Ashland, OR Homes for Sale under $500,000

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  /22

  $349,000

  • Land
  • 58.91 Acres
  • $5,924 per Acre

  3727 Old Siskiyou Hwy, Ashland, OR 97520

  Perched above the scenic Ashland valley, this remarkable 58.91 acre property at 3727 Old Siskiyou Highway offers sweeping panoramic views across rolling hills, forested ridgelines, and nearby Emigrant Lake. The land features a beautiful mix of open grassy slopes and mature oak woodland, creating a private and peaceful setting that feels far removed while still offering convenient access to town.

  Chris Martin John L. Scott Medford

  3727 Old Siskiyou Hwy, Ashland, OR 97520
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  /20

  $312,000

  • 2 Beds
  • 2 Baths
  • 988 Sq Ft

  295 Tolman Creek Rd Unit 7, Ashland, OR 97520

  Nature meets urban convenience in this ideal Ashland home! Experience treetop living in this meticulously maintained, second story, one level condo. Enjoy an abundance of natural light in this open-concept home with bright, large kitchen and a living room with direct views of Grizzly Peak. The spacious private deck provides outdoor enjoyment. The two large bedrooms offer large closets and

  Catherine Hatfield Windermere Van Vleet & Associates

  295 Tolman Creek Rd Unit 7, Ashland, OR 97520
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  /35

  $499,000

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,741 Sq Ft

  935 Cypress Point Loop, Ashland, OR 97520

  Lovely single level home within the Oak Knoll Meadows subdivision, also known as ''Ashland's Hidden Gem'' a wonderful neighborhood at the southeast end of town. Home has three bedrooms, two bathrooms with approx. 1741 SF of living space. Light filled kitchen has lots of cabinetry and surface space with a cozy breakfast nook area and window seat. Kitchen opens to the dining area and great room.

  Justin Donovan Ashland Homes Real Estate Inc.

  935 Cypress Point Loop, Ashland, OR 97520
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  /8

  $234,000

  $66K PRICE DROP

  • Land
  • 1 Acre
  • $234,000 per Acre

  198 E Butler Ln, Ashland, OR 97520

  Owned by the same family since 1950, this one-acre property is situated near the north end of Ashland. It is located in the county and is nestled in the country side in Valley View but is close to Ashland and its amenities. The acreage has Talent irrigation rights and is full of potential with a view of the valley and easy freeway access without the noise.

  Stephanie Lowe Keller Williams Realty Southern Oregon

  198 E Butler Ln, Ashland, OR 97520
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  /21

  $349,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,047 Sq Ft

  624 Fair Oaks Ct, Ashland, OR 97520

  Welcome to your dream sanctuary! Perched high in an exclusive residential community, this extraordinary second-floor condominium seamlessly combines modern luxury with natural tranquility. Step inside to discover a bright, open-concept living space framed by multiple windows which capture the views over a quaint green park. At the heart of the living room there is a cozy gas fireplace, creating

  Camilla Cassity Gateway Real Estate

  624 Fair Oaks Ct, Ashland, OR 97520
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  /15

  $325,000

  $25K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,200 Sq Ft

  795 Tolman Creek Rd, Ashland, OR 97520

  Charming 1910-built home offering 3 bedrooms on a spacious .32-acre lot in desirable Tolman Creek. This property presents a wonderful opportunity to enjoy the character and appeal of an older home while taking advantage of a generous lot with plenty of space and potential. Conveniently located in a sought-after area, this is a rare opportunity to own a piece of local history with room to make it

  Shelly Culbertson John L. Scott Medford

  795 Tolman Creek Rd, Ashland, OR 97520
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  /37

  $449,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,062 Sq Ft

  262 Sheridan St, Ashland, OR 97520

  Well-located, well-built and lovingly maintained, this easy-care home offers comfort, convenience and no HOA! The 3-bedroom, 2.5-bath home was thoughtfully customized during construction with view balcony, open concept design, tile flooring throughout, central vacuum and a covered patio. A wall of windows featuring beautiful mountain views creates loads of natural light throughout the open living

  Patie Millen Millen Property Group

  262 Sheridan St, Ashland, OR 97520

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