Refine Search
Sort by
$349,900
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

$569,000
3 Beds 2 Baths 220222554 MLS 1,992 SqFt. 1,748,934 Sqft. Lot 40.15 Acres
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

$767,000
2 Beds 2 Baths 220222465 MLS 2,425 SqFt. 1,906,621 Sqft. Lot 43.77 Acres
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.

9595 Sterling Creek Road, Jacksonville

$1,149,000
4 Beds 4 Baths 220222432 MLS 3,737 SqFt. 399,445 Sqft. Lot 9.17 Acres
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

$649,999
4 Beds 3 Baths 220222192 MLS 2,656 SqFt. 355,014 Sqft. Lot 8.15 Acres
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

$699,000
4 Beds 3 Baths 220222121 MLS 2,242 SqFt. 11,325 Sqft. Lot 0.26 Acres
Experience the charm of historic Jacksonville living in this well cared for 4-bedroom, 3-bath home on a lovely cul-de-sac. Pedestrian friendly, you are sure to enjoy the close proximity to the heart of all Jacksonville has to offer, including Britt Festivals, incredible dining, shopping, the elementary school, and local amenities. Situated on a large, beautifully landscaped lot with a private backyard, you can hear the gentle flow of Daisy Creek nearby. Wonderful indoor and outdoor entertaining including a covered back porch. Flexible floorplan includes a roomy living family room, spacious dining room and adjacent den with a beautiful tiled fireplace. Primary Suite is well appointed including an en-suite tiled bathroom. All bedrooms and the laundry room are conveniently located upstairs. Updates completed in 2019, including a new roof. Same owner for 25+ years and pride of ownership throughout.

575 Carriage Court, Jacksonville

$799,000
3 Beds 3 Baths 220222075 MLS 1,570 SqFt. 2,178 Sqft. Lot 0.05 Acres
Exceptional 2026 new construction in the heart of historic Jacksonville, Or. Enjoy being just a short stroll from local favorites including the Britt Music & Arts Festival, trolley tours, wine tasting rooms, woodland trails, charming art boutiques, and fine dining. This beautifully designed home offers 3 spacious bedrooms, 2.5 bathrooms, and over 1,570 sq ft of living space filled with abundant natural light and an inviting open-concept layout. The gourmet kitchen features soft-close cabinetry, granite countertops, stainless steel appliances, and a convenient eating bar. The primary suite offers a relaxing retreat with a walk-in closet and a beautifully tiled walk-in shower. Additional highlights include luxury laminate flooring, a finished 1-car garage, an elegantly tiled guest bathroom, and a private driveway. Located within the historic district, this property also qualifies for short-term rental applications, creating a unique opportunity for both homeowners and investors.

205 N Oregon Street, Jacksonville

$1,050,000
4 Beds 4 Baths 220221529 MLS 3,400 SqFt. 199,504 Sqft. Lot 4.58 Acres
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

$275,000
220221164 MLS 218,671 Sqft. Lot 5.02 Acres
Location, location, location! Searching for an amazing view lot to build your dream home on that's close to Downtown Jacksonville as well? If so, this is the one for you! This rural lot is accessed through a private drive that is shared with million dollar plus homes and is ready to be built on! A few of the many features this property has to offer is a new well (cost $30k+), new well pump (cost $19k+), power is at the property line, RR-5 zoning provides homesite approval, septic approval, graded homesite pad, graveled driveway, & much more! Buyer(s) to perform their own due diligence pertaining to buildability of the property. Very rare opportunity to find buildable acreage within 5 mins from Downtown Jacksonville, so contact your agent today for a personal tour, before it's too late!

254 Juanita Way, Jacksonville

$2,500,000
220220892 MLS 211,701 Sqft. Lot 4.86 Acres
Rare opportunity to own 3 adjoining parcels being sold together within the city limits of Jacksonville! This high-potential property offers a combined 19.23 acres across three separate tax lots, creating endless possibilities for future development, investment, or estate living. Parcel #1 (10002611) consists of 4.86 acres, Parcel #2 (10982036) offers 10 acres, and Parcel #3 (10994694) includes 4.37 acres. With a prime location inside Jacksonville city limits, this unique offering combines space, privacy, and convenience while being just minutes from downtown, dining, shopping, and local amenities. Properties with this much acreage, multiple parcels, and potential within city limits are increasingly hard to find. Buyer to complete their own due diligence regarding land use, development potential, utilities, and approved uses. Exceptional opportunity to secure a large acreage holding in a highly desirable Southern Oregon location.

Applegate Street, Jacksonville

$879,000
2 Beds 3 Baths 220220508 MLS 2,714 SqFt. 3,920 Sqft. Lot 0.09 Acres
Rare opportunity to own a newer mixed residential & commercial building in the HC zone district of historic Jacksonville. HC zoning allows multiple commercial uses, as well as both overnight & long-term residential. The main floor currently consists of 2 office spaces w/ high ceilings in the front office & fir flooring, separated by an ADA bathroom & storage rm. The back office includes a kitchenette. The upper floor offers a 2-bedrm spacious apt w/ open concept living, dining & kitchen w/ access to a balcony that views downtown. The kitchen features custom cabinetry, fir counters, & a pantry. The apt also has a powder room, large laundry area, guest bedroom & primary suite w/ a full bath w/ a large shower, walk in closet, & access to a balcony overlooking the private backyard. Behind the main bldg. a detached 2 car finished garage has a 2nd floor w/ a ½ bath & heating/air on each level. Many possibilities for this unique property located right in the heart of Jacksonville!

240 S Oregon Street, Jacksonville

$1,075,000
4 Beds 4 Baths 220220426 MLS 4,227 SqFt. 21,780 Sqft. Lot 0.5 Acres
This gem of a property is located only a few minutes from historic downtown Jacksonville, the Britt festivals and some of the best wine country southern Oregon has to offer! No need to keep your search to only single-story homes, because this one has an elevator to give equal access throughout. The kitchen is built for entertaining in the great room. Enjoy amazing views of the Rogue Valley from the expansive rear deck. If storage is what you need, there are two, two car garages and an additional storage space. Outside you will find beautiful and peaceful landscaping in both the front and back. With quality features throughout, this home is ready to provide comfort and good times for a new owner. Schedule a tour today!

935 Applegate Street, Jacksonville

$1,700,000
2 Beds 3 Baths 220220012 MLS 2,585 SqFt. 412,948 Sqft. Lot 9.48 Acres
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 with Murphy bed 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

$849,000
4 Beds 4 Baths 220219145 MLS 5,577 SqFt. 177,724 Sqft. Lot 4.08 Acres
An Everyday Getaway! That is what it's like living on this Tuscany style homestead. 4 scenic acres, 3,511 sq.ft. multi-level home, full of warmth & artistic detail. Earthen plaster, frame built w/ straw-bale insulation, a Kachelofen masonry woodstove & eco-conscious features. The main level offers a primary bd that opens to a pleasant deck w/ view of surrounding mountains Living & dining areas, kitchen & laundry. Upstairs includes a bd w/ convenient 1/2 bth, while the bright daylight basement provides bonus rooms, sauna, bth & generous cold storage. The 2,066 sq.ft. ADU combines living, entertaining & creative space w/ an integrated shop & a garage w/ laundry. Permitted for vacation rental, this unique building adds fun & diversity of living choices. Land offers a beautiful mix of rolling & level terrain w/ mountain views & dotted w/ oaks. A wonderful home base w/ the fenced garden, animal areas, play structure, decorative pond & multiple outbuildings & outdoor living spaces.

8150 Upper Applegate Road, Jacksonville

$575,000
3 Beds 3 Baths 220220067 MLS 2,726 SqFt. 217,800 Sqft. Lot 5 Acres
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

$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

$429,900
2 Beds 2 Baths 220219770 MLS 1,000 SqFt. 87,555 Sqft. Lot 2.01 Acres
New construction opportunity on the outskirts of Jacksonville, offering the perfect blend of privacy, recreation, and proximity to town. This thoughtfully designed home directly borders the renowned Britt Trails, giving you instant access to miles of hiking and outdoor adventure right out your back door. Located just one mile from downtown Jacksonville and the Britt Festival grounds, you can enjoy live music, dining, and charm within minutes. Featuring 2 bedrooms and 1.5 bathrooms, including a 560sqft garage, this home showcases quality craftsmanship with custom touches throughout, including modern finishes, stylish fixtures, and an efficient layout. The elevated party deck is a true highlight, capturing sweeping views and creating the ideal space for entertaining or relaxing under the Southern Oregon sky. Whether you are looking for a full-time residence, weekend retreat, or income-producing Airbnb, located in a highly desirable location. Opportunities like this are increasingly rare.

1545 Hwy 238, Jacksonville

$699,000
3 Beds 3 Baths 220219715 MLS 2,260 SqFt. 6,098 Sqft. Lot 0.14 Acres
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

$2,390,000
4 Beds 3 Baths 220219078 MLS 6,838 SqFt. 1,069,833 Sqft. Lot 24.56 Acres
Discover Belvoir Estate, an extraordinary French Country chateau in the heart of Southern Oregon's Applegate Valley Wine Country. Set on 25 private acres, this custom-built masterpiece blends grand scale architecture w/natural beauty, privacy, and timeless elegance. Inside, soaring ceilings and expansive windows frame breathtaking panoramic views, while exceptional craftsmanship, refined finishes, and Wolf and Sub-Zero appliances elevate the living experience. Grand gathering spaces feel both impressive and inviting, designed for luxurious living and entertaining. Outdoors, enjoy multiple terraces, 600+ ft of river front, a historic barn, sprawling meadows, and sustainable organic garden. The property also includes a private guest residence, 1857 water rights, and easy access to public lands for recreation. A short drive to Jacksonville, wineries, dining, concerts, theater and an international airport 30 min away, Belvoir Estate is your private grand estate dream in harmony w/nature.

3998 Little Applegate Road, Jacksonville

$599,000
4 Beds 2 Baths 220219015 MLS 3,404 SqFt. 117,612 Sqft. Lot 2.7 Acres
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

$695,000
3 Beds 3 Baths 220218092 MLS 2,269 SqFt. 182,516 Sqft. Lot 4.19 Acres
MOTIVATED SELLER - Applegate Riverfront Opportunity!** Discover the potential of this hard-to-find Applegate Valley property featuring beautiful frontage along the Applegate River. Enjoy stunning natural features including large rock outcroppings, excellent fishing spots, and a peaceful riverside sitting area. The well-built home offers 3 bedrooms, 3 bathrooms, a large office, and 2,269 sq ft of living space. Ready for your personal updates, it is perfectly positioned to capture river views and provides a solid foundation for creating a stunning riverfront retreat. A detached two-car garage offers additional space for storage, a workshop, hobby area, or home office. The 4+ acre property provides room for gardening, animals, or hobby farming and includes a pond plus valuable water rights from the Applegate River. Seller is offering a $5,000 flooring credit with an

7255 Upper Applegate Road, Jacksonville

$750,000
220218273 MLS 280,962 Sqft. Lot 6.45 Acres
Tucked just outside the historic town of Jacksonville, this exceptional high-end 6.45-acre residential parcel offers privacy and showcases beautiful valley and mountain views. Accessed via a shared gated drive, the property has been improved for equestrian and rural living. Improvements include a 1,206 sq ft barn & adjacent riding arena. A fenced 1/3-acre Syrah vineyard, professionally installed, presents unique lifestyle or boutique agricultural potential. Enjoy direct access to the renowned Britt Woodlands Trail System, offering over 16 miles of hiking and biking trails right from your property. Served by a private well that last tested at 10.5 gpm, this property offers a rare opportunity to build your own dream estate in one of Southern Oregon's most desirable locations.

84 Placer Hill Drive, Jacksonville

$624,900
4 Beds 4 Baths 220218223 MLS 2,907 SqFt. 261,360 Sqft. Lot 6 Acres
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

$584,000
3 Beds 2 Baths 220218112 MLS 1,880 SqFt. 130,244 Sqft. Lot 2.99 Acres
Welcome home to your PRIVATE 2.99 Fully fenced acres! surrounded by local vineyards! This 1,880 sq. ranch-style home offers refined country living just minutes from Jacksonville and Medford conveniences. Its split floor plan provides comfort and functionality, with an open- concept living area anchored by a warm wood stove and natural light! The home showcases beautiful real wood cabinetry and real hard wood flooring offering timeless character and solid craftmanship. The bathrooms have been tastefully updated. Additionally, 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 view evenings on the very large deck. Just minutes to Applegate lake, 1/2 mile from Cantral Buckley, and close to Ruch out door school offering k-8!! OWNER CARRY OPTION AVAILABLE with acceptable offer. Buyer to do own due diligence.

15 Twin Oaks 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: