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Real Estate and Homes for Sale

$54,000,000
Active
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27990 NE Old Wolf Creek Road

Prineville, OR 97754

  • Single Family
  • 20 Beds
  • 24 Baths
  • 10,287 sqft
Listing provided courtesy of Polvi
$21,000,000
Active
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52255 Huntington Road

La Pine, OR 97739

  • Single Family
  • 2 Beds
  • 3 Baths
  • 3,617 sqft
Listing provided courtesy of Fay Ranches, Inc.
$21,000,000
Active
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52255 HUNTINGTON RD

La Pine, OR 97739

  • Single Family
  • 2 Beds
  • 3 Baths
  • 3,617 sqft
Listing provided courtesy of Fay Ranches, Inc
$20,000,000
Active
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28000 SE Paulina Highway

Prineville, OR 97754

  • Single Family
  • 4 Beds
  • 3 Baths
  • 3,075 sqft
Listing provided courtesy of Cascade Hasson SIR
$11,900,000
Active
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65255 Swalley Road

Bend, OR 97703

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,268 sqft
Listing provided courtesy of Land and Wildlife LLC
$11,750,000
Active
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1299 NW McDaniel Road

Powell Butte, OR 97753

  • Single Family
  • 6 Beds
  • 5 Baths
  • 10,752 sqft
Listing provided courtesy of Century 21 North Homes Realty
$9,995,000
Active
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19472 Pine Drive

Bend, OR 97702

  • Single Family
  • 6 Beds
  • 6 Baths
  • 9,933 sqft
Listing provided courtesy of Bend Premier Real Estate LLC
$9,750,000
Active
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16465 Suntree Lane

Sisters, OR 97759

  • Single Family
  • 8 Beds
  • 9 Baths
  • 9,050 sqft
Listing provided courtesy of Engel & Volkers Portland Rose City
$8,750,000
Active
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19100 Macalpine Loop

Bend, OR 97702

  • Single Family
  • 5 Beds
  • 8 Baths
  • 9,971 sqft
Listing provided courtesy of Cascade Hasson SIR
$8,700,000
Active
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41221 Van Lake Road

Prineville, OR 97754

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,720 sqft
Listing provided courtesy of HomeSmart Realty Group
$8,700,000
Active
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41221 SE VAN LAKE RD

Prineville, OR 97754

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,720 sqft
Listing provided courtesy of HomeSmart Realty Group
$7,900,000
Active
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65930 Mariposa Lane

Bend, OR 97703

  • Single Family
  • 7 Beds
  • 9 Baths
  • 10,771 sqft
Listing provided courtesy of Camerelle Real Estate LLC
$6,999,000
Active
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67480 Cloverdale Road

Bend, OR 97703

  • Single Family
  • 6 Beds
  • 7 Baths
  • 9,075 sqft
Listing provided courtesy of Hicks Team - Fay Ranches LLC
$6,900,000
Pending
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18665 Macalpine Loop

Bend, OR 97702

  • Single Family
  • 5 Beds
  • 10 Baths
  • 12,475 sqft
Listing provided courtesy of Cascade Hasson SIR
$6,700,000
Active
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41225 Van Lake Road

Prineville, OR 97754

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,720 sqft
Listing provided courtesy of HomeSmart Realty Group
$6,500,000
Active
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11705 SW Shumway Road

Powell Butte, OR 97753

  • Single Family
  • 4 Beds
  • 5 Baths
  • 4,749 sqft
Listing provided courtesy of Cascade Hasson SIR
$6,500,000
Active
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11997 SW CORNETT LOOP

Powell Butte, OR 97753

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,623 sqft
Listing provided courtesy of CENTURY 21 North Homes Realty
$6,000,000
Pending
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14427 SW Alfalfa Road ## 10

Powell Butte, OR 97753

  • Single Family
  • 4 Beds
  • 4 Baths
  • 4,544 sqft
Listing provided courtesy of RE/MAX Key Properties
$5,995,000
Active
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18780 Macalpine Loop

Bend, OR 97702

  • Single Family
  • 5 Beds
  • 6 Baths
  • 6,772 sqft
Listing provided courtesy of Cascade Hasson SIR
$5,950,000
Active
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18883 Sutherland Court

Bend, OR 97702

  • Single Family
  • 6 Beds
  • 9 Baths
  • 9,197 sqft
Listing provided courtesy of John L Scott Bend
$5,950,000
Active
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17097 SW Lago Vista Drive

Powell Butte, OR 97753

  • Single Family
  • 5 Beds
  • 7 Baths
  • 15,108 sqft
Listing provided courtesy of High Desert Realty, LLC
$5,950,000
Active
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67500 Three Creeks Road

Sisters, OR 97759

  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,284 sqft
Listing provided courtesy of Cascade Hasson SIR
$5,950,000
Active
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18880 Baker Road

Bend, OR 97702

  • Single Family
  • 5 Beds
  • 3 Baths
  • 3,887 sqft
Listing provided courtesy of Stellar Realty Northwest
$5,500,000
Active
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16305 N East Ochoco Highway

Prineville, OR 97754

  • Single Family
  • 3 Beds
  • 3 Baths
  • 5,168 sqft
Listing provided courtesy of Cascade Hasson SIR
$5,500,000
Active
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16303 NE OCHOCO HWY

Prineville, OR 97754

  • Single Family
  • 3 Beds
  • 3 Baths
  • 3,202 sqft
Listing provided courtesy of Cascade Hasson Sotheby's International Realty
$5,499,000
Active
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8892 NW Campbell Ranch Road

Prineville, OR 97754

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,700 sqft
Listing provided courtesy of Hicks Team - Fay Ranches LLC
$5,495,000
Active
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1111 ILLAHEE RD

Idleyld Park, OR 97447

  • Single Family
  • 10 Beds
  • 7 Baths
  • 6,176 sqft
Listing provided courtesy of RE/MAX Integrity
$4,995,000
Active
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66505 GERKING MARKET RD

Bend, OR 97703

  • Single Family
  • 5 Beds
  • 5 Baths
  • 3,034 sqft
Listing provided courtesy of Fay Ranches, Inc
$4,995,000
Active
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19365 Rim View Court

Bend, OR 97703

  • Single Family
  • 4 Beds
  • 4 Baths
  • 4,972 sqft
Listing provided courtesy of Cascade Hasson SIR
$4,950,000
Active
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11500 NE Canyons Ranch

Terrebonne, OR 97760

  • Single Family
  • 3 Beds
  • 6 Baths
  • 5,379 sqft
Listing provided courtesy of Cascade Hasson SIR
$4,949,999
Active
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11540 NE Canyons Ranch Drive

Terrebonne, OR 97760

  • Single Family
  • 4 Beds
  • 6 Baths
  • 6,000 sqft
Listing provided courtesy of Avenir Realty
$4,750,000
Pending
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21925 Bear Creek Road

Bend, OR 97701

  • Single Family
  • 4 Beds
  • 3 Baths
  • 3,092 sqft
Listing provided courtesy of Alpine Real Estate
$4,500,000
Pending
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22 NW Shasta Place

Bend, OR 97703

  • Single Family
  • 5 Beds
  • 5 Baths
  • 3,781 sqft
Listing provided courtesy of Cascade Hasson SIR
$4,500,000
Active
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63950 Tyler Road

Bend, OR 97703

  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,004 sqft
Listing provided courtesy of RE/MAX Key Properties
$4,400,000
Active
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11750 NE Canyons Ranch Drive

Terrebonne, OR 97760

  • Single Family
  • 5 Beds
  • 7 Baths
  • 7,030 sqft
Listing provided courtesy of Cascade Hasson SIR
$4,250,000
Active
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25405 SE BEAR CREEK RD

Prineville, OR 97754

  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,611 sqft
Listing provided courtesy of Cascade Hasson Sotheby's International Realty
$4,250,000
Active
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19167 Cartwright Court

Bend, OR 97702

  • Single Family
  • 5 Beds
  • 7 Baths
  • 6,504 sqft
Listing provided courtesy of Cascade Hasson SIR
$4,000,000
Active
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4705 NE Wittmer

Prineville, OR 97754

  • Single Family
  • 4 Beds
  • 4 Baths
  • 10,429 sqft
Listing provided courtesy of Coldwell Banker Sun Country
$4,000,000
Active
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61572 Hardin Martin Court

Bend, OR 97702

  • Single Family
  • 4 Beds
  • 4 Baths
  • 4,607 sqft
Listing provided courtesy of Engel & Voelkers Bend
$4,000,000
Active
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4705 NE WITTMER RD

Prineville, OR 97754

  • Single Family
  • 4 Beds
  • 4 Baths
  • 10,429 sqft
Listing provided courtesy of Coldwell Banker Sun Country
$3,999,995
Active
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Bend, OR 97703

  • Single Family
  • 4 Beds
  • 5 Baths
  • 4,617 sqft
Listing provided courtesy of Cascade Hasson SIR
$3,999,900
Active
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61594 Hosmer Lake Drive #Lot 273

