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Prineville, OR Real Estate & Homes For Sale

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      14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 1 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 2 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 3 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 4 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 5 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 6 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 7 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 8 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 9 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 10 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 11 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 12 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 13 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 14 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 15 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 16 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 17 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 18 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 19 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 20 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 21 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 22 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 23 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 24 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 25 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 26 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 27 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 28 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 29 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 30 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 31 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 32 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 33 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 34 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 35 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 36 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 37 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 38 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 39 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 40 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 41 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 42 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 43 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 44 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 45 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 46 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 47 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 48 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 49 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 50 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 51 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 52 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 53 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 54 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 55 14552 SE Wintoon Rd, Prineville, OR 97754 - Photo 56

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      14552 SE Wintoon Rd  Prineville, OR 97754

      $585,000
      • Manufactured Home
      • Active
      • MLS # 220193899
      • 3
        Beds
      • 3
        Full Baths
      • 3
        Total Baths
      • 1,512
        Sq. Ft.
      Listed by TnT Real Estate, LLC, Christina Tsutsui-Tharp

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      2717 SE Hill St, Prineville, OR 97754 - Photo 1 2717 SE Hill St, Prineville, OR 97754 - Photo 2 2717 SE Hill St, Prineville, OR 97754 - Photo 3 2717 SE Hill St, Prineville, OR 97754 - Photo 4 2717 SE Hill St, Prineville, OR 97754 - Photo 5 2717 SE Hill St, Prineville, OR 97754 - Photo 6 2717 SE Hill St, Prineville, OR 97754 - Photo 7 2717 SE Hill St, Prineville, OR 97754 - Photo 8 2717 SE Hill St, Prineville, OR 97754 - Photo 9 2717 SE Hill St, Prineville, OR 97754 - Photo 10 2717 SE Hill St, Prineville, OR 97754 - Photo 11 2717 SE Hill St, Prineville, OR 97754 - Photo 12 2717 SE Hill St, Prineville, OR 97754 - Photo 13 2717 SE Hill St, Prineville, OR 97754 - Photo 14 2717 SE Hill St, Prineville, OR 97754 - Photo 15 2717 SE Hill St, Prineville, OR 97754 - Photo 16 2717 SE Hill St, Prineville, OR 97754 - Photo 17 2717 SE Hill St, Prineville, OR 97754 - Photo 18 2717 SE Hill St, Prineville, OR 97754 - Photo 19 2717 SE Hill St, Prineville, OR 97754 - Photo 20 2717 SE Hill St, Prineville, OR 97754 - Photo 21 2717 SE Hill St, Prineville, OR 97754 - Photo 22 2717 SE Hill St, Prineville, OR 97754 - Photo 23 2717 SE Hill St, Prineville, OR 97754 - Photo 24 2717 SE Hill St, Prineville, OR 97754 - Photo 25 2717 SE Hill St, Prineville, OR 97754 - Photo 26 2717 SE Hill St, Prineville, OR 97754 - Photo 27 2717 SE Hill St, Prineville, OR 97754 - Photo 28 2717 SE Hill St, Prineville, OR 97754 - Photo 29 2717 SE Hill St, Prineville, OR 97754 - Photo 30 2717 SE Hill St, Prineville, OR 97754 - Photo 31 2717 SE Hill St, Prineville, OR 97754 - Photo 32 2717 SE Hill St, Prineville, OR 97754 - Photo 33 2717 SE Hill St, Prineville, OR 97754 - Photo 34 2717 SE Hill St, Prineville, OR 97754 - Photo 35 2717 SE Hill St, Prineville, OR 97754 - Photo 36 2717 SE Hill St, Prineville, OR 97754 - Photo 37 2717 SE Hill St, Prineville, OR 97754 - Photo 38 2717 SE Hill St, Prineville, OR 97754 - Photo 39 2717 SE Hill St, Prineville, OR 97754 - Photo 40 2717 SE Hill St, Prineville, OR 97754 - Photo 41 2717 SE Hill St, Prineville, OR 97754 - Photo 42 2717 SE Hill St, Prineville, OR 97754 - Photo 43 2717 SE Hill St, Prineville, OR 97754 - Photo 44 2717 SE Hill St, Prineville, OR 97754 - Photo 45 2717 SE Hill St, Prineville, OR 97754 - Photo 46 2717 SE Hill St, Prineville, OR 97754 - Photo 47 2717 SE Hill St, Prineville, OR 97754 - Photo 48
      Sale Pending

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      2717 SE Hill St  Prineville, OR 97754

      $750,000
      • Single Family
      • Pending
      • MLS # 220192637
      • Updated 11 days ago
      • 6
        Beds
      • 3
        Full Baths
      • 3
        Total Baths
      • 5,338
        Sq. Ft.
      • 2
        Car Garage
      Listed by Bend Premier Real Estate LLC, William Raven

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      3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 1 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 2 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 3 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 4 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 5 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 6 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 7 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 8 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 9 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 10 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 11 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 12 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 13 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 14 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 15 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 16 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 17 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 18 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 19 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 20 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 21 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 22 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 23 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 24 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 25 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 26 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 27 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 28 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 29 3248 NE Yellowpine Rd, Prineville, OR 97754 - Photo 30

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      3248 NE Yellowpine Rd  #00  Prineville, OR 97754

      $1,200,000
      • Single Family
      • Active
      • MLS # 220190735
      • 3
        Beds
      • 3
        Full Baths
      • 1
        Partial Bath
      • 4
        Total Baths
      • 3,700
        Sq. Ft.
      • 3
        Car Garage
      Listed by Engel & Voelkers Bend, Micalene Lea Stafford

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      937 NW Cains Rd, Prineville, OR 97754 - Photo 1 937 NW Cains Rd, Prineville, OR 97754 - Photo 2 937 NW Cains Rd, Prineville, OR 97754 - Photo 3 937 NW Cains Rd, Prineville, OR 97754 - Photo 4 937 NW Cains Rd, Prineville, OR 97754 - Photo 5 937 NW Cains Rd, Prineville, OR 97754 - Photo 6 937 NW Cains Rd, Prineville, OR 97754 - Photo 7 937 NW Cains Rd, Prineville, OR 97754 - Photo 8 937 NW Cains Rd, Prineville, OR 97754 - Photo 9 937 NW Cains Rd, Prineville, OR 97754 - Photo 10 937 NW Cains Rd, Prineville, OR 97754 - Photo 11 937 NW Cains Rd, Prineville, OR 97754 - Photo 12 937 NW Cains Rd, Prineville, OR 97754 - Photo 13 937 NW Cains Rd, Prineville, OR 97754 - Photo 14 937 NW Cains Rd, Prineville, OR 97754 - Photo 15 937 NW Cains Rd, Prineville, OR 97754 - Photo 16 937 NW Cains Rd, Prineville, OR 97754 - Photo 17 937 NW Cains Rd, Prineville, OR 97754 - Photo 18 937 NW Cains Rd, Prineville, OR 97754 - Photo 19 937 NW Cains Rd, Prineville, OR 97754 - Photo 20 937 NW Cains Rd, Prineville, OR 97754 - Photo 21 937 NW Cains Rd, Prineville, OR 97754 - Photo 22

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      937 NW Cains Rd  Prineville, OR 97754

      $424,900
      • Multi-Family
      • Active
      • MLS # 24077424
      Listed by Mal & Seitz, Kathryn Smith

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      344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 1 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 2 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 3 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 4 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 5 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 6 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 7 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 8 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 9 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 10 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 11 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 12 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 13 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 14 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 15 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 16 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 17 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 18 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 19 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 20 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 21 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 22 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 23 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 24 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 25 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 26 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 27 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 28 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 29 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 30 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 31 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 32 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 33 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 34 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 35 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 36 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 37 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 38 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 39 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 40 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 41 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 42 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 43 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 44 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 45 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 46 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 47 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 48 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 49 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 50 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 51 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 52 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 53 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 54 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 55 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 56 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 57 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 58 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 59 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 60 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 61 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 62 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 63 344 NW Saddle Ridge Loop, Prineville, OR 97754 - Photo 64

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      344 NW Saddle Ridge Loop  Prineville, OR 97754

      $1,159,000
      • Single Family
      • Active
      • MLS # 220182536
      • 5
        Beds
      • 3
        Full Baths
      • 3
        Total Baths
      • 3,572
        Sq. Ft.
      • 4
        Car Garage
      Listed by ListWithFreedom.com Inc, Kurt Clements

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      18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 1 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 2 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 3 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 4 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 5 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 6 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 7 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 8 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 9 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 10 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 11 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 12 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 13 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 14 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 15 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 16 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 17 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 18 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 19 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 20 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 21 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 22 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 23 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 24 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 25 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 26 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 27 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 28 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 29 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 30 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 31 18990 SE Doubtful Dirt Rd, Prineville, OR 97754 - Photo 32

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      18990 SE Doubtful Dirt Rd  Prineville, OR 97754

      $299,000
      • Single Family
      • Active
      • MLS # 22679153
      • 1
        Bed
      • 1
        Full Bath
      • 1
        Total Bath
      • 1,390
        Sq. Ft.
      Listed by Coldwell Banker Sun Country, Renee Moss

      Save this searchYou’ll get email updates when new properties matching this criteria go on the market. You can also run these searches quickly under “Properties & Searches” at the top of every page. and receive alerts when new properties are listed.

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      The content relating to real estate for sale on this website comes in part from the MLS of Central Oregon. Real estate listings held by Brokerages other than Coldwell Banker Bain are marked with the Reciprocity/IDX logo, and detailed information about these properties includes the name of the listing Brokerage. © MLS of Central Oregon (MLSCO). This content last updated on Feb 25 2026 7:10PM. Some properties which appear for sale on this website may subsequently have sold or may no longer be available. All information provided is deemed reliable but is not guaranteed and should be independently verified. All content displayed on this website is restricted to personal, non-commercial use, and only for ascertaining information regarding real property for sale. The consumer will not copy, retransmit nor redistribute any of the content from this website. The consumer is reminded that all listing content provided by automatic transmission by MLSCO is © Multiple Listing Service of Central Oregon (MLSCO).

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      All information provided is deemed reliable but is not guaranteed and should be independently verified. The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS of Portland Oregon. Real estate listings held by brokerage firms other than Coldwell Banker Bain are marked with the RMLS logo and detailed information about these properties includes the names of the listing brokers. Copyright © 2026 RMLS, Portland, Oregon. Last updated: Feb 27 2026 10:7PM

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