Applegate Homes with Shared Driveway Parking features

Welcome to Applegate, Oregon – a hidden gem nestled in the scenic heart of Jackson County. Known for its breathtaking landscapes and a warm sense of community, Applegate offers residents a tranquil lifestyle surrounded by nature’s beauty. With rolling hills, lush vineyards, and picturesque views, this charming town is perfect for those seeking a peaceful retreat from the hustle and bustle of city life.

Applegate is ideally situated near the Applegate River, providing ample opportunities for outdoor enthusiasts to enjoy fishing, kayaking, and hiking. The area is also home to several local wineries, inviting you to indulge in the rich flavors of Southern Oregon. With a tight-knit community spirit, residents often gather for local events, farmers’ markets, and seasonal festivities, making it easy to forge lasting friendships.

When it comes to living in Applegate, you’ll find a variety of homes that cater to different lifestyles. Many properties feature shared driveway parking, offering both convenience and a sense of community among neighbors. This arrangement not only maximizes space but also encourages a friendly atmosphere where residents can connect and support one another.

Whether you’re looking for a charming cottage, a spacious family home, or a serene retreat, Applegate has something for everyone. With its stunning natural surroundings and inviting community, it’s the perfect place to call home. Discover the beauty of Applegate, Oregon, and experience a lifestyle that balances tranquility with adventure. Your dream home awaits in this enchanting corner of the Pacific Northwest!

Newest Applegate Homes with Shared Driveway Parking features

$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

$1,950,000

3 Beds ⋅ 4 Baths ⋅ 220201540 MLS

Experience the perfect blend of luxury, privacy, and natural beauty with over 500 feet of pristine Applegate River frontage in the heart of Southern Oregon's renowned Applegate Valley Wine Region. Behind a gated entrance, this exceptional estate showcases a custom-built 4,510 SF residence thoughtfully designed to capture the tranquility of its remarkable setting. The park-like grounds feature mature landscaping, a hobby vineyard, and picturesque river views that create a true retreat. Inside, an inviting open-concept floor plan combines elegance and comfort, highlighted by abundant natural light, beautiful Italian tile flooring, and expansive windows that bring the outdoors in. The gourmet kitchen is designed for both everyday living and effortless entertaining. Guests and extended family will appreciate the separate 1,188 SF guest accommodations, providing flexibility and privacy. A rare offering where refined living meets the unmatched beauty of the Applegate River.

13587 OR-238, Applegate

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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: