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$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

Listing courtesy of Windermere Van Vleet Jacksonville.

$439,900
3 Beds 2 Baths 220228574 MLS
Beautifully remodeled 3-bedroom, 1.5-bath home in charming Jacksonville, Oregon, just a short distance from historic downtown. The interior has been completely renovated with new kitchen cabinetry and appliances, flooring, paint, fixtures, and remodeled bathrooms. Major exterior updates include a 50-year roof, new windows and doors, and exterior paint, all completed in 2023. Set back from the road, the private lot offers low-maintenance landscaping and a peaceful setting. The finished single-car garage features its own mini-split, offering a versatile space for a workshop, hobbies, or storage. The backyard includes a storage shed, and the side/rear yard is ideal for raised garden beds. A wonderful opportunity to enjoy Jacksonville with extensive updates already completed. Showing by appointment only, schedules yours today!

912 S 3rd Street, Jacksonville

Listing courtesy of Oregon Adventure Realty.

$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 some new windows & flooring. A cabana addition provides even more space. The fully fenced property features multiple mature fruit trees, plants, and flowers. 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

Listing courtesy of Preferred Residential.

$465,000
3 Beds 2 Baths 220226882 MLS
Just 5 miles from historic downtown Jacksonville, this one-of-a-kind, majority-fenced property offers an incredible blend of privacy, functionality, and outdoor adventure! This 3-bed/2-bath home features a spacious primary suite with its own private walkout deck. Outside, enjoy beautifully maintained landscaping, various fruit trees, plants, and two manmade ponds! A fully permitted workshop built on an impressive 12-inch concrete slab is ready for heavy machinery, projects, or storage. Beyond that, you'll find a carport, shed, and ample driveway parking for vehicles, trailers, and additional toys. Out back, enjoy direct access to Poormans Creek, then cross the bridge and step into over 8,000 acres of BLM land with trails connecting to the Applegate Ridge Trail. Whether you're looking for a peaceful retreat, room for your hobbies, or endless recreation right outside your door, this property delivers! A truly unique Jacksonville estate packed with potential!

4539 OR -238, Jacksonville

Listing courtesy of eXp Realty, LLC.

$1,099,000
3 Beds 2 Baths 220225699 MLS
A beautiful Jacksonville property in town, and on 3.15 acres! The main home, built in 2000, has three bedrooms, three bathrooms, with plaster walls, vaulted ceilings, granite counters and tile floors. It has an open floorplan with a large master suite, jacuzzi tub, and marble counters. There is a gorgeous, large in ground pool with waterfall, an inviting pool house with a half bath, full bar with seating, kitchen, and amazing wood pizza oven. There is a charming 880 sq foot guest house with one large bedroom, one bathroom, full kitchen with granite counters, and large living room. You can also relax in the jacuzzi spa on the guest house patio. It is an amazing Southern Oregon retreat.

935 S 3rd Street, Jacksonville

Listing courtesy of John L. Scott Medford.

$1,249,000
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

Listing courtesy of Windermere Van Vleet Jacksonville.

$690,000
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

Listing courtesy of John L. Scott Medford.

$799,000
3 Beds 2 Baths 220224388 MLS
High on a hill near Jacksonville is the 21.49 acre property with a custom built home of 2626 sq ft. Featuring 3 bedrooms and 2.5 baths with an open concept and soaring tongue and grove wood ceilings in great room and Primary suite and massive windows to take in the incredible panoramic view. This primary has an ensuite bath room with double vanity and walk in shower and walk in closet. There are two additional bedrooms that share a bath. The Trex decking runs the length of the great room and the primary with access from both and super for entertaining. There is also access to the 1/2 bath from the deck. The seller is motivated and this property needs some TLC. Attached in documents is an estimate for roof repair needed, not including the dry wall repair needed on the inside. Some of the photos have been virtually staged . All information is deemed accurate and the buyer should do own due diligence as to the uses and condition of this property.

465 Strawberry Hill Lane, Jacksonville

Listing courtesy of Windermere Van Vleet Jacksonville.

$549,000
3 Beds 2 Baths 220223656 MLS
Open House | Sat, 8/15 | 1 PM - 3 PM Located along the banks of the Applegate River and less than 15 minutes from Historic Downtown Jacksonville, this charming single-level ranch home offers a rare opportunity to enjoy riverfront living in the heart of the Applegate Valley. Situated on approximately 0.76 acres near Ruch, the property features beautiful river views from the house, river frontage, and a peaceful setting surrounded by Southern Oregon's natural beauty. The 3-bedroom, 2-bath floor plan includes two sunrooms, an additional living area, and an attached garage with a workshop. The sellers recently completed a home inspection and well reports, both available for buyer review. New water heater installed in 2026. New Septic in 2017, New Roof +Gutters 2019. in Enjoy country living while remaining close to Jacksonville, local wineries, outdoor recreation, and Rogue Valley amenities.

3550 Upper Applegate Road, Jacksonville

Listing courtesy of Murphy Real Estate Group LLC.

$629,000
3 Beds 2 Baths 220223536 MLS
Welcome home to Jacksonville charm! Nestled among mature trees & abundant wildlife, this newer single-level home offers a peaceful retreat just minutes from downtown. The bright open floor plan has vaulted ceilings, transom windows, & a cozy fireplace that creates an inviting gathering space. The spacious kitchen is designed for everyday living & entertaining, featuring granite countertops, stainless steel appliances, pendant lighting, & classic white subway tile. The private primary suite includes a walk-in closet, dual vanities, & a beautifully tiled shower. A sliding door opens directly to the tranquil backyard, where a covered patio, paver seating area, & gas hookup for summer barbecues invite outdoor living year-round. A charming garden offers raised beds for flowers, herbs, or vegetables. Neighborhood amenities include a community center, open space, & direct access to the 255-acre Jacksonville Woodlands, with miles of scenic trails & natural beauty

250 Oak Knoll, Jacksonville

Listing courtesy of Expert Properties Inc..

$349,900
2 Beds 2 Baths 220222612 MLS
Handyman Special! Discover the charm and potential of this peaceful 4.77-acre property, featuring two taxlots, a cozy ranch-style home with expansive views of farmland and mountains. This 2 bed, 2 bath home offers privacy, space, and endless possibilities. Inside, you'll find a kitchen with ample storage and a dining area highlighted by a bay window that captures the scenic surroundings. The sunlit living room features a rustic wood-burning fireplace, perfect for cozy evenings. Both bedrooms are generously sized with oversized closets, and the primary suite includes a double vanity and a soaking tub--ideal for relaxation. A large yard offers room for gardening, pets, or hobby farming. Whether you're dreaming of a quiet retreat, a mini-homestead, or an investment property, this home delivers a solid foundation for your vision. This home will be sold AS IS.

3361 Little Applegate Road, Jacksonville

Listing courtesy of Home Quest Realty.

$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

Listing courtesy of Redfin.

$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

Listing courtesy of Pine-Rok Realty.

$629,808
3 Beds 2 Baths 220219807 MLS
Picturesque little valley backing up to BLM land & Sterling Dutch trail on 43.20 acres. Rich in history dated back to 1856 homestead in Sterling Creek nestled in Southern Oregon. Charming log style home, Knotte pine doors, vaulted rough cut beams and Knotte pine ceilings. Enter in to the great room/dining room through a lg cedar deck for entertaining and beautiful landscaping w/dbl doors, Vermont cast iron fireplace w/cooking plate. Open staircase to 3rd bdrm or great office. Vaulted wood ceilings in primary suite, 3 lg closets and bath. 2nd bdrm off back of home w/open kitchen, lg walk in pantry w/ hickory cabinets and glass fronts. Milgard dbl pane windows. French doors to a covered patio. Beautiful property w/fruit trees, grape arbor, fenced garden and Dog Park. 3 sheds, slate walkways and great well! Super charming property close to Jacksonville

7484 Sterling Creek Road, Jacksonville

Listing courtesy of John L. Scott Medford.

$579,000
4 Beds 2 Baths 220219015 MLS
Nicely set back off the highway you will find this well constructed Bavarian style home, built by a master builder from Germany. Sits on just under 3 acres with spectacular views of the Siskiyou mountains. Located in the middle of the Applegate wine country near Ruch and a short 15 min drive to Historic Jacksonville. This 3404 sq. ft. , 4 bed plus office has all the space you would want for everyday living and entertaining. Main living is upstairs, offers a covered porch to enjoy the views year round. Large patio off lower level for outdoor entertaining. The two car garage is detached with upstairs living area. Paved driveway offers ample parking. The 2 wells offer plenty of water for landscape/gardening and household use. Well flow from 2017 on file, good flow production. Slightly sloping land is mostly open pasture with mature landscaping around the house, fenced and gated.

8330 Hwy 238, Jacksonville

Listing courtesy of Windermere Van Vleet Jacksonville.

$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

Listing courtesy of Windermere Van Vleet Jacksonville.

$584,000
3 Beds 2 Baths 220218112 MLS
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, updated bathrooms 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 views on the 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 diligence

15 Twin Oaks Road, Jacksonville

Listing courtesy of eXp Realty, LLC.

$519,000
3 Beds 2 Baths 220217326 MLS
Completely remodeled home in the heart of desirable Applegate Valley! With a new roof, new windows throughout, exterior & interior paint, HVAC, flooring, and lighting fixtures throughout, this home is truly move in ready and worry-free. Step inside the front door and you will be greeted with an open floor plan and abundant natural light. The kitchen is a culinary dream with quartz counters, custom cabinets, and top-notch stainless steel appliances - including a range / oven and microwave w/convection oven. The spacious primary bedroom offers a new vanity in the bathroom and the laundry room and guest bath feature custom cabinets. With wooded views out every window, you'll be surrounded by the beauty of nature. The wood stove with stone surround brings a cozy vibe and the Trex deck is the perfect spot to enjoy your morning coffee. Only 1 mile to gorgeous Cantrall Buckley Park and the Applegate River and a 30 minute drive to Medford make this location ideal.

1100 Cantrall Road, Jacksonville

Listing courtesy of eXp Realty, LLC.

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

3356 Little Applegate Road, Jacksonville

Listing courtesy of Ramsay Realty.

$399,999
3 Beds 2 Baths 220210806 MLS
Experience refined living in one of Southern Oregon's most desired communities—Jacksonville Towne Square. This turn-key 3-bedroom, 2-bath Condo offers elegant design and modern comfort, all listed under $500,000. The spacious, modern kitchen features granite countertops and an open layout ideal for entertaining. The expansive primary suite is a true retreat, boasting three closets, a luxurious soaking tub, and a separate shower. Enjoy beautiful views and the convenience of being just moments from downtown Jacksonville's charming shops, fine dining, the BRITT Festival, and all this historic town has to offer. This could be the perfect location to call home, or invest as shortterm, or long term rental. Make sure this one is on your list for tour. Buyer's to do their own due diligence.

440 N Fourth Street 104 Unit 104, Jacksonville

Listing courtesy of Oregon Adventure Realty.

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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. Last updated: