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
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: 1.26% Traditional cash on cash: 3.28% Airbnb Rental Income: $2302 Traditional Rental Income: $3046 Airbnb ROI: 1.26% 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: 1.48% Traditional cash on cash: 4.21% Airbnb Rental Income: $2302 Traditional Rental Income: $3385 Airbnb ROI: 1.48% 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.	$355,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 6.86% Airbnb Rental Income: $2302 Traditional Rental Income: $2883 Airbnb ROI: 3.4% Traditional ROI: 6.86%
1002 NE Discovery Loop Prineville, OR Must-see custom home built by award winning Rogue Builders! Spacious open floorplan with l...	4 beds \| 2 baths \| 2,375 sq.ft.	$552,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.11% Airbnb Rental Income: $null Traditional Rental Income: $3789 Airbnb ROI: N/A Traditional ROI: 5.11%
919 NW Harwood Street Prineville, OR This fixer could be fab! Prineville 2 bedroom, 2 bathroom house that needs some TLC but a ...	2 beds \| 2 baths \| 1,076 sq.ft.	$225,000	Airbnb cash on cash: 5.12% Traditional cash on cash: 10.55% Airbnb Rental Income: $2108 Traditional Rental Income: $2724 Airbnb ROI: 5.12% Traditional ROI: 10.55%
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.	$939,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.14% Airbnb Rental Income: $null Traditional Rental Income: $3961 Airbnb ROI: N/A Traditional ROI: 3.14%
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: 2.74% Traditional cash on cash: 5.27% Airbnb Rental Income: $2302 Traditional Rental Income: $2675 Airbnb ROI: 2.74% 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.	$510,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.04% Airbnb Rental Income: $null Traditional Rental Income: $3188 Airbnb ROI: N/A Traditional ROI: 5.04%
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.	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.52% Airbnb Rental Income: $null Traditional Rental Income: $3375 Airbnb ROI: N/A Traditional ROI: 1.52%
844 NE 3rd Street Prineville, OR MOTIVATED SELLER! Step back in time while enjoying modern-day comforts with this home thou...	4 beds \| 2 baths \| 3,464 sq.ft.	$579,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.09% Airbnb Rental Income: $null Traditional Rental Income: $3695 Airbnb ROI: N/A Traditional ROI: 5.09%
10101 SE View Top Lane Prineville, OR You've heard of a Barndominium, but have you heard of a Shopdominium?! Here is a hard to f...	2 beds \| 2 baths \| 2,202 sq.ft.	$684,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 2.87% Airbnb Rental Income: $2108 Traditional Rental Income: $2925 Airbnb ROI: 0.74% Traditional ROI: 2.87%
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.	$445,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 5.36% Airbnb Rental Income: $2302 Traditional Rental Income: $3013 Airbnb ROI: 2.28% Traditional ROI: 5.36%
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: 2.22% Traditional cash on cash: 5.48% Airbnb Rental Income: $2302 Traditional Rental Income: $3255 Airbnb ROI: 2.22% Traditional ROI: 5.48%
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.	$315,000	Airbnb cash on cash: 3.62% Traditional cash on cash: 5.09% Airbnb Rental Income: $2108 Traditional Rental Income: $2003 Airbnb ROI: 3.62% Traditional ROI: 5.09%
395 NE Elm Street Prineville, OR Further price reduction! Imagine the possibilities and joy of a downtown urban lifestyle!...	1 beds \| 2 baths \| 1,105 sq.ft.	$325,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 6.94% Airbnb Rental Income: $1802 Traditional Rental Income: $2739 Airbnb ROI: 2.28% Traditional ROI: 6.94%
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: 0.31% Traditional cash on cash: 2.8% Airbnb Rental Income: $2302 Traditional Rental Income: $3879 Airbnb ROI: 0.31% Traditional ROI: 2.8%
1230 NE Wilshire Drive Prineville, OR This is the perfect place to call home or an excellent investment property. This charming ...	2 beds \| 1 baths \| 1,080 sq.ft.	$349,900	Airbnb cash on cash: 2.93% Traditional cash on cash: 5.96% Airbnb Rental Income: $2108 Traditional Rental Income: $2563 Airbnb ROI: 2.93% Traditional ROI: 5.96%
2812 NW Brookfield Court Prineville, OR The heart of this home is the kitchen- w/oversized dining & family rooms - make it ideal f...	4 beds \| 2 baths \| 2,958 sq.ft.	$710,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.18% Airbnb Rental Income: $null Traditional Rental Income: $3931 Airbnb ROI: N/A Traditional ROI: 4.18%
13976 SE LOST LAKE DR Prineville, OR Nestled on 5 acres of serene countryside, this charming ranch offers the perfect blend of ...	3 beds \| 2 baths \| 1,916 sq.ft.	$750,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 3.27% Airbnb Rental Income: $2302 Traditional Rental Income: $3375 Airbnb ROI: 0.92% Traditional ROI: 3.27%
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: 2.16% Traditional cash on cash: 4.65% Airbnb Rental Income: $2302 Traditional Rental Income: $2833 Airbnb ROI: 2.16% Traditional ROI: 4.65%
12750 SE Carey Lane Prineville, OR Historic homestead in Crook County! A private paradise is one thing, owning a piece of his...	3 beds \| 2 baths \| 2,388 sq.ft.	$1,599,999	Airbnb cash on cash: -0.1% Traditional cash on cash: 1.21% Airbnb Rental Income: $2302 Traditional Rental Income: $3669 Airbnb ROI: -0.1% Traditional ROI: 1.21%
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: 2.24% Traditional cash on cash: 6.28% Airbnb Rental Income: $1802 Traditional Rental Income: $2632 Airbnb ROI: 2.24% 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: 0.66% Traditional cash on cash: 2.9% Airbnb Rental Income: $2302 Traditional Rental Income: $3363 Airbnb ROI: 0.66% Traditional ROI: 2.9%
591 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.	$345,000	Airbnb cash on cash: 2.99% Traditional cash on cash: 8.54% Airbnb Rental Income: $2302 Traditional Rental Income: $3528 Airbnb ROI: 2.99% Traditional ROI: 8.54%
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%
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: 0.38% Traditional cash on cash: 2.98% Airbnb Rental Income: $2302 Traditional Rental Income: $3891 Airbnb ROI: 0.38% Traditional ROI: 2.98%
597 NW 8th Street Prineville, OR Townhome offers hard surface counters, hickory cabinets, engineered wood and tile flooring...	3 beds \| 3 baths \| 1,876 sq.ft.	$355,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 7.86% Airbnb Rental Income: $2302 Traditional Rental Income: $3387 Airbnb ROI: 2.89% Traditional ROI: 7.86%
11680 SE Davis Loop Prineville, OR Introducing 40 acres of picturesque landscape, offering sweeping views of both the horizon...	3 beds \| 2 baths \| 1,728 sq.ft.	$530,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 5.15% Airbnb Rental Income: $2302 Traditional Rental Income: $3377 Airbnb ROI: 1.82% Traditional ROI: 5.15%
15886 SE Cahvilla Road Prineville, OR This charming 4 bedroom, 2 bath 1920 Sg FT stick built home is just waiting for your perso...	4 beds \| 2 baths \| 1,920 sq.ft.	$489,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.41% Airbnb Rental Income: $null Traditional Rental Income: $3074 Airbnb ROI: N/A Traditional ROI: 5.41%
7873 SE Walther Loop Prineville, OR Looking for a FIXER-UPPER? This is it! This single level almost 2,300sqft home has solid b...	2 beds \| 2 baths \| 2,223 sq.ft.	$275,000	Airbnb cash on cash: 3.99% Traditional cash on cash: 9.39% Airbnb Rental Income: $2108 Traditional Rental Income: $2966 Airbnb ROI: 3.99% Traditional ROI: 9.39%
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.	$714,500	Airbnb cash on cash: 1% Traditional cash on cash: 3.66% Airbnb Rental Income: $2302 Traditional Rental Income: $3505 Airbnb ROI: 1% Traditional ROI: 3.66%
1425 NE Hudspeth Road Prineville, OR Modern Farmhouse with warm and inviting features feels like your home forever. From the co...	3 beds \| 3 baths \| 1,968 sq.ft.	$445,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 6.29% Airbnb Rental Income: $2302 Traditional Rental Income: $3592 Airbnb ROI: 1.82% Traditional ROI: 6.29%
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: 4.52% Traditional cash on cash: 8.94% Airbnb Rental Income: $2302 Traditional Rental Income: $2975 Airbnb ROI: 4.52% Traditional ROI: 8.94%
1387 NE Ochoco Avenue Prineville, OR This property is completely remodeled, including bamboo flooring, new carpet, shiplap, qua...	3 beds \| 2 baths \| 2,447 sq.ft.	$474,000	Airbnb cash on cash: 2.17% Traditional cash on cash: 6.15% Airbnb Rental Income: $2302 Traditional Rental Income: $3498 Airbnb ROI: 2.17% Traditional ROI: 6.15%
2321 NE Colleen Road Prineville, OR This meticulously maintained 3-bed, 2-bath home, built in 2019, offers custom upgrades thr...	3 beds \| 2 baths \| 1,576 sq.ft.	$399,999	Airbnb cash on cash: 2.59% Traditional cash on cash: 6.5% Airbnb Rental Income: $2302 Traditional Rental Income: $3197 Airbnb ROI: 2.59% Traditional ROI: 6.5%
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.	$648,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 4% Airbnb Rental Income: $2302 Traditional Rental Income: $3400 Airbnb ROI: 1.24% Traditional ROI: 4%
1098 E 1st Street Prineville, OR Buy this one now! Prineville's southeast side, near the schools, in a well-kept and establ...	3 beds \| 2 baths \| 1,684 sq.ft.	$385,000	Airbnb cash on cash: 2.75% Traditional cash on cash: 7.15% Airbnb Rental Income: $2302 Traditional Rental Income: $3319 Airbnb ROI: 2.75% Traditional ROI: 7.15%
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: 1.09% Traditional cash on cash: 3.24% Airbnb Rental Income: $2302 Traditional Rental Income: $3234 Airbnb ROI: 1.09% 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: 3.8% Traditional cash on cash: 8.95% Airbnb Rental Income: $2302 Traditional Rental Income: $3303 Airbnb ROI: 3.8% Traditional ROI: 8.95%

