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$6,680,000
4 Beds 4 Baths 186371709 MLS
Completely reimagined and exquisitely renovated, this modern waterfront retreat commands a coveted position on the north shore of Oswego Lake, showcasing sweeping 220-degree panoramic views and all-day southern exposure. Spanning nearly 7,500 square feet, the residence offers an exceptional blend of sophisticated design, effortless livability, and resort-inspired amenities.Created for both grand entertaining and everyday enjoyment, the home features expansive gathering spaces, a chef’s kitchen, stylish wet bar, and a stunning sunroom that quickly becomes everyone's favorite place to unwind. Throughout the home, a relaxed sense of lakefront luxury creates an atmosphere that is both refined and inviting.Wellness and recreation are seamlessly integrated with a private sauna, rain shower, swim spa/endless pool, fitness studio/flex space, and versatility. Outdoors, beautifully designed living areas include a spacious lawn, outdoor kitchen, and fire pit—perfect for hosting unforgettable evenings by the water.The experience culminates at the oversized boathouse, complete with a restroom, outdoor shower and an expansive rooftop terrace that serves as the ultimate lakeside lounge and launching point for a refreshing jump into the lake.The opportunity to own a property with this level of lifestyle are exceptionally rare. A double boathouse, three-car garage, and level parking for more than 12 vehicles complete a truly remarkable waterfront estate designed for those who value luxury, recreation, and effortless entertaining.

2470 SUMMIT CT, Lake Oswego

Listing Courtesy of Harnish Company Realtors.

$6,500,000
3 Beds 3 Baths 428300930 MLS
Welcome to 8418 Valley Way SE—where timeless elegance meets the tranquil beauty of Oregon wine country. Nestled along the quiet curves of Valley Way, just outside Salem, Oregon this exceptional estate offers 7,821sf of inspired living surrounded by rolling vineyards, golden farmland, and the charm of the Willamette Valley including unobstructed views of Mt. Jefferson and Mt. Hood. Step inside to discover a world of comfort and sophistication. The main level is thoughtfully designed with a chef’s kitchen built for culinary artistry, a private office that fuels productivity, and a spa-like primary suite complete with dual walk-in closets and a luxurious bath retreat. Wellness and relaxation are seamlessly integrated—from the indoor swimming pool and private gym to the secluded courtyard with a hot tub overlooking the estate grounds. Upstairs, an additional 1,738sf includes a second kitchen and lounge, ideal for guests, multi-generational living, or creative studio space. Expansive windows, natural textures, and effortless indoor-outdoor flow make this home a true expression of Pacific Northwest living—graceful, grounded, and endlessly inspiring.

8418 VALLEY WAY, Turner

Listing Courtesy of Christie's International Real Estate Evergreen.

$6,495,000
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.

$6,388,000
5 Beds 5 Baths 585216661 MLS
Stunning Lakefront Custom Estate on Oswego LakeGated and private with ~100’ of lake frontage on the desirable north shore, this exceptional 5,554 SF custom home offers 5 beds and 5 baths with sweeping south-facing views. Walls of windows and a dramatic two-story great room open to expansive decks, creating seamless indoor-outdoor living.Gourmet kitchen with high-end appliances, spacious open floor plan, and abundant natural light throughout. Upper-level primary suite features panoramic lake views, private balcony, spa-like bath, and walk-in closet.Rare temperature-controlled swimming pool, multiple outdoor entertaining areas with patio heaters and spa tub, plus beautifully landscaped grounds. Oversized boathouse with lift and private dock for direct lake access.Lower level includes separate living quarters with 2 beds, 2 baths, living area, and kitchenette—ideal for guests or extended living. Additional features include 3-car garage, media room with wet bar, and whole-home audio.Premier lakefront living just minutes to downtown Lake Oswego.

3142 LAKEVIEW BLVD, Lake Oswego

Listing Courtesy of Cascade Hasson Sotheby's International Realty.

$6,250,000
4 Beds 3 Baths 383233553 MLS
For those seeking more than a home, this remarkable Sauvie Island estate offers a private sanctuary designed for gathering, celebrating, and creating memories for generations to come. Privately situated on 26.66 acres and just 20 minutes from downtown Portland, the property offers an increasingly rare opportunity to slow down, reconnect, and enjoy the rhythms of country living without sacrificing convenience. A thoughtfully reimagined farmhouse is surrounded by curated grounds featuring open lawns, mature landscaping, gardens, orchard trees, walking paths, and sweeping mountain views and the Coast Range. Designed around light, flow, and connection, the home lives comfortably in every season and at every scale—from quiet mornings to large family gatherings. Designed for entertaining on any scale, the estate includes a resort-style pool, outdoor kitchen, pool house, and a striking barn with cedar-clad interior. Framed by expansive Oregon skies and a setting that feels worlds away, this is a place where family, friends, and future generations can gather, celebrate, and create lasting memories.

22141 NW REEDER RD, Portland

Listing Courtesy of Windermere Realty Trust.

$6,250,000
5 Beds 6 Baths 261625030 MLS
Born from the grandeur of Portland's Golden Age, this iconic 1928 Willamette River estate stands as an enduring testament to an era when industrialists, publishers, civic leaders, and tastemakers gathered to influence the future of the Pacific Northwest. Known as the Jackson Mansion, the estate occupies a singular place in Portland history, its legacy forever intertwined with that of the famed West Hills Pittock Mansion. Both home to rival newspaper dynasties whose publishing empires influenced the political, cultural, and economic future of the region, making these landmark estates enduring symbols of Portland's prominence and influence. Evoking the great country houses of Normandy and the Loire Valley, the residence exudes quiet grandeur through steeply pitched rooflines and stately chimneys clad in richly detailed masonry. Formal parterre-style gardens frame the grounds, creating a sense of arrival befitting one of Portland's landmark estates. Set on more than two private acres in prestigious Dunthorpe, across the river from Waverley Country Club, the home captures the scale and permanence of a bygone age while embracing modern luxury through thoughtful interior updates by Maison Inc. and Shannon Christenberry. Sweeping Willamette River views provide a breathtaking backdrop throughout the residence, while direct river access offers a rare connection to the waterfront lifestyle that has long distinguished Portland's most coveted estates. One of the largest private docks on the Willamette River accommodates multiple boats and watercraft, creating an exceptional setting for life on the river. Whether hosting elegant gatherings, enjoying summer afternoons on the dock, or arriving home by boat, the estate embraces a level of waterfront living seldom found in the Pacific Northwest. Rich in provenance and impossible to replicate, this is more than a waterfront estate, it’s a legacy property and a defining piece of Portland's heritage.

11522 S RIVERWOOD RD, Portland

Listing Courtesy of LUXE Forbes Global Properties.

$6,200,000
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.

$6,000,000
4 Beds 2 Baths 839638 MLS
Threemile Vineyard — a rare legacy estate where world-class viticulture meets dramatic Columbia River Gorge scenery. Spanning approximately 288 acres of basalt-lined coulees, rolling hills, old-growth pockets and a singular terroir, this property is alive with elk, black-tailed deer and bald eagles and offers unforgettable territorial and Mt Hood views. Planted beginning in 2019 and managed block-by-block using sustainable, organic practices, Threemile features a custom Mitchell Lewis & Staver irrigation system with precise microclimate and moisture monitoring to deliver premium fruit for discerning winemakers. The vineyard is farmed for quality—vine nutrition, irrigation control and precision management are in place to support top-tier production. The estate includes three distinct addresses and flexible living options: a remodeled 4-bed, 2-bath farmhouse (2,164 sqft) with a primary suite, chef’s kitchen Viking range, Sub-Zero, cherry cabinetry, breakfast nook and large patio; a charming 2-bed, 2-bath manufactured home (1,100 sqft, 2005) with high ceilings and hardwood floors that can be replaced with a stick-built residence; and an eclectic off-grid guest cabin perched for artistic inspiration. Additional options exist to apply for a farm dwelling. A historic early-1900s barn anchors the property’s agricultural heritage. Complete agricultural infrastructure supports operations: irrigation and microclimate systems, outbuildings, equipment and storage areas—ready for growth. The farm’s layout, livestock-friendly rolling lush pastures and room for expanded viticulture, equine or ranching pursuits make it ideal for multigenerational living, a commercial wine program, or a private retreat. Just four miles to downtown The Dalles yet feeling worlds away, Threemile Vineyard is an invitation to winemakers, stewards and families to craft wines and lives that express this unique place. Contact us to explore this extraordinary opportunity.

3455 Three Mile Rd, The Dalles

Listing Courtesy of THOROUGHBRED REAL ESTATE GROUP INC. 503-862-9601

$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

Listing Courtesy of Thoroughbred Real Estate Group Inc.

$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

Listing Courtesy of LUXE Forbes Global Properties.

$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.

$5,990,000
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

Listing Courtesy of Premiere Property Group, LLC.

$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
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

Listing Courtesy of LUXE Forbes Global Properties.

$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

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
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.

$5,750,000
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

Listing Courtesy of Premiere Property Group, LLC.

$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

Listing Courtesy of Cascade Hasson Sotheby's International Realty.

$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.

$5,700,000
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

Listing Courtesy of Real Broker.

$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

Listing Courtesy of Rose City Realty Group.

$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

Listing Courtesy of Cascade Hasson Sotheby's International Realty.

$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
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

Listing Courtesy of Cascade Hasson Sotheby's International Realty.

$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.

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