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$714,900
2 Beds 3 Baths 220223937 MLS
Beautifully Maintained Custom Ashland View Home! This property offers a blend of distinctive architecture and serene privacy with custom windows and natural beauty throughout. Step-down living room with gas fireplace, dining room has built-in shelving; house has engineered hardwood flooring and carpeted bedrooms; kitchen has newer 36'' gas range and built-in desk. Spacious ground-floor master bedroom, second upstairs bedroom, separate office that could be used as a guest bedroom, plus upstairs laundry room. View decks for indoor-outdoor living, mature landscaping and peaceful setting that includes patio, firepit, walking paths and fully fenced backyard. Quality upgrades include Karastan wool carpeting, newer roof, high-efficiency 2-stage HVAC, fresh interior paint, oversized garage with workshop/bonus area, central vac, 220v for EV charging and great storage throughout. Lovely hillside home on a quiet cul-de-sac just minutes from downtown with EZ access to Ashland's trail system.

590 Taylor Street, Ashland

$995,000
5 Beds 4 Baths 220223543 MLS
Located in a highly desirable & convenient East Medford neighborhood, this thoughtfully designed Mahar home checks all the boxes! Stunning Brazilian Cherry wood floors adorn most of the lower level main living space. The kitchen features granite counters, gas range, alder cabinetry and tile floors. A formal dining room, butler's pantry, library with French doors, oversized office/laundry space, mud room and large secondary living room add functionality and versatility. Upstairs offers a spacious primary suite with walk-in closet, en suite bath with tile shower and soaking tub, and private washer/dryer. Four additional bedrooms, Jack & Jill bath, and a completely finished attic bonus room complete the package. Step outside and enjoy a true backyard oasis, with a heated in-ground pool, covered patio with built-in speakers, and meticulously maintained landscaping- including a variety of fruit trees and berries! All this plus a 3-car garage, garden shed, and even an in ground trampoline.

2630 Kerrisdale Ridge Drive, Medford

$1,135,000
4 Beds 4 Baths 220223803 MLS
Wake up to peaceful mountain views, spend sunny afternoons by the saltwater pool, and enjoy evenings under the stars with sparkling city lights in the distance. Located just minutes from Historic Jacksonville, this private 2.5-acre retreat offers the perfect balance of country serenity and convenience. Designed for both relaxation and entertaining, the outdoor living space features a covered patio, outdoor bar, and TV area. Inside, the beautifully appointed kitchen includes a large island, granite countertops, and a walk-in pantry. The spacious primary suite is a true retreat with a private patio, hot tub, oversized walk-in closet, and soaking tub. A versatile loft offers the perfect space for a game room, craft room, home office, or kids' retreat. Complete with a three-car garage, stamped concrete, and thoughtful details throughout.

899 Old Stage Road, Medford

$599,000
3 Beds 3 Baths 220223653 MLS
Perched on desirable Manor Hill, this spacious home offers sweeping views, an in-ground pool, RV parking, and room to spread out both inside and out. The flexible floor plan features a bedroom and full bathroom on the main level, ideal for guests, multi-generational living, or a home office. Enjoy both living and family rooms, providing multiple spaces for entertaining and everyday living. Upstairs you'll find two additional bedrooms, including a primary suite with oversized bathroom and closet and a private balcony to take in the views, plus a versatile loft area. Storage is abundant throughout, including extensive walk-in storage beneath the home. Outside, the generous yard is perfect for summer gatherings around the pool. Complete with a newer roof, oversized 3-car garage, and sought-after location, this property offers the space, amenities, and views you've been looking for.

1031 Kristen Drive, Medford

$2,950,000
5 Beds 6 Baths 220223587 MLS
Stunning mansion located in Southern Oregon! This home was fully completed in 2015 with millions of dollars in infrastructure and high-end finishes. Recently finished high end pool was put in for you to enjoy as you take in the breathtaking 360-degree views of the Rogue Valley. This property comes with over 20 acres of land, partially usable with room for animals, fully paved + gated entrance gives you security and peace of mind. This home features over 1800 sqft of garage space (6 cars) and could fit more. This is truly an entertainer's home with plenty of room in the front yard for large gatherings, or in the backyard on the patio and in the pool - Or downstairs in your bar/wine cellar! With 5 bedrooms, and 5.5 bathrooms + office + entertainment rooms. Built with 13'' ICF walls maximizing efficiency. Also - a sauna, wine cellar, concrete safe room, bar and so much more. Too much for a short description - Please inquire for more information, come and tour it to see the rest!

15202 Richards Way, Eagle Point

$14,000,000
220223436 MLS
Offered for sale for the first time ever, Belle Fiore Estate Winery is a premier Southern Oregon winery and event destination situated on 51+ acres, including 37+ irrigated acres and an established vineyard with 14 grape varieties. The estate encompasses more than 27,000 square feet and features multiple tasting rooms, a ceremonial barrel room, elegant ballroom, full-service restaurant, expansive terraces, and outdoor dining areas overlooking the vineyard and valley. The production facility is designed for commercial-scale operations with eight barrel-storage bays, refrigerated wine storage, soaring ceilings, and extensive infrastructure. Hosting more than 50,000 visitors annually, Belle Fiore is a recognized destination for wine tourism, weddings, corporate retreats, and private events. The combination of established vineyard production, hospitality operations, event revenue, and significant growth potential creates a rare opportunity to acquire Oregon's most significant vineyard esta

100 Belle Fiore Lane, Ashland

$12,000,000
7 Beds 19 Baths 220223437 MLS
Offered for sale for the first time ever, Chateau at Belle Fiore Estate Winery is one of Oregon's most extraordinary residential estates. Spanning over 17,400 sqft across four levels, this French-inspired masterpiece offers 7 bedrooms, 19 bathrooms, and exceptional craftsmanship throughout. An elevator services all floors, including an 8,000 sqft lower level with a wine room, game room, gentleman's lounge, multiple wine bars, and expansive entertaining spaces. Premium finishes include custom cumaru flooring, granite surfaces, and intricate architectural detailing. Set on over 17 acres, including 12.1 irrigated acres and a producing vineyard, the estate is ideal for private enjoyment, weddings, retreats, and special events. Exterior features include hand-chiseled golden granite, a hand-cut slate roof, custom copper gutters, dormers, and downspouts. A 2,500+ sqft carriage house, four-car garage, prep kitchen, and grand gathering spaces complete this iconic Southern Oregon estate.

200 Belle Fiore Lane, Ashland

$26,000,000
220223435 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 17,800 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.

100 Belle Fiore Lane, Ashland

$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

$899,000
5 Beds 3 Baths 220222418 MLS
Introducing Wheeler Ranch & Estate - a singular Southern Oregon estate set on 5.67 private acres with seasonal creek, open pasture, & a landmark Spiral Willow gracing this land for generations. Crafted from natural stone, rough-cut wood beams, cedar shakes, & anchored by a real stone fireplace across three dramatic levels. Step inside to 18-foot soaring ceilings, rich hardwood floors, wrought-iron detail work, & lookout skylights. A spiral staircase rises to an open upper loft with whole-home audio & room-by-room controls. Stone countertops, custom range hood, & breakfast bar island. Primary suite with private patio & jet tub. The lower level is a fully independent with a private entrance, full kitchen, stone wood stove, three bedrooms, knotty pine music room, stamped concrete floors, & wine cellar. Solid construction ensures true separation. Quiet. Private. Minutes to Rogue River rafting & fishing, Lost Creek Lake, OHV & horseback trails. A legacy property built to last!

838 Ragsdale Road, Trail

$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

$595,000
2 Beds 2 Baths 220223164 MLS
A rare opportunity on beautiful Birdseye Creek Road. This cherished family property has been lovingly maintained for generations and is ready for its next chapter. Situated on 7.44 fully fenced acres, the property offers a wonderful blend of privacy, usability, and versatility. A security gate at the entrance provides added peace of mind and a welcoming sense of arrival. Highlights include: Approximately 1.7 irrigated acres Fully fenced property with gated entry. Large ventilated shop ideal for hobbies, equipment, or storage. Existing second homesite with septic and separate power meter already in place. Plenty of room for animals, gardening, or recreation Whether you're looking for space for extended family, a hobby farm, or simply a peaceful country setting, this property offers exceptional possibilities. Generations of care are evident throughout this unique property, offering both comfort today and opportunity for the future.

2640 Birdseye Creek Road, Gold Hill

$1,049,900
3 Beds 3 Baths 220223070 MLS
Tranquil & pristine Mountain oasis on over 121 acres with a campground, marketable timber, Greenhouse, stream w/waterfall, springs and amazing scenic views of Mt Shasta & Pilot Rock. Amazing main home w/tile entry & stained-glass w/3 bedrooms, 2.5 baths, 2145 SQ FT with open beam vaulted ceilings in the great rm w/ huge stone staircase. Kitchen w/granite counters, tile floors opens to dining & great rm loft area. 2 primary suites overlooking the deck and creek. The other primary suite has a door to lg covered deck. Detached 2 car garage. Off grid secluded unpermitted cabin by waterfall and campground. Woodshed w/Japanese architectural elements, on-site fire suppression. Next to Forest Lands w/private hiking trails; Pacific Trail, wildlife, berries and mushroom hunting. Enjoy unobstructed star gazing, snow shoeing, sledding and more just 20 minutes from downtown Ashland. Owner will carry with $500,000 Down, 6.5% for 3-5 years w/Sellers' approval of Buyer. Last house before the Lodge.

500 Mt Ashland Ski Road, 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

$1,300,000
4 Beds 3 Baths 220222850 MLS
This beautifully designed and built custom Victorian by Carlos Reichenshammer sits just blocks from Lithia Park. Featuring a new roof, it blends historic charm with modern updates. Mountain views abound throughout. Up the majestic oak stairway you'll find an office/library, a guest bedroom with walk-in closet and en-suite bath, and a luxurious primary suite with fireplace, two walk-in closets, soaking tub, and shower. The spacious country French kitchen features granite countertops, two islands, a Thermador 5-burner cooktop, double Bosch ovens, and glass-paned cabinets. It opens to the family room or dining area with a fireplace and breakfast nook. Enter through the marble-floored foyer into the formal living room with vaulted ceiling, plush bench seating, and fireplace. Additional highlights include a custom 650-bottle wine cellar with travertine walls and floors, a courtyard fountain, large wrap-around front porch, and back deck. **SELLER CARRIED FINANCING AVAILABLE**

255 Scenic Drive, Ashland

$553,000
5 Beds 3 Baths 220222823 MLS
Potential multi-family setup with large shop on acreage! Situated on nearly 1.5 acres, this unique property offers a variety of living and workspace options. The main home features multiple kitchen areas with island bars, dual laundry spaces, and generous room for entertaining. An attached 2-bedroom, 1-bath studio includes a kitchenette, private entrance, and potential for extended family, guests, or additional income opportunities. Additional detached craft room/office and storage building provides even more flexibility. The oversized shop is equipped for RV storage, workspace, and abundant storage, complete with two large roll-up doors. Enjoy a covered patio, privacy from neighboring properties, and a large concrete area behind the home. Originally built as a manufactured home, the property has an engineer's certification on file verifying hold-downs and block foundation support. Rarely do properties with this much versatility become available with potential for multi-family living.

4527 E Evans Creek Road, Rogue River

$1,125,000
4 Beds 3 Baths 220222441 MLS
Luxury golf course frontage property! Fully renovated 4-bedroom + office, 2.5-bath single-level home ideally situated on the 5th fairway of Rogue Valley Country Club with private & gated golf course access. This elegant home features an open-concept design with cherrywood floors, vaulted ceilings, built-in cabinetry & high-end finishes throughout. Gourmet kitchen with granite & quartzite countertops, stainless appliances, double ovens, warming drawer, large island with seating & seamless flow to entertaining spaces. Sophisticated wet bar with wine & beverage fridge. Spacious primary suite with walk-in closet & beautifully updated features. Smart home wiring & 2 gas log fireplaces. Enjoy resort-style outdoor living with a custom in-ground pool, expansive veranda with outdoor kitchen, bar seating, skylights, gas heaters, outdoor TV, golf cart parking & serene views. Rare combination of luxury, privacy, and premier country club living. Club membership rules apply for course access.

3153 Pepperwood Drive, Medford

$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 5,083 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

$849,808
4 Beds 3 Baths 220222501 MLS
This beautiful 22-acre property boasts 15 acres of flood-irrigated pasture, offering a serene rural setting just a 20-minute drive from Medford. The spacious 5-bedroom, 2.5-bathroom home with solar features a detached garage and guest quarters above it, providing ample living space. This unique opportunity presents the chance to cultivate your own 100% home-grown meals from your hobby farm or transform it into a horse ranch. The property includes an old-style timber-framed hay barn with a side workshop equipped with a concrete floor. There's also an additional 60 x 96 animal barn, two stall horse corrals, two structures for covered equipment and RV storage, a chicken house, a pig house, hot tub and more. This rare opportunity is not to be missed short access to Dodge Bridge for Rogue River boat ramp access.

1299 OR-234, Eagle Point

$400,000
2 Beds 1 Baths 220222433 MLS
Charming historic fixer-upper on a private 0.26-acre lot with mature trees and incredible pollinator garden featuring 70+ plant species, lovingly cultivated over 30 years. New roof in 2019, new fencing in 2012, and new central ducting with gas furnace in 2006. Living and dining with solid oak floors and glass door to front office. Kitchen with antique gas stove, butcher block and tile counters, operable casement bay windows, wood and glass display cabinets, double sink with updated hardware, under-sink water filtration, and new dishwasher in 2023. Spacious main-level bedroom with closet, full bathroom with clawfoot tub shower, and sitting room with stairs to vaulted upper bedroom with closet. Backyard with deck and hot tub, raised beds, perennials, detached garage shop with alley access, and excellent potential for ADU or second dwelling. Centrally located above the boulevard in the desirable Siskiyou-Hargadine District near Triangle Park. Bring your ideas and inquire for details!

324 Liberty Street, Ashland

$500,000
5 Beds 3 Baths 220222326 MLS
Welcome to this beautiful and spacious multi-level home in a desirable East Medford neighborhood. The main floor features an updated kitchen with epoxy counters and stainless appliances, an open living area with vaulted wood ceilings and a brick fireplace, and sliding doors to a large deck. The fully finished daylight lower level offers a big family/gaming room, home gym space, and additional bedrooms. Enjoy the private fenced backyard with mature trees and a hot tub under the deck. The 2-car garage is exceptionally organized as a workshop with extensive storage and workbench space. Recent foundation work adds peace of mind. Conveniently located near Lone Pine Elementary and North Medford High School. Contact the listing agent to schedule your private showing!

1477 Angelcrest Drive, Medford

$875,000
3 Beds 4 Baths 220222252 MLS
Private forest retreat on 5 acres featuring a beautifully maintained 4-bedroom, 4-bath single-owner home with sweeping forest views and exceptional privacy. Enjoy year-round outdoor living on the expansive redwood deck with covered dining area and hot tub overlooking the forest canopy. More than 3 acres are fully fenced and include an established deer-fenced irrigated garden, greenhouse, and a charming 1/3-acre hobby vineyard for a boutique wine-country experience. A 1,000 SF barn features a temperature-controlled wine cellar and dedicated wine storage room with full wine racks. Additional highlights include a lighted bocce ball court, picturesque three-season creek, and abundant wildlife. A rare opportunity to enjoy peaceful living, entertaining, gardening, and vineyard charm all in one stunning property.

4741 L Fork Foots Creek Road, Gold Hill

$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

$1,140,000
3 Beds 3 Baths 220222186 MLS
Set privately back on 5+ acres in the Sunny Oaks community, this custom 3 bed + office, 2.5 bath, 2644 sq ft home pairs open mountain views with easy access to town -- 15 min from Downtown Ashland and near Emigrant Lake. The groundwork for comfortable rural living is in place: a dedicated 1-gigabit fiber line, 300 amp electrical, whole-home water filtration, 2021 Lennox HVAC, irrigation rights, a large cedar-fenced area, and a roof under six years old. Inside, natural light fills an updated kitchen with quartz counters and hardwood floors, opening to a great room, with a separate family room, office, and laundry on the main level. Upstairs, the primary suite offers vaulted ceilings and a balcony framing the same sweeping mountain views as the wraparound deck below, plus two more bedrooms and a full bath. Outside, a gravel RV pad offers water, power, and internet, and a barn with corrals stands ready for horses. With over $200K in updates, the property is move-in ready.

7130 Highway 66, Ashland

$1,149,808
3 Beds 3 Baths 220221584 MLS
Country living close to Downtown Ashland. 3209 sq ft w/3.68 irrigated acres, gated paved entry, beautiful landscape fenced yards w/garden beds, greenhouse, large pasture for animals, motorhome garage, heated large shop rm, potting shed. Peaceful spring fed waterfall to a KOI fishpond. This Asher Homes remodel includes a beautiful kitchen w/nice appliances; dbl convection ovens, large island w/ sitting area & lots of storage. Lg windows taking in the natural light & beautiful views of the mountains, breakfast room off kitchen, formal dining w/bay window & window seat, living room overlooking covered front porch. Downstairs bedrm & full bathrm or office/library w/built-in bookcases. 2 large primary suites upstairs w/sitting areas, vaulted ceilings, lg windows w/views, both bathrooms w/new updates, great walk in closet w/built-ins & a bonus room that could be a great studio/office/media room or hobby room. Back deck overlooking the perfect manicured mature landscaping w/hot tub

39 E Valley View Road, Ashland

$719,900
3 Beds 3 Baths 220221898 MLS
Nestled on nearly 10 acres in the heart of the beautiful Applegate Valley, this spacious 3-bedroom, 2.5-bath home offers the perfect blend of privacy, comfort, and country charm. Surrounded by Southern Oregon's natural beauty, the property features a year-round creek, garden and orchard space, greenhouse, chicken coop, and a stunning koi pond with waterfall feature. Inside, the home offers an abundance of flexible living space with many additional bonus areas including an office nook, loft, mud room, large pantry and utility room -perfect for working from home, hobbies, or extra storage. The property also includes a massive four-car shop with a large bonus room upstairs. Recent improvements include new roofs and gutters on the home and shop, a new electrical panel, and a new deck. Located in one of Southern Oregon's most desirable rural areas, this peaceful retreat offers space, beauty, and endless possibilities.

3268 Humbug Creek Road, Applegate

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: