Most Expensive Homes for Sale in Portland, OR Right Now
Last updated: November 29, 2025
Homes for sale in Portland have a median list price of $500K, 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: Tucked behind a stone privacy wall and mature greenery on 1.36 acres of pristine grounds, 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 and overlooking the city and mountains, 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.
About this home
Recently featured in Architectural Digest! A complete flawless indoor & outdoor restoration and an exquisite design aesthetic overseen by world renowned designer Jessica Helgerson have transformed the national historic Registry HR Albee House into a contemporary-classic vision that takes your breath away room by room. .. Completely updated including new plumbing, electrical, and HVAC, restored windows and hardwood floors, fabulous new kitchen and bathrooms, new fireplaces and beamed ceilings, and more. Perfectly situated on over half an acre as one of only two Portland estates overlooking elegant Laurelhurst Park, this masterpiece offers much more than a prestigious address. Dazzling custom details and period molding, polished millwork, vast room sizes including a salon-style living room, charming conservatory, swanky parlor, gourmet kitchen + morning room, and sprawling lower level media room, cards room, and guest accommodations. Revel in an incredible primary wing with sitting room, dressing room, and glamorous bathroom, balustrade terraces, magnificent completely transformed English gardens, 'wedding-venue' outdoor entertaining with custom built bespoke garden house, and unforgettable finishes at every turn. Evoking Gatsby-era style with all the comforts of modern living, this Laurelhurst beauty is a true one of a kind. Discover a different kind of luxury in this peerless offering!
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
Nestled on an incredibly rare eight private acres in Portland’s prestigious Southwest Hills, the historic Merlo Estate is a rare opportunity to enjoy timeless European sophistication in a stunning vineyard setting designed for epic entertaining. Built in 1939, this stately French Provincial residence was home to influential Portlanders whose business, civic and philanthropic legacies shaped the city. This refined sanctuary features grand entertaining spaces indoors and out, boasting breathtaking vineyard views and resort-style amenities—including a saltwater pool, private tennis courts, and a fully equipped outdoor kitchen. Steeped in a rich history with a timeless allure, this extraordinary estate awaits its next chapter. Located in unincorporated Multnomah County. Features include gated entrance, French Provincial architecture with stucco exterior, an attached three-car garage and detached 1070 sq. ft. garage with industrial kitchen, break room, & workshop, saltwater pool, lighted tennis court and vineyards. Behind the grand gates, this estate unfolds like a storybook, blending classic European charm with an entertainer's dream setting. The timeless architecture—tall, steeply pitched hipped roof, a flat stucco façade adorned with painted shutters, copper accents, and an arched entryway—epitomizes the enduring appeal of French Provincial design, a style that was second only to Colonial Revival in popularity at the time of construction. Step inside, where warmth and refinement blend seamlessly throughout the home. The interiors, designed for intimate gatherings and lavish entertaining, offer expansive rooms, exquisite millwork custom-designed for Merlo, and rooms bathed in natural light. The main floor's living room offers breathtaking views of the surrounding landscape. Opening directly to the expansive patio, this space provides a stunning backdrop of the pool and vineyard for hosting unforgettable memories.
About this home
Modern Northwest design meets timeless craftsmanship in this build-to-suit custom home by MDR Custom Homes, ideally situated in Lake Oswego’s Forest Highlands neighborhood. Spanning 6,597 sq ft on a 0.42-acre lot, the home combines striking architecture, natural light, and livable luxury across two levels. Every detail can be personalized, allowing buyers to create a home that feels uniquely their own. The main level features a vaulted great room with seamless flow to a covered outdoor living area complete with a fireplace and built-in kitchen with BBQ, perfect for year-round entertaining. Inside, the chef’s kitchen offers a large island, premium appliances, and a butler’s pantry, while the primary suite includes dual walk-in closets and a spa-like bath. A secondary suite and dedicated office complete this level. The daylight lower level offers a rec room, wet bar, media room, wine storage, and multiple bedroom suites with access to a covered patio and fenced yard. A three-car garage, designer finishes, and signature MDR craftsmanship ensure enduring quality and modern elegance—a home designed to inspire and built to last for generations.
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]
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