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Crooked River, OR - single-family homes for sale
67 of 67 results displayed
- New
$375,000Active3 beds 2 baths1,188 sq. ft.3491 SE Umatilla Loop, Prineville, OR 97754
MLS# 220215886Listed by: COLDWELL BANKER BAIN - New
$588,000Active3 beds 2 baths1,704 sq. ft.13574 SE Southwood Drive, Prineville, OR 97754
MLS# 220215723Listed by: COLDWELL BANKER SUN COUNTRY 
$509,000Active3 beds 2 baths1,344 sq. ft.3913 SE Umatilla Loop, Prineville, OR 97754
MLS# 220213974Listed by: KNIPE REALTY ERA POWERED
$404,900Active3 beds 2 baths1,296 sq. ft.3049 SE Custer Road, Prineville, OR 97754
MLS# 220215059Listed by: PREMIERE PROPERTY GROUP, LLC
$480,000Active3 beds 3 baths2,160 sq. ft.14090 SE Wickiup Road, Prineville, OR 97754
MLS# 220215070Listed by: KELLER WILLIAMS REALTY CENTRAL OREGON
$899,990Active4 beds 3 baths3,152 sq. ft.12964 SE Ethan Loop, Prineville, OR 97754
MLS# 220214929Listed by: WINDERMERE REALTY TRUST
$299,900Active2 beds 1 baths828 sq. ft.15144 SE Easy Street, Prineville, OR 97754
MLS# 220214901Listed by: KELLER WILLIAMS REALTY CENTRAL OREGON
$724,900Active3 beds 2 baths2,004 sq. ft.6822 SE Madison Avenue, Prineville, OR 97754
MLS# 220214823Listed by: RE/MAX OUT WEST REALTY
$340,000Pending3 beds 2 baths1,236 sq. ft.3476 SE Umatilla Loop, Prineville, OR 97754
MLS# 220214754Listed by: WINDERMERE REALTY TRUST
$989,000Active4 beds 3 baths2,956 sq. ft.7524 SE Madison Avenue, Prineville, OR 97754
MLS# 220214672Listed by: EXP REALTY, LLC
$199,999Active1 beds 1 baths580 sq. ft.3300 SE Umatilla Loop, Prineville, OR 97754
MLS# 220214559Listed by: RELEVANT REAL ESTATE LLC
$895,000Active3 beds 3 baths2,332 sq. ft.2158 SE Blue Skies Lane, Prineville, OR 97754
MLS# 220214089Listed by: COLDWELL BANKER SUN COUNTRY
$273,500Active3 beds 2 baths1,188 sq. ft.7295 SE Weatherby Loop, Prineville, OR 97754
MLS# 220213858Listed by: DESERT SKY REAL ESTATE LLC
$649,000Active3 beds 2 baths1,728 sq. ft.7002 SE Davis Loop, Prineville, OR 97754
MLS# 220213828Listed by: KELLER WILLIAMS REALTY CENTRAL OREGON
$475,000Active3 beds 2 baths1,320 sq. ft.16335 SE Antelope Creek Drive, Prineville, OR 97754
MLS# 220213701Listed by: EXP REALTY, LLC
$524,900Active3 beds 2 baths1,232 sq. ft.1869 SE Morningside Place, Prineville, OR 97754
MLS# 220213668Listed by: CENTURY 21 NORTH HOMES REALTY
$249,900Pending3 beds 2 baths1,056 sq. ft.7394 SE Walther Loop, Prineville, OR 97754
MLS# 220213599Listed by: JOHN L SCOTT BEND- Open Sat, 11am to 1pm
$555,599Active3 beds 2 baths1,908 sq. ft.4229 SE Tillamook Loop, Prineville, OR 97754
MLS# 220215323Listed by: COLDWELL BANKER BAIN 
$419,000Active3 beds 2 baths1,836 sq. ft.2198 SE Vickie Drive, Prineville, OR 97754
MLS# 220213301Listed by: KELLER WILLIAMS REALTY CENTRAL OREGON
$444,000Active3 beds 2 baths1,620 sq. ft.14364 SE Gatling Way, Prineville, OR 97754
MLS# 220212842Listed by: COLDWELL BANKER SUN COUNTRY
$465,000Pending3 beds 2 baths1,192 sq. ft.7573 SE Quail Canyon Road, Prineville, OR 97754
MLS# 220212464Listed by: HOMESTEAD REALTY LLC
$465,000Active3 beds 2 baths1,428 sq. ft.3247 SE Yuma Road, Prineville, OR 97754
MLS# 220212232Listed by: COLDWELL BANKER BAIN
$485,000Active3 beds 2 baths1,404 sq. ft.12330 SE Juniper Canyon Road, Prineville, OR 97754
MLS# 220211737Listed by: SIGNET REALTY
$1,050,000Active3 beds 3 baths2,319 sq. ft.4538 SE Laredo Road, Prineville, OR 97754
MLS# 220211360Listed by: KELLER WILLIAMS REALTY CENTRAL OREGON
$480,000Pending3 beds 2 baths1,650 sq. ft.4974 SE Goble Drive, Prineville, OR 97754
MLS# 220210781Listed by: CASCADE HASSON SIR
$289,000Active3 beds 2 baths1,344 sq. ft.1384 SE Akins Drive, Prineville, OR 97754
MLS# 220210455Listed by: COLDWELL BANKER SUN COUNTRY
$547,500Active3 beds 2 baths1,716 sq. ft.5935 SE Coyote Lane, Prineville, OR 97754
MLS# 220210112Listed by: CENTURY 21 NORTH HOMES REALTY
$799,000Active3 beds 3 baths2,338 sq. ft.1784 SE Texas Circle, Prineville, OR 97754
MLS# 220208864Listed by: KNIGHTSBRIDGE INTERNATIONAL
$330,000Active3 beds 2 baths1,647 sq. ft.13254 SE Southwood Drive, Prineville, OR 97754
MLS# 220210007Listed by: CROOK COUNTY PROPERTIES LLC
$655,000Active3 beds 3 baths1,843 sq. ft.6833 SE Raven Hill Court, Prineville, OR 97754
MLS# 220209873Listed by: STRATEGIC REALTY LLC
$1,690,000Active3 beds 5 baths3,817 sq. ft.5070 SE Paulina Highway, Prineville, OR 97754
MLS# 220208958Listed by: SUNDANCE REALTY LLC
$950,000Active4 beds 3 baths3,685 sq. ft.6900 SE Madison Avenue, Prineville, OR 97754
MLS# 220208115Listed by: CASCADE HASSON SIR
$205,000Active3 beds 1 baths768 sq. ft.3498 SE Umatilla Loop, Prineville, OR 97754
MLS# 220208051Listed by: KELLER WILLIAMS REALTY CENTRAL OREGON
$495,000Pending4 beds 2 baths1,856 sq. ft.13439 SE Cayuse Road, Prineville, OR 97754
MLS# 220206356Listed by: COLDWELL BANKER SUN COUNTRY
$499,900Active3 beds 2 baths1,800 sq. ft.2643 SE Omaha Street, Prineville, OR 97754
MLS# 220206269Listed by: RE/MAX OUT WEST REALTY
$839,000Active3 beds 2 baths2,381 sq. ft.13055 SE Ethan Loop, Prineville, OR 97754
MLS# 220206139Listed by: RE/MAX OUT WEST REALTY
$365,000Pending3 beds 2 baths1,711 sq. ft.15142 SE Loafer Avenue, Prineville, OR 97754
MLS# 220207306Listed by: SIGNET REALTY
$375,000Active3 beds 2 baths924 sq. ft.14896 SE Lee Way, Prineville, OR 97754
MLS# 220207092Listed by: COLDWELL BANKER BAIN
$449,900Active3 beds 2 baths1,620 sq. ft.15255 SE Remington Road, Prineville, OR 97754
MLS# 220206449Listed by: MOVE REAL ESTATE INC.- New
$1,395,000Active4 beds 4 baths4,355 sq. ft.7581 SE Madison Avenue, Prineville, OR 97754
MLS# 220215734Listed by: EXP REALTY, LLC 
$259,000Pending3 beds 2 baths1,421 sq. ft.3806 SE Cherokee, Prineville, OR 97754
MLS# 220205373Listed by: RE/MAX OUT WEST REALTY
$399,900Active3 beds 2 baths1,882 sq. ft.16277 SE Cahvilla Road, Prineville, OR 97754
MLS# 220213589Listed by: KELLER WILLIAMS REALTY CENTRAL OREGON
$1,147,777Active4 beds 3 baths3,549 sq. ft.6150 S Crooked River Highway, Prineville, OR 97754
MLS# 220204266Listed by: KELLER WILLIAMS REALTY CENTRAL OREGON
$549,900Pending3 beds 2 baths1,512 sq. ft.11976 SE Juniper Canyon Road, Prineville, OR 97754
MLS# 220204058Listed by: COLDWELL BANKER SUN COUNTRY
$798,000Active3 beds 2 baths1,704 sq. ft.11518 SE View Top Ln, Prineville, OR 97754
MLS# 455946965Listed by: COLDWELL BANKER BAIN
$235,000Active3 beds 2 baths898 sq. ft.6391 SE Beretta Way, Prineville, OR 97754
MLS# 220202914Listed by: KELLER WILLIAMS REALTY CENTRAL OREGON
$265,000Active1 beds 1 baths1,124 sq. ft.12400 SE Cotton Tail Lane, Prineville, OR 97754
MLS# 220201255Listed by: COLDWELL BANKER SUN COUNTRY
$569,000Pending3 beds 2 baths1,890 sq. ft.10303 SE View Top Lane, Prineville, OR 97754
MLS# 220205414Listed by: EXP REALTY, LLC
$425,000Active2 beds 3 baths2,338 sq. ft.12040 SE Juniper Canyon Road, Prineville, OR 97754
MLS# 220198251Listed by: COLDWELL BANKER BAIN
$549,000Active3 beds 2 baths1,704 sq. ft.15500 SE Erie Road, Prineville, OR 97754
MLS# 220198127Listed by: KELLER WILLIAMS REALTY CENTRAL OREGON
$4,995,000Active4 beds 2 baths1,611 sq. ft.25405 SE Bear Creek Rd, Prineville, OR 97754
MLS# 517774530Listed by: CASCADE HASSON SOTHEBY'S INTERNATIONAL REALTY
$230,000Active2 beds 1 baths864 sq. ft.16656 SE Antelope Creek Drive, Prineville, OR 97754
MLS# 220197211Listed by: SCOTTEN REALTY LLC
$799,000Active4 beds 3 baths2,830 sq. ft.11058 SE Galveston Loop, Prineville, OR 97754
MLS# 220196845Listed by: KELLER WILLIAMS REALTY CENTRAL OREGON
$1,499,000Active3 beds 2 baths2,388 sq. ft.12750 SE Carey Lane, Prineville, OR 97754
MLS# 220196248Listed by: BERKSHIRE HATHAWAY HOMESERVICE
$2,100,000Active3 beds 4 baths3,491 sq. ft.2250 S Main Street, Prineville, OR 97754
MLS# 220196101Listed by: WINDERMERE REALTY TRUST
$679,000Active1 beds 1 baths560 sq. ft.16410 SW George Millican Road, Prineville, OR 97754
MLS# 220196102Listed by: RE/MAX OUT WEST REALTY
$999,000Active3 beds 5 baths3,106 sq. ft.1832 SE Blue Skies Lane, Prineville, OR 97754
MLS# 220195187Listed by: ENGEL & VOELKERS BEND
$469,000Active3 beds 1 baths1,150 sq. ft.14599 SE Remington Road, Prineville, OR 97754
MLS# 220195124Listed by: RE/MAX OUT WEST REALTY
$585,000Active3 beds 3 baths1,512 sq. ft.14552 SE Wintoon Road, Prineville, OR 97754
MLS# 220193899Listed by: TNT REAL ESTATE, LLC
$499,000Active3 beds 2 baths1,696 sq. ft.5459 SE Pawnee Loop, Prineville, OR 97754
MLS# 220192668Listed by: COLDWELL BANKER SUN COUNTRY
$315,000Active2 beds 2 baths1,080 sq. ft.14068 SE Shawnee Road, Prineville, OR 97754
MLS# 220190174Listed by: BRENT KREBS REALTY
$220,000Active2 beds 1 baths924 sq. ft.14082 SE Shawnee Road, Prineville, OR 97754
MLS# 220190175Listed by: BRENT KREBS REALTY
$669,999Active3 beds 2 baths1,952 sq. ft.5540 SE Gravett Road, Prineville, OR 97754
MLS# 220182767Listed by: CROOK COUNTY PROPERTIES LLC
$299,000Active1 beds -- baths720 sq. ft.28810 SE Paulina Highway, Post, OR 97752
MLS# 220190823Listed by: COLDWELL BANKER SUN COUNTRY
$1,490,000Active3 beds 2 baths1,660 sq. ft.9395 SE Paulina Hwy, Prineville, OR 97754
MLS# 23634299Listed by: CASCADE HASSON SOTHEBY'S INTERNATIONAL REALTY
$299,000Active1 beds 1 baths1,390 sq. ft.18990 SE Doubtful Dirt Road, Prineville, OR 97754
MLS# 220151362Listed by: COLDWELL BANKER SUN COUNTRY
$255,000Active3 beds 2 baths1,510 sq. ft.12312 SE Jackrabbit Trail, Prineville, OR 97754
MLS# 220200852Listed by: PREMIERE PROPERTY GROUP, LLC
Local realty services provided by:Better Homes and Gardens Real Estate Equinox, Better Homes and Gardens Real Estate Realty Partners
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 Better Homes and Gardens Real Estate Realty Partners 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: January 4, 2024
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.