mountain views. Built in 1925, this home has kept its soul intact. With 2,535 square feet +475 square feet of unfinished attic space, gracious room sizes, and a circular flow, this home creates an inviting atmosphere—perfect for entertaining. Multiple decks on nearly every corner make the outdoors a seamless extension of your daily life. Formal Living Room: Casement windows, original wood floors, stately wood/gas fireplace, and original millwork throughout! Dedicated formal dining room with wainscot walls, plate rails, and French doors opening to an oversized deck with a nature scape view. Kitchen with stainless steel appliances, tile flooring, gas stove, prep island, eat bar, and lots o

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

A Portland Heights original with serious style, this 1910 SW Hills home pairs historic soul with bold modern updates and an outdoor setup that is next level. With 4 beds, 3.1 baths, two fireplaces, and an attached oversized garage, it lives beautifully—but the real magic is in the vibe: timeless architecture, elevated interiors, and resort-worthy outdoor spaces that make this home feel unlike anything else in the neighborhood. The outdoor spaces are FANTASTIC—among the best in the neighborhood. Two expansive Ipe decks, including an approximately 802 sq ft upper deck and 657 sq ft lower deck, create incredible areas for entertaining, relaxing, and taking in the setting. The built-in hot tub, gas-connected outdoor fireplace, gas BBQ line, turf lawn, stainless steel railings, stair lighting, and automatic LED landscape lighting give the backyard a resort-like feel. The landscaping has a cool Palm Springs-inspired sensibility, with recent plantings designed by Brendan Doyle of Pomarius in

Celebrating its 100th year, this beautifully updated Portland Heights classic seamlessly blends historic charm with modern convenience. Built in 1926 and thoughtfully enhanced for today's lifestyle, this special home offers the character and craftsmanship of a bygone era paired with the upgrades today's buyers seek. Breathtaking Mount Hood views take center stage, enjoyed from multiple balconies throughout the home where you can watch sunrises, changing seasons, and Portland's iconic landscape unfold. With undevelopable land located directly behind the property, this treasured vista is preserved, providing a rare sense of openness and privacy. Inside, abundant natural light fills inviting living spaces rich with architectural character and timeless appeal. A thoughtfully remodeled kitchen serves as the heart of the home, blending style and functionality for everyday living and entertaining. Modern upgrades include PEX plumbing, fiber optic internet service, and smart home features, ens

NEW improved price! OPEN SAT, 6/6 from 2:30-4:30! Tucked away on an expansive. 39-acre lot, this beautifully maintained daylight ranch offers a rare sense of privacy and space. Light-filled and inviting, the home features a modern, open-concept layout designed for comfortable living and effortless entertaining. Upon entry, the living room is bathed in natural light from a large picture windows, showcasing serene territorial views, new gleaming hardwood floors, and a gas fireplace. The space flows seamlessly into the adjacent dining room and enjoys access to a covered deck perfect for indoor and outdoor gatherings. The thoughtfully updated kitchen features new SS appliances, freshly painted cabinetry, and a functional peninsula, with an adjoining eating area that opens to the expansive deck, enhancing the home’s connection to its peaceful surroundings. The main level features a spacious primary bedroom with an ensuite bathroom and private deck access, along with a second bedroom and a s

Perched above Portland with sweeping views of Mount Hood and the city, this is the kind of perspective that instantly stops you. Long held and deeply loved, the home of the Portland Art Museum’s Art Director is now on the market for the first time in over two decades. An extraordinary offering where history and design collide. Originally a 1896 West Hills pear-farm farmhouse, the residence has been reimagined by Denise Worthington with a bold, modern sensibility. Soaring ceilings, sculptural light fixtures, and a farmhouse-cool kitchen strike a balance that feels both curated and effortless. Wide-plank wood floors run throughout, grounding the home in its heritage while elevating it for contemporary living. The expansive family room unfolds seamlessly from the kitchen, bathed in natural light and oriented toward those iconic Mt. Hood views. Outside, a rare flat backyard offers space to gather, garden, or simply take in the quiet hillside setting. A four-car garage adds ease without com

Modern English in Council Crest! This 1940 built home is a stunner from top to bottom. Classic entry with sunroom at left and den to right. Large living room with fireplace that flows smoothly to the dining room and kitchen (and what a kitchen it is! )The light, the windows. So beautiful. Magazine worthy interiors. Considered remodel and restoration with the coveted floor plan. 3 bedrooms and two bathrooms on upper level including private Primary genuine suite (the bathroom is ridiculous! ). All bedrooms of generous size. Ideal home for entertaining. Residents and guests flow seamlessly from interiors to multiple decking outdoor spaces with a parklike backdrop which enhances the experience. The lower level pub is a vibe like no other. Warm wood paneling and wood burning fireplace teleports one to Timberline, To Suttle Lake, to a Lodge mindset. Manifest! Deep list of sexy improvements including but not limited to windows, plumbing, electrical, generator, sewer, water line, earthquake re

Rare opportunity to own a home at Council Crest, directly across from the park. Located just minutes from Central Portland, OHSU, top schools, parks and trails. This is a hard to come by location! This beautifully updated day light ranch offers mid-century charm, modern upgrades and peaceful natural surroundings with views of nature and plantings from every window. Recent remodels include lower level, deck, HVAC, roof and front porch. Kitchen and bathrooms have been updated, low E insulated windows, additional attic insulation and waterproofed lower level walls with foundation drains. Set on a generous, tree-lined lot, the property offers not only privacy but also opportunity. With approximately 7,000+ square feet of land, there is room to reimagine, expand, or further enhance the home—making it an ideal option for buyers looking to customize or add value over time. Minutes from the heart of Portland, this home delivers the best of both worlds. Tranquil, nature-filled living yet easy a

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

Private West Hills retreat just minutes from downtown and the Nikeu002FTech corridor! Light and bright with hardwood floors, a beautifully refreshed kitchen featuring stainless steel appliances, and an inviting layout that balances comfort and function. The home offers a flexible split floor plan with the original primary suite on the main and a stunning upper-level addition that includes a spacious secondary suite with a spa-inspired bath, generous living area, and home office. Enjoy exceptional outdoor living with four balconies, decks, and patios plus a covered front porch with a fireplace, all overlooking a spacious yard in a private, forest-like setting. Enjoy peaceful surroundings with mature landscaping, new outdoor lighting, and an upgraded sprinkler system that enhances the private, forest-like setting. Feels like living in the mountains, yet close to everything. Only 10 minutes to downtown SW or NW Portland. Steps from Washington Park trails and the zoo, this quiet, spacious

Driving along one of the Southwest Hills most coveted lanes, a story begins to unfold. It starts with the drive itself, past a collection of architecturally significant homes, before opening to a sun drenched 1.59 acre clearing where this charming residence sits with quiet confidence. It's easy to understand the draw: privacy, character, and a setting that feels tucked away from the world. And then there are the gardens. Love at first sight. Originally designed by Wade Pipes, the home captures his English Country style in a way that feels effortless rather than formal. It's less about making a statement and more about how the home makes you feel. The current owners enlisted Jeff Miller, one of Portland's most respected architects for historic and legacy homes, to thoughtfully expand and modernize the property. His addition feels like it has always been here, preserving the original charm and character while making the home work beautifully for the way we live today. Brought to life by

Occupying an elevated position with sweeping, cinematic vistas, this contemporary Portland residence showcases the Pacific Northwest’s most breathtaking views. Spanning the downtown skyline and Willamette River, the view encompasses four iconic mountains—Hood, Adams, St. Helens, and Rainier. Originally built in 1953 and redesigned in 1999, the home pairs architectural drama with functional elegance while offering opportunities to further enhance and personalize its design. Expansive window walls, open living and entertaining spaces, and seamless indoor-outdoor flow connect to multiple view terraces and patios. The marble-appointed kitchen, updated in 2021, offers premium appliances and access to outdoor grilling and gathering spaces, while the main-level primary suite, dedicated office with full bath, and flexible lower-level living area, including a media room, spa retreat with indoor hot tub and sauna, and guest accommodations, provide exceptional versatility. Complete with a wraparo

OPEN HOUSE this Saturday, June 13, 12pm-12pm! Stunning remodel of this contemporary home tucked away on a private street in the iconic Portland Heights neighborhood. One of Portland’s finest companies, Green Gables, executed the renovation flawlessly with exceptional attention to detail. Elevated design and finishes for the discerning buyer. Formal living room with a custom fireplace, beautiful millwork, and abundant natural light through oversized windows. The dining room takes in treed views and is perfectly placed between the living area and the chef’s kitchen. The upscale kitchen offers stone counters, ample cabinetry and storage, stainless steel appliance package, butler’s pantry, and French door leading to the deck for outdoor dining. Upstairs, you will find a vaulted primary suite with views, ensuite bath with soaking tub and walk-in shower, and true dressing room–style walk-in closet. Two additional bedrooms share an updated bathroom. The lower level was just completed with a n

Outstanding example of a true mid-century modern home. Built in 1968 by architect Allison Dean, this property is tucked away on a quiet cul-de-sac in sought after SW Hills neighborhood. A fenced, courtyard-style native plants garden gives you privacy and a low maintenance outdoor retreat. Classic Mid Century Modern styling made cozy by three fireplaces and forest views. This home greets you with fabulous oversized windows and a vaulted ceiling. The formal living room and dining room showcase an original geometric wood accent wall and built-in cabinetry. Modern kitchen has skylights, gas stove, and a sliding door that opens to an expansive wood deck surrounded by Giant Leaf Maples and flowering trees. Perfect for entertaining and unwinding. This outdoor space is like having your very own treehouse to birdwatch and barbecue from. Oversized primary suite on the main floor has its own private entrance and balcony space overlooking the forested yard. Full of natural light the ensuite has he

Experience elevated living in this stunning custom luxury home, perfectly positioned against a peaceful greenbelt for ultimate privacy. Soaring 12ft ceilings & rich wood floors span the main level, creating an impressive, inviting atmosphere. The living room features a cozy gas fireplace & expansive picture windows that bring the outdoors in. The gourmet kitchen is a chef’s dream, boasting a massive quartz island, gas cooktop, double ovens, pantry, under-cabinet lighting, instant hot water, stainless steel appliances & dual sinks, everything you need to entertain in style. The main-level primary suite is a true retreat w/its own fireplace, spacious walk-in closet & luxurious spa-like bathroom offering a jetted soaking tub & walk-in shower. Downstairs, you'll find a second kitchen w/mini fridge, microwave, eating bar & instant hot water, ideal for multi-generational living or entertaining. The lower-level second primary suite offers comfort & privacy. Enjoy the outdoors year-round w/mul

The art of city living is perfected in this superbly executed modern residence. This property is visually stunning, integrating sleek architectural details and a contemporary urban lifestyle. Enjoy unparalleled city, river, and mountain views. Built in 2024, this pristine property is just mere steps from multiple hiking trails and parks, and a short distance to shopping, dining, and major hospitals. The exterior is surrounded by multiple lovely decks, a low-maintenance yard, and a unique combination of quintessential Pacific Northwest and tranquil forest views. This is a rare opportunity to live in a truly innovative space. [Home Energy Score = 4. HES Report at

Tucked into a serene, private setting at the end of a quiet court, this beautifully remodeled 1924 bungalow is more than a home—it’s a retreat. Surrounded by nature with nearby trails and a lush, private backdrop, every window draws in soft light and peaceful, ever-changing views. Mornings begin slowly here, coffee on the balcony, evenings unwind beside the glow of two gas fireplaces. Thoughtfully updated with no detail overlooked, the home blends timeless character with modern comfort—rich hardwood floors, a newer furnace, and spa-like baths with heated floors. The layout offers 3 bedrooms and 2 bathrooms, along with a sunlit office/porch room, while its design allows for flexibility as a primary residence, ADU rental, or multi-generational living. Just 10 minutes to downtown Portland, the NW District, OHSU, and the VA Hospital, this custom, turnkey home offers a rare balance of connection and quiet—a place to land, recharge, and truly feel at home! [Home Energy Score = 7. HES Report

Open Sunday 12-2pm March 22nd. As featured in Haven Magazine. Discover a modern, elegant retreat designed for the buyer who truly values architectural detail. This stunning home is made for both comfortable living and memorable entertaining. The gourmet kitchen—complete with steel-and-glass accents, tall concrete countertops, and a gas range—flows seamlessly into a spectacular great room featuring a fireplace and soaring 19-foot ceilings. Four bedrooms include two luxurious ensuites, each with its own private deck. An oversized two-car garage offers newly coated floors and abundant storage. Perched in the highly coveted West Hills, this home provides an easy commute to OHSU, downtown, Nike, and Intel. With Council Crest Park directly across the street, your views and privacy remain protected. Surrounded by evergreens and lush forest, the setting feels like living in your own modern treehouse. Enjoy multiple hiking trails, and take advantage of the iconic Fairmount Blvd loop for walking

Nestled in the coveted Portland Heights neighborhood, this exquisitely refreshed Cape Cod home radiates absolute perfection. Situated on a bright, sunny lot, this spacious residence is both timeless & modern, offering the perfect retreat from city life while being moments away from all that Portland has to offer. The fully updated kitchen offers soaring ceilings, new marble countertops, and all-new appliances with ice maker creating a dream space for entertaining. Thoughtful additions, including elegant built-ins, a Rockwood pantry, and abundant natural light, make this space the heart of the home. The kitchen seamlessly connects to an incredible outdoor living addition by Ostmo Construction, featuring a built-in BBQ, Built-in hood, fridgeu002Ffreezer drawers, ice maker, wet bar, and Bromic heater. Perfect for year-round entertaining. The fully updated yard is fully fenced and gated with new bluestone hardscaping, exterior illumination, a charming brick pathway, turf yard, modern garde