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$1,995,000
7 Beds 5 Baths 220218653 MLS
Don't miss this once-in-a-generation opportunity to own Applegate River Retreat, a true Southern Oregon legacy estate. This extraordinary riverfront sanctuary spans nearly 20 private acres with 420' of Applegate River frontage in the heart of the Applegate Valley wine country. Thoughtfully transformed, the property features 3 beautifully finished homes accommodating 21+ guests, 2 RV sites, an authentic Finnish sauna, game room, fitness/yoga studio, reclaimed pastures, forest trails, private swimming holes, and multiple river access points. Perfect for creating lifelong memories with family and friends, hosting unforgettable gatherings, or simply escaping to nature's beauty. Steps from Red Lily Vineyards and Devitt Winery, and just minutes from historic Jacksonville and the renowned Britt Music & Arts Festival. Swim, fish, kayak, hike, relax beneath towering trees, and experience one of Southern Oregon's most remarkable private retreats. Start your legacy today. Truly one of a kind!!!!

11677 Highway 238, Applegate

$980,000
3 Beds 3 Baths 220218616 MLS
Amazing and secluded 106 acres with a beautiful 2010 custom built 4800+ sq.ft. home. Property includes a 2000+ sq ft shop/storage building (see private remarks), and additional outbuildings. This solid 3 bedroom, 3 bath, 2 story home; comes complete with an elevator, beautiful hardwood floors with radiant floor heat, soaring ceilings, state of the art water system, generator, and custom trims and moldings throughout. A light and bright chef's kitchen, with granitie countertops and stone tile backspash, stainless appliances, island, eating bar and desk area. Formal dining, nook, and a huge bonus room with entertainment center, wet bar, FP with stone surround, and panoramic views. Private main level primary suite, tub, large shower, and walk-in closet. Panoramic window views, FP with stone surround. Property updated with beautiful, large deck for entertaining - (Outdoor kitchen started, but not finished). Nature and wildlife, seasonal creek, and property backs to BLM.

6501 Butte Falls Highway, Eagle Point

$1,069,000
4 Beds 5 Baths 220218499 MLS
County Living, City Close. Unobstructed views stretch from Mt. Ashland across the Rogue Valley to the West Hills, gorgeous at sunrise, unforgettable at sunset. Set on .62 acres just outside the Medford city line, this hillside estate pairs the quiet, lower-overhead appeal of county living with quick access to everything Medford offers. Rebuilt from the ground up honoring its farmhouse roots: all new electrical, plumbing, HVAC, well, windows, doors and EV charging. Main floor primary suite with private patio access, ensuite bath, and its own flex room with separate exterior entrance, ideal for a home office or client-facing business. Upstairs, three bedrooms each with character: step-down reading nook, dramatic vaulted ceilings, walk-in closet large enough for its own sitting space. Two ensuites; third bath steps away. Gourmet kitchen with 48'' range, knotty alder cabinets, quartz counters, island and butler's pantry. Laundry hookups upstairs and in the flex room.

4691 Cherry Lane, Medford

$1,295,000
3 Beds 5 Baths 220218466 MLS
Stunning gated hillside estate in East Medford offering 4,022 sf with a 400 sf guesthouse on 16.25 private acres with breathtaking panoramic Rogue Valley and mountain views. The bright chefʼs kitchen features oak cabinetry, granite counters, large island with gas cooktop, double ovens, and stainless appliances, flowing into the spacious living room with gas fireplace and dining area. Four bedrooms, four bathrooms, generous walk-in closets, and convenient laundry complete the interior. The luxurious primary suite offers a double vanity, walk-in shower, and private cedar sauna. Outside, enjoy an inground pool, covered outdoor kitchen, hot tub, large shop/barn with loft, detached guest house with kitchen/bed/bath, stone fire pit with sunset views, multiple decks, and fully fenced/cross-fenced pastures ideal for horses or livestock. A rare private hilltop opportunity with easy access to Medford amenities. Contact today for more information!

4002 Dry Creek Road, Medford

$390,000
2 Beds 2 Baths 220218405 MLS
Discover your own private sanctuary in the heart of the Applegate Valley. This beautifully maintained 2-bedroom, pus a bonus room, 2-bath home sits on a ''manicured mini oak forest'' featuring native landscaping and a park-like feel. Inside, you'll find 1,241 sq. ft. of thoughtfully remodeled living space, including a spacious, permitted 30'x10' living room addition and a versatile bonus room. The heavy lifting has already been done: enjoy a brand-new roof (with transferable warranty), a newer water conditioning system with UV filtration, and fresh front and back decks perfect for morning coffee. A standout feature is the 320 sq. ft. detached studio--beautifully updated and equipped with water and electricity--ready to become your dream art space, home office, or guest suite. Located on a quiet road just minutes from Jacksonville, this is the perfect blend of country quiet and city convenience. Back on the market at no fault of property.

84 Haven Road, Jacksonville

$653,000
4 Beds 2 Baths 220218399 MLS
Luxury, Comfort & Adventure Await! Just a short distance from the Rogue River, you will find this exceptional custom-built Leonardo home. Offering 2,050 sq. ft., this 4-bedroom, 2-bath home with an office showcases superior craftsmanship, featuring vaulted exposed-beam ceilings, hand-scraped oak hardwood floors, leathered granite countertops, and knotty alder cabinetry throughout. The spacious kitchen includes stainless steel appliances, a pantry, and breakfast bar, while the primary suite offers two walk-in closets, private separate patio access, an office, and a spa-like bath with tiled floor, a jetted tub and pebble shower pan. Additional highlights include a finished 3-car garage, abundant storage, on-demand recirculating hot water, and ample parking for your RV, boat, or trailer. Designed for comfort, style, and entertaining, this remarkable home is ready to welcome you home.

217 White Oak Way, Shady Cove

$750,000
220218273 MLS
Tucked just outside the historic town of Jacksonville, this exceptional high-end 6.45-acre residential parcel offers privacy and showcases beautiful valley and mountain views. Accessed via a shared gated drive, the property has been improved for equestrian and rural living. Improvements include a 1,206 sq ft barn & adjacent riding arena. A fenced 1/3-acre Syrah vineyard, professionally installed, presents unique lifestyle or boutique agricultural potential. Enjoy direct access to the renowned Britt Woodlands Trail System, offering over 16 miles of hiking and biking trails right from your property. Served by a private well that last tested at 10.5 gpm, this property offers a rare opportunity to build your own dream estate in one of Southern Oregon's most desirable locations.

84 Placer Hill Drive, Jacksonville

$262,000
220218243 MLS
Owner carry available to qualified buyer! Tucked at the end of a private road, this peaceful 10-acre retreat offers sweeping valley and mountain views with a soulful, off-grid feel. A 4,000-watt solar array with twelve 6V batteries supports true self-sufficiency, complemented by a strong well with solar pump, installed septic, approved homesite, and passive geothermal ducting already in place. The land carries a quiet sense of history with signs of Native American presence, adding depth and connection to the setting. Enjoy full sun exposure, exceptional privacy, and 400 acres of timberland to the west with expansive BLM beyond. Parcel is hidden from the road and accessed by its own private drive. Minutes to the Rogue River and Shady Cove. Photos don't do it justice. This is a must-tour property!

300 Citadel Road, Trail

$699,000
4 Beds 3 Baths 220218237 MLS
Rare find in Southwest Medford offering space, versatility, and lifestyle. This large family home presents many options with 3 bedrooms on the main level and a huge lower-level suite that could serve as a 4th bedroom, game room, or expansive rec room. Elegantly remodeled throughout, the home features a dream kitchen with high-end finishes, quality cabinetry, and beautiful flooring designed for both everyday living and entertaining. Step outside to a spacious deck perfect for gatherings and summer evenings. The property is fully fenced and cross-fenced, ideal for animals, and includes a large barn with stalls, RV parking, and an above-ground pool. Enjoy the rare benefit of irrigation rights from your own pond, enhancing both usability and value. Low-maintenance landscaping keeps things simple while maximizing enjoyment. All of this is conveniently located just minutes from both Medford and Jacksonville, offering the perfect blend of rural feel and in-town accessibility.

4131 W Griffin Creek Road, Medford

$624,900
4 Beds 4 Baths 220218223 MLS
This updated 4-bed, 4 -bath home offers 2,907 sqft of living space on a peaceful 6-acre lot. Including a huge barn with an additional office space on the second level. Fresh paint and new laminate flooring on the main level create a crisp, modern feel. Vaulted ceilings and large windows fill the space with natural light and showcase stunning mountain views. The open layout is ideal for both relaxing and entertaining. Privately tucked away yet close to town, this property offers the best of both worlds. Highlights include a 1,000-sqft barn with a second-level office--great for storage, hobbies, or creative work. A 3-car garage provides ample room for vehicles, and a charming greenhouse supports year-round gardening. The abundant water supply is ideal for lush landscaping or agriculture. This home has incredible views of the valley and mountains - Don't miss out! Priced to sell!

3375 Little Applegate Road, Jacksonville

$735,000
3 Beds 3 Baths 220218220 MLS
Fully renovated home by Coleman Creek Construction with detached studio and garage on rare E-1 zoned acreage with development potential in city limits! Charming front porch and covered wrap-around patio, open-concept living area with double-height vaulted ceiling, kitchen with quartz dining counter, designer lighting, and stainless appliances including gas range oven. Main-level primary suite with skylights, glass door to back patio with retractable awning, and full ensuite bathroom with quartz vanity, deep soaking tub, and oversized shower with seamless glass and tile surround. Additional main-level bedroom and full guest bathroom with quartz vanity, stacked washer dryer, and tiled shower. Vaulted upper-level media room, office, or third bedroom. Detached studio with quartz dining counter, stainless appliances including electric range oven, full bathroom with quartz vanity, tub shower, washer dryer, plus two-car garage. Ample off-street boat or RV parking. Inquire for details!

593 Crowson Road, Ashland

$585,000
3 Beds 3 Baths 220218209 MLS
The minute you enter this one level home you will say WOW! Gorgeous light and bright remodel with prefinished hardwood floors, open living concept with gourmet cooks delight kitchen with island and room for bistro table and chairs. Open floor plan including vaulted ceilings in living, kitchen and dining. Gas fireplace. Primary suite with walk in closet, double sinks, amazing shower. A bonus sunroom/family room. Two more good size bedrooms, second full bath and one half bath. Double garage and large laundry room. Beautiful landscaping, covered back patio, side patio with pavers. Low voltage lighting and drip watering system. Across the street from the Oak Knoll pond and trails for the neighborhood to enjoy. Just 3 blocks to golf course. Large shed for extra storage and subdivision parking bays for visitors. Take your time to see all the details of this home and enjoy!

1057 Oak Knoll Drive, Ashland

$299,000
693671412 MLS
Step into a world of pristine natural beauty, remarkable solitude, and boundless potential with this extraordinary ±78-acre property, nestled in the heart of Southern Oregon’s picturesque Colestin Valley. Offering commanding panoramic views, rich ecological diversity, and a peaceful ambiance that feels worlds away from the bustle of daily life, this land is more than just real estate—it’s a legacy in the making.Bordering the western edge of the renowned Cascade-Siskiyou National Monument, this unique parcel features a stunningly varied topography that includes a prominent knoll-top view site, gently undulating hills, timbered draws, and open meadows. Whether you're drawn by the call of nature, inspired by the land’s tranquility, or envisioning a future full of off-grid potential, this property delivers on every front. Outdoor enthusiasts will relish the opportunity to hike, hunt, camp, and rockhound on their own land, all while sharing space with abundant wildlife such as deer, wild turkey, black bear, and even the occasional elk.Just minutes from the iconic Pacific Crest Trail and a short drive to some of the region’s most treasured destinations—including Pilot Rock, Mt. Ashland Ski Area, Emigrant Lake, and majestic Mt. Shasta—this property is perfectly positioned for adventure and exploration. Whether you're seeking seclusion or inspiration, you’ll find both here. Buyer to perform and satisfy all due diligence regarding the property and its permitted uses.

COLESTIN RD, Ashland

$495,000
3 Beds 3 Baths 220218168 MLS
Wake up to mountain views, sip your morning coffee on the covered deck, and enjoy the peaceful setting of this custom Cedar Ridge home nestled among mature trees. Filled with natural light, the home features soaring ceilings, hardwood floors, expansive windows, and a warm architectural style that sets it apart from ordinary subdivision homes. The spacious kitchen with granite counters opens to comfortable gathering spaces designed for both entertaining and everyday living. The primary suite offers deck access, a large walk-in closet, and a relaxing retreat at the end of the day. Flexible living areas provide room for a home office, media room, hobbies, or guests. Combining privacy, character, and convenience, this inviting home offers a lifestyle that feels removed from the hustle of town while remaining close to everything Rogue River has to offer.

105 Cedar Ridge Terrace, Rogue River

$548,600
3 Beds 3 Baths 220217957 MLS
NEW PRICE!!! This beautifully built 2,342 sq ft home sits atop a hill in the coveted Sterling Estates subdivision. Some added improvements to the property include solar panels, RV parking with full hookups, wired for generator power, tankless hot water heater, smart locks/garage door, WIFI controlled irrigation, dual zoned HVAC, custom electric blinds that open to stunning mountain views, a water filtration system...too many added amenities to list them all! Additionally, the property features Cathedral height ceilings in the main living spaces, raw edge granite counter tops, stainless steel appliances, a large kitchen island, walk in closet, gas fireplace, a finished basement that is setup perfectly to be a mother in law suite or 2 family setup w/ separate entrance, low maintenance landscaping, beautiful Koi pond, newer exterior paint and SO much more! Easy to show, make your appointment today!

1050 Azure Way, 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: