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$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 4 Baths 220174703 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). A total of 32 acre of vines; Pinot Noir, Chardonnay, Gamay, Dolcetto grapes stretch across the hills of this property.The property of Jubilee Vineyard is made up of three separate tax lots encompassing mature forest, ponds and pastures offering additional opportunities to develop more vineyards. Overlooking the Amity Valley, a 5,140sqft, 4 bed, 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 Road, Amity

$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

$4,999,950
5 Beds 4 Baths 424612894 MLS
Grace Meadows — an extraordinary private estate that consists of a fully remodeled main home, separate guest home, shop and an impressive 15Ksqft heated pavilion across 51 rolling acres. Perfectly balanced between complete seclusion and effortless access to Oregon City, Canby, West Linn and just 20 miles to PDX. Enter a gated sanctuary of sweeping pastures, wide-open skies and unparalleled architectural character. The remodeled 3,248sqft main residence is an entertainer’s dream with an open-concept floor plan centered on a gourmet kitchen whose ideal sink vantage looks out over gentle fields. Soaring vaulted ceilings, gleaming hardwoods and thoughtful designer finishes define the living spaces. The home offers two bedrooms, a flexible bonus room, and four bathrooms (two full, two half). The primary suite is a private retreat with a dual-sided fireplace, built-in steam shower, and an exquisitely organized walk-in dressing room. Practical luxury continues with a detached pull-through three-car garage, generous mudroom, and abundant storage. Across the entry plaza, a fully independent 3,200sqft farmhouse provides ideal multigenerational or guest accommodations — three bedrooms, two bathrooms and attached garage for complete privacy and convenience. For makers and enthusiasts, a heated three-bay workshop is outfitted with a full lift, air compressor, and half bath to support any project. The crown jewel is the dramatic grand showroom: framed in historic old-growth timber with custom copper accents, flooded with natural light, and anchored by a sweeping spiral staircase and rooftop viewing opportunities. This flexible, cathedral-like space is perfect for showcasing collections, creating art, entertaining at scale, or pursuing agricultural and commercial visions. This is a rare, expansive canvas for a sanctuary estate—well appointed, infinitely adaptable, and supremely private. Showings by appointment only. Owner would consider seller financing.

21187 S LELAND RD, Oregon City

$4,999,900
6 Beds 4 Baths 400246009 MLS
Located in the gated community of Dawson Ridge, this Modern European Farmhouse stands in a class of its own. Perched on almost an acre in the coveted Camas hills, the home captures sweeping 180 degree views of the Columbia River, city of Portland, and Mount Hood, with unforgettable sunsets over the coastal range.Originally featured in the 2019 Parade of Homes as a full interior and exterior remodel, the home was reimagined to an exceptional standard. Expansive windows flood the interior with natural light and frame the views from nearly every rear facing room.Designed for both luxury living and effortless entertaining, the home offers 6 bedrooms with sleeping for 10 including custom built in bunks, 4 full baths, and 2 powder rooms. The layout lives primarily on the main level, with a private primary suite upstairs and a separate guest retreat for ideal flexibility.The chef’s kitchen is a true showpiece with exposed steel beams and a full suite of Sub Zero appliances including refrigerator, freezer, wine cooler, ice machine, mini fridge, warming drawer, and built in steam oven. A 60 inch gas range with double ovens and griddle, dual Cove dishwashers, and a remote controlled bar complete the space.Additional features include dual washer and dryer sets, a steam closet, and a full size washer and dryer in the primary closet. A private guest wing offers two bedrooms, a shared bath, and four built in bunks.The terraced backyard is designed for privacy and year round enjoyment of the views, while the oversized motor court driveway leads to generous garage space.Located in the top rated Camas School District, just 12 minutes to PDX and 5 minutes to the Columbia Palisades. A rare opportunity to own one of the area’s most compelling view properties.

554 NW DAWSON RIDGE DR, Camas

$4,999,900
4 Beds 4 Baths 634777003 MLS
One of Oswego Lake's iconic waterfront homes, this custom estate offers a rare **150 feet of prized shoreline**, panoramic water views, a covered boat dock, and an exceptional lakefront lifestyle. Accessed by a gated bridge, the property combines timeless architecture, outstanding craftsmanship, and resort-inspired amenities in one of Lake Oswego's most sought-after neighborhoods.A dramatic **three-story wall of windows** captures spectacular lake views and fills the home with natural light. Expansive living and entertaining spaces open to multiple lakeview decks, creating seamless indoor-outdoor living.The chef's kitchen features a large island, Sub-Zero refrigerator, double Dacor ovens, custom cabinetry, and generous workspace, flowing into the great room with wet bar, dining area, and covered balcony overlooking the lake.The primary suite is a peaceful waterfront retreat with two balconies, fireplace, sitting room or office, dual walk-in closets, and a spa-inspired bath with soaking tub, walk-in shower, steam shower, and dual vanities.Additional living spaces include a lakeview guest suite, spacious secondary bedrooms, and a den with fireplace, built-ins, wet bar, and balcony. The walk-out lower level is ideal for entertaining or **multi-generational living**, featuring a second kitchen, sauna, fitness area, and a 750-bottle climate-controlled wine cellar.Beautifully landscaped grounds offer tranquil water features, generous outdoor entertaining areas, a covered boat dock, **steel high dive**, and the rare historic 1930s shoreline swimming area. Additional highlights include a **rare five-car garage**, backup generator, dumbwaiter, fresh interior paint, and new carpet.A **once-in-a-lifetime opportunity** to own one of Lake Oswego's premier waterfront homes with direct lake access, extraordinary amenities, and an unmatched Pacific Northwest lifestyle.

3012 LAKEVIEW BLVD, Lake Oswego

$4,995,000
5 Beds 4 Baths 149330754 MLS
The H. Russell Albee House is one of Portland’s rare landmark estates, a 1912 Laurelhurst residence that carries history, design pedigree, and modern livability in equal measure. Set just outside the sunlit canopy of Laurelhurst Park, this architectural treasure was thoughtfully reimagined by Jessica Helgerson Interior Design through a comprehensive remodel that touched every surface and system. Original Craftsman millwork and period details were preserved with exceptional care, while custom woodwork, bespoke fixtures, hand-painted details, artisan collaborations, and hand-selected furnishings brought the home into a new era. Featured twice by Architectural Digest, including print and film, recognized by Restore Oregon as a HIPstoric landmark, and celebrated by Portland Monthly and The Oregonian, the home stands as one of Portland’s most meaningful private residences. The main level offers a generous living room with fireplace, den, formal dining room, dedicated office, and a remarkable kitchen with LaCanche range, double Sub-Zero refrigerators with custom paneling, and Waterworks fixtures. Upstairs, the primary suite includes a fireplace, walk-in closet and dressing room, and a private sitting room overlooking the rose garden. Three additional bedrooms complete the upper level. The fully reimagined lower level adds a guest bedroom suite with sitting room, media room, game room, spacious laundry, and generous storage. Outside, multiple entertaining areas, a spectacular greenhouse, rose gardens, professionally maintained beehives, wrought-iron gates, fountains, mature trees, and lush plantings create a private garden setting unlike anything else in the city. Historic, soulful, and impeccably designed, this is Laurelhurst at its best. Inquire for the comprehensive upgrade and details list.

3360 SE ANKENY ST, Portland

$4,995,000
4 Beds 4 Baths 125491562 MLS
Experience the pinnacle of lakefront luxury at 852 Northshore Road, an exceptional estate in one of Lake Oswego’s most coveted neighborhoods. This timeless waterfront home seamlessly blends classic elegance with modern sophistication, offering breathtaking lake views, refined architectural details, and a seamless indoor-outdoor lifestyle. Inside, high ceilings, rich hardwoods, and walls of glass flood the space with natural light and frame serene vistas throughout. The gourmet kitchen is a chef’s dream, featuring high-end appliances, custom cabinetry, and an oversized island perfect for entertaining. The main-level primary suite is a peaceful retreat, with tranquil water views and a spa-like bath complete with dual vanities, a soaking tub, and a walk-in tiled shower. Three additional bedrooms provide ample space for family and guests. Downstairs, enjoy a state-of-the-art media room, a spacious laundry and utility area, and a large recreation space that opens to multiple outdoor terraces. Step outside to manicured grounds and patios ideal for alfresco dining, lounging, or sunset watching. A private dock and charming boathouse invite endless lake adventures—whether boating, paddleboarding, or simply enjoying the quiet beauty of the water. Privately tucked behind a gated drive and just moments from downtown Lake Oswego’s shopping, dining, and cultural amenities, this rare offering is more than a home—it’s a legacy property that defines lakeside elegance.

852 NORTHSHORE RD, Lake Oswego

$4,995,000
6 Beds 7 Baths 729093728 MLS
Willamette Riverfront Estate blending Northwest Craftsman architecture with thoughtful modern updates. Originally built in 1913 and extensively reimagined in 2005-2006, this home is set on over an acre along one of Lake Oswego’s most sought-after stretches of riverfront. Rich woodwork, custom built-ins, high ceilings, and refinished hardwoods define the interiors. The kitchen opens to the family room and a window-wrapped sunroom with vaulted bamboo ceilings and panoramic river views. Features include a butcher-block island, 8-seat eating bar, and a 6-burner Wolf range. The updated butler’s pantry offers a secondary suite of appliances to enhance everyday function and entertaining. Formal living and dining, office with exterior access, and main-level guest suite. The primary suite offers a spa-like bath clad in Ann Sacks tile, complete with a fireplace-accented soaking tub, oversized walk-in shower, and recently renovated closet. The lower level is designed for entertaining, featuring a wet bar and seamless access to the backyard, pool, and riverfront. An upper-level bonus room is complete with a built-in rock climbing wall and interactive game elements. Outdoor features include an oversized dock with 2 boat lifts and 2 jet ski docks, a thoughtfully designed pool and spa, and two gas fireplaces. Gated entry, mature landscaping, and private setting in the Riverdale School District. Significant improvements completed in recent years include transformative exterior paint, a refreshed main-level statement fireplace and eating bar, remodeled butler’s pantry with integrated dual laundry, custom primary closet, and an elevated gangway system.

12790 S FIELDING RD, Lake Oswego

$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

$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

$4,995,000
5 Beds 5 Baths 220213779 MLS
Horseman's Dream of Central Oregon is a 35.21± acre estate w/ 18.6± acres of water rights that backs up to Bureau of Land Management(BLM) land in one of Oregon's most desirable rural areas, Tumalo. Boasting a 3,000± square foot, 5-bedroom, 5-bathroom (3 are suites) home with luxury finishes, a covered outdoor patio, & a 4-car garage. Additionally, it has a recently built (2021) 1,862± square foot hobby building w/ multiple rooms that could serve offices, two bathrooms, and a fully covered and screened outdoor kitchen. Both structures have been recently built or remodeled with impeccable care. This is the horseman's dream. The recently built (2021) indoor arena w/ 8 stalls w/runs, wash stall, tack room, a feed room, multiple hay storage areas, automatic watering system for the arena, and heated/automatic waterers. Add a trail course, Priefert hot walker, outdoor roping arena, custom pipe fencing, automatic waterers, round pen, & even a small feedlot for cattle. Come and see the dream.

66505 Gerking Market Road, Bend

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

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. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: