Outside our home market
Ryan Realty works Central Oregon. Our brokers live in Bend and cover the towns around it, from Redmond and Sisters to Sunriver and La Pine. Jacksonville is outside that area. Our MLS feed is statewide, so this home and its price are live and current — what we cannot tell you is which street in Jacksonville is the one to buy on.
A broker who works Jacksonville every day will know it better than we do. Tell us what you need and we will introduce you to one we would use ourselves. No cost, no obligation.
This 4-bed, 3-bath home at 11777 Highway 238 in Jacksonville is listed at $8,500,000. It has 4,470 square feet, sits on 255.38 acres, was built in 2003, and is in N/A. Status is Active, with 114 days on market.
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Listing
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.
A rough estimate, not a quote. Loan amount $6,800,000 · $1,700,000 down · 30 year term.
Insurance starts at 0.35% of price each year. Type your quote to replace it.
sold in the last 90 days
Every active and pending listing of every property type on the regional MLS through Oregon Data Share in Jacksonville. The wash is sales density of closes in the last 90 days; homes for sale and pending stay as marks. Pulses and the sold count are the closes of the last 30 days. Counts and medians cover every listing read for this map.
| Date | Event | Price |
|---|---|---|
| Jun 22, 2026 | Back on market | $8,500,000 |
| Apr 17, 2024 | Listed | $8,500,000 |
| Year | Tax |
|---|---|
| 2023 | $16,031 |
Tax as filed on the listing. Jackson County. Parcel 10309774.
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Tour requests usually get a same-day reply.
Listing courtesy of John L. Scott Medford
Data last updated October 15, 2026
Based on information from Oregon Data Share. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listing information is for consumers personal, non-commercial use only.
