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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, 4-bath home at 2076 Upper Applegate Road in Jacksonville is listed at $1,499,000. It has 4,899 square feet, sits on 14.62 acres, and was built in 1996. Status is Active, with 133 days on market, including prior listing.
Overview
Interior
Exterior & lot
Systems & utilities
Financial
Listing
From the MLS listing. Verify with the listing broker.
Experience one of Southern Oregon's finest riverfront estates in the heart of the renowned Applegate Valley wine region. Located less than 15 minutes from historic Jacksonville, you'll enjoy easy access to acclaimed restaurants, wineries, galleries, and small-town charm. Set on 14.62 acres zoned EFU with over 700 feet of coveted Applegate River frontage, where gentle flows and the sounds of shimmering riffles create an unforgettable setting. Fish from your own shoreline, watch abundant wildlife, or simply relax by the river. The 4,899 sq ft custom home showcases soaring ceilings, dramatic natural wood beams, a sweeping oak spiral staircase, expansive windows framing breathtaking river views, geothermal heating, and spacious decks. Private guest wing, iconic Big Red Barn with horse stalls and runs, orchard, fenced pastures, greenhouse, 10.6 irrigated acres with golf course style irrigation system, and 1857 senior water rights complete this remarkable legacy estate.
A rough estimate, not a quote. Loan amount $1,199,200 · $299,800 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 |
|---|---|---|
| Jul 20, 2026 | Listed | $1,499,000 |
| Jul 1, 2026 | CanceledPrior listing, MLS 220224335 | $1,499,000 |
| Jun 29, 2026 | ListedPrior listing, MLS 220224335 | $1,499,000 |
| Year | Tax |
|---|---|
| 2026 | $6,538 |
Tax as filed on the listing. Jackson County. Parcel 10478830.
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What to do about this house
Tour requests usually get a same-day reply.
Listing courtesy of Windermere Van Vleet & Assoc2
Data last updated November 10, 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.
