Real Estate Investment Properties for Sale in Prineville, OR

Looking for investment property in Prineville, OR with high ROI ?

Explore a variety of short-term homes & houses in Prineville, OR. Invest wisely with VRBO & Prineville, OR Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Prineville, OR

Search for Single Family Residential for Sale in Prineville, Oregon. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 78 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1002 NE Discovery Loop Prineville, OR Stunning custom home by award-winning Rogue Builders w/2 BEDROOMS ON MAIN LEVEL! This beau...	4 beds \| 2 baths \| 2,375 sq.ft.	$569,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.91% Airbnb Rental Income: $null Traditional Rental Income: $3789 Airbnb ROI: N/A Traditional ROI: 4.91%
490 NE Brookstone Drive Prineville, OR An airy Open Floor Plan in this light and bright Single Story Home with a good sized Kitch...	3 beds \| 2 baths \| 1,496 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.02% Airbnb Rental Income: $null Traditional Rental Income: $3030 Airbnb ROI: N/A Traditional ROI: 6.02%
7845 SE Thompson Court Prineville, OR Escape to your own private retreat with this stunning 3-bedroom, 2-bath home nestled on 5 ...	3 beds \| 2 baths \| 1,232 sq.ft.	$469,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.55% Airbnb Rental Income: $null Traditional Rental Income: $3210 Airbnb ROI: N/A Traditional ROI: 5.55%
810 NE Crest Drive Prineville, OR Beautiful home on hard to find large lot, located in the heart of Prineville. Home has had...	3 beds \| 2 baths \| 1,482 sq.ft.	$439,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.45% Airbnb Rental Income: $null Traditional Rental Income: $3013 Airbnb ROI: N/A Traditional ROI: 5.45%
900 SE Willowdale Drive Prineville, OR Don't miss out on this hidden gem, privacy and acreage in town. This 3 bed, 1 bath home h...	3 beds \| 1 baths \| 1,120 sq.ft.	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.36% Airbnb Rental Income: $null Traditional Rental Income: $2547 Airbnb ROI: N/A Traditional ROI: 5.36%
1424 SE Happy Trails Lane Prineville, OR Charming custom designed home with expansive shop on 5 fully fenced, private acres-a rare ...	1 beds \| 2 baths \| 1,680 sq.ft.	$725,000	Airbnb cash on cash: -1.35% Traditional cash on cash: 2.55% Airbnb Rental Income: $340 Traditional Rental Income: $2731 Airbnb ROI: -1.35% Traditional ROI: 2.55%
1265 NE Tyler Street Prineville, OR Assumable VA loan at 3.625%! Very open floorplan with both a living room and a family room...	2 beds \| 2 baths \| 1,287 sq.ft.	$385,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 4.97% Airbnb Rental Income: $773 Traditional Rental Income: $2490 Airbnb ROI: -0.66% Traditional ROI: 4.97%
11238 NW King Avenue Prineville, OR Enjoy all that Ochoco West has to offer with this single story 3 bedroom, 2 bath home with...	3 beds \| 2 baths \| 1,307 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.62% Airbnb Rental Income: $null Traditional Rental Income: $2208 Airbnb ROI: N/A Traditional ROI: 4.62%
14599 SE Remington Road Prineville, OR Shop-dominium, 3 bedrooms, 1 bath attached to large shop on 1.88 acres. Has a detached gar...	3 beds \| 1 baths \| 1,150 sq.ft.	$469,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.56% Airbnb Rental Income: $null Traditional Rental Income: $2730 Airbnb ROI: N/A Traditional ROI: 4.56%
728 NE Brookstone Drive Prineville, OR Don't miss this beautiful new home in the desirable Stoneridge Terrace Community!Enjoy mil...	3 beds \| 2 baths \| 1,497 sq.ft.	$459,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.12% Airbnb Rental Income: $null Traditional Rental Income: $2995 Airbnb ROI: N/A Traditional ROI: 5.12%
883 NE 6th Street Prineville, OR Welcome to this charming 2-bedroom, 2.5-bath home offering 1,099 sqft of thoughtfully desi...	2 beds \| 3 baths \| 1,099 sq.ft.	$364,900	Airbnb cash on cash: -0.64% Traditional cash on cash: 6.67% Airbnb Rental Income: $773 Traditional Rental Income: $2959 Airbnb ROI: -0.64% Traditional ROI: 6.67%
12750 SE Carey Lane Prineville, OR Own a piece of history at Owl Creek Ranch, a stunning 120-acre homestead in Crook County, ...	3 beds \| 2 baths \| 2,388 sq.ft.	$1,550,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.27% Airbnb Rental Income: $null Traditional Rental Income: $3669 Airbnb ROI: N/A Traditional ROI: 1.27%
