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.

Investment Property for Sale in Prineville, OR

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2575 SE Maphet Road Prineville, OR Charming and completely remodeled, this nearly 5-acre property is a perfect blend of m...	3 beds \| 2 baths \| 1,476 sq.ft.	$565,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.83% Airbnb Rental Income: $null Traditional Rental Income: $3385 Airbnb ROI: N/A Traditional ROI: 4.83%
591 NE Brookstone Drive Prineville, OR Located in desirable Prineville neighborhood, this spacious townhome style home offers 3 b...	3 beds \| 3 baths \| 1,915 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.74% Airbnb Rental Income: $null Traditional Rental Income: $3537 Airbnb ROI: N/A Traditional ROI: 8.74%
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.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.88% Airbnb Rental Income: $null Traditional Rental Income: $3789 Airbnb ROI: N/A Traditional ROI: 4.88%
11518 SE View Top Lane Prineville, OR Set on a private, paved dead-end road in the coveted Ironwood Estates (No HOA), this excep...	3 beds \| 2 baths \| 1,704 sq.ft.	$798,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.46% Airbnb Rental Income: $null Traditional Rental Income: $2961 Airbnb ROI: N/A Traditional ROI: 2.46%
150 SW Deer Street Prineville, OR Charming, versatile home in the heart of Prineville! This thoughtfully updated property bl...	2 beds \| 2 baths \| 1,573 sq.ft.	$433,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 5.75% Airbnb Rental Income: $785 Traditional Rental Income: $3088 Airbnb ROI: -0.72% Traditional ROI: 5.75%
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.	$435,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.46% Airbnb Rental Income: $null Traditional Rental Income: $3030 Airbnb ROI: N/A Traditional ROI: 5.46%
10280 NE Ochoco Highway Prineville, OR Discover an exquisite lakeside escape nestled in the serene Ochoco Reservoir-an idyllic se...	2 beds \| 3 baths \| 1,600 sq.ft.	$1,199,500	Airbnb cash on cash: -0.95% Traditional cash on cash: 1.45% Airbnb Rental Income: $785 Traditional Rental Income: $3132 Airbnb ROI: -0.95% Traditional ROI: 1.45%
14950 SE Loafer Avenue Prineville, OR Inviting 1/2 acre lot, fully fenced for your peace of mind, with an updated home that'...	3 beds \| 2 baths \| 1,140 sq.ft.	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.06% Airbnb Rental Income: $null Traditional Rental Income: $2792 Airbnb ROI: N/A Traditional ROI: 6.06%
13551 NE Lawson Road Prineville, OR Motivated Sellers, this property is too good to be true. Fully updated 4 bed, 3 bath home ...	4 beds \| 3 baths \| 1,808 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.43% Airbnb Rental Income: $null Traditional Rental Income: $3329 Airbnb ROI: N/A Traditional ROI: 4.43%
7303 SE Madison Avenue Prineville, OR The perfect location for just the right blend of privacy and security of a gated community...	3 beds \| 2 baths \| 2,480 sq.ft.	$759,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.41% Airbnb Rental Income: $null Traditional Rental Income: $3671 Airbnb ROI: N/A Traditional ROI: 3.41%
847 NE 6th Street Prineville, OR $15,000 SELLER CREDIT! Welcome home to this charming 3 bed, 2.5 bath home built in 2021, i...	3 beds \| 3 baths \| 1,579 sq.ft.	$418,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.74% Airbnb Rental Income: $null Traditional Rental Income: $3004 Airbnb ROI: N/A Traditional ROI: 5.74%
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.	$489,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.29% Airbnb Rental Income: $null Traditional Rental Income: $3210 Airbnb ROI: N/A Traditional ROI: 5.29%
16969 SE Zaltana Drive Prineville, OR This beautiful single level home is located in desirable Indian Rock Estates. Sitting on 7...	3 beds \| 2 baths \| 1,924 sq.ft.	$670,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.69% Airbnb Rental Income: $null Traditional Rental Income: $3456 Airbnb ROI: N/A Traditional ROI: 3.69%
13833 SE Cayuse Road Prineville, OR Nestled on 2.17 acres, this single level, 3 bedroom, 2 bath home offers the perfect blend ...	3 beds \| 2 baths \| 1,704 sq.ft.	$540,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.3% Airbnb Rental Income: $null Traditional Rental Income: $2988 Airbnb ROI: N/A Traditional ROI: 4.3%
15117 NE Ochoco Highway Prineville, OR Welcome to your dream property in Mill Creek Valley! Comfortable living on a spacious 2 ac...	3 beds \| 2 baths \| 1,998 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.22% Airbnb Rental Income: $null Traditional Rental Income: $3323 Airbnb ROI: N/A Traditional ROI: 4.22%
630 NE Fieldstone Lane Prineville, OR If you are looking for a home that is move-in ready, this home on Fieldstone Ln sits on a ...	3 beds \| 3 baths \| 1,496 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.46% Airbnb Rental Income: $null Traditional Rental Income: $2606 Airbnb ROI: N/A Traditional ROI: 5.46%
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: -1.04% Traditional cash on cash: 2.55% Airbnb Rental Income: $595 Traditional Rental Income: $2731 Airbnb ROI: -1.04% Traditional ROI: 2.55%
444 NW Pinecrest Drive Prineville, OR Tucked away on a private lot with panoramic views, this beautifully updated home offers sp...	4 beds \| 4 baths \| 3,556 sq.ft.	$785,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.92% Airbnb Rental Income: $null Traditional Rental Income: $5479 Airbnb ROI: N/A Traditional ROI: 5.92%
13976 SE LOST LAKE DR Prineville, OR Nestled on 5 acres of serene countryside, this charming ranch offers the perfectblend of s...	3 beds \| 2 baths \| 1,916 sq.ft.	$674,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.75% Airbnb Rental Income: $null Traditional Rental Income: $3375 Airbnb ROI: N/A Traditional ROI: 3.75%
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%
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.	$369,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 6.59% Airbnb Rental Income: $785 Traditional Rental Income: $2959 Airbnb ROI: -0.61% Traditional ROI: 6.59%
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%
635 NW 2nd Street Prineville, OR Welcome to this adorable, recently updated home on a commercially zoned lot in the heart o...	2 beds \| 1 baths \| 765 sq.ft.	$324,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 5.39% Airbnb Rental Income: $785 Traditional Rental Income: $2163 Airbnb ROI: -0.18% Traditional ROI: 5.39%
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.	$387,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.21% Airbnb Rental Income: $null Traditional Rental Income: $2851 Airbnb ROI: N/A Traditional ROI: 6.21%
1315 Pinckard Lane Prineville, OR Construction completed in 2023, this modern 4 unit townhome property has been fully leased...	N/A beds \| N/A baths \| N/A	$1,599,999	Airbnb cash on cash: N/A Traditional cash on cash: 0.4% Airbnb Rental Income: $null Traditional Rental Income: $2370 Airbnb ROI: N/A Traditional ROI: 0.4%
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: -0.81% Traditional cash on cash: 7.45% Airbnb Rental Income: $595 Traditional Rental Income: $2632 Airbnb ROI: -0.81% Traditional ROI: 7.45%
2057 SE Blue Skies Lane Prineville, OR If you have ever dreamed of flying directly to your home and private hangar, then look no ...	3 beds \| 2 baths \| 1,784 sq.ft.	$674,500	Airbnb cash on cash: N/A Traditional cash on cash: 2.65% Airbnb Rental Income: $null Traditional Rental Income: $2911 Airbnb ROI: N/A Traditional ROI: 2.65%
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: -0.28% Traditional cash on cash: 5.04% Airbnb Rental Income: $785 Traditional Rental Income: $2212 Airbnb ROI: -0.28% Traditional ROI: 5.04%
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%
187 SW Ivy Court Prineville, OR This charming 3-bedroom, 2.5-bath townhome is nestled on a quiet cul-de-sac, offering comf...	3 beds \| 3 baths \| 1,600 sq.ft.	$405,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.57% Airbnb Rental Income: $null Traditional Rental Income: $2465 Airbnb ROI: N/A Traditional ROI: 4.57%
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%
1940 SE Mountain Road Prineville, OR Scenic Views!! Unbelievable remodeled home w/amazing facelift from top to bottom. Enjoy yo...	2 beds \| 2 baths \| 1,856 sq.ft.	$419,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 5.16% Airbnb Rental Income: $785 Traditional Rental Income: $2702 Airbnb ROI: -0.54% Traditional ROI: 5.16%
2263 SE Landings Way Prineville, OR 2,000 sq ft Hangar/Shop! This unique property in the gated Dry Creek Airpark is built with...	4 beds \| 3 baths \| 3,415 sq.ft.	$695,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.24% Airbnb Rental Income: $null Traditional Rental Income: $3647 Airbnb ROI: N/A Traditional ROI: 3.24%
12400 SE Cotton Tail Lane Prineville, OR Seller may be willing to carry contract! Own a rare 22.96 ac mountain compound near 850 ac...	1 beds \| 1 baths \| 1,124 sq.ft.	$265,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 6.13% Airbnb Rental Income: $595 Traditional Rental Income: $1951 Airbnb ROI: -0.45% Traditional ROI: 6.13%
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%

Real Estate investment in Prineville, OR

There are 147 properties for sale in the city of Prineville . The median list price in Prineville is $474,450 and the average price per square foot is $268. In October 2025, the average monthly cash on cash return in Prineville is 5.00%. The average monthly rental income in Prineville is $3,003.

Prineville, OR Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 147 investment properties available for sale in Prineville.

In 2025, the best neighborhood to buy investment property is Prineville.

The ROI for Long-Term is higher than the Short-Term in Prineville with average rental income of $3,003.

Your search for investment property begins and ends here

Investment Property for Sale in Prineville, OR

2575 SE Maphet Road

Prineville, OR

3 beds | 2 baths | 1,476 sq.ft.

$565,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.83%

Airbnb Rental Income: $null

Traditional Rental Income: $3385

Airbnb ROI: N/A

Traditional ROI: 4.83%

591 NE Brookstone Drive

Prineville, OR

3 beds | 3 baths | 1,915 sq.ft.

$350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.74%

Airbnb Rental Income: $null

Traditional Rental Income: $3537

Airbnb ROI: N/A

Traditional ROI: 8.74%

1002 NE Discovery Loop

Prineville, OR

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

$575,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.88%

Airbnb Rental Income: $null

Traditional Rental Income: $3789

Airbnb ROI: N/A

Traditional ROI: 4.88%

11518 SE View Top Lane

Prineville, OR

3 beds | 2 baths | 1,704 sq.ft.

$798,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.46%

Airbnb Rental Income: $null

Traditional Rental Income: $2961

Airbnb ROI: N/A

Traditional ROI: 2.46%

150 SW Deer Street

Prineville, OR

2 beds | 2 baths | 1,573 sq.ft.

$433,000

Airbnb cash on cash: -0.72%

Traditional cash on cash: 5.75%

Airbnb Rental Income: $785

Traditional Rental Income: $3088

Airbnb ROI: -0.72%

Traditional ROI: 5.75%

490 NE Brookstone Drive

Prineville, OR

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

$435,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.46%

Airbnb Rental Income: $null

Traditional Rental Income: $3030

Airbnb ROI: N/A

Traditional ROI: 5.46%

10280 NE Ochoco Highway

Prineville, OR

2 beds | 3 baths | 1,600 sq.ft.

$1,199,500

Airbnb cash on cash: -0.95%

Traditional cash on cash: 1.45%

Airbnb Rental Income: $785

Traditional Rental Income: $3132

Airbnb ROI: -0.95%

Traditional ROI: 1.45%

14950 SE Loafer Avenue

Prineville, OR

3 beds | 2 baths | 1,140 sq.ft.

$385,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.06%

Airbnb Rental Income: $null

Traditional Rental Income: $2792

Airbnb ROI: N/A