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
389 NE Black Bear Street Prineville, OR Beautifully maintained and move in ready single level home in Prineville! This light fille...	3 beds \| 2 baths \| 1,673 sq.ft.	$450,000	Airbnb cash on cash: -2.05% Traditional cash on cash: 5.36% Airbnb Rental Income: $115 Traditional Rental Income: $3028 Airbnb ROI: -2.05% Traditional ROI: 5.36%
11518 SE View Top Lane Prineville, OR Amazing setting 14.42-acre property off paved road in Ironwood Estates offering a rural fe...	3 beds \| 2 baths \| 1,704 sq.ft.	$775,000	Airbnb cash on cash: -1.68% Traditional cash on cash: 2.55% Airbnb Rental Income: $115 Traditional Rental Income: $2961 Airbnb ROI: -1.68% Traditional ROI: 2.55%
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.	$433,000	Airbnb cash on cash: -1.17% Traditional cash on cash: 5.73% Airbnb Rental Income: $577 Traditional Rental Income: $3088 Airbnb ROI: -1.17% Traditional ROI: 5.73%
2797 SE Paulina Highway Prineville, OR A peaceful retreat with modern charm, this 1 bed, 1 bath, 834 sq ft home offers stylish fi...	2 beds \| 2 baths \| 1,494 sq.ft.	$500,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 2.76% Airbnb Rental Income: $577 Traditional Rental Income: $2003 Airbnb ROI: -0.9% Traditional ROI: 2.76%
1263 NE Powell Lane Prineville, OR Discover comfort and convenience in this updated 3-bedroom, 2-bath home in Prineville Heig...	3 beds \| 2 baths \| 1,400 sq.ft.	$415,000	Airbnb cash on cash: -2.02% Traditional cash on cash: 5.24% Airbnb Rental Income: $115 Traditional Rental Income: $2733 Airbnb ROI: -2.02% Traditional ROI: 5.24%
4681 SE Adobe Road Prineville, OR Enjoy the gorgeous mountain views from this custom-built and thoughtfully designed, this i...	3 beds \| 2 baths \| 1,728 sq.ft.	$549,900	Airbnb cash on cash: -1.69% Traditional cash on cash: 4.14% Airbnb Rental Income: $115 Traditional Rental Income: $2902 Airbnb ROI: -1.69% Traditional ROI: 4.14%
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: -2.04% Traditional cash on cash: 5.37% Airbnb Rental Income: $115 Traditional Rental Income: $2749 Airbnb ROI: -2.04% Traditional ROI: 5.37%
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.	$858,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.71% Airbnb Rental Income: $null Traditional Rental Income: $4247 Airbnb ROI: N/A Traditional ROI: 3.71%
7845 SE Thompson Court Prineville, OR Five acres, a seasonal spring-fed pond, and a 2-car garage just outside Prineville -- this...	3 beds \| 2 baths \| 1,232 sq.ft.	$469,000	Airbnb cash on cash: -1.98% Traditional cash on cash: 5.54% Airbnb Rental Income: $115 Traditional Rental Income: $3210 Airbnb ROI: -1.98% Traditional ROI: 5.54%
736 NE Sandstone Court Prineville, OR Immaculate and well-maintained, this beautiful home is nestled in the quiet Stoneridge nei...	3 beds \| 2 baths \| 1,870 sq.ft.	$439,500	Airbnb cash on cash: -2.24% Traditional cash on cash: 5.5% Airbnb Rental Income: $115 Traditional Rental Income: $3090 Airbnb ROI: -2.24% Traditional ROI: 5.5%
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 ha...	3 beds \| 1 baths \| 1,120 sq.ft.	$375,000	Airbnb cash on cash: -1.97% Traditional cash on cash: 5.53% Airbnb Rental Income: $115 Traditional Rental Income: $2547 Airbnb ROI: -1.97% Traditional ROI: 5.53%
13574 SE Southwood Drive Prineville, OR Beautifully maintained 3 bed, 2 bath home nestled on just over 2 acres. This horse propert...	3 beds \| 2 baths \| 1,704 sq.ft.	$583,000	Airbnb cash on cash: -1.68% Traditional cash on cash: 4.02% Airbnb Rental Income: $115 Traditional Rental Income: $3013 Airbnb ROI: -1.68% Traditional ROI: 4.02%
655 NE Fieldstone Lane Prineville, OR Tucked away in a tidy, quiet culdesac you'll find a light, bright, updated home, immaculat...	3 beds \| 2 baths \| 1,294 sq.ft.	$395,000	Airbnb cash on cash: -1.94% Traditional cash on cash: 5.5% Airbnb Rental Income: $115 Traditional Rental Income: $2665 Airbnb ROI: -1.94% Traditional ROI: 5.5%
14599 SE Remington Road Prineville, OR Welcome to this fully remodeled 3-bedroom, 1-bath shop-dominium on just under 2 acres of v...	3 beds \| 1 baths \| 1,150 sq.ft.	$469,000	Airbnb cash on cash: -1.88% Traditional cash on cash: 4.55% Airbnb Rental Income: $115 Traditional Rental Income: $2730 Airbnb ROI: -1.88% Traditional ROI: 4.55%
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.	$424,900	Airbnb cash on cash: -2.2% Traditional cash on cash: 6.01% Airbnb Rental Income: $115 Traditional Rental Income: $3172 Airbnb ROI: -2.2% Traditional ROI: 6.01%
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: -1.41% Traditional cash on cash: 1.7% Airbnb Rental Income: $115 Traditional Rental Income: $3669 Airbnb ROI: -1.41% Traditional ROI: 1.7%
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: -1.84% Traditional cash on cash: 1.57% Airbnb Rental Income: $115 Traditional Rental Income: $1577 Airbnb ROI: -1.84% Traditional ROI: 1.57%
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: -0.47% Traditional cash on cash: 7.52% Airbnb Rental Income: $695 Traditional Rental Income: $2632 Airbnb ROI: -0.47% Traditional ROI: 7.52%
7208 NE Ochoco Highway Prineville, OR A rare trifecta of excellence: a beautiful, spacious home paired w/ irrigated farmland/hor...	3 beds \| 2 baths \| 2,085 sq.ft.	$784,000	Airbnb cash on cash: -1.89% Traditional cash on cash: 2.85% Airbnb Rental Income: $115 Traditional Rental Income: $3363 Airbnb ROI: -1.89% Traditional ROI: 2.85%
704 SE Elm Street Prineville, OR Sweet mid-century single level family home on a spacious .21 ac landscaped lot, near local...	3 beds \| 2 baths \| 1,272 sq.ft.	$429,000	Airbnb cash on cash: -1.97% Traditional cash on cash: 5.49% Airbnb Rental Income: $115 Traditional Rental Income: $2906 Airbnb ROI: -1.97% Traditional ROI: 5.49%
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: -2.12% Traditional cash on cash: 4.75% Airbnb Rental Income: $115 Traditional Rental Income: $3277 Airbnb ROI: -2.12% Traditional ROI: 4.75%
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.	$1,250,000	Airbnb cash on cash: -1.69% Traditional cash on cash: 1.83% Airbnb Rental Income: $115 Traditional Rental Income: $3996 Airbnb ROI: -1.69% Traditional ROI: 1.83%
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: -2.2% Traditional cash on cash: 2.68% Airbnb Rental Income: $115 Traditional Rental Income: $1965 Airbnb ROI: -2.2% Traditional ROI: 2.68%
6997 SE Scenic Drive Prineville, OR Expansive Ochoco Mountain and valley views surround this beautifully maintained 4 bedroom,...	4 beds \| 2 baths \| 1,980 sq.ft.	$569,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.3% Airbnb Rental Income: $null Traditional Rental Income: $3214 Airbnb ROI: N/A Traditional ROI: 4.3%
214 SW Meadow Lakes Drive Prineville, OR Across the street from one of Oregon's top public golf courses, Meadow Lakes Golf Course! ...	3 beds \| 2 baths \| 1,823 sq.ft.	$529,900	Airbnb cash on cash: -2.12% Traditional cash on cash: 4.74% Airbnb Rental Income: $115 Traditional Rental Income: $3303 Airbnb ROI: -2.12% Traditional ROI: 4.74%
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: -1.15% Traditional cash on cash: 4.56% Airbnb Rental Income: $577 Traditional Rental Income: $2564 Airbnb ROI: -1.15% Traditional ROI: 4.56%
3248 NE Yellowpine Road 00 Prineville, OR Discover your dream home with breathtaking views of Barnes Butte, mountains, and farmland....	3 beds \| 4 baths \| 3,968 sq.ft.	$1,200,000	Airbnb cash on cash: -2.13% Traditional cash on cash: 1.34% Airbnb Rental Income: $115 Traditional Rental Income: $3783 Airbnb ROI: -2.13% Traditional ROI: 1.34%
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.	$449,000	Airbnb cash on cash: -2.06% Traditional cash on cash: 6% Airbnb Rental Income: $115 Traditional Rental Income: $3296 Airbnb ROI: -2.06% Traditional ROI: 6%
14552 SE Wintoon Road Prineville, OR Seller is open to offers that include buyer concessions-ask about options to help with clo...	3 beds \| 3 baths \| 1,512 sq.ft.	$585,000	Airbnb cash on cash: -1.89% Traditional cash on cash: 3.47% Airbnb Rental Income: $115 Traditional Rental Income: $2837 Airbnb ROI: -1.89% Traditional ROI: 3.47%
1832 SE Blue Skies Lane Prineville, OR Owner financing, 30% down, 36 months at 1% less than market rates. Peace, tranquility and ...	3 beds \| 5 baths \| 3,106 sq.ft.	$999,000	Airbnb cash on cash: -1.97% Traditional cash on cash: 4.06% Airbnb Rental Income: $115 Traditional Rental Income: $5504 Airbnb ROI: -1.97% Traditional ROI: 4.06%
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.	$589,000	Airbnb cash on cash: -2.29% Traditional cash on cash: 4.28% Airbnb Rental Income: $115 Traditional Rental Income: $3523 Airbnb ROI: -2.29% Traditional ROI: 4.28%
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: -0.79% Traditional cash on cash: 1.97% Airbnb Rental Income: $695 Traditional Rental Income: $2136 Airbnb ROI: -0.79% 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: -2.29% Traditional cash on cash: 2.31% Airbnb Rental Income: $115 Traditional Rental Income: $3657 Airbnb ROI: -2.29% Traditional ROI: 2.31%
60750 ROBINETTE Rd Prineville, OR One of a kind opportunity awaits you! Enjoy your own luxury retreat, have space for multi-...	5 beds \| 4 baths \| 5,076 sq.ft.	$1,599,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.04% Airbnb Rental Income: $null Traditional Rental Income: $6878 Airbnb ROI: N/A Traditional ROI: 3.04%
195 S Main Street Prineville, OR Step into something different. This 2 bed, 1 bath cottage sits just blocks from downtown P...	2 beds \| 1 baths \| 1,320 sq.ft.	$350,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 5.84% Airbnb Rental Income: $577 Traditional Rental Income: $2519 Airbnb ROI: -0.93% Traditional ROI: 5.84%
696 NW Pinkston Court Prineville, OR This is the largest townhome model in Pinkston Estates at 1686 sqft. The one-owner home fe...	3 beds \| 3 baths \| 1,686 sq.ft.	$273,500	Airbnb cash on cash: -2.51% Traditional cash on cash: 8.69% Airbnb Rental Income: $115 Traditional Rental Income: $2795 Airbnb ROI: -2.51% Traditional ROI: 8.69%
6561 SE Baker Lane Prineville, OR What you've been waiting for! Just a short distance from town, Cascade Views, a single-lev...	3 beds \| 3 baths \| 2,489 sq.ft.	$920,000	Airbnb cash on cash: -1.96% Traditional cash on cash: 2.47% Airbnb Rental Income: $115 Traditional Rental Income: $3703 Airbnb ROI: -1.96% Traditional ROI: 2.47%

Real Estate investment in Prineville, OR

There are 100 properties for sale in the city of Prineville . The median list price in Prineville is $495,500 and the average price per square foot is $272. In April 2026, the average monthly cash on cash return in Prineville is 5.00%. The average monthly rental income in Prineville is $3,097.

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

There are 100 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 $3,097.

Your search for investment property begins and ends here

Investment Property for Sale in Prineville, OR

389 NE Black Bear Street

Prineville, OR

3 beds | 2 baths | 1,673 sq.ft.

$450,000

Airbnb cash on cash: -2.05%

Traditional cash on cash: 5.36%

Airbnb Rental Income: $115

Traditional Rental Income: $3028

Airbnb ROI: -2.05%

Traditional ROI: 5.36%

11518 SE View Top Lane

Prineville, OR

3 beds | 2 baths | 1,704 sq.ft.

$775,000

Airbnb cash on cash: -1.68%

Traditional cash on cash: 2.55%

Airbnb Rental Income: $115

Traditional Rental Income: $2961

Airbnb ROI: -1.68%

Traditional ROI: 2.55%

150 SW Deer Street

Prineville, OR

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

$433,000

Airbnb cash on cash: -1.17%

Traditional cash on cash: 5.73%

Airbnb Rental Income: $577

Traditional Rental Income: $3088

Airbnb ROI: -1.17%

Traditional ROI: 5.73%

2797 SE Paulina Highway

Prineville, OR

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

$500,000

Airbnb cash on cash: -0.9%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $577

Traditional Rental Income: $2003

Airbnb ROI: -0.9%

Traditional ROI: 2.76%

1263 NE Powell Lane

Prineville, OR

3 beds | 2 baths | 1,400 sq.ft.

$415,000

Airbnb cash on cash: -2.02%

Traditional cash on cash: 5.24%

Airbnb Rental Income: $115

Traditional Rental Income: $2733

Airbnb ROI: -2.02%

Traditional ROI: 5.24%

4681 SE Adobe Road

Prineville, OR

3 beds | 2 baths | 1,728 sq.ft.

$549,900

Airbnb cash on cash: -1.69%

Traditional cash on cash: 4.14%

Airbnb Rental Income: $115

Traditional Rental Income: $2902

Airbnb ROI: -1.69%

Traditional ROI: 4.14%

1003 SE Algonquian Loop

Prineville, OR

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

$409,000

Airbnb cash on cash: -2.04%

Traditional cash on cash: 5.37%

Airbnb Rental Income: $115

Traditional Rental Income: $2749

Airbnb ROI: -2.04%

Traditional ROI: 5.37%

6040 SE Gravett Road

Prineville, OR

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

$858,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.71%

Airbnb Rental Income: $null

Traditional Rental Income: $4247

Airbnb ROI: N/A