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11851 Upper Applegate Road, Jacksonville
$399,000
2 Beds ⋅ 2 Baths ⋅ 220229327 MLS ⋅ 1,310 SqFt. ⋅ 144,183 Sqft. Lot ⋅ 3.31 Acres
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

3919 Little Applegate Road, Jacksonville
$324,000
3 Beds ⋅ 1 Baths ⋅ 220229203 MLS ⋅ 1,100 SqFt. ⋅ 30,927 Sqft. Lot ⋅ 0.71 Acres
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

120 N 5th Street, Jacksonville
$850,000
3 Beds ⋅ 4 Baths ⋅ 220228912 MLS ⋅ 2,281 SqFt. ⋅ 13,068 Sqft. Lot ⋅ 0.3 Acres
Whether you're seeking a full-time residence, weekend retreat, income property, or a flexible-use investment, the historic Turner House located in the heart of downtown Jacksonville fits the bill. Zoning permits a wide range of uses including residential, Airbnb, office & retail--making it ideal for those wanting to live, work, & play in a vibrant, small-town setting. The house is currently used as a residence but has been used for retail & office in the past. The interior features original wood floors, high ceilings, & marble tiled bathrms. The hidden fenced backyard is an entertainer's oasis: complete w/ a slate bottom pond-pool, a cascading waterfall & rock benches surrounded by lush plantings. The mahogany deck is graced by the shade of a giant sequoia. Pea gravel paths weave thru the landscape, showcasing raised garden beds, fire pit, several garden shed structures, & a seasonal creek. Located in the heart of downtown, this is a property w/ a lifestyle only Jacksonville can offer.

120 N 5th Street, Jacksonville

560 S Oregon Street, Jacksonville
$595,000
3 Beds ⋅ 2 Baths ⋅ 220228605 MLS ⋅ 2,138 SqFt. ⋅ 12,196 Sqft. Lot ⋅ 0.28 Acres
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

105 W Pine Street, Jacksonville
$799,000
3 Beds ⋅ 3 Baths ⋅ 220227734 MLS ⋅ 1,530 SqFt. ⋅ 5,227 Sqft. Lot ⋅ 0.12 Acres
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

791 Oregon 238, Jacksonville
$825,000
5 Beds ⋅ 4 Baths ⋅ 220227271 MLS ⋅ 3,428 SqFt. ⋅ 94,089 Sqft. Lot ⋅ 2.16 Acres
Discover your dream retreat just 1 mile from Britt Festival in historic Jacksonville, Oregon! This fully remodeled 5-bedroom, 4-bath home (3,428 sq. ft.) boasts over $200,000 in updates, including all-new kitchen with quartz counters, new appliances, stunning oak floors, and elegant tile bathrooms. Enjoy a dedicated office, bonus room, and detached guest quarters--perfect for visitors or multi-generational living. The expansive main floor primary bedroom boasts 2 walk-in closets and his & her bathrooms. Dual heat pumps keep every space comfortable year-round. The 2.16-acre property backs up to the Jacksonville trail system and features S. Fork Jackson Creek along one boundary, plus freshly refurbished landscaping. Massive garage parking for 7 vehicles includes a ceiling hoist for ultimate convenience. Modern luxury meets outdoor adventure in this exceptional Jacksonville home!

791 Oregon 238, Jacksonville

4539 OR -238, Jacksonville
$452,500
3 Beds ⋅ 2 Baths ⋅ 220226882 MLS ⋅ 1,850 SqFt. ⋅ 108,028 Sqft. Lot ⋅ 2.48 Acres
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

832 S 3rd Street, Jacksonville
$715,000
4 Beds ⋅ 3 Baths ⋅ 220226268 MLS ⋅ 1,909 SqFt. ⋅ 16,117 Sqft. Lot ⋅ 0.37 Acres
Jacksonville locals know that homes like this rarely become available. Offered for the first time in 25 years, this Single-Level home on highly sought-after South 3rd Street is one of the community's most coveted finds. Just moments from Historic Downtown Jacksonville, the Britt Amphitheater, and the Woodlands Trail System, this well-maintained home is in excellent condition with a new roof in 2025, offering the perfect opportunity to enjoy now while making it your own over time. Beautiful forest views welcome you from the front yard, while the home opens to a surprisingly private backyard retreat on a spacious 0.37-acre property. A bonus tax lot at the rear, with additional access and space for boat & RV parking, enhances the sense of space and privacy. Inside are 3 bedrooms plus a bonus room, 2.5 bathrooms, a large open kitchen, hardwood floors, a cozy wood-burning fireplace, a vaulted primary suite, a generous laundry room, an attached garage, a fenced yard, and inviting back patio.

832 S 3rd Street, Jacksonville

340 Miner Way, Jacksonville
$650,000
4 Beds ⋅ 2 Baths ⋅ 220225334 MLS ⋅ 2,328 SqFt. ⋅ 8,712 Sqft. Lot ⋅ 0.2 Acres
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

135 S 3rd Street, Jacksonville
$840,000
3 Beds ⋅ 3 Baths ⋅ 220224601 MLS ⋅ 1,785 SqFt. ⋅ 5,662 Sqft. Lot ⋅ 0.13 Acres
Fully updated with intention, the historic Milo Caton House is a rare invitation to build a life, income, or business in the heart of Jacksonville. Original details & character meet a cohesive design palette that includes custom cabinetry, Brizo, Blanco, KitchenAid & Bosch appliances. Centrally located with a fenced yard & 4 coveted off-street parking spaces; this property is steps from hiking trails, Britt Music Festival, tasting rooms & dining. Live in it, host in it, or both: 2bd/2ba main residence & a private, income-producing 1st-floor Airbnb operates independently, providing flexible living, weekend retreat or cash flow. HC zoning opens it further: residential, short-term rental, or commercial, all under one roof. Surrounded by historic architecture, charming walkability & the wine country of one of Oregon's most treasured small towns, this is a special property and lifestyle only Jacksonville can offer.

135 S 3rd Street, Jacksonville

5900 OR-238, Jacksonville
$395,000
2 Beds ⋅ 2 Baths ⋅ 220224163 MLS ⋅ 1,263 SqFt. ⋅ 196,455 Sqft. Lot ⋅ 4.51 Acres
Escape to the Country! Just minutes from downtown Jacksonville, on 4.51-acres. This home has all the charm with all the updates, renovated in 2012. A 1,263 sqft, split floor plan home features 2 bedrooms, 2 bathrooms, open concept living space, wood burning fireplace, covered sunroom, and a dinette in the bay window. A new roof in installed in 2026, new mini splits in 2022, and a detached office space built in 2020 the seller used as her office during the pandemic. The 2-car garage has plenty of storge and a dedicated EV charging station, in addition to a shop and wood shed. The property is level with mature trees and sits well off the main road for plenty of privacy. Small section of BLM behind the home buffered with a seasonal pond. Whether you are looking to cultivate a hobby farm, or simply enjoy the privacy this space has to offer, or the wildlife that visit often, this property is a rare find with incredible long-term potential in a highly sought-after location!

5900 OR-238, Jacksonville

215 S 4th Street, Jacksonville
$1,585,000
220224077 MLS ⋅ 10,018 Sqft. Lot ⋅ 0.23 Acres
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 ⋅ 1,504 SqFt. ⋅ 10,018 Sqft. Lot ⋅ 0.23 Acres
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

5758 Sterling Creek Road, Jacksonville
$825,000
3 Beds ⋅ 1 Baths ⋅ 220223445 MLS ⋅ 1,644 SqFt. ⋅ 2,810,926 Sqft. Lot ⋅ 64.53 Acres
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

181 Upper Applegate Road, Jacksonville
$1,800,000
220223006 MLS ⋅ 217,800 Sqft. Lot ⋅ 5 Acres
Rare Applegate Valley mixed-use hospitality & income property w/ significant expansion potential, ideally positioned for a wine-country lodging, RV, glamping, retreat or recreation-oriented concept. Mobile home park features one park-owned rental unit, 11 tenant-owned mobile home spaces and 3 temporary RV spaces. Commercial tenants provide a history of steady income & currently include a variety of established businesses. This well exposed property includes hardware store w/ multiple retail & storage areas, lumber yard space & a nursery setup. A popular restaurant & bakery building offers steady income & features a full upstairs apartment currently operating as a vacation rental. A separate medical building is occupied by the local chiropractor & also contains office space for on-site management. This 5 acres has ample room for expansion for additional permanent structures to seasonal outdoor vendors & community events. Rich in history & positioned for continued success.

181 Upper Applegate Road, Jacksonville

3361 Little Applegate Road, Jacksonville
$315,000
2 Beds ⋅ 2 Baths ⋅ 220222612 MLS ⋅ 1,264 SqFt. ⋅ 207,781 Sqft. Lot ⋅ 4.77 Acres
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

7484 Sterling Creek Road, Jacksonville
$629,808
3 Beds ⋅ 2 Baths ⋅ 220219807 MLS ⋅ 1,448 SqFt. ⋅ 1,881,792 Sqft. Lot ⋅ 43.2 Acres
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

700 Hueners Lane, Jacksonville
$422,000
2 Beds ⋅ 1 Baths ⋅ 220218904 MLS ⋅ 1,000 SqFt. ⋅ 12,632 Sqft. Lot ⋅ 0.29 Acres
Impressively remodeled Jacksonville cottage situated on a spacious .29-acre lot a few blocks to historic downtown Jacksonville. Updated in 2022 with additional improvements in 2024, the center of this home is a large kitchen w/ an amazing kitchen island w/ quartz countertops, white cabinetry, stainless appliances, gas cooktop, & double ovens. The bathroom offers a walk-in tiled shower, double vanity, heated floors, & heated towel bar for added comfort. Enjoy an open floor plan, ductless heating & cooling, & energy-efficient vinyl windows. The large backyard includes a large outdoor patio, newer storage shed, privacy fencing, & direct access to City walking paths, with potential for an ADU, pool, or more. Most furnishings & personal possessions are negotiable. So whether you are looking for a furnished investment property, or the convenience of single level living, this charming home is move in-ready.

700 Hueners Lane, Jacksonville

220 8th Street, Jacksonville
$899,000
4 Beds ⋅ 4 Baths ⋅ 220217989 MLS ⋅ 2,946 SqFt. ⋅ 11,761 Sqft. Lot ⋅ 0.27 Acres
One of the oldest Victorians in Southern Oregon, eligible for the historic register, the Henry Klippel House has been home to only four families in its 160 years. Built for one of three prospectors credited with the 1853 discovery of Crater Lake, the main house offers 4 spacious bedrooms (incl. ground floor primary suite) and 3.5 baths, with another bedroom and half bath in its guesthouse. Restored by contractor Roger Whipple in the 1990s, with a new shake roof in 2025 and master bath remodel in 2026, the house retains its original hardwood floors, paned windows, brass gasolier fixtures, and brick fireplace. Airy 10' ceilings, covered porches, and custom woodwork showcase the home's craftsmanship. Set on a .27-acre corner lot blocks from shops and restaurants, the property also includes a detached 2-car garage with workroom, and a two-story ADU with full kitchen, half bath, private entrance and parking. A once-in-a-generation chance to steward one of Jacksonville's historic treasures

220 8th Street, Jacksonville

645 E California Street, Jacksonville
$745,000
4 Beds ⋅ 3 Baths ⋅ 220217086 MLS ⋅ 3,764 SqFt. ⋅ 14,374 Sqft. Lot ⋅ 0.33 Acres
LOADED WITH CHARM and located on a 1/3 acre lot near downtown Jacksonville, this beautifully preserved C.R. Pursell log home was crafted from Douglas fir logs and blends timeless character with thoughtful updates. Highlights include the original stone fireplace and an open floor plan connecting the living room, dining, and kitchen. The kitchen has custom cabinetry, stainless steel appliances, and the original cast iron sink. The main level also offers two bedrooms and a full bath. The upstairs primary bedroom is a cozy retreat. A remodeled daylight basement unit provides a great separate living space with its own entrance, laundry, bath, and bonus room-ideal for guests or rental potential. Enjoy mature shade trees, herbs, & grapevines and views from the spacious deck and front porch. Put your chickens to bed at night in the safety of their own coop. There is plenty of off-street parking and a large garage with an attached storage/workshop space.

645 E California Street, Jacksonville

51 Sterling Creek Road, Jacksonville
$480,000
3 Beds ⋅ 2 Baths ⋅ 220216711 MLS ⋅ 1,744 SqFt. ⋅ 25,700 Sqft. Lot ⋅ 0.59 Acres
Sweet semi-rural setting just minutes from downtown Jacksonville, perfect for your small homestead dreams. Fully fenced 0.59-acre lot with a cheerful 1,744 sq ft single-level home featuring 3 bedrooms and 2 bathrooms. Hardwood floors, granite counters, stainless appliances, double kitchen sinks, and tile accents add warmth and style. A Blaze King woodstove keeps things cozy in winter, while ductless mini-splits provide summer comfort. A flexible bonus room could serve as a primary bedroom, rec room, or second living space. The property is ready for country living with fruit trees, raised garden beds, asparagus patch, chicken coop, native plants, and mature perennials. Large garage with new metal roof plus 640 sq ft heated finished space above, ideal for a guest room, studio, or office. 7 GPM well (per owner), new pressure tank, reverse osmosis filter, and water softener. Peaceful setting with easy access to town amenities.

51 Sterling Creek Road, Jacksonville

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:

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