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.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.5% Airbnb Rental Income: $null Traditional Rental Income: $3385 Airbnb ROI: N/A Traditional ROI: 4.5%
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.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.1% Airbnb Rental Income: $null Traditional Rental Income: $3537 Airbnb ROI: N/A Traditional ROI: 8.1%
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%
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.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.25% Airbnb Rental Income: $null Traditional Rental Income: $3030 Airbnb ROI: N/A Traditional ROI: 5.25%
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: -0.19% Traditional cash on cash: 1.45% Airbnb Rental Income: $1793 Traditional Rental Income: $3132 Airbnb ROI: -0.19% Traditional ROI: 1.45%
2797 SE Paulina Highway Prineville, OR A peaceful retreat with modern charm, this 1 bed, 1 bath, 834 sqft home offers stylish fin...	2 beds \| 1 baths \| 1,494 sq.ft.	$498,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 2.78% Airbnb Rental Income: $1793 Traditional Rental Income: $2003 Airbnb ROI: 1.29% Traditional ROI: 2.78%
1229 NE Sunrise Street Prineville, OR Single-level, 3/3 Pahlisch home in Ochoco Pointe Community! Enjoy the bright, open floor p...	3 beds \| 3 baths \| 2,005 sq.ft.	$535,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.3% Airbnb Rental Income: $null Traditional Rental Income: $3932 Airbnb ROI: N/A Traditional ROI: 5.3%
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.	$779,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.29% Airbnb Rental Income: $null Traditional Rental Income: $3671 Airbnb ROI: N/A Traditional ROI: 3.29%
847 NE 6th Street Prineville, OR Welcome home to this charming 3 bed, 2.5 bath home built in 2021, ideally located just blo...	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%
844 NE 3rd Street Prineville, OR Step back in time while enjoying modern-day comforts with this home thought to be built by...	4 beds \| 2 baths \| 3,464 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.4% Airbnb Rental Income: $null Traditional Rental Income: $3695 Airbnb ROI: N/A Traditional ROI: 5.4%
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.	$560,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.11% Airbnb Rental Income: $null Traditional Rental Income: $2988 Airbnb ROI: N/A Traditional ROI: 4.11%
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.	$659,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.95% Airbnb Rental Income: $null Traditional Rental Income: $3323 Airbnb ROI: N/A Traditional ROI: 3.95%
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 ...	2 beds \| 3 baths \| 1,496 sq.ft.	$425,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 4.71% Airbnb Rental Income: $1793 Traditional Rental Income: $2606 Airbnb ROI: 1.44% Traditional ROI: 4.71%
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%
1901 SE Paulina Highway Prineville, OR Open floor plan 3-bedroom 2-bath double car garage home on .65 of an acre. Covered back po...	3 beds \| 2 baths \| 1,704 sq.ft.	$465,000	Airbnb cash on cash: N/A Traditional cash on cash: 5% Airbnb Rental Income: $null Traditional Rental Income: $2868 Airbnb ROI: N/A Traditional ROI: 5%
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: 1.25% Traditional cash on cash: 2.55% Airbnb Rental Income: $2455 Traditional Rental Income: $2731 Airbnb ROI: 1.25% Traditional ROI: 2.55%
2812 NW Brookfield Court Prineville, OR Discover the perfect blend of vintage character and modern updates in this fully renovated...	4 beds \| 2 baths \| 2,958 sq.ft.	$610,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.01% Airbnb Rental Income: $null Traditional Rental Income: $3931 Airbnb ROI: N/A Traditional ROI: 5.01%
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.	$699,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.58% Airbnb Rental Income: $null Traditional Rental Income: $3375 Airbnb ROI: N/A Traditional ROI: 3.58%
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.	$479,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.45% Airbnb Rental Income: $null Traditional Rental Income: $2730 Airbnb ROI: N/A Traditional ROI: 4.45%
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%
406 SE Sumner Drive Prineville, OR This custom built single-level home in the sought after Crystal Springs neighborhood welco...	4 beds \| 2 baths \| 2,027 sq.ft.	$562,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.16% Airbnb Rental Income: $null Traditional Rental Income: $3793 Airbnb ROI: N/A Traditional ROI: 5.16%
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.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.32% Airbnb Rental Income: $null Traditional Rental Income: $3052 Airbnb ROI: N/A Traditional ROI: 4.32%
1240 NE Tyler Street Prineville, OR Here is great balance of modern updates and small-town charm in one of Prineville's most d...	4 beds \| 3 baths \| 1,924 sq.ft.	$460,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.22% Airbnb Rental Income: $null Traditional Rental Income: $3488 Airbnb ROI: N/A Traditional ROI: 6.22%
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.	$349,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 4.94% Airbnb Rental Income: $1793 Traditional Rental Income: $2163 Airbnb ROI: 2.33% Traditional ROI: 4.94%
912 NE Del Rio Avenue Prineville, OR Located in an established neighborhood with a raised lot and private fenced backyard. Full...	3 beds \| 2 baths \| 1,564 sq.ft.	$445,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.12% Airbnb Rental Income: $null Traditional Rental Income: $2946 Airbnb ROI: N/A Traditional ROI: 5.12%
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.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.01% Airbnb Rental Income: $null Traditional Rental Income: $3139 Airbnb ROI: N/A Traditional ROI: 6.01%
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: 4.69% Traditional cash on cash: 7.45% Airbnb Rental Income: $2455 Traditional Rental Income: $2632 Airbnb ROI: 4.69% 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%
2265 NE Cherry Loop Prineville, OR Here is your opportunity to own a hard to find four bedroom, three full bath single level ...	4 beds \| 3 baths \| 1,750 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.37% Airbnb Rental Income: $null Traditional Rental Income: $2879 Airbnb ROI: N/A Traditional ROI: 5.37%
723 NE Black Bear Street Prineville, OR Step into this delightfully updated home featuring a popular open floor plan with vaulted ...	3 beds \| 2 baths \| 1,280 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.27% Airbnb Rental Income: $null Traditional Rental Income: $2256 Airbnb ROI: N/A Traditional ROI: 4.27%
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%
597 NW 8th Street Prineville, OR This town home offers hard surface counters, hickory cabinets, engineered laminate floorin...	3 beds \| 3 baths \| 1,876 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.98% Airbnb Rental Income: $null Traditional Rental Income: $3387 Airbnb ROI: N/A Traditional ROI: 7.98%
8027 SE WALTHER LOOP Prineville, OR BOM at no fault to the home. Nestled on nearly two acres with breathtaking views, this cha...	4 beds \| 2 baths \| 2,542 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.66% Airbnb Rental Income: $null Traditional Rental Income: $2362 Airbnb ROI: N/A Traditional ROI: 2.66%
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.	$739,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.3% Airbnb Rental Income: $null Traditional Rental Income: $3234 Airbnb ROI: N/A Traditional ROI: 3.3%

