Refine Search
Sort by
5920 Highway 238, Jacksonville
$495,000
3 Beds ⋅ 2 Baths ⋅ 220230221 MLS
Located just outside Historic Jacksonville, this 3 bedroom (plus office), 2 bath home with 1682 sq. feet is situated on 1.98 acres. Offerings include a wonderful newly painted front deck, living room with laminate flooring and skylight, kitchen w/beautiful cabinetry, newer stainless appliances (all included), dining area that adjoins the kitchen with slider that leads out to the oversized newly painted deck, perfect for entertaining! Primary bedroom has laminate flooring and ensuite bath with single sink vanity and shower. Hall bath with tub/shower combination and linen closet. Off the kitchen, you'll find a large laundry/flex room and an office that has access to the back deck. Other features include vinyl windows, newer water heater, duct work, air register, attached 750 sq. ft. garage, RV carport, fenced areas for a garden or animals. NOTE: the sellers have an assumable VA loan at 5% that they are willing to entertain offers from eligible VA buyers...Welcome Home!

5920 Highway 238, Jacksonville

1889 Upper Applegate Road, Jacksonville
$200,000
3 Beds ⋅ 2 Baths ⋅ 220229978 MLS
Bring your vision and make this Upper Applegate property your own! Situated on just over an acre with a Jacksonville address, this property offers privacy, space and the opportunity to build equity while creating something special. The home needs TLC and repairs, making it an excellent opportunity for a buyer ready to roll up their sleeves and unlock its potential. Enjoy the beauty and recreation of the Applegate Valley while being within easy reach of historic downtown Jacksonville, with its charming shops, restaurants, and the renowned Britt Music & Arts Festival. Whether you're looking for a country retreat, a project with upside, or simply more room to call your own, this one is worth a look. Possible assumable 2.25% interest rate for a qualified buyer. A rare combination of acreage, potential, location and an exceptionally low-rate financing opportunity!

1889 Upper Applegate Road, Jacksonville

995 Upper Applegate Road, Jacksonville
$669,000
3 Beds ⋅ 2 Baths ⋅ 220229810 MLS
Beautifully renovated dream home in the heart of wine country! Just a 10 minute drive from the Town of Jacksonville. More than 5 wooded acres surround this home. The exterior paint has been recently touched up and looks great! Enter into the open concept living area featuring timber framed vaulted tongue and grooved ceilings which are painted white. The kitchen has beautiful dove grey cabinetry, gorgeous leathered granite counter tops, tile backsplash, farmhouse sink and all stainless appliances. The roomy Primary suite is a lovely retreat with vaulted ceiling, french door access to the patio and hot tub, radiant floor heat, walk in shower and double sinks in the bathroom, and ample closet space. A spacious laundry/mud room has ample storage and counter space plus sink. The shop has been converted to an extra 750 sq ft (per owner) of living space including a full bath and bedroom, for guest quarters or entertainment space. There is even a back up Generac generator. This is a must see!

995 Upper Applegate Road, Jacksonville

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

105 W Pine Street, Jacksonville
$799,000
3 Beds ⋅ 3 Baths ⋅ 220227734 MLS
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

300 Dunlap Road, 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

5361 Highway 238, 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

5900 Upper Applegate Road, Jacksonville
$749,000
3 Beds ⋅ 3 Baths ⋅ 220224295 MLS
Private two story custom built home on 9.42 Acres with Applegate River frontage. 12 miles from Historic Jacksonville and 5 miles from the town of Ruch and 6 miles to Applegate Lake and Squaw Lake. The beautiful home has a barn/shop and car ports attached for all your toys. This property backs up to BLM and all the trails for great horse riding. There is an above ground pool structure that needs liner and some TLC is in the process of being removed. The property is partially fenced but could work for some horses or other critters with additional fencing. Home is back from the River and the road so no Flood Insurance needed. EV charging station in the garage. There is a seating area down by the river( follow the sign )All information is believed to be accurate but buyer to do own due diligence as to the uses and condition of the property.

5900 Upper Applegate Road, Jacksonville

2365 Eastside 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

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:

How much is your home worth?

Get instant property value now!