Real Estate investment in Prineville, OR

There are 100 properties for sale in the city of Prineville . The median list price in Prineville is $450,000 and the average price per square foot is $254. In November 2024, the average monthly cash on cash return in Prineville is 5.00%. The average monthly rental income in Prineville is $3,173.

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

There are 100 investment properties available for sale in Prineville.

In 2024, 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 $3,173.

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: 1.26%

Traditional cash on cash: 3.28%

Airbnb Rental Income: $2302

Traditional Rental Income: $3046

Airbnb ROI: 1.26%

Traditional ROI: 3.28%

2575 SE Maphet Road

Prineville, OR

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

$650,000

Airbnb cash on cash: 1.48%

Traditional cash on cash: 4.21%

Airbnb Rental Income: $2302

Traditional Rental Income: $3385

Airbnb ROI: 1.48%

Traditional ROI: 4.21%

945 NW 2nd Street

Prineville, OR

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

$355,000

Airbnb cash on cash: 3.4%

Traditional cash on cash: 6.86%

Airbnb Rental Income: $2302

Traditional Rental Income: $2883

Airbnb ROI: 3.4%

Traditional ROI: 6.86%

1002 NE Discovery Loop

Prineville, OR

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

$552,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.11%

Airbnb Rental Income: $null

Traditional Rental Income: $3789

Airbnb ROI: N/A

Traditional ROI: 5.11%

919 NW Harwood Street

Prineville, OR

2 beds | 2 baths | 1,076 sq.ft.

$225,000

Airbnb cash on cash: 5.12%

Traditional cash on cash: 10.55%

Airbnb Rental Income: $2108

Traditional Rental Income: $2724

Airbnb ROI: 5.12%

Traditional ROI: 10.55%

100 NE Jumping Grass Lane

Prineville, OR

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

$939,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.14%

Airbnb Rental Income: $null

Traditional Rental Income: $3961

Airbnb ROI: N/A

Traditional ROI: 3.14%

725 NE Robin Place

Prineville, OR

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

$399,000

Airbnb cash on cash: 2.74%

Traditional cash on cash: 5.27%

Airbnb Rental Income: $2302

Traditional Rental Income: $2675

Airbnb ROI: 2.74%

Traditional ROI: 5.27%

1947 NW Peacock Walk

Prineville, OR

4 beds | 3 baths | 1,736 sq.ft.

$510,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.04%

Airbnb Rental Income: $null

Traditional Rental Income: $3188

Airbnb ROI: N/A