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$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

$2,140,000
5 Beds 5 Baths 220223401 MLS
Rare 203-acre Ashland estate with sweeping south-facing views offers a resort setting tucked away at the end of a mountain road. Completed in 2015, the 7,468 sq ft Craftsman residence was designed for beauty and function. The main level showcases two primary suites, two additional oversized bedrooms, expansive living and family rooms, and a gourmet kitchen. One walnut staircase leads to a private loft while a second stairway leads to a spacious upper level bonus room. The partially finished daylight basement has exterior and patio access. The original 1,812 sq ft home is now an amazing fully finished flex space, ideal for guests, office, studio, or recreation. Surrounded on three sides by the Siskiyou Cascade National Monument for vast recreational opportunities. The property offers pasture, wooded terrain, and creek frontage. This rare legacy estate delivers self sufficiency, seclusion, and unparalleled outdoor access while remaining within reach of Ashland's renowned amenities.

22494 Jefferson Road, Ashland

$795,000
3 Beds 2 Baths 220223391 MLS
The perfect Southern Oregon retreat is ready for you. Set on a gentle knoll with views & privacy, this single-level home is mere minutes to everything. Enjoy warm summer days splashing in the in-ground pool surrounded by gardens, fruit trees and timber frame pavilion with ceiling fan, plus a detached, climate-controlled shop that rivals the home itself. Thoughtfully designed open floor plan includes a spacious Chef's dream Kitchen with granite counters, SS appliances, ample counter and storage space plus six-burner range & three ovens. Spacious Living Room features huge picture window and cozy but spacious Family Room offers a comfortable entertaining space. Large separate office/den, hobby area or guest room. With direct access to the pool and gardens, the inviting Primary suite features jetted tub & tiled shower. Huge detached 2-car garage with cabinetry for your wheeled toys. Irrigation rights, raised garden beds and so much more complete this little piece of Rogue Valley paradise.

2820 David Lane, Medford

$1,395,000
4 Beds 3 Baths 220223369 MLS
Stunning East Medford estate on 2.17 private acres (zoned RR-5) offering breathtaking VIEWS just minutes from town! This impressive 4BR/3BA, 4,371 sq. ft. home comes fully furnished, is well updated and features high-end finishes throughout. The gourmet kitchen is a chef's dream with a Viking cooktop, dual ovens, Sub-Zero fridge, and massive island. Behind the paved, and gated driveway lies an outdoor paradise: a deep, fenced in-ground pool, built-in BBQ, and fully irrigated landscaping with mature apple, pear, plum, and Asian pear trees. Perfect for horse enthusiasts, the property includes an irrigated/fenced pasture, a barn with 2- horse stalls barn, tack room, tool room plus a separate hay barn with concrete floors. This rare, turn-key luxury property combines rural space with city convenience.

3752 Devils Garden Road, Medford

$1,295,000
3 Beds 3 Baths 220221928 MLS
Stunning Modern Home with Unobstructed Panoramic Views. Designed as the builder's personal residence, this exceptional modern home was thoughtfully crafted to capture the beauty of Southern Oregon from nearly every room. Expansive windows frame breathtaking views of RoxyAnn, surrounding mountains, and twinkling city lights below. Offering over 3,000 SF of primarily single-level living, the home blends clean architectural lines with warm finishes including soaring ceilings, white oak flooring, oversized doors, and a stunning chef's kitchen at the center of the home. Outside, enjoy terraced landscaping, greenhouse, outdoor fireplace, and an expansive covered patio designed for year-round entertaining. Complete with parking for 5 vehicles, workshop space, generous storage, and a versatile lower-level flex room with full bath, this Bill Burfield Construction home perfectly balances luxury and functionality.

4310 Tamarack Drive, Medford

$514,999
5 Beds 3 Baths 220223154 MLS
Welcome to country living with room to breathe. This spacious 5-bedroom, 3-bath home offers 2,366 square feet of comfortable living space on 1.96 flat, usable acres. Built with quality in mind using 2x6 construction, the home features an open main-level layout, a primary suite on the main floor, and two full bathrooms downstairs for added convenience. An incredibly strong well, well-designed septic system, and practical floor plan provide peace of mind for years to come. Outside, you'll find plenty of room for RVs, trailers, equipment, hobbies, animals, or future projects. The property is currently being cleared out, making it easy for the next owners to move right in and make it their own. If you've been looking for space, functionality, and potential, this property is ready to deliver.

