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$744,000 -$25,000 (-3.25%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 2,032 Sq. Ft.
  • 1 Car Garage
  • Updated 23 hours ago
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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!

Full Property Details for 527 Chestnut St

General

  • Price: $744,000
  • Taxes: $6,039 (2025)
  • Status: Active
  • Type: Single Family
  • Source: ODS
  • MLS ID: 220212305
  • Updated: 1/15/2026
  • Added to Site: 54 day(s) ago

Interior

  • Rooms/Areas: Breakfast Nook, Eating Area, Laundry, Kitchen, Other, Living Room, Primary Room
  • Interior Features: Ceiling Fan(s), Fiberglass Stall Shower, Primary Downstairs, Shower/Tub Combo, Soaking Tub, Tile Counters
  • Appliances: Dishwasher, Microwave, Range, Refrigerator, Water Heater
  • Flooring: Carpet, Hardwood, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 4

Additional Information

  • Security/Safety: Carbon Monoxide Detector(s), Smoke Detector(s)

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking Features: Asphalt, Detached, Driveway
  • Parking: Primary Suite, Detached, Driveaway

Location

  • Area: 2032
  • County: Jackson
  • Subdivision: N/A
  • Cross Streets: Maple Street
  • Driving Directions: North Main to Maple Street, left on Chestnut Street, home is on the right.

School Information

  • Elementary School: Helman Elem
  • Middle School: Ashland Middle
  • High School: Ashland High

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Ductless, Zoned
  • Heating Type: Ductless, Forced Air, Natural Gas, Zoned

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Craftsman
  • Construction: Frame
  • Basement Desc.: Partial, Unfinished
  • Foundation: Block, Concrete Perimeter
  • Roof: Composition
  • Common Walls: No Common Walls
  • Windows: Aluminum Frames, Wood Frames
  • Stories/Levels: 2
  • Square Feet: 2,032
  • Sq. Ft. Source: Assessor
  • Living Area: 2,032 Sq. Ft.
  • Year Built: 1900

Additional Structures

  • Other Structures: Workshop

Lot Features

  • Property View: Mountain(s), Territorial
  • Mountain views: Yes
  • Lot Size (Acres): 0.34
  • Lot Size (Sq. Ft.): 14,810
  • Street/Road Desc.: Paved
  • Irrigation System: None
  • Lot Features: Drip System, Fenced, Landscaped, Level, Native Plants
  • Zoning: Ashland-HC

Financial Considerations

  • Tax Amount: $6,039.04
  • Tax Year: 2025
  • Terms: Cash, Conventional

Disclosures and Reports

  • Special Conditions: Standard
  • APN: 10057078
  • Section: Not Applicable
  • Lot Number: 1700

Listed by Ashland Homes Real Estate Inc. (541) 482-0044, Justin B Donovan and Ashland Homes Real Estate Inc. (541) 482-0044, Michaela M Donovan (541) 840-8000

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Listing agents

— 527 Chestnut St —

  • Justin B Donovan

    Ashland Homes Real Estate Inc.

    541-482-0044

  • Michaela M Donovan

    Ashland Homes Real Estate Inc.

    541-482-0044

541-482-0044

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with our affiliated lender
NMLS#: 1598647

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Save up to an additional 20% by bundling your home and auto together!

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Find the right home insurance for your new home!

with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Schools serving 527 Chestnut St

School District:Ashland School District 5
NameGradesDistance
Helman Elementary School
705 Helman Street, Ashland, OR 97520
K-50.7 mi
Ashland Middle School
100 Walker Avenue, Ashland, OR 97520
6-82.2 mi
Ashland High School
201 South Mountain Avenue, Ashland, OR 97520
9-121.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 527 Chestnut St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/15/2026
Price Reduced
$744,000
-3.25%
MLS
11/23/2025
Listed
$769,000
99.74%
MLS
11/17/2009
Sold
$385,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 527 Chestnut St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,039
2%
$381,320
3%
2024
$5,912
3%
$370,220
3%
2023
$5,720
3%
$359,440
3%
2022
$5,536
4%
$348,980
3%
2021
$5,348
5%
$338,820
6%
2019
$5,116
6%
$319,380
3%
2018
$4,832
1%
$310,080
3%
2017
$4,797
3%
$301,050
3%
2016
$4,672
4%
$292,290
3%
2015
$4,492
3%
$283,780
3%
2014
$4,346
5%
$275,520
3%
2013
$4,125
—
$267,500
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Ashland Homes Real Estate Inc. (541) 482-0044, Justin B Donovan and Ashland Homes Real Estate Inc. (541) 482-0044, Michaela M Donovan (541) 840-8000

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527 Chestnut Street, Ashland, OR 97520 (MLS# 220212305) is a Single Family property with 4 bedrooms and 4 full bathrooms. 527 Chestnut Street is currently listed for $744,000 and was received on November 23, 2025. Want to learn more about 527 Chestnut Street? Do you have questions about finding other Single Family real estate for sale in Ashland? You can browse all Ashland real estate or contact a Coldwell Banker agent to request more information.

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