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$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

Listing Courtesy of Coastal Sotheby's International Realty.

$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

Listing Courtesy of Hoag Real Estate.

$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

Listing Courtesy of Cascade Hasson Sotheby's International Realty.

$5,900,000
4 Beds 2 Baths 738794345 MLS
Sundale Fruit Company is comprised of approximately 334 acres adjacent to the Columbia River just west of Roosevelt WA. The acreage is planted to high-density apple, cherry and pear orchards. Elevations range from 285ft to 625ft with an early micro-climate which produces some of the earliest and most valuable fruit in the Northwest. Varietals include: Apples - Honey Crisp, Buckeye Gala, Granny Smith, and Fuji; Cherries - Bing and Coral Champagne; Pears - Bartlett and Anjou. The property features extensive housing infrastructure including a 3300 sq ft owners residence, manager's residence, foreman's residence, and numerous housing options for workers as well as H2A labor housing.

17 SUNDALE DR, Roosevelt

Listing Courtesy of Berkshire Hathaway HomeServices NW Real Estate.

$5,850,000
3 Beds 4 Baths 617491853 MLS
Welcome to Tillamook Bay Timber Retreat, where morning coffee turns into whale watching atop 318 acres of coastal timber, with amazing views of the Pacific. Imagine walking out onto your deck to scan the ocean for gray whales migrating from and to Alaska. Look north to see whether the tide line marks gorgeous Tillamook Bay—or simply witness the vastness that defines this stretch of coastline.You need no longer imagine this, as this opportunity for a Buyer who desires an exceptional setting that cannot be replaced is now available. Surrounding two custom-built log homes with views of the ocean on all sides, this estate gives unmatched privacy through more than 300 acres of coastal timber valued at $3.8 million, according to a recent professional cruise assessment.The 6,650 ±-square-foot main lodge with three bedrooms, four baths, and a large bonus room takes in views of the Pacific and Tillamook Bay and is connected by a residential elevator. Additionally, another 3,910± square foot log home with three bedrooms and two and a half baths sits secluded in the trees,not far from the main house, but private, allowing for family or guests to be close but not too close. Both homes are framed by Western hemlock, Sitka spruce, and Douglas-fir stands rising toward Tillamook Bay.A six-bay heated shop, for all the tools and toys you might need to maintain and enjoy the property, as well as a full bathroom. Many might find themselves spending more time in this shop than at a house.This is not merely a property - it is a legacy holding. Whether you pursue Roosevelt elk harvests, timber income cycles, or simply solitude measured in nautical miles, the retreat delivers what urban estates cannot. Seller financing available for qualified buyers seeking generational stewardship of this coastal sanctuary.

1500 NETARTS HWY, Tillamook

Listing Courtesy of Fay Ranches, Inc.

$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

Listing Courtesy of Fay Ranches, Inc.

$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

Listing Courtesy of Real Broker.

$5,500,000
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

Listing Courtesy of Rose City Realty Group.

$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

Listing Courtesy of Knipe Realty ERA Powered.

$5,499,000
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

Listing Courtesy of Cascade Hasson Sotheby's International Realty.

$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

Listing Courtesy of Cascade Hasson Sotheby's International Realty.

$5,495,000
3 Beds 4 Baths 787684765 MLS
THE PINES ESTATE. Nestled at the heart of wine country on over 10 acres with one-fifth of a mile of premier Willamette River frontage. The 'Pines' is a rare generational sanctuary where timeless architecture meets natural beauty. Behind a private gate, a circular drive leads through two acres of manicured lawns and pasture accented by a tranquil pond, setting the tone for this extraordinary riverfront retreat. The property comprises four distinct residences — the charming estate home, a 6-bedroom/5-bath guest house, a charming waterfront cottage, and a field cottage — each thoughtfully placed to capture serene views of the river and surrounding landscape. Originally designed in 1937 by renowned Portland architect Roscoe Hemenway for Mrs. M. Lloyd Frank of the Meier and Frank department store family. The main house showcases Oregon’s artisanal legacy with stone and timber elements inspired by Timberline Lodge. Inside, soaring beams, handcrafted fireplaces, and a rambling floor plan evoke warmth and a sense of heritage. Modern updates blend seamlessly with classic design, offering a main-floor primary suite, expansive great room anchored by a grand stone fireplace, elegant dining room, library with a rare brick beehive fireplace and country kitchen designed for gatherings large or small—all oriented to frame breathtaking views of the Willamette. Upstairs, the original primary suite opens to a sun porch overlooking the river. Outdoor living shines with lush grounds, an inviting pool, brick patio, and a private path leading to the dock for boating, paddle boarding, or peaceful reflection. Across the river, protected views of Champoeg State Heritage Site ensure lasting privacy and serenity. A place where stories are written and generations gather. The 'Pines' is more than a home—it’s a legacy on the banks of the Willamette River.

35960 NE WILSONVILLE RD, Newberg

Listing Courtesy of Harnish Company Realtors.

$5,400,000
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

Listing Courtesy of Cascade Hasson Sotheby's International Realty.

$5,395,000
4 Beds 4 Baths 678209645 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 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

Listing Courtesy of LUXE Forbes Global Properties.

$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.

$5,350,000
4 Beds 4 Baths 515833612 MLS
Exquisite custom home with timeless quality features throughout located on a full acre along the Columbia River! Most interior photos are virtual remodel renderings (they are marked in bottom right corner). This home was custom built with every attention to detail by the original owner. From the architectural design utilizing the “6-6.1 Palladium Golden Ratio” concept for structural integrity, acoustic balance, and visual harmony to the layout of every major room taking advantage of the incredible view of Mt. Hood from each. From the grand entrance you are drawn in with a full view of the river through the formal living room, and then your eyes are attracted to the grand sweeping staircase that follows up to the formal Library on the second floor. The entrance follows down to the spacious kitchen great room and all the amenities on the way such as the wine cellar, formal dining, wet bar, and art nooks. The master suite wing on other side is also through an art nook and takes in the views as well. This primary oasis is also is quite extensive with room for sitting in the bayed window area or in front of the marble fireplace. French doors open to the private patio. The suite boasts a dressing parlor, oversized walk-in closet, extra cedar lined closet, marble and crystal chandelier and sconces, double jetted tubs, double shower, and sauna. There is no shortage of comfort in every room of this spacious home because of the architectural design and planning. This home is wonderful to entertain or bask in privacy to enjoy the river which is abundant with wildlife, river activity and the airport! Note: This custom home includes a separate complete living area that is accessed through home or garage, and could be locked off from main house and is very private with view of woods and the river.

8119 SE LIESER POINT DR, Vancouver

Listing Courtesy of Keller Williams Realty.

$5,300,000
5 Beds 5 Baths 529833004 MLS
Emerald Springs Ranch. 54 acres, five natural springs, and a craftsman lodge thirty minutes from downtown Portland. The springs feed the house and the irrigation, so this land makes its own water. A wood-fired boiler, fueled from timber on the property, heats the floors, the domestic hot water, and the pool. Inside: stone and timber, vaulted ceilings, heated tile, butler's pantry, whole-property sound system. Five bedrooms including the main-floor primary with French doors to the patio. Outside: pool, pergola, outdoor kitchen, sport court, spring-fed pond stocked with trout and catfish, sandy beach, hay pasture, miles of trails. The orchard carries Honeycrisp and Golden Delicious apples, pears, cherries, plums, and blueberries alongside a self-irrigating vegetable garden. The 101-foot barn was built from salvaged old-growth timber, five bays below with a full apartment above (kitchen, bedroom, laundry, private deck). Accessible entry, main-floor bath, caregiver quarters.

37573 SE GORDON CREEK RD, Corbett

Listing Courtesy of Real Broker.

$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 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

Listing Courtesy of Berkshire Hathaway HomeServices NW Real Estate.

$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.

$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

Listing Courtesy of Cascade Hasson Sotheby's International Realty.

$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

Listing Courtesy of Opt.

$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.

$4,995,000
13 Beds 12 Baths 123657258 MLS
Incredibly rare opportunity to own a profitable 9 room inn, tasting room & event center / wedding venue! Located within the McMinnville AVA, which is experiencing the fastest-growth in the Willamette Valley, this 49.6 acre property features panoramic views of the Cascades & the valley while being conveniently located 15 minutes from downtown McMinnville. Roughly one hour from Portland, many event rental clients & vendors are drawn from the metro area. With nine luxury suites, the property offers a truly rare all-in-one destination for visitors to immerse themselves in Oregon wine county. 23 acres are planted to vineyard with ˜17.5 additional acres plantable. South / southeast aspect with elevation range of 550’-740’. The soils are deep & well drained from the Steiwer and Willakenzie Series. The property features 19,556 sq. ft. of structural improvements: -9,450 sq. ft. nine suite inn and tasting room, built in 1989 & extensively renovated from 2013-2015. -3,869 sq. ft. event center, built in 2016 and features a large open space with glass roll up doors leading to ˜2,500 sq. ft. of patio space + catering kitchen, wine barrel storage and a bar. -800 sq. ft. dedicated restroom building for events, with 4 single bathrooms + a storage room with garage door. -2,370 sq. ft. manufactured home w/ 871 sq ft. attached garage, 4 bed, 3 bath, built in 2007. -2,196 sq ft. 36’x61’ barn for equipment storage. -Ample guest parking with a large overflow gravel lot. Secured water rights, which are increasingly rare, ensures reliable access for vineyard & frost protection, making Youngberg Hill stand out in a market where water availability is tightly restricted. This is a rare opportunity to expand on a beautifully built & well maintained hospitality property. is a proven destination property offering the next owner the opportunity to continue the legacy, establish a home for an existing brand or launch a new venture within the dynamic Oregon wine community.

10660 SW YOUNGBERG HILL RD, McMinnville

Listing Courtesy of Premiere Property Group, LLC.

$4,995,000
5 Beds 5 Baths 756904191 MLS
A truly remarkable property that could be the daydream of any horse enthusiast, Horseman's Dream of Central Oregon, is as advertised. This 35.21± acre estate backs up to Bureau of Land Management (BLM) land in one of Oregon's most desirable rural areas, Tumalo. This property is designed to leave nothing to be desired, boasting a 3,000± square foot, five-bedroom, five-bathroom home with a covered outdoor patio and double garage. Additionally, it has a recently built (2021) office/hobby building with a fully covered and screened outdoor kitchen. Both dwellings have been recently built or remodeled with impeccable care.This is the horseman's dream. The recently built (2021) indoor arena with eight stalls (with runs), washroom, tackroom, multiple hay storage, automatic watering system, and endless details will make your days with the ponies much easier. Add to that a trail course, Priefert hot walker, outdoor roping arena, all custom pipe fencing, irrigated pastures, automatic waters, and a round pen, and you will be hard pressed to find an amenity needed for equine activity. Additionally, those who love to work a cow or two will see the small feedlot as an excellent addition for those working cow horses, or those who want to spread their livestock investment.Now, this "dream" happens not only in vibrant Central Oregon but also in the small rural community of Tumalo. Located between the cities of Bend, Redmond, and Sisters, Tumalo is renowned for its close-knit community, small farms, and horse properties. Many find that Tumalo offers the best balance between country living and proximity to Bend's economic/cultural center. If you dream about spending your days around spoiled ponies, riding out of the weather, having room for your family and friends, we have that dream.

66505 GERKING MARKET RD, Bend

Listing Courtesy of Fay Ranches, Inc.

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