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
150 SW Deer Street Prineville, OR Step back in time with this thoughtfully renovated turn of the century farmhouse in the he...	2 beds \| 2 baths \| 1,560 sq.ft.	$425,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 5.85% Airbnb Rental Income: $1233 Traditional Rental Income: $3088 Airbnb ROI: 0.2% Traditional ROI: 5.85%
10280 NE Ochoco Highway Prineville, OR Discover an exquisite lakeside escape nestled in the serene Ochoco Reservoir-an idyllic se...	2 beds \| 2 baths \| 1,540 sq.ft.	$1,075,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 1.72% Airbnb Rental Income: $1233 Traditional Rental Income: $3132 Airbnb ROI: -0.57% Traditional ROI: 1.72%
1003 SE Algonquian Loop Prineville, OR Situated on a quiet loop near downtown Prineville, this charming ranch style home has been...	3 beds \| 2 baths \| 1,108 sq.ft.	$409,000	Airbnb cash on cash: -1.49% Traditional cash on cash: 5.37% Airbnb Rental Income: $366 Traditional Rental Income: $2749 Airbnb ROI: -1.49% Traditional ROI: 5.37%
267 NW 5th Street Prineville, OR Updated and full of potential, this 2,178 sqft home offers 4 bedrooms, 2 bathrooms, and an...	4 beds \| 2 baths \| 2,178 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.57% Airbnb Rental Income: $null Traditional Rental Income: $3538 Airbnb ROI: N/A Traditional ROI: 6.57%
6040 SE Gravett Road Prineville, OR Enjoy sweeping mountain views from Mt. Hood to Broken Top on this private 10-acre retreat....	4 beds \| 3 baths \| 2,624 sq.ft.	$839,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.81% Airbnb Rental Income: $null Traditional Rental Income: $4247 Airbnb ROI: N/A Traditional ROI: 3.81%
7845 SE Thompson Court Prineville, OR Five acres. A spring-fed pond. BLM access down the road. This 2018-built home in Prinevill...	3 beds \| 2 baths \| 1,232 sq.ft.	$450,000	Airbnb cash on cash: -1.53% Traditional cash on cash: 5.82% Airbnb Rental Income: $366 Traditional Rental Income: $3210 Airbnb ROI: -1.53% Traditional ROI: 5.82%
906 NE Mahogany Street Prineville, OR Pride in ownership and care have gone into preparing this home to be move in ready for its...	3 beds \| 2 baths \| 1,008 sq.ft.	$375,000	Airbnb cash on cash: -1.51% Traditional cash on cash: 5.99% Airbnb Rental Income: $366 Traditional Rental Income: $2757 Airbnb ROI: -1.51% Traditional ROI: 5.99%
317 SE Pioneer Drive Prineville, OR Immaculate single-level home with an open, light-filled floor plan that feels like new! Th...	3 beds \| 2 baths \| 1,575 sq.ft.	$515,000	Airbnb cash on cash: -1.76% Traditional cash on cash: 5.06% Airbnb Rental Income: $366 Traditional Rental Income: $3398 Airbnb ROI: -1.76% Traditional ROI: 5.06%
1670 SE Mountain View Drive Prineville, OR Enjoy this home's spacious, open concept living and dining area, anchored by a cozy firepl...	4 beds \| 2 baths \| 1,805 sq.ft.	$422,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.59% Airbnb Rental Income: $null Traditional Rental Income: $2479 Airbnb ROI: N/A Traditional ROI: 4.59%
728 NE Brookstone Drive Prineville, OR New price!! Don't miss this beautiful nearly new home in the desirable Stoneridge Terrace ...	3 beds \| 2 baths \| 1,497 sq.ft.	$425,000	Airbnb cash on cash: -1.63% Traditional cash on cash: 5.6% Airbnb Rental Income: $366 Traditional Rental Income: $2995 Airbnb ROI: -1.63% Traditional ROI: 5.6%
871 NE 6th St Prineville, OR Don't miss this like new home in NE Prineville! Home ftrs an open floorplan w/an abundance...	3 beds \| 2 baths \| 1,450 sq.ft.	$399,900	Airbnb cash on cash: -1.71% Traditional cash on cash: 6.44% Airbnb Rental Income: $366 Traditional Rental Income: $3172 Airbnb ROI: -1.71% Traditional ROI: 6.44%
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.	$1,300,000	Airbnb cash on cash: -1.24% Traditional cash on cash: 1.7% Airbnb Rental Income: $366 Traditional Rental Income: $3669 Airbnb ROI: -1.24% Traditional ROI: 1.7%
648 NE Cougar Loop Prineville, OR Welcome to this charming 2-story home located at 648 NE Cougar Loop in Prineville! Featuri...	4 beds \| 3 baths \| 1,920 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.29% Airbnb Rental Income: $null Traditional Rental Income: $3442 Airbnb ROI: N/A Traditional ROI: 6.29%
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.	$356,000	Airbnb cash on cash: -1.36% Traditional cash on cash: 6.82% Airbnb Rental Income: $366 Traditional Rental Income: $2851 Airbnb ROI: -1.36% Traditional ROI: 6.82%
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.	$298,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 7.52% Airbnb Rental Income: $884 Traditional Rental Income: $2632 Airbnb ROI: 0.09% Traditional ROI: 7.52%
7208 NE Ochoco Highway Prineville, OR The Perfect Central Oregon Blend: a beautiful, spacious home paired w/ irrigated farmland/...	3 beds \| 2 baths \| 2,085 sq.ft.	$765,000	Airbnb cash on cash: -1.61% Traditional cash on cash: 2.94% Airbnb Rental Income: $366 Traditional Rental Income: $3363 Airbnb ROI: -1.61% Traditional ROI: 2.94%
6323 SE Cedar Hills Court Prineville, OR Experience refined country living on 5.25 acres fully fenced and gated. This private oasis...	4 beds \| 4 baths \| 2,700 sq.ft.	$975,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.96% Airbnb Rental Income: $null Traditional Rental Income: $3226 Airbnb ROI: N/A Traditional ROI: 1.96%
7579 SE Night Hawk Court Prineville, OR Stunning custom home perched atop a private hill with panoramic views of the entire valley...	3 beds \| 5 baths \| 2,689 sq.ft.	$1,220,000	Airbnb cash on cash: -1.52% Traditional cash on cash: 1.9% Airbnb Rental Income: $366 Traditional Rental Income: $3996 Airbnb ROI: -1.52% Traditional ROI: 1.9%
156 NE Spruce Lane Prineville, OR Located in the heart of Prineville, this unique property has a 3 bed, 1.5 bath home and lo...	3 beds \| 2 baths \| 1,312 sq.ft.	$449,900	Airbnb cash on cash: -1.71% Traditional cash on cash: 2.68% Airbnb Rental Income: $366 Traditional Rental Income: $1965 Airbnb ROI: -1.71% Traditional ROI: 2.68%
187 SW Ivy Court Prineville, OR Welcome to this beautifully maintained townhouse in a quiet cul-de-sac. With bright, natur...	3 beds \| 3 baths \| 1,600 sq.ft.	$389,000	Airbnb cash on cash: -1.66% Traditional cash on cash: 4.78% Airbnb Rental Income: $366 Traditional Rental Income: $2465 Airbnb ROI: -1.66% Traditional ROI: 4.78%
600 NE Lofton Creek Road Prineville, OR A rare find North of Prineville. This 2,060 sqft home with 4 beds / 3 baths sits on a 40-a...	4 beds \| 3 baths \| 2,060 sq.ft.	$862,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.25% Airbnb Rental Income: $null Traditional Rental Income: $2876 Airbnb ROI: N/A Traditional ROI: 2.25%
12416 SE VISTA Loop Prineville, OR Expansive views of Prineville Reservoir from this charming 2-story reverse-living home in ...	3 beds \| 2 baths \| 1,225 sq.ft.	$374,900	Airbnb cash on cash: -1.5% Traditional cash on cash: 4.24% Airbnb Rental Income: $366 Traditional Rental Income: $2133 Airbnb ROI: -1.5% Traditional ROI: 4.24%
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.	$669,999	Airbnb cash on cash: -1.32% Traditional cash on cash: 3.67% Airbnb Rental Income: $366 Traditional Rental Income: $3234 Airbnb ROI: -1.32% Traditional ROI: 3.67%
12400 SE Cotton Tail Lane Prineville, OR Welcome to almost 23 acres of private off-grid paradise perched atop Riverside Ranch, wher...	1 beds \| 1 baths \| 1,124 sq.ft.	$239,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 6.88% Airbnb Rental Income: $884 Traditional Rental Income: $1951 Airbnb ROI: 0.67% Traditional ROI: 6.88%
6997 SE Scenic Drive Prineville, OR Expansive Ochoco Mountain and valley views surround this beautifully maintained single-lev...	4 beds \| 2 baths \| 1,980 sq.ft.	$519,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.81% Airbnb Rental Income: $null Traditional Rental Income: $3214 Airbnb ROI: N/A Traditional ROI: 4.81%
937 NW CAINS Rd Prineville, OR Great investment opportunity! Newer duplex built in 2002. Each unit is 2-bedroom, 1 and 1/...	2 beds \| 2 baths \| 2,012 sq.ft.	$424,900	Airbnb cash on cash: 0.23% Traditional cash on cash: 4.56% Airbnb Rental Income: $1233 Traditional Rental Income: $2564 Airbnb ROI: 0.23% Traditional ROI: 4.56%
1122 NE Manzanita Street Prineville, OR This charming 3 bedroom, 2 bathroom home is now available and ready to welcome its next ch...	3 beds \| 2 baths \| 1,889 sq.ft.	$439,000	Airbnb cash on cash: -1.58% Traditional cash on cash: 6.16% Airbnb Rental Income: $366 Traditional Rental Income: $3296 Airbnb ROI: -1.58% Traditional ROI: 6.16%
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.	$565,000	Airbnb cash on cash: -1.53% Traditional cash on cash: 3.63% Airbnb Rental Income: $366 Traditional Rental Income: $2837 Airbnb ROI: -1.53% Traditional ROI: 3.63%
323 NW Saddle Ridge Loop Prineville, OR Beautiful single-level Craftsman with a functional layout and private primary suite separa...	3 beds \| 2 baths \| 1,765 sq.ft.	$579,000	Airbnb cash on cash: -1.93% Traditional cash on cash: 4.37% Airbnb Rental Income: $366 Traditional Rental Income: $3523 Airbnb ROI: -1.93% Traditional ROI: 4.37%
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 \| 560 sq.ft.	$679,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 1.97% Airbnb Rental Income: $884 Traditional Rental Income: $2136 Airbnb ROI: -0.54% Traditional ROI: 1.97%
2158 SE Blue Skies Lane Prineville, OR Quiet gated community! This single level stucco home features 3 bedrooms, 2 baths, an open...	3 beds \| 3 baths \| 2,332 sq.ft.	$875,000	Airbnb cash on cash: -2.03% Traditional cash on cash: 2.31% Airbnb Rental Income: $366 Traditional Rental Income: $3657 Airbnb ROI: -2.03% Traditional ROI: 2.31%
60750 ROBINETTE Rd Prineville, OR Stunning Victorian-style estate situated on 12 usable level acres with breathtaking territ...	5 beds \| 4 baths \| 5,076 sq.ft.	$1,499,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.29% Airbnb Rental Income: $null Traditional Rental Income: $6878 Airbnb ROI: N/A Traditional ROI: 3.29%
195 S Main Street Prineville, OR Price Tune-Up! Step into something different. This 2 bed, 1 bath cottage sits just blocks ...	2 beds \| 1 baths \| 1,320 sq.ft.	$335,000	Airbnb cash on cash: 0.81% Traditional cash on cash: 6.15% Airbnb Rental Income: $1233 Traditional Rental Income: $2519 Airbnb ROI: 0.81% Traditional ROI: 6.15%
6391 SE Beretta Way Prineville, OR Amazing, Quiet 1.86 Acre Property with Views. Livable Cabin with 2 Bunkhouses, Gazebo with...	3 beds \| 2 baths \| 898 sq.ft.	$229,500	Airbnb cash on cash: -1.33% Traditional cash on cash: 10.89% Airbnb Rental Income: $366 Traditional Rental Income: $2771 Airbnb ROI: -1.33% Traditional ROI: 10.89%
950 NE Washington Place Prineville, OR Love a spectacular View! An exciting place to live from stunning sunrises bringing the Cas...	3 beds \| 3 baths \| 3,000 sq.ft.	$550,000	Airbnb cash on cash: -2.1% Traditional cash on cash: 6.02% Airbnb Rental Income: $366 Traditional Rental Income: $4290 Airbnb ROI: -2.1% Traditional ROI: 6.02%
6150 S Crooked River Highway Prineville, OR One-of-a-Kind Retreat! Nestled on 10 acres with stunning views of the Crooked River Va...	4 beds \| 3 baths \| 3,549 sq.ft.	$1,077,777	Airbnb cash on cash: N/A Traditional cash on cash: 2.87% Airbnb Rental Income: $null Traditional Rental Income: $4460 Airbnb ROI: N/A Traditional ROI: 2.87%
11666 NW Lister Avenue Prineville, OR Perched at the top of Lister Avenue, this 1976 split-level home offers sweeping, unobstruc...	3 beds \| 3 baths \| 2,464 sq.ft.	$399,000	Airbnb cash on cash: -1.89% Traditional cash on cash: 5.61% Airbnb Rental Income: $366 Traditional Rental Income: $2924 Airbnb ROI: -1.89% Traditional ROI: 5.61%
14000 NW Grizzly Mountain Prineville, OR MOTIVATED SELLER! SHOWINGS STRONGLY ENCOURAGED Privately situated on Grizzly Mt, just minu...	4 beds \| 3 baths \| 3,191 sq.ft.	$855,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.91% Airbnb Rental Income: $null Traditional Rental Income: $4356 Airbnb ROI: N/A Traditional ROI: 3.91%
13055 SE Ethan Loop Prineville, OR Beautifully crafted new construction home with Cascade views! Located in an exclusive gate...	3 beds \| 2 baths \| 2,381 sq.ft.	$839,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 3.57% Airbnb Rental Income: $366 Traditional Rental Income: $3847 Airbnb ROI: -1.21% Traditional ROI: 3.57%

Real Estate investment in Prineville, OR

There are 122 properties for sale in the city of Prineville . The median list price in Prineville is $412,253 and the average price per square foot is $203. In October 2026, the average monthly cash on cash return in Prineville is 5.00%. The average monthly rental income in Prineville is $3,219.

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

There are 122 investment properties available for sale in Prineville.

In 2026, 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 $3,219.

Your search for investment property begins and ends here

Investment Property for Sale in Prineville, OR

150 SW Deer Street

Prineville, OR

2 beds | 2 baths | 1,560 sq.ft.

$425,000

Airbnb cash on cash: 0.2%

Traditional cash on cash: 5.85%

Airbnb Rental Income: $1233

Traditional Rental Income: $3088

Airbnb ROI: 0.2%

Traditional ROI: 5.85%

10280 NE Ochoco Highway

Prineville, OR

2 beds | 2 baths | 1,540 sq.ft.

$1,075,000

Airbnb cash on cash: -0.57%

Traditional cash on cash: 1.72%

Airbnb Rental Income: $1233

Traditional Rental Income: $3132

Airbnb ROI: -0.57%

Traditional ROI: 1.72%

1003 SE Algonquian Loop

Prineville, OR

3 beds | 2 baths | 1,108 sq.ft.

$409,000

Airbnb cash on cash: -1.49%

Traditional cash on cash: 5.37%

Airbnb Rental Income: $366

Traditional Rental Income: $2749

Airbnb ROI: -1.49%

Traditional ROI: 5.37%

267 NW 5th Street

Prineville, OR

4 beds | 2 baths | 2,178 sq.ft.

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.57%

Airbnb Rental Income: $null

Traditional Rental Income: $3538

Airbnb ROI: N/A

Traditional ROI: 6.57%

6040 SE Gravett Road

Prineville, OR

4 beds | 3 baths | 2,624 sq.ft.

$839,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.81%

Airbnb Rental Income: $null

Traditional Rental Income: $4247

Airbnb ROI: N/A

Traditional ROI: 3.81%

7845 SE Thompson Court

Prineville, OR

3 beds | 2 baths | 1,232 sq.ft.

$450,000

Airbnb cash on cash: -1.53%

Traditional cash on cash: 5.82%

Airbnb Rental Income: $366

Traditional Rental Income: $3210

Airbnb ROI: -1.53%

Traditional ROI: 5.82%

906 NE Mahogany Street

Prineville, OR

3 beds | 2 baths | 1,008 sq.ft.

$375,000

Airbnb cash on cash: -1.51%

Traditional cash on cash: 5.99%

Airbnb Rental Income: $366

Traditional Rental Income: $2757

Airbnb ROI: -1.51%

Traditional ROI: 5.99%

317 SE Pioneer Drive

Prineville, OR

3 beds | 2 baths | 1,575 sq.ft.

$515,000

Airbnb cash on cash: -1.76%

Traditional cash on cash: 5.06%

Airbnb Rental Income: $366

Traditional Rental Income: $3398

Airbnb ROI: -1.76%