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Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

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Registered offenders on the map

Show registered offenders

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

Homes Under $500K in Ashland, OR

69 listings

Homes Under $500K in Ashland, OR

Homes Under $500K in Ashland, OR

24 of 69 Listings

Homes Under $500K in Ashland, OR

24 of 69 Listings

New

Your local brokerage

JJ

Jeffrey J Jonas

L. Custen Realty dba Realty.com

Lic. #200709170

52

Active

$460,000

3 bd · 3 ba · 2,127 sqft

368 Meadow Drive, Ashland, OR

Russell Manzone · John L. Scott Ashland

$175,000

3 bd · 1 ba · 1,053 sqft

380 Clay Street, Ashland, OR

Brian Brockman · Bang Realty-Oregon Inc.

$317,000

2 bd · 2 ba · 1,249 sqft

49 California Street, Ashland, OR

Patricia Millen · Millen Property Group

Price Reduced38Active

$499,000

3 bd · 3 ba · 2,123 sqft

369 Meadow Drive, Ashland, OR

Buying Southern Oregon Real Estate Team · Real Broker

$450,000

3 bd · 2 ba · 1,551 sqft

552 Fair Oaks Avenue, Ashland, OR

Joshua Gregorio · eXp Realty, LLC

$312,000

2 bd · 2 ba · 988 sqft

295 Tolman Creek Road, 7, Ashland, OR

Catherine Hatfield · Windermere Van Vleet & Associates

$339,000

3 bd · 2 ba · 1,184 sqft

669 Park Street, Ashland, OR

Lindsey Negra · Ashland Homes Real Estate Inc.

$195,000

1 bd · 1 ba · 872 sqft

853 Pavilion Place, Ashland, OR

Alex M Aaronson · John L. Scott Medford

Price Reduced37Active

$470,000

4 bd · 3 ba · 2,062 sqft

250 Sheridan Street, Ashland, OR

Sara Moncrief · Windermere Van Vleet & Associates

$450,000

2 bd · 2 ba · 1,359 sqft

2133 Birchwood Lane, Ashland, OR

Buying Southern Oregon Real Estate Team · Real Broker

Price Reduced33Active

$350,000

2 bd · 1 ba · 1,630 sqft

324 Liberty Street, Ashland, OR

Rowe Real Estate Team · John L. Scott Ashland

$325,000

1 bd · 1 ba · 913 sqft

2205 Ashland St 210, Ashland, OR

Martin Huggins · Bespoke Real Estate, LLC

Price Reduced15Active

$325,000

3 bd · 2 ba · 2,200 sqft

795 Tolman Creek Road, Ashland, OR

Shelly Culbertson · John L. Scott Medford

$399,000

2 bd · 2 ba · 1,750 sqft

5010 Old Highway 99 S, Ashland, OR

Anna A Houppermans · John L. Scott Ashland

Price Reduced24Active

$349,000

2 bd · 2 ba · 1,047 sqft

624 Fair Oaks Court, Ashland, OR

Camilla C Cassity · Gateway Real Estate

Price Reduced6Active

$24,900

2 bd · 1 ba · 768 sqft

939 S Valley View Road, Unit 25, Ashland, OR

Brandon D Thoms · eXp Realty, LLC

Price Reduced37Active

$449,000

3 bd · 3 ba · 2,062 sqft

262 Sheridan Street, Ashland, OR

Patricia Millen · Millen Property Group

Price Reduced18Active

$398,900

2 bd · 1 ba · 956 sqft

1302 Mill Pond Road, Ashland, OR

Kristin McKean · Morninglight Properties

$184,600

0 bd · 0 ba · 456 sqft

13099 Old Hwy 99 S, Ashland, OR

Jennifer Molloy · Coldwell Banker Professional Group

$410,000

2 bd · 2 ba · 1,359 sqft

2140 Birchwood Lane, Ashland, OR

DeAnna & Dyan · John L. Scott Ashland

Price Reduced53Active

$499,000

5 bd · 3 ba · 1,832 sqft

728 W Valley View, Ashland, OR

Faith Ressigeac · Expert Properties Inc.

Price Reduced15Active

$400,000

2 bd · 1 ba · 768 sqft

1340 E Main Street, Ashland, OR

DeAnna & Dyan · John L. Scott Ashland

Price Reduced15Active

$379,900

2 bd · 1 ba · 752 sqft

583 Coffee Lane, Ashland, OR

Kenny Taylor · Millen Property Group

Price Reduced15Active

$375,000

2 bd · 1 ba · 936 sqft

1342 E Main Street, Ashland, OR

DeAnna & Dyan · John L. Scott Ashland

1 2 3

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Your local brokerage

JJ

Jeffrey J Jonas

L. Custen Realty dba Realty.com

Lic. #200709170

Listing data & MLS disclosures

MLS of Central Oregon: ©2026 Oregon Datashare (KCAR | MLSCO | SOMLS). All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Oregon Datashare. Real estate listings held by IDX Brokerage firms other than Realty.com Inc. are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing Brokers. 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. This content has last been updated on 2026-10-01 14:27:19 UTC
Regional Multiple Listing Service (RMLS): IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Listing information ©2026 RMLS™ of Portland, Oregon.Inc®. All Rights Reserved. Last Updated: 2026-09-13 00:13:50 UTC

Ashland, OR community profile

Population: 21,420
Median income: $66,206
Housing units: 11,380
People per sq. mi.: 40.3
Area: 532.1 sq. mi.

Source: HJN community data

Ashland housing market

September 2026 · This period is still settling

Selling at 98.0% of asking price

Buyers here are paying below asking. MLS · 35 sales · as of Sep 29, 2026

Homes that sold · County records, as of Sep 18, 2026

Median sale price: $612,500$493,750–$1,185,000 typical range
Price per sq. ft.: $320
Sales: 36
Paid in cash: 41.7%

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $669,000
Homes for sale: 173
Median days on market: 50 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 3.2%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Median home size: 1,658 sq. ft.