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$1,499,000
4 Beds 4 Baths 220225118 MLS
Experience one of Southern Oregon's finest riverfront estates in the heart of the renowned Applegate Valley wine region. Located less than 15 minutes from historic Jacksonville, you'll enjoy easy access to acclaimed restaurants, wineries, galleries, and small-town charm. Set on 14.62 acres zoned EFU with over 700 feet of coveted Applegate River frontage, where gentle flows and the sounds of shimmering riffles create an unforgettable setting. Fish from your own shoreline, watch abundant wildlife, or simply relax by the river. The 4,899 sq ft custom home showcases soaring ceilings, dramatic natural wood beams, a sweeping oak spiral staircase, expansive windows framing breathtaking river views, geothermal heating, and spacious decks. Private guest wing, iconic Big Red Barn with horse stalls and runs, orchard, fenced pastures, greenhouse, 10.6 irrigated acres with golf course style irrigation system, and 1857 senior water rights complete this remarkable legacy estate.

2076 Upper Applegate Road, Jacksonville

$1,275,000
3 Beds 2 Baths 220225637 MLS
Privacy & tranquility on a little piece of paradise. Imagine living in a beautiful custom-built single-story Pacific Northwest lodge style home w/ Little Applegate River frontage, away from noise & neighbors, yet under 20 minutes to Jacksonville. From the vaulted wood-beam ceilings, to the spacious primary suite w/ stunning views & natural light, this home has been designed for relaxation. Two natural stone fireplaces anchor the living & dining areas, & the huge chef's kitchen features granite countertops, an island, peninsula, pantry, & beverage bar. Throw a summer soiree under a canopy of oaks that shade the lighted composite deck or relax down at the river on your own riverside deck. A 4-car attached garage, shop, wine cellar & historic barn provide exceptional space for hobbies. The property features 1872 irrigation rights & fire safety features are thoughtfully included in the home design. Direct access to BLM lands bordering this private 14.53-acre paradise.

2459 Little Applegate Road, Jacksonville

$720,000
3 Beds 3 Baths 220225071 MLS
Move-in ready and located in one of Jacksonville's most desirable neighborhoods, this beautifully updated 3-bedroom, 2.5-bath home offers the perfect blend of comfort and convenience. Just moments from walking paths, parks, sports courts, vineyards, Jacksonville Elementary and Historic Downtown Jacksonville, the location is hard to beat. The spacious layout features vaulted ceilings, abundant natural light, a main-level living area with two guest bedrooms, and an upstairs primary suite plus a versatile bonus room. Recent improvements include a NEW (within 12 months) Roof and fencing, newer appliances, and tasteful interior cosmetic updates. Enjoy covered front and back porches, RV parking, a detached 2-car garage, garden space, and a fully landscaped yard ready to enjoy.

975 Beverly Way, Jacksonville

$779,000
5 Beds 5 Baths 220224622 MLS
Stunning Jacksonville property offering flexibility, income potential, and exceptional upgrades. The completely remodeled kitchen features high-end appliances, granite countertops with waterfall edges, and an open layout designed for entertaining. The home can function as a two-family setup and was previously licensed as a rental, creating excellent potential for supplemental income or multigenerational living. Outdoor living has been expanded with new decks and an enclosed patio (not included in sq ft), providing additional space to relax and enjoy the surrounding setting. A standout feature is the impressive 36x36 shop with RV garage and unfinished space above, ideal for a future guest suite, office, studio, or hobby space. Beautiful gardens and chicken coops add to the property's charm and self-sufficient lifestyle appeal. Conveniently located near Jacksonville's renowned wineries, dining, and outdoor recreation. Schedule a showing today!

101 Rocky Knoll Lane, Jacksonville

$795,000
3 Beds 3 Baths 220224732 MLS
Nestled in the heart of Southern Oregon's premier wine country, and close to the historic town of Jacksonville, this property on 4.98 acres offers the perfect blend of rural charm and functional infrastructure. The property features a magnificent, classic wood barn set against a backdrop of mature landscape, sweeping valley and mountain views. The home boasts bright, inviting living spaces, a spacious upstairs primary suite, a light-filled sunroom, and a private entrance leading to 2 downstairs bedrooms, 1 full bathroom and studio. Enjoy unique access to the Applegate river, IRRIGATION WATER RIGHTS dated from 1876 and the natural beauty of the surroundings. Bring your horses or enjoy it as a peaceful country retreat. A true Applegate gem waiting for its next chapter.

7935 Upper Applegate Road, Jacksonville

$749,000
3 Beds 3 Baths 220224295 MLS
Private two story custom built home on 9.42 Acres with Applegate River frontage. 12 miles from Historic Jacksonville and 5 miles from the town of Ruch and 6 miles to Applegate Lake and Squaw Lake. The beautiful home has a barn/shop and car ports attached for all your toys. This property backs up to BLM and all the trails for great horse riding. There is an above ground pool structure that needs liner and some TLC is in the process of being removed. The property is partially fenced but could work for some horses or other critters with additional fencing. Home is back from the River and the road so no Flood Insurance needed. EV charging station in the garage. There is a seating area down by the river( follow the sign )All information is believed to be accurate but buyer to do own due diligence as to the uses and condition of the property.

5900 Upper Applegate Road, Jacksonville

$529,000
3 Beds 2 Baths 220224087 MLS
RIVERFRONT Home! Here is your opportunity to own a home on the Applegate River. This property may be yours. Located along the Applegate River, approximately 20 miles from Jacksonville, on your way to Applegate Lake. One of the most affordable riverfront homes in Southern Oregon. Extensive renovations have transformed this gem into a very comfortable Estate. There has been new floor coverings through out, new paint inside and out and all new plumbing and fixtures. You need to check out the large bonus room with a wet bar. Outside there is a large flagstone porch to sit and listen to the river glide bye, and a large fenced area for pets A spacious Livingroom boast a huge 4 foot wide fireplace. Two bonus rooms are on a slab 2 steps below the main home level. The artesian well was 45 GPM when drilled and has a new pump. The adjacent lot # 400 is included for a two family setup of 3.01 Acres total. This gives you an opportunity to live in one while you build on the other lot. Thank yo

2525 Kinney Creek Road, Jacksonville

$1,585,000
220224077 MLS
A rare and enchanting commercial opportunity in the heart of Jacksonville, Oregon, Tiger Lily Inn & Venue Center is more than a property -- it is a destination. Steps from downtown shops, restaurants, wine country experiences, Britt Festival and the Historic Core, this curated venue blends storybook character, established event appeal, lodging potential and flexible commercial use. Known and loved as a boutique wedding and special-event venue, the property offers an intimate garden setting for weddings, reunions, retreats, private celebrations and unforgettable gatherings, with lush grounds, outdoor areas, guest accommodations and a bridal/flex studio. Historic Core commercial zoning may invite future possibilities such as boutique hospitality, wine tasting, culinary, wellness, private club, creative office/event use or additional improvements, subject to City approval and buyer due diligence. A distinctive Southern Oregon opportunity with beauty, brand identity and room for vision.

215 S 4th Street, Jacksonville

$849,999
4 Beds 3 Baths 220223402 MLS
Experience breathtaking mountain views from nearly every main living space in this beautifully designed 2021 Jacksonville home. Walls of windows fill the great rm w/natural light, seamlessly connecting to expansive view decks creating exceptional indoor-outdoor living. The gourmet kitchen features premium BlueStar gas range, lg island, leathered granite counters, stainless appliances, walk-in pantry & abundant workspace. Maple hardwood floors, designer lighting, Hunter Douglas window coverings & quality finishes enhance the home's appeal. 4 bed plan w/main-level primary suite offering private deck access w/serene valley views, walk-in closet, soaking tub & oversized tiled shower. Also on the main level are a dedicated office w/built-ins, half bath & laundry rm w/sink & storage. Downstairs offers 3 more bedrooms, full bath & spacious bonus rm, ideal for guests or multigenerational living. EV-ready garage. Perfect for those who travel- leave w/peace of mind & return to effortless living!

1300 Andrews Place, Jacksonville

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

1528 Morton Way, Jacksonville

$1,149,000
4 Beds 4 Baths 220222432 MLS
Experience elevated mountain living on this breathtaking 9-acre estate at the base of Boaz Mountain. Designed with timeless lodge-inspired architecture, this 3,737 SF custom home captures luxury, warmth, and privacy at every turn. Towering vaulted ceilings, tile floors, handcrafted woodwork, and dramatic floor-to-ceiling windows create an unforgettable atmosphere filled with natural light and stunning views. The gourmet kitchen features quartz countertops, high-end appliances, oversized island, and walk-in pantry, opening seamlessly to expansive living and entertaining spaces. Resort-style outdoor living awaits with a heated in-ground pool with PebbleTec finish, outdoor kitchen, pool house, hot tub, 1,000+ SF deck, and beautifully curated grounds designed for unforgettable gatherings and peaceful evenings alike. Backing thousands of acres of public land, this is more than a home--it's a private Southern Oregon retreat built for luxury, adventure, and connection.

2365 Eastside Road, Jacksonville

$1,050,000
4 Beds 4 Baths 220221529 MLS
Discover serenity on 4.58 acres in the heart of the Applegate Valley! 3,400 sq ft custom home offers 4 beds, 2.5 baths, separate in-law suite w/ private entrance. Enter into expansive, light-filled living with views of the Little Applegate River from nearly every room. Enjoy 14' ceilings & a stunning rock fireplace w/ Port Orford Cedar mantle in the Living Room. Chef's Kitchen, large island, granite counters, & breakfast nook flow seamlessly into the formal dining area & dedicated office. Primary suite is a luxurious escape w/ dual vanities, soaking tub, walk-in shower, & dual closets. On the opposite wing, find three bedrooms, w/ private entrance, ideal for family or guests. Relax on the wraparound porch, stroll through manicured landscaping, or unwind beside your private pond/water feature. Multiple seating areas along the river offer peaceful moments of reflection. Fenced pasture, irrigation system, detached 2,132 sq ft garage, w/three spacious rooms, HVAC, and limitless potential!

4000 Little Applegate Road, Jacksonville

$1,700,000
2 Beds 3 Baths 220220012 MLS
Butterfly Hill is a LEED Silver certified, self-sustainable eco-luxury masterpiece in a gated community outside Jacksonville. This three-wing home delivers abundant sweeping views, open-concept living space & stunning folding glass doors which open directly to outdoors blending nature with the eco-luxury lifestyle. The kitchen stuns with a large tasking island, custom cabinetry, walk-in pantry and sleek cooking zone. Primary suite demands awe with a bank of windows facing the mountains & spa inspired bath. Flexible secondary suite with Murphy bed is a perfect multi-use haven. 8-year-old Hügelkultur gardens, drought-tolerant native plantings, and a 15,000-gallon rainwater collection system supplies irrigation and dedicated fire suppression tank, solar power, KVA 20 generator and extensive fire hardening measures secure this home for years to come. Private hiking trails, wildlife, views and space without feeling endlessly remote.

400 Coyote Run, Jacksonville

$849,000
4 Beds 4 Baths 220219145 MLS
An Everyday Getaway! That is what it's like living on this Tuscany style homestead. 4 scenic acres, 3,511 sq.ft. multi-level home, full of warmth & artistic detail. Earthen plaster, frame built w/ straw-bale insulation, a Kachelofen masonry woodstove & eco-conscious features. The main level offers a primary bd that opens to a pleasant deck w/ view of surrounding mountains Living & dining areas, kitchen & laundry. Upstairs includes a bd w/ convenient 1/2 bth, while the bright daylight basement provides bonus rooms, sauna, bth & generous cold storage. The 2,066 sq.ft. ADU combines living, entertaining & creative space w/ an integrated shop & a garage w/ laundry. Permitted for vacation rental, this unique building adds fun & diversity of living choices. Land offers a beautiful mix of rolling & level terrain w/ mountain views & dotted w/ oaks. A wonderful home base w/ the fenced garden, animal areas, play structure, decorative pond & multiple outbuildings & outdoor living spaces.

8150 Upper Applegate Road, Jacksonville

$575,000
3 Beds 3 Baths 220220067 MLS
Located in the scenic Applegate Valley, this 5 acre, fully irrigated rural property offers privacy, usability, and a true Southern Oregon lifestyle. The 2,726 sq ft home features 3 bedrooms and 3 full baths with a flexible split level floor plan. Light-filled living spaces create a warm and inviting atmosphere, with a heat pump for year round comfort plus wood heat in both living rooms. The new back deck is ideal for relaxing, entertaining, and taking in the surrounding mountain and territorial views. Multiple additional rooms offer space for storage, an office, hobbies, guests, or flexible use. The fully fenced property includes established pasture, irrigation rights for all 5 acres, a garden area, gated entry, dog run, RV parking, and outbuildings for added functionality. With usable acreage, room for animals and equipment, and a peaceful rural setting, this property offers the versatility, comfort, and lifestyle buyers seek in the Applegate Valley.

7680 Upper Applegate, Jacksonville

$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

$584,000
3 Beds 2 Baths 220218112 MLS
Welcome home to your PRIVATE 2.99 Fully fenced acres! surrounded by local vineyards! This 1,880 sq. ranch-style home offers refined country living just minutes from Jacksonville and Medford conveniences. Its split floor plan provides comfort and functionality, with an open- concept living area anchored by a warm wood stove and natural light! The home showcases beautiful real wood cabinetry and real hard wood flooring offering timeless character and solid craftmanship. The bathrooms have been tastefully updated. Additionally, a 2 car garage, a charming chicken coop and a substantial barn with insulation and electricity for storage, animals or a workshop! Enjoy peaceful mountain view evenings on the very large deck. Just minutes to Applegate lake, 1/2 mile from Cantral Buckley, and close to Ruch out door school offering k-8!! OWNER CARRY OPTION AVAILABLE with acceptable offer. Buyer to do own due diligence.

15 Twin Oaks Road, Jacksonville

$1,250,000
3 Beds 3 Baths 220217685 MLS
This exceptional 40.97-acre estate features a beautifully remodeled home w/modern luxury & contemporary design. Nestled in a private valley with 360-degree views, the custom estate offers turn-key elegance. The 2-story floor plan centers around a chef's kitchen w/professional-grade appliances, sleek finishes, & open-concept layout. The main level also includes a dining room, private office, & expansive windows that frame the panoramic views. The master suite offers a luxurious retreat, w/two additional guest bedrooms, guest bathroom, second living area, and balcony completing the upper level. The property includes ample room for open pasture, with approximately 10 acres ready now & ideal for horses or livestock. The mature landscaping, sprawling lawns, & multiple patios offer a peaceful, private setting perfect for enjoying the beauty of the Applegate Valley. This well balanced property and turn-key estate is ready for its next owners to call it home.

7499 Highway 238, Jacksonville

$609,900
4 Beds 3 Baths 220216631 MLS
4 bed 3 bathroom 2,600+ SqFt house in the Applegate on 2.5 usable acres with 2 sheds, good well (5+ GPM) with 1,000 gal holding tank 12 Minutes from downtown Jacksonville. Inside notice the split floor plan, with a MASSIVE master suite complete with generous walk-in closet, and spacious ensuite complete with tiled flooring, cultured marble shower and large soaker tub.The adjacent sunroom could be used as a 5th bedroom. There are 3 more beds and 2 bathrooms on the other side of the house plus a large laundry room off the garage that doubles as an office space. The galley kitchen is open to the living room, complete with new flooring and a woodstove for that clean wood heat. In the fenced backyard, enjoy the large composite deck, manicured landscaping and firepit. There is an older shed/shop perfect for storing ATV's and firewood. Schedule a tour today!

324 China Gulch Road, Jacksonville

$545,000
3 Beds 2 Baths 220215214 MLS
Country Home on the Little Applegate River! This peaceful 2+ acre retreat offers exceptional river frontage, open yard space, water rights and private forest across the water. The 3bd, 1.5bth, 2143 sq.ft. country home features warm brick and wood accents, exposed beams and two cozy wood stoves. The country kitchen and dining area open to the backyard, ideal for easy gatherings, while the inviting living room offers a fireplace with insert and sliding doors to the outdoors. A spacious den showcases a striking river rock backdrop to the second wood stove. Primary bedroom is conveniently located on the main level. Upstairs are two charming attic-style bedrooms, creating a distinct upper-level sleeping space. An accessible basement provides excellent cold storage. Outside you'll find raised garden beds, a chicken coop, ample parking w/ 3 RV hook-ups and a 350 sq ft outbuilding for storage or hobbies. Tranquil riverside living at its best.

3356 Little Applegate Road, Jacksonville

$819,000
4 Beds 4 Baths 220214805 MLS
Discover a rare TWO home retreat just 2 blocks from downtown Jacksonville. This one-of-a-kind property features 2 newer homes w/ sweeping town & woodland views, direct access to the 18-mile Jacksonville Woodlands Trail system & abundant wildlife. The main home offers a Scandinavian-inspired design w/ an open great rm, wood flrs, chef's kitchen w/ custom maple cabinetry, stainless appliances, & a primary suite w/ ensuite bathrm & a walk-in closet. Flexible lower-level living is ideal for guests or a home office. The 2 car garage is oversized & has a huge storage rm. The second home features beautiful views, light-filled spaces, & a private patio—perfect as a rental, guesthouse, or multi-generational living. Energy-efficient systems, Firewise-rated construction & low-maintenance landscaping provide peace of mind. Multiple patios perfect for enjoying the outdoors & end of road privacy complete this exceptional offering—an unparalleled blend of comfort, sustainability, & natural beauty.

330 E Fir Street, Jacksonville

$540,000
4 Beds 3 Baths 220207842 MLS
Live Among the Wildlife in this Forest Retreat! A rare combination of peaceful wilderness & modern comfort. Custom home nestled on 6 forested acres bordering expansive public lands. Watch deer families wander through the yard & enjoy a unique ''treehouse'' perspective, where your main living spaces sit among the treetops. Designed across 3 thoughtfully planned levels, the home's main floor offers elevated living w/ serene forest views. Spacious living & dining areas open to a beautiful chef's kitchen w/ large pantry for storage. The half bath & three access points to the wraparound deck make indoor-outdoor living effortless. Cathedral-style covered deck w/ ramp access is a great outdoor sanctuary. Upstairs are 3 inviting bedrooms, one w/ private deck & direct access to bathroom. Finished daylight basement provides flexibility w/ a large bonus room, additional bedroom, full bath & laundry room w/ laundry chute from upper level. Privacy, tranquility & a true connection w/ nature.

939 Beaver Creek Road, Jacksonville

$1,750,000
220199943 MLS
Bigfoot Acres is back on the market through no fault of the property -- two prior buyers reached contract at this pricing, and the seller is now focused on closing with a qualified buyer who can perform. The asset speaks for itself: a stabilized, 100% occupied 23-space MH and RV park on 10.19 acres in Southern Oregon's Applegate Valley, with a current rent roll of $25,077/month ($300,924 annualized) after recent turnover brought rents to market. 2025 NOI of $219,855 produces a 12.6% trailing cap rate at the $1,750,000 offering price, with a fully-loaded institutional pro forma still penciling near 11.8%. The Oregon FAIR Plan wildfire policy is being bound on the property this week, removing the largest diligence variable on a rural Southern Oregon park before closing. Infrastructure has been upgraded throughout, with capacity sized for potential expansion. Full OM, rent roll, and prior diligence file available to qualified buyers upon NDA.

11425 Upper Applegate Road, Jacksonville

$349,000
3 Beds 2 Baths 220178830 MLS
RIVERFRONT Home! Here is your opportunity to own a home on the Applegate River. This property may be yours. Located along the Applegate River, approximately 20 miles from Jacksonville, on your way to Applegate Lake. One of the most affordable riverfront homes in Southern Oregon. Extensive renovations have transformed this gem into a very comfortable Estate. There has been new floor coverings through out, new paint inside and out and all new plumbing and fixtures. You need to check out the large man cave complete with a wet bar. Outside there is a large flagstone porch to sit and listen to the river glide bye. The spacious Livingroom boast a huge 4 foot wide fireplace. The artesian well was 45 GPM when drilled and has a new pump. The adjacent lot # 400 is also available for a two family set up. Please do not go to the property without an appointment and respect the neighbors privacy. Thank you!

2525 Kinney Creek Road, Jacksonville

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: