Refine Search
Sort by
3455 THREE MILE RD, The Dalles
$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

36044 Highway 101, Gold Beach
$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

18418 OLD RIVER LNDG, Lake Oswego
$5,990,000
5 Beds ⋅ 4 Baths ⋅ 781082212 MLS
Hidden at the end of a private drive within an enclave of just seven homes, this extraordinary Lake Oswego estate unfolds across 1.15 secluded acres and approximately 80 feet of direct Willamette River frontage. It is an increasingly scarce distinction in a city where fewer than 20 single-family homes enjoy direct frontage on the river. Extensively reimagined from 2019–2021 by Matt Edwards and Silver Oak Custom Homes, the residence brings the substance and romance of a European country estate into a more open, contemporary way of living. Natural Wyoming stone and a dramatic two-story glass entry establish the architecture, while soaring interiors and walls of glass turn the focus toward the river. At the heart of the home, an approximately 18-foot great room offers two distinct gathering spaces, each with its own fireplace and stacking glass doors opening to the waterfront terrace. The chef’s kitchen centers on an 11-foot leathered granite island where everyone loves to gather, complemented by Wolf and Sub-Zero appliances, extensive custom cabinetry, a walk-in pantry and butler’s pantry. A temperature-controlled dual-sided glass wine gallery is part of the entertaining spaces rather than disappearing behind a cellar door, turning the collection itself into a work of art. The main-level primary suite enjoys panoramic river views, terrace access, a spa-inspired bath and boutique-style dressing room, while four additional bedrooms, a hidden lower-level media and billiards room, and independent guest quarters accommodate family and friends with ease. Two temperature-controlled garages provide space for approximately 10 cars, including a detached seven-car collector garage with three BendPak lifts, a glass-walled office overlooking the collection and a kitchenette. Outside, the terrace spanning the rear of the home gives way to an open riverfront meadow and private dock with a solar-powered lift. A 100+ foot-deep sturgeon hole directly offshore makes fishing part of life

18418 OLD RIVER LNDG, Lake Oswego

30000 SW 35TH DR, Wilsonville
$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

14427 SW Alfalfa Road, Powell Butte
$5,975,000
4 Beds ⋅ 4 Baths ⋅ 220230336 MLS
A once-in-a-lifetime opportunity awaits you in the wide-open expanses that exist just east of the popular destination town of Bend, Oregon. With pristine mountain views, multiple buildings and dwellings, and 25 acres of irrigated land, this 37.89-acre property is the perfect family estate or compound. The 3 bdrm/3.5 bath main residence anchors the living spaces and overlooks the expansive landscape with beautiful mountain views from the wide kitchen windows and wrap-around porch. Five duplex cabins, each about 500 sqft, provide additional living space. For family members and friends on the go, there are 7 RV spots with hook-ups. Additional buildings include a 8,639 sqft conference center and commercial kitchen, and a 3,016 sqft chapel offering opportunities for large gatherings, meetings and celebrations. Located between Pronghorn Resort and Brasada Ranch, just 30 minutes from downtown Bend, this property provides vistas and tranquility as well as modern amenities.

14427 SW Alfalfa Road, Powell Butte

67500 Three Creeks Road, Sisters
$5,950,000
3 Beds ⋅ 4 Baths ⋅ 220214681 MLS
Cascadia Ranch near Sisters, Oregon is available for sale for the first time in over 50 years: 700+/- acres of farm, ranch and timber land at the foot of the Cascades with unobstructed mountain views. This unique property has 80 acres of exclusive water rights, sourced from three springs, a two-story barn, corrals, large ranch house, rustic cabin, equipment and hay sheds, a large swimming pond, fenced fields for horses or livestock, and additional wildlife ponds. Surrounded by public lands, the ranch accesses miles of adjacent horseback and mountain bike trails. Approved to divide into 4 parcels. New building site with commanding mountain views and utilities in place. Enjoy privacy, solitude, wildlife, fresh air, dramatic rock outcrops and open skies, only minutes to the Western town of Sisters, and 30 minutes to Bend. This is one of the Northwest's truly exceptional properties, which could be perfect as a horse farm, mountain retreat or build your dream custom home.

67500 Three Creeks Road, Sisters

17097 SW Lago Vista Drive, Powell Butte
$5,950,000
5 Beds ⋅ 7 Baths ⋅ 220209860 MLS
Among Central Oregon's most exceptional luxury estates, this newly constructed 2026 custom home in Brasada Ranch overlooks a private community lake with sweeping Cascade Mountain views and rare privacy bordering BLM land. Situated on 1.77 acres, the estate offers 15,108 total living sq ft, including a 13,201 sq ft main residence and separate casita. Designed for luxury living and entertaining, the home features 5 bedrooms, 7 bathrooms, expansive indoor-outdoor spaces, and multiple ensuite retreats. Approved plans and professional interior design selections are already in place, allowing the next owner to continue the vision or fully personalize the finishes. Enjoy access to world-class golf, dining, pools, fitness, horseback riding, trails, and resort amenities at Brasada Ranch.

17097 SW Lago Vista Drive, Powell Butte

21121 NW 17TH CT, Ridgefield
$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

18883 Sutherland Court, Bend
$5,890,000
6 Beds ⋅ 9 Baths ⋅ 220202448 MLS
A rare opportunity to own one of Bend's most extraordinary private estates--with seller financing available! Nestled on 10+ gated acres in Highlands at Broken Top, this stunning property offers unmatched privacy, luxury & a serene, park-like setting just minutes from Bend. Custom built by Norman Building & Design, the 9,197-sq. ft. residence showcases timeless craftsmanship, soaring ceilings, extensive stonework, custom cherry cabinetry & walls of windows framing the natural beauty. Designed for entertaining & everyday living, the home features multiple gathering spaces, a main-level primary suite, guest accommodations & seamless indoor-outdoor living. Resort-style amenities include a pool, detached guest quarters, workshop, extensive garage space, EV charging & room for hobbies and recreation. Surrounded by natural beauty & miles of recreation opportunities, this exceptional estate offers a lifestyle rarely found in Central Oregon.

18883 Sutherland Court, Bend

1500 NETARTS HWY, Tillamook
$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

1500 Netarts Highway W, Tillamook
$5,850,000
3 Beds ⋅ 4 Baths ⋅ 220226137 MLS
Tillamook Bay Timber Retreat is 318± acres of merchantable timber and proven hunting ground on the Oregon Coast, anchored by a 6,650±-square-foot log lodge constructed from 24-inch timber harvested on-site. The three-level main residence with 3 bedrooms and 4 bathrooms features wall-to-wall windows framing 180+-degree views of the Pacific Ocean and Tillamook Bay, a two-story slate fireplace, and a residential elevator. A matching 3910± square foot, 3-bedroom, 2.5-bathroom additional home with an updated kitchen and granite counters sits alongside a six-bay heated shop with a vehicle lift, compressor reels, and a full bath. The property carries 251± acres of 45±-year-old standing timber valued at $3.8+ million, and provides habitat for Roosevelt Bull Elk and coastal Black-Tail Deer. This is a legacy-scale coastal holding for the buyer who demands timber income, trophy-class hunting, and generational privacy in a single asset. Seller financing available with timber reservation.

1500 Netarts Highway W, Tillamook

7820 SE Amity Road, Amity
$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

7820 SE AMITY RD, 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

11555 SE HILLTOP CT, Happy Valley
$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

4911 NE SALMON CREEK ST, Vancouver
$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

22280 SW STAFFORD RD, Tualatin
$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

951 ATWATER RD, Lake Oswego
$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

35960 NE WILSONVILLE RD, Newberg
$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

18780 Macalpine Loop, Bend
$5,495,000
5 Beds ⋅ 6 Baths ⋅ 220205781 MLS
Discover luxury and tranquility on 10 acres in the gated Highlands community on Bend's Westside. This 5BD, 5.5BA custom estate spans 6,772 sq ft, and has been reimagined to blend mountain elegance with modern style. Vaulted ceilings, Montana mossy rock fireplace, and beam work add warmth and character. The chef's kitchen opens to light-filled living spaces with accordion doors for seamless indoor-outdoor flow. The main-level primary suite is an oasis, and upstairs offers guest suites, a media room, and bunk room. Enviable outdoor living features a pavilion with full kitchen, grills, pizza oven, MAK smoker, wet bar, firepit, and all-weather sound system. Enjoy year-round fun in the high-efficiency Modpool with a window to the Deschutes National Forest. A true all-ages playground with pickleball court, fenced play area, and access to Phil's Trail. Smart features include Control4, solar, EV charger, battery backup, and SPAN panel. A rare chance to own the pinnacle of High Desert living!

18780 Macalpine Loop, Bend

777 CHERRY CIR, Lake Oswego
$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

37573 SE GORDON CREEK RD, Corbett
$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

63435 Palla Lane, Bend
$5,285,000
4 Beds ⋅ 5 Baths ⋅ 220225078 MLS
Some homes ask for attention. Harmony earns it quietly. Years from now, people won't remember the square footage or the finishes. They'll remember how this house felt. The quiet in the morning. Music drifting from another room. Light reflecting off the lake before dinner. Harmony was designed around those moments. Inspired by the enduring character of classic American lake houses, it draws from weathered wood, vintage records spinning in the background, and a relaxed, timeless aesthetic. Every room picks up where the last one leaves off. Light, views, and proportion repeat like familiar chords, creating a house that feels calm and balanced. Surrounded by mature pines in front, and backing to one of two lakes within Tanager, Harmony earned seven COBA Tour of Homes awards, including Best in Show. More importantly, it succeeds at something awards cannot measure. It makes people want to stay.

63435 Palla Lane, Bend

3039 NW MONTE VISTA TER, Portland
$5,250,000
4 Beds ⋅ 4 Baths ⋅ 655344424 MLS
Welcome to one of Portlands finest view homes set on 1.55 acres. This remarkable custom built estate captures sweeping 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

1933 HIGHLANDS LOOP, Lake Oswego
$5,195,000
4 Beds ⋅ 4 Baths ⋅ 501675921 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

4115 NE 259TH ST, Ridgefield
$5,000,000
3 Beds ⋅ 3 Baths ⋅ 791596359 MLS
A rare opportunity to acquire a truly distinctive wine, hospitality, agricultural & lifestyle property in the heart of Ridgefield’s growing wine country. Set across 25.22 picturesque acres, this versatile estate combines a long established vineyard and winery, tasting room, multiple event venues, dramatic water features, extensive grounds, production & storage facilities, a beautifully remodeled private residence & valuable water rights. The property’s scale, infrastructure & diverse land uses offer exceptional flexibility for wine production, horses, other agricultural pursuits, hospitality, events or a combination of uses.The tasting room includes wine service, retail, office, parking & gathering space, complemented by outdoor entertainment areas & trellised patios overlooking the water & surrounding grounds. Additional event facilities include 2 timber-framed structures, a covered lakefront stage & floating lake deck w/gazebo. A building that could house a commercial kitchen, along w/public restrooms & ample parking, supports weddings, private celebrations, concerts & other large gatherings. More than 8,000sqft of conditioned space provides substantial infrastructure for wine production, aging, fermentation, laboratory operations & case storage. Approximately 15 acres of established vineyard feature Pinot Noir as the main varietal, and 7 other varietals. Beyond the vineyard, the property offers open acreage, a lake , small fruit orchard & grounds suited for equestrian facilities, pasture, gardens, agricultural production or other pursuits. The updated 1989-built, 3,602sqft residence offers 3 bedrooms/2.5 baths, an attached 3-car garage and covered outdoor kitchen & patio. Whether serving as a private residence or rental, the home adds to the property’s many potential uses. With its vineyard, winery, tasting room, waterfront event spaces, outbuildings, residence, water rights & versatile acreage, this property offers a rare opportunity just minutes from I-5.

4115 NE 259TH ST, Ridgefield

11019 SE BURLINGTON DR, Vancouver
$5,000,000
4 Beds ⋅ 5 Baths ⋅ 690175088 MLS
An exquisite Columbia River waterfront residence where dramatic architecture, exceptional craftsmanship and sweeping river views create an unforgettable setting. Situated on 1.2 acres of beautifully landscaped grounds, this commercially built home features a copper roof and gutters, sweeping tongue in groove wood ceilings depicting a natural wave, expansive walls of windows and striking stone wood burning fireplaces. Rich custom millwork and birdseye maple cabinetry bring warmth and distinction throughout. The gourmet kitchen offers a commercial range, double convection ovens, Sub-Zero refrigeration, a separate Sub-Zero freezer and an additional pantry refrigerator. Three ensuite bedrooms on the main floor include a serene primary retreat with a fireplace, breathtaking river views, patio access and a luxurious bath. River-view office spaces, a home gym and steam room complement the home’s thoughtful amenities. In addition there is are two dens/offices both with fireplaces and extensive built-ins & private balconies facing the river, workout room with balcony, steam room, sunroom plus full bath, a lower level that has an additional bedroom/bath suite for car taker with separate garage access. An elevator, hydronic radiant floor heating and central air provide everyday comfort and convenience. Two separate, extra-deep two-car garages offer generous parking and storage, with dedicated potting and wood rooms adding versatility. Outdoors, a full-length slate patio, infinity-edge water feature and two natural ponds with waterfalls create an extraordinary backdrop for entertaining or quiet moments beside the river. Distinctive design and enduring quality in a spectacular Columbia River setting. 2 tax parcels of tidelands rights and land.

11019 SE BURLINGTON DR, Vancouver

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:

How much is your home worth?

Get instant property value now!