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$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.

$10,250,000
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

Listing courtesy of Century 21 North Homes Realty.

$10,250,000
6 Beds 5 Baths 220219275 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

Listing courtesy of Century 21 North Homes Realty.

$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.

$8,900,000
4 Beds 2 Baths 220224582 MLS
Bar Y Ranch and Pivots is a rare opportunity to acquire a premier agricultural operation in Oregon's Upper Klamath Marsh. Encompassing 6,866.47± deeded acres, including the 6,399.61± acre Bar Y Ranch and the 466.86± acre Bar Y Pivots, the property benefits from 5,717.3± acres of primary and 5,350.1± acres of supplemental water rights supplied by Sand Creek, Scott Creek, the Williamson River, and four irrigation wells. Approximately 500± acres are irrigated under four center pivots, supported by a stable groundwater table. Existing homes, barns, corrals, fencing, and irrigation infrastructure provide turnkey operations for seasonal grazing, hay production, or an expanded year-round cattle program. Bordering the Upper Klamath Marsh and Fremont-Winema National Forest, the ranch offers exceptional production, recreation, wildlife habitat, and long-term investment value.

1950 Silver Lake Road, Chiloquin

Listing courtesy of Fay Ranches, Inc..

$8,815,000
220223930 MLS
This seven-lot portfolio totals ±3.53 acres in a central Bend location along the Franklin Avenue corridor. Positioned just east of the Bend Parkway (US 97), the Property benefits from strong regional connectivity and convenient access to Downtown Bend, the Old Mill District, and surrounding commercial districts. The Property includes split zoning of Mixed-Use Employment (ME) and Commercial Limited (CL), supporting a range of employment, commercial, and mixed-use concepts, subject to City of Bend approvals. The site is located within the Bend Central District (BCD) Overlay and a federally designated Opportunity Zone, frameworks intended to encourage infill redevelopment and long-term capital investment. The combined ±3.53-acre site provides meaningful scale within the urban core and supports coordinated site planning or phased development strategies. Proximity to US 97 enhances accessibility, and is also near residential neighborhoods and established commercial amenities.

105 NE Franklin Avenue, Bend

Listing courtesy of Compass Commercial Real Estate.

$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

Listing courtesy of Cascade Hasson SIR.

$8,700,000
3 Beds 3 Baths 220219591 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 Van Lake Road, Prineville

Listing courtesy of HomeSmart Realty Group.

$8,500,000
4 Beds 3 Baths 220180676 MLS
Welcome to Red Lily, one of the most acclaimed vineyards in the Applegate Valley. This 255-acre property boasts strong water rights, breathtaking river frontage, a state-of-the-art winery, vineyard, and expanses of quality irrigated land for agricultural expansion, plus an iconic and well-trafficked wine-tasting venue. With its well-established reputation and a wealth of infrastructure, Red Lily provides an excellent canvas for developing a hospitality focus with events such as destination weddings, as well as on-site accommodations like bed and breakfast and cabin rentals. This rare gem offers an unparalleled setting with 4,000 feet of Applegate River frontage and convenient access to incredible outdoor activities. Nestled atop a secluded knoll is the main residence—a quintessential American cedar shingle-style home boasting over 4,000 SF of living space. The second home is a delightful farmhouse that has been thoughtfully updated. Owner terms may be available, call for details.

11777 Highway 238, Jacksonville

Listing courtesy of John L. Scott Medford.

$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

Listing courtesy of Land and Wildlife LLC.

$8,215,000
220221006 MLS
Presenting one of Salem's most iconic, beautifully renovated office buildings Offered at a solid 8.6% cap rate! Ideally positioned in the heart of downtown directly across from the Salem Convention Center & the nearly new Holman Hotel. Located just 1 block from the Willamette River, this property sits within the premier Central Salem Core Business District on one of the highest-trafficked corners in the city. The building has undergone over $2 million in recent renovations, blending historic character w/ modern upgrades. It is anchored by A+ core, long-term tenants secured by strong stable leases through 2032 with extension options--100% occupancy provides reliable income and investment security. Additional highlights include excellent parking options, with convenient access to the adjacent parking structure via a connected land bridge, enhancing tenant & visitor accessibility. This is a rare opportunity to acquire a landmark asset in one of Salem's most desirable commercial location.

198 Commercial Street SE, Salem

Listing courtesy of Century 21 North Homes Realty.

$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

Listing courtesy of Camerelle Real Estate LLC.

$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

Listing courtesy of Century 21 North Homes Realty.

$7,750,000
3 Beds 2 Baths 220219432 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

Listing courtesy of Century 21 North Homes Realty.

$7,700,000
220191864 MLS
Modern, immaculate, turn-key office space in one of Medford's premier professional office settings. This well-appointed space has served as the corporate headquarters for ProCare Software and is coming available in December 2024. This offering is for the entire 2nd floor of the One West Main Building in downtown Medford. The 2nd floor condo unit consists of approximately 30,964 total square feet, demised as follows: 19,016 SF finished/furnished office space; 9,972 SF cold shell space, 1,976 common area and bathrooms. The building was designed as a HQ for multiple prominent companies, and is home to Pacific Retirement Services (3rd floor) and Rogue Disposal (4th floor). Attached to a private parking garage with ample covered parking for all employees/staff. The space is also available for lease (all or part) per separate MLS listing #'s, 220191861, 220191862, 220191863.

1 W Main Street 201 Unit 201, Medford

Listing courtesy of Pulver and Leever Real Estate.

$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

Listing courtesy of Hicks Team - Fay Ranches LLC.

$6,900,000
3 Beds 2 Baths 220224867 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 Road 49 Silverlake Highway, Chiloquin

Listing courtesy of USLANDCO LLC.

$6,900,000
3 Beds 2 Baths 220224864 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 Road 49 Silverlake Highway, Chiloquin

Listing courtesy of USLANDCO LLC.

$6,760,000
220200855 MLS
This exceptional 13.52-acre commercial opportunity sits along Crater Lake Highway, offering unmatched visibility and access to high-volume traffic just outside thriving Medford. Position your business at the gateway of an 182-acre mixed-use development that will soon welcome over 475 residential homes and apartments, creating a built-in customer base from day one. Strategic location within a designated Opportunity Zone unlocks valuable tax incentives for savvy investors. With highway frontage providing constant exposure to potential customers and substantial surrounding growth planned, this parcel represents the ideal foundation for retail, hospitality, or mixed commercial ventures. Don't miss this rare chance to secure prime real estate in Southern Oregon's expanding market—where your business vision meets development potential and tax advantages in one perfectly positioned property. Additional commercial and apartment land available!

Crater Lake Avenue 13.52 Unit 13.52, Medford

Listing courtesy of John L. Scott Medford.

$6,700,000
3 Beds 3 Baths 220219588 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.

41225 Van Lake Road, Prineville

Listing courtesy of HomeSmart Realty Group.

$6,600,000
5 Beds 5 Baths 220194365 MLS
Offered for sale, Three Creeks Vineyard Estate nestled in the Illinois Valley of Southern Oregon. 131.56 vine acres with varietals of 92.61 acres Pinot Noir and a mix of Chardonnay, Pinot Blanc, Pinot Gris & Riesling. Superior farming techniques produce over 600 tons annually. This property has 2 water certificates with a senior priority date of 1868 and allow for a total of 1059 acre feet to be diverted from sucker creek for irrigation. 3 large year-round ponds provide water storage and ambiance. Multiple wind machines to provide frost protection. Spacious 5,236 home centrally located on the property, prestigious vineyard, valley, and waterfront views. 1700' 2nd dwelling, barn, equipment shed, detached garage & additional storage. Water rights, soil reports, maps & varietals on file. Seller willing to manage vineyard and buy back fruit. Equipment negotiable. All information provided is deemed reliable but is not guaranteed and should be independently verified.

7821 Holland Loop Road, Cave Junction

Listing courtesy of Rich Holstrom Real Estate LLC.

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