Feature Properties

7 Beds ⋅ 19 Baths ⋅ 220223434 MLS

Belle Fiore Estate Winery and Chateau is Oregon's most extraordinary vineyard estate and is being offered for the first time ever. The French-inspired Chateau is one of the largest homes in Oregon, spanning over 17,400+ sqft; it has four levels, 5 bedrooms, 19 bathrooms, elevator service, a vineyard, a 2 bedroom 2500+ sqft carriage house, four-car garage, resort style pool, hand-cut slate roof, custom copper detailing, and one of a kind craftsmanship throughout. ~ Separately, the Winery features a 32-acre vineyard featuring 14 distinguished grape varietals. The 27,000+ sqft Italian basilica-inspired facility includes tasting rooms, a ceremonial barrel room, ballroom, restaurant, outdoor dining areas, panoramic views of the Rogue Valley, and a commercial production facility with extensive refrigerated wine storage. Set on nearly 70 acres, this offering includes 49+ acres of water rights, a priceless feature of this one of one opportunity to own Oregon's most significant vineyard estate.

200 Belle Fiore Lane, Ashland

$25,000,000

8 Beds ⋅ 11 Baths ⋅ 24631430 MLS

This iconic Tudor Revival estate in Portland’s West Hills has been reborn through a nearly $20 million renovation, blending historic charm with the ultimate in contemporary luxury. Originally crafted in 1930 by celebrated architect Roscoe D. Hemenway, the 25,568-square-foot residence has been meticulously transformed by JHL Design and Green Gables Restoration with a reimagined interior seamlessly blending timeless elegance with top-of-the-line designer amenities, showcasing imported materials and handcrafted finishes. Perched on 3.26 stunning private acres, the property offers some of the best panoramic views of Portland’s skyline and four majestic mountains in the metropolitan area, creating an extraordinary setting for both grand entertaining and everyday living. This storied property, built as the estate of the day in 1930, is the estate of today with a winning combination of historic architecture and modern amenities to be enjoyed for generations to come.

4311 SW GREENLEAF DR, Portland

$21,000,000

2 Beds ⋅ 3 Baths ⋅ 220215855 MLS

K BAR J RANCH - With 5 residences for a total of 8,988 square feet of living space, this stunning property with so much to offer. Some of the highlights include the beautiful main home with amazing river and mountain view. Hugh deck overlooking river and pond with its own dock. Main home site includes separate office that can also be living area, horse barn with several stalls, fenced horse area, and huge hoppy barn with rec. room/over-sized garage area. The property has miles of river frontage and miles of paved walking roads. Own your own piece of Heaven only minutes from town!

52255 Huntington Road, La Pine

$21,000,000

2 Beds ⋅ 2 Baths ⋅ 24625562 MLS

K BAR J RANCH - K BAR J RANCH - With 5 residences for a total of 8,988 square feet of living space, this stunning property with so much to offer. Some of the highlights include the beautiful main home with amazing river and mountain view. Hugh deck overlooking river and pond with its own dock. Main home site includes separate office that can also be living area, horse barn with several stalls, fenced horse area, and huge hoppy barn with rec room and over-sized garage area. The property has miles of river frontage and miles of paved walking roads. Own your own piece of Heaven only minutes from town!

52255 HUNTINGTON RD, La Pine

$19,800,000

3 Beds ⋅ 2 Baths ⋅ 251575010 MLS

In the Nez Perce language, the word 'Powwaka' has been translated as 'high, cleared ground, from where a view could be had'. There is no better way to describe the Powwatka Ranch in NE Oregon. Located on Powwatka Ridge in the Blue Mtns, about an hour north of Wallowa, OR lies 9,457 acres of pristine ranch land, stretching almost 10 miles from north to south. Consisting of approximately 4,800 acres of timber, 600 acres of meadows, and 4,000 acres of canyon lands, nearly 2 miles of Grande Ronde River frontage, the Powwatka Ranch truly does have it all.Over 4 decades of thoughtful land management with a focus on wildlife, water, grassland, and timber health have resulted in what can best be described as a private nature preserve. Manicured forests and lush, expansive meadows cover the upper portion of the ranch, flanked by steep canyons dropping off both sides of the ranch to the river and creeks below. A well-maintained road network provides access to all parts of the ranch.Wildlife management has been a priority and the abundance of game provides proof of this wildlife haven. The ranch is located in the Sled Springs unit and qualifies for 5 LOP Tags each for elk and deer.The ranch has almost 6 ½ miles of live water; approx 1 & 2/3 miles of Grande Ronde River; almost 3 miles of Mud Creek; 1 ¼ miles of Wildcat Creek; and ¾ mile of Buck Creek. Many springs and ponds are located throughout the ranch, providing reliable sources for both wildlife and cattle. Numerous improvements are located throughout the ranch. Lodging includes an owner's home, two guest cabins, managers home, ranch hand home, and guest duplex. Shop, multiple barns and 2,950' paved airstrip with 2 hangars.The breathtaking scenery, abundant water, wildlife, and quality improvements perfectly complement each other to create a genuine legacy ranch property. The Powwatka Ranch is an extraordinary offering that is truly one of a kind!

83584 TROY RD, Wallowa

$17,500,000

5 Beds ⋅ 4 Baths ⋅ 305448302 MLS

Nestled in Oregon's scenic Umpqua Valley, this extraordinary 2,670-acre ranch offers a rare blend of luxury, tranquility, & commercial potential. Atop a prominent knoll stands a grand 7,936-sqft Tudor-style mansion that commands sweeping 360-degree views of rolling pasture, woodlands, & distant hills. The home's 3-levels are a testament to craftsmanship & attention to detail featuring 5 spacious bedrooms, 4 full bathrooms, 2 powder rooms, custom millwork, stained-glass accents, chandeliers, & multiple fireplaces for an atmosphere of timeless elegance. Seeking a quiet reading space? Step into the charming, castle-like library. The rolling ladder & private balcony enhances its storybook feel. The basement is a haven for wellness. It features a hot tub, tanning bed, sauna & steam room, & fully equipped exercise room. Prefer a drink? Head to the full bar or select a bottle from the wine cellar. The kitchen offers style & functionality with a built-in Sub-Zero refrigerator, custom copper range hood, ample workspace, & storage. Currently operating as a working cattle ranch, the property includes a general-purpose building with a Helicopter hangar & landing pad, caretaker's apartment, meat-processing room, & workshop. A state-registered, one-mile private airstrip caters to aviation needs with potential for further development. Conveniently located along Interstate 5 & close to Historic Oakland. Heaven's Gate Ranch is fully approved by the county for destination resort development with civil engineering, site maps, & utility designs already completed. The new owner will receive comprehensive documentation including plans for a 100-room hotel, restaurant, convention center, & 200-lot residential subdivision—providing an advantage for streamlined development & customization. These approvals & plans save years of work & expense. Heaven's Gate Ranch marries majestic living with the rare potential to craft a world-class destination resort. It is a once-in-a-lifetime opportunity.

331 METZ HILL RD, Oakland

$15,000,000

5 Beds ⋅ 6 Baths ⋅ 201907042 MLS

Y Bell Ranch is an extraordinary ~435-acre retreat in Powell Butte, Oregon, just eight miles from Redmond Airport. The single-level 8,863 sq ft primary residence features Cascade Mountain views, seamless indoor-outdoor living, a chef's kitchen with Monogram appliances, family room with full bar & game area, theater room, office, & children's media room w/bath. The primary suite offers a fireplace, patio, walk-in shower, & soaking tub, plus three en suite bedrooms. Outdoor spaces include a heated covered patio with fireplace & media area, hot tub, & pond. A 9,196 sq ft trophy room for endless possibilities or events. Detached garages & heated dog kennels. A 2,967 sq ft guest house & 3,020 sq ft ranch manager's house offer additional living. Ranch facilities include cattle handling, nine-stall barn w/foaling stall, two shops (8,700 sq ft with living quarters + 7,200 sq ft), & a 59,500 sq ft indoor arena/w bar, bathrooms, heaters, watering system, Priefert hot walker, chute, and round pen

8055 SW Powell Butte Highway, Powell Butte

$15,000,000

5 Beds ⋅ 5 Baths ⋅ 22113923 MLS

The Y Bell Ranch is a 435 acre stunning, fully operational cattle operation with expansive Cascade Mountain views. The custom main home is 8863 sq ft with a 9200 sq ft trophy room, 5 bedroom, 5.5 bath, beautiful grand entry with see through stone fireplace, living room, family room with full bar & theater room. The ranch includes a guest house, 2967 sq ft, ranch manger house, 3020 sq ft with original barn, corrals & chute, main barn with 9 stalls & runs & foaling stall, indoor arena with bar.

8055 SW POWELL BUTTE HWY, Powell Butte

$13,900,000

4 Beds ⋅ 3 Baths ⋅ 220225295 MLS

The Blackberry Hills Ranch ranch sits just 20 minutes from the Eugene airport and 30 minutes from all that downtown Eugene has to offer. However, this 812 acre ranch seems like it's a million miles away. The primary home is of timber-frame construction and has a commanding view over the property. Three additional homes offer room for friends and family - each with a view or frontage on one of the many ponds. In addition, a number of studio cabins - each decorated in favorite university colors - a scattered throughout the property; great for parties, hunting excursions or large gatherings. The crown jewel of the ranch is the 6-acre lake with a beach and dock - perfect for fishing, canoeing or swimming on a hot summers day. In addition to the dwellings and cabins, there are several support buildings. A spacious multi-purpose building hosts a indoor grow area for plants and vegetables; a commercial kitchen; walk-in refrigerator and freezer; basket-ball court; projection screen and viewing

24218 Vaughn Road, Veneta

$13,900,000

4 Beds ⋅ 3 Baths ⋅ 482349038 MLS

The Blackberry Hills Ranch ranch sits just 20 minutes from the Eugene airport and 30 minutes from all that downtown Eugene has to offer. However, this 812 acre ranch seems like it's a million miles away. The primary home is of timber-frame construction and has a commanding view over the property. Three additional homes offer room for friends and family - each with a view or frontage on one of the many ponds. In addition, a number of studio cabins - each decorated in favorite university colors - a scattered throughout the property; great for parties, hunting excursions or large gatherings. The crown jewel of the ranch is the 6-acre lake with a beach and dock - perfect for fishing, canoeing or swimming on a hot summers day. In addition to the dwellings and cabins, there are several support buildings. A spacious multi-purpose building hosts a indoor grow area for plants and vegetables; a commercial kitchen; walk-in refrigerator and freezer; basket-ball court; projection screen and viewing area; loft bedroom and sitting area; bathroom; utility area. A large barn offers storage space for farm equipment, feed and an office space. The ranch has been exceptionally cared for with owners operating orchards and blueberries, field crops, cattle, specialty livestock and timber assets. Special care has been taken to restore wetlands and there has been the development of many ponds and waterways. Deer, elk, turkey, waterfowl are all plentiful with the occasional cougar and bear sightings as well. In addition to game animals, the fishing is fantastic from the lake or any of the ponds and the ranch is habitat to host of other wildlife. This ranch is a diverse operation that represents an incredible opportunity to be within close proximity to a large urban center and airport, while experiencing complete privacy and seclusion with so many activities right out your front door. Whether you like horseback riding, fishing, hunting, 4-wheeling, farming or are just looking for serenity.

24218 VAUGHN RD, Veneta

$13,789,586

4 Beds ⋅ 4 Baths ⋅ 406650755 MLS

EXQUISITE PISTOL RIVER OCEAN VIEW ESTATE FOR THOSE WITH DISTINCTIVE TASTE! Incredible opportunity to own this private retreat. Embrace the freedom and breathe in the beauty of this coastal land spreading over three tax lots covering 354 acres. The oasis is located above the pristine beaches of Pistol River. This exceptional coastal retreat seamlessly combines beauty, tranquility, and adventure. Sellers have significantly improved the infrastructure of the property with a stunning ocean view Custom Home that is professionally decorated with 4 bedrooms, 3 baths, 3,508 sq ft being sold fully furnished. Complementing the home is an ocean view 900 sq ft porch, a 2,070 sq ft garage with generator and cement bunker, and 7,500-gallon water tanks. There is a 110-mph wind shear on the structure of the house to comfortably handle storms. Included are architectural plans for a 13,000 sq ft main home with a 5,000-gallon water tank. The estate includes a 1,265 sq ft 1 bedroom, 1 bath Caretaker’s Cottage with garage offering ocean views from the living room and large deck. Additional improvements are miles of ATV trails, manicured roads, 2 fishing ponds, one with bear tree carving, rifle range, three barns with equipment to maintain the estate and house the fishing boats, RV’s and more, 600-gallon propane tanks, 3,000-gallon septic, 5 drilled wells, and a cell tower lease with 15 years remaining. Too many improvements to list. Whether relaxing in your hot tub, discovering the rock formations, walking the sandy beach, finding tidepool treasures , riding your ATV on miles of trails, or witnessing the stunning sunsets, this is the ultimate Oregon Coast experience where forest, valley, and the Pacific Ocean merge! Additional homesites are cleared. Buyer to do due diligence with the county for permits. Owner will carry with 30% down. Prequalified buyers only.

25500 CAPE VIEW LOOP, Gold Beach

$12,950,000

6 Beds ⋅ 7 Baths ⋅ 763760853 MLS

Westlake Development Group presents The Legacy: a proposed 14,500 sq ft architectural tour de force, envisioned with Barclay Home Design and sited on over 28 acres, including 13 acres of former fairways on Sandelie Golf Course. Properties of this magnitude and beauty come along once-in-a-generation. With water rights and a high-producing well, sweeping grounds, and room for equestrian or sporting pursuits, this parcel can be both a luxury estate and a showpiece. Beyond the private gate, a waterfall-lined courtyard leads to an auto-gallery and a 14-ft pivot door opening to soaring, light-filled interiors anchored by a sculptural 360-degree fireplace. A chef’s kitchen with dual islands and full caterer’s suite invites grand entertaining. Guests retreat to private quarters joined by a glass breezeway. A wellness studio offers sauna, cold plunge, and en suite bath, while a private elevator ascends to the Sky Lounge—complete with golf simulator and rooftop driving range. Outside, an infinity pool, fire pits, spa, and poolside bar create a resort-like experience. Final pricing to be determined with builder.

1 SW Mountain RD, West Linn

$12,000,000

7 Beds ⋅ 19 Baths ⋅ 220223437 MLS

Offered for sale for the first time ever, Chateau at Belle Fiore Estate Winery is one of Oregon's most extraordinary residential estates. Spanning over 17,400 sqft across four levels, this French-inspired masterpiece offers 7 bedrooms, 19 bathrooms, and exceptional craftsmanship throughout. An elevator services all floors, including an 8,000 sqft lower level with a wine room, game room, gentleman's lounge, multiple wine bars, and expansive entertaining spaces. Premium finishes include custom cumaru flooring, granite surfaces, and intricate architectural detailing. Set on over 17 acres, including 12.1 irrigated acres and a producing vineyard, the estate is ideal for private enjoyment, weddings, retreats, and special events. Exterior features include hand-chiseled golden granite, a hand-cut slate roof, custom copper gutters, dormers, and downspouts. A 2,500+ sqft carriage house, four-car garage, prep kitchen, and grand gathering spaces complete this iconic Southern Oregon estate.

200 Belle Fiore Lane, Ashland

$12,000,000

6 Beds ⋅ 8 Baths ⋅ 213194239 MLS

Aspen Ridge Ranch, in South-Central Oregon, between Klamath Falls and Lakeview, offers privacy on more than 3,598+/- deeded acres, plus an adjoining 11,718+/-acre USFS grazing allotment. Owned and improved continuously since 1975, the ranch features a 7,000+/ sq ft log lodge with multiple gathering areas, ensuite bedrooms, a commercial kitchen, and five 1,250+/ sq ft log cabins for luxurious retreats. Operating off-grid with hydro power and propane generators, it emphasizes sustainable living. Water is abundant from five reservoirs, and Fishhole Creek, with senior water rights supporting irrigation and 800+/- cow equivalents seasonally on both deeded and USFS lands. Diverse wildlife, including elk, deer, and waterfowl, provides hunting and fishing opportunities. Secluded, yet reachable: commercial flights available at Medford, Redmond, and Reno, plus nearby private air options.

Fishhole Creek RD, Bly

$11,900,000

3 Beds ⋅ 3 Baths ⋅ 220207865 MLS

This +/- 118 acre property located less than 20 minutes north of Bend, Oregon straddles the rugged Deschutes River canyon for over a half mile. The house is perched on the edge of the river canyon in a prime location to capture river, forest, and unobstructed canyon and cascade mountain views from Mt Bachelor to Mt Jefferson. Built in 1973, the house serves as a place holder for this spectacular homesite as current restrictions would not allow construction perched on the rim today. The song of small rapids below adds to the ambiance. On the north end of the property the sheer canyon walls open, providing access to the river for swimming, fishing, floating or just chilling by the water. Ownership of both sides of the canyon protects the breathtaking view from external encroachment. Redmond Airport is only 18 minutes away. The property may qualify for a land partition and CUP(s) for additional dwellings. Buyer to do all due diligence with Deschutes County and other land use agencies.

65255 Swalley Road, Bend

$11,500,000

6 Beds ⋅ 5 Baths ⋅ 220219732 MLS

Experience a once-in-a-lifetime opportunity to own an extraordinary ranch spanning 1,248 breathtaking acres w/unobstructed 360° panoramic Cascade Mtn & Smith Rock views. Bordering public lands, the property offers exceptional privacy. At the heart of the ranch is a one of a kind 89,250sf equestrian facility & a stunning 9,129sf custom home featuring luxury finishes & distinctive architectural details throughout, along w/ 553.ac irrg. Home includes a massive vaulted great room, a grand primary suite w/loft, an elevated terrace patio w/priceless view, & a huge underground wine cellar. Outdoor amenities include a private shooting range, 3 stocked pond & great hunting. The ranch features 7 pivots, ranch hand house w/multiple outbuildings, well-equipped barn w/horse stalls & bunkhouse, multiple fenced areas w/shelters, a large shop, & so much more! Ideal as a luxury retreat, working ranch, or equestrian estate, a property of this caliber comes along once in a generation! Partition potential

1299 NW McDaniel Road, Powell Butte

$10,775,000

12 Beds ⋅ 10 Baths ⋅ 220210683 MLS

New Frontier Ranch - A storied and truly one-of-a-kind legacy property encompassing 958 breathtaking acres surrounded by pristine wilderness. Steeped in rich history, this remarkable ranch includes a charming farmhouse, museum building, expansive Great Hall, and a private campground with commercial kitchen and bath facilities. Scattered across the land are three rustic cabins, multiple barns and outbuildings, two reservoirs, and irrigated meadows ideal for livestock or crops. Miles of trails wind through forests, meadows, and a preserved ghost town reminiscent of the Old West. Existing resort approvals and extensive infrastructure make it perfect for corporate retreats, events, weddings, festivals, or a destination resort. With unlimited recreation—hiking, horseback riding, ATV adventures, and fishing—this ranch offers both adventure and serenity. A rare opportunity to own a vast wilderness retreat where history, nature, and imagination unite to create something truly extraordinary.

16799 Highway 66, Ashland

$10,250,000

6 Beds ⋅ 5 Baths ⋅ 220224940 MLS

Price Reduced Experience a once-in-a-lifetime opportunity to own an extraordinary ranch spanning 915 breathtaking ac w/unobstructed 360° panoramic cascade mtn & smith rock views. Bordering public lands, property offers exceptional privacy. At the heart of the ranch is a one of a kind 89,250sq ft equestrian facility w/huge indoor & outdoor arenas, 181 stalls & a stunning 9,129sq ft custom residence featuring luxury finishes & distinctive architectural details. Home includes a massive vaulted great room, grand primary suite w/loft, elevated terrace patio w/spa & priceless view, huge underground wine cellar w/spiral staircase. Outdoor amenities include a shooting range, 3 huge stocked pond & great hunting. The ranch features 5 pivots, ranch hand house, multiple outbuildings, 4 stall barn w/bunkhouse, tons of fenced areas w/shelters, a large shops, & much more! Ideal as a luxury retreat, working ranch, or equestrian estate, a property of this caliber comes along once in a generation.

1299 NW McDaniel Road, Powell Butte

$10,000,000

5 Beds ⋅ 7 Baths ⋅ 428974194 MLS

Beyond the gates of one of the area’s most waterfront communities lies a once-in-a-lifetime estate offering an extraordinary blend of grandeur, warmth, and resort-inspired living. Privately gated and perfectly positioned on a rare level waterfront lot with its own sandy beach, south-facing backyard, and shared deep-water dock capable of accommodating virtually any size vessel, this remarkable 15,785 SF residence captures breathtaking sunsets and panoramic river views unlike anything else on the Columbia.Designed to live large while still feeling intimate and inviting, the home was thoughtfully crafted for both elevated entertaining and comfortable everyday living. A dramatic grand staircase creates an unforgettable first impression, while soaring spaces, walls of glass, rich architectural detail, and multiple gathering areas bring warmth and sophistication throughout. The residence features 5 bedrooms, 7 full and 1 half baths, dual staircases, elevator access to every level, and a luxurious upper-level primary retreat with private balcony overlooking the water.The main level offers beautifully scaled living and entertaining spaces including formal dining, executive office, elegant lounge areas, and a full bar designed for hosting on any scale. The lower level rivals a private luxury resort with home theater, game room, indoor lap pool and spa, sauna, commercial-grade fitness studio, and a fully equipped indoor/outdoor bar and kitchen experience. Expansive walls of doors open seamlessly to the waterfront grounds, creating effortless year-round indoor/outdoor living.Rarely does a property offer this combination of scale, privacy, level waterfront living, beach access, boating lifestyle, and proximity to both Portland and Vancouver. This masterpiece estate was built by Lake Oswego-based Avgerakis, one of the most sought-after luxury builders in the Pacific NW - widely recognized for their top quality, state-of-the-art construction techniques and innovative designs.