Real Estate investment in Prineville, OR

There are 163 properties for sale in the city of Prineville . The median list price in Prineville is $476,000 and the average price per square foot is $264. In September 2025, the average monthly cash on cash return in Prineville is 5.00%. The average monthly rental income in Prineville is $3,031.

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

There are 163 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 $3,031.

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.

$599,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.5%

Airbnb Rental Income: $null

Traditional Rental Income: $3385

Airbnb ROI: N/A

Traditional ROI: 4.5%

591 NE Brookstone Drive

Prineville, OR

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

$375,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.1%

Airbnb Rental Income: $null

Traditional Rental Income: $3537

Airbnb ROI: N/A

Traditional ROI: 8.1%

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%

490 NE Brookstone Drive

Prineville, OR

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

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.25%

Airbnb Rental Income: $null

Traditional Rental Income: $3030

Airbnb ROI: N/A

Traditional ROI: 5.25%

10280 NE Ochoco Highway

Prineville, OR

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

$1,199,500

Airbnb cash on cash: -0.19%

Traditional cash on cash: 1.45%

Airbnb Rental Income: $1793

Traditional Rental Income: $3132

Airbnb ROI: -0.19%

Traditional ROI: 1.45%

2797 SE Paulina Highway

Prineville, OR

2 beds | 1 baths | 1,494 sq.ft.

$498,000

Airbnb cash on cash: 1.29%

Traditional cash on cash: 2.78%

Airbnb Rental Income: $1793

Traditional Rental Income: $2003

Airbnb ROI: 1.29%

Traditional ROI: 2.78%

1229 NE Sunrise Street

Prineville, OR

3 beds | 3 baths | 2,005 sq.ft.

$535,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.3%

Airbnb Rental Income: $null

Traditional Rental Income: $3932

Airbnb ROI: N/A

Traditional ROI: 5.3%

7303 SE Madison Avenue

Prineville, OR

3 beds | 2 baths | 2,480 sq.ft.

$779,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.29%

Airbnb Rental Income: $null

Traditional Rental Income: $3671

Airbnb ROI: N/A