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.
49 N Main Street in Ashland is listed at $210,000. Status is Active, with 30 days on market.
Overview
Listing
For more than 40 years Greenleaf Restaurant has dished up culinary delights to generations of Ashland locals and travelers alike. Ideally positioned in the heart of downtown in the historic 1879 Independent Order Of Oddfellows (IOOF) building, Greenleaf is THE stop for Shakespeare Festival goers. Right next to the world famous Lithia Park with seating for over 100 including highly desirable creekside dining along the Calle Guanajuato and Ashland Creek. Menu and dining spaces were completely revamped in 2020 to provide an inviting, modern aesthetic that uniquely pays homage to the literary arts. Dedicated, hardworking team and management in place. Liquor license secured but not currently in use so lots of potential here to take this Ashland staple to new heights. 1,000+ reviews on Trip Advisor with a 4.4 star average. Facebook and Instagram presence in place already with over 3,000 followers across the platforms and 4.5/5 rating on FB.
A rough estimate, not a quote. Loan amount $168,000 · $42,000 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 353 sit beyond the frame's edges: counted in every figure, not drawn.
| Date | Event | Price |
|---|---|---|
| Sep 15, 2026 | Listed | $210,000 |
Similar homes
What to do about this house
Tour requests usually get a same-day reply.
Listing courtesy of Gateway Real Estate
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.
