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5 Bedroom Homes in Ashland, OR
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3 beds
18 listings
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New construction
With a pool

5 Bedroom Homes in Ashland, OR

5 Bedroom Homes in Ashland, OR

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18 Listings
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5 Bedroom Homes in Ashland, OR

18 Listings

Your local brokerage

JJ

Jeffrey J Jonas

L. Custen Realty dba Realty.com

Lic. #200709170

Call Jeffrey
  1. 1068 E Main Street — photo77Active

    $1,250,000

    5 bd · 3 ba · 3,092 sqft

    1068 E Main Street, Ashland, OR

    Israel Hunter · RE/MAX Platinum

  2. 237 Granite St — photo35Active

    $3,800,000

    5 bd · 6 ba · 5,720 sqft

    237 Granite St, Ashland, OR

    Martin Huggins · Bespoke Real Estate, LLC

  3. 1058 Linda Avenue — photo50Active

    $649,000

    5 bd · 3 ba · 3,100 sqft

    1058 Linda Avenue, Ashland, OR

    Jed Joling · John L Scott Real Estate Grants Pass

  4. 728 W Valley View — photoPrice Reduced53Active

    $499,000

    5 bd · 3 ba · 1,832 sqft

    728 W Valley View, Ashland, OR

    Faith Ressigeac · Expert Properties Inc.

  5. 430 Ashland Street — photoPrice Reduced36Active

    $575,000

    5 bd · 3 ba · 1,973 sqft

    430 Ashland Street, Ashland, OR

    Anton J Faerber · Cascade Hasson Sotheby's International Realty

  6. 619 Elkader Street — photo58Active

    $1,625,000

    5 bd · 4 ba · 4,487 sqft

    619 Elkader Street, Ashland, OR

    Eric F Bonetti · Millen Property Group

  7. 485 Orchard Street — photoPrice Reduced40Active

    $645,000

    5 bd · 4 ba · 2,487 sqft

    485 Orchard Street, Ashland, OR

    Richard I Davalos · RE/MAX Integrity

  8. 12300 Oregon 66 — photoPrice Reduced48Active

    $499,900

    5 bd · 3 ba · 2,404 sqft

    12300 Oregon 66, Ashland, OR

    Rockwell Group · eXp Realty, LLC

  9. 808 Pompadour Drive — photoPrice Reduced75Active

    $1,299,000

    5 bd · 6 ba · 4,935 sqft

    808 Pompadour Drive, Ashland, OR

    Jennifer Annen · Gateway Real Estate

  10. 541 Fairview Street — photo49Active

    $996,000

    5 bd · 3 ba · 2,586 sqft

    541 Fairview Street, Ashland, OR

    Greg D. Messick · Realty Net of Central Oregon

  11. 523 Strawberry Lane — photoPrice Reduced77Active

    $995,000

    5 bd · 4 ba · 3,105 sqft

    523 Strawberry Lane, Ashland, OR

    Tracy M Peddicord · Gateway Real Estate

  12. 4567 Old Highway 99 S — photoPrice Reduced64Active

    $1,175,000

    5 bd · 3 ba · 4,918 sqft

    4567 Old Highway 99 S, Ashland, OR

    Jordan Kramer · John L. Scott Medford

  13. 22494 Jefferson Road — photo72Active

    $2,140,000

    5 bd · 5 ba · 7,468 sqft

    22494 Jefferson Road, Ashland, OR

    Martin Outdoor Property Group · John L. Scott Medford

  14. 1440 E Nevada Street — photoPrice Reduced142Active

    $3,750,000

    5 bd · 5 ba · 5,002 sqft

    1440 E Nevada Street, Ashland, OR

    Lisa Norvell · Ashland Homes Real Estate Inc.

  15. 2909 Dead Indian Memorial Road — photo75Active

    $900,000

    5 bd · 4 ba · 5,200 sqft

    2909 Dead Indian Memorial Road, Ashland, OR

    Kirt Meyer · John L. Scott Medford

  16. 75 Wimer Street — photoPrice Reduced44Active

    $759,000

    5 bd · 6 ba · 1,616 sqft

    75 Wimer Street, Ashland, OR

    Susie Brown · Absolute Realty

  17. 500 Ashland Loop Road — photo60Active

    $2,500,000

    5 bd · 7 ba · 6,033 sqft

    500 Ashland Loop Road, Ashland, OR

    Douglas E Morse · John L. Scott Medford

  18. 309 Granite St — photoPrice Reduced47Active

    $1,650,000

    5 bd · 5 ba · 5,488 sqft

    309 Granite St, Ashland, OR

    Nick Shivers · eXp Realty, LLC

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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

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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 2026-09-21 22:00:48 UTC
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Listing information ©2026 RMLS™ of Portland, Oregon.Inc®. All Rights Reserved. Last Updated: 2026-09-22 07:25:21 UTC
    • New construction
    • With a pool

    Your local brokerage

    JJ

    Jeffrey J Jonas

    L. Custen Realty dba Realty.com

    Lic. #200709170

    Call Jeffrey

    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

    Ashland 12-month median sale price trend

    Selling at 98.6% of asking price

    Buyers here are paying below asking. MLS · 32 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 31, 2026

    Median sale price
    $510,000$395,000–$649,000 typical range
    Price per sq. ft.
    $305
    Sales
    45
    Paid in cash
    35.6%

    Homes on the market · MLS, as of 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
    -4.8%

    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.