Applegate Valley Homes for Sale

Welcome to Applegate Valley, a hidden gem nestled in the heart of Jackson County, Oregon. This picturesque subdivision is renowned for its stunning natural beauty, rolling hills, and lush vineyards, making it a perfect retreat for those seeking tranquility and a connection to nature. With its charming rural atmosphere and a vibrant sense of community, Applegate Valley serves as an idyllic backdrop for your dream home.

The homes for sale in Applegate Valley offer a diverse range of architectural styles, from cozy cottages to spacious modern designs, catering to various lifestyles and preferences. Many properties boast expansive views of the surrounding mountains and valleys, allowing residents to bask in the serene landscape from the comfort of their own homes. The area is characterized by its open spaces, providing ample room for outdoor activities, gardening, and entertaining.

Living in Applegate Valley means embracing a lifestyle enriched by the great outdoors. Residents can explore nearby hiking trails, enjoy wine tasting at local vineyards, or simply take in the breathtaking sunsets that paint the sky in a myriad of colors. The close-knit community also hosts various events and activities throughout the year, fostering a sense of belonging and camaraderie among neighbors.

If you're searching for a place where nature meets comfort and community, look no further than Applegate Valley. With a variety of homes for sale, now is the perfect time to discover the charm and allure of this enchanting subdivision. Your dream home awaits in this beautiful corner of Oregon!

Newest Applegate Valley Homes for Sale

$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

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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.