6950 Pico Drive, Medford

$955,000
3 Beds 2 Baths 220222996 MLS
Exceptional 16-acre Southern Oregon country property offering privacy, open space, and an established orchard setting. The acreage provides flexibility for agricultural, recreational, hobby farm, or lifestyle uses while maintaining convenient access to regional amenities. The residence has been extensively improved through permitted projects completed between 2003 and 2010, including a spacious primary suite addition, expanded living room, dedicated office adjacent to the detached garage, and significant electrical and plumbing upgrades. Mature orchard plantings add character and long-term value to the property. Ideal for buyers seeking a rural retreat, small farm, investment property, or room to enjoy the Southern Oregon lifestyle.

255 Carmen Road, Talent

$879,900
3 Beds 4 Baths 220222750 MLS
The best of both worlds-peaceful country living on 2.5 level, irrigated & fenced acres w/the convenience of town nearby! Just minutes from historic Jacksonville & 1 mi from Dos Mariposas Vineyards, this custom home offers plenty of space & room for animals on a manageable property. This 3-bed home features an additional flex room/office + an oversized garage w/bonus rm above & a 1/2 bath for convenience! Beautiful orchard/pastoral views from many rooms! Open living area w/soaring ceilings, built-ins & gas fireplace. Chef's kitchen w/stunning lg granite island, stainless appliances & abundant cabinetry. Main-level primary w/French doors to patio, lg walk-in closet & spa-like bath w/heated tile floors & walk-in shower. Upstairs has 2 lg bedrooms & full bath. There are 2 full & 2 half baths total! Lg laundry rm w/tons of storage. Enjoy the peaceful setting from the huge, covered porch. Property includes pasture, animal shelter & chicken coop. RV pkg w/hookups! 2024 well flow avg 10.3 GPM.

1760 Minear Road, Medford

$420,000
3 Beds 2 Baths 220222703 MLS
Amazing hilltop property with views! This 3 bedroom, 2 bathroom home offers 1,188 SF of comfortable living space on 5.14 acres backing directly to nearly 500 acres of BLM land. Enjoy unmatched privacy, abundant wildlife, hiking trails, and endless outdoor exploration right out your back door. The property features two separate driveway entrances--one leading to the home and another providing easy access to a flat meadow area ideal for gardening, animals, equipment, or future projects. The home includes a roof that's only 5 years old, new paint inside and out, plus a new well with a 2,000-gallon holding tank for added peace of mind. A huge shop offers incredible flexibility with ample workspace/storage, and additional living quarters complete with a full bathroom. A rare combination of seclusion, functionality, and outdoor living!

235 Citadel Road, Trail

$1,750,000
3 Beds 3 Baths 220222579 MLS
Experience one of the best views in the valley. This impeccably crafted estate showcases exceptional quality in every detail. Spanning 4,079 sqft on a generous .30-acre lot, this 3-bedroom, 2.5-bath residence is designed for elevated living and effortless entertaining. Walls of glass open via an accordion window system, framing breathtaking 180° valley views and creating seamless indoor/outdoor flow. The expansive living spaces extend to a resort-style backyard complete with an inground pool and spa, outdoor kitchen, and private putting green--perfect for both relaxation and hosting. Inside, discover refined spaces including a dedicated office, workout room, bonus room downstairs, and a hidden bookshelf wall that adds intrigue and charm. Abundant storage, thoughtful design, and a 3-car garage enhance everyday functionality. This home is a rare blend of sophistication, comfort, and resort-inspired living.

1812 Plateau Drive, Medford

$1,800,000
3 Beds 4 Baths 225427075 MLS
Luxury estate in the East Medford hills. Resort style living and entertaining w/your own pool/hot tub, pickleball & sports court, views, and privacy in the sought after community of Saddle Ridge Estates. This one of a kind Tuscan style home boasts rustic timbers, large-vaulted ceilings, great room w/floor to ceiling stone gas fireplace, hand planed wood floors, overlooking the huge outdoor living spaces ,pool, hot tub and manicured grounds. Chefs style kitchen featuring Thermador appliances, custom refrig/range/ stove, wine fridge, dual islands/wet bars. Formal dining and casual dining spaces, large office w / built-ins, and bonus room over the 3 car garage. Primary suite w/fireplace, celebrity style bathroom, custom fixtures, jetted tub, oversized shower, walk-in closet w/custom shelves. Lower-level features add'l bedrooms and bathrooms, family room, bonus room, custom stone gas fireplace, wine bar. All of this just minutes from wineries, parks, shopping, medical and restaurants.

5637 SADDLE RIDGE DR, Medford

$1,275,000
4 Beds 4 Baths 220222557 MLS
Extremely well-maintained home in the desirable Saddle Ridge subdivision! This stunning East Medford contemporary has it all. Situated on .34 acres, the 3,922 SF home features 4 bedrooms, 3.5 baths, soaring 22' ceilings, custom architectural details and abundant natural light. The gourmet kitchen boasts granite counters, custom cabinetry, pantry and a bonus wet bar in the great room. Luxurious primary suite includes a sitting area, gas fireplace, private view deck, spa-like bath, and huge walk-in closet. Resort-style outdoor living area is an entertainer's paradise, featuring a heated saltwater pool w/water feature, outdoor kitchen, fire pit, 4 garage spaces and oversize RV parking. Just 1 mile from the 1,740-acre Prescott Park and its more than 15 miles of developed multi-use trails.

1013 Roxy Ann Road, Medford

$569,000
3 Beds 2 Baths 220222554 MLS
Perched atop a private hill just outside of Jacksonville, this one-of-a-kind retreat offers breathtaking views stretching across mountains, valleys, and Southern Oregon skies. Situated on just over 40 acres, this 3-bed, 2-bath home was designed to embrace its incredible setting with expansive windows, multiple outdoor viewing areas, and a deck perfect for stargazing or soaking in unforgettable sunsets. The main living space is open and inviting, while the downstairs wood stove helps heat the entire home. The lower level includes a single-car garage and additional living space, creating a functional layout with room to spread out. Private, peaceful, and truly unforgettable--this is your chance to own a rare hilltop sanctuary just minutes from the charm of Jacksonville. Please no drive-bys.

1528 Morton Way, Jacksonville

$767,000
2 Beds 2 Baths 220222465 MLS
Custom round home designed and built by architect Clair Killen, positioned to capture panoramic views of Dutchman Peak and Little Grayback Mountain. The lower-level solarium provides exceptional space for year-round gardening and plant cultivation. Backing to BLM land, the property offers privacy, direct access to miles of public land, and a network of neighborhood trails, including a trail from the property that connects to the Sterling Mine Trail system. A gardener's paradise with two wells, extensive water storage, and two greenhouses with underground power. Multiple outbuildings and an ADU provide flexibility for guests, multigenerational living, rental income, hobbies, or workspace. Whether you're a gardener, homesteader, artist, or outdoor enthusiast, this property offers the space and infrastructure to bring your vision to life. Owner may carry.

9595 Sterling Creek Road, Jacksonville

$415,000
3 Beds 2 Baths 220222372 MLS
This well cared for 3 bed, 2 bath manufactured home sits on 5.56 private acres with incredible hilltop views! Offering 1,620 sf of living space, this property is perfect for those looking for privacy, room for horses, and space to enjoy country living. The spacious kitchen features a breakfast bar, skylights for added natural light, and opens to the dining area. Large primary suite includes a walk-in closet and spacious private bathroom. Enjoy taking in the views from the covered front porch, or relax on the covered back porch and large patio overlooking the property. Gated entrance leads to the fenced yard. Detached 2-car garage/shop has room for storage, hobbies, or workspace. Plenty of acreage with room to spread out and enjoy the peaceful setting!

483 Wren Ridge Drive, Eagle Point

$335,000
220222249 MLS
Prime Ashland location just off Strawberry Lane in an area of fine homes. Perched above neighboring properties, this exceptional .28-acre parcel captures sweeping valley and mountain views, expansive skies, and abundant natural light. The setting is both inspiring and serene, with mature oaks and conifers creating a beautiful natural backdrop. Thoughtfully positioned to take full advantage of its elevated location, the property enjoys remarkable view protection and a sense of openness that is increasingly difficult to find. With no homes immediately on either side, privacy is enhanced while still being just minutes from Ashland's celebrated Plaza, Lithia Park, and the extensive North Ashland trail system. Whether envisioning a contemporary showpiece or a timeless custom residence, this is a rare opportunity to build in one of Ashland's most sought-after locations and enjoy views that will be treasured for years to come.

163 Hitt Road, Ashland

$1,250,000
2 Beds 2 Baths 220222210 MLS
Rare opportunity to own 160 private acres on the outskirts of Ashland, offering extreme end-of-the-road seclusion, breathtaking panoramic views, and endless potential for recreation, hunting, and homesteading. Surrounded by nature and abundant wildlife, this remarkable mountain retreat delivers the peace and privacy that are increasingly difficult to find. Located just 30 minutes from Mt. Ashland and approximately 45 minutes to downtown Ashland, the property offers the perfect balance of remote living and convenient access to dining, culture, and outdoor adventure. The custom-built home features a stunning great room that truly must be experienced in person, with soaring ceilings, warm finishes, and walls of windows framing the surrounding landscape. A spacious primary suite, inviting guest accommodations, large barn, and substantial shop space make this property ideal as a full-time residence, legacy ranch, or unforgettable weekend mountain escape.