7619 SE 17TH ST, Vancouver

$9,750,000

8 Beds ⋅ 9 Baths ⋅ 220203639 MLS

This is a testament to timeless grandeur. Nestled within Deschutes Land Trust's preserve, in the heart of Central Oregon, this remarkable 67 acre estate offers an enduring legacy that will be treasured for generations to come. The primary residence, spanning 5,050 sq ft, boasts three bedrooms, five bathrooms, and a chef's kitchen. Hand-carved hickory and heated stone floors exude warmth, while twenty-foot ceilings and expansive windows provide stunning views. The property features a private-access apartment suite, custom cabinetry, a heated three car garage, and manicured landscaping. Enjoy mountain vistas, an outdoor kitchen, and a fire feature in the courtyard, as well as direct access to private land for fishing and wildlife viewing. On this sprawling estate you will also find two other full residences. Home two is single story with 1,700 sq ft, 2 bed, 2 bath, and a two car garage. Home three is two story with 2,200 sq ft, 3 bed, 2 bath, and a 2 car garage.

16465 Suntree Lane, Sisters

$8,750,000

5 Beds ⋅ 8 Baths ⋅ 220219311 MLS

Ten acres inside the gates of The Highlands at Broken Top, where Cascade mountain views frame every west-facing room & privacy is absolute. This estate was designed to host a life at full scale. A great room with vaulted timber beam ceilings & wood-burning fireplace opens to a main kitchen with onyx backlit backsplash & full prep kitchen. The main-level primary suite offers an infrared sauna, steam shower, fireplace, dual closets, & private patio, alongside three additional ensuite bedrooms, guest quarters, & a private office. The lower level adds a golf simulator, gym, and flex game room. Outside, a solar-heated saltwater pool & spa, outdoor kitchen, Alfa pizza oven, bocce court, gas firepits, & wood-burning fireplace with surround sound. The pool house with wet bar, batting cage, & pass-through bar connects to heated RV/shop. Kitchen garden, greenhouse, & basketball court complete the grounds. Phil's Trail at the gate. One of a kind private homesites in The Highlands.

19100 Macalpine Loop, Bend

$8,700,000

3 Beds ⋅ 3 Baths ⋅ 351135247 MLS

Logan Butte-96 & Tackman Ranch offer a rare opportunity to acquire approximately 6,700± deeded acres across two complementary Central Oregon ranches. The 96 Ranch includes 3,500± deeded acres with approximately 10,000 acres of Forest Service lease, 6,000 acres of BLM lease, and 1,100 acres of private grazing lease, featuring irrigated and sub-irrigated meadows, strong water rights, and a center pivot supporting a high-capacity cattle operation. Tackman Ranch adds approximately 3,190± deeded acres plus 1,820± acres of BLM grazing allotment, with 90± acres of irrigation rights, creek frontage, barns, shops, fencing, utilities, and a prime homesite. Together, these properties provide exceptional scale, operational flexibility, strong grazing capacity, direct access to public lands, and outstanding mule deer and Rocky Mountain elk habitat, all just over an hour from Bend. A unique opportunity to own a legacy ranch with production, recreation, and long-term investment value.

41221 SE VAN LAKE RD, Prineville

$8,500,000

3 Beds ⋅ 3 Baths ⋅ 391451544 MLS

The crown jewel of Ribbon Ridge. At the summit of the acclaimed Ribbon Ridge AVA sits a property unlike any other—the original homestead of the Ridge and now, a rare offering of history, elegance, and world-class vineyard potential. This 41-acre estate combines legacy and luxury in one of Oregon wine country’s most desirable and tightly held sub-appellations. With 8 acres of organically farmed vineyard already in production and the ability to plant a total of 15-20 acres on prime hillside ground, this is a once-in-a-lifetime opportunity to establish or expand a premium wine brand on the AVA’s most enviable positions. The modern 3,000 sq ft custom farmhouse is both refined and functional—designed with hospitality, lifestyle, and versatility in mind. An irreplaceable property, unmatched in provenance, position, and potential.

21080 NE RIBBON RIDGE RD, Newberg

$8,500,000

4 Beds ⋅ 3 Baths ⋅ 23696912 MLS

Welcome to Red Lily Vineyards, one of the most acclaimed vineyards in the esteemed Applegate Valley of Southern Oregon. Renowned for its exceptional wines and captivating scenery, Red Lily Vineyards presents an alluring mix of established wine and agri-business with great opportunities for event and hospitality expansion. It's not just a business; it's a gateway to an extraordinary experience and a haven for those seeking a rare and sought-after investment and lifestyle opportunity. This 255-acre ranch and estate boasts strong water rights, breathtaking river frontage, a state-of-the-art winery, mature vineyards, and an expanses of quality irrigated land for vineyard and agricultural expansion plus perhaps the most iconic and well-trafficked wine tasting experience in Southern Oregon. Nestled atop a secluded knoll, commanding picturesque views of the Applegate Valley, is the main residence, a quintessential American cedar shingle-style home boasting over 4,000 square feet of living space. The second home, known as the winemaker's house, is a delightful farmhouse that has been thoughtfully updated. With its well-established reputation and a wealth of infrastructure, Red Lily provides an excellent platform for business expansion. This includes options for expanding vineyard and agri-business operations, developing a hospitality business with a focus on events such as destination weddings, as well as on-site accommodations like bed and breakfast and cabin rentals. An additional estate dwelling and farm-to-consumer sales are also relevant opportunities. This rare gem offers an unparalleled setting with 3,300 feet of Applegate River frontage and convenient access to incredible outdoor activities. The phenomenal location is a short commute from all the conveniences of Jacksonville and Medford and is centrally located within Southern Oregon. The offering is a hybrid sale that includes the business, brand, and real estate. Owner terms may be available. Thank you!

11777 Highway 238, Jacksonville

$8,444,000

3 Beds ⋅ 2 Baths ⋅ 611489917 MLS

KIRCHER'S WHERE THE COLD-WATER RIVERS MEET THE MOUNTAINS +/-3 miles of River Frontage on the Beautiful Williamson and Sprague Rivers in Klamath County,Oregon Deeded River Frontage:Kircher?s World Class Fly Fishing Ranch is a unique property that sits on the Waterfront of two of the best Blue Ribbon Trout Fishing Rivers in the Northwest. River Frontage includes +/-3 miles of the mighty Williamson and the meandering Sprague Rivers. The main Ranch Home sits just upriver from the confluence of these two beautiful waterways.

3355 Kircher RD, Chiloquin

$8,444,000

3 Beds ⋅ 2 Baths ⋅ 220217420 MLS

Kircher's World Class Fly Fishing Ranch is a unique property that sits on the Waterfront of two of the best Trout Fishing Rivers in the Northwest. River Frontage includes +/-3 miles of the mighty Williamson and the meandering Sprague Rivers. The main Ranch Home sits just up river from the confluence of these two beautiful waterways. When it comes to Big Trout, the Williamson and the Sprague have consistently produced monster fish in large quantities, +24 inch Rainbows are common with Wild Trout up to 10 pounds. Fisherman from around the world have successfully fished these top quality wild fish. A day spent on the river is what I like to call, ''a free day.'' Free to breath in the purest of Oregon air with maybe a slight scent of the forest. Free to please your eyes with views that few have seen in person. Free to feel the adrenalin when that monster rips your fly from the surface. Free Days always add days to our lives.

3355 Kircher Road, Chiloquin

$7,995,000

3 Beds ⋅ 4 Baths ⋅ 659840450 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

$7,900,000

7 Beds ⋅ 9 Baths ⋅ 220204494 MLS

An architectural masterpiece in Bend's coveted Golden Triangle. Set on 9.77 private acres behind custom gates, this Northwest style estate by Norman Building & Design offers sweeping Cascade Mountain views. Walls of glass frame the high desert, anchored by a grand stone fireplace & massive beams. Chef's kitchen w/ slab granite & sculptural hood opens to dining & copper-topped wine bar. Steps lead down to a wine cellar & tasting room. Main-level primary suite w/new gas fireplace, spa bath & panoramic mountain views. Dramatic breezeway connects to a 2,095 SF guest house. Enclosed parking between both garages for 11 cars or 9+2 RVs. Expansive patios, fire pit, water feature & salt water hot tub under the stars. Well appointed main-level office with Mtn. views, exquisite wood finishes & timeless craftsmanship define this legacy estate--secluded yet minutes to downtown Bend. Only 25 min. Redmond Airport, Near golf, Mt Bachelor, equestrian estates & world class recreation.

65930 Mariposa Lane, Bend

$7,750,000

3 Beds ⋅ 2 Baths ⋅ 220224334 MLS

Presenting a truly exceptional legacy horse center set in the heart of Central Oregon, where refined luxury meets the untamed beauty of the Cascade Mountain's. Surrounded by crystal-clear lakes, winding rivers, lush pastures, & the beauty of Smith Rock, this extraordinary property offers a level of privacy, scale, & natural splendor rarely found. At its core stands a world-class, 89,250 SF equestrian complex designed to the highest standards. Surrounded by 4 newer pivots; the grand indoor arena, complemented by a 150'X300' outdoor arena, 17,444 SF hay shed, a private trail system, cattle loading area, round pen, & several individually fenced lots with shelters create a premier setting for training, competition, & events. With 181 meticulously designed stalls, stadium viewing, & enclosed bar, the horse center blends performance w/elevated hospitality. Thoughtfully appointed w/upgraded lighting, expansive storage, & concrete walkways, every detail reflects both functionality & excellence

11997 SW Cornett Loop, Powell Butte

$7,750,000

3 Beds ⋅ 2 Baths ⋅ 113458828 MLS

Presenting a truly exceptional legacy horse center set in the heart of Central Oregon, where refined luxury meets the untamed beauty of the Cascade Mountain's. Surrounded by crystal-clear lakes, winding rivers, lush pastures, & the beauty of Smith Rock, this extraordinary property offers a level of privacy, scale, & natural splendor rarely found. At its core stands a world-class, 89,250 SF equestrian complex designed to the highest standards. Surrounded by 3 newer pivots; the grand indoor arena, complemented by a 150'X300' outdoor arena, 17,444 SF hay shed, a private trail system, cattle loading area, round pen, & several individually fenced lots with shelters create a premier setting for training, competition, & events. With 181 meticulously designed stalls, stadium viewing, & enclosed bar, the horse center blends performance w/elevated hospitality. Thoughtfully appointed w/upgraded lighting, expansive storage, & concrete walkways, every detail reflects both functionality & excellence.

11997 SW CORNETT LOOP, Powell Butte

$7,600,000

3 Beds ⋅ 2 Baths ⋅ 635648947 MLS

Set along a rare, low-bank stretch of the Rogue River within a federally designated Wild and Scenic corridor, this approximately 18-acre estate offers nearly 1,500 feet of river frontage and a lifestyle defined by privacy, beauty, and connection to nature. Inspired by an English Country estate and crafted with exceptional attention to detail, the residence features custom millwork, artisan details, hand-scraped walnut floors, a hand-carved Carrara marble fireplace, and a chef’s kitchen with Sub-Zero and DCS appliances. Outdoor living unfolds across manicured grounds with bluestone pathways, a 15,000 SF deer-fenced garden, gazebo, and private riverfront park with sandy beach access. Additional amenities include a climate & humidity-controlled greenhouse, barn with guest quarters, detached gym/studio, and fully climate-controlled garage. Located in the heart of the Rogue Valley, this is a rare opportunity to own a legacy estate in one of Southern Oregon’s most sought-after riverfront settings.

503 Quail LN, Grants Pass

$7,500,000

4 Beds ⋅ 4 Baths ⋅ 228259553 MLS

Along the rugged and breathtaking Southern Oregon Coast lies a place few will ever experience—73 acres of private oceanfront where land, sky, and sea converge in extraordinary harmony. SeaWinds Estate offers more than a mile of Pacific Ocean frontage, with dramatic 200-foot cliffs, hidden tide pools, and private access to Sacchi Beach. Here, the rhythm of the ocean and the whisper of coastal forests create an environment that feels both timeless and untouched. Beyond a gated entrance, a winding drive passes through towering pines, lush ferns, and vibrant wildflowers, revealing a stunning custom residence perfectly positioned to embrace the surrounding landscape. Spanning 5,600 square feet, the home is designed to capture light, warmth, and breathtaking ocean views. Four elegant ensuite bedrooms provide comfort and privacy, each offering a front-row seat to the ever-changing Pacific horizon. The heart of the home is a spectacular great room with soaring 30-foot open-beam ceilings and expansive walls of glass, creating a seamless connection between the indoors and the dramatic coastline beyond. Gather with friends and family in the spacious kitchen and dining areas, relax beside the outdoor fire pit overlooking the sea, or explore your own forest trails with the included Gator utility vehicle. Though it feels worlds away, SeaWinds Estate is conveniently located 15 minutes from the iconic Bandon Dunes Golf Resort and 30 minutes from a regional airport with commercial and private FBO service. An on-site helipad ensures seamless access to this remarkable coastal retreat. SeaWinds Estate is a rare legacy opportunity to experience one of the Pacific Northwest’s most extraordinary landscapes from the comfort of your own home.

88515 Pacific Surf, Bandon

$7,500,000

4 Beds ⋅ 4 Baths ⋅ 337364327 MLS

Architectural ambition meets unrivaled privacy. This once-in-a-generation custom estate spans 10 private acres in West Linn, where bold design, modern luxury, and elevated living converge in an atmosphere of unmatched exclusivity. Created by Street of Dreams award-winner Westlake Development Group and architecturally designed by Scott Streitberger, this 7,500 sq ft concept is as rare as it is remarkable. Renderings by Envision Studio offer a striking starting point for those ready to build a legacy.Wrapped in blackened stone, smooth panels, and glass, the design makes a statement from every angle. Towering ceilings, a dramatic two-story entry, statement lighting, and full-height windows deliver maximum drama and natural light. The chef’s kitchen is a true showpiece featuring dual islands, sleek cabinetry, and seamless indoor-outdoor flow designed for entertaining. A rooftop sky deck and 4-car glass-fronted garage round out the lifestyle-forward vision. Interior renderings showcase a floating staircase, executive office with forest views, and a signature glass-enclosed wine display anchoring the main living space.The primary suite overlooks the Willamette River, offering commanding views, a spa bath retreat, and private terrace. But the crown jewel? 100 feet of deeded Willamette River frontage with a private gangway and oversized dock already in place - a feature so rare it elevates this opportunity into a category of its own. Water rights and access to a shared high-output well are also included.The property offers ample space to bring your dreams to life: an infinity-edge pool, sport court, vineyard rows, or luxury guest pavilion, there’s room for it all! Tucked behind a gated private drive and surrounded by forest, this estate offers total seclusion just minutes from downtown and within the top-ranked West Linn school district. Time remains to personalize the finishes and build your legacy.

29951 SW OLD WELL RD, West Linn

$6,999,999

4 Beds ⋅ 4 Baths ⋅ 679262535 MLS

Exceptional south-facing lakefront residence offering 4 bedrooms, 6 bathrooms, panoramic water views, and seamless indoor-outdoor living. Situated on an unusually wide lakefront lot, the property enjoys remarkable privacy with generous separation from neighboring homes and expansive views across the water.Thoughtfully designed with interiors curated by renowned New York designer Penny Drue Baird, the home features bespoke wall coverings, custom millwork, vintage lighting fixtures, and sophisticated finishes throughout.The chef's kitchen is appointed with quartzite countertops, dual Miele dishwashers, a professional-grade BlueStar gas range, Sub-Zero refrigerator and wine refrigerator, spacious pantry, and hardwood floors. Living and dining areas open to a covered outdoor room with a gas fireplace and Hestan outdoor barbecue kitchen with commercial-grade exhaust.The lake-view primary suite features a spa-inspired bath with heated floors, soaking tub, walk-in shower, dual vanities, and custom closet. An elevator services all levels.Designed for entertaining, the lake level features a dramatic glass-enclosed climate-controlled wine cellar and spacious family room opening directly to lakeside terraces just steps from the water.Outdoor amenities include multiple entertaining terraces, a large spa, and a boathouse with boat lift, outdoor shower, half bath, and storage. Combining sophisticated design, exceptional craftsmanship, and a rare connection to the water. 3072 Lakeview Boulevard has an unassuming street presence & offers an extraordinary lakefront lifestyle. A must see!

3072 LAKEVIEW BLVD, Lake Oswego

$6,999,000

6 Beds ⋅ 7 Baths ⋅ 220223667 MLS

Experience luxury country living on 25± acres between Bend & Sisters, Oregon. This exceptional equestrian estate offers breathtaking views of the Cascade Mountains, & surrounding countryside. The 9,075 square-foot custom home features 6 bedrooms, 6.5 bathrooms, soaring cedar ceilings, hardwood floors, a gourmet kitchen, library, office, game room, guest suite, & a private apartment for guests or staff. Outdoor amenities include a pool, hot tub, pool house with steam room & sauna, and beautifully landscaped grounds. Equestrian improvements are highlighted by a 170' x 90' indoor arena with stalls, tack rooms, paddocks, kitchen, full bath, & viewing loft. The property is fenced & cross-fenced, includes approximately 11 acres of irrigation, two RV hookups, & may qualify for approval to host up to eight weddings annually, subject to county requirements. A rare opportunity to own a premier Central Oregon equestrian & lifestyle property just minutes from recreation, dining & outdoor adventure

67480 Cloverdale Road, Bend

$6,999,000

5 Beds ⋅ 6 Baths ⋅ 385650786 MLS

Discover 10 pristine acres in the Stafford area, complete with water rights and a high producing well. This is a golden opportunity to create the luxury estate you've always wanted. Expand to 28 acres by acquiring the adjacent property, transforming this once-private golf course into a stunning retreat. Build your custom home with Westlake Development Group and enjoy space for a shop, barn, sports courts, or equestrian facilities. Dimensions stretch 405 feet wide and up to roughly 1/2 mile deep with purchase of additional acreage. Situated in the picturesque Willamette Valley, minutes from golf courses, wineries, and more. Renderings of homes designed by Imagination Designs and the legendary Michael Barclay, in addition to photos of Westlake Development built homes offer a glimpse of what’s possible.

29435 SW MOUNTAIN RD, West Linn

$6,900,000

4 Beds ⋅ 2 Baths ⋅ 788754662 MLS

Approx. 1.5 miles of Williamson River frontage — one of Oregon's premier fly fisheries, renowned for trophy native redband trout. Five contiguous parcels totaling ±1,011 deeded acres offering sub-irrigated pastures fed by the Williamson River, timbered uplands, and diverse wetland habitat. The main ranch features a rustic cabin and four livable structures total. Cattle corrals and loading chute in place. Good road systems throughout. All utilities off-grid. EFU-G zoning with farm-use special assessment. Available as a complete assemblage or in two separate offerings: The Ranch (±931 acres) and The 80-Acre Parcel (±80 acres). Strong conservation easement potential. Scale, water, and river frontage rarely come available in the Klamath Basin. Buyer to verify all.

300 49 Rd Silverlake Hwy, Chiloquin

$6,700,000

3 Beds ⋅ 3 Baths ⋅ 693016462 MLS

Logan Butte-96 Ranch is a premier Central Oregon cattle and recreation ranch set in its own private valley between Logan Butte and Smokey Butte, just over an hour from Bend. The property includes 3,500± contiguous deeded acres supported by approximately 10,000 acres of Forest Service lease, 6,000 acres of BLM lease, and 1,100 acres of private grazing lease, offering exceptional scale and grazing capacity. Designed for efficiency, the ranch supports approximately 380 cattle and features irrigated and sub-irrigated meadows with approximately 79.6 acres of water rights, including a center pivot, wheel lines, and hand lines. A year-round creek and an approximately 16-acre lake provide excellent water resources. Improvements include a 2,720 sq ft main home, second residence, bunkhouse, apartment, shop, barns, corrals, and arena. Outstanding mule deer and Rocky Mountain elk habitat. Strong internal road system and quality fencing throughout.

41221 SE VAN LAKE RD, Prineville

$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

$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

$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

$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

$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

$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

$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

$6,000,000

4 Beds ⋅ 2 Baths ⋅ 117433970 MLS

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

3455 THREE MILE RD, The Dalles

$5,998,000

3 Beds ⋅ 4 Baths ⋅ 774213430 MLS

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

777 CHERRY CIR, Lake Oswego

$5,998,000

5 Beds ⋅ 5 Baths ⋅ 682266658 MLS

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

36044 Highway 101, Gold Beach

$5,995,000

4 Beds ⋅ 3 Baths ⋅ 325899307 MLS

Incredible opportunity to buy and hold and develop in the near future… but while you wait live in the lap of luxury in this stunning traditional home with modern pool and pool house retreat. Total privacy and serenity, the property contains 2 natural ponds with a year round creek running through it. The country in the city behind a private gate.

17071 SW MOUNT HOOD DR, Beaverton

$5,995,000

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

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