Bend, OR 97702

  • Single Family
  • 4 Beds
  • 5 Baths
  • 5,000 sqft
Listing provided courtesy of eXp Realty, LLC
$3,999,000
Active
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17945 Mountain View Road

Sisters, OR 97759

  • Single Family
  • 4 Beds
  • 7 Baths
  • 7,663 sqft
Listing provided courtesy of Ponderosa Properties
$3,999,000
Active
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59047 OLD LAKE RD

Christmas Valley, OR 97641

  • Single Family
  • 5 Beds
  • 7 Baths
  • 8,238 sqft
Listing provided courtesy of RE/MAX Key Properties
$3,999,000
Active
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20450 Arrowhead Drive

Bend, OR 97703

  • Single Family
  • 4 Beds
  • 6 Baths
  • 8,235 sqft
Listing provided courtesy of Cascade Hasson SIR
$3,999,000
Active
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61859 Hosmer Lake Drive #Lot 374

Bend, OR 97702

  • Single Family
  • 4 Beds
  • 6 Baths
  • 5,140 sqft
Listing provided courtesy of Curtis Homes Realty
$3,995,000
Active
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1843 NW Wild Rye Circle

Bend, OR 97703

  • Single Family
  • 4 Beds
  • 5 Baths
  • 5,939 sqft
Listing provided courtesy of Bend Premier Real Estate LLC
$3,959,000
Active
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11698 Pinedale Lane

Terrebonne, OR 97760

  • Single Family
  • 5 Beds
  • 5 Baths
  • 6,654 sqft
Listing provided courtesy of RE/MAX Key Properties
$3,950,000
Active
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Undisclosed

Brownsville, OR 97327

  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,104 sqft
Listing provided courtesy of Excel Real Estate
$3,800,000
Active
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664 NW Powell Butte Loop

Bend, OR 97703

  • Single Family
  • 4 Beds
  • 5 Baths
  • 5,220 sqft
Listing provided courtesy of Cascade Hasson SIR
$3,750,000
Active
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1596 NW Wild Rye Circle

Bend, OR 97703

  • Single Family
  • 3 Beds
  • 4 Baths
  • 5,886 sqft
Listing provided courtesy of Cascade Hasson SIR
$3,600,000
Active
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78189 High Prairie Road

Oakridge, OR 97463

  • Single Family
  • 4 Beds
  • 3 Baths
  • 3,000 sqft
Listing provided courtesy of Fay Ranches, Inc.
$3,500,000
Active
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45650 MCKENZIE HWY

Vida, OR 97488

  • Single Family
  • 3 Beds
  • 5 Baths
  • 5,325 sqft
Listing provided courtesy of Windermere RE Lane County
$3,495,000
Active
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27520 ERICKSON RD

Eugene, OR 97402

  • Single Family
  • 4 Beds
  • 5 Baths
  • 5,963 sqft
Listing provided courtesy of DC Real Estate Inc
$3,495,000
Active
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60985 Bachelor View Road

Bend, OR 97702

  • Single Family
  • 3 Beds
  • 4 Baths
  • 4,466 sqft
Listing provided courtesy of Duke Warner Realty ERA Powered
$3,495,000
Active
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17751 Preservation Loop #Lot 471

Bend, OR 97707

  • Single Family
  • 6 Beds
  • 9 Baths
  • 5,729 sqft
Listing provided courtesy of Cascade Hasson SIR
$3,495,000
Pending
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66279 Gerking Market Road

Bend, OR 97703

  • Single Family
  • 4 Beds
  • 4 Baths
  • 4,629 sqft
Listing provided courtesy of Cascade Hasson SIR
$3,490,000
Active
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27415 SIUSLAW RIVER RD

Lorane, OR 97451

  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,468 sqft
Listing provided courtesy of Berkshire Hathaway HomeServices NW Real Estate
$3,465,000
Active
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20334 Arrowhead Drive

Bend, OR 97703

  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,967 sqft
Listing provided courtesy of Cascade Hasson SIR
$3,395,000
Active
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19136 Cartwright Court

Bend, OR 97702

  • Single Family
  • 4 Beds
  • 5 Baths
  • 3,867 sqft
Listing provided courtesy of Cascade Hasson SIR
$3,389,000
Active
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32500 SE Tackman Road

Prineville, OR 97754

  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,600 sqft
Listing provided courtesy of AgriHome Realty, LLC
$3,350,000
Active
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19345 Roswell Drive

Bend, OR 97702

  • Single Family
  • 4 Beds
  • 5 Baths
  • 4,290 sqft
Listing provided courtesy of Cascade Hasson SIR
$3,350,000
Pending
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61591 Hosmer Lake Drive

Bend, OR 97702

  • Single Family
  • 4 Beds
  • 5 Baths
  • 3,965 sqft
Listing provided courtesy of Cascade Hasson SIR
$3,350,000
Active
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17771 Warrin Road

Sisters, OR 97759

  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,082 sqft
Listing provided courtesy of Cascade Hasson SIR
$3,250,000
Pending
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10410 SW Houston Lake Road

Powell Butte, OR 97753

  • Single Family
  • 9 Beds
  • 6 Baths
  • 3,309 sqft
Listing provided courtesy of Century 21 North Homes Realty
$3,250,000
Active
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10400 SW HOUSTON LAKE RD

Powell Butte, OR 97753

  • Single Family
  • 9 Beds
  • 6 Baths
  • 4,315 sqft
Listing provided courtesy of CENTURY 21 North Homes Realty
$3,200,000
Pending
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62608 SPARROW HAWK CIR

Bend, OR 97703

  • Single Family
  • 3 Beds
  • 3 Baths
  • 3,745 sqft
Listing provided courtesy of Stellar Realty Northwest
$3,200,000
Active
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61865 Hosmer Lake Drive

Bend, OR 97702

  • Single Family
  • 4 Beds
  • 4 Baths
  • 4,613 sqft
Listing provided courtesy of Duke Warner Realty ERA Powered
$3,195,000
Active
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10444 NE Vineyard Way

Terrebonne, OR 97760

  • Single Family
  • 3 Beds
  • 5 Baths
  • 5,337 sqft
Listing provided courtesy of Eagle Crest Properties Inc
$3,190,000
Active
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21455 SW Young Avenue

Bend, OR 97703

  • Single Family
  • 6 Beds
  • 6 Baths
  • 5,205 sqft
Listing provided courtesy of Jeff Larkin Realty
$3,175,000
Pending
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17759 Cottontail Loop #Lot 469

Bend, OR 97707

  • Single Family
  • 5 Beds
  • 6 Baths
  • 5,045 sqft
Listing provided courtesy of Cascade Hasson SIR
$3,150,000
Active
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61440 Tam McArthur Loop

Bend, OR 97702

  • Single Family
  • 3 Beds
  • 5 Baths
  • 3,912 sqft
Listing provided courtesy of Harcourts The Garner Group Real Estate
$3,100,000
Active
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61644 Tam McArthur Loop

Bend, OR 97702

  • Single Family
  • 3 Beds
  • 4 Baths
  • 4,195 sqft
Listing provided courtesy of Berkshire Hathaway HomeService
$3,100,000
Active
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3944 LOS ALTOS LN

Eugene, OR 97405

  • Single Family
  • 5 Beds
  • 4 Baths
  • 5,269 sqft
Listing provided courtesy of RE/MAX Integrity
$3,100,000
Active
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13501 SW RIGGS RD

Powell Butte, OR 97753

  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,714 sqft
Listing provided courtesy of Coldwell Banker Sun Country
$3,095,000
Active
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3487 NW Greenleaf Way

Bend, OR 97703

  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,564 sqft
Listing provided courtesy of Cascade Hasson SIR
$3,000,000
Pending
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90611 COBURG RD

Eugene, OR 97408

  • Single Family
  • 4 Beds
  • 1 Bath
  • 2,736 sqft
Listing provided courtesy of Oregon Rural Properties Realty LLC
$2,999,000
Active
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77220 BAR B L RANCH RD

Westfir, OR 97492

  • Single Family
  • 3 Beds
  • 1 Bath
  • 1,898 sqft
Listing provided courtesy of Knipe Realty ERA Powered
$2,999,000
Active
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6268 HWY 126

Redmond, OR 97756

  • Single Family
  • 2 Beds
  • 3 Baths
  • 4,665 sqft
Listing provided courtesy of Hicks Team - Fay Ranches LLC
$2,999,000
Active
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6268 W HWY 126 Highway

Redmond, OR 97756

  • Single Family
  • 2 Beds
  • 3 Baths
  • 4,665 sqft
Listing provided courtesy of Hicks Team - Fay Ranches LLC
$2,995,000
Active
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23636 Ten Barr Trail

Bend, OR 97701

  • Single Family
  • 3 Beds
  • 5 Baths
  • 5,400 sqft
Listing provided courtesy of Cascade Hasson SIR
$2,995,000
Active
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17785 Everwild Circle #447

Bend, OR 97707

  • Single Family
  • 5 Beds
  • 6 Baths
  • 4,695 sqft
Listing provided courtesy of Sunriver Realty
$2,995,000
Active
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69485 Deer Ridge Road

Sisters, OR 97759

  • Single Family
  • 4 Beds
  • 4 Baths
  • 5,093 sqft
Listing provided courtesy of Kizziar Property Co.
$2,995,000
Active
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69205 Hawksflight Drive

Sisters, OR 97759

  • Single Family
  • 6 Beds
  • 4 Baths
  • 6,218 sqft
Listing provided courtesy of eXp Realty, LLC
$2,995,000
Pending
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3288 NW Pee Wee Court

Bend, OR 97703

  • Single Family
  • 5 Beds
  • 5 Baths
  • 3,941 sqft
Listing provided courtesy of Stellar Realty Northwest
$2,969,000
Active
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60360 Horse Butte Road

Bend, OR 97702

  • Single Family
  • 2 Beds
  • 3 Baths
  • 2,471 sqft
Listing provided courtesy of Keller Williams Realty Central Oregon
$2,950,000
Active
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61913 Hosmer Lake Drive

Bend, OR 97702

  • Single Family
  • 5 Beds
  • 6 Baths
  • 4,265 sqft
Listing provided courtesy of Cascade Hasson SIR
$2,950,000
Active
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18204 Fadjur Lane

Sisters, OR 97759

  • Single Family
  • 4 Beds
  • 4 Baths
  • 4,893 sqft
Listing provided courtesy of Engel & Voelkers Bend
$2,950,000
Active
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20180 Winston Loop

Bend, OR 97703

  • Single Family
  • 5 Beds
  • 4 Baths
  • 5,528 sqft
Listing provided courtesy of Cascade Hasson SIR
$2,920,000
Active
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17731 Everwild Circle

Bend, OR 97707

  • Single Family
  • 6 Beds
  • 8 Baths
  • 4,816 sqft
Listing provided courtesy of Cascade Hasson SIR
$2,895,000
Active
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60871 River Rim Drive

Bend, OR 97702

  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,493 sqft
Listing provided courtesy of Cascade Hasson SIR
$2,895,000
Active
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23420 Bear Creek Road

Bend, OR 97701

  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,459 sqft
Listing provided courtesy of Coldwell Banker Bain
$2,895,000
Active
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16215 SW Vaqueros Way

Powell Butte, OR 97753

  • Single Family
  • 3 Beds
  • 5 Baths
  • 4,721 sqft
Listing provided courtesy of Brasada Ranch Real Estate
$2,895,000
Active
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56350 Mirror Rock Loop #360

Bend, OR 97707

  • Single Family
  • 6 Beds
  • 7 Baths
  • 4,826 sqft
Listing provided courtesy of Cascade Hasson SIR
$2,895,000
Active
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33391 HOWE LN

Creswell, OR 97426

  • Single Family
  • 3 Beds
  • 3 Baths
  • 3,128 sqft
Listing provided courtesy of HORSEPOWER REAL ESTATE
$2,875,000
Active
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7215 NE 33rd Street

Redmond, OR 97756

  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,811 sqft
Listing provided courtesy of Abbas Real Estate LLC
$2,861,000
Active
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16086 SW Brasada Ranch Road

Powell Butte, OR 97753

  • Single Family
  • 3 Beds
  • 3 Baths
  • 4,381 sqft
Listing provided courtesy of Windermere Realty Trust
$2,845,000
Active
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85368 RIDGETOP DR

Eugene, OR 97405

  • Single Family
  • 4 Beds
  • 4 Baths
  • 5,461 sqft
Listing provided courtesy of The Virtual Realty Group
$2,825,000
Active
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33685 VAN DUYN RD

Eugene, OR 97408

  • Single Family
  • 3 Beds
  • 3 Baths
  • 3,660 sqft
Listing provided courtesy of Triple Oaks Realty LLC
$2,825,000
Active
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0 Moonshadow Court #Lot 1

Bend, OR 97702

  • Single Family
  • 4 Beds
  • 5 Baths
  • 3,534 sqft
Listing provided courtesy of Cascade Hasson SIR

MLS LogoThe 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 are marked with the RMLS™ logo, and detailed information about these properties includes the names of the listing brokers. Listing content is copyright © 2026 RMLS™, Portland, Oregon. This content last updated on 6/30/2026 02:40 PM PST. Some properties which appear for sale on this site 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. IDX and listing information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.