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 2-bed, 2-bath home at 495 Chestnut Street in Ashland is listed at $240,000. It has 880 square feet and was built in 1967. Status is Active, with 8 days on market and HOA dues of $350 per month.
Overview
Interior
Exterior & lot
Systems & utilities
Financial
Listing
If you are looking for the best views in Ashland's Tudor Heights, this is it. Positioned as the premier front unit, this condo offers a perspective no other home in the complex can match. Stay comfortable year-round with the rare addition of efficient ductless mini-splits for heating and cooling--a significant upgrade over the standard baseboard heat found in most units. The main level offers a seamless open layout that flows to your outdoor patio. Upstairs, both bedrooms provide unobstructed mountain views to the north and east, including a private balcony off the main suite--perfect for watching the sunrise. Whether you're walking to the Downtown Plaza for dinner or hiking through Lithia Park, everything is within reach. Enjoy the security and ease of a comprehensive HOA that handles exterior upkeep, allowing you to simply relax and enjoy the Southern Oregon scenery.
A rough estimate, not a quote. Loan amount $192,000 · $48,000 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 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 338 sit beyond the frame's edges: counted in every figure, not drawn.
| Date | Event | Price |
|---|---|---|
| Oct 16, 2026 | Listed | $260,000$20K up |
| Aug 5, 2026 | Price change | $240,000 |
| Aug 4, 2026 | Price drop | $240,000$5K down |
| Jun 22, 2026 | Price drop | $245,000$15K down |
| Year | Tax |
|---|---|
| 2025 | $2,541 |
Tax as filed on the listing. Jackson County. Parcel 10832914.
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Tour requests usually get a same-day reply.
Listing courtesy of Windermere Van Vleet & Associates
Data last updated October 24, 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.
