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$3,999,000
5 Beds 7 Baths 220217220 MLS
In the middle of this desert oasis is a stunning, awe inspiring, welcoming home that sits in the middle of 288 acres. The property is bordered by 10s of thousands of acres of BLM land that provides endless recreational opportunities. Follow the rose bush lined driveway to the solid front door with sidelights and transom. View the expansive entry and vaulted ceiling with double stairways to the second floor. This home boasts travertine tile, slate, and hickory, Belizean rosewood, black walnut, and juniper hardwood inlaid flooring throughout the rooms. The kitchen is a cook's delight with the replica of an old wood cook stove and matching refrigerator, wall oven, warming oven, chef sink, plate rack, Lazy Susan, and appliance garage surrounded by hickory cabinets. Large rooms throughout. Comes with an incredible third floor apartment with French doors to balcony looking out over the grazing cattle in the pasture. Native rock accents. Quality materials. New exterior/interior paint/decks.

59047 Old Lake Road, Christmas Valley

Listing courtesy of RE/MAX Key Properties.

$3,999,000
4 Beds 7 Baths 220214782 MLS
Nestled in a breathtaking location, this timeless estate offers sweeping views of the majestic Cascade Mountains and Whychus Creek Canyon. Surrounded by luxurious gardens, the home stands in contrast to the low-maintenance high desert landscapes that dominate the nearly 40-acre property and the sparsely developed land around it. With European-inspired elegance, this estate boasts an array of exceptional features, including a lighted tennis court, three stunning rock fireplaces, and expansive aggregate patios--both covered and uncovered. Additional highlights include a heated dog kennel, solarium, sunroom, formal and informal dining spaces, and an oversized family room. The home offers four bedrooms, each with an ensuite bathroom, including a main floor primary suite with two full baths, separate closets, and a chef's kitchen with a large pantry. Enjoy the convenience of a three-car garage with ample attic storage for all your toys.

17945 Mountain View Road, Sisters

Listing courtesy of Ponderosa Properties.

$3,995,000
2 Beds 1 Baths 220225545 MLS
The Four Corners Ranch offers 897.32 acres of productive timberland on the south side of Mount Ashland, near the California border. This is a rare legacy holding that pairs a strong timber inventory with live water, recreation, and several structural improvements. Elevations range from 3,600 to 4,900 feet across varied topography, supporting consistent, reliable timber growth. Current stocking is estimated at 7.7 MMBF Douglas fir, 4 MMBF white fir, 5.9 MMBF pine, and just under 1 MMBF cedar. Located in the Rogue hunting unit, an area known to produce quality black-tailed deer, the ranch is ideal for hunting and outdoor recreation. Live water, diverse terrain, and direct access to vast public lands add to its appeal. Whether acquired for merchantable timber value or held as a generational asset, the Four Corners Ranch is a genuine opportunity to own a productive expanse of land in Southern Oregon. Additional documentation available upon request.

Hungry Ridge, Ashland

Listing courtesy of John L. Scott Medford.

$3,995,000
4 Beds 6 Baths 220203312 MLS
A true masterpiece in Southern Oregon, 1st time, extraordinary Mediterranean estate captures sweeping views of the Jacksonville Mountains & glittering city lights. Set on 5 private park-like acres w/city water, ±5700 SQ FT of luxury on main level, ±3484 SQFT private lower level; ideal for entertaining, additional living/guest quarters & lg detached private guest Casita--designed & built by Mike Pagnini--showcases unmatched craftsmanship and timeless elegance. Highlights include 4 luxurious primary suites, 6 baths, a Pebble Tec pool & spa, guest casita, & a 12-car garage. Inside, grand living spaces feature soaring dome ceilings, 8 fireplaces, and French doors opening to stunning outdoor living areas. Chef's kitchen, wine cellar, theater, & fitness rooms complete the experience. Ideally located near Rogue Valley International-Medford Airport w/Million Air Medford for private jet access, & minutes from the Britt Music & Arts Festival, Oregon Shakespeare Festival, & renowned wineries.

321 Pair A Dice Ranch Road, Jacksonville

Listing courtesy of John L. Scott Medford.

