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$620,000
2 Beds ⋅ 1 Baths ⋅ 220224593 MLS
*Motivated Seller*. Historic farm land in the heart of wine country! situated next to Troon and other notable wineries, this farm land was established in 1860! High producing wells and EFU zoning give this property so much potential! features a main home, two additional guest structures, multiple established greenhouses and storage buildings - lots to see! Additional highlights: 2 barns, RV parking, irrigation system, former farm stand with walk-in cooler, and powered outbuildings. Call for more info!

13990 N Applegate Road, Applegate
$1,995,000
7 Beds ⋅ 5 Baths ⋅ 220218653 MLS
Don't miss this once-in-a-generation opportunity to own Applegate River Retreat, a true Southern Oregon legacy estate. This extraordinary riverfront sanctuary spans nearly 20 private acres with 420' of Applegate River frontage in the heart of the Applegate Valley wine country. Thoughtfully transformed, the property features 3 beautifully finished homes accommodating 21+ guests, 2 RV sites, an authentic Finnish sauna, game room, fitness/yoga studio, reclaimed pastures, forest trails, private swimming holes, and multiple river access points. Perfect for creating lifelong memories with family and friends, hosting unforgettable gatherings, or simply escaping to nature's beauty. Steps from Red Lily Vineyards and Devitt Winery, and just minutes from historic Jacksonville and the renowned Britt Music & Arts Festival. Swim, fish, kayak, hike, relax beneath towering trees, and experience one of Southern Oregon's most remarkable private retreats. Start your legacy today. Truly one of a kind!!!!

11677 Highway 238, Applegate
$549,000
3 Beds ⋅ 2 Baths ⋅ 220212337 MLS
Discover an exceptional 204-acre estate offering true ''top of the world'' views where you can see forever. Perfectly positioned close to Ruch, Jacksonville, and the Applegate Valley, this property sits in the heart of wine country, surrounded by rolling hills, vineyards, and endless natural beauty. The very livable 1,188 sq ft home features 3 beds/2 baths, providing a comfortable base for full-time living, weekend escapes, or future expansion. Miles of private ATV and horseback trails wind through the property, creating opportunities for recreation, exploration, and adventure. Bordering thousands of acres of BLM land, this rare offering delivers unbeatable access for outdoor enthusiasts—whether you enjoy hiking, riding, or simply soaking in the incredible scenery. For hunters, the landscape and access make it a true paradise with abundant game and excellent terrain. With unmatched privacy, incredible views, and limitless potential, this property is a legacy-caliber So. Oregon retreat!

362 Humbug Creek Road, Applegate
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: