Jacksonville, OR Homes for Sale under $2,000,000

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

Sandy Brown Windermere Van Vleet Jacksonville

Discover unmatched privacy on this spectacular 200-acre Southern Oregon retreat just 30 minutes from downtown Medford. This custom 2,400 sq. ft. home is thoughtfully built above an impressive 2,400 sq. ft. shop and showcases breathtaking panoramic views from nearly every room and the expansive elevated deck. The home features 3 bedrooms, 3 bathrooms, and a chef's kitchen designed for

Alan DeVries Cascade Hasson Sotheby's International Realty

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

Matt Misener RE/MAX Platinum

Just 2 miles from Jacksonville, this stunning hilltop estate blends elegance, privacy, and craftsmanship on 20 forested acres. This home showcases panoramic views from nearly every room. The soaring 28-ft ceilings and wall of windows create a dramatic entry. Chef's kitchen features granite counters, custom maple cabinetry, walk-in pantry, and is open to both a formal dining area and expansive

Kathy Adams Windermere Van Vleet & Assoc2

Butterfly Hill is a LEED Silver certified, self-sustainable eco-luxury masterpiece in a gated community outside Jacksonville. This three-wing home delivers abundant sweeping views, open-concept living space & stunning folding glass doors which open directly to outdoors blending nature with the eco-luxury lifestyle. The kitchen stuns with a large tasking island, custom cabinetry, walk-in pantry

Ashley Boughner eXp Realty, LLC

A rare and enchanting commercial opportunity in the heart of Jacksonville, Oregon, Tiger Lily Inn & Venue Center is more than a property -- it is a destination. Steps from downtown shops, restaurants, wine country experiences, Britt Festival and the Historic Core, this curated venue blends storybook character, established event appeal, lodging potential and flexible commercial use. Known and

Patie Millen Millen Property Group

Welcome Home, to the Vineyards at Stage Pass. Wine Country-Inspired, Rustic Modern home , features a spacious light-filled open floor plan, at 3833 sqft includes four bedrooms, 3.5 baths designed to capture the beauty of the landscape, vines and valley. The Chef's kitchen is surely to impress with top of the line Wolf and Sub-Zero appliances. The luxurious master suite exits to the spacious

Kathy Tinsley John L. Scott Medford