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$54,000,000
20 Beds 24 Baths 220214912 MLS
Ochoco Ranch - A rare 35,132-acre legacy timberland estate bordering the Ochoco National Forest. Located just 45 minutes from Redmond/Bend Airport, the ranch delivers true seclusion. Three luxury residences (Owner's Lodge ~10,287 sf, Foreman's Home with shop ~3,006 sf, and Warm Springs Home with equestrian facilities ~2,832 sf) plus a historic fire lookout provide turn-key comfort and operational support. The property is a world-class wildlife & hunting preserve: trophy Rocky Mountain elk, mule deer, pronghorn, black bear, cougar, bear, and upland birds roam freely across untouched habitat. Heavily timbered ridges, lush meadows, live-water streams, ponds, and sub-irrigated bottoms create an ecosystem that is both visually spectacular and biologically rich, with sweeping panoramic views of the Cascade Range. Through its registered Washington Improved Forest Management Carbon Project, the Ranch produces attractive annual revenue.

27990 NE Old Wolf Creek Road, Prineville

Listing courtesy of Polvi.

$48,560,000
4 Beds 3 Baths 220198205 MLS
Spanning over 51,087 deeded acres with an additional 15,000 acres of BLM grazing permits, the ranch encompasses an impressive 66,000 acres of diverse and productive land. This property has been a highly successful commercial cattle operation, with an ideal mix of fertile valley meadows, 2,438.4 acres of irrigated hay ground, and expansive grazing rangelands. The operation is rated for 1,200-1,500 mother cows, ensuring long-term sustainability and profitability. With a perimeter of over 100 miles, the breathtaking landscapes ensure no two days look the same. The ranch is fully equipped with a variety of living spaces, including an elegant owner's home featuring a gourmet stainless steel kitchen, four-bedroom suites, 2.5 baths, and a grand fireplace room. Additional accommodations include multiple manager and ranch-hand residences, remote hunting cabins, a dance hall, a church, and a rodeo arena with amenities.

NE Hwy 97, Madras

Listing courtesy of Hicks Team - Fay Ranches LLC.

$35,000,000
220214474 MLS
Discover the unparalleled opportunity of Rudio Mountain Ranch, a premier 18,643 acre legacy property nestled in the heart of Oregon's pristine, private secure wilderness. Situated just ten miles northeast of Dayville in a secure, gated expanse with no public access, this exceptional ranch is celebrated for its lush timber reserves, bountiful water features, world-class hunting, steelhead fishing in nearby John Day River and robust revenue streams—making it an ideal diversification asset for investors. Encompassing dramatic elevations from 3,300 to 5,760 feet, Rudio Mountain Ranch boasts a captivating landscape of dense mixed-conifer forests, wet meadows, and breathtaking vistas overlooking the John Day Basin and the majestic Ochoco Mountains. This haven for wildlife and natural beauty not only provides an idyllic retreat but also delivers impressive financial performance, generating over $1,000,000 in annual income.

Franks Creek Road, Dayville

Listing courtesy of Polvi.

$29,900,000
6 Beds 6 Baths 220204053 MLS
Nearly 50,000± acres of premier Central Oregon cattle and hunting land are available in a single offering. Criterion Ranch includes 33,219± deeded acres and a 15,200± acre BLM grazing permit. With 564.5 irrigated acres, abundant water, and a mild climate, it supports 1,200-1,500 mother cows and strong hay production. Located between Deschutes River, Deep Creek, and Trout Creek, it features Cascade views, trophy wildlife, and fishing for bass, trout, and steelhead. Recreation includes horseback riding, hiking, ATV trails, and more. The ranch boasts a six-bedroom owner's home, multiple ranch houses, cabins, barns, and a banquet hall. A rare turnkey operation with strong income from cattle, hay, hunting leases, guided trips, and events.

12230 NE Hwy 97, Madras

Listing courtesy of Hicks Team - Fay Ranches LLC.

$26,000,000
220223435 MLS
Belle Fiore Estate Winery and Chateau is Oregon's most extraordinary vineyard estate and is for sale 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, a 4-stop elevator, vineyard, 2 bedroom 2500+ sqft carriage house, 4-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 with 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. Business assets and inventory available, subject to applicable licensing and regulatory requirements.

100 Belle Fiore Lane, Ashland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$26,000,000
7 Beds 19 Baths 220223434 MLS
Belle Fiore Estate Winery and Chateau is Oregon's most extraordinary vineyard estate and is for sale 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, a 4-stop elevator, vineyard, 2 bedroom 2500+ sqft carriage house, 4-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 with 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. Business assets and inventory available, subject to applicable licensing and regulatory requirements.

200 Belle Fiore Lane, Ashland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$20,000,000
4 Beds 3 Baths 220212205 MLS
Welcome to the Bonnieview Ranch! Historically known for it's exceptional big game hunting, working cattle ranch and recreational opportunities. This sprawling ranch consists of 18,754± deeded acres with approx. 7,200± acres in forest/BLM grazing allotments, 646± acres of water rights plus 224± supplemental. Meandering through the property is the Crooked River, creeks and springs/ponds dot the vast ranch providing ample year round water for livestock & wildlife. This immense ranch consists of 3 homes, 2 cabins, bunk house, vet building w/apartment, 2 picturesque barns-one with an animal processing facility & walk in cooler, equipment storage buildings, stock scale, rock pits, too much to list! The main house sits above headquarters with spectacular views. Custom built 4bed/3bath, chef's kitchen, large office, honeymoon suite & more. A rare opportunity to own a thriving ranch that captures the essence of Central Oregon's western lifestyle. Fly in/out of RDM only 1 hour away.

28000 SE Paulina Highway, Prineville

Listing courtesy of Cascade Hasson SIR.

$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

Listing courtesy of Cascade Hasson SIR.

$14,000,000
220223436 MLS
Offered for sale for the first time ever, Belle Fiore Estate Winery is Oregon's most significant vineyard estate and event destination situated on 51+ acres, including 37+ irrigated acres and an established vineyard with 14 grape varieties. The estate encompasses more than 27,000 sqft and features multiple tasting rooms, a ceremonial barrel room, elegant ballroom, full-service restaurant, expansive terraces, and outdoor dining areas overlooking the vineyard and valley. The production facility is designed for commercial-scale operations with 8 barrel-storage bays, refrigerated wine storage, soaring ceilings, and extensive infrastructure. Hosting more than 50,000 visitors annually, Belle Fiore is a recognized destination for wine tourism, weddings, corporate retreats, and private events. This combined with significant growth potential make this a rare opportunity to own a premier winery. Business assets and inventory available, subject to applicable licensing and regulatory requirements.

100 Belle Fiore Lane, Ashland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$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

Listing courtesy of Berkshire Hathaway HomeService.

$13,840,000
6 Beds 2 Baths 220204067 MLS
Willowdale Ranch offers a rare chance to own 13,324± deeded acres in the American West, combining legacy, recreation, and agriculture. With 669.7 acres of irrigation water rights and supplemental wells, it's a productive cattle and hay ranch. A 20± acre private lake enhances its appeal with trophy Bass fishing. Outdoor opportunities abound--world-class elk, deer, antelope, Aoudad sheep, turkey, upland birds, and waterfowl hunting, plus steelhead fishing access. The property qualifies for 6 LOP tags each for elk and deer. Improvements include four homes, four remote cabins, rodeo grounds, trap and skeet range, and full guest amenities. Whether expanding ranching, building a multigenerational retreat, or creating a sporting destination, Willowdale delivers unmatched scale, resources, and natural beauty.

11251 NE HWY 97, Madras

Listing courtesy of Hicks Team - Fay Ranches LLC.

$13,600,000
2 Beds 2 Baths 220224625 MLS
Three Creek Preserve is one of the largest privately owned, permanently conserved wildlife sanctuaries in the American West. Spanning 32,435 contiguous acres of high-desert mountains, canyons, and grasslands in Eastern Oregon, every acre of this property is protected in perpetuity under an Agricultural Working Lands Conservation Easement. This is not a ranch that happens to have wildlife. It is a wildlife preserve that is actively managed as a working landscape, with regenerative cattle grazing and carefully stewarded trophy hunting serving as the primary tools that keep the land healthy, resilient, and wild. For the conservation-minded buyer, Three Creek Preserve is a rare opportunity: to own a landscape-scale wilderness, safeguard critical habitat for generations, and participate in one of the most thoughtful models of working-lands conservation in the West.

5872 John Day Highway, Brogan

Listing courtesy of Polvi.

$12,500,000
220225917 MLS
Strategic geothermal and energy-development opportunity in the Olene Gap area of Klamath County. Offering includes the existing Olene O-1N deep geothermal well, drilled as part of a prior commercial geothermal power-development project, together with the surrounding land and improvements at 13340 Crystal Springs Road. The Olene Gap has a documented history of high-temperature geothermal exploration and development. Property includes a 1,152 SF residence, machine shed, barn and additional site improvements. Historical drilling records and geothermal documentation related to O-1N are available for review by qualified prospective purchasers. Potential applications may include geothermal power generation, energy-intensive development or other uses subject to required approvals and infrastructure. Buyer to independently investigate geothermal resource and suitability for intended use.

13340 Crystal Springs Road, Klamath Falls

Listing courtesy of Coldwell Banker Holman Premier.

$12,000,000
7 Beds 19 Baths 220223437 MLS
Chateau at Belle Fiore is one of Oregon's most extraordinary estates. Spanning over 17,400 sqft across 4 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 17+ acres, including 12+ 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, 4-car garage, prep kitchen, and grand gathering spaces complete this iconic estate. Business assets and inventory available, subject to applicable licensing and regulatory requirements.

200 Belle Fiore Lane, Ashland

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$12,000,000
17 Beds 13 Baths 220218841 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 Road, Bly

Listing courtesy of Fay Ranches, Inc..

$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

Listing courtesy of Land and Wildlife LLC.

$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

Listing courtesy of Cascade Hasson Sotheby's International Realty.

$10,700,000
4 Beds 3 Baths 220204064 MLS
Own 4,544± acres in North Central Oregon with Fessler Hay & Cattle Ranch—a rare blend of productivity, beauty, and legacy investment. The ranch includes 1,204.2± acres of primary irrigation water rights, supporting fertile hay ground and irrigated farmland for high-yield crops and year-round feed. An additional 3,500± acres of rangeland offer excellent grazing and recreation potential. Ideal for cow-calf operations, yearlings, or diversified ag ventures. Fully improved with seven residences, barns, workshops, feedlot, and corrals for turnkey operation. Framed by Cascade Mountain views, this self-sustaining, income-producing ranch unites lifestyle, land, and long-term opportunity.

7507 NE Quaale Road, Madras

Listing courtesy of Hicks Team - Fay Ranches LLC.

$10,000,000
220224690 MLS
A rare, historic opportunity awaits at the legendary Lake Creek Lodge! This premier property features 13 charming cabins, an iconic lodge with an active restaurant, a turnkey wedding venue, and approval to build 20 additional cabins for massive growth. For generations, Lake Creek Lodge has been the heart of the classic summer vacation, drawing families back year after year. It perfectly blends a relaxed atmosphere with endless outdoor recreation, serving as the ultimate launchpad for Pacific Northwest adventures. Steeped in rich history, the grounds invite guests to slow down--whether watching deer wander past their cabin door, strolling along the scenic creek, or reading by the fire. It is a rare sanctuary where grandparents, parents, and children all feel at home, continuing a legacy of timeless family traditions. Own a piece of history and a thriving hospitality business with unmatched expansion potential. Your legacy starts here.

13375 SW Forest Service Road 1419, Camp Sherman

Listing courtesy of Ponderosa Properties.

$9,998,000
220202156 MLS
Investing in Storage: Why Big Boy Maxi Storage is a Smart Choice for Savvy Investors. ''Big Boy'' is a well established flagship storage facility located just north of Medford in a High exposure industrial area of White City with close proximity to major arterials. Great rental history with year over year increasing profits. There is 50,232 sq. ft. of enclosed storage built in 2005. These 62 enclosed units have various sizes from 12' x 20' up to 24' x 65'. There's an additional 35,316 sq. ft. of canopy covered parking with 73 spaces ranging in size from 12' x 25' up to 12' x 65'. Occupancy at 99%. Recent 2.92-acre expansion to this complex includes 90 additional outside spaces ranging in size from 15'x35' up to 15'x46', along with expansion area #2 offering 36 15'x35' parking spaces. Wash bay, RV dump station and a 480 sq. ft. office space. This fenced 7.40-acre complex has paved alleys & lighted areas, 24-Hour access with coded entry, security cameras w/optional off-site monitoring.

1400 Avenue G, White City

Listing courtesy of RE/MAX Integrity.

$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

Listing courtesy of Engel & Volkers Portland Rose City.

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