Most Expensive Homes for Sale in Portland, OR Right Now
Last updated: October 25, 2026
Homes for sale in Portland have a median list price of $499K, 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
Beyond the gates of one of the most exclusive waterfront communities lies a once-in-a-lifetime estate offering an extraordinary blend of grandeur, warmth, and resort-inspired living. Privately gated and perfectly positioned on a rare level waterfront lot with its own sandy beach, south-facing backyard, and shared deep-water dock capable of accommodating virtually any size vessel, this remarkable 15,785 SF residence captures breathtaking sunsets and panoramic river views unlike anything else on the Columbia. Designed to live large while still feeling intimate and inviting, the home was thoughtfully crafted for both elevated entertaining and comfortable everyday living. A dramatic grand staircase creates an unforgettable first impression, while soaring spaces, walls of glass, rich architectural detail, and multiple gathering areas bring warmth and sophistication throughout. The residence features 5 bedrooms, 7 full and 1 half baths, dual staircases, elevator access to every level, and a luxurious upper-level primary retreat with private balcony overlooking the water. The main level offers beautifully scaled living and entertaining spaces including formal dining, executive office, elegant lounge areas, and a full bar designed for hosting on any scale. The lower level rivals a private luxury resort with home theater, game room, indoor lap pool and spa, sauna, commercial-grade fitness studio, and a fully equipped indoor/outdoor bar and kitchen experience. Expansive walls of doors open seamlessly to the waterfront grounds, creating effortless year-round indoor/outdoor living. Rarely does a property offer this combination of scale, privacy, level waterfront living, beach access, boating lifestyle, and proximity to both Portland and Vancouver. This masterpiece estate was built by Lake Oswego-based Avgerakis, one of the most sought-after luxury builders in the Pacific NW - widely recognized for their top quality, state-of-the-art construction techniques and innovative designs.
About this home
For those seeking more than a home, this remarkable Sauvie Island estate offers a private sanctuary designed for gathering, celebrating, and creating memories for generations to come. Privately situated on 26.66 acres and just 20 minutes from downtown Portland, the property offers an increasingly rare opportunity to slow down, reconnect, and enjoy the rhythms of country living without sacrificing convenience. A thoughtfully reimagined farmhouse is surrounded by curated grounds featuring open lawns, mature landscaping, gardens, orchard trees, walking paths, and sweeping mountain views and the Coast Range. Designed around light, flow, and connection, the home lives comfortably in every season and at every scale—from quiet mornings to large family gatherings. Designed for entertaining on any scale, the estate includes a resort-style pool, outdoor kitchen, pool house, and a striking barn with cedar-clad interior. Framed by expansive Oregon skies and a setting that feels worlds away, this is a place where family, friends, and future generations can gather, celebrate, and create lasting memories.
About this home
Portlands finest and most private estate VIEW home 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
THE SHAW HOUSE-John Yeon designed true Mid Century Modern. The quality per square inch in this home cannot be matched. Masterfully restored/renovated as part of the 2015 Street of Dreams. This home is an inspiration with it's 1950's design and style coupled with all of today's amenities including single level living, wine cellar, media room, pool and pool house/party room, 25,000 square foot private lot with three outdoor fire places, covered outdoor living area and protected commanding Mt. Hood and valley views. A "forever home" in the sought after Forest Highlands neighborhood. This home is special, the lot is spectacular, the location is a 10 and the quality is unmatched. This is one that must be experienced in person to be fully appreciated. Truly a special package.
About this home
Wake each day to filtered sunlight through towering firs, stroll manicured lawns framed by mature gardens, and enjoy a setting that feels both secluded and effortlessly connected. Set on more than two acres in prestigious Dunthorpe bordering Lake Oswego, this remarkable estate offers a rare blend of privacy, scale, and refined living. The 11,000+ square-foot residence, designed in 1924 by renowned architect Ellis Lawrence, pairs timeless Tudor Revival, Arts and Crafts, Spanish Renaissance, and Mediterranean influences with thoughtful modern enhancements, including a chef’s kitchen reimagined in 2025, a resort-style pool & guest house, a detached private fitness center, and professional-grade turf and basketball sport courts. Meticulously preserved and beautifully refreshed, with extensive renovations by the current owners, the home features restored Garry oak floors, leaded glass windows, elegant archways, and light-filled living spaces designed for both grand entertaining and everyday comfort. Surrounded by sweeping lawns, mature trees, and curated gardens, this landmark property offers a truly exceptional retreat just minutes from Lake Oswego and downtown Portland.
About this home
Exquisite custom home with timeless quality features throughout located on a full acre along the Columbia River! Most interior photos are virtual remodel renderings (they are marked in bottom right corner). This home was custom built with every attention to detail by the original owner. From the architectural design utilizing the “6-6.1 Palladium Golden Ratio” concept for structural integrity, acoustic balance, and visual harmony to the layout of every major room taking advantage of the incredible view of Mt. Hood from each. From the grand entrance you are drawn in with a full view of the river through the formal living room, and then your eyes are attracted to the grand sweeping staircase that follows up to the formal Library on the second floor. The entrance follows down to the spacious kitchen great room and all the amenities on the way such as the wine cellar, formal dining, wet bar, and art nooks. The master suite wing on other side is also through an art nook and takes in the views as well. This primary oasis is also is quite extensive with room for sitting in the bayed window area or in front of the marble fireplace. French doors open to the private patio. The suite boasts a dressing parlor, oversized walk-in closet, extra cedar lined closet, marble and crystal chandelier and sconces, double jetted tubs, double shower, and sauna. There is no shortage of comfort in every room of this spacious home because of the architectural design and planning. This home is wonderful to entertain or bask in privacy to enjoy the river which is abundant with wildlife, river activity and the airport! Note: This custom home includes a separate complete living area that is accessed through home or garage, and could be locked off from main house and is very private with view of woods and the river.
About this home
Skyview is a modern masterpiece. A tranquil, light-filled urban oasis. A four-story luxury home with a commercial-grade elevator, retractable glass walls, and panoramic views. Appointed on a sunny corner lot, in an ideal neighborhood and community, Skyview lives beautifully! An architectural unicorn designed by award-winning William / Kaven Architecture. Built for serenity, longevity and joyful living, no expense was spared in sumptuous upgrades or thoughtful details. Elegantly camouflaged in lush greenery, the white-glazed terra-cotta, concrete and steel building artfully blends into the neighborhood. Across from beloved Wallace Park in the most wonderful, walkable Alphabet District. Vibrant NW 23rd Avenue cafes, boutiques and restaurants are ideally distanced, just two blocks away. Thriving Slabtown and New Seasons Market, only a few blocks farther. Forest Park, a large urban forest reserve nearby, offers countless hiking trails, and is a majestic green backdrop to Skyview’s amazing sunsets. An ideal alternative to penthouse living without an HOA (or shared parking and elevators). Two-car garage and deep private driveway make life easy. Separate access to main level studio, half bath and sink through the peaceful courtyard. Owners have loved living here for the last 5+ years and added their own impressive upgrades. Please ask to see Floorplan, Property Highlights and Skyview website with video, additional photo gallery and slideshow. [Home Energy Score = 4. HES Report at https://rpt. greenbuildingregistry.com/hes/OR10188408]
About this home
Behind a restrained concrete façade in the heart of Clinton/Division, this newly completed architectural compound feels less like a residence & more like a private club, gallery retreat, or hidden modernist villa you’d expect to find in Mexico City, Copenhagen, or the early creative years of Venice Beach, before everyone discovered it. Designed by Material Architecture & Furniture, built by Capsule, the home is a rare study in permanence, restraint, & warmth. An 18-inch structural concrete wall system, thermally broken floor to ceiling windows, custom steelwork, & Oregon white oak create a level of material integrity almost never seen in Portland’s residential construction. At the center of the property, a lush outdoor escape dissolves the line between indoors & out. Centor doors open the living spaces entirely to bluestone patios, curated landscaping, & a Port Orford cedar sauna turning the courtyard into a daily ritual rather than an amenity. Every surface feels intentional. Stainless steel counters. Limestone sinks. Gunmetal Watermark fixtures. Blackened steel details. Custom furniture & vintage collections, from Assemble Collective & Wilma, integrated into the architecture itself. The detached guest house functions as an independent retreat with a wood-burning fireplace, custom cabinetry, Brazilian granite. Ideal for guests, creative work, collectors, or wellness space. the home sits inside one of SE Portland’s most culturally magnetic neighborhoods where acclaimed restaurants like Ava Gene's, Lauretta Jean's, & neighborhood institutions anchor a district long associated with Portland’s creative evolution. Clinton/Division became what it is because artists, designers, chefs, architects, & independent thinkers moved here long before the rest of the world noticed. Look up Langlitz Leathers. That spirit remains. This home values architecture over square footage, atmosphere over excess, & originality over replication. OWNER WILL CARRY! [Home Energy Score = 9. HES Report at https://rpt. greenbuildingregistry.com/hes/OR10248070]
About this home
Revived over two years by Green Gables and a detail-driven homeowner with an uncanny eye for form, flow, and finish—the home elevates mid-century architecture to meet the rhythm of modern life. Designed by renowned architect Roscoe Hemenway and tucked into Portland’s West Hills, the home unfolds in clean lines, warm materials, effortless one level living and wide-open views to the south. Inside and out move in sync, offering a quiet kind of luxury-for those who live artfully and expect their spaces to do the same. [Home Energy Score = 4. HES Report at https://rpt. greenbuildingregistry.com/hes/OR10249097]
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