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

200 Belle Fiore Lane, Ashland

$1,450,000
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

$998,000
5 Beds 4 Baths 220223317 MLS
Escape the summer heat at your own private Southern Oregon retreat! Nestled on peaceful acreage with the North Fork Little Butte Creek flowing through the property, this one-of-a-kind estate offers cool mountain air, unmatched privacy, and abundant wildlife. Enjoy hiking, fishing, horseback riding, hunting, ATV trails, and nearby public lands, all just 25 minutes from Eagle Point and 35 minutes from MFR. The extensively renovated main home features hundreds of thousands of dollars in upgrades, soaring vaulted ceilings, exposed beams, skylights, curved architectural details, and Andersen windows and sliding doors that showcase the surrounding landscape. A lower-level apartment and detached guest cottage offer flexible space for multigenerational living, guests, or income potential. Creek frontage, mature trees, gardens, an insulated studio, chicken coop, and more. See attached improvements list.

24041 Highway 140, Eagle Point

$800,000
4 Beds 4 Baths 220223301 MLS
Custom view home with charming detached guest cottage located just above downtown between Lithia Park and the Ashland Public Library. Main level great room with vaulted double-height ceiling, walls of windows, reclaimed clear-grain fir trim, solid-core doors, refinished oak floors, kitchen with composite dining bar, tile counters and backsplash, cabinets with solid wood interiors and custom pull-outs, dining room with glass door to view deck with gas BBQ hookup, bedroom with closet and full ensuite bath, and pantry with washer and dryer. Upper level primary with skylights, hanging closet, French doors to private balcony, and full ensuite bath with jetted tub. Versatile lower guest suite or family room with French doors to paver patio, full bathroom with oversized shower, storage cellar with stainless utility sink, and one-car garage. Detached cottage with permitted kitchen, living area, full bathroom, loft bedroom, and private gated entrance from Terrace Street. Inquire for details!

307 Hillcrest Street, Ashland

$990,000
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

$419,000
3 Beds 3 Baths 220222380 MLS
Exceptional end-unit townhome less than 1 mile from Southern Oregon University! Originally built as the developer's personal residence, this thoughtfully designed home offers approximately 30% more living space than other units in the community. Inside, you'll find rich Brazilian cherry hardwood floors, elegant Italian mosaic tile accents, new interior paint, and stainless-steel kitchen appliances. The spacious kitchen features granite countertops, abundant cabinetry, and a walk-in pantry, opening to a comfortable living area with a gas stove. The main level also includes a half bath, laundry area, and access to a private fenced patio with additional storage. Upstairs, the generous primary suite captures beautiful mountain views and offers a spa-inspired bath with dual sinks, soaking tub, walk-in shower, and two closets. A detached garage, deeded parking space, community pool, exterior maintenance, and landscaped common areas complete this outstanding property.

820 Park Street, Ashland

$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!!! 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. Must see to appreciate!

2909 Dead Indian Memorial Road, Ashland

$899,000
3 Beds 3 Baths 220221858 MLS
Welcome to one of Southern Oregon's most prestigious gated view communities at the base of Roxy Ann Peak. Built in 2017, this single-level home offers 2,606 sq ft with 3 bedrooms, a den, 2.5 baths, on a 0.35-acre lot with a 3-car garage. Enjoy sweeping Rogue Valley views from the covered deck, perfect for relaxing or entertaining. The open kitchen and living area features a large island, granite countertops, and a stone fireplace anchoring the great room. The primary suite offers a luxurious retreat with heated tile floors and a BIG walk-in closet. Thoughtfully upgraded throughout, this home will not disappoint Located in Innsbruck Ridge, minutes from Asante Medical Center and downtown Medford, offering both privacy and convenience.

1017 Fawnhills Circle, Medford

$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

$890,000
5 Beds 3 Baths 220221779 MLS
Rare opportunity to own a premier estate in one of Medford's most sought-after locations! This stunning 5,563 sq ft home sits on 2.76 fully irrigated acres offering privacy, luxury, and functionality. The attached ADU with separate entrance and kitchenette provides flexible living or rental income potential. Entertain in style with your gorgeous in-ground pool, or head to the impressive 1,000 sq ft shop featuring 400-amp service, ideal for hobbyists, contractors, or car enthusiasts. The 1,800 sq ft barn and two fully fenced, irrigated pastures make this a turnkey equestrian or agricultural property. Two high-producing wells ensure abundant water supply year-round. Tucked away from the road for ultimate privacy, yet just minutes to town, shopping, and amenities. Every detail of this estate has been thoughtfully designed for those who demand the best in rural living without sacrificing convenience. Properties like 3600 Madrona Ln simply don't come available often!

3600 Madrona Lane, Medford

$284,000
2 Beds 2 Baths 220221539 MLS
Welcome to 818 Pavilion at the highly sought-after Mountain Meadows senior community in Ashland! This beautifully updated condo is truly better than new, offering a perfect blend of comfort, style, and low-maintenance living. Step inside to discover gorgeous LVP flooring, updated lighting, and tasteful designer touches throughout that create a warm, modern feel. The light-filled interior offers and inviting layout ideal for both everyday living and entertaining. Enjoy a thoughtfully refreshed kitchen, spacious living areas, and a charming front patio perfect for relaxing with your morning coffee or unwinding in the peaceful surroundings. Mountain Meadows offers an exceptional lifestyle with access to wonderful amenities, dining, social activities, walking paths, and a vibrant community atmosphere. Conveniently located near Ashland's renowned theaters, restaurants, and outdoor recreation.

818 Pavilion Place, Ashland

$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

$335,000
220221427 MLS
Beautiful mountain land bordering USA land, giving you a larger backyard for hunting, hiking and nice buffer from anyone else. Just minutes to Shady Cove which has your shopping, medical, dentist, library and all things needed for comfort. Also, at the gateway to all things recreational. This 20+- homesite has electric, well with abundant water and septic all ready for you. Enjoy the quiet seclusion and whispering pines of the great North West. Just minutes to the Rogue River and Lost Creek Lake for fishing, rafting, hiking and on the way to Crater Lake' you couldn't ask for a nicer place to live. Final lot size will be provided in legal lot survey prior to close of escrow. Additional lots contiguous to this if you want family nearby or community type living, private access to property.

3860 Highway 227, Trail

$199,500
220221282 MLS
Seller Carry Terms Available! Build your dream home on this exceptional 5.89-acre EFU-zoned property in Eagle Point. Ideally situated between Eagle Point and Medford, this mostly flat and highly usable parcel offers the perfect balance of privacy, rural living, and convenient access to nearby amenities. Enjoy breathtaking easterly views overlooking neighboring farmland with vistas of Mt. McLoughlin and the Cascade Mountain range. The mostly level terrain provides an excellent opportunity for a functional homesite, shop, pasture, or hobby farm setup. Experience the natural beauty and peaceful setting that make Southern Oregon so desirable. Homesite not yet applied for. Buyer to perform their own due diligence regarding homesite approval. A land use planner has recommended consultation with a soil scientist along with submission of a nonfarm homesite application.

E Dutton East Road, Eagle Point

$2,500,000
5 Beds 7 Baths 220220624 MLS
Discover this extraordinary Southern Oregon Luxury 2 acre estate perched above downtown Ashland w/views & incredible privacy. This custom built Pagnini home 5313 SQ FT, 5 bdrms, 5.5 bthms, 5 Car Garage + an additional 720 sq ft detached guest quarters. Grand entry, stunning wood floors, soaring ceilings, multiple fireplaces & walls of windows to take in the incredible views & abundant natural light. Gourmet kitchen w/quartz countertops, skylights & SS appliances w/double ovens. Main level primary suite w/ terrace access offers a soaking tub & steam shower. 2 upstairs guest suites both come complete w/private balcony & breakfast bar. Additionally this incredible home features a slate roof, sauna, elevator, a spacious office w/ en-suite + so much more. European-style terrace w/big natural boulders, fruit trees, a dog run, greenhouse, and manicured gardens along w/ abundant wildlife- no expense was spared on this remarkable Ashland retreat & it truly shows

500 Ashland Loop Road, Ashland

$975,000
4 Beds 4 Baths 220220963 MLS
Gorgeous custom home with breathtaking views of the Rogue Valley and twinkling city lights. This beautifully upgraded home features soaring open beam ceilings, wood floors, alder cabinetry, quartz countertops, and open great-room living with a gas fireplace framed by a stunning rocked archway. The chef's kitchen offers a 5-burner gas range, island, wine cooler, and walk-in pantry, while the spacious covered deck off the kitchen is perfect for year-round outdoor dining, entertaining, or relaxing with the views. Main level includes the luxurious primary suite, office, and custom library with knotty alder built-ins and smart lighting. Downstairs features a fully finished lower-level expansion with 1,400+ SF of professional-grade gym space, private guest suite, and hidden-panel bonus room ideal for a theater, office, or speakeasy. Enjoy the pergola-covered Premium Signature Spa hot tub and beautifully landscaped backyard.

536 W La Strada Circle, Medford

$975,000
4 Beds 3 Baths 220220998 MLS
HORSEMAN'S DREAM PROPERTY OR GENTLEMAN FARMER is what you will be on this beautiful 5 acres of farm land with gorgeous views of mountains and Mt McLaughlin! Home is a total of 2685 sq ft, 4 bedrooms, 3 full baths. New flooring through out & new granite counters in kitchen. Home has an attached mother-in-law suite (790 sq ft) that was built in 2023 with large bath with easy walk in shower, nice sized bedroom and large sitting area. Home has family room and a living room area for large gatherings. 2 Master bedrooms, Outside you will find a 8568 sq ft horse barn that was built in 2023 with indoor area, 3- 12 X 12 stalls with large partially covered runs. room to have more stalls in needed. Feed room, large tack room and large covered area for implements (tractors, trailers, etc.) Outdoor arena and another large hay barn. Home is nicely landscaped and only 10 minutes from town.

5900 Peace Lane, Central Point

$940,000
5 Beds 3 Baths 220220960 MLS
A premier corner lot with sweeping valley and city views, this 4,030 sq ft residence has been extensively elevated beyond its original design. Offering 5 bedrooms and 3 baths, the property seamlessly blends architectural character with refined modern upgrades. The beautifully remodeled kitchen showcases quartz countertops, a statement island with microwave drawer, glass tile backsplash, and a Bosch range. Tailored wood detailing--including wainscoting, arched built-ins, a designer entry bench, and curated shelving. Additional square footage added to a spacious 2nd bonus room upstairs. A newly enhanced front porch with stamped concrete, aged timber columns and corbels, and a pine tongue-and-groove ceiling creates a striking first impression. Beautifully updated laundry, and abundant storage complete this exceptional offering. Premier setting. Panoramic views. Elevated design. Designed for exceptional living.

4432 Vista Pointe Drive, Medford

$875,000
4 Beds 3 Baths 220220717 MLS
Idyllic Ashland rural sanctuary with stunning valley views and easy access to downtown. Enjoy main-level living, tons of natural light, laminate wood floors. Open kitchen/dining with tile floors, abundant built-ins, gas range, 2 sinks & French doors. Wrap-around deck & backyard oasis with cascading water feature into creek meandering between pathways and mature landscaping to pond. Remodeled primary suite features tongue-and-groove pine ceilings, tiled shower, skylight, deck access & walk-in closet. Lower-level suite has exterior entry, living area, bedroom, bathroom, kitchenette & covered patio. Talent Irrigation canal runs through the property and irrigates pasture which includes a barn with stalls & hay storage and new perimeter fencing+hot wire. 2 large gardening areas with beds & drip irrigation. 2-car garage + 40'x24' shop/garage. Perfect for 4H, farming, gardening, livestock, horses, multi-generational living, entertaining or anyone seeking privacy & views without freeway noise.

2140 N Valley View Road, Ashland

$950,000
3 Beds 3 Baths 220220668 MLS
Quality custom view home in a private natural setting above the boulevard, just six minutes to Ashland's downtown plaza. Abundant natural light and airflow with operable wood-wrapped casement windows, high vaulted ceilings, solid core doors, and unique architectural view corridors throughout. Great room with solid Brazilian cherry flooring, gas fireplace, formal dining with built-in buffet, French doors to wrap-around view deck, kitchen with granite dining counter and stainless appliances, open family and informal dining room, powder room, laundry with utility sink, and two-car garage. Step-down primary suite with French doors to private balcony, walk-in closet, full ensuite bathroom with travertine double vanity, jetted tub, shower, and water closet. Upper loft with mountain views and stairwell skylights. Two lower-level guest bedrooms, full bath with tub shower, den, and French doors to pebbled concrete patio and organic garden. Newer HVAC and exterior paint. Inquire for details!

602 Ashland Street, Ashland

$2,250,000
220220428 MLS
Rare 10-unit investment opportunity in Ashland's Hillview Condominiums -- close to Scenic Park, Asante Ashland Community Hospital, downtown dining and entertainment. Three-year seller-carried financing available at 3.75% rate with interest-only payments and balloon at maturity. Each unit ranges from 1,034 to 1,174 SqFt with two bedrooms, one full bath, open living and dining space, high ceilings, in-unit laundry, kitchen with granite counters and all appliances included, dedicated parking, storage, and access to landscaped common areas. Ground-level units with fully fenced private backyards and poured concrete patios. Portfolio includes stable tenancy, average occupancy of 4.2 years, room for rent growth, and association-maintained exterior building components including roofs, siding, paint, and landscaping. Complete investment analysis and user guide, rent roll, association documents, title information, and additional due diligence materials available upon request.

230 Grant Street, Ashland

$599,000
3 Beds 3 Baths 220220339 MLS
Views! Prestigious in-the-city hilltop completely remodeled home with views of Mt. McLoughlin, Mt. Ashland, the Rogue Valley, Table Rocks, city lights and more on a leveled mountain top with lots of parking! Thoroughly and tastefully updated with elegant hardware, granite counters, cabinets, appliances, vanities, flooring, paint, and fixtures. Brand new extensive landscaping accompanies the home with a variety of rock features and flower beds, and there are patios or decks on almost all sides to capture the scenery. Vaulted ceilings, massive fireplace, separate living area with its own patio, entrance and wood stove which would be a great two family setup in this 3162 square foot, 3 bed 3 full bath home. City water, attached oversized 2 car garage & workshop! Schedule today!

1015 Palima Drive, Eagle Point

$580,000
3 Beds 2 Baths 220220049 MLS
Beautiful View Home in Desirable Eastgate Estates! This lightly lived-in home offers 1,849 sq ft, single level living with 3 bedrooms & 2 bathrooms. Features open concept, split floor plan, and gas fireplace. One of the few homes in this area with valley views out back & mountain views from the front window. Includes hardwood floors and custom window treatments. The upper back deck is perfect for taking in sunsets. The lower-level covered patio and concrete area create an ideal spot for outdoor dining or a cozy fire pit. The extra-large garage features 11' ceilings, a dedicated storage room, and additional under-home storage with a vapor barrier and walkable access. Wired with high-speed data for today's work-from-home and streaming needs. A rare opportunity to own a home with space, views, and quality construction in a highly sought-after neighborhood. Must see to appreciate.

1112 Stanford Avenue, Medford

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: