Most Expensive Homes for Sale in Portland, OR Right Now
Last updated: December 30, 2025
Homes for sale in Portland have a median list price of $490K, but luxury homes can be listed for much more. Here are the ten most expensive homes for sale in Portland right now.
About this home
This iconic Tudor Revival estate in Portland’s West Hills has been reborn through a nearly $20 million renovation, blending historic charm with the ultimate in contemporary luxury. Originally crafted in 1930 by celebrated architect Roscoe D. Hemenway, the 25,568-square-foot residence has been meticulously transformed by JHL Design and Green Gables Restoration with a reimagined interior seamlessly blending timeless elegance with top-of-the-line designer amenities, showcasing imported materials and handcrafted finishes. Perched on 3.26 stunning private acres, the property offers some of the best panoramic views of Portland’s skyline and four majestic mountains in the metropolitan area, creating an extraordinary setting for both grand entertaining and everyday living. This storied property, built as the estate of the day in 1930, is the estate of today with a winning combination of historic architecture and modern amenities to be enjoyed for generations to come.
About this home
Perched at the highest point in Kings Heights on 1.55 acres, this remarkable Green Gables built estate captures breathtaking 270-degree views of the Portland skyline, the Cascade Mountains, and the Willamette and Columbia Rivers. Crafted with top-of-the-line materials, the home features copper gutters, slate roof, and a smooth stucco exterior. Beyond the grand gated entry, a sweeping driveway leads to two separate two-car garages, two peaceful water features, terraced gardens, and an expansive front lawn overlooking the city and mountains. A fully fenced, graveled walking path encircles the property and its rose gardens, enhancing both charm and privacy. Inside, the main level is anchored by custom stained-glass detailing, including a striking skylight centerpiece above the entryway. The formal living room centers around a gas fireplace, while the formal dining room showcases cherry wood finishes and new marble countertops. The gourmet kitchen features custom tilework and flows seamlessly into a family room with heated, smooth-pebble-tiled floors. Additional main-level highlights include a grand family room with a private office, box-beamed vaulted ceilings and French doors, along with a serene English conservatory and private elevator. Upstairs, the elegant primary suite offers a French door entry, private balcony, sweeping city views, and a spa-inspired bathroom with dual closets, a walk-in shower, new quartz countertops, and a jetted soaking tub with gold fixtures. Two ensuite bedrooms and a bonus room complete the second floor. The lower level includes a laundry room, dog-washing room, secondary kitchen, utility workshop, and a 1,200+ bottle wine cellar. The fourth floor provides a fully finished attic, ideal for additional living or creative space. Outside, the estate is fully fenced and equipped with an advanced security system, ensuring complete privacy and peace of mind.
About this home
Portlands finest home: Resting on 1.36 acres of pristine grounds, on a private peninsula of land, this exceptional Portland estate stands as a once-in-a-generation opportunity to own a true work of art. Located on one of Portland's most coveted streets with an exquisite vast view, the privacy and quietude are palpable. Originally designed by Wade Hampton Pipes, Portland’s preeminent Arts and Crafts architect, this home was one of his final masterpieces, blending English country elegance with timeless design. In recent years, it has been meticulously reimagined by the Lawrence Brothers with interior designer Barbara Sumner, creating a luxurious yet reverent homage to its architectural legacy. Refined, serene, and entirely unique, this residence is more than a home, it’s a story meant to be lived. This estate homes lives primarily on one easy floor with generous room sizes, a striking living room and an open approachable kitchen/family/dining room concept with extraordinary attention to detail. Book matched walnut cabinetry from local Oregon timber, marble slab island and suspended marble vented hood combine with opposing leather and rich hardwoods creating a warmth and elegance to luxuriate in. The purposeful lower level houses a generous family room with grand stone and brick fireplace, home office, guest suite, sauna, wine walk wall and incredible work out space. The laundry and storage are extensive and all systems have been meticulously maintained. This home and it's grounds are in superb condition!
About this home
Cedarhurst is more than a residence. It is a lifestyle rooted in heritage and enriched by thoughtful design. Tucked atop a graceful circular driveway and framed by fervent landscaping, this distinguished 1895 estate has been masterfully transformed through a remarkable renovation completed in 2023. Wrapped in timeless wood siding, the exterior reflects both enduring quality and refined beauty. The manicured front grounds conceal a 6-car underground garage, while the adjacent 2-car garage ensures convenience. Elevated outdoor living includes a heated in-ground current pool with covered lounging area, greenhouse, and full sprinkler system. Inside, elegant herringbone oak floors lead to a grand entry, flanked by a formal living room boasting three sets of french doors and a refined library with built-ins and a mantled fireplace. The kitchen is a masterclass in form and function, anchored by a generous island and featuring quartz countertops, Hestan range, dual sinks, dual dishwashers, and built-in fridge. As you ascend the main staircase, you'll land in the light-drenched sunroom with bench seating overlooking the lush backyard. With 8 well-appointed bedrooms and 7.5 baths over three levels plus a finished basement, this estate offers exceptional scale without compromising intimacy. Cedarhurst endures not only as a home, but as a generational legacy with a harmonious blend of history, craftsmanship, and refinement.
About this home
Welcome to Rustique Raffiné, your dream estate within the highly sought after luxury development, Oswego Reserve, the anchor site of the 2025 Street of Dreams and Oregon's most anticipated custom luxury community of just 9 homesites sprawling over 7.26 acres. This luxury residence seamlessly blends modern elegance with the relaxed charm of Old World France, creating a timeless aesthetic that combines organic elements with refined sophistication. Presented by multi-year best of show NW Natural Street of Dreams Builder, This expansive 5,964 square-foot home features an open-concept design, grand vaulted ceilings, and natural wood details . French oak flooring, over-grouted stone accents and expansive windows throughout, create a seamless blend of natural elements and modern luxury. The kitchen is a culinary haven, featuring natural leathered quartzite countertops, rift oak cabinetry, stone accents, gorgeous arched windows, luxury appliances and a thoughtfully designed butlers pantry for added convenience. The grand living room presents a striking stone fireplace with concrete plaster accents, built-in rift oak cabinets, and an expansive sliding door, excellent for indoor-outdoor living use. The spacious primary suite is a retreat of its own, with large windows, a floor-to-ceiling stone fireplace, custom lighting and a luxurious spa-like bathroom. With main level living, three additional on-suite bedrooms, a dedicated office and a mud room, this home is designed for both functionality and comfort. The lower level of this home is designed to captivate and indulge, evoking timeless and surprising elements at every turn. Ideally situated on an expansive 0.87 acre lot, backing to a lush green space, this property presents the perfect opportunity to design your private & personal outdoor sanctuary. Ideally located in Lake Oswego's esteemed Forest Highlands neighborhood, just minutes to vibrant amenities, championship golf, shopping, dining, trails & more!
About this home
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]
About this home
Built in 2004, this hidden jewel crowns Portland Heights at the top of the West Hills-rarely visible from the street yet unforgettable once discovered. Originally conceived as a NW estate with modern American ease, the home was thoughtfully redesigned with sleek, South American inspired interiors. Today, it presents as even more remarkable thanks to extensive updates by the current owners, who enhanced nearly every corner before being transferred away from our beautiful city. The 6-bedroom, 5.1-bath layout spans nearly 7,000 square feet of elevated living. Multiple verandas, secret gardens, and outdoor fireplaces blur the line between indoor and outdoor life. Interiors are alive with texture-lime-washed walls, custom closets by California Closets, curated lighting, leathered wall finishes, and rich wood ceilings. Expansive entertaining spaces flow to a gourmet kitchen, while highlights include a custom wine cellar, soundproof theater with glitter carpet and projector, and a dedicated gym. Every detail has been addressed: new balcony doors and windows in the primary suite, new outdoor lighting, irrigation upgrades, fresh paint throughout, remote-control curtains, and a whole-house generator (2024). Three fireplaces-two gas and one wood-burning-anchor the gathering spaces, while Sonos sound enriches daily life. The 3-car garage, new security system, and a gated entry reinforce ease and privacy. Minutes from downtown yet worlds away, this home offers serenity, scale, and sophistication. For the next owner, the true luxury is inheriting a home that’s been elevated inside and out. [Home Energy Score = 4. HES Report at https://rpt. greenbuildingregistry.com/hes/OR10192482]
About this home
Nestled within the lush surroundings of Tryon Creek, this stunning estate in Forest Highlands offers a rare blend of luxury, privacy, and effortless entertaining. Thoughtfully designed and extensively remodeled in 2021, this home features six bedrooms, an expansive primary suite, an office, and a floor plan catering to comfortable living and memorable celebrations. High-end finishes and smart technology elevate every space, from the chef’s kitchen with premium appliances to the elegant interiors warmed by a gas fireplace. Outside, the entertainer’s dream unfolds with a BBQ, fireplace, and sparkling pool, along with a sports court perfect for pickleball tournaments and active recreation—all creating an ideal setting for relaxation and hosting. This exceptional property also offers multigenerational living options, ensuring flexibility and comfort.
About this home
Live at the pinnacle of Portland luxury in this one-of-a-kind full-floor penthouse atop the iconic John Ross in the South Waterfront. Perched 325 feet above the city, this 4,865 sqft residence offers unmatched 360-degree views of Mt. Hood, the Willamette River, city lights, and surrounding mountains from every room and its private 2,094 sq ft wraparound terrace. Privately accessed via elevator, this 4 bed, 4.5 bath home is a masterclass in custom design, featuring rich natural materials, dramatic lighting, and luxe finishes hand-selected in Milan. The living spaces flow elegantly, perfect for both intimate evenings and grand entertaining. Highlights include a walnut-paneled hallway with inlaid marble floors, a show-stopping living room with mountain views, a striking bronze chandelier, and seamless access to the expansive terrace. The gourmet kitchen features floor-to-ceiling custom cabinetry, Ciopllini marble slab backsplash, Miele appliances, and a waterfall walnut/concrete island. A lounge with built-in bar, burl wood accents, and custom snakeskin glass cabinetry adds flair. The formal dining room features a smoked glass/marble Roche Bobois table and glass-enclosed wine cellar. The primary suite is a private sanctuary with city views, patio access, and a lavish ensuite with marble soaking tub, rose gold fixtures, and Gessi Italian sinks. Three additional oversized bedrooms each feature ensuite baths. Includes 4 parking spaces, private storage, 24/7 concierge, gym, and access to the Greenway Trail. This is Portland penthouse living at its finest—exclusive, elevated, and unforgettable.
About this home
Designed by the internationally acclaimed William / Kaven Architecture, Royal III stands as one of the West Coast’s most exclusive residential offerings—where modern design meets wild nature. Whether you're seeking a refined family sanctuary or a striking retreat for grand-scale entertaining, Royal III delivers both modern luxury and coveted seclusion, just minutes from the city core. Flooded with natural light and framed by sweeping terraces, the home offers uninterrupted views of mature forest and direct access to a web of lush hiking trails. The architecture blurs the line between indoors and out, evoking the experience of floating among the trees. Anchored by a steel-and-wood structural frame and wrapped in bronze-black panels that echo the surrounding landscape, the residence is a bold architectural statement. A dramatic cantilevered overhang shelters the entryway and carport, crowned with a living green roof visible from the Primary Suite. Spanning two floors plus a daylight basement and a two-car garage, Royal III is not just a home—it’s a sculptural experience in light, form, and function. A rare find for those who demand design-forward living in a tranquil, private setting.
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