1969 Colestin Road, Ashland

$900,000
5 Beds 4 Baths 220221548 MLS
2 HOMES AND A GUEST STUDIO/COTTAGE ON 1 LOT!!! Just 3 miles from town, this exceptional 11-acre property sits on a sunny south-facing hillside with breathtaking views and endless possibilities. Ideal for a multi-generational family compound, rental income opportunity, homestead, or private retreat, this unique property offers an incredible combination of living space, infrastructure, and outdoor amenities. The 2,200 sq. ft. log home is filled with warmth and rustic charm, while the 1,800 sq. ft. second home includes a full basement for additional living or storage space. A separate 1,200 sq. ft. fenced studio/cottage provides excellent flexibility for guests, a home office, or a creative space. Additional improvements include two large septic systems, RV hookups with water and electricity, a separate laundry room, two tiny cabins, multiple storage buildings, root cellar with shop above, and a barn-style structure on the lower portion of the property with a newer roof.

2909 Dead Indian Memorial Road, Ashland

$639,000
3 Beds 2 Baths 220222099 MLS
Tucked away at the end of a tree-lined drive,this beautiful 1956 brick home sits on a knoll overlooking fenced and cross-fenced fertile farm and pasture land with 16.8 acres of valuable irrigation+water rights. There's a small barn,a chicken coop,and a greenhouse.This land is ideal for your farming pleasure: Vineyard, orchard, crops, raising horses or livestock. The 2018 sf home has 3 bedrooms,a smaller bonus room, a sunroom and 2 bathrooms.The primary bedrooms are at opposite ends of the home.One has newer ceramic tile flooring and a slider to the front patio.The 2nd primary has a slider to the back deck.The 3rd bedroom has a slider to the Sunroom. Recent upgrades:Brand new roofs on this 2018 sf home and on the garage plus a brand new garage door! New interior paint. Brand new kitchen flooring and countertops! There is newer laminate flooring throughout much of the home. Discover your dream farm here on 24.8 EFU acres with year-round creek frontage.

782 Covered Bridge Road, Rogue River

$559,000
3 Beds 3 Baths 220221847 MLS
Escape to your private 10+ acre wilderness sanctuary! This grand log home perfectly blends rustic luxury with ultimate functionality. The property backs up to BLM land for unmatched privacy & boasts spectacular, views of the Cascade Mtns. Inside find breathtaking, open-beam vaulted ceilings and a warm, inviting living space centered around a brick-surrounded pellet stove. The highly versatile floor plan offers 2 spacious main-level bdrms. Upstairs, discover a privately tucked-away primary suite complete with an en-suite bath and flexible loft area. Large, functional kitchen features abundant storage, walk-in pantry, and an adjacent dedicated laundry room. The exterior features an oversized garage with built-in shop area, plus dedicated RV parking. Embrace outdoor living on the massive, 932 sq ft covered porch, perfect for morning coffee or sunset views. A dream property for hobbyists, outdoor enthusiasts and travelers alike!

275 Citadel Road, Trail

$995,000
3 Beds 3 Baths 220221703 MLS
Priced to SELL! Panoramic valley views, single-level living & incredible shop space! Sweeping vistas stretch from Mt. Ashland to the Table Rocks and are visible from every primary living space. The vaulted great room and open kitchen offer open sightlines, easy flow and views at every turn. Three bedrooms include two en-suite bedrooms with private baths, plus a versatile office/flex room with its own closet--ideal for working from home, a nursery, hobby room or additional sleeping space. All everyday living is on one level. A 2-car attached garage plus oversized 3-car shop below with dedicated half bath provide five total garage spaces and exceptional room for vehicles, storage and projects. A rare combination of panoramic views, accessible single-level living and room for it all. Built 2017, finished 2018.

3250 Annapolis Drive, Medford

$850,000
3 Beds 3 Baths 220221511 MLS
Refined country view home on serene private acreage just 10 minutes from downtown Ashland. Recent upgrades include all new cement board lap siding, updated HVAC, and architectural shingle roof with solar array. Main level with 2,375 SqFt of living area, solid oak hardwood flooring, vaulted wood-paneled ceilings, three sets of sliding glass doors to redwood deck with infrared sauna and hot tub, great room with propane fireplace, formal dining, kitchen with leathered granite and quartz counters, stainless appliances including double ovens and induction cooktop, spacious primary with walk-in closet and full ensuite bath, two guest bedrooms, full guest bath, laundry room, and two-car garage. Upper-level office or fourth bedroom. Paved driveway, ample parking, mature plantings, grass lawns, full metal fencing around home, lower view deck with pergola, stone pathways, patio, and pond. Forest management by Lomakatsi. Access via Frank Hill Road or McKenzie Canyon Rd. Inquire for details!

1601 Frank Hill Road, Ashland

$948,500
3 Beds 2 Baths 220221493 MLS
Just Reduced by $50,000. Health motivated sale. Owner carry with no prepayment penalty. Architect designed custom home.High end finishes throughout. Energy efficient, durable/fire resistant finishes. Composite decking. Colored stucco, 50 year metal roof, fiberglass windows/doors. Insulated throughout. (3) zone HVAC, tank-less water heater, 5000 gal holding tank, wired generator backup & RV panel. Cooktop, barbecue, hot water heater and fire pit all fed from 120-gal propane tank. Solar powered gate & backup battery. Views over valley & seasonal snow-capped mountain. Single level throughout Hardwood floors, Berber carpet, quartz counters, custom cabinetry. Linear fireplace. LED lighting, energy-efficient fans, high-end appliances, water-wise fixtures. Fiber optics. Vaulted ceilings. Drought resistant landscape. Near boat ramps on Rogue River. 20 min to Medford Airport & Costco. 40 minutes to Ashland. All neighbors on a min 5 acres. Around 2 acres fenced in for landscape and growing.

693 Ironwood Drive, Eagle Point

$899,000
220221479 MLS
312 Sky Ridge Road offers 164 acres in the hills above Ashland, combining privacy, natural beauty, and usable land in a premier Southern Oregon setting. Zoned EFU, the property features a blend of moderately sloping terrain, open ground, and native landscape ideal for recreation, investment, or an exceptional estate setting. Approximately 2,220 feet of Cove Creek frontage adds scenic beauty and recreational appeal. A strong 48 GPM well, per 2018 well log, provides an excellent water source for future improvements. A fully paved drive leads to the property, with plans underway for a custom luxury entrance designed to complement the scale and quality of the setting. Elevations ranging from approximately 2,120 to 2,520 feet capture panoramic views in nearly every direction, creating a remarkable sense of space and connection to the surrounding mountains and valleys. Conveniently located near Medford, outdoor recreation, public lands, and Southern Oregon amenities.

312 Sky Ridge Road, Ashland

$950,000
220221470 MLS
Rare opportunity -- 4.39 acres of open pastoral land within the Eagle Point Urban Growth Boundary. The City of Eagle Point has indicated this parcel is a strong candidate for rezoning from RR-5 to R-2, potentially allowing approximately 31 residential home sites. Wide, sweeping views stretch west across the valley toward the mountains -- the quiet, spacious feel that defines Southern Oregon living at its best. Just 2 miles from the Golf Club at Eagle Point Golf Course, with shopping and dining minutes away in Medford. Eagle Point is one of Southern Oregon's most actively growing communities, currently processing annexations under Oregon's SB 1537 housing initiative. This parcel sits inside the UGB with city-indicated rezoning support - an advantage few land listings can claim. Developers, builders, and long-view investors will want to look closely. Buyers to conduct own due diligence with the City of Eagle Point regarding rezoning, annexation timeline, and all development requirements.

963 Stevens Road, Eagle Point

$950,000
2 Beds 1 Baths 220221469 MLS
Rare opportunity -- 4.39 acres of open pastoral land within the Eagle Point Urban Growth Boundary. The City of Eagle Point has indicated this parcel is a strong candidate for rezoning from RR-5 to R-2, potentially allowing approximately 31 residential home sites. Wide, sweeping views stretch west across the valley toward the mountains -- the quiet, spacious feel that defines Southern Oregon living at its best. Just 2 miles from the Golf Club at Eagle Point Golf Course, with shopping & dining minutes away in Medford. Eagle Point is one of Southern Oregon's most actively growing communities, currently processing annexations under Oregon's SB 1537 housing initiative. This parcel sits inside the UGB with city-indicated rezoning support -- an advantage few land listings can claim. Developers, builders, and long-view investors will want to look closely. Buyers to conduct own due diligence with the City of Eagle Point regarding rezoning, annexation timeline, and all development requirements.

963 Stevens Road, Eagle Point

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: