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$6,000,000
4 Beds 2 Baths 117433970 MLS
Threemile Vineyard — a rare legacy estate where world class viticulture meets the dramatic beauty of the Columbia River Gorge. Approximately 288 acres across four parcels of basalt lined coulees, rolling hills and old growth pockets, the property delivers sweeping territorial and Mt. Hood views and abundant wildlife including elk, black tailed deer and bald eagles. Planted beginning in 2019 and certified organic, the 82 acre vineyard grows 18 cultivars and is farmed block by block using sustainable practices. A custom Mitchell Lewis & Staver irrigation system with advanced microclimate and moisture monitoring supports precision viticulture, ensuring premium fruit for discerning winemakers. Soil nutrition, vine health, and irrigation are managed for top tier quality. The estate includes three addresses and flexible living options: a remodeled 4 bed, 2 bath farmhouse (2,164 sqft) with primary suite, chef’s kitchen with Viking range and Sub Zero refrigerator and an expansive patio with Mt. Hood views; a 2 bed, 2 bath manufactured home (1,100 sqft) with high ceilings and hardwood floors, replaceable with a stick built residence; and an off grid guest cabin sited for inspiration. Additional farm dwelling potential may be available. A historic early 1900s barn and full agricultural infrastructure — including outbuildings, equipment storage, and livestock ready pastures — support continued operations and expansion.Ideal for multigenerational living, an expanded commercial wine program, equestrian or ranching pursuits, or a private retreat, Threemile offers exceptional development and production potential. Located just four miles to downtown The Dalles yet feeling worlds away, this estate presents a rare opportunity to craft wines—and a life—rooted in an extraordinary place. Contact us to explore this exceptional offering.

3455 THREE MILE RD, The Dalles

$5,998,000
3 Beds 4 Baths 774213430 MLS
A one-of-one Architectural Offering with Panoramic Mountain & Willamette River Views. Perched high in Lake Oswego’s coveted Skylands neighborhood this extraordinary mid-century modern estate represents a rare opportunity to own a true legacy property in the Pacific Northwest. Set on a private & manicured .92-acre parcel, the residence captures breathtaking panoramic vistas that stretch across the region’s most iconic landscapes. From its expansive living spaces, sweeping views unfold across the Willamette River & surrounding valleys to the majestic peaks of Mt. Hood, Mt. St. Helens, and Mt. Adams, a constantly shifting canvas of river, sky, and mountains. Originally constructed in 1966, the home has been thoughtfully reimagined through a meticulous multi-million-dollar renovation that honors its Mid-Century Modern and Northwest Regional architectural heritage while seamlessly integrating the comforts and sophistication of contemporary luxury living. Spanning 4,755 square feet of primarily single-level living, the residence offers three bedrooms and four-and-a-half baths, with interiors designed to frame the extraordinary natural surroundings at every turn. Walls of glass invite natural light throughout the home while creating an effortless connection between indoor living and the dramatic landscape beyond. The exterior is wrapped in St. Helens stone grounding the home in its Pacific Northwest setting while making a bold architectural statement. Gently angled walls appear to reach toward the horizon, complemented by distinctive copper roof flashing with a diamond motif, a subtle yet remarkable detail that speaks to the home’s craftsmanship and thoughtful design. More than a residence, this is a property defined by place, provenance, and permanence, a home that celebrates its architectural legacy while offering an extraordinary setting for the next chapter of ownership.In a neighborhood known for its prestige and privacy, opportunities like this rarely come to market.

777 CHERRY CIR, Lake Oswego

$5,998,000
5 Beds 5 Baths 682266658 MLS
Secluded Oceanfront Estate on 34+ Acres. Exquisite main lodge built in 2000 featuring soaring ceilings, powerful exposed supporting beams throughout, tall windows to capture ocean views, five fireplaces, and hardwood floors of reclaimed Heart of Pine from a 19th century cold storage warehouse in Rhode Island. The lodge, constructed of the highest quality materials, is a total of 9301 square feet with 4BDR/5.2BA, with a fantastic kitchen, home theater, library, and is timeless in elegance, appointments and appeal. Although larger in size than most area homes, its studied design retains a comfortable intimacy, and everything is in immaculate condition. In addition, there is a one bedroom log guest house of 1460 square feet, also with terrific ocean views including the majestic Three Sisters rock formations. The property has a large maintenance shop and commercial size greenhouse. The estate's gated, park-like grounds include a pond, orchard, creek, and fabulous views of the Pacific Ocean, with direct frontage and private beach access to the north and south beach coves. Located north of Gold Beach on Oregon’s beautiful southern coast, the property is in an area with a temperate climate and low density, with an abundance of outdoor activities including fantastic fishing, hiking, beach walks, birding, mountain biking, and championship golf at renowned Bandon Dunes Golf Resort one hour to the north. The photos and video tell it all, and it is priced $1.2 million below County Appraiser assessed value. This is a stunning setting and fabulous one-of-a-kind opportunity.

36044 Highway 101, Gold Beach

$5,990,000
6 Beds 4 Baths 307744421 MLS
Rare Lake Oswego riverfront legacy estate offering more than one acre of private Willamette River frontage. This once in a lifetime opportunity presents an irreplaceable architectural masterpiece blending timeless craftsmanship, exceptional privacy, and resort inspired living. A tree lined drive winds past your own pond and dramatic bamboo grove to a striking residence featuring authentic Wyoming stone, a DaVinci slate roof, Pella windows, an Iron Lion front door, and custom architectural lighting. Inside, soaring 18 foot ceilings, Level 4 smooth finish walls, expansive walls of glass, dual gas fireplaces, and a temperature controlled glass wine cellar frame breathtaking river views. The chef's kitchen showcases an 11 foot leathered granite island, premium appliances, custom cabinetry, and a walk in pantry. The luxurious main level primary suite offers vaulted beam ceilings, automated blinds, river views, a spa inspired bath with a microbubble soaking tub, heated floors, a computer controlled rain shower, and a custom walk in closet with laundry. Upstairs features four additional bedrooms, walk in closets, and a loft. Hidden media/family room with additional storage area. A temperature controlled 10 car garage with three lifts and guest quarters creates the ultimate collector's residence. Professionally designed grounds lead to a private dock with a solar boat lift and two WaveRunner ports, delivering an unparalleled Willamette River lifestyle. Rarely does a waterfront estate of this caliber come to market.

18418 OLD RIVER LNDG, Lake Oswego

$5,977,000
5 Beds 5 Baths 491955102 MLS
Stunning 62+ Acre English Manor Estate with Unparalleled Privacy. Approach by Long Private Gated Drive. Abundance of Pasture Area, Red Barn with Stalls, Inground Pool and Hot Tub, Pool House, Outdoor Kitchen, Sport and Tennis Courts. 17.6 Acres of Water Rights. This English Manor Features 4 levels with Finished Basement, 5 Bedrooms, an Exercise Room with Sauna, Home Theater Room, 2 Kitchens, Library, Billiards Room with Wet Bar and a Wine Cellar. Attached Garage with Second Level Guest Apartment. Old World Hand Crafted Millwork and Cabinetry Throughout, Box Beamed Ceilings, and Floor to Ceiling Windows in Living Room. Ample Space for Both Work and Relaxation. Could Be a Stunning B&B. Shares Property Line w/Coal Creek Golf Course and is Short Distance to the New Shortland Golf Course.

30000 SW 35TH DR, Wilsonville

$5,950,000
5 Beds 6 Baths 244001341 MLS
Enter the gates of this breathtaking Rolling Hills estate and discover a world of natural beauty and refined luxury. A private creek, koi ponds, and cascading waterfalls lead to a custom 12,533 square foot home set on 10 pristine acres. The grand 19-foot foyer opens into a soaring great room anchored by one of eight fireplaces. The office showcases impeccable craftsmanship with nail-less joinery and a stately hearth.Enjoy 6,819 square feet of main-level living, including a luxurious primary suite. The chef’s kitchen features a Sub-Zero refrigerator, Dacor 6-burner gas cooktop, double ovens, two dishwashers, a warming drawer, and two butler pantries. The formal dining room is an architectural showpiece, perfect for entertaining.Take the elevator or sweeping staircase to three spacious ensuite bedrooms and a private guest quarters with separate entrance, living room, laundry, and large walk-in closet—ideal for guests or multi-generational living. The lower level is built for leisure with a bar, pool table area, fireside lounge, fitness space, steam shower, and hot tub.Outdoors, a pool and fireside patio offer the ultimate retreat. A 2,000-square-foot fully sustainable guest house provides stylish independence, while the carriage house adds rustic charm with a stone fireplace. Premier equestrian amenities include a 10-stall barn, tack room, wash rack, equipment room, and an 80-foot round pen with four-horse walker.Breathtaking panoramic views of Mount Hood, Mount St. Helens, Mount Adams, and Mount Rainier elevate this estate into a class of its own. A rare Northwest legacy property where natural beauty meets timeless luxury.

21121 NW 17TH CT, Ridgefield

$5,900,000
5 Beds 5 Baths 454331616 MLS
Set within Lake Oswego’s coveted Village on the Lake neighborhood, this extraordinary Hamptons-inspired Modern Craftsman estate captures spectacular east-facing views of Oswego Lake and Mt. Hood from every level. Spanning approximately 9,027 square feet with elevator access throughout, the residence blends timeless craftsmanship with exceptional luxury amenities, including a resort-style pool and jacuzzi. Designed for both grand-scale entertaining and everyday enjoyment, the residence offers an exceptional collection of lifestyle amenities, including a tiered theater room, fitness center, wine cellar, private sauna, and expansive gathering spaces throughout. Chef’s kitchen with Wolf, Sub-Zero, and Miele appliances; more than 1,000 square feet of beautifully finished, flexible-use penthouse space further elevates the experience, offering endless possibilities for a game lounge, a golf simulator, a fitness retreat, a studio, home office, or a creative workspace. Rich custom millwork and beautifully appointed interiors open seamlessly to expansive covered decks and patios, thoughtfully designed to embrace the breathtaking lake and mountain views while creating an effortless connection to indoor-outdoor living. Enjoy access to the Village on the Lake easement along with close proximity to Oswego Lake Country Club, downtown Lake Oswego’s boutiques, acclaimed restaurants, the Farmers’ Market, and year-round community events, creating an unparalleled lifestyle opportunity in one of the city’s most sought-after neighborhoods.

15599 VILLAGE DR, Lake Oswego

$5,900,000
6 Beds 5 Baths 573712269 MLS
Let Oregon's picturesque and prestigious Stafford region steal your heart and transport you to a quality of life like no other in one of the area's most phenomenal custom crafted acreage estates. Ideally situated on 10+ level, easy-care acres a mere 30 minutes from Portland, this epic masterpiece features an immaculate modern farmhouse design aesthetic on a truly grand scale. Take advantage of a valuable farm tax deferral and revel in postcard-perfect country views from this breathtaking gated property. The 5400 SF main residence features main-level living with jaw-dropping two-story great room, 5 bedrooms, 3 full and 2 half baths. The newly completed 1,800 SF pool/guest house includes a full bedroom suite, kitchenette, and fitness center. The vast 3,000 SF two-story dream shop offers RV parking and space for up to 12 vehicles plus a full bathroom. This is resort-style living reimagined for today's modern resident seeking the ultimate in luxury amenities with all the tranquility of life in the country near it all. Pristine pool, spa, outdoor kitchen, turf lawns, sleek patios, and a poolside fireplace and bar. Step indoors to an unforgettable vaulted wood-clad great room, chic floating staircase, folding glass walls opening to the pool, a glossy showcase wine room, and generous bonus spaces. Escape from it all in the main-level primary suite with private patio, elegant dressing room, and gorgeous bathroom with heated floors. Enjoy 4 versatile bedrooms, a playroom, and an executive office. Create your equestrian haven, vineyards, or bring your own plans for additional enhancements to complete your vision! Top-rated West Linn/Wilsonville school district with the option to attend the new Riverside High School coveted International Baccalaureate (IB) program. Easy access to Oregon's famed wine country, 3 minutes to highways, and a quick trip to the Portland International Airport. Shown by appointment only to qualified buyers.

22280 SW STAFFORD RD, Tualatin

$5,850,000
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

$5,750,000
4 Beds 4 Baths 595924426 MLS
Spectacular modern masterpiece on 124.5 acres. This 2023-built home was designed and finished to commercial-grade standards with extraordinary attention to detail. Upon entry, a soaring 24' window wall commands the room, drawing the eye across the open-plan living area to sweeping countryside views reaching the coast range. The chic kitchen features a quartz waterfall island, top-of-the-line appliances, pantry, and butler's pantry.The luxurious primary suite is conveniently located on the main floor as is a spacious guest suite. A large covered outdoor patio offers infrared heaters, wood stove, built-in BBQ with sink & storage, plus a wall-mounted TV. The upstairs office, which is plumbed for a future bath, could easily convert to a bedroom. The expansive lower level includes an additional ensuite bedroom, theater room, gym, wine cellar, media/smart home control room, flex space, & a large partially finished room with bedroom potential. Covered 2-car parking keeps the entry dry; a detached 3-car garage includes workshop space.The guest house offers 1 bed/1.5 baths, a stunning west-facing window wall in the lofted living space, refined finishes, and attached 3-car covered parking. The 4-stall insulated horse barn features hot water, hay storage and exam/wash bay, it opens to fenced pasture. The large pole building can house your equipment & rec. vehicles.The manicured acreage features ±70 acres of prime vineyard land within the Chehalem Mountains AVA. The property is near Ribbon Ridge & has strikingly similar terroir. Premiere vineyard soils include Bellpine-Windygap, Willakenzie, Dupee-Carlton, & Hazelair at 240–600' elevation. Oregon Oaks Preservation Program covers much of the parklike wooded areas. An existing pond & seasonal creek offer potential surface water rights.Privacy, prestige, & a profound connection to the land—this is Oregon wine country at its absolute finest, & an offering of this scale is exceedingly rare.*Ask broker for home features list.

Gaston

$5,750,000
4 Beds 3 Baths 786715699 MLS
TRULY REMARKABLE: Resting on 1.36 acres of pristine grounds, on a private peninsula of land, this estate home truly stands in a class of its own. Located on an exquisite lane with wide open views, 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 matching 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 its grounds are in superb condition!

7307 NW PENRIDGE RD, Portland

$5,750,000
4 Beds 3 Baths 23053379 MLS
Located in the heart of Oregon Wine Country, we proudly offer you Jubilee Vineyard; 140 acres tucked away in the Eola-Amity Hills of the Willamette Valley. Eola-Amity Hills is an established and highly desired American Viticultural Area (AVA). Jubilee Vineyard is LIVE certified with a total of 32+- acres of vines. Blocks of Pinot Noir, Chardonnay, Gamay, and Dolcetto grapes stretch across the hills of this property. The sprawling 140-acre property of Jubilee Vineyard is made up of three separate tax lots encompassing mature forests, ponds, and pastures offering additional opportunities to develop more vineyards. Overlooking the Amity Valley, a 5,140sqft, 4 bedrooms, 3.5 bath craftsman style home sits on top of the vineyard Also offered at the lower part of the vineyard is a second 1664sqft ranch style home with 3 bedrooms and one full bath. This turnkey vineyard provides endless possibilities for wine enthusiasts and entrepreneurs. Don't miss your chance to embrace the vineyard lifestyle and become part of the respected wine-making community of the Willamette Valley!

7820 SE AMITY RD, Amity

$5,700,000
4 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 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

$5,695,000
5 Beds 4 Baths 104151261 MLS
Experience luxury vacation-like living in this extensively remodeled home on the main shores of the quiet water portion of Oswego Lake. With five bedrooms, an office, a gym and four and a half bathrooms, this inviting home was mindfully designed around extensive entertaining and everyday ease. At every turn, there is a harmonious blend of upscale finishes and light bouncing off of water outside into serene spaces inside. The expansive walls of glass dissolve the boundary between indoors and out, opening to panoramic waterscapes in every direction and a rare large, flat yard. The gourmet kitchen centers around an impressive island with beautiful surfaces, custom cabinetry, highest end appliances and a generous butlers pantry designed to house all the necessary kitchen accoutrements. The main level also boasts a large ensuite bedroom, an office, a stunning design forward powder bath, a bespoke bar and a cleverly customized wine cellar. Upstairs, the primary suite is a peaceful retreat with impressive scale and features that include lake views, automated blinds and absolute privacy. Its spa-inspired flow embodies relaxing extravagance with a freestanding tub, heated floors, a steam and rain shower, dual sinks with illuminated mirrors and a custom walk-in closet tailored for curated wardrobes. On this level, you'll also find two additional bedrooms, two full bathrooms, an expansive and inviting family room with another wet bar and a dedicated fitness area with breathtaking lake views. The third floor flexible space, currently a bedroom, showcases that this residence offers beautifully designed options for every need. Outside, a spacious deck cascades through custom low-maintenance, natural landscaping to your private 72 feet of waterfront. The boat house is equipped with a hydraulic lift sized for the maximum length boat allowed on the lake and there is an additional dock. Lake life has never been so beautiful or so easy!

16840 ALDER CIR, Lake Oswego

$5,650,000
10 Beds 9 Baths 356505065 MLS
Sited on 68 acres in the rolling hills of West Linn, this incomparable contemporary chateau strikes an artful balance between historical grandeur and modern convenience. Completely custom-built, the home boasts a fusion of salvaged materials, local metalwork and antique elements sourced from global artisans, like French limestone floors and antique doors from Morocco and Germany. Artistic custom pieces and singular spaces include a stunning floor-to-ceiling half-moon window in the entrance hall, a striking glass elevator, a spiral staircase boasting intricate ironwork, and circular turret rooms with French plaster walls and soaring domed ceilings. The gourmet kitchen features a wood-fired pizza oven, marble countertops, commercial-grade refrigerator and freezer, La Cornue range with custom hood, two hammered copper sinks, two dishwashers and a walk-in butler's pantry. One of two primary suites boasts a sitting room with reclaimed ceiling beams, copper wall accents and an antique fireplace, along with a walk-in marble shower and domed rotunda with clawfoot tub. Unique lifestyle spaces include a rooftop balcony perfect for starlit entertaining and a wine room with a 1,000-bottle capacity. A connected 4-bedroom guest house with separate entrance features a full kitchen, formal dining room, library, family room, media room, sun room and expansive veranda overlooking acres of pasture. The primary suite offers a double-sided fireplace and dual walk-in closets. Captivating grounds ideally suited for hosting events, weddings, and corporate retreats. Multiple exterior gathering spaces to take in picturesque country views. An oversized 4-bay garage converts easily into an entertaining space and opens to a beautiful courtyard, while a 3-car attached garage provides parking and storage. Property has an approved event permit. Possibilities include a vineyard, working farm, or simply an extraordinary place to host family and friends, just a 30 min drive from downtown Portland.

26480 SW WILKEN LN, West Linn

$5,500,000
6 Beds 5 Baths 370119532 MLS
Experience luxury on a grand scale at 11555 SE Hilltop Ct in Happy Valley. Nestled behind private gates on 2.18 acres, this extraordinary estate offers over 10,700 square feet of thoughtfully designed living space with soaring 16-foot ceilings, exceptional craftsmanship, and breathtaking surroundings. Featuring 5 spacious bedrooms, 5 full bathrooms, an office, den, bonus room, and expansive entertainment spaces, this home delivers both elegance and functionality. The impressive double chef’s kitchen is equipped with premium appliances, dual ovens, a steamer, warming drawer, double refrigerator, and wine cooler, making it perfect for hosting gatherings of any size. Designed for modern living, the home includes smart home technology, engineered hardwood floors throughout, central vacuum, advanced security, and custom lighting capabilities in every room. Car enthusiasts will appreciate the oversized garage with room for up to 8 vehicles, EV charging stations, and RV hookups. Outside, enjoy seamless indoor-outdoor living with glass accordion doors opening to a spectacular deck featuring a built-in BBQ and peaceful views of the surrounding trees. Adding even more value, the 2.18-acre property offers potential for future development, including the possibility of an additional home, ADU, or custom shop. Located just minutes from top-rated schools, shopping, dining, and easy access to Portland and the airport, this one-of-a-kind estate offers privacy, luxury, and endless possibilities. Opportunities like this rarely come to market. Schedule your private tour today.

11555 SE HILLTOP CT, Happy Valley

$5,500,000
4 Beds 4 Baths 321077367 MLS
Extremely rare, highest quality updated classic 1930’s gem on the Westpoint Road peninsula. Located just out of half-moon bay and a short boat ride or paddle, or reasonable walk to the farmers market, shopping, restaurants, coffee shops, theatre and more. Westpoint is a small cul-de-sac road jutting out into the main lake of Lake Oswego and contains some of the top locations anywhere in Oregon. This property features a style and craftsmanship that would be hard to duplicate today. From the boxwood hedges and brick pathways to the heavy use of copper, gables, balconies and Henry Jaegler ironwork, this home is unmatched. With a remodel in 2022, the original lines and feel have been preserved, but upgraded with modern amenities. Updates include a new kitchen and bathroom, featuring upgrades such as heated tile flooring, sound system, security, connectivity and a new dock. As you walk down the quiet lane and into the property, you will notice the split shake roof with copper gutters and beautiful mature gardens. On the waterfront is a pool & hot tub with automatic covers, a large balcony with a built-in gas barbecue, refrigerated drawers for drinks and an outdoor fireplace. Next to the water is a Paris inspired dining area, and a brand new dock with a boat lift and room for mooring for guest boats. The home features 4 bedrooms and an office (which may easily be used as a 5th bedroom), multiple fireplaces, vaulted ceilings and many recent upgrades. There are amazing entertaining areas and even a theatre in the bonus room. Step out onto your bedroom balcony to look onto the water or take a swim in the pool after a ski or wake surf session, this is an unbeatable blend of timeless elegance and resort lifestyle.

919 WESTPOINT RD, Lake Oswego

$5,499,999
9 Beds 6 Baths 638677948 MLS
A once-in-a-generation legacy estate offering luxury living, resort-style entertaining, and extraordinary collector-car amenities on 1.72 landscaped acres along Salmon Creek. Completely transformed through a $1.5 million renovation in 2018, this remarkable 9,780SF estate blends timeless craftsmanship with modern luxury. A gated entrance and grand arrival lead to soaring ceilings, stunning woodwork, expansive living spaces, and exceptional attention to detail. Designed for both everyday living and entertaining, the home features an open-concept layout with a chef's kitchen equipped with Wolf and Sub-Zero appliances, oversized gathering spaces, bar area, theater room, children's playroom, home office, formal dining, and seamless indoor-outdoor living. The primary suite serves as a private retreat with a fireplace, sitting area, large jetted jacuzzi, and views overlooking the grounds and Salmon Creek. Outside, the property rivals a private resort. The backyard showcases a pool with water slide and diving board, covered patio with fireplace, built-in BBQ, sink, kegerator, refrigerator, storage, outdoor television, integrated sound system, basketball hoop, and gathering spaces. A second-story deck with glass railings provides elevated views of the property. Car collectors and RV enthusiasts will appreciate the detached garage and shop complex featuring three oversized RV bays, 50-amp service and dump stations, seven double-deep garage bays, built-ins, and epoxy floors. Combined with the attached four-car garage, the property accommodates 23+ vehicles. The shop wing includes a full-size gym, private hair salon, and a two story ADU featuring a 1,350SF apartment above and a luxury entertainment lounge below with fireplace, bar, and kitchenette Additional amenities include 2 storage sheds, mature landscaping, and extensive outdoor living spaces. Ideally located near Legacy Hospital, I-5, I-205, shopping and dining, this is one of Vancouver's most unique estate properties.

4911 NE SALMON CREEK ST, Vancouver

$5,495,000
6 Beds 5 Baths 540798156 MLS
Introducing a truly exceptional rare retreat in the heart of Lake Oswego set on 1.88 private acres in unincorporated Clackamas County, this gated estate offers an extraordinary blend of luxury, comfort & seclusion.The outdoor setting is a showpiece, centered around a resort-style pool & an impressive vaulted pool/guest house designed for unforgettable entertaining.The 7,773sf grand primary residence is ideal for both large-scale gatherings as well as everyday living.The main level is highlighted by a vaulted primary suite, privately positioned complete with a generous custom dressing room & convenient laundry. The center of the home offers a chef's kitchen with high end finishings, dramatic great room, grand scale formal dining room with custom buffet, a refined library complete with a custom rolling ladder, 2nd main level bedroom, office & a fully equipped lower-level theater. Throughout, soaring ceilings with rich wood beam accents & expansive windows create a bright, airy atmosphere while maintaining a strong sense of privacy. Upstairs, a distinctive split layout separates a spacious guest suite—featuring its own laundry & storage/bonus space—from the separate upper level offering three bedrooms, playroom & a dedicated fitness room. Additional amenities include outdoor fireplace, an oversized three-car attached garage, RV parking and picturesque gardens with expansive lawns, meandering walking paths, huge verandah & custom lighting. Versatile 1390 sf pool/guest house features a stage, fireplace, stylish bar & kitchenette, dedicated office or studio, 1 1/2 baths, plethora of storage, plus an additional oversized two-car garage/shop suitable for a lift. Bordering the 6.8-acre Woodmont Park & near Tryon Creek State Park with miles of scenic trails, this property is located in the highly desirable Forest Highlands neighborhood, just minutes from top-rated schools, charming Lake Oswego Village & Lake Grove restaurants, cafes, shops, golf, gourmet markets and more!

951 ATWATER RD, Lake Oswego

$5,495,000
10 Beds 7 Baths 658338277 MLS
Rare opportunity to own Illahee Ranch, rich with Native American History! Wildlife abounds on this stunning ranch near the world-famous North Umpqua River and is completely surrounded by the Umpqua National Forest! Illahee Ranch is located 50 miles east of Roseburg, Oregon and is 65 miles west of spectacular Crater Lake. It offers 77.28 fenced acres of private wilderness. Providing its own private airport and 2,800-foot-long runway, this breathtaking property comes complete with an 84'x84' hanger/barn with 54'x15 electric door, and a modern 30x48' green house with automatic watering and monitoring system, and a newly built 1,006 sq ft shop. The property features four separate cabins, including a new cabin built in 2023, a finely appointed owners retreat with spectacular views of the entire ranch, white gold pine vaulted ceilings, hardwood floors, a great room with wet bar, and dining room with seating for 28. Don't miss this chance to own one of the most private, spectacular, and peaceful properties on earth!

1111 ILLAHEE RD, Idleyld Park

$5,350,000
4 Beds 4 Baths 515833612 MLS
Exquisite custom home with timeless quality features throughout located on a full acre along the Columbia River! 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! This custom home includes a separate complete living area that is accessed through home or garage, and could be locked off from main house. It is very useful as a caretaker, in-law, or just family member quarters. It was built with all this in mind plus the kitchen was designed as a secondary kitchen for baking or catering the big house for entertaining. It is very quiet and private, as it looks out to the woods and has a peek-a-boo view of the river!

8119 SE LIESER POINT DR, Vancouver

$5,300,000
5 Beds 4 Baths 315958654 MLS
Rarely does a property like this come to market - steeped in architectural significance, graced with panoramic views, and located in one of Portland’s most prestigious neighborhoods. Tucked at the top of SW Hawthorne Terrace on a flat, park-like .6-acre parcel, this 1931 Wade Hampton Pipes - designed residence is a masterwork of English Arts & Crafts style, creatively updated for modern life with a seperate guest house and 5 car garage. Admired for its rich brickwork, handcrafted millwork, and dramatic curvilinear stair tower, the home balances architectural depth while living effortlessly modern, where sun-filled bow windows, thoughtfully scaled gathering spaces, and a layout that flows with quiet confidence.The den is wrapped in original Philippine Mahogany, the primary suite is expanded and elevated, and four fireplaces (three inside, one out) add warmth and wow. French doors spill out to a lawn that feels like a private park-framed by 300° views of Mt. Hood, St. Helens, Rainier, and the city skyline. A guest house with a 3-car garage below adds serious flexibility for work, guests, or a creative studio.And the neighborhood? Portland Heights is the crown jewel of the West Hills-tucked away but right in the mix. You’re minutes to downtown, OHSU, the MAC, and freeway access. In 15 minutes, you're at the airport or your tee time. Great schools, iconic homes, friendly neighbors, and that feeling you get when you know you’ve arrived to that rare sweet spot where timeless design, legendary views, and the hum of the city all spectacularly converge. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10249509]

1840 SW HAWTHORNE TER, Portland

$5,250,000
4 Beds 4 Baths 338843522 MLS
Stillwater Vista by TimberRidge Development - A Private Lake Oswego Retreat Above the Water Commanding a premier vantage above Oswego Lake. Stillwater Vista is a rare expression of architectural elegance and effortless lakefront living. Selected for the 2026 Street of Dreams Home Builder Showcase, this residence showcases an exceptional level of design, craftsmanship, and innovation in one of Lake Oswego’s most coveted settings. A dramatic great room features 20-foot vaulted ceilings, statement lighting, and a sculptural fireplace, while walls of glass frame serene lake views and open to a vaulted, covered upper terrace with a striking stone fireplace, integrated heating, and outdoor entertaining spaces. The kitchen is both a showpiece and a professional workspace, defined by exposed beam ceilings, a 12-foot island, side-by-side Sub-Zero refrigeration, and a 60-inch Wolf range, complemented by custom inset cabinetry and a fully equipped scullery. An indoor-outdoor bar enhances seamless entertaining. The main-level primary suite offers 17-foot vaulted ceilings, tranquil water views, and a spa-inspired bath with heated floors, slab marble, a soaking tub, and a custom dressing room with island and integrated laundry. The lower level is designed for leisure, featuring a lounge with fireplace, glass-enclosed wine cellar, fitness studio with sauna, and access to a covered lakeside terrace with hot tub and media setup. Residents enjoy access to Oswego Lake via a private neighborhood tram to a dedicated boat slip—an increasingly rare amenity completing this exceptional offering. Stillwater Vista is a showcase, a retreat, and a legacy property designed to be experienced.

843 TERRACE DR, Lake Oswego

$5,250,000
4 Beds 4 Baths 559170383 MLS
Welcome to Chehalem Crossing, where Oregon wine country living reaches its highest expression. Imagine waking up every morning to panoramic views of the Willamette Valley, your own estate vineyard just outside the door, and a home where every detail was chosen with intention. Nestled within the prestigious Trillium Estates on a south-facing slope above the Willamette Valley between Sherwood and Newberg, this masterfully crafted single-level estate spans 17 acres of breathtaking wine country. Soaring vaulted spaces, 11' ceilings, and zero-entry living flow seamlessly, creating a home that feels grand yet deeply livable. Every finish tells a story. Beams hand selected. Mantels salvaged from the original Sellwood Bridge. Custom iron forged by hand. Italian journeys shaped the arched doorways, shutters, ironwork and water features woven throughout, old-world inspiration quietly revealing itself at every turn. The lodge-sized stone fireplace anchors a great room built for gathering. The chef's kitchen stuns with soaring ceilings, a granite island with custom-turned legs, and views overlooking the vines. The primary suite offers its own fireplace, vaulted beam ceiling, a spa-like bathroom and a dream-worthy closet. A library with floor-to-ceiling built-ins and rolling ladder. A temperature-controlled wine cellar designed as an island: open, celebrated, architectural. Outside, a covered timber pergola, outdoor kitchen, in-ground pool and spa, fire pit, bocce ball court and a pool house with full bath, easily serving as a detached guest suite. A vaulted 40’x60’ shop with a 14' door. And everywhere you look, rolling hills painted in a different color every single evening. Eleven acres of estate Pinot Noir and Chardonnay carry a single-vineyard designation, LIVE-certified and currently in contract with one of Oregon's most celebrated wineries, all within the coveted Laurelwood District of the Chehalem Mountains AVA. Rare. Refined. Rooted in the heart of Oregon wine country.

30460 NE BELL RD, Newberg

$5,195,000
4 Beds 4 Baths 679565322 MLS
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.

1933 HIGHLANDS LOOP, Lake Oswego

$5,000,000
14 Beds 12 Baths 392032753 MLS
An exceptional opportunity to own one of Mt. Hood's premier mountain retreat properties. Set on two contiguous parcels totaling 11.8 private, wooded acres, this remarkable offering includes two authentic ski lodges, each approximately 7,000 square feet, creating an unmatched destination for luxury vacation rentals, corporate retreats, family reunions, wellness retreats, or a private mountain estate.The 8-bedroom and 6-bedroom lodges capture the timeless character of a true alpine retreat with soaring timber beams, river rock fireplaces, expansive gathering spaces, and private hot tubs surrounded by towering pines and fresh mountain air. Extensively improved since 2021, the property features a new roof, exterior painting and sealing, remodeled kitchen, HVAC upgrades, septic and water system improvements, fire safety upgrades, interior renovations, and more, creating a turnkey investment.Currently professionally managed by Meredith Lodging, the property generates approximately $300,000 in annual gross rental revenue, with financial records available upon request. Furnishings may be included with an acceptable offer.Located just minutes from Timberline Lodge and Mt. Hood Meadows, owners and guests enjoy immediate access to skiing, snowboarding, hiking, mountain biking, fishing, and year-round recreation. Home to North America's longest ski season, Mt. Hood attracts visitors from around the world seeking an unforgettable mountain experience.The combined 11.8 acres include a 1.4-acre parcel and a 10.4-acre parcel with zoning offering future subdivision potential for up to four additional parcels and homesites on each parcel, subject to county approval. Just 45 minutes from Hood River, guests can enjoy first tracks in the morning, relax by the fire or in the hot tub at day's end, and experience the best of Mt. Hood from this extraordinary legacy property.

93732 E Highway 26, Government Camp

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