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
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%
13551 NE Lawson Road Prineville, OR Compleatly updated 4 bed, 3 bath home on 17.56 acres just above Ochoco Reservoir in Prinev...	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%
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%
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.	$375,000	Airbnb cash on cash: -0.65% Traditional cash on cash: 5.46% Airbnb Rental Income: $773 Traditional Rental Income: $2606 Airbnb ROI: -0.65% 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: -1.35% 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.	$465,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.04% Airbnb Rental Income: $null Traditional Rental Income: $2995 Airbnb ROI: N/A Traditional ROI: 5.04%
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.	$493,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.51% Airbnb Rental Income: $null Traditional Rental Income: $3260 Airbnb ROI: N/A Traditional ROI: 4.51%
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%
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%
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%
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%
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%
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: -0.57% Traditional cash on cash: 5.16% Airbnb Rental Income: $773 Traditional Rental Income: $2702 Airbnb ROI: -0.57% Traditional ROI: 5.16%
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: -1.3% Traditional cash on cash: 6.13% Airbnb Rental Income: $340 Traditional Rental Income: $1951 Airbnb ROI: -1.3% 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%
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%
214 SW Meadow Lakes Drive Prineville, OR ''Across the Street From One of the Top 3 Public Golf Courses in Oregon!'' Meadow Lakes Go...	3 beds \| 2 baths \| 1,823 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.81% Airbnb Rental Income: $null Traditional Rental Income: $3303 Airbnb ROI: N/A Traditional ROI: 4.81%
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%
5459 SE Pawnee Loop Prineville, OR SPORTMAN'S PARADISE, MOUNTAIN VIEW RETREAT W/ EXCEPTIONAL SHOP SPACE & PRIVACY! 1.86 acres...	3 beds \| 2 baths \| 1,696 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.13% Airbnb Rental Income: $null Traditional Rental Income: $2718 Airbnb ROI: N/A Traditional ROI: 4.13%
14552 SE Wintoon Road Prineville, OR Seller is open to offers that include buyer concessions--ask about options to help with cl...	3 beds \| 3 baths \| 1,512 sq.ft.	$585,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.47% Airbnb Rental Income: $null Traditional Rental Income: $2837 Airbnb ROI: N/A Traditional ROI: 3.47%
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%
4562 SE Jerry Drive Prineville, OR 2 peaceful acres just minutes from town, this beautifully updated 3-bedroom, 2-bath home o...	3 beds \| 2 baths \| 1,512 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.26% Airbnb Rental Income: $null Traditional Rental Income: $2714 Airbnb ROI: N/A Traditional ROI: 5.26%

Real Estate investment in Prineville, OR

There are 107 properties for sale in the city of Prineville . The median list price in Prineville is $430,000 and the average price per square foot is $251. In December 2025, the average monthly cash on cash return in Prineville is 5.00%. The average monthly rental income in Prineville is $2,877.

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

There are 107 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 $2,877.

Your search for investment property begins and ends here

Investment Property 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%

13551 NE Lawson Road

Prineville, OR

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%

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%

630 NE Fieldstone Lane

Prineville, OR

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

$375,000

Airbnb cash on cash: -0.65%

Traditional cash on cash: 5.46%

Airbnb Rental Income: $773

Traditional Rental Income: $2606

Airbnb ROI: -0.65%

Traditional ROI: 5.46%

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%