735 NE Loper Avenue Prineville, OR The full package! Beautiful, comfortable home in a special location! Open floor plan, exte...	3 beds \| 2 baths \| 1,714 sq.ft.	$520,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.37% Airbnb Rental Income: $null Traditional Rental Income: $3052 Airbnb ROI: N/A Traditional ROI: 4.37%
972 NE Steins Pillar Drive Prineville, OR Seller is motivated! Energy efficient home equipped with solar panels. This beautiful sing...	3 beds \| 2 baths \| 1,765 sq.ft.	$485,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.6% Airbnb Rental Income: $null Traditional Rental Income: $3260 Airbnb ROI: N/A Traditional ROI: 4.6%
3464 NW Rimrock Acres Loop Prineville, OR Welcome to your private slice of paradise! Nestled on 7.57 beautifully fenced and cross fe...	3 beds \| 1 baths \| 1,408 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.57% Airbnb Rental Income: $null Traditional Rental Income: $1577 Airbnb ROI: N/A Traditional ROI: 1.57%
756 NW Fairmont Street Prineville, OR Updated cottage in the heart of Prineville with many upgrades including wiring, drywall, w...	3 beds \| 1 baths \| 1,228 sq.ft.	$374,800	Airbnb cash on cash: N/A Traditional cash on cash: 6.45% Airbnb Rental Income: $null Traditional Rental Income: $2851 Airbnb ROI: N/A Traditional ROI: 6.45%
1214 NE LOPER Ave Prineville, OR Remodeled Prineville Gem! This 4 bed, 2 bath, one level home has new interior and exterior...	4 beds \| 2 baths \| 1,636 sq.ft.	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.53% Airbnb Rental Income: $null Traditional Rental Income: $3139 Airbnb ROI: N/A Traditional ROI: 6.53%
18990 SE Doubtful Dirt Road Prineville, OR Seclusion, solitude, peaceful! Off grid living at its best! Beautiful & unique home set on...	1 beds \| 1 baths \| 1,390 sq.ft.	$299,000	Airbnb cash on cash: -1.57% Traditional cash on cash: 7.45% Airbnb Rental Income: $340 Traditional Rental Income: $2632 Airbnb ROI: -1.57% Traditional ROI: 7.45%
233 SW Ewen Street Prineville, OR Welcome to a meticulously cared-for residence, offering a wonderful lifestyle in close pro...	2 beds \| 1 baths \| 786 sq.ft.	$349,900	Airbnb cash on cash: -0.31% Traditional cash on cash: 5.04% Airbnb Rental Income: $773 Traditional Rental Income: $2212 Airbnb ROI: -0.31% Traditional ROI: 5.04%
6678 SE Davis Loop Prineville, OR Welcome to your peaceful retreat in beautiful Prineville, Oregon! This charming home sits ...	3 beds \| 2 baths \| 2,129 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.75% Airbnb Rental Income: $null Traditional Rental Income: $3277 Airbnb ROI: N/A Traditional ROI: 4.75%
2250 S Main Street Prineville, OR This exceptional custom ranch blends modern elegance with rural charm, just minutes from P...	3 beds \| 4 baths \| 3,491 sq.ft.	$2,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.27% Airbnb Rental Income: $null Traditional Rental Income: $3268 Airbnb ROI: N/A Traditional ROI: 0.27%
496 SE 2nd Street Prineville, OR Discover the charm of this classic Prineville cottage featuring 3 bedrooms, 2 bathrooms, a...	3 beds \| 2 baths \| 2,224 sq.ft.	$430,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.21% Airbnb Rental Income: $null Traditional Rental Income: $2061 Airbnb ROI: N/A Traditional ROI: 3.21%
5540 SE Gravett Road Prineville, OR Custom built home on 5 Acres with fantastic views of the Cascades and surrounding area. Th...	3 beds \| 2 baths \| 1,952 sq.ft.	$699,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.54% Airbnb Rental Income: $null Traditional Rental Income: $3234 Airbnb ROI: N/A Traditional ROI: 3.54%
6997 SE Scenic Drive Prineville, OR Presenting a meticulously maintained 4-bedroom, 2- bathroom stick built home that boasts s...	4 beds \| 2 baths \| 1,980 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.26% Airbnb Rental Income: $null Traditional Rental Income: $3214 Airbnb ROI: N/A Traditional ROI: 4.26%
12040 SE Juniper Canyon Road Prineville, OR Country living on Central Oregon's High Desert on 10.70 acres with huge 1800 Sq Ft insulat...	2 beds \| 3 baths \| 2,338 sq.ft.	$454,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 5.49% Airbnb Rental Income: $773 Traditional Rental Income: $3070 Airbnb ROI: -0.67% Traditional ROI: 5.49%
3248 NE Yellowpine Road 00 Prineville, OR Discover your dream home with breathtaking views of Barnes Butte, mountains, and farmland....	3 beds \| 4 baths \| 3,700 sq.ft.	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.34% Airbnb Rental Income: $null Traditional Rental Income: $3783 Airbnb ROI: N/A Traditional ROI: 1.34%
18865 CROOKED RIVER St unit: 42 #42 Prineville, OR PRICE IS VALID WITH ACCEPTED OFFER BY NOVEMBER 30,2025.Modern Mountain Retreat in Hoodview...	4 beds \| 2 baths \| 2,402 sq.ft.	$599,950	Airbnb cash on cash: N/A Traditional cash on cash: 5.54% Airbnb Rental Income: $null Traditional Rental Income: $3805 Airbnb ROI: N/A Traditional ROI: 5.54%
1832 SE Blue Skies Lane Prineville, OR Peace, tranquility and privacy await you in this stunning custom home. Built with attentio...	3 beds \| 5 baths \| 3,106 sq.ft.	$999,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.06% Airbnb Rental Income: $null Traditional Rental Income: $5504 Airbnb ROI: N/A Traditional ROI: 4.06%
8905 NW Elizabeth Way Prineville, OR Originally designed and built as a fully off-grid property, this home is now connected to ...	3 beds \| 3 baths \| 2,264 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.79% Airbnb Rental Income: $null Traditional Rental Income: $3893 Airbnb ROI: N/A Traditional ROI: 3.79%
323 NW Saddle Ridge Loop Prineville, OR Motivated Sellers - Bring Your Offers! This beautifully designed single-level Craftsman ho...	3 beds \| 2 baths \| 1,765 sq.ft.	$600,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.21% Airbnb Rental Income: $null Traditional Rental Income: $3523 Airbnb ROI: N/A Traditional ROI: 4.21%
344 NW Saddle Ridge Loop Prineville, OR Custom 3,572 sqft home built in 2020 on 1 acre with 5 bedrooms, TV Room, 12' x 30' Bonus r...	5 beds \| 3 baths \| 3,572 sq.ft.	$1,159,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.47% Airbnb Rental Income: $null Traditional Rental Income: $4380 Airbnb ROI: N/A Traditional ROI: 2.47%
16410 SW George Millican Road Prineville, OR Escape to your own 160-acre off-grid retreat with panoramic views of the Three Sisters, Mt...	1 beds \| 1 baths \| 700 sq.ft.	$425,000	Airbnb cash on cash: -1.4% Traditional cash on cash: 3.73% Airbnb Rental Income: $340 Traditional Rental Income: $2136 Airbnb ROI: -1.4% Traditional ROI: 3.73%
18935 Crooked River St unit: 49 #49 Prineville, OR Tucked into the scenic foothills just outside Sandy,this new daylight ranch offers space, ...	4 beds \| 3 baths \| 2,683 sq.ft.	$849,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.09% Airbnb Rental Income: $null Traditional Rental Income: $4090 Airbnb ROI: N/A Traditional ROI: 3.09%
195 S Main Street Prineville, OR Fresh Price! This isn't just a house--it's a charming time machine with upgrades! This 2-b...	2 beds \| 1 baths \| 1,320 sq.ft.	$339,900	Airbnb cash on cash: -0.4% Traditional cash on cash: 6.06% Airbnb Rental Income: $773 Traditional Rental Income: $2519 Airbnb ROI: -0.4% Traditional ROI: 6.06%
8101 Mill Creek Road Prineville, OR 200 ac. Ochoco Mountain Retreat bordering the National Forest. With stunning valley and m...	5 beds \| 4 baths \| 4,088 sq.ft.	$2,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.25% Airbnb Rental Income: $null Traditional Rental Income: $5296 Airbnb ROI: N/A Traditional ROI: 1.25%
6391 SE Beretta Way Prineville, OR Amazing, Quiet 1.86 Acre Property with Views. Livable Cabin with 2 Bunkhouses, Gazebo with...	3 beds \| 2 baths \| 898 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.63% Airbnb Rental Income: $null Traditional Rental Income: $2771 Airbnb ROI: N/A Traditional ROI: 10.63%
950 NE Washington Place Prineville, OR Love a spectacular View! An exciting place to live from stunning sunrises bringing the Cas...	3 beds \| 3 baths \| 3,000 sq.ft.	$640,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.04% Airbnb Rental Income: $null Traditional Rental Income: $4290 Airbnb ROI: N/A Traditional ROI: 5.04%
1501 NE Laughlin Road #20 Prineville, OR This brand new, energy-efficient home offers comfort and sustainability with James Hardie ...	2 beds \| 3 baths \| 1,233 sq.ft.	$220,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 9.65% Airbnb Rental Income: $773 Traditional Rental Income: $2567 Airbnb ROI: -0.49% Traditional ROI: 9.65%
1501 NE Laughlin Road #19 Prineville, OR This brand new, energy-efficient home offers comfort and sustainability with James Hardie ...	3 beds \| 3 baths \| 1,413 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.41% Airbnb Rental Income: $null Traditional Rental Income: $2836 Airbnb ROI: N/A Traditional ROI: 8.41%
1480 NE Hudspeth Road Prineville, OR Stylish 2 bed, 2 bath, 1,478 SF Craftsman on a corner lot in Ironhorse. Built in 2017 this...	2 beds \| 2 baths \| 1,478 sq.ft.	$429,000	Airbnb cash on cash: -1.12% Traditional cash on cash: 5.44% Airbnb Rental Income: $773 Traditional Rental Income: $3088 Airbnb ROI: -1.12% Traditional ROI: 5.44%

Your search for investment property begins and ends here

Single Family Homes for Sale in Prineville, OR

1002 NE Discovery Loop

Prineville, OR

4 beds | 2 baths | 2,375 sq.ft.

$569,500

Airbnb cash on cash: N/A

Traditional cash on cash: 4.91%

Airbnb Rental Income: $null

Traditional Rental Income: $3789

Airbnb ROI: N/A

Traditional ROI: 4.91%

490 NE Brookstone Drive

Prineville, OR

3 beds | 2 baths | 1,496 sq.ft.

$399,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.02%

Airbnb Rental Income: $null

Traditional Rental Income: $3030

Airbnb ROI: N/A

Traditional ROI: 6.02%

7845 SE Thompson Court

Prineville, OR

3 beds | 2 baths | 1,232 sq.ft.

$469,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.55%

Airbnb Rental Income: $null

Traditional Rental Income: $3210

Airbnb ROI: N/A

Traditional ROI: 5.55%

810 NE Crest Drive

Prineville, OR

3 beds | 2 baths | 1,482 sq.ft.

$439,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.45%

Airbnb Rental Income: $null

Traditional Rental Income: $3013

Airbnb ROI: N/A

Traditional ROI: 5.45%

900 SE Willowdale Drive

Prineville, OR

3 beds | 1 baths | 1,120 sq.ft.

$385,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.36%

Airbnb Rental Income: $null

Traditional Rental Income: $2547

Airbnb ROI: N/A

Traditional ROI: 5.36%

1424 SE Happy Trails Lane

Prineville, OR

1 beds | 2 baths | 1,680 sq.ft.

$725,000

Airbnb cash on cash: -1.35%

Traditional cash on cash: 2.55%

Airbnb Rental Income: $340

Traditional Rental Income: $2731

Airbnb ROI: -1.35%

Traditional ROI: 2.55%

1265 NE Tyler Street

Prineville, OR

2 beds | 2 baths | 1,287 sq.ft.

$385,000

Airbnb cash on cash: -0.66%

Traditional cash on cash: 4.97%

Airbnb Rental Income: $773

Traditional Rental Income: $2490

Airbnb ROI: -0.66%

Traditional ROI: 4.97%

11238 NW King Avenue

Prineville, OR

3 beds | 2 baths | 1,307 sq.ft.

$350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.62%

Airbnb Rental Income: $null

Traditional Rental Income: $2208

Airbnb ROI: N/A