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$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

$699,000
3 Beds 3 Baths 220223512 MLS
Gorgeous home, priced to sell!!! Perched above the boulevard in an upscale neighborhood of high-end homes, this picturesque property offers the perfect blend of luxury and nature. Located just steps from the scenic hiking trails of Hald-Strawberry Park, less than 1 mile from Lithia Park, OSF, and the best restaurants and shops in Ashland. The main level welcomes you with beautiful views out of every window, solid oak hardwood floors, and a living room with a classic brick fireplace and French doors leading to a lovely deck. The fully renovated kitchen stuns with premium travertine tile flooring, stunning Brazilian quartzite counters, and stainless steel appliances. There's more to love upstairs- gorgeous views, a spacious primary suite, a light and bright guest room, and a flexible 3rd bedroom that easily doubles as a home office, featuring built-in shelving and a charming window seat. Solar. EV charging. Garage workshop space and so much more! Home appraised at 815k. Instant equity!

215 Piedmont Drive, Ashland

$235,000
2 Beds 1 Baths 220223508 MLS
The cabin of your dreams is waiting for you just 35 minutes from downtown Ashland at The Cabins at Hyatt Lake. Tucked into the trees near the shores of the Lake, this peaceful mountain getaway offers the kind of escape people search for and rarely find. With one of the larger and more desirable layouts, the added bump-out creates extra room to relax, gather, and enjoy every season. Vaulted wood ceilings, warm natural light, and a spacious open living area create an inviting place to unwind after a day on the lake, hiking nearby trails, or winter adventures in the snow. Step outside to the wraparound deck, enjoy coffee in the crisp mountain air, soak in the hot tub, and take in the quiet forest setting. Never used as a rental, this fully furnished retreat is truly turnkey. Main-level bedroom and bath, loft sleeping space above, and an oversized shared 2-car garage for boats, gear, and toys complete the package. Just a short walk to the lake and endless outdoor recreation year-round.

7979 Hyatt Prairie Road 42 Unit 42, Ashland

$850,000
3 Beds 2 Baths 220223497 MLS
Tucked in the hills of Ashland, this exquisite light filled brick home offers a rare blend of elegance, privacy, views and natural beauty. This 3 bedroom, 2 bath house features a large open floorplan, skylights, chef's kitchen with 6 burner gas range and island, expansive great room, double paned windows, dining room, primary suite with walk in closet and so much more. This thoughtfully designed home showcases quality craftsmanship, refined finishes and allows for seamless indoor-outdoor living. The yard features fire safe landscaping, custom organic gardens, dozens of varieties of flowers and trees, Japanese maples, dogwoods, abundant wildlife and a koi pond with waterfall. Enjoy the large multiple car garage and workshop, along with an additional downstairs bonus room with multigenerational living potential. Total square footage including the garage/workshop and finished bonus room is 3436! The home has been very well maintained, with both a newer roof and brand new HVAC system

1365 Ponderosa Drive, Ashland

$679,965
3 Beds 2 Baths 220223466 MLS
Experience modern luxury in this 2022-built contemporary single-level home with spectacular valley views. Tall ceilings flood the great room with light around a cozy gas fireplace, while the adjoining wet bar nook flexes easily as a home office. The chef's kitchen shines with a massive island, Euro-style cabinets, a walk-in pantry, and high-end stainless appliances with a 36'' gas range. Sliding glass doors open to a huge, partially covered wraparound deck with a built-in BBQ (included!) for low-maintenance, lock-and-leave outdoor living. The main suite offers direct deck access, a custom walk-in closet, and a spa-like bath with tile shower and soaking tub. High-efficiency HVAC, tankless hot water, and an oversized garage with workshop space. Extended driveway offers rare guest/RV/boat parking potential. Enjoy Cedar Landing's 20 acres of parks, trails, pickleball, and a dog park. Turn-key perfection!

3303 Sky Way, Medford

$1,250,000
3 Beds 2 Baths 220223463 MLS
Set on 2.21 impeccably maintained acres with two gated entries, 2564 Old Military Rd offers privacy, polish, and close-in convenience in a truly stunning setting. This refined single-level estate captures sweeping views of Mt. McLoughlin, Roxy Ann, the valley, and surrounding mountains from landscaped grounds with mature trees, garden space, pasture, covered patios, and outdoor living areas. The move-in ready home has been extensively updated for a comfortable, elevated lifestyle with acacia wood floors, imported travertine tile, leathered granite counters, vaulted ceilings, rich wood details, and expansive windows that bring the views inside. A thoughtful split floor plan places two bedrooms and one bath on one side, with the luxury primary suite privately positioned on the other. Guest quarters above the shop add flexibility, while attached carports provide space for RVs, boats, trailers, or utility vehicles. An attached 2 car garage completes this peaceful, turn-key property.

2564 Old Military Road, Central Point

$825,000
3 Beds 1 Baths 220223445 MLS
Unique opportunity on 64+ scenic acres w/ EFU zoning, offering exceptional privacy & versatility. Bordering public lands on two sides, this remarkable property provides a peaceful setting w/ endless possibility. The 3-bedroom, 1-bath home is complemented by three separate guest sleeping buildings, creating space for visitors, hobbies, or creative pursuits. Additional features include two barns, detached greenhouse w/ a dedicated office space + a separate farm building w/ commercial kitchen potential. Two wells on the property. The basement offers extra guest quarters w/ its own private entrance, adding flexibility for an at home office. Surrounded by natural beauty & abundant wildlife, this property is ideal for those seeking room to roam, work, recreate, or simply enjoy a tranquil rural lifestyle. Fenced organic garden w/ garden beds, English walnut trees etc. makes this perfect for homesteading. A rare combination of acreage, privacy, improvements, less than 15 mins to J'ville.

5758 Sterling Creek Road, Jacksonville

$14,000,000
220223436 MLS
Offered for sale for the first time ever, Belle Fiore Estate Winery is Oregon's most significant vineyard estate 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 sqft 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 8 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. This combined with significant growth potential make this a rare opportunity to own a premier winery. Business assets and inventory available, subject to applicable licensing and regulatory requirements.

100 Belle Fiore Lane, Ashland

$12,000,000
7 Beds 19 Baths 220223437 MLS
Chateau at Belle Fiore is one of Oregon's most extraordinary estates. Spanning over 17,400 sqft across 4 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 17+ acres, including 12+ 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, 4-car garage, prep kitchen, and grand gathering spaces complete this iconic estate. Business assets and inventory available, subject to applicable licensing and regulatory requirements.

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 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.

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 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

$680,000
3 Beds 4 Baths 220223382 MLS
Enjoy exceptional privacy and beautiful views in this single-family retreat, nestled on a tree-lined 0.33-acre lot in one of Ashland's most desirable neighborhoods. A welcoming front deck leads to the 2,270 sq ft home featuring 3 bedrooms and 3 full bathrooms. The grand living room showcases expansive windows framing stunning trees, the valley and mountain views. The rear deck overlooks a professionally designed/built backyard with a charming gazebo. A versatile 336 sq ft house addition featuring a private half bath and a valley-view picture window is ideal for guests, a home office, or multi-generational living. The oversized 2-car garage provides ample storage and workspace. The garage backdoor leads to a custom Catio porch... Despite its peaceful and secluded setting, this home is conveniently located just minutes from downtown, the hospital, and Lithia Park, offering the perfect combination of tranquility and accessibility.

457 Walnut Street, Ashland

$499,000
3 Beds 2 Baths 220223374 MLS
Extensively updated single level 3 bed, 2 bath home on 1.02 highly usable acres with excellent utility and flexibility. The home offers approx. 1,152 sq ft with updated kitchen and bathrooms, new pellet stove, new carpet, fresh interior paint, solid hickory cabinets, and updated dual pane vinyl windows and doors. Exterior features include covered front and back patios, freshly painted exterior, fencing, rocked driveway, RV carport, and whole house propane Generac backup generator. Excellent shop setup offers approx. 3,552 sq ft combined, including a 24x48 shop with a two car garage section, and a 48x50 metal framed shop built in 2024 with reinforced slab, tool bench, and storage loft. Electrical setup includes a 200 amp breaker at the home, with a 100 amp breaker in each of the shops. The fenced orchard includes apple, cherry, apricot, pear, and table grapes, plus a fenced 22x20 garden with raised beds, drip system, greenhouse, and irrigation water storage.

130 Kitty Drive, Eagle Point

$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

$452,000
4 Beds 2 Baths 220223338 MLS
Like-new and beautifully maintained, this spacious 1,981 sq. ft. home offers 4 large bedrooms and 2 baths on a quiet dead-end street. The open-concept design features a spacious kitchen, dining, and living area perfect for entertaining and everyday living. Quality finishes throughout include granite countertops, custom cabinetry, tile and luxury vinyl flooring, and elegant coffered ceilings. The generously sized bedrooms provide comfort and flexibility, while the private primary suite offers a relaxing retreat. Enjoy the large backyard with convenient rear garage access, providing added functionality and privacy. Built with attention to detail and loaded with upgrades, this move-in-ready home combines modern style, quality craftsmanship, and comfortable living in a desirable location close to local amenities. Don't miss this exceptional opportunity!

990 Win Way, Eagle Point

$989,000
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

$699,000
220223307 MLS
Check out this Chalet-style triplex with R-2 zoning offering both short- and long-term rental possibilities just minutes from downtown Ashland. Units 1 & 3 are one-bedroom, unit 2 is 2 bedroom, all units have tile flooring, a kitchen with granite countertops and breakfast bar, a full bathroom with tile shower, and generous living area. Private decks provide outdoor living space, while the upper unit enjoys spectacular views. The property includes off-street parking, one space per unit, plus basement with shared laundry facilities and additional storage. Two units are currently vacant, creating flexibility for an owner-occupant, investor, or those seeking a combination. Updates completed in 2016 include ductless heating and cooling system, electrical improvements, and interior finishes. The metal roof has been recently painted, decks have been updated and water heaters were new in '23. This is a rare opportunity to own a versatile income-producing property in a desirable location.

326 N Main Street, Ashland

$779,000
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

$465,000
3 Beds 2 Baths 220223244 MLS
Welcome home to this beautifully maintained, single-level residence in the desirable Quail Run community, perfectly situated overlooking the prestigious Eagle Point Golf Course. Enjoy views of the iconic Table Rocks right from your windows. This inviting 1,657 sf home offers effortless lifestyle of true single-level living. Inside, you'll find an open-concept layout that flows seamlessly from the spacious living room--complete with a cozy gas fireplace and elegant mantel--to the heart of the home. The island kitchen is a standout, featuring sleek quartz countertops, abundant cabinetry, and a generous walk-in pantry. The primary suite is a true retreat, boasting a large walk-in closet, double vanity, relaxing soaking tub, and separate water closet. Two additional bedrooms provide flexibility for guests, a home office, or hobbies. Additional highlights include laminate flooring throughout, low-maintenance design, and an overall turn-key feel that makes this home truly move-in ready.

106 Valemont Drive, Eagle Point

$585,000
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

$499,000
3 Beds 2 Baths 220223157 MLS
Lovely single level home within the Oak Knoll Meadows subdivision, also known as ''Ashland's Hidden Gem'' a wonderful neighborhood at the southeast end of town. Home has three bedrooms, two bathrooms with approx. 1741 SF of living space. Light filled kitchen has lots of cabinetry and surface space with a cozy breakfast nook area and window seat. Kitchen opens to the dining area and great room. There is also versatile separate space off the main living area perfect for a den or media room. Primary bedroom suite with dual vanities and walk-in closet. 2nd bedroom is close to the shared bathroom and bedroom number three is up by the entryway and could make for a nice office depending on one's needs. Great curb appeal, nicely landscaped grounds and the backyard is fenced in. Neighborhood has lots of open space, trails, a pond and streams for all to enjoy!

935 Cypress Point Loop, Ashland

$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

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: