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5920 Highway 238, Jacksonville
$495,000
3 Beds ⋅ 2 Baths ⋅ 220230221 MLS
Located just outside Historic Jacksonville, this 3 bedroom (plus office), 2 bath home with 1682 sq. feet is situated on 1.98 acres. Offerings include a wonderful newly painted front deck, living room with laminate flooring and skylight, kitchen w/beautiful cabinetry, newer stainless appliances (all included), dining area that adjoins the kitchen with slider that leads out to the oversized newly painted deck, perfect for entertaining! Primary bedroom has laminate flooring and ensuite bath with single sink vanity and shower. Hall bath with tub/shower combination and linen closet. Off the kitchen, you'll find a large laundry/flex room and an office that has access to the back deck. Other features include vinyl windows, newer water heater, duct work, air register, attached 750 sq. ft. garage, RV carport, fenced areas for a garden or animals. NOTE: the sellers have an assumable VA loan at 5% that they are willing to entertain offers from eligible VA buyers...Welcome Home!

5920 Highway 238, Jacksonville

3919 Little Applegate Road, Jacksonville
$324,000
3 Beds ⋅ 1 Baths ⋅ 220229203 MLS
Escape to the peaceful Applegate Valley and discover the possibilities Set on approximately .71 acre, this charming 3bedroom, 1-bath cottage offers a wonderful opportunity to enjoy country living surrounded by mature trees and open space. The property features approximately 1,100 sq ft of living space small pasture area and plenty of room to bring your vision to life. Enjoy the slower pace of rural living with the beauty of the Little Applegate area right outside your door, while still being within reach of Jacksonville and Rogue Valley amenities. Whether you're searching for a primary residence, country retreat or a property to personalize and make your own, this one offers character, setting and potential. Come experience the peaceful Applegate lifestyle and imagine what you could create here!

3919 Little Applegate Road, Jacksonville

71 Yale Creek Road, Jacksonville
$975,000
4 Beds ⋅ 7 Baths ⋅ 220229003 MLS
River, Pastures, Barn, Trails & an Exceptional Home! 4,156 sq. ft. modern farmhouse w/ ADU overlooks mountains & neighboring farmland, offering a blend of comfort & functionality. The main level features a spacious primary suite, dedicated office, guest bath, formal dining room & a view-filled kitchen w/ breakfast nook that opens to a welcoming living area w/ fireplace. Upstairs are two ensuite bedrooms & a central loft-style gathering space. A large laundry/mudroom connects to an outstanding ADU w/ separate entrance, full kitchen capability, pellet stove, spacious bedroom & bath. The 3-bay garage provides abundant room for vehicles, equipment & toys. 47+ acres w/ multiple water rights, river frontage & easy potential to restore picnic areas & walking paths enhance the setting. Ideal for equestrian use w/ fenced pastures, a quality barn w/ stalls & paddock, round pen, equipment shelter & convenient access to miles of established BLM trails. Thoughtful infrastructure throughout.

71 Yale Creek Road, Jacksonville

560 S Oregon Street, Jacksonville
$595,000
3 Beds ⋅ 2 Baths ⋅ 220228605 MLS
Built in 1910, this historic home of secondary significance perfectly blends timeless charm with modernized comfort, located just a short walk from vibrant downtown Jacksonville's local shops, parks, fine dining, award-winning wineries, and the renowned Britt Music & Arts Festival. Inside, the home offers 3 bedrooms, including 2 en-suite bedrooms, and 2 beautifully remodeled full bathrooms. The updated, functional kitchen flows seamlessly into the dining area, where a sliding glass door opens to a private backyard oasis with persimmon, peach, pear, apple, fig, pomegranate, table grapes and olive trees. This remarkable property has an expansive pottery shed--formerly the studio of a celebrated local artist--and a generous attic space offering endless potential for a home office, studio, or hobby room. Come experience life in Southern Oregon at its best!

560 S Oregon Street, Jacksonville

5520 Hwy 238, Jacksonville
$420,000
3 Beds ⋅ 2 Baths ⋅ 220228116 MLS
Charming Jacksonville retreat with flexible spaces & outdoor living. This well-maintained manufactured home has some updates, featuring a remodeled kitchen & bathrooms, along with all replaced windows, doors & flooring. New interior & exterior paint in 2026. Home has drywall & a cabana addition to provide even more space. The fully fenced property features multiple mature fruit trees. No chemicals used since 2017. Detached spaces add possibilities, including an art studio, office, grandma nook, Private room and a screened-in bamboo room for extra outdoor fun. Enjoy evenings around the firepit, challenge friends to some horseshoes, & take advantage of the dog kennel space, RV parking, & abundant storage. Something for everyone in your large family. MRA trails, with trail access right off the property, making it easy to get outside and explore. Applegate Lake & Cantrall Buckley river access are nearby. Out of town, but still close to Jacksonville's shops, restaurants, & events

5520 Hwy 238, Jacksonville

931 Hogan Road, Jacksonville
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 220228041 MLS
Private Applegate Valley farmstead on 14.13 EFU acres with two homes, water rights and a new barn. The light-filled 2,382 sq. ft. main residence features a chef's kitchen with breakfast nook, formal dining room, living room with stone fireplace, 9-foot ceilings and a covered porch overlooking English gardens, pond and pastures. The spacious primary suite includes a walk-in closet and double shower with garden views. A separate 1,188 sq. ft. cottage offers an upstairs bedroom, covered porch and private patio--ideal for guests, multigenerational living, a studio or home office. Property features include a new 36x48 barn/shop with concrete slab, Hardie Board siding and metal roof; two historic barns; fenced pasture; two wells; two water-right certificates; Generac generator; and Starlink internet. Sweeping Applegate Valley and BLM mountain views near wineries, river recreation and trails. About 20 minutes to Jacksonville or Grants Pass and 45 minutes to the Medford airport.

931 Hogan Road, Jacksonville

300 Dunlap Road, Jacksonville
$725,000
3 Beds ⋅ 3 Baths ⋅ 220226774 MLS
Nestled on 28 beautiful acres in the heart of the Applegate Valley, 300 Dunlap Road in Jacksonville, OR, offers a one-of-a-kind retreat with unmatched privacy and natural beauty. This custom-built redwood craftsman cabin spans 2,408 square feet over three stories, featuring 3 bedrooms, 2.5 bathrooms, and a warm, colorful wood interior that enhances its rustic charm. Built in 1988, the home boasts a cozy fireplace and woodstove, perfect for chilly evenings. The expansive property provides serene wooded views and direct access to Cantrall Buckley Park, offering plenty of opportunities for outdoor adventures right at your doorstep. In addition to its scenic beauty, the property also features RV parking with full hookups, making it ideal for guests or an RV getaway. With easy access to local trails, vineyards, and the historic town of Jacksonville, this rare property offers the perfect blend of seclusion and convenience. Don't miss the chance to make this extraordinary paradise your own.

300 Dunlap Road, Jacksonville

4218 Thompson Creek Road, Jacksonville
$445,000
2 Beds ⋅ 1 Baths ⋅ 220225722 MLS
Home in the Heart of the Applegate River Valley; situated just minutes away from the Applegate River Bridge, local lavender farms, award-winning restaurants, venues and wineries. This custom built 2020 two-story retreat features newer appliances, spacious layout, peacefull setting and amazing views. Property offers a large level area for easy parking of equipment, RVs, extra vehicles, or a potential new homesite. *Additional 600+ sq. ft. of garage/shop space (not included in listing sq footage). Grow year round with the brand new extra large greenhouse on the property. *Bonus, the property is equipped with both an RV and a generator outlet. Whether you're looking for a country home, downsizing, or an investment property, this custom home on land combines character, functionality, and easy access to Southern Oregon's finest outdoor experiences.

4218 Thompson Creek Road, Jacksonville

2076 Upper Applegate Road, Jacksonville
$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

2459 Little Applegate Road, Jacksonville
$1,229,000
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

7935 Upper Applegate Road, 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

5900 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

215 S 4th Street, 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

1528 Morton Way, 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

2365 Eastside Road, 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

4000 Little Applegate Road, Jacksonville
$1,025,000
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

400 Coyote Run, Jacksonville
$1,477,000
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 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

7680 Upper Applegate, Jacksonville
$549,000
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

15 Twin Oaks Road, Jacksonville
$579,000
3 Beds ⋅ 2 Baths ⋅ 220218112 MLS
‼️🚨OPEN HOUSE!! TODAY🚨‼️ 10/24/26 @ 1:00PM-4:00PM COSTUME CONTEST FOR PRIZES AND FREE TRICK OR TREAT!! BRAND NEW DECK!! AND LARGE TREE CLEAN UP Nestled in wine country this nearly 3 PRIVATE Fully fenced acreage property features south facing slopes and mapped gravelly silt loam soils offering potential for hobby gardening, orchard, vineyard or small homestead. This 1,880 sq. Ft. home showcases beautiful real wood cabinetry and real hard wood and tile flooring offering timeless character and solid craftmanship. Additionally, vaulted ceilings, 2 full updated bathrooms , formal Livingroom and family room, 2 car garage, a charming chicken coop and a substantial barn with insulation and electricity for storage, animals or a workshop! Enjoy peaceful mountain views on the NEW large deck. Just minutes to Applegate lake, Cantral Buckley, and close to the Ruch out door school offering k-8!! OWNER CARRY OPTIONS AVAILABLE with acceptable offer. Buyer to do own due di

15 Twin Oaks Road, Jacksonville

939 Beaver Creek Road, 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

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:

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