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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
14050 NE Ochoco Highway Prineville, OR Rare opportunity! Ochoco Reservoir frontage! Water right out your gate from March through ...	3 beds \| 2 baths \| 1,558 sq.ft.	$698,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.28% Airbnb Rental Income: $null Traditional Rental Income: $3046 Airbnb ROI: N/A Traditional ROI: 3.28%
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.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.21% Airbnb Rental Income: $null Traditional Rental Income: $3385 Airbnb ROI: N/A Traditional ROI: 4.21%
945 NW 2nd Street Prineville, OR A home with great potential! Rightly priced as it needs some work. 3 bedrooms with potenti...	3 beds \| 1 baths \| 1,956 sq.ft.	$284,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.8% Airbnb Rental Income: $null Traditional Rental Income: $2883 Airbnb ROI: N/A Traditional ROI: 8.8%
147 SE Fairview Street Prineville, OR Charming Home in a prime location, just minutes from downtown, schools, and parks. Thi...	2 beds \| 1 baths \| 1,166 sq.ft.	$329,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 6.5% Airbnb Rental Income: $1734 Traditional Rental Income: $2601 Airbnb ROI: 2.15% Traditional ROI: 6.5%
1259 NE Wilshire Drive Prineville, OR Highly upgraded vintage home w/a modern single level layout on a large lot w/alley access ...	3 beds \| 2 baths \| 1,218 sq.ft.	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.65% Airbnb Rental Income: $null Traditional Rental Income: $3041 Airbnb ROI: N/A Traditional ROI: 6.65%
743 NE Cobblestone Court Prineville, OR Beautifully landscaped home in Stone Ridge. Newly painted interior ready for your personal...	3 beds \| 2 baths \| 1,444 sq.ft.	$439,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.66% Airbnb Rental Income: $null Traditional Rental Income: $3086 Airbnb ROI: N/A Traditional ROI: 5.66%
100 NE Jumping Grass Lane Prineville, OR Incredible 1954 Ranch style home that has been completely upgraded! 2021 upgrades include;...	4 beds \| 2 baths \| 2,688 sq.ft.	$934,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.16% Airbnb Rental Income: $null Traditional Rental Income: $3961 Airbnb ROI: N/A Traditional ROI: 3.16%
725 NE Robin Place Prineville, OR This lovely 3bed/2bath home is in the desirable Ochoco Point neighborhood. Its vaulted cei...	3 beds \| 2 baths \| 1,397 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.27% Airbnb Rental Income: $null Traditional Rental Income: $2675 Airbnb ROI: N/A Traditional ROI: 5.27%
1947 NW Peacock Walk Prineville, OR Welcome to this newly remodeled, 4 bed, 2.5 bath home on .98 acres. This single level, spa...	4 beds \| 3 baths \| 1,736 sq.ft.	$490,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.28% Airbnb Rental Income: $null Traditional Rental Income: $3188 Airbnb ROI: N/A Traditional ROI: 5.28%
1010 NE Washington Place Prineville, OR Amazing views of the Cascades and Prineville Valley! One of a kind home with incredible, u...	4 beds \| 2 baths \| 1,739 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.75% Airbnb Rental Income: $null Traditional Rental Income: $3375 Airbnb ROI: N/A Traditional ROI: 1.75%
670 SE Dunham Street Prineville, OR Highly upgraded and modernized vintage 4-bedroom single level home with central gas heat/A...	4 beds \| 2 baths \| 1,636 sq.ft.	$424,990	Airbnb cash on cash: N/A Traditional cash on cash: 5.92% Airbnb Rental Income: $null Traditional Rental Income: $3107 Airbnb ROI: N/A Traditional ROI: 5.92%
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%
12760 SE Davis Loop Prineville, OR MOTIVATED SELLER! Discover the perfect blend of serenity and space in this charming newly ...	3 beds \| 2 baths \| 1,700 sq.ft.	$499,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.48% Airbnb Rental Income: $null Traditional Rental Income: $3255 Airbnb ROI: N/A Traditional ROI: 5.48%
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.	$420,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.84% Airbnb Rental Income: $null Traditional Rental Income: $2547 Airbnb ROI: N/A Traditional ROI: 4.84%
725 NW Beaver Street Prineville, OR This beautifully updated historic cottage is nestled in the heart of downtown Prineville, ...	2 beds \| 1 baths \| 912 sq.ft.	$310,000	Airbnb cash on cash: 2.63% Traditional cash on cash: 5.19% Airbnb Rental Income: $1734 Traditional Rental Income: $2003 Airbnb ROI: 2.63% Traditional ROI: 5.19%
13219 SE Ethan Loop Prineville, OR Stunning Cascade Mountain Views from this Craftsman home on 2 Ac w/RV Garage/Shop plus Tri...	3 beds \| 3 baths \| 2,109 sq.ft.	$925,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.8% Airbnb Rental Income: $null Traditional Rental Income: $3879 Airbnb ROI: N/A Traditional ROI: 2.8%
14069 SE Deringer Loop Prineville, OR Always wanted your own place close to recreation? This home is perfect for a seasonal resi...	2 beds \| 1 baths \| 912 sq.ft.	$359,000	Airbnb cash on cash: 2.02% Traditional cash on cash: 2.74% Airbnb Rental Income: $1734 Traditional Rental Income: $1499 Airbnb ROI: 2.02% Traditional ROI: 2.74%
2132 NE Elk Street Prineville, OR Nestled on a corner lot in a neighborhood close to many amenities. This beautifully update...	3 beds \| 2 baths \| 1,140 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.63% Airbnb Rental Income: $null Traditional Rental Income: $2833 Airbnb ROI: N/A Traditional ROI: 4.63%
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.	$347,999	Airbnb cash on cash: 1.66% Traditional cash on cash: 6.28% Airbnb Rental Income: $1574 Traditional Rental Income: $2632 Airbnb ROI: 1.66% Traditional ROI: 6.28%
7208 NE Ochoco Highway Prineville, OR Elegant Country Feel on Prlneville Golf Course on 4 43 acres. Amazing rlmrock & golf cours...	3 beds \| 2 baths \| 2,085 sq.ft.	$780,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.9% Airbnb Rental Income: $null Traditional Rental Income: $3363 Airbnb ROI: N/A Traditional ROI: 2.9%
745 NE Brookstone Drive Prineville, OR This beautifully upgraded home features a spacious Great Room floor plan with a modern kit...	4 beds \| 3 baths \| 1,623 sq.ft.	$445,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.27% Airbnb Rental Income: $null Traditional Rental Income: $3436 Airbnb ROI: N/A Traditional ROI: 6.27%
8883 NE MEADOW RIDGE RD Prineville, OR Discover your dream retreat on over 162 acres of stunning rolling hills with panoramic vie...	4 beds \| 3 baths \| 2,468 sq.ft.	$1,600,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.68% Airbnb Rental Income: $null Traditional Rental Income: $2947 Airbnb ROI: N/A Traditional ROI: 0.68%
1380 NE Carson Street Prineville, OR Are you looking for a low maintenance home? Here it is! The front yard is maintained by th...	3 beds \| 3 baths \| 1,974 sq.ft.	$424,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.2% Airbnb Rental Income: $null Traditional Rental Income: $3354 Airbnb ROI: N/A Traditional ROI: 6.2%
7680 SE Madison Avenue Prineville, OR Construction complete!! Gorgeous custom home on 2.01 acres in a gated community. This 2950...	3 beds \| 2 baths \| 2,950 sq.ft.	$894,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.98% Airbnb Rental Income: $null Traditional Rental Income: $3891 Airbnb ROI: N/A Traditional ROI: 2.98%
714 Reata Road Prineville, OR Pre Inspection Complete - Great updated home with multigenerational living potential on ne...	4 beds \| 4 baths \| 3,503 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.46% Airbnb Rental Income: $null Traditional Rental Income: $5620 Airbnb ROI: N/A Traditional ROI: 7.46%
6811 SE Riverdance Road Prineville, OR Cimmaron Hills! Newer ''New Era'' single level home on 5 Acres with Shop. Wood rail fence ...	3 beds \| 2 baths \| 1,700 sq.ft.	$705,499	Airbnb cash on cash: N/A Traditional cash on cash: 3.72% Airbnb Rental Income: $null Traditional Rental Income: $3505 Airbnb ROI: N/A Traditional ROI: 3.72%
3954 NW Cattle Drive Prineville, OR Take in the amazing 180-degree view of Crooked River Valley from this custom-built barndom...	3 beds \| 2 baths \| 3,240 sq.ft.	$1,295,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.38% Airbnb Rental Income: $null Traditional Rental Income: $2200 Airbnb ROI: N/A Traditional ROI: 0.38%
12312 SE Jack Rabbit Trail Prineville, OR Stunning Ridgetop Views abound this Hilltop Home, only a 30 minute drive East from Prinev...	3 beds \| 2 baths \| 1,344 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.94% Airbnb Rental Income: $null Traditional Rental Income: $2975 Airbnb ROI: N/A Traditional ROI: 8.94%
205 NW Saddle Ridge Loop Prineville, OR Welcome home to the coveted Saddle Ridge Ranch! New construction single level home from an...	3 beds \| 2 baths \| 2,090 sq.ft.	$630,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.15% Airbnb Rental Income: $null Traditional Rental Income: $3400 Airbnb ROI: N/A Traditional ROI: 4.15%
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.	$749,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.24% Airbnb Rental Income: $null Traditional Rental Income: $3234 Airbnb ROI: N/A Traditional ROI: 3.24%
14948 SE Remington Road Prineville, OR Spacious 3 Bed, 2 Bath Manufactured Home on almost 2.5 Acres with Mountain Views! Escape t...	3 beds \| 2 baths \| 1,809 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.95% Airbnb Rental Income: $null Traditional Rental Income: $3303 Airbnb ROI: N/A Traditional ROI: 8.95%
15250 SE Paiute Prineville, OR Experience the ultimate in luxury living in the stunning newly constructed home nestled on...	3 beds \| 4 baths \| 3,600 sq.ft.	$935,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.91% Airbnb Rental Income: $null Traditional Rental Income: $4713 Airbnb ROI: N/A Traditional ROI: 3.91%
2263 SE Landings Way Prineville, OR $50,000 price reduction and $2,500 seller credit. Dry Creek Airpark Home. Here is a rare o...	4 beds \| 3 baths \| 3,415 sq.ft.	$775,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.81% Airbnb Rental Income: $null Traditional Rental Income: $3647 Airbnb ROI: N/A Traditional ROI: 2.81%
11191 NW Irvine Avenue Prineville, OR Nestled in the desirable Ochoco West neighborhood just outside Prineville, this charming s...	2 beds \| 2 baths \| 1,465 sq.ft.	$350,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 6.92% Airbnb Rental Income: $1734 Traditional Rental Income: $2893 Airbnb ROI: 1.94% Traditional ROI: 6.92%
2498 NE 3rd Street Prineville, OR Experience a blend of historic charm and modern living in this almost completely renovated...	5 beds \| 3 baths \| 3,384 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.37% Airbnb Rental Income: $null Traditional Rental Income: $4330 Airbnb ROI: N/A Traditional ROI: 5.37%
15857 SE Yurok Road Prineville, OR Looking to downsize? This adorable 4-year-old manufactured home on over 2 acres in Lake Ac...	2 beds \| 2 baths \| 1,352 sq.ft.	$490,000	Airbnb cash on cash: 1% Traditional cash on cash: 5.18% Airbnb Rental Income: $1734 Traditional Rental Income: $3171 Airbnb ROI: 1% Traditional ROI: 5.18%
3813 SE Tillamook Loop Prineville, OR This charming 2 bedroom, 2 bathroom manufactured home on a 1.86 acre lot, offering ample p...	2 beds \| 2 baths \| 1,008 sq.ft.	$314,000	Airbnb cash on cash: 2.69% Traditional cash on cash: 6.75% Airbnb Rental Income: $1734 Traditional Rental Income: $2457 Airbnb ROI: 2.69% Traditional ROI: 6.75%
15445 SE Remington Road Prineville, OR Remington Road is freshly graded and fresh gravel spread! This brand new 2023 manufactured...	2 beds \| 2 baths \| 1,629 sq.ft.	$519,900	Airbnb cash on cash: 0.82% Traditional cash on cash: 4.69% Airbnb Rental Income: $1734 Traditional Rental Income: $3137 Airbnb ROI: 0.82% Traditional ROI: 4.69%
5110 SE Jerry Drive Prineville, OR Discover serene living with a hint of adventure in this charming 3-bedroom, 2-bath home ne...	3 beds \| 2 baths \| 1,689 sq.ft.	$469,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.58% Airbnb Rental Income: $null Traditional Rental Income: $2788 Airbnb ROI: N/A Traditional ROI: 4.58%
777 NE 3rd Street Prineville, OR Oregon opportunity zone property! Amazing location in the heart of Prineville. Ochoco Cree...	4 beds \| 1 baths \| 1,320 sq.ft.	$294,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.5% Airbnb Rental Income: $null Traditional Rental Income: $2602 Airbnb ROI: N/A Traditional ROI: 7.5%

Real Estate investment in Prineville, OR

There are 91 properties for sale in the city of Prineville . The median list price in Prineville is $472,450 and the average price per square foot is $268. In January 2025, the average monthly cash on cash return in Prineville is 5.00%. The average monthly rental income in Prineville is $3,150.

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

There are 91 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 $3,150.

Your search for investment property begins and ends here

Investment Property for Sale in Prineville, OR

14050 NE Ochoco Highway

Prineville, OR

3 beds | 2 baths | 1,558 sq.ft.

$698,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.28%

Airbnb Rental Income: $null

Traditional Rental Income: $3046

Airbnb ROI: N/A

Traditional ROI: 3.28%

2575 SE Maphet Road

Prineville, OR

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

$650,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.21%

Airbnb Rental Income: $null

Traditional Rental Income: $3385

Airbnb ROI: N/A

Traditional ROI: 4.21%

945 NW 2nd Street

Prineville, OR

3 beds | 1 baths | 1,956 sq.ft.

$284,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.8%

Airbnb Rental Income: $null

Traditional Rental Income: $2883

Airbnb ROI: N/A

Traditional ROI: 8.8%

147 SE Fairview Street

Prineville, OR

2 beds | 1 baths | 1,166 sq.ft.

$329,000

Airbnb cash on cash: 2.15%

Traditional cash on cash: 6.5%

Airbnb Rental Income: $1734

Traditional Rental Income: $2601

Airbnb ROI: 2.15%

Traditional ROI: 6.5%

1259 NE Wilshire Drive

Prineville, OR

3 beds | 2 baths | 1,218 sq.ft.

$385,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.65%

Airbnb Rental Income: $null

Traditional Rental Income: $3041

Airbnb ROI: N/A

Traditional ROI: 6.65%

743 NE Cobblestone Court

Prineville, OR

3 beds | 2 baths | 1,444 sq.ft.

$439,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.66%

Airbnb Rental Income: $null

Traditional Rental Income: $3086

Airbnb ROI: N/A

Traditional ROI: 5.66%

100 NE Jumping Grass Lane

Prineville, OR

4 beds | 2 baths | 2,688 sq.ft.

$934,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.16%

Airbnb Rental Income: $null

Traditional Rental Income: $3961

Airbnb ROI: N/A

Traditional ROI: 3.16%

725 NE Robin Place

Prineville, OR

3 beds | 2 baths | 1,397 sq.ft.

$399,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.27%

Airbnb Rental Income: $null

Traditional Rental Income: $2675

Airbnb ROI: N/A