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$25,000,000
8 Beds 11 Baths 24631430 MLS
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.

4311 SW GREENLEAF DR, Portland

Listing courtesy of LUXE Forbes Global Properties.

$6,250,000
4 Beds 3 Baths 383233553 MLS
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.

22141 NW REEDER RD, Portland

Listing courtesy of Windermere Realty Trust.

$5,395,000
6 Beds 7 Baths 138611139 MLS
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.

1905 S GREENWOOD RD, Portland

Listing courtesy of LUXE Forbes Global Properties.

$5,295,000
3 Beds 3 Baths 431634830 MLS
11000 S Riverwood Road is designed for reverie of life’s pleasures. Set along the Willamette River banks with soaring interior spaces suited for large-scale and intimate entertaining alike, the changing flow of natural light through floor-to-ceiling glass embraces the richness of the setting and enables a striking display of art and furnishings. The bronze-clad gas fireplace and mahogany floors create an inspired setting. A private elevator and sweeping staircase connect three levels while a whole-home automation system makes key environmental features easy to enjoy. The kitchen’s new stunning Paonazzo Brecciato marble counters, butler’s pantry, multiple ice makers, Rohl fixtures with InstaHot, and hidden dishwashers make gatherings a joy for the resident cook and professional caterers alike. The primary suite occupies its own world on the upper level, with a gas fireplace, heated bathroom floors, steam shower, and burl wood cabinetry beneath under-lit onyx counters. Two dressing rooms bring superior built-in organization. Adjoining offices create the ultimate working environment. A recently reimagined downstairs lounge, with a dry bar and wine refrigerator, complement a climate-controlled wine cellar complete with Peruvian walnut and Venetian plaster. The wine cellar dumbwaiter makes adding to and enjoying your collection seamless. Lower level bedrooms are designed to give family and guests luxurious privacy. Outside, mature landscaping, rock fountain and a custom bronze fireplace set the stage for evenings on the patio. A rare 240' private dock invites you to boat to the Waverly for golf or downtown for dinner. Minutes from downtown, Lake Oswego, and exemplary Riverdale schools, this is riverfront life lived fully.

11000 S RIVERWOOD RD, Portland

Listing courtesy of Real Broker.

$5,250,000
4 Beds 4 Baths 655344424 MLS
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.

3039 NW MONTE VISTA TER, Portland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$4,995,000
8 Beds 6 Baths 387396185 MLS
Cedarhurst is more than a residence. It is a turn-key lifestyle rooted in heritage and enriched by thoughtful design. Originally built in 1895 and masterfully reimagined through an extensive 2023 renovation, the estate is tucked atop a graceful circular driveway. The manicured grounds feature an incredible 6-car underground garage plus an adjacent 2-car bay. The outdoor oasis is designed for year-round enjoyment, boasting a heated in-ground current pool, covered lounge, and greenhouse. Inside, elegant herringbone oak floors lead to a grand entry flanked by a library with custom built-ins and a formal living room with triple French doors. The chef’s kitchen is a masterclass in form and function, featuring quartz countertops, a Hestan range, dual dishwashers, and a built-in fridge. A light-drenched sunroom overlooks the lush backyard, while 8 well-appointed bedrooms, 6 full bathrooms, and 2 half bathrooms across three levels plus a finished basement offer exceptional scale without compromising intimacy. A seamless blend of history and modern refinement, Cedarhurst remains a true generational legacy.

11175 S RIVERWOOD RD, Portland

Listing courtesy of Real Broker.

$4,995,000
3 Beds 3 Baths 450970034 MLS
Perched high above Portland with one of the city’s most commanding panoramas, this Iconic ultra-modern masterpiece designed by renowned architect Bob Thompson delivers an epic blend of architecture, light, and cinematic indoor/outdoor living. Walls of glass capture a sweeping 270-degree view of the skyline, river, and the Cascade mountain range, while multiple terraces, a dramatic 75-foot lap pool, and refined contemporary interiors create a lifestyle centered on spectacle and serenity. Nearly 7,300 square feet of meticulously updated living space offer grand entertaining areas, a luxe main-level suite, a chef’s kitchen with Italian stone and Arclinea cabinetry, and resort-style amenities including a screening room, multi-level elevator, 3 car garage with a bar/TV with a oversized level and gated motor court, wine lounge, gym, and game room. With a seven-figure investment in recent upgrades, this home stands as one of Portland’s most extraordinary, view-driven offerings and an unmatched opportunity for buyers seeking a truly iconic vantage point.

1305 SW MYRTLE CT, Portland

Listing courtesy of LUXE Forbes Global Properties.

$4,647,484
4 Beds 3 Baths 269016299 MLS
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]

3126 SE 36TH AVE, Portland

Listing courtesy of Where, Inc..

$4,500,000
3 Beds 3 Baths 342563644 MLS
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]

1560 NW 25TH AVE, Portland

Listing courtesy of Windermere Realty Trust.

$4,375,000
4 Beds 4 Baths 674305115 MLS
A rare and architecturally significant offering, this transitional modern estate was designed by acclaimed Oregon architect Richard Marlitt, and rests gracefully on over two dynamic level acres of private, meticulously curated grounds. Celebrated for his mastery of proportion, light, and spatial harmony, Marlitt’s intelligent proportions and Mid Century design create a seamless dialogue between indoors and out, where walls of glass, soaring ceilings, generous room sizes and thoughtfully placed French doors invite nature into everyday living.Extensive renovations have transformed the home into a beautifully modern residence while remaining true to its original architectural vision. Defined by its effortless main-level living, elegance and fluid floor plan, the home offers both grand entertaining spaces and intimate retreats. Outdoors, the estate transforms into a resort-like setting with exquisite grounds, a sunlit pool terrace, and a seemingly endless and expansive lawn. Enjoy a fully equipped pool house—featuring its own living quarters, kitchenette, and fireplace—ideal for guests or extended entertaining. Mature trees, curated gardens, and seasonal blooms create a landscape of year-round beauty, enhanced by extensive lighting that brings the grounds to life after dusk.With a legacy of thoughtful stewardship and extensive modern updates, this is a timeless residence where architectural pedigree meets contemporary comfort—offering a rare opportunity to own a truly distinguished and elegant Oregon estate.Characterized by grand residences set on generous acreage, mature landscapes, and quiet, tree-lined lanes, the welcoming Dunthorpe neighborhood offers a rare blend of privacy, prestige, and community—an enduring legacy that has made it one of the Pacific Northwest's most coveted residential enclaves.

12727 S IRON MOUNTAIN BLVD, Portland

Listing courtesy of LUXE Forbes Global Properties.

$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

Listing courtesy of Christie's International Real Estate Evergreen.

$4,250,000
4 Beds 3 Baths 786715699 MLS
There is no other setting like Penridge in Portland.Sited on 1.36 level acres in the West Hills, 7307 NW Penridge delivers a level of finish more familiar to the Hollywood Hills than the Pacific Northwest: absolute privacy, mature gardens cultivated over seventy years, and grand lawn that opens to the vast skyline. The privacy & scale of the grounds this close to the city, is rare.Effectively rebuilt in 2021, the estate lives like new. All new systems, completely reimagined. Daily life happens on the main floor, with the lower level holding an expansive gym, glass-enclosed wine cellar, sauna, private office, and guest suite: spaces you use when you want them, not rooms you maintain. The kitchen and family room are anchored by bookmatched Nero Marquina marble, a floating hood, and a fireplace running the full length of the room, paired with seamless walnut slab cabinetry and Kelly Wearstler leather accents. Original wide plank oak floors with wood plug nails, refinished in 2025. Custom Venetian plaster fireplace surrounds. Hand-stitched leather stair rail. Iron and glass throughout.The primary suite is exceptional: walk-in closet, slab marble head wall, custom lined wood walls, and a bath finished floor to ceiling in Eros Gray marble slab with a solid stone soaking tub and radiant heated floors.The outdoors flows across two levels. Off the main floor, a newly added covered living room with outdoor kitchen and gas grill, lounge seating, and fire pit opens onto the grand lawn, with the hot tub just off the primary and seventy years of gardens enveloping it all. Below, a saltwater pool with auto cover, private bar, turf lawn for games, and a sunbathing terrace.The privacy reads as remote. The location is anything but. NW 23rd Avenue is minutes down the hill, with OHSU, Nike, and Intel all within an easy commute. For those arriving in Portland for the first time, or returning to be near family- Welcome Home to Penridge!

7307 NW PENRIDGE RD, Portland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$3,995,000
6 Beds 4 Baths 786881669 MLS
A once-in-a-generation opportunity to own one of Irvington’s most iconic estates. Known as The Bowman House, this extraordinary residence, designed by renowned architect Ellis F. Lawrence, occupies a remarkable .69-acre site spanning six city lots—one of the largest residential properties in the prestigious Irvington Historic District.Built in 1916 and meticulously preserved, this Colonial Revival masterpiece with Craftsman influences offers more than 9,500 square feet of living space rich in historic character and architectural detail. A grand center hall welcomes guests with soaring ceilings, Honduran mahogany millwork, leaded glass windows, pocket doors, original light fixtures, and beautifully preserved oak floors. Formal living and dining rooms showcase elegant fireplaces, built-ins, and a stunning light-filled sunroom.The thoughtfully updated kitchen blends timeless character with modern convenience and connects seamlessly to inviting gathering spaces ideal for everyday living and entertaining. Gracious sitting rooms and a spectacular third-floor flex space, once known as a ballroom, today can be a game room, office, or used to provide exceptional flexibility for modern lifestyles.Outside, the grounds create a private urban retreat unlike any other. Mature landscaping, heritage trees, and winding brick pathways offer beauty and tranquility in every season. Recent enhancements include a lighted turf sports field, expansive outdoor kitchen, and extensive outdoor dining and entertaining areas, creating a true resort-style experience in the heart of the city.A detached guest house provides additional space for guests, extended family, a home office, or creative pursuits. Surrounded by Irvington’s signature tree-lined streets and historic homes, this exceptional estate offers a rare combination of privacy, scale, and significance.

1719 NE KNOTT ST, Portland

Listing courtesy of Christie's International Real Estate Evergreen.

$3,894,950
5 Beds 5 Baths 104878190 MLS
A rare Iron Mountain estate opportunity, set on 1.2 private acres of mature gardens and natural beauty. Currently being taken down to the studs and expanded to over 5,000 square feet, this modern residence is being completely reimagined into a warm, architectural retreat with 5 bedrooms, 5.1 bathrooms, a private office, dedicated gym, sauna, steam room and 3-car garage.The design centers on volume, light and texture. Vaulted ceilings, luxurious plaster walls, refined wood detailing and expansive walls of glass create an atmosphere that is both sophisticated and deeply livable. The main level is designed for effortless indoor-outdoor living, with a dramatic full-length wall of glass opening to a generous deck overlooking the acreage, gardens and surrounding greenery. The result is a home that feels private, serene and connected to its setting from every major living space.At the center of the home, the ultra high-end kitchen will feature two statement islands, custom cabinetry, elegant stone surfaces and a seamless connection to the dining and great room. The beautiful primary suite offers a peaceful escape with spa-inspired finishes, while the wellness wing with gym, sauna and steam room brings a resort-level experience home. A private den/office, spacious secondary bedrooms and multiple gathering areas provide flexibility for modern living, entertaining and extended stays.This is a unique chance to secure a fully transformed luxury residence in a premier Dunthorpe/Riverdale location before completion, with the ability to enjoy a fresh, highly curated design on an irreplaceable private lot. Pool and hot tub may be added at buyer’s expense. Renderings represent proposed finishes and design direction; final details subject to plans, permits and builder selections. Buyer to have the option to bring designer for finish selections and upgrade to include pool and hot-tub. Scheduled completion Nov. 2026

13248 S IRON MOUNTAIN BLVD, Portland

Listing courtesy of John L. Scott Portland Central.

$3,875,000
5 Beds 4 Baths 373570010 MLS
OPEN SUN 7/12 FROM 1-3PM. One-of-a-Kind luxury home celebrating the pacific NW lifestyle over looking Forest Park, Columbia river gorge, city and partial Mt. Hood and Mt St Helens views. An architectural masterpiece with circular driveway and hand chosen selected NW materials and design features. The magnificent, quietly elegant updated and renovated lodge home is ideal for the most discerning buyer in search of the full Oregon experience. Home is situated on the highest point of the 28 acres to capture the breath taking territorial views. Quiet elegance greets you the moment you step inside. Hand selected fir beams, Snake river rock stone, and warm wood floors with startling higher ceilings welcome you home. The open floor plan reveals a comfortable living room, dining room, and stunning commercial grade Chef's kitchen with all sought after cooking features. Main floor family room, home office and two additional bedrooms and baths plus laundry. Upper floor includes owners suite with vaulted ceilings features an oversize covered veranda/ deck to take in the lake & property views as well as generous size bathroom with soaking tub, larger walk in shower and generous closet space. Other features on upper floor include library/billiard room, home gym sharing space with updated indoor pool opening up to the outdoors and exterior patios. Lower level features media room for movie night. Upon arriving at the gated entry you travel up the hill pass an exceptional park and grass area with plenty of room for entertaining large gatherings only a short distance from the home. Only 8 min drive to NW alphabet district! Close to hwy 26/217 access making it easy to get to downtown, high tech corridor, Nike and all the metro area has to offer!

465 NW ROYAL BLVD, Portland

Listing courtesy of Windermere Realty Trust.

$3,795,000
5 Beds 3 Baths 437974535 MLS
Tucked behind lush gardens in the heart of Dunthorpe, this extraordinary estate carries historic character, thoughtful design, and modern livability in equal measure. A recent remodel touched the home with exceptional care, preserving original architectural details while introducing designer lighting, hand-selected wallpaper, and refined finishes that honor its timeless spirit. Four fireplaces warm the home, from the gas fireplace in the living room to a wood-burning hearth in an upstairs bedroom. Multiple sets of main level French doors open directly to the gardens, dissolving the boundary between indoor and outdoor living. At the heart of the home, the remodeled kitchen pairs crisp white cabinetry and quartz countertops with high-end appliances and a generous island with bar seating, made for both quiet mornings and lively gatherings. Upstairs, the serene primary suite opens to an enclosed sun porch and private second-story patio. Three sunny additional bedrooms are just down the hall, while third floor bonus space is your fifth bedroom, office, or gym. The basement level adds a dedicated home theater and an adjoining bonus room with kitchenette. Outside, nearly an acre of beautifully manicured grounds unfold with a sparkling swimming pool, emerald lawns, outdoor dining room under a wisteria-covered pergola, covered patio, and a charming greenhouse. Located within the top-rated Riverdale School District with easy access to Portland and Lake Oswego, this is Dunthorpe at its best.

1546 S MILITARY RD, Portland

Listing courtesy of Real Broker.

$3,750,000
4 Beds 6 Baths 256092063 MLS
There is nothing else like Buddington in Dunthorpe.Set at the top of a quiet street, past a private drive that opens to a full acre of hedge-walled grounds, 1510 Buddington is a true Northwest modern estate. Steel beam construction, a standing seam metal roof, and modern systems throughout: built to a standard rarely seen.A grand pivot door opens to walls of glass that slide away entirely, erasing the line between the great room and the terrace beyond. It is rare to find a hillside lot that walks straight out, level, to a south-facing saltwater pool with built-in hot tub. No steps, no transition, just an uninterrupted run from kitchen island to poolside chaise, with sun across the water all day and total privacy on every side.Inside, vaulted ceilings and a fireplace draw the eye through the great room, dining area, and chef's kitchen, with a six-burner range, double ovens, dual dishwashers, and a dedicated wet bar. A massive box-beamed bonus room with walls of built in panelling and bookshelves/display cases, opens to its own private fireplace terrace with peaceful water feature.The layout is the quiet advantage. The primary suite occupies its own wing on the main level, with pivot door entry, walls of glass, direct pool access, and a spa bath built for slowing down. Upstairs, a floating staircase leads to three en suite bedrooms, each with a walk-in closet, a separate wing with its own space. Below, a Klafs sauna, home theater, fitness room w/ sport court access, and full bath make the lower level the one everyone ends up in.Outdoors, a covered patio with wood-burning fireplace, outdoor kitchen, and built-in grill anchors the terrace, while a fire pit with built-in seating and uplighted, fully fenced grounds carry the evening well past sunset.Oversized three-car garage with room to expand a collection. Riverdale School District. Supremely private. Excellent location to LO and the City.This is Dunthorpe, reimagined for the way people want to live now.

