Applegate Valley Homes with Custom Style

Welcome to Applegate Valley, a hidden gem nestled in the heart of Jacksonville, Oregon, in beautiful Jackson County. This enchanting subdivision is renowned for its breathtaking landscapes, rolling hills, and a vibrant sense of community. Here, nature and charm intertwine, creating an idyllic setting for those seeking a peaceful retreat while still being close to the conveniences of city life.

Applegate Valley is characterized by homes that boast custom styles, each uniquely designed to reflect the personalities and tastes of their owners. From rustic ranch-style homes to modern masterpieces, every residence in this subdivision tells a story of creativity and craftsmanship. The attention to detail in these homes is evident, with features such as open floor plans, gourmet kitchens, and luxurious outdoor spaces that invite you to relax and entertain.

Living in Applegate Valley means embracing a lifestyle that celebrates the great outdoors. With nearby hiking trails, vineyards, and the stunning Applegate River, residents can indulge in a variety of recreational activities, from wine tasting to fishing and hiking. The community spirit is strong here, with local events and gatherings that foster connections among neighbors.

Whether you’re looking for a serene place to retire or a vibrant community to raise a family, Applegate Valley offers the perfect blend of custom homes and natural beauty. Discover the charm of Jacksonville and make Applegate Valley your new home today, where every day feels like a retreat in this picturesque Oregon landscape.

Newest Applegate Valley Homes with Custom Style

$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.