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$1,250,000
3 Beds 3 Baths 220217685 MLS
This exceptional 40.97-acre estate features a beautifully remodeled home w/modern luxury & contemporary design. Nestled in a private valley with 360-degree views, the custom estate offers turn-key elegance. The 2-story floor plan centers around a chef's kitchen w/professional-grade appliances, sleek finishes, & open-concept layout. The main level also includes a dining room, private office, & expansive windows that frame the panoramic views. The master suite offers a luxurious retreat, w/two additional guest bedrooms, guest bathroom, second living area, and balcony completing the upper level. The property includes ample room for open pasture, with approximately 10 acres ready now & ideal for horses or livestock. The mature landscaping, sprawling lawns, & multiple patios offer a peaceful, private setting perfect for enjoying the beauty of the Applegate Valley. This well balanced property and turn-key estate is ready for its next owners to call it home.

7499 Highway 238, Jacksonville

$545,000
3 Beds 2 Baths 220215214 MLS
Country Cabin on the Little Applegate River! This peaceful 2+ acre retreat offers exceptional river frontage, open yard space, water rights & accessible private forest across the water. The 3bd, 1.5bth, 2143 sq.ft. country home features warm brick & wood accents, exposed beams & two cozy wood stoves. The country kitchen & dining area open to the backyard, ideal for easy gatherings, while the inviting living room offers a fireplace with insert & sliding doors to the outdoors. A spacious den showcases a striking river rock backdrop to the second wood stove. Lower level bedroom with two charming upstairs, attic-style bedrooms, creating a distinct upper-level sleeping space. An accessible basement provides excellent cold storage & easy access to water system & water heater. Outside you'll find raised garden beds, a chicken coop, ample parking w/ 3 RV hook-ups & a 350 sq ft outbuilding for storage & hobbies. This is an older home with fun character on a very private & peaceful setting.

3356 Little Applegate Road, Jacksonville

$1,525,000
3 Beds 6 Baths 220211366 MLS
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 great room. Main level includes two spacious guest bedrooms with private decks, office, family room, mudroom, and multiple baths. Upstairs, the primary suite boasts, private balcony, bonus area, walk-through closet, fireplace, and spa-like bath with jetted tub overlooking city lights. Additionally, is a 970 sq ft finished basement with bonus rooms. And a 3-car garage, carport, circular driveway. Enjoy outdoor living with a wraparound deck, hot tub, pool, patio, and water feature.

1661 238 Highway, Jacksonville

$3,995,000
4 Beds 6 Baths 220203312 MLS
A true masterpiece in Southern Oregon, 1st time, extraordinary Mediterranean estate captures sweeping views of the Jacksonville Mountains & glittering city lights. Set on 5 private park-like acres w/city water, ±5700 SQ FT of luxury on main level, ±3484 SQFT private lower level; ideal for entertaining, additional living/guest quarters & lg detached private guest Casita--designed & built by Mike Pagnini--showcases unmatched craftsmanship and timeless elegance. Highlights include 4 luxurious primary suites, 6 baths, a Pebble Tec pool & spa, guest casita, & a 12-car garage. Inside, grand living spaces feature soaring dome ceilings, 8 fireplaces, and French doors opening to stunning outdoor living areas. Chef's kitchen, wine cellar, theater, & fitness rooms complete the experience. Ideally located near Rogue Valley International-Medford Airport w/Million Air Medford for private jet access, & minutes from the Britt Music & Arts Festival, Oregon Shakespeare Festival, & renowned wineries.

321 Pair A Dice Ranch Road, Jacksonville

$8,500,000
4 Beds 3 Baths 220180676 MLS
Welcome to Red Lily, one of the most acclaimed vineyards in the Applegate Valley. This 255-acre property boasts strong water rights, breathtaking river frontage, a state-of-the-art winery, vineyard, and expanses of quality irrigated land for agricultural expansion, plus an iconic and well-trafficked wine-tasting venue. With its well-established reputation and a wealth of infrastructure, Red Lily provides an excellent canvas for developing a hospitality focus with events such as destination weddings, as well as on-site accommodations like bed and breakfast and cabin rentals. This rare gem offers an unparalleled setting with 4,000 feet of Applegate River frontage and convenient access to incredible outdoor activities. Nestled atop a secluded knoll is the main residence—a quintessential American cedar shingle-style home boasting over 4,000 SF of living space. The second home is a delightful farmhouse that has been thoughtfully updated. Owner terms may be available, call for details.

11777 Highway 238, Jacksonville

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: