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3 beds
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New construction
With a pool
4 Bedroom Homes in Ashland, OR
31 listings

4 Bedroom Homes in Ashland, OR

4 Bedroom Homes in Ashland, OR

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24 of 31 Listings
Map

4 Bedroom Homes in Ashland, OR

24 of 31 Listings

  1. 527 Chestnut Street — photoPrice Reduced

Your local brokerage

JJ

Jeffrey J Jonas

L. Custen Realty dba Realty.com

Lic. #200709170

Call Jeffrey
58
Active

$715,000

4 bd · 4 ba · 2,032 sqft

527 Chestnut Street, Ashland, OR

Justin B Donovan · Ashland Homes Real Estate Inc.

  • 71 Scenic Drive — photoPrice Reduced41Active

    $550,000

    4 bd · 2 ba · 1,956 sqft

    71 Scenic Drive, Ashland, OR

    Rowe Real Estate Team · John L. Scott Ashland

  • 2590 Siskiyou Highway — photo68Active

    $695,000

    4 bd · 2 ba · 2,120 sqft

    2590 Siskiyou Highway, Ashland, OR

    Hunter Blackwell · Cascade Hasson Sotheby's International Realty

  • 311 B Street — photo35Active

    $875,000

    4 bd · 2 ba · 1,836 sqft

    311 B Street, Ashland, OR

    Rowe Real Estate Team · John L. Scott Ashland

  • 533 Fairview Street — photo61Active

    $1,375,000

    4 bd · 4 ba · 3,589 sqft

    533 Fairview Street, Ashland, OR

    Hunter Blackwell · Cascade Hasson Sotheby's International Realty

  • 2260 Old Highway 99 S — photo57Active

    $900,000

    4 bd · 3 ba · 2,847 sqft

    2260 Old Highway 99 S, Ashland, OR

    DeAnna & Dyan · John L. Scott Ashland

  • 3404 Siskiyou Boulevard — photo54Active

    $699,000

    4 bd · 3 ba · 2,989 sqft

    3404 Siskiyou Boulevard, Ashland, OR

    Joel Calhoun · RE/MAX Platinum

  • 923 Bellview Avenue, 2 — photoPrice Reduced47Active

    $420,000

    4 bd · 2 ba · 1,722 sqft

    923 Bellview Avenue, 2, Ashland, OR

    Greg Goebelt · John L. Scott Ashland

  • 986 Stoneridge Avenue — photoPrice Reduced26Active

    $525,000

    4 bd · 3 ba · 1,992 sqft

    986 Stoneridge Avenue, Ashland, OR

    Kristin McKean · Morninglight Properties

  • 279 Alta Street — photoPrice Reduced32Active

    $649,000

    4 bd · 2 ba · 1,956 sqft

    279 Alta Street, Ashland, OR

    Tyler Hinderer · Redfin

  • 197 Timberlake Drive — photoPrice Reduced76Active

    $750,000

    4 bd · 4 ba · 2,700 sqft

    197 Timberlake Drive, Ashland, OR

    Greg Goebelt · John L. Scott Ashland

  • 1000 Ivy Lane — photo37Active

    $739,000

    4 bd · 2 ba · 2,091 sqft

    1000 Ivy Lane, Ashland, OR

    Dixie Hackstedde · John L. Scott Medford

  • 40 Ashland Acres Road — photoPrice Reduced76Active

    $1,650,000

    4 bd · 4 ba · 4,979 sqft

    40 Ashland Acres Road, Ashland, OR

    CheyAnne Boen · Windermere Van Vleet & Assoc.

  • 250 Sheridan Street — photoPrice Reduced39Active

    $500,000

    4 bd · 3 ba · 2,062 sqft

    250 Sheridan Street, Ashland, OR

    Sara Moncrief · Windermere Van Vleet & Associates

  • 167 Tessa Lane — photoPrice Reduced49Active

    $1,400,000

    4 bd · 5 ba · 4,039 sqft

    167 Tessa Lane, Ashland, OR

    Lisa Jennings · John L. Scott Medford

  • 2685 Clay Creek Way — photo33Active

    $665,000

    4 bd · 3 ba · 2,127 sqft

    2685 Clay Creek Way, Ashland, OR

    DeAnna & Dyan · John L. Scott Ashland

  • 774 Lisa Lane — photoPrice Reduced70Active

    $850,000

    4 bd · 4 ba · 2,981 sqft

    774 Lisa Lane, Ashland, OR

    Justin B Donovan · Ashland Homes Real Estate Inc.

  • 307 Hillcrest Street — photoPrice Reduced40Active

    $779,000

    4 bd · 4 ba · 3,159 sqft

    307 Hillcrest Street, Ashland, OR

    Rowe Real Estate Team · John L. Scott Ashland

  • 374 Cambridge Street — photoPrice Reduced34Active

    $490,000

    4 bd · 3 ba · 1,723 sqft

    374 Cambridge Street, Ashland, OR

    Taylor Neill · Beyond Real Estate Brokers

  • 34 Scenic Drive — photoPrice Reduced90Active

    $599,000

    4 bd · 3 ba · 2,485 sqft

    34 Scenic Drive, Ashland, OR

    Mark E Philhower · Full Circle Real Estate

  • 2140 N Valley View Road — photoPrice Reduced73Active

    $875,000

    4 bd · 3 ba · 2,189 sqft

    2140 N Valley View Road, Ashland, OR

    Greg Goebelt · John L. Scott Ashland

  • 575 Dogwood Way — photoPrice Reduced29Active

    $769,000

    4 bd · 3 ba · 2,534 sqft

    575 Dogwood Way, Ashland, OR

    Tyler Hinderer · Redfin

  • 461 Waterline Road — photoPrice Reduced34Active

    $785,000

    4 bd · 4 ba · 3,404 sqft

    461 Waterline Road, Ashland, OR

    Dylan Dahle · John L. Scott Ashland

  • 5293 Highway 66 — photo64Active

    $2,195,000

    4 bd · 4 ba · 4,977 sqft

    5293 Highway 66, Ashland, OR

    Martin Outdoor Property Group · John L. Scott Medford

  • 12

    Explore Ashland homes

    By price

    • Under $300K
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    By bedrooms

    • 2 beds
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    By type

    • Single family
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    By feature

    • New construction
    • With a pool
    Realty.com

    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

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    Your local brokerage

    JJ

    Jeffrey J Jonas

    L. Custen Realty dba Realty.com

    Lic. #200709170

    Call Jeffrey

    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 2026-09-04 23:28:09 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

    August 2026 · This period is still settling

    Ashland 12-month median sale price trend

    Selling at 98.6% of asking price

    Buyers here are paying below asking. MLS · 30 sales · as of Aug 28, 2026

    Homes that sold · County records, as of Aug 19, 2026

    Median sale price
    $500,000$334,530–$585,000 typical range
    Price per sq. ft.
    $290
    Sales
    25
    Paid in cash
    28.0%

    Homes on the market · MLS, as of Aug 28, 2026–Aug 31, 2026

    Median list price
    $677,450
    Homes for sale
    176
    Median days on market
    40 days

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    -14.2%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

    Median home size
    1,658 sq. ft.