# 527 Chestnut Street, Ashland, OR 97520 > **TL;DR:** 4bd/4ba single family, $699,000 ($344/sqft), built 1900, 2,032 sqft. > View, Hardwood, A/C, 1-car garage. Est. $3,739/mo. Listed 344 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $699,000 | | Price/sqft | $344 | | Bedrooms | 4 | | Bathrooms | 4 full | | Square Feet | 2,032 | | Year Built | 1900 | | Lot Size | 14,810 sqft (0.34 acres) | | Stories | 2 | | Garage | 1-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 344 | ## Why This Home Stands Out - **Views** - Territorial - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,535 | | Estimated Insurance | $204 | | **Total** | **$3,739** | ## Nearby Schools - **Elementary:** Helman Elem - **Middle:** Ashland Middle - **High:** Ashland High ## Key Amenities - View - Hardwood - A/C - 1-car garage ## Property Highlights - Built in 1900 - 0.34 acre lot - 2 stories ## Description ### Agent Description Freshly renovated turn of the century home set on over a third of an acre lot with views and gorgeous mature evergreens. Large covered wraparound front porch leads to the front facing living room w/ wood floors & picture windows allowing for an abundance of natural light. Spacious country kitchen has stainless steel appliances. There's a covered enclosed back porch style room w/ bathroom. There are two bedrooms, one of which is ensuite on the main level. Versatile upstairs space has a light filled landing, one bedroom suite and another huge space w/ great architectural features, views and a full bathroom. Plus, a detached oversized two car garage, lots of parking and a relatively level yard that has a ton of potential for gardening or future development. Just above the hospital and within the Health Care Services zoning district. This is a charming property awaiting the next owner to enjoy! ## Location - **Address:** 527 Chestnut Street, Ashland, OR 97520 - **County:** Jackson - **Coordinates:** 42.205763, -122.726294 - **Google Maps:** https://www.google.com/maps?q=42.205763,-122.726294 ## Listing Agent - **Name:** Justin B Donovan - **Brokerage:** Ashland Homes Real Estate, Inc. - **Broker Phone:** (541) 482-0044 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/527-Chestnut-St_Ashland_OR_97520_M16104-36749?f=listhub&s=ODOR&m=220212305&c=propsimple) ## Photos ![527 Chestnut Street - Photo 1](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f4064190309r.jpg) ![527 Chestnut Street - Photo 2](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1856112817r.jpg) ![527 Chestnut Street - Photo 3](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1403803782r.jpg) ![527 Chestnut Street - Photo 4](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f253245040r.jpg) ![527 Chestnut Street - Photo 5](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f70375879r.jpg) ![527 Chestnut Street - Photo 6](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f477263747r.jpg) ![527 Chestnut Street - Photo 7](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f3556770239r.jpg) ![527 Chestnut Street - Photo 8](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1194438210r.jpg) ![527 Chestnut Street - Photo 9](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f2561903196r.jpg) ![527 Chestnut Street - Photo 10](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1808515047r.jpg) ![527 Chestnut Street - Photo 11](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1962088522r.jpg) ![527 Chestnut Street - Photo 12](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1595082050r.jpg) ![527 Chestnut Street - Photo 13](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1356374896r.jpg) ![527 Chestnut Street - Photo 14](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f4256179317r.jpg) ![527 Chestnut Street - Photo 15](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f3352939729r.jpg) ![527 Chestnut Street - Photo 16](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f2911319327r.jpg) ![527 Chestnut Street - Photo 17](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f3126587233r.jpg) ![527 Chestnut Street - Photo 18](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1545007890r.jpg) ![527 Chestnut Street - Photo 19](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f724828418r.jpg) ![527 Chestnut Street - Photo 20](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f3812251457r.jpg) ![527 Chestnut Street - Photo 21](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f528773534r.jpg) ![527 Chestnut Street - Photo 22](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1778776780r.jpg) ![527 Chestnut Street - Photo 23](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f2995950897r.jpg) ![527 Chestnut Street - Photo 24](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f3256876008r.jpg) ![527 Chestnut Street - Photo 25](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f414138678r.jpg) ![527 Chestnut Street - Photo 26](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f787703031r.jpg) ![527 Chestnut Street - Photo 27](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f207713659r.jpg) ![527 Chestnut Street - Photo 28](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f423002760r.jpg) ![527 Chestnut Street - Photo 29](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f4100655089r.jpg) ![527 Chestnut Street - Photo 30](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1476560253r.jpg) ![527 Chestnut Street - Photo 31](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f3822643103r.jpg) ![527 Chestnut Street - Photo 32](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1657365882r.jpg) ![527 Chestnut Street - Photo 33](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1663044840r.jpg) ![527 Chestnut Street - Photo 34](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1646070388r.jpg) ![527 Chestnut Street - Photo 35](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f2411804651r.jpg) ![527 Chestnut Street - Photo 36](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f3427357632r.jpg) ![527 Chestnut Street - Photo 37](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f3619295290r.jpg) ![527 Chestnut Street - Photo 38](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f4294963979r.jpg) ![527 Chestnut Street - Photo 39](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f3048832044r.jpg) ![527 Chestnut Street - Photo 40](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1951344393r.jpg) ![527 Chestnut Street - Photo 41](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f3611030802r.jpg) ![527 Chestnut Street - Photo 42](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1041232390r.jpg) ![527 Chestnut Street - Photo 43](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1648198825r.jpg) ![527 Chestnut Street - Photo 44](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f3691265327r.jpg) ![527 Chestnut Street - Photo 45](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f856000564r.jpg) ![527 Chestnut Street - Photo 46](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f2706793152r.jpg) ![527 Chestnut Street - Photo 47](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1895614473r.jpg) ![527 Chestnut Street - Photo 48](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1240198634r.jpg) ![527 Chestnut Street - Photo 49](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f547941270r.jpg) ![527 Chestnut Street - Photo 50](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f359160581r.jpg) ![527 Chestnut Street - Photo 51](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1393064045r.jpg) ![527 Chestnut Street - Photo 52](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f4214791082r.jpg) ![527 Chestnut Street - Photo 53](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1378460441r.jpg) ![527 Chestnut Street - Photo 54](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f2494223560r.jpg) ![527 Chestnut Street - Photo 55](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f3013740701r.jpg) ![527 Chestnut Street - Photo 56](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f2125346859r.jpg) ![527 Chestnut Street - Photo 57](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f583814205r.jpg) ![527 Chestnut Street - Photo 58](http://lh.rdcpix.com/82bf8ad507fbebd9a5914d12a2144c0al-f1303929696r.jpg) --- **MLS#:** 220212305 | **Updated:** 2026-11-01 **Source:** listhub *Copyright © 2026 Oregon Data Share. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/527-chestnut-street-ashland-or-97520-dbc790505df94f20ad2812c80b440f2d) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/527-chestnut-street-ashland-or-97520-dbc790505df94f20ad2812c80b440f2d#listing", "url": "https://www.propertysimple.ai/listing/527-chestnut-street-ashland-or-97520-dbc790505df94f20ad2812c80b440f2d", "name": "527 Chestnut Street, Ashland, OR 97520", "description": "Freshly renovated turn of the century home set on over a third of an acre lot with views and gorgeous mature evergreens. Large covered wraparound front porch leads to the front facing living room w/ wood floors & picture windows allowing for an abundance of natural light. 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