1510 S BUDDINGTON ST, Portland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$3,595,000
4 Beds 6 Baths 632005909 MLS
Perched high above the city in Portland’s prestigious West Hills, this striking modern masterpiece captures breathtaking 180-degree views that stretch from the snow-capped peak of Mt. Hood to the shimmering towers of downtown. A private gated drive leads to this architecturally bold glass-and-steel residence, where sleek lines and organic materials create an appealing blend of drama and warmth. Inside, soaring ceilings and walls of floor-to-ceiling windows flood the open-concept great room with natural light, framing the city and 4 mountain vistas like ever-changing artwork. Designed for both grand entertaining and quiet retreat, the home features multiple view-facing balconies, a resort-style pool with built-in spa, and an expansive lower level with full bar, glass-enclosed wine cellar, and stadium-style media room. The chef’s kitchen is a showpiece, outfitted with Viking and Sub-Zero appliances, a built-in coffee system, and double islands for effortless hosting. The main-level primary suite offers a luxurious escape with a private fireplace, soaking tub, and spa-like bath, all with unobstructed views. Additional highlights include a richly paneled home office, mirrored home gym, steam room, and a fully lit sport court tucked into the tree-lined grounds. Minutes from downtown and just steps to Portland’s iconic parks and gardens, this is a rare opportunity to own one of the city’s most spectacular view properties—an inspired retreat that elevates every moment.

1551 SW UPPER HALL ST, Portland

Listing courtesy of LUXE Forbes Global Properties.

$3,500,000
5 Beds 5 Baths 641313823 MLS
Tucked away in the desirable Greenhills enclave, this gracious home set on approximately 1 acre is an architectural masterpiece designed by Joseph Jacobberger, offering a rare blend of privacy, elegance, and livability. Set amidst lush, meticulously curated gardens, the property feels like a private retreat—yet remains just moments from the best of Portland. Designed for both everyday comfort and effortless entertaining, the home features expansive, light-filled living spaces with a seamless circular traffic flow, including an elevator. Generously scaled rooms provide flexibility for modern living, while refined finishes create a warm and inviting atmosphere throughout, including a sunroom off the living room. All rooms have special views into the gardens. Step outside to experience resort-style living at its finest. A sparkling pool is complemented by the exceptional outdoor entertaining spaces featuring a covered patio and inviting fireplace—perfect for year-round gatherings, entertaining large groups and effortless indoor-outdoor living. The surrounding grounds are truly exquisite, with mature landscaping, rose garden, thoughtful design, and serene outdoor spaces at every turn. Additional highlights include a spacious three-car garage, large bonus room with full bath overlooking pool area, excellent accessibility, and proximity to trails, parks, the city, high tech, multiple hospitals and NW 23rd. A rare opportunity to own a timeless and architecturally significant residence in one of Portland’s most sought-after neighborhoods. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10239486]

4121 SW ARTHUR WAY, Portland

Listing courtesy of Windermere Realty Trust.

$3,495,000
5 Beds 5 Baths 694663224 MLS
Spectacular Catlin Crest estate offering some of the most compelling southwest-facing views in Washington County. Perfectly positioned to capture sweeping, unobstructed vistas and dramatic year-round sunsets, this custom residence delivers the rare combination buyers hope for but seldom find: exceptional views from nearly every room, privacy, move-in condition, and a usable, level lot. Located in a private gated community just minutes to St. Vincent, with convenient access to the Silicon Forest, PDX, downtown Portland, and Beaverton, this home offers both retreat-like living and true central convenience. Custom built by acclaimed builder Tom Augerakis and designed by architect Ted Argo, the home has been beautifully appointed, thoughtfully updated, and meticulously maintained. Rich old-growth heart pine floors, refined millwork, Pella windows, five fireplaces, elegant lighting, quality cabinetry, and timeless finishes create a warm and elevated feel throughout. The fabulous floor plan offers generous main-level living, including primary bedroom and fantastic guest suite, a den/office, gracious entertaining spaces, and a beautifully remodeled kitchen with Sub-Zero, Wolf, Asko, and KitchenAid appliances. Upstairs, spacious bedroom suites, new carpet, abundant storage, a large bonus room with fireplace and sink, and a back staircase provide flexibility for guests, work, fitness, or recreation. Additional features include a marble heated primary bath floor, interior sound system, central vacuum, EV charger, oversized three-car garage, concrete tile roof, hard-coat stucco, and a commercial-grade 50KW Kohler generator capable of powering the residence. A rare view property with substance, quality, privacy, and lasting value.

1205 SW FAIRFAX PL, Portland

Listing courtesy of Where, Inc..

$3,250,000
4 Beds 4 Baths 647271083 MLS
THIS IS IT! A rare Contemporary Estate in NW Portland offering privacy, quality, and true versatility. This custom home sits on a private 0.82 acre lot with valley views and quick access to downtown amenities. The flexible floorplan has 4 bedrooms plus an office loft. The three upstairs bedrooms are all full suites with private baths. The bedroom suite on the lower level has its own exterior entry and works well for guests, multigenerational living, or separate living quarters. It can also function as a recreation room and is already plumbed for a wet bar. Chef’s kitchen with high-end stainless appliances, double dishwashers, walk-in pantry, and a large island built for cooking and gathering. Open layout, oversized windows, and high ceilings throughout create excellent light and wall space for art. Quality finishes are at every turn, including designer lighting and fixtures, premium appliances, and heated floors in the primary bath. Don’t want stairs? No problem. This home has an elevator serving all levels. Bonus perks that make this an Entertainer’s Delight include a large capacity custom wine cellar, integrated surround sound, and flat screens inside and out. Outdoor living and entertaining is a breeze with covered decks, multiple patios, an outdoor kitchen with eating bar, plus an in-ground pool and spa. Designed for year-round relaxing and entertaining. Car collectors and hobbyists will appreciate the 5-car capacity garages across two separate levels. (The lower garage is currently set up as a home gym with extra storage). No HOA fees! Quiet, serene setting yet close to everything. This fully dialed home has it all: privacy, function, and proximity. Summer ready with pool and yard. Schedule a private showing today and be prepared to be blown away. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10228763]

8718 NW TERRACEVIEW CT, Portland

Listing courtesy of Keller Williams Sunset Corridor.

$3,250,000
6 Beds 5 Baths 204718855 MLS
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.

6371 NW WINSTON DR, Portland

Listing courtesy of eXp Realty, LLC.

$3,200,000
5 Beds 4 Baths 612353836 MLS
This is the kind of home that makes you exhale the moment you step inside. Set on a private, 0.82-acre lot with sweeping valley views, this 2018 custom-built contemporary delivers 5,870 square feet of thoughtfully designed living including 5 bedrooms, a den, and a bonus room with a full home theater, plus 4.1 bathrooms.Step inside to a great room anchored by 20' ceilings and walls of windows that flood the space with light and frame the views beyond. The kitchen is a true chef's kitchen with 48" Thermador appliances, rift-cut walnut cabinetry, and slab Calcutta quartz counters that are as functional as they are beautiful.The primary suite is a retreat unto itself: a curbless 11' x 6' tile shower, a free-standing soaking tub, and a walk-in closet sized like a room of its own at 16' x 13'.Outside is built for entertaining with a full outdoor kitchen, lush, level lawns, firepit, and for something truly rare...a full-sized pickleball court. A 4+ car garage rounds out the practical luxury.All of this, with an easy commute downtown and to the Portland Tech Corridor. A home this complete, in a setting this private, doesn't come along often.

707 NW SKYLINE CREST RD, Portland

Listing courtesy of Real Broker.

$3,150,000
4 Beds 4 Baths 147266081 MLS
The Eden House is a rare blend of modern architecture, functional innovation, and elevated indoor–outdoor living, ideally located on revered Military Road. This architecturally custom residence features a refined open-concept great room that flows seamlessly to resort-style outdoor entertaining spaces. A striking infinity-edge pool serves as both centerpiece and water feature, cascading to a lower patio with built-in fire pit. Multiple outdoor zones include built-in BBQs on both the kitchen-level deck and lower patio, offering exceptional versatility for entertaining. The high-style chef’s kitchen showcases custom inset cabinetry, slab countertops and backsplash, double Miele ovens, and a sleek, integrated Pitt Burner cooktop system, perfectly balancing form and function. The primary suite is a private wellness retreat with steam room and sauna, while the spa-inspired primary shower is fully capped with a skylight—one of five thoughtfully placed skylights that flood the home with natural light and dramatic architectural presence. The upper level includes three guest bedrooms: two connected by a Jack-and-Jill bath and a private en suite guest room. A main-level study with adjacent full bath adds flexibility for work-from-home or guest living. Architectural integrity is elevated with custom Glo windows and doors and warm clear cedar siding, completing a home inspired by international design and defined by thoughtful craftsmanship and refined modern living.

1120 S MILITARY RD, Portland

Listing courtesy of LUXE Forbes Global Properties.

$3,000,000
7 Beds 4 Baths 362104994 MLS
Mid-century modern masterpiece by renowned architect Walter Gordon, celebrated for seamlessly blending indoor and outdoor spaces. This architectural gemfeatures floor-to-ceiling glass walls, skylights, expansive rooms, travertine floors, accent walls, a sunken living room, built-in bookcases, and soaring ceilings.The primary ensuite will absolutely wow you with glass wall, fireplace, conversation pit, and a spa-like bath with dual suites and closets. The lower level offersa complete second living area.Recent updates include a new roof on the main house, a 5-zone HVAC system, new water heaters, new laundry-jet system &luxury carpeting. This home is expansive & full of surprises and delights, offering endless discoveries.Set on nearly an acre of flat property in the prestigiousSouthwest Hills of Portland, the lush grounds feature fountains, a sophisticated yet minimalist landscape design, and a gated entrance. The property alsoincludes a fully remodeled, private guest house with privacy & comfort in mind. Home is conveniently located near OES, French International, Catlin Gabel,Nike, Intel, Downtown Portland, top restaurants, nature trails, and shopping. This one-of-a-kind home is truly unforgettable. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10226724]

4414 SW SEMLER WAY, Portland

Listing courtesy of eXp Realty, LLC.

$2,999,000
7 Beds 5 Baths 531195381 MLS
Reimagined through a down-to-studs renovation in 2025, this extraordinary 7-bedroom, 6-bathroom residence pairs modern open-concept living with a refined Japandi aesthetic and is like nothing else on the market. A white oak front door opens to natural light pouring in, enhanced by dramatic floor-to-ceiling European windows and sweeping views of downtown Portland, the Willamette River, and the forest beyond. The chef’s kitchen features a 12-foot island, white oak ceilings and floors, custom cabinetry, integrated refrigerator, Wolf steam oven and induction cooktop, and Vent-A-Hood ventilation. The primary suite offers stunning views, a spacious walk-in California Closet, and a spa-inspired bath with heated floors, dual showerheads, soaking tub, and dual vanities in custom stone. Design details elevate every space: a statement powder room with immersive wallpaper, a custom mudroom, and a striking foyer anchored by a living tree. With only one adjacent neighbor, the home offers rare privacy on a quiet residential loop while is still just minutes from downtown and a short walk to MAX and TriMet. Two fully equipped lower-level studio suites (~700 sqft each) with private entrances, bathrooms, mini-split systems, tall ceilings, and secondary laundry. Engineered for efficiency and comfort, the home includes solar power, Carrier heat pump with HRV fresh air, two heat pump water heaters, triple-pane low-E windows, AeroBarrier sealing, spray foam and Rockwool insulation, commercial-grade drywall, solid-core doors, all-new EV-ready electrical, plumbing, CAT6 wiring, James Hardie siding with HydroGap rain screen, metal roof, new skylights, rebuilt deck and railings, and upgraded flashing and gutters. Enjoy the rare balance of nature and convenience with Overlook Park, Mocks Crest Park, and the vibrant Mississippi District just minutes away. A rare opportunity to own a truly custom luxury home where performance and nature exist in perfect harmony. [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10196021]

3905 N OVERLOOK TER, Portland

Listing courtesy of Redfin.

$2,995,000
6 Beds 5 Baths 239504070 MLS
Set on an impeccably landscaped lot in the heart of Dunthorpe and deeply rooted in Frank Lloyd Wright's Prairie tradition, this custom home is a study in refined architecture and easy living. A thoughtful floor plan places the primary suite, two bedrooms, and a private guest suite together on the main floor. Cherry millwork, exposed vertical grain timber trusses, and natural stone showcase meticulous craftsmanship, while expansive glass draws Dunthorpe's lush greenery inside. Artisan leaded glass windows and pocket doors - inspired by Wright's art glass - appear throughout, alongside framed suede accent panels. In the skylit great room, soaring vaulted ceilings are anchored by a stacked stone fireplace with hand-chiseled header, custom built-ins, and an integrated media center. The kitchen, with its own vaulted ceiling and skylights, offers granite countertops, high-end appliances, a distinctive Arts & Crafts tile backsplash, and a wet bar with wine fridge, while an adjacent dining room is warmed by a fireplace under a tray ceiling. Dramatic vaulted ceilings continue in the primary suite, where a fireplace and artisan windows complement a cherry-paneled dressing suite, vessel-sink double vanity, frameless glass shower, and soaking tub. Tucked down a back hall, a guest suite with its own entrance offers a full kitchen, a double-sided fireplace, and patio access. The main level includes two additional bedrooms, while the upper and lower floors each feature a dedicated bedroom, full bath, and versatile bonus living space. Outside, mature plantings surround an expansive flagstone patio and pool area where a gas-fueled fire pit and gas torches illuminate a shuffleboard court, multiple lounging areas, a hot tub, and a cooking station with premium infrared grill. Additional amenities include a dog kennel with power/water, sauna and a whole-home generator. Located within the top-ranked Riverdale School District and minutes from downtown Portland and Lake Oswego.

1506 S BUDDINGTON ST, Portland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$2,950,000
5 Beds 3 Baths 688954198 MLS
A rare architectural compound in the heart of Willamette Heights, this 1903 Shingle Style residence carries a lineage few Portland homes can claim. Originally the R.B. Lamson House, the home is noted for its architecturally significant design by Josef Jacobberger, who blended Portland’s early Shingle Style tradition with emerging Arts & Crafts influence - steep gables, shingled surfaces, paned windows, and a sculptural presence that remains remarkably intact today. Set on an extraordinary triple lot of more than a third of an acre, just moments from Forest Park and the NW 23rd District, the home feels both deeply rooted and thoroughly current. Its most recent chapter was shaped by Jeff Kovel of Skylab Architecture, whose 2019 renovation brings a distinctly modern Portland sensibility to the historic framework: quiet luxury, crafted materials, immersive indoor-outdoor living, and a reverence for the original architecture rather than an erasure of it.The grounds are equally compelling, with a rare level lawn anchoring a beautifully composed landscape of covered outdoor living, expansive ipe decking, garden patios, raised beds, and a cedar hot tub set quietly into the greenery.A detached two-car garage includes EV charging, RV charging, independent service, heat, security, and storage - an unusually complete urban amenity.With architectural contributions spanning Josef Jacobberger, Marvin Witt, and Skylab’s Jeff Kovel, this is not simply a historic home with a renovation. It is a layered Portland original: elegant, intelligent, deeply livable, and positioned in one of the city’s most coveted enclaves, where Forest Park, NW 23rd, trailheads, views, and historic architecture define the daily rhythm of life in the Pacific NW. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10101526]

1611 NW 32ND AVE, Portland

Listing courtesy of Where, Inc..

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The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Last updated: