527 Chestnut Street, Ashland, OR 97520
N/A · Jackson County
Key Facts
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!
Property Information
Property Type
Residential
Sub-Type
Single Family Residence
Structure Type
House
Year Built
1900
Living Area
2,032 sq ft
Lot Size
0.34 acres
Garage Spaces
1
Days on Market
207
MLS® Listing#
220212305
Property Features
Interior
Appliances
Cooling
Heating
Flooring
Basement
Parking
Patio
Fencing
Lot Features
Construction
Foundation
Roof
Windows
Security
Other Structures
Sewer
Water Source
Schools
- Elementary:
- Helman Elem
- Middle:
- Ashland Middle
- High:
- Ashland High
Financial Details
HOA
None
Annual Taxes
$6,039
Tax year 2025
Parcel Number
10057078
Directions
North Main to Maple Street, left on Chestnut Street, home is on the right.
Affordability Calculator
$143,000
Estimated monthly payment
$3,806/mo
Principal $572,000 · Est. interest $797,991 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Ashland, OR
- $631,579
- Median Listing Price
- 77
- Median Days on Market
- 1,972
- Median Sq Ft
- $326
- Median Price / Sq Ft
- 186
- Active Listings
- This home’s price is 13% above the area median.
- Its price per sq ft is 8% above the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Ashland, OR.
Location
Getting Around
Points of Interest in Ashland, OR
Showing the Ashland area map.
Nearby Schools
Helman Elementary School
Elementary · 0.7 mi away
Bonney WLLS Sch of Shoe MKNG & DSGN
School · 1.1 mi away
Children's World Montessori
Elementary · 1.7 mi away
Ashland High School
Secondary · 1.7 mi away
Ashland Public Schools
School · 1.7 mi away
Willow Wind Community Learning Ctr
School · 1.9 mi away
Ashland Middle School
Secondary · 2.2 mi away
Ashland Schools Foundation
School · 2.2 mi away
John Muir Elementary School
Elementary · 2.2 mi away
Trails Outdoor School
Elementary · 2.2 mi away
Walker Elementary School
Elementary · 2.3 mi away
Southern Oregon Head Start
Elementary · 2.3 mi away
The Siskiyou School
School · 3.0 mi away
Lithia Springs School
School · 3.4 mi away
Bellview Elementary School
Elementary · 3.5 mi away
Talent Elementary School
Elementary · 4.1 mi away
Talent Middle School
Secondary · 4.2 mi away
Armadillo Technical Institute
Secondary · 6.6 mi away
Discovery Corner School of Early Learning
Elementary · 6.6 mi away
Phoenix Elementary School
Elementary · 6.7 mi away
Commute Calculator
Nearby Homes
Similar Homes Nearby
Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 935 Cypress Point Loop, Ashland, OR | $525,000 | 3 | 2 | 1,741 |
| 351 Oxford Street, Ashland, OR | $529,000 | 4 | 2 | 1,584 |
| 1059 Terra Avenue, Ashland, OR | $539,000 | 4 | 3 | 1,794 |
| 455 Holly Street, Ashland, OR | $545,000 | 3 | 3 | 1,844 |
| 955 Overlook Drive, Ashland, OR | $545,000 | 3 | 3 | 1,556 |
| 1423 E Main Street, Ashland, OR | $548,000 | 3 | 2 | 1,576 |
Moving Cost Estimate
EXIT Agents in Ashland
Listing Courtesy: Ashland Homes Real Estate Inc. - 541-482-0044
Last Updated: 2025-11-23