$3,959,000
5 Beds 5 Baths 220194502 MLS
Nestled w/in the exclusive Ranch at the Canyons, this extraordinary retreat honors both the grandeur of nature & the beauty of connection. Perched above 2.5 miles of private Crooked River frontage & framed by the iconic cliffs of Smith Rock State Park, it offers remarkable privacy just 20 minutes from Redmond Airport. Designed w/ intention. Two primary suites occupy separate wings on the main level, while a sliding glass wall in the great room invites the high desert landscape inside. Golden sunsets, canyon views & ever-changing light create a seamless connection to the outdoors. Whether hosting loved ones fireside, sharing dinners beneath painted skies, or enjoying the quiet rhythm of the river below, life here unfolds w/ uncommon beauty & ease. Perfect as a private sanctuary or executive retreat, this is more than a home--it's an experience of peace, presence & timeless Oregon beauty. As an added benefit, sellers will pay one full year of HOA dues for the new owners.

11698 Pinedale Lane, Terrebonne

Listing courtesy of RE/MAX Key Properties.

$3,950,000
4 Beds 3 Baths 220209705 MLS
As one of the premier ranch properties available in the region. With three dependable wells on-site, the land provides ample water to support livestock, operations, and future expansion. Rich in history, this ranch was once home to Ken Knott's highest-selling cattle in the valley—an enduring legacy of quality and performance that continues today. Meticulously maintained, the property features expansive open pastures, gently rolling terrain, and natural attributes ideal for grazing and cattle ranching. It remains an active cattle operation, a reginitive farm, showcasing generations of thoughtful land stewardship and livestock excellence. Whether you're continuing a proud tradition or building your own, this ranch offers the core elements of long-term success: reliable water, productive land, a respected legacy, and a track record of proven performance.

59926 Comstock Road, Cove

Listing courtesy of Hilltop Farm & Ranch, LLC.

$3,950,000
220205015 MLS
A premier turn-key winery and tasting room in the heart of the Rogue Valley, directly across the road from Centennial Golf Club and future 470-acre Centennial Village. Padigan features a 25-acre mature vineyard w/MID irrigation, modern 8,976 SF production winery (2016), and a 4,150 SF architecturally stunning tasting room. The solar-powered winery offers gravity-flow design, dual barrel rooms, and capacity for 10,000+ cases annually. The tasting room blends rustic charm with hospitality infrastructure, including a chef's kitchen, patio with vineyard views, and space for 300 guests. Situated on 46.34 EFU-zoned acres with high-visibility frontage along N Phoenix Rd—just minutes from Medford and the airport. Includes shop buildings, Tesla chargers, and extensive landscaping. A rare opportunity to acquire a turn-key facility in one of Southern Oregon's fastest-growing lifestyle and wine regions.

2335 N Phoenix Road, Medford

Listing courtesy of USLANDCO LLC.

$3,950,000
220204961 MLS
A premier turn-key winery and tasting room in the heart of the Rogue Valley. Padigan features a 25-acre mature vineyard w/MID irrigation, modern 8,976 SF production winery (2016), and a 4,150 SF architecturally stunning tasting room. The solar-powered winery offers gravity-flow design, dual barrel rooms, and capacity for 10,000+ cases annually. The tasting room blends rustic charm with hospitality infrastructure, including a chef's kitchen, patio with vineyard views, and space for 300 guests. Situated on 46.34 EFU-zoned acres with high-visibility frontage along N Phoenix Rd—just minutes from Medford, the airport, and across from Centennial Golf Club and future 470-acre Centennial Village. Includes shop buildings, Tesla chargers, and extensive landscaping. A rare opportunity to acquire a turn-key facility in one of Southern Oregon's fastest-growing lifestyle and wine regions.

2335 N Phoenix Road, Medford

Listing courtesy of USLANDCO LLC.

$3,900,000
3 Beds 4 Baths 220225288 MLS
An exceptionally rare opportunity to own a custom estate in the highly coveted Westgate community, where resales are virtually unheard of. Set on a premier 2.5-acre homesite with breathtaking views of the Three Sisters and Cascade Mountains, this extraordinary home offers 3,105 sq. ft. on the main level plus a 677 sq. ft. bonus room. Soaring ceilings, walls of glass, and designer finishes create a light-filled, luxurious living experience. The 1,100+ sq. ft. owner's retreat features stunning mountain views, a spa-inspired bath with freestanding tub, oversized tile shower, dual walk-in closets, flex space, and private hot tub patio. Industrial farmhouse design, Thermador appliances, custom cabinetry, stone counters, walk-in pantry, and an oversized four-bay garage with a 10' door that accommodates a Sprinter van plus a dedicated gear bay complete this exceptional home.

62313 McClain Drive, Bend

Listing courtesy of The Agency Bend.

$3,800,000
4 Beds 5 Baths 220204557 MLS
Experience elevated living on Awbrey Butte w/ this sleek & modern masterpiece. Designed w/ elegance in mind, this stunning home showcases imported Italian marble flooring & custom RGB LED ceiling lights throughout. The great room features soaring ceilings, fireplace, & floor-to-ceiling windows that frame the easterly views. The gourmet kitchen is a showstopper—featuring a large island w/ breakfast bar, granite countertops, double oven, walk-in pantry, & high-end Café commercial appliances. The main level offers a luxurious primary suite w/heated bathroom floors, dual vanities, soaking tub, tile shower, & walk-in closet. Also on the main level: a private office & cozy den! Upstairs, enjoy a game room & dedicated home theater, 2 junior suites each w/ large walk-in closets & private balconies, plus an additional bed & bath. Enjoy 4th of July fireworks from the expansive front deck or entertain year-round on the covered back patio. Minutes to trails, parks, shops, and downtown Bend!

664 NW Powell Butte Loop, Bend

Listing courtesy of Cascade Hasson SIR.

$3,799,000
4 Beds 5 Baths 220222292 MLS
Set along a coveted stretch of riverfront, this modern residence stands among Bend's most compelling offerings--where architecture and setting align with rare clarity. The home opens to a series of outdoor living spaces, fire features, and sweeping water views, creating a seamless connection to the landscape and rhythm shaped by river. Inside, a refined composition clean-lined detailing, and expansive glass draws in natural light while framing the outdoors with intention. The kitchen is designed for both elevated entertaining and daily ease, anchored by a natural stone island and a stainless steel appliance suite. A main-level primary suite offers a private retreat with a steam shower and patio Hot Tub access. Each additional bedroom in main house is en suite, complemented by an office, utility space, and triple-zoned HVAC. An attached apartment with its own garage bay adds flexibility. All of it, just moments from Bend's everyday conveniences--yet a setting that feels a world apart.

20172 Soft Breeze Court, Bend

Listing courtesy of Cascade Hasson SIR.

$3,750,000
3 Beds 4 Baths 220220325 MLS
Adjacent to Archie Briggs Natural Area & overlooking the Deschutes River canyon, this North Rim residence captures sweeping Central Oregon views including Mount Jefferson, Mount Hood, Black Butte, Smith Rock, Powell Butte, and Riley Ranch. Set on a private 1.5-acre homesite within the North Rim gated community, the property offers both privacy and connection to the landscape. The modern minimalist design is centered around a light-filled atrium with a reflecting pool and skylight, bringing natural light into the core of the home. The upper level is designed for daily living, featuring the primary suite, kitchen, dining & living area home theater. The ground floor includes a foyer, atrium, two bedrooms, two baths, an exercise/pool room, a sauna, and a 2nd office/music room. An integrated elevator connects both levels, while three decks totaling approximately 930 square feet extend the living experience outdoors.

1596 NW Wild Rye Circle, Bend

Listing courtesy of Cascade Hasson SIR.

$3,690,000
4 Beds 2 Baths 220223938 MLS
Offered for the first time in four generations, this exceptional 655-acre farm and ranch is a rare opportunity to own a property with outstanding agricultural value.Approximately 600 acres of irrigation rights support productive grassy alfalfa mix, grain, and pasture, creating diverse farming and ranching possibilities. The property features irrigation water rights with both A & B water as well as a charming 4-bedroom, 1.5-bath farmhouse with an updated kitchen and bath, while retaining its original Craftsman style and timeless details. Numerous outbuildings, livestock working facilities, and established irrigation infrastructure enhance the property's functionality and appeal. Whether you're looking to expand an existing operation or invest in productive farmland, this property offers an Incredible business potential. Appraised at $3.94 million in April 2026 and priced to sell, this is a must-see property that is truly spectacular and has endless possibilities.

13350 Highway 66, Klamath Falls

Listing courtesy of Century 21 Showcase, Realtors.

$3,600,000
7 Beds 7 Baths 220225278 MLS
2 Professional Cannabis Companies, on one 40 Acre location. Both Tier II, and both have an excellent reputation with the State OLCC. This Farm comes fully staffed, with all equipment and includes 2 on-site Residences, with over 3,400 S/F total. 7 straight successful years, with the books to prove it. 3 Shops - 14,200 total Sq Ft and 9 rooms, all temperature controlled, with HVAC. A Steel Security Fence surrounds the perimeter of both farms, Heavy Steel Gate on driveway entrance. 3 pages of Heavy farming and processing equipment are included. Motion Camera's, & Monitored Video Surveillance, inside and outside. All Hardwired back to the server on a dedicated Wifi. 2 Residential Wells and 2 Ag Wells, Year Around Ground Water Rights, 1600 AMPS. 2 Custom Fertigation Stations, equipped with 20,000 Gal Water Storage, and direct plumbing to each garden. 2 Offices, 1 Employee Break Room, and 1 Pool with Pool House. $1 Million in standing timber. Owner will Carry

3160 Rockydale Road, Cave Junction

Listing courtesy of Jeffrey Potts Real Estate.

$3,600,000
4 Beds 3 Baths 220223882 MLS
North Fork Ranch is a 212+/- acre private, peaceful and secure property bordering the National Forest in the Cascade Mountains of Oregon. This extraordinary property offers endless opportunities for outdoor enthusiasts, from hunting, fishing, hiking, skiing, to world-class biking, making it a true recreational dreamland. Picture-perfect mountain views create the ideal backdrop for a secluded, secure retreat, just 45 miles from Eugene, Oregon. A beautiful lodge-style, 4-bed, 3-bath, well-finished home provides inspiring views of the property and mountains beyond. Blessed with mature timber, hay, agricultural outbuildings and reliable water resources including three wells, creeks, springs, and ponds. Wildlife is abundant, with frequent sightings of trophy elk, deer, turkeys, and predators, making the Ranch equally compelling as a sporting property. Truly an ideal legacy ranch, recreational retreat, or investment opportunity in one of Northwest's most desirable regions.

78189 High Prairie Road, Oakridge

Listing courtesy of Fay Ranches, Inc..

$3,558,000
220223878 MLS
Two contemporary luxury townhomes in Bend's Old Mill District, offered together as a single furnished investment. 210 and 212 SW Log Court sit side by side, steps from the Deschutes River, Hayden Homes Amphitheater, and the dining and retail of the Old Mill. Each home is three stories and 2,300 square feet with a three bedroom main residence and a full ground floor ADU. The ADU is 285 square feet with its own entry, kitchen, bath, and laundry. Owners can rent the main home, the ADU, or the full property. Each home also features a two car garage and multiple decks for outdoor living space. Mixed Riverfront zoning places the property outside Bend's 500 foot rule for short term rentals. Finishes include wide plank white oak floors, linear fireplace, curbless showers, radiant heated floors in the primary, red oak cladding, custom steel garage doors, and engineered party wall sound insulation between residences.

210 SW Log Court, Bend

Listing courtesy of Cascade Hasson SIR.

$3,500,000
4 Beds 5 Baths 220225232 MLS
Refined Northwest architecture and elevated Craftsman artistry define this exceptional North Rim home with privacy and Cascade Mountain views. Hickory floors, antiqued knotty alder cabinetry and doors, hand-forged ironwork, hand-troweled walls and four fireplaces create a warm, sophisticated interior. Artisan-crafted Hammerton lighting adds sculptural character, while a Wolf range, Sub-Zero refrigerator, dual furnaces, central vacuum and extensive storage support effortless living. Designed to accommodate a future elevator, the home also offers two elegant outdoor spaces, including one with a tranquil water feature and built-in gas fire pit. Beyond the stated square footage is 881 square feet of finished & heated space for flexible use, from a fitness room, storage, to a speakeasy. Set among native ponderosa pines and juniper, North Rim offers a gated setting with an owners' lodge, park, trails, and tennis and pickleball courts, minutes from Bend's dining and recreation.

3444 NW Greenleaf Way, Bend

Listing courtesy of Keller Williams Realty Central Oregon.

$3,500,000
4 Beds 5 Baths 220225659 MLS
Set on approximately 79 private, forested acres bordering Deschutes National Forest, this custom home near Sisters, OR offers 6,366 sq ft, 4 bedrooms, and 4 baths. The great room's massive river rock fireplace, hand-forged ironwork, and cherry cabinetry set the tone, while the kitchen features Sub-Zero, Wolf, Dacor, and Miele appliances alongside a granite island and butler's pantry with wine fridge. Oak hardwood floors, a formal dining room with French glass doors, and a family room with a Jotul wood stove and Brazilian cherry floors add warmth throughout. The primary suite includes a marble trimmed fireplace, soaking tub, and glass-block shower; a downstairs guest suite and upstairs Jack-and-Jill bedroom offer flexible living. Outdoors, enjoy a private pond, flagstone patio, firepit, and an auto irrigation system supplied by a private well. A nearly 3200 sq ft detached garage/shop rounds out this rare forest retreat, minutes from Sisters and surrounded by developed Forest trails.

67376 Peterson Mill Road, Sisters

Listing courtesy of Ponderosa Properties.

$3,500,000
220225287 MLS
Discover a rare opportunity to own the Applegate River Golf Club, a profitable 9-hole riverfront golf course and RV park in the scenic Applegate Valley. This Southside facing, 58.2-acre property includes two EFU parcels, 41 acres of Applegate River irrigation, and half are valuable 1902 water rights. The thriving business features a 24-site RV park with utilities and room to expand by an additional 24 sites, a 1,800± sq. ft. pro shop and café, a 4,800± sq. shop and office, a cart barn with 29 included golf carts, and a well-maintained 3-bedroom, 2.5-bath owner/manager home with a two-car garage and sunroom. Offering excellent income, expansion potential, possible owner financing, and future development options. Please do not discuss the sale with employees.

7350 New Hope Road, Grants Pass

Listing courtesy of Expert Properties Inc..

$3,500,000
220224071 MLS
Exceptional investment opportunity in the heart of the Rogue Valley! This well-established mini storage facility at the prominent corner of Crater Lake Highway and Dillon Way in Central Point offers 236 units across 6 buildings, ranging from compact 50 sq ft spaces to generous 600 sq ft units. With Rogue Valley summer heat, the 120 climate-controlled units meet every storage need. Built in 2004 and operated by the current owner since 2006, this turnkey operation includes an on-site manager's office and residence, ensuring attentive, day-to-day operations. A separately rented parking lot generates $500/month, and two additional vacant lots, totaling 0.84 and 1 acre, on Dillon Way are primed for expansion or future development. With high visibility on one of the Rogue Valley's busiest corridors, this is a rare opportunity to acquire a proven, income-producing asset with significant upside potential.

1060 Dillon Way, Medford

Listing courtesy of Windermere Van Vleet & Associates.

$3,500,000
4 Beds 2 Baths 220205219 MLS
Southern Oregon Cattle Ranch opportunity! Situated among the high desert with Sprague River running right through the middle of it. Most of the property is sub irrigated but there are two irrigation wells that keep this property growing some of the most luscious grasses in the basin. Completely fenced and cross fenced helps with pasture rotations. Working corrals, hay barn, shop, barn, and a garage all help with the operation. The property is flood irrigated saving huge expenses on utility costs. There is a large farmhouse located centrally on the property that includes 4 bedrooms, and 2 bathrooms. The home and outbuildings will need some TLC. Don't forget the abundance of wildlife and fresh aromas of native plants. There are an additional 203 acres that are for sale that will need to be included with the purchase of this property. MLS number 000000. Properties need to be sold together

57707 Hwy 140, Bly

Listing courtesy of Coldwell Banker Holman Premier.

$3,500,000
220199891 MLS
ATTENTION INVESTORS! 17.62 Ac of MUE with amazing location at the corner of Colfax and US 97 and hwy 26 with an average daily vehicle count of over 17,000. Total of 2 parcels (1.19ac & 16.43ac) annexed into the city of Madras and sewer main is near the property line, This property is a huge opportunity. Property use includes Large retail complex or Travel Center, or Hotel or light manufacturing or vehicle dealership or ? Total of 8,770sq.ft. and includes the following: 2,217sq.ft. house, 1248sq.ft. Shop, 3,455sq.ft. Retail Store / Showroom, 1,850sq.ft. 3 bay finished shop. the larger property is currently used as residential and the smaller piece is used as MUE Commercial. All property can be used as MUE. Call your agent for the backup package and showing. Seller will also sell the parcels separately.

1820 US-97, Madras

Listing courtesy of eXp Realty, LLC.

$3,499,999
6 Beds 7 Baths 220224664 MLS
Redefining luxury in Caldera Springs, this unforgettable retreat is set on a premier 0.46-acre corner homesite surrounded by water and framed by the community's most breathtaking backdrops. Designed with luxury & livability, the home blends private suites and inviting gathering spaces that capture serene views of the waters, both inside & out. Featuring 6 beds + 7 baths, the home includes 4 main-level en-suites, a dedicated den, plus an upstairs en-suite, custom bunkroom suite, & spacious bonus room with wet bar. With water surrounding multiple sides of the property, the outdoor living spaces create a private oasis at the water's edge, designed to embrace the tranquility of this remarkable setting - relax in the sunken hot tub, lounge fireside, or gather around the built-in BBQ while taking in uninterrupted views & soothing sounds of nature. Wolf & Sub-Zero appliances, premium finishes & exceptional craftsmanship. 3-car, 1100 SF garage. Discover this unforgettable home today!

56593 Elk Run Drive 522 Unit 522, Bend

Listing courtesy of Sunriver Realty.

$3,495,000
6 Beds 9 Baths 220224247 MLS
Discover this exceptional Caldera Springs retreat, where refined luxury meets the beauty of the natural surroundings. Thoughtfully designed with sophisticated finishes and a bright, open floor plan, this 6-bedroom home offers the perfect blend of elegance and comfort, featuring a spacious primary suite on the main level. The gourmet kitchen flows seamlessly into the great room and recreation room, complete with a private sauna with direct access to the outdoor spa. Enjoy the beautifully landscaped outdoor living spaces that features a fire pit; perfect for alfresco dining, relaxing by the fire, or entertaining under the stars. Home will be complete 2nd week of August. Offered fully furnished, this turnkey home is ready to enjoy as a primary residence, vacation retreat, or investment opportunity.

17751 Preservation Loop Lot 471 Unit Lot 471, Bend

Listing courtesy of Cascade Hasson SIR.

$3,490,000
4 Beds 5 Baths 220225668 MLS
Award winning, mountain modern home that redefines luxury. This estate-scale residence offers clean lines, cantilevered decks and roof to maximize its expansive walls of glass creating a luminous living space. The architectural drama of timber and steel begins at the front entrance as you approach, crossing the bridge over live water, the 7' glass pivot door offers an uninterrupted view of the Sisters Mountain peaks that flows through the grand gathering room wall of windows. Dramatic 17' wall of stone with fireplace and hand crafted chandeliers. Sleek kitchen & butlers pantry with Wolf & Sub Zero appliances plus gorgeous wet bar w/drawer fridge, freezer & wine fridge. Luxurious primary suite with soaking tub, Dekton shower walls, heated floors plus 3 additional beautiful bedroom suites. The lower level includes a guest suite, sauna and game room with wet bar. Enjoy outdoor living on the expansive covered deck with recessed heat which is engineered to minimize obstructive supports.

13503 SW Spirit Rock, Powell Butte

Listing courtesy of Cascade Hasson SIR.

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