Bend, Oregon541.703.3095
$624,000
Was $649,000 ·Cut $25,000 (−3.9%)on Oct 1, 2026
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. Azalea 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 Azalea is the one to buy on.
A broker who works Azalea 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 5-bed, 2-bath home at 5586 Upper Cow Creek Road in Azalea is listed at $624,000. It has 1,848 square feet, sits on 82.53 acres, was built in 1904, and is in N/A. Status is Active, with 55 days on market.
Overview
Interior
Exterior & lot
Systems & utilities
Financial
Owner may carry. Discover a rare Southern Oregon farm and timber property covering over 82 acres of pasture, forest and abundant water backed by BLM. 5586 Upper Cow Creek the 1904 farmhouse features 5 bedrooms, 2 bathrooms, a wood stove, mud/laundry room and classic country character. 5266 Upper Cow Creek is a second residence tucked privately among the trees provides additional living space with its own driveway and wood stove--ideal for extended family, guests or farm help. Approximately 35.7 acres carry 1977 irrigation water rights from Cow Creek, feeding two ponds, plus the property has two wells. Improvements include a hay barn, metal shop with canning room, chicken coop, historic carriage house and multiple outbuildings. Level grazing ground, while substantial timbered acreage adds recreational and investment appeal. Conveniently located approximately 20 minutes from Canyonville and within 45 minutes of Grants Pass and Roseburg.
A rough estimate, not a quote. Loan amount $499,200 · $124,800 down · 30 year term.
Insurance starts at 0.35% of price each year. Type your quote to replace it.
Every active and pending listing of every property type on the regional MLS through Oregon Data Share in Azalea. 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 |
|---|---|---|
| Oct 1, 2026 | Price change | $624,000$25K down |
| Aug 20, 2026 | Listed | $649,000 |
| Year | Tax |
|---|---|
| 2025 | $2,060 |
Tax as filed on the listing. Douglas County. Parcel R46936.
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1104 Upper Cow Creek Road3D tour1104 Upper Cow Creek RoadAzaleaWhat to do about this house
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Listing courtesy of eXp Realty, LLC
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.
© Ryan Realty LLC. Licensed in Oregon. Equal Housing Opportunity.
Listing data comes from Oregon Data Share and Morgan Data Shuttle. Information deemed reliable but not guaranteed. Oregon real estate license 201206613.

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