$889,000
Was $999,999 Cut $110,999 (−11.1%)
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. Ashland 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 Ashland is the one to buy on.
A broker who works Ashland 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 3-bed, 4-bath home at 3729 Old Highway 99 S in Ashland is listed at $889,000. It has 3,713 square feet, sits on 32.44 acres, was built in 2001, and is in N/A. Status is Active, with 62 days on market.
Overview
Interior
Exterior & lot
Systems & utilities
Financial
Enjoy spectacular views of Emigrant Lake & the surrounding mountains from this exceptional 3,713 sf custom 3 bd 3.5 ba home on over 30 acres, just 10 min from Ashland and a short drive to Mt. Ashland. From the moment you enter through the stunning mahogany door from your wrap around deck, you are welcomed into a great room with vaulted ceilings, a floor-to-ceiling rock fireplace, & windows that fill the home with natural light. Living space blends seamlessly into your gorgeous chef's kitchen & formal dining. An office w/ custom built-ins, bonus family room, & a guest half bath round out the main living space alongside an impressive primary suite, which features a private balcony, fireplace, & newly remodeled luxurious bathroom. Downstairs, you will find a guest ensuite, another guest bedroom, full bathroom, & laundry room. A 3-car garage provides plenty of space for cars & toys. Seller has done extensive fire mitigation work & paved the driveway, making this property insurable.
A rough estimate, not a quote. Loan amount $711,200 · $177,800 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 Ashland. 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. 14 of the 353 sit beyond the frame's edges: counted in every figure, not drawn.
| Date | Event | Price |
|---|---|---|
| Oct 1, 2026 | Price change | $889,000$111K down |
| Aug 13, 2026 | Listed | $1,000,000 |
| Year | Tax |
|---|---|
| 2025 | $11,952 |
Tax as filed on the listing. Jackson County. Parcel 10108900.
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What to do about this house
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.
Listing
