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11851 Upper Applegate Road, Jacksonville
$399,000
2 Beds ⋅ 2 Baths ⋅ 220229327 MLS
Enjoy peace, privacy, and beautiful Applegate Valley views from this special retreat on 3.31 acres. This 2 bedroom, 2 bath home offers brand new siding all the way around, a new shop, new double pane vinyl windows, new floors, a new bathroom with walk in shower and tub, and a charming custom rock chimney and wood stove for cozy evenings. All of the wood siding and most of the interior was replaced with wood milled from local timber right here in the Applegate Valley, adding unique craftsmanship and character. A large back deck looks over the river and onto the Applegate Valley. The home includes a separate office space in addition to the two bedrooms for extra versatility. The property offers a detached garage plus the new workshop/garage for vehicles, equipment, projects or hobbies. The home is super efficient and is eligible for USDA financing for qualified buyers. The craftsmanship of the home and peaceful, rural setting make it a must-see.

11851 Upper Applegate Road, Jacksonville

Listing courtesy of eXp Realty, LLC.

215 Stagecoach Drive, Jacksonville
$675,000
3 Beds ⋅ 2 Baths ⋅ 220229299 MLS
Single-level Jacksonville living in a location that's hard to beat. Just under a mile to the Britt Pavilion, this light and bright home sits on a generous .48 acre lot with views toward RoxyAnn Peak and a large newer deck made for enjoying them. Inside, the functional floor plan makes everyday living easy, with a welcoming living room featuring a wood-burning stove insert and plenty of natural light throughout. Major updates include a newer roof and HVAC, along with remodeled primary and guest bathrooms. The home feels comfortable, cared for, and genuinely good to be in, with a layout that works as well as it looks. Add the outdoor space, mountain views, single-level design, and close proximity to downtown Jacksonville, and this home will not disappoint.

215 Stagecoach Drive, Jacksonville

Listing courtesy of John L. Scott Medford.

3919 Little Applegate Road, Jacksonville
$325,000
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

Listing courtesy of RE/MAX Platinum.

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

Listing courtesy of Windermere Van Vleet 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 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.

340 Miner Way, Jacksonville
$675,000
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.

3550 Upper Applegate Road, Jacksonville
$525,000
3 Beds ⋅ 2 Baths ⋅ 220223656 MLS
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.

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

Listing courtesy of Redfin.

4046 Little Applegate Road, Jacksonville
$649,999
4 Beds ⋅ 3 Baths ⋅ 220222192 MLS
Tucked into the highly sought-after Little Applegate Valley, this exceptional Southern Oregon lifestyle estate offers a rare blend of privacy, natural beauty, recreation, and valuable water resources (Irrigation rights 1857 priority). There is an irrigated organic orchard and berries. This setting feels more like living in a private park than a traditional rural property, with mountain biking, hiking, and outdoor adventure accessible directly from Grouse Creek Road. Enjoy nearby fishing, boating, and paddling at Applegate Lake, while remaining just minutes from historic Jacksonville with its renowned dining, wineries, festivals, and vibrant community atmosphere. This is a 4 bedroom, 3 bathroom, open-concept home with soaring vaulted ceilings. With hardwood floors, tons of natural lighting, and a big kitchen, this home has everything you could need for your own private retreat. Sitting on 8+ acres of land, bordering BLM land, with incredible views, this property checks all the boxes

4046 Little Applegate Road, Jacksonville

Listing courtesy of Real Broker.

7680 Upper Applegate, Jacksonville
$560,000
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

Listing courtesy of John L. Scott Medford.

7484 Sterling Creek Road, Jacksonville
$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.

915 Hangman Way, Jacksonville
$699,000
3 Beds ⋅ 3 Baths ⋅ 220219715 MLS
Beautiful contemporary Craftsman-style home in a quiet setting close to historic downtown Jacksonville, Britt Festival, restaurants, and woodland hiking trails. This well-maintained newer home features an open-concept floor plan with engineered hardwood floors, abundant natural light, and a cozy fireplace. The kitchen offers granite countertops, stainless steel appliances, custom cabinetry, and a spacious island ideal for gathering and entertaining. The main-level primary suite includes a walk-in closet, double vanity, and tile shower, along with a powder room and laundry room. Downstairs features a large family/media room, two bedrooms, full bath, and separate entrance - ideal for guests, extended family, or flexible living space. Enjoy multiple outdoor living areas, easy-care landscaping, covered porches on both levels, a private rear patio, and attached two-car garage in one of Southern Oregon's most desirable communities.

915 Hangman Way, Jacksonville

Listing courtesy of Windermere Van Vleet Jacksonville.

84 Haven Road, 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.

3375 Little Applegate Road, 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

Listing courtesy of Home Quest Realty.

15 Twin Oaks Road, Jacksonville
$584,000
3 Beds ⋅ 2 Baths ⋅ 220218112 MLS
‼️🚨OPEN HOUSE!!!🚨‼️ 10/24/26 @ 1:00PM-4:00PM COSTUME CONTEST FOR PRIZES AND FREE TRICK OR TREAT!! 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.

1100 Cantrall Road, Jacksonville
$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.

3356 Little Applegate Road, Jacksonville
$535,000
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.

440 N Fourth Street 104 Unit 104, Jacksonville
$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.

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

Listing courtesy of Ramsay Realty.

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