Applegate Valley Real Estate

Applegate Valley Real Estate

Welcome to Applegate Valley, a picturesque subdivision nestled in the heart of Jackson County, Oregon. Known for its stunning landscapes and vibrant community, Applegate Valley offers a unique blend of rural charm and modern conveniences, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle.

Surrounded by rolling hills, lush vineyards, and the meandering Applegate River, this enchanting area is a haven for nature enthusiasts and outdoor adventurers. Residents enjoy a plethora of recreational activities, from hiking and biking along scenic trails to fishing and kayaking in the river’s tranquil waters. The valley is also renowned for its award-winning wineries, where you can savor local vintages while soaking in breathtaking views of the surrounding countryside.

Applegate Valley is not just about natural beauty; it boasts a close-knit community that prides itself on its friendly atmosphere and strong sense of belonging. The subdivision is home to various local events, farmers' markets, and festivals that celebrate the region's rich culture and heritage. Families will appreciate the excellent schools and safe neighborhoods, making it a perfect place to raise children.

With easy access to nearby towns like Jacksonville and Ashland, residents can enjoy the best of both worlds—peaceful rural living combined with the amenities of urban life. Whether you’re looking for a cozy cottage or a sprawling estate, Applegate Valley has diverse real estate options to suit your needs. Discover the charm of Applegate Valley today, where your dream home awaits amidst the beauty of Southern Oregon!

Newest Listings in Applegate Valley

$8,500,000
4 Beds 3 Baths 23696912 MLS
Welcome to Red Lily Vineyards, one of the most acclaimed vineyards in the esteemed Applegate Valley of Southern Oregon. Renowned for its exceptional wines and captivating scenery, Red Lily Vineyards presents an alluring mix of established wine and agri-business with great opportunities for event and hospitality expansion. It's not just a business; it's a gateway to an extraordinary experience and a haven for those seeking a rare and sought-after investment and lifestyle opportunity. This 255-acre ranch and estate boasts strong water rights, breathtaking river frontage, a state-of-the-art winery, mature vineyards, and an expanses of quality irrigated land for vineyard and agricultural expansion plus perhaps the most iconic and well-trafficked wine tasting experience in Southern Oregon. Nestled atop a secluded knoll, commanding picturesque views of the Applegate Valley, is the main residence, a quintessential American cedar shingle-style home boasting over 4,000 square feet of living space. The second home, known as the winemaker's house, is a delightful farmhouse that has been thoughtfully updated. With its well-established reputation and a wealth of infrastructure, Red Lily provides an excellent platform for business expansion. This includes options for expanding vineyard and agri-business operations, developing a hospitality business with a focus on events such as destination weddings, as well as on-site accommodations like bed and breakfast and cabin rentals. An additional estate dwelling and farm-to-consumer sales are also relevant opportunities. This rare gem offers an unparalleled setting with 3,300 feet of Applegate River frontage and convenient access to incredible outdoor activities. The phenomenal location is a short commute from all the conveniences of Jacksonville and Medford and is centrally located within Southern Oregon. The offering is a hybrid sale that includes the business, brand, and real estate. Owner terms may be available. Thank you!

11777 Highway 238, Jacksonville

Start Your Search
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.