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4046 Little Applegate Road, Jacksonville
$649,990
4 Beds ⋅ 3 Baths ⋅ 220230459 MLS
This Northwestern style home on 8+ acres has lots of water and has a pasture area, garden area and Grouse Creek to enjoy year round. The wonderful Hobby Farm could have a couple horses or critters of your choice in the pasture area with pond and flood irrigation rights for one acre from China Ditch (1857 rights). There is a deck area by the creek and your own bridge over the creek to the level sunny pasture, garden and pond area. This 4 bedroom 2.5 bath home has a soaring great room and rock fireplace and wood stove and vent system that heats the home beautifully. There are two Primary bedrooms one on main level one upstairs. The decking around the house is great for entertaining or enjoying the park like environment. The property is on Grouse Creek road and adjoins BLM trails for riding, hiking and other recreational activities. There is a shed workshop & a well house, wood shed and garden shed. There is partial fencing around the house area and double gate for turnaround/parking

4046 Little Applegate Road, Jacksonville

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

640 Carriage Lane, Jacksonville
$790,000
4 Beds ⋅ 3 Baths ⋅ 220228879 MLS
Charming Victorian-style home in quiet, desirable neighborhood in Historic Jacksonville. Beautifully landscaped .19 acre, 4 bdrm, 2.5 bath, 2,259 sf home. Enjoy cooking in the large kitchen w/ island, granite counters, stainless steel Bosch appliances, soft-close cabinetry w/ lots of natural light. Kitchen is open to the family room w/ gas fireplace and sliding glass doors leading to the private, landscaped backyard w/ built-in firepit, gazebo, greenhouse and garden. Great room also has a gas fireplace and opens to a separate dining room area. Relax on the covered front porch and enjoy the manicured yard and mountain views. Awake to views from the primary bdrm w/ walk-in closet, lg vanity w/ dbl sinks, step-in shower, and enclosed toilet. Extra wide garage suitable for a sm. workshop & storage areas. Neighborhood is near walking trails, close to downtown and vineyards.

640 Carriage Lane, 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

105 W Pine Street, Jacksonville
$799,000
3 Beds ⋅ 3 Baths ⋅ 220227734 MLS
A rare offering in the heart of historic Jacksonville, this elegant, beautifully updated home blends timeless character with sophisticated modern living. Light and bright throughout, the home features hardwood and tile floors, beautifully remodeled baths, and a stunning kitchen framed by a bank of windows. The entire upper level is devoted to an open-concept primary suite with dramatic A-frame ceilings, marble countertops, a walk-through closet and abundant storage. A private ADU offers a bedroom and bath, ideal for guests or flexible living. Outdoors, an in-ground pool and expansive deck create an inviting setting for entertaining, relaxing and enjoying Southern Oregon summers. An art studio, pool-equipment storage and EV charging station add function and convenience. Set in Jacksonville's historic core, just moments from Britt Festival, charming shops, celebrated restaurants and nearby trails, this exceptional property is refined, welcoming and truly one of a kind and unforgettable.

105 W Pine Street, Jacksonville

420 S Oregon Street, Jacksonville
$725,000
3 Beds ⋅ 3 Baths ⋅ 220226553 MLS
Location, Location, Location! Opportunities like this are rare. Just two blocks from Historic Downtown Jacksonville, you'll enjoy coffee shops, restaurants, boutique shopping, the renowned Britt Music & Arts Festival, nearby Woodlands trails, and Southern Oregon wineries. Beautifully maintained inside and out, this home reflects true pride of ownership. The spacious floor plan offers 3 bedrooms plus a large bonus room, 2.5 bathrooms, a spacious living and dining room, a separate family room, and a beautifully updated cook's kitchen featuring quartz countertops and new appliances including a premium ILVE Italian range. A flexible additional dining space, currently designed as a pub, offers endless possibilities. Central heating and air, plus gas and wood-burning fireplaces, provide year-round comfort. Outside, relax on the inviting covered front porch or enjoy the park-like yard with a pergola, patio, garden area, and gated access to the attached 2 car garage with EV charger

420 S Oregon Street, Jacksonville

5361 Highway 238, Jacksonville
$899,900
4 Beds ⋅ 3 Baths ⋅ 220226224 MLS
Handcrafted Log Home with pool, bordering thousands of acres of Public Land with Development Potential. The logs for this exceptional home were harvested, hand-cut, and polished right on the very property where the home proudly stands today. Designed by an architect - no load-bearing walls! - and built by skilled local craftsmen with extraordinary attention to detail-from the antique doorknobs to the handcrafted cabinetry and staircases -this is truly a one-of-a-kind residence. Every beam and stair tread is made from solid wood, reflecting the quality and craftsmanship found throughout the home. In-floor heat, heat pump, AC, Immaculate cared for inground pool, with concrete surround, paved driveway and parking lot, 2 covered sheds with concrete floors. Up to 47 additional acres available: 4 additional permitted lots - see plat map, two homes are allowed on each lot.

5361 Highway 238, 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

120 Ponderosa Way, Jacksonville
$1,045,000
4 Beds ⋅ 3 Baths ⋅ 220225663 MLS
Resort-style living awaits in this extensively remodeled custom home on a private 1.74-acre setting just minutes from historic downtown Jacksonville. Filled w/ natural light, the open great room design features soaring ceilings & a stunning chef's kitchen w/ premium appliances, custom cabinetry, & quality finishes. The thoughtfully designed floor plan offers 3 bedrms, an office/bedrm, loft, & spacious laundry rm. Over the past few years, nearly every aspect of the home has been upgraded, including the kitchen, bathrms, flooring, lighting, HVAC systems, on demand hot water heater, electrical panel, wired for whole-house generator, Trex decking, & more. Outside, your private retreat features a completely renovated in-ground pool w/ waterfall, new concrete decking, energy-efficient equipment, solar heating, hot tub, & beautifully landscaped grounds; creating an exceptional indoor-outdoor lifestyle just moments from Jacksonville's dining, shopping, & Woodland Trails. SELLER FINANCING AVAIL

120 Ponderosa Way, 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

340 Miner Way, Jacksonville
$650,000
4 Beds ⋅ 2 Baths ⋅ 220225334 MLS
Discover this spacious 4-bed, 2-bath home (2,328 sq ft) on a large 8,712 sq ft lot, just a short walk to historic downtown Jacksonville and the Britt Festival. Enjoy mountain views from the expansive deck, an open floor plan, daylight basement, and a main-level master suite. Sit and watch the deer on your large, covered entry patio, overlooking the front yard. The back deck wraps around the house, offering multiple areas to enjoy the views and overlook the backyard. The sloped, fenced backyard offers is ready for your touches. A below ground workshop, daylight basement with studio and laundry room adds separate space for your hobbies. No HOA. Experience comfort, convenience, and the best of Jacksonville living.

340 Miner Way, 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

831 Juanita Way, Jacksonville
$1,145,000
4 Beds ⋅ 3 Baths ⋅ 220224700 MLS
Exceptional custom home offering flexible two-family living on 5.01 acres in desirable Jacksonville. This one-of-a-kind residence showcases European-inspired design, soaring vaulted ceilings with exposed beams, stunning custom rock walls, beautiful wood/tile flooring, and walls of windows framing breathtaking views of Mt. McLoughlin. The main level features a gourmet kitchen with a Wolf gas range, center island, spacious great room with wood-burning fireplace insert, office, laundry room, two oversized bedrooms, and a luxurious primary suite with a private deck, soaking tub, walk-in tile shower, and walk-in closet. A partially covered deck spans the length of the home, creating the perfect space for entertaining & views. new metal roof. The finished two-car garage, new garage door. The 2nd level offers a private entrance & parking, two bedrooms, a kitchen,, living room, office, laundry, full bath, and covered patio.

831 Juanita Way, 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

215 S 4th Street, Jacksonville
$1,585,000
3 Beds ⋅ 3 Baths ⋅ 220224076 MLS
A rare offering in the heart of Historic Jacksonville, Tiger Lily Inn blends storybook charm, refined design and flexible living/income potential just steps from shops, dining, Britt, wine tasting and Doc Griffin Park. Set on approx. .23 acre with two beautifully curated buildings, the property includes two exquisite guest suites, 3 baths, inviting living areas, designer finishes, layered textures, romantic décor, gardens, patios, event lawn and a bridal/flex studio opening to the outdoors. Every space feels thoughtfully composed, warm, elegant and memorable. Currently known as an intimate inn and special-event setting, for weddings, celebrations, gatherings & reunions it also lives beautifully as a private residence, guest retreat or multigenerational compound. Seller believes additional cottage-style improvements may be possible; Buyer to verify with City. Historic Core zoning creates added versatility; all future use subject to City. Inquire for full details.

215 S 4th Street, Jacksonville

443 Conestoga Drive, Jacksonville
$790,000
4 Beds ⋅ 3 Baths ⋅ 220223492 MLS
Situated in the lovely Stagecoach Hills neighborhood, this multi-level residence embodies limitless possibilities with its panoramic views of the mountains and valley. The property's interior shines with exquisite hardwood floors and a gourmet kitchen equipped with a high-end Wolf range, complemented by elegant tile and granite accents, alongside a spacious butler-style pantry. The primary suite, nestled on a private upper level, offers serene seclusion and features a stone fireplace, a sitting room area, and an updated bathroom with a large stone shower, heated tile floors, and dual sinks. The residence also features an in-ground pool / spa with expansive decking, perfect for creating unforgettable experiences. This multi- level design features French doors that leads to 3 additional bedrooms and guest bath

443 Conestoga Drive, Jacksonville

5758 Sterling Creek Road, Jacksonville
$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

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

9595 Sterling Creek Road, Jacksonville
$767,000
2 Beds ⋅ 2 Baths ⋅ 220222465 MLS
Custom round home designed and built by architect Clair Killen, positioned to capture panoramic views of Dutchman Peak and Little Grayback Mountain. The lower-level solarium provides exceptional space for year-round gardening and plant cultivation. Backing to BLM land, the property offers privacy, direct access to miles of public land, and a network of neighborhood trails, including a trail from the property that connects to the Sterling Mine Trail system. A gardener's paradise with two wells, extensive water storage, and two greenhouses with underground power. Multiple outbuildings and an ADU provide flexibility for guests, multigenerational living, rental income, hobbies, or workspace. Whether you're a gardener, homesteader, artist, or outdoor enthusiast, this property offers the space and infrastructure to bring your vision to life. Owner may carry.

9595 Sterling Creek Road, 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

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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