We use cookies to improve this site
We use Google Analytics and Microsoft Clarity to learn how people use our pages. Clarity records clicks, scrolling and taps so we can see where a page is hard to use. Form fields are masked. Ad cookies from Meta and Google stay off unless you turn them on.
You can turn analytics off now or anytime from Your privacy choices at the bottom of every page.
Your cookie choices
With your OK, we use Google Analytics and Microsoft Clarity to learn how people use our pages. Clarity records clicks, scrolling and taps so we can see where a page is hard to use. Form fields are masked. Ad cookies from Meta and Google stay off unless you turn them on.
You can change your mind anytime from Your privacy choices at the bottom of every page.
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, 2-bath home at 508 N Main Street in Ashland is listed at $489,000. It has 1,498 square feet, sits on 0.08 acres, and was built in 1895. Status is Active, with 115 days on market.
Overview
Interior
Exterior & lot
Systems & utilities
Financial
Listing
From the MLS listing. Verify with the listing broker.
DRAMATIC PRICE REDUCTION TO $489,000. Looking for a home in Ashland that offers more than just a place to live? 508 N Main Street offers a unique opportunity to own a distinctive Victorian property with two separate living spaces. Currently arranged as two 1-bedroom, 1-bath living areas, this versatile property offers the opportunity to live in one space while exploring rental income from the other, subject to applicable regulations. It could also be ideal for multigenerational living, guests, or a dedicated home office. Enjoy mountain and territorial views, charming patio and garden areas, off-street parking, additional storage, and a dry sauna-- all less than a mile from downtown Ashland. REDUCED By $55,900. If you've been waiting for an opportunity to own property in Ashland with flexible living options and potential income-producing space, this is one to explore.
A rough estimate, not a quote. Loan amount $391,200 · $97,800 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. 9 of the 303 sit beyond the frame's edges: counted in every figure, not drawn.
| Date | Event | Price |
|---|---|---|
| Oct 12, 2026 | Price drop | $489,000$56K down |
| Sep 24, 2026 | Price drop | $544,900$20K down |
| Jul 17, 2026 | Listed | $564,900 |
| Year | Tax |
|---|---|
| 2025 | $5,523 |
Tax as filed on the listing. Jackson County. Parcel 10645779.
Similar homes
What to do about this house
Tour requests usually get a same-day reply.

Listing courtesy of Windermere Van Vleet & Assoc.
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.