4 BD · 4 BA · 2,032 SF · 0.34 AC
527 Chestnut Street
Ashland, OR 97520
$715,000
Ashland, OR 97520 · N/A
MLS# 220221008 · Active Under Contract
Back on the market through no fault of the property! Custom-built home on a private .69-acre lot in Ashland with breathtaking valley and mountain views. This versatile property offers a primary bedroom on the main level, vaulted ceilings, fireplace, built-ins, and spacious living areas designed for comfort and entertaining. Large kitchen with breakfast nook and abundant storage throughout. The primary suite features double sinks, separate shower, and a jetted soaking tub with its own hot water system. Downstairs includes a finished daylight basement with separate entrance and plumbing in place ideal for guest quarters, multi-generational living, or future mother-in-law suite potential. Enjoy the fenced garden with raised beds, TID irrigation water, oversized 2-car garage, easy-care landscaping, and a new roof installed in 2023. Rare blend of privacy, flexibility, and stunning views.
Open the virtual tourAsk about this home
AI answers are off right now. Text Cody the question and get a straight answer, usually within the hour.
AI answer from 541 Home Sales using listing data, not from the MLS. It can be wrong. Verify anything that matters with Cody before you rely on it.
| Date | Event | Price |
|---|---|---|
| Sep 7, 2026 | Listed for sale | $715,000 |
From the MLS: original list price and latest price change. 29 days on market.
Approx. Straight-line distance × 1.3 for roads, at in-town and highway speeds. No traffic, snow, or Hwy 97 construction. Ask Cody about real commute times.
42.1764° N · 122.6877° W
DirectionsAssignments come from the listing broker and boundaries change. Verify with the school district before you count on them.
$4,558/mo
$572,000 loan · 30 yr fixed · 6.5%
Loan term
Estimate only. Taxes use the listing's reported amount when there is one; insurance is approximated. A lender can give you an exact number.
4 BD · 4 BA · 2,032 SF · 0.34 AC
527 Chestnut Street
Ashland, OR 97520
3 BD · 2.5 BA · 1,624 SF · 0.11 AC
359 Otis Street
Ashland, OR 97520
1 BD · 1.5 BA · 1,448 SF · 0.03 AC
175 Lithia Way #200
Ashland, OR 97520
4 BD · 3.5 BA · 2,700 SF · 5.5 AC
197 Timberlake Drive
Ashland, OR 97520
Listing information provided by Oregon Data Share. Data last updated Oct 7, 2026, 10:30 AM.
© 2025 Oregon Data Share. All rights reserved. The content relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of Oregon Data Share. Listings held by brokerage firms other than 541 Home Sales are marked with the Oregon Data Share logo, and detailed information about these properties includes the name of the listing firm and the email address or phone number provided by the listing participant. Some properties which appear for sale on this website may subsequently have sold or may no longer be available. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. The consumer will not copy, retransmit nor redistribute any of the content from this website. Information provided is deemed reliable, but not guaranteed.