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Luxury Homes in Ashland, OR
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3 beds
34 listings
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New construction
With a pool

Luxury Homes in Ashland, OR

Luxury Homes in Ashland, OR

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24 of 34 Listings
Map

Luxury Homes in Ashland, OR

24 of 34 Listings

Your local brokerage

JJ

Jeffrey J Jonas

L. Custen Realty dba Realty.com

Lic. #200709170

Call Jeffrey
  1. 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

  2. 619 Elkader Street — photo58Active

    $1,625,000

    5 bd · 4 ba · 4,448 sqft

    619 Elkader Street, Ashland, OR

    Eric F Bonetti · Millen Property Group

  3. 3729 Old Highway 99 S — photo57Active

    $1,075,000

    3 bd · 4 ba · 3,713 sqft

    3729 Old Highway 99 S, Ashland, OR

    Michele Fleisher · John L. Scott Medford

  4. 1320 N Mountain Avenue — photo18Active

    $2,800,000

    3 bd · 6 ba · 2,892 sqft

    1320 N Mountain Avenue, Ashland, OR

    Rowe Real Estate Team · John L. Scott Ashland

  5. 550 Crowson Road — photo110Active

    $1,695,000

    3 bd · 4 ba · 3,765 sqft

    550 Crowson Road, Ashland, OR

    Tana Godard · John L. Scott Ashland

  6. 312 Sky Ridge Road — photo50Active

    $2,400,000

    3 bd · 2 ba · 2,778 sqft

    312 Sky Ridge Road, Ashland, OR

    Martin Outdoor Property Group · John L. Scott Medford

  7. 153 Oak Street — photo13Active

    $1,450,000

    10 bd · 12 ba · 4,544 sqft

    153 Oak Street, Ashland, OR

    John Steinbergs · Gateway Real Estate

  8. 808 Pompadour Drive — photo75Active

    $1,350,000

    5 bd · 6 ba · 4,935 sqft

    808 Pompadour Drive, Ashland, OR

    Jennifer Annen · Gateway Real Estate

  9. 400 Allison Street — photo57Active

    $1,200,000

    2 bd · 3 ba · 1,987 sqft

    400 Allison Street, Ashland, OR

    Molly Mullane · Full Circle Real Estate

  10. 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.

  11. 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

  12. 8612 or-66 — photoPrice Reduced52Active

    $1,350,000

    3 bd · 4 ba · 2,451 sqft

    8612 or-66, Ashland, OR

    Kirt Meyer · John L. Scott Medford

  13. 4567 Old Highway 99 S — photo62Active

    $1,200,000

    5 bd · 3 ba · 4,918 sqft

    4567 Old Highway 99 S, Ashland, OR

    Jordan Kramer · John L. Scott Medford

  14. 200 Belle Fiore Lane — photo78Active

    $26,000,000

    7 bd · 19 ba · 19,908 sqft

    200 Belle Fiore Lane, Ashland, OR

    Hunter Blackwell · Cascade Hasson Sotheby's International Realty

  15. 200 Belle Fiore Lane — photo44Active

    $12,000,000

    7 bd · 19 ba · 19,908 sqft

    200 Belle Fiore Lane, Ashland, OR

    Hunter Blackwell · Cascade Hasson Sotheby's International Realty

  16. 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

  17. 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.

  18. 39 E Valley View Road — photoPrice Reduced68Active

    $1,149,808

    3 bd · 3 ba · 3,209 sqft

    39 E Valley View Road, Ashland, OR

    Douglas E Morse · John L. Scott Medford

  19. 1969 Colestin Road — photo73Active

    $1,250,000

    2 bd · 2 ba · 2,224 sqft

    1969 Colestin Road, Ashland, OR

    Matthew W Cook · Cascade Hasson Sotheby's International Realty

  20. 545 Ashland Creek Drive — photoPrice Reduced66Active

    $1,250,000

    3 bd · 3 ba · 3,108 sqft

    545 Ashland Creek Drive, Ashland, OR

    Douglas E Morse · John L. Scott Medford

  21. 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

  22. 237 Granite Street — photoPrice Reduced108Active

    $3,800,000

    5 bd · 6 ba · 6,396 sqft

    237 Granite Street, Ashland, OR

    Martin A Huggins · Bespoke Real Estate

  23. 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

  24. 138 Clear Creek Drive — photo62Active

    $1,466,000

    2 bd · 4 ba · 3,070 sqft

    138 Clear Creek Drive, Ashland, OR

    Eric F Bonetti · Millen Property Group

12

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©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 2026-09-02 18:32:49 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 · 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.