Refine Search
Sort by
$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

$725,000
3 Beds 3 Baths 220226774 MLS
Nestled on 28 beautiful acres in the heart of the Applegate Valley, 300 Dunlap Road in Jacksonville, OR, offers a one-of-a-kind retreat with unmatched privacy and natural beauty. This custom-built redwood craftsman cabin spans 2,408 square feet over three stories, featuring 3 bedrooms, 2.5 bathrooms, and a warm, colorful wood interior that enhances its rustic charm. Built in 1988, the home boasts a cozy fireplace and woodstove, perfect for chilly evenings. The expansive property provides serene wooded views and direct access to Cantrall Buckley Park, offering plenty of opportunities for outdoor adventures right at your doorstep. In addition to its scenic beauty, the property also features RV parking with full hookups, making it ideal for guests or an RV getaway. With easy access to local trails, vineyards, and the historic town of Jacksonville, this rare property offers the perfect blend of seclusion and convenience. Don't miss the chance to make this extraordinary paradise your own.

300 Dunlap Road, 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

$1,049,000
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 with natural light, the open great room design features soaring ceilings and a stunning chef's kitchen with premium appliances, custom cabinetry, and quality finishes. The thoughtfully designed floor plan offers 3 bedrooms, an office/bedroom, loft, & spacious laundry room. Over the past few years, nearly every aspect of the home has been upgraded, including the kitchen, bathrooms, 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 with waterfall, new concrete decking, energy-efficient equipment, solar heating, hot tub, and beautifully landscaped grounds--creating an exceptional indoor-outdoor lifestyle just moments from Jacksonville's dining, shopping, and Woodland Trails.

120 Ponderosa Way, 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

$2,500,000
220223006 MLS
Rural Commercial Opportunity combining residential, commercial & development opportunities in one exceptional package. 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, Ryan's Outpost remains a cornerstone of the Ruch community & a rare investment opportunity.

181 Upper Applegate 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

$2,240,000
4 Beds 3 Baths 220219078 MLS
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

$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

$3,995,000
4 Beds 6 Baths 220203312 MLS
A true masterpiece in Southern Oregon, 1st time, extraordinary Mediterranean estate captures sweeping views of the Jacksonville Mountains & glittering city lights. Set on 5 private park-like acres w/city water, ±5700 SQ FT of luxury on main level, ±3484 SQFT private lower level; ideal for entertaining, additional living/guest quarters & lg detached private guest Casita--designed & built by Mike Pagnini--showcases unmatched craftsmanship and timeless elegance. Highlights include 4 luxurious primary suites, 6 baths, a Pebble Tec pool & spa, guest casita, & a 12-car garage. Inside, grand living spaces feature soaring dome ceilings, 8 fireplaces, and French doors opening to stunning outdoor living areas. Chef's kitchen, wine cellar, theater, & fitness rooms complete the experience. Ideally located near Rogue Valley International-Medford Airport w/Million Air Medford for private jet access, & minutes from the Britt Music & Arts Festival, Oregon Shakespeare Festival, & renowned wineries.

321 Pair A Dice Ranch 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: