Real Estate Investment Properties for Sale in Enterprise, OR

Looking for investment property in Enterprise, OR with high ROI ?

Explore a variety of short-term homes & houses in Enterprise, OR. Invest wisely with VRBO & Enterprise, 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 Enterprise, OR

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
209 N River St Enterprise, OR Convenient Enterprise location! 4 bedroom 1.5 bath home freshly painted and nice floor cov...	4 beds \| 1 baths \| 1,840 sq.ft.	$265,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.22% Airbnb Rental Income: $null Traditional Rental Income: $1535 Airbnb ROI: N/A Traditional ROI: 4.22%
302 DEPOT St Enterprise, OR Welcome to your peaceful retreat nestled along Prairie creek in Beautiful Enterprise OR.Th...	3 beds \| 2 baths \| 2,030 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.71% Airbnb Rental Income: $null Traditional Rental Income: $2520 Airbnb ROI: N/A Traditional ROI: 4.71%
64782 Alder Slope Rd Enterprise, OR Want endless views here you go. See the Wallowa Mountains, The 7 Devils of Idaho, the Val...	1 beds \| 1 baths \| 1,540 sq.ft.	$725,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.55% Airbnb Rental Income: $null Traditional Rental Income: $1262 Airbnb ROI: N/A Traditional ROI: 0.55%
101 NE 3rd St Enterprise, OR Step into the enchanting world of "Rose Cottage," a meticulously restored Victorian master...	3 beds \| 2 baths \| 1,742 sq.ft.	$535,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.62% Airbnb Rental Income: $null Traditional Rental Income: $2594 Airbnb ROI: N/A Traditional ROI: 3.62%
517 W Greenwood St Enterprise, OR Sweet Retreat on Prairie Creek!! Looking for something truly special in Wallowa County? We...	2 beds \| 1 baths \| 1,008 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.49% Airbnb Rental Income: $null Traditional Rental Income: $1443 Airbnb ROI: N/A Traditional ROI: 3.49%
206 NE 1st St Enterprise, OR Incredible work/Live opportunity in Wallowa County! This beautifully remodeled Historic Bu...	4 beds \| 1 baths \| 3,500 sq.ft.	$389,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.47% Airbnb Rental Income: $null Traditional Rental Income: $3004 Airbnb ROI: N/A Traditional ROI: 6.47%
64929 Hurricane Creek Rd Enterprise, OR 27-Acre Ranch with Remodeled Home & Endless PotentialDiscover this truly amazing 27-acre p...	3 beds \| 3 baths \| 2,260 sq.ft.	$945,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.13% Airbnb Rental Income: $null Traditional Rental Income: $2904 Airbnb ROI: N/A Traditional ROI: 2.13%
81897 Reavis Ln Enterprise, OR PRICE JUST REDUCED!!!True Western living on 19 beautiful acres on Alder Slope with sweepin...	3 beds \| 2 baths \| 2,406 sq.ft.	$925,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.88% Airbnb Rental Income: $null Traditional Rental Income: $2784 Airbnb ROI: N/A Traditional ROI: 1.88%
701 Tacoma St Enterprise, OR This versatile property presents an opportunity for investors or business owners seeking a...	4 beds \| 2 baths \| 1,841 sq.ft.	$459,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.96% Airbnb Rental Income: $null Traditional Rental Income: $2458 Airbnb ROI: N/A Traditional ROI: 3.96%
105 E Main St Enterprise, OR Historic Bowlby Stone building with storefront, residential space, and a rooftop deck!In t...	1 beds \| 2 baths \| 2,030 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.23% Airbnb Rental Income: $null Traditional Rental Income: $2249 Airbnb ROI: N/A Traditional ROI: 5.23%
304 E Park St Enterprise, OR 304 E Park St, Enterprise, OR 97828 \| Single Family Residential	4 beds \| 2 baths \| 1,880 sq.ft.	$370,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.48% Airbnb Rental Income: $null Traditional Rental Income: $2329 Airbnb ROI: N/A Traditional ROI: 4.48%
110 N Holmes St Enterprise, OR 110 N Holmes St, Enterprise, OR 97828 \| Single Family Residential	3 beds \| 2 baths \| 1,896 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.01% Airbnb Rental Income: $null Traditional Rental Income: $2327 Airbnb ROI: N/A Traditional ROI: 4.01%
82580 Boner Ln Enterprise, OR 82580 Boner Ln, Enterprise, OR 97828 \| Single Family Residential	3 beds \| 1 baths \| 2,606 sq.ft.	$799,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.17% Airbnb Rental Income: $null Traditional Rental Income: $1682 Airbnb ROI: N/A Traditional ROI: 0.17%
82695 Fish Hatchery Ln Enterprise, OR 82695 Fish Hatchery Ln, Enterprise, OR 97828 \| Other	N/A beds \| N/A baths \| N/A	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.17% Airbnb Rental Income: $null Traditional Rental Income: $595 Airbnb ROI: N/A Traditional ROI: 0.17%
0 River St Enterprise, OR	N/A beds \| N/A baths \| N/A	$259,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.09% Airbnb Rental Income: $null Traditional Rental Income: $595 Airbnb ROI: N/A Traditional ROI: 0.09%
210 Pace Ave Enterprise, OR 210 Pace Ave, Enterprise, OR 97828 \| Single Family Residential	3 beds \| 2 baths \| 2,213 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.79% Airbnb Rental Income: $null Traditional Rental Income: $2716 Airbnb ROI: N/A Traditional ROI: 1.79%
1009 Summit Dr Enterprise, OR 1009 Summit Dr, Enterprise, OR 97828 \| Other	N/A beds \| N/A baths \| N/A	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.28% Airbnb Rental Income: $null Traditional Rental Income: $591 Airbnb ROI: N/A Traditional ROI: -0.28%
0 Autim Enterprise, OR 0 Autim, Enterprise, OR 97828 \| Other	N/A beds \| N/A baths \| N/A	$87,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.6% Airbnb Rental Income: $null Traditional Rental Income: $566 Airbnb ROI: N/A Traditional ROI: 3.6%
303 W Garfield St Enterprise, OR 303 W Garfield St, Enterprise, OR 97828 \| Other	N/A beds \| N/A baths \| N/A	$439,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.82% Airbnb Rental Income: $null Traditional Rental Income: $564 Airbnb ROI: N/A Traditional ROI: -0.82%
84665 Grand Ronde Rd Enterprise, OR Have you ever dreamt of a Utopia right on the River?? Experience this one of a kind Troy O...	1 beds \| 1 baths \| 500 sq.ft.	$309,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.75% Airbnb Rental Income: $null Traditional Rental Income: $1236 Airbnb ROI: N/A Traditional ROI: 2.75%
608 SW 2nd St Enterprise, OR A storied Craftsman homestead in the heart of Enterprise, Oregon. 1,680 sq ft of original ...	3 beds \| 1 baths \| 1,680 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.09% Airbnb Rental Income: $null Traditional Rental Income: $1957 Airbnb ROI: N/A Traditional ROI: 5.09%
104 Hyland Dr Enterprise, OR 104 Hyland Dr, Enterprise, OR 97828 \| Single Family Residential	3 beds \| 2 baths \| 2,116 sq.ft.	$579,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.12% Airbnb Rental Income: $null Traditional Rental Income: $2302 Airbnb ROI: N/A Traditional ROI: 2.12%
505 W Greenwood St Enterprise, OR 505 W Greenwood St, Enterprise, OR 97828 \| Single Family Residential	3 beds \| 2 baths \| 2,082 sq.ft.	$379,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.14% Airbnb Rental Income: $null Traditional Rental Income: $2267 Airbnb ROI: N/A Traditional ROI: 4.14%
302 SE 2nd St Enterprise, OR Charming Craftsman-Style Bungalow in the Heart of Enterprise!Welcome home to this beautifu...	2 beds \| 1 baths \| 804 sq.ft.	$329,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.72% Airbnb Rental Income: $null Traditional Rental Income: $1707 Airbnb ROI: N/A Traditional ROI: 3.72%
207 Court St Enterprise, OR Perched on top of the bluff with breathtaking panoramic views of the Wallowa Mountains and...	3 beds \| 2 baths \| 1,404 sq.ft.	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.04% Airbnb Rental Income: $null Traditional Rental Income: $2136 Airbnb ROI: N/A Traditional ROI: 4.04%
604 SW Mildred Ave Enterprise, OR 604 SW Mildred Ave, Enterprise, OR 97828 \| Single Family Residential	3 beds \| 2 baths \| 1,896 sq.ft.	$465,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.85% Airbnb Rental Income: $null Traditional Rental Income: $2186 Airbnb ROI: N/A Traditional ROI: 2.85%
81550 Wade Gulch Ln Enterprise, OR 81550 Wade Gulch Ln, Enterprise, OR 97828 \| Other	N/A beds \| N/A baths \| N/A	$384,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.58% Airbnb Rental Income: $null Traditional Rental Income: $592 Airbnb ROI: N/A Traditional ROI: -0.58%
65254 Pine Tree Rd Enterprise, OR 65254 Pine Tree Rd, Enterprise, OR 97828 \| Single Family Residential	5 beds \| 3 baths \| 4,646 sq.ft.	$1,390,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.27% Airbnb Rental Income: $null Traditional Rental Income: $2985 Airbnb ROI: N/A Traditional ROI: 0.27%
503 S River St Enterprise, OR 503 S River St, Enterprise, OR 97828 \| Multi Family	3 beds \| N/A baths \| 1,472 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.61% Airbnb Rental Income: $null Traditional Rental Income: $1645 Airbnb ROI: N/A Traditional ROI: 4.61%
300 Residence St Enterprise, OR 300 Residence St, Enterprise, OR 97828 \| Other	N/A beds \| N/A baths \| N/A	$159,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.32% Airbnb Rental Income: $null Traditional Rental Income: $592 Airbnb ROI: N/A Traditional ROI: 1.32%
400 Depot St Enterprise, OR 400 Depot St, Enterprise, OR 97828 \| Single Family Residential	2 beds \| 2 baths \| 1,174 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.93% Airbnb Rental Income: $null Traditional Rental Income: $1719 Airbnb ROI: N/A Traditional ROI: 4.93%
604 E Greenwood St Enterprise, OR Come and see this thoughtfully crafted custom home on a scenic corner lot in Enterprise, O...	3 beds \| 3 baths \| 1,866 sq.ft.	$639,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.58% Airbnb Rental Income: $null Traditional Rental Income: $2709 Airbnb ROI: N/A Traditional ROI: 2.58%
301 SE Alamo St Enterprise, OR 301 SE Alamo St, Enterprise, OR 97828 \| Manufactured Home	2 beds \| 1 baths \| 1,152 sq.ft.	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.96% Airbnb Rental Income: $null Traditional Rental Income: $1373 Airbnb ROI: N/A Traditional ROI: 6.96%
72625 Farmers Ln Enterprise, OR 72625 Farmers Ln, Enterprise, OR 97828 \| Other	N/A beds \| N/A baths \| N/A	$329,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.35% Airbnb Rental Income: $null Traditional Rental Income: $592 Airbnb ROI: N/A Traditional ROI: -0.35%
0 Lewis Rd Enterprise, OR 0 Lewis Rd, Enterprise, OR 97828 \| Other	N/A beds \| N/A baths \| N/A	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.17% Airbnb Rental Income: $null Traditional Rental Income: $592 Airbnb ROI: N/A Traditional ROI: -1.17%
207 Silver St Enterprise, OR Buildable view lot with large double-bay storage/shop and an income producing studio apart...	1 beds \| 1 baths \| 2,400 sq.ft.	$495,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.32% Airbnb Rental Income: $null Traditional Rental Income: $1298 Airbnb ROI: N/A Traditional ROI: 1.32%
Depot Enterprise, OR Depot, Enterprise, OR 97828 \| Other	N/A beds \| N/A baths \| N/A	$100,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.92% Airbnb Rental Income: $null Traditional Rental Income: $567 Airbnb ROI: N/A Traditional ROI: 2.92%
0 NE Fourth St Enterprise, OR 0 NE Fourth St, Enterprise, OR 97828 \| Other	N/A beds \| N/A baths \| N/A	$120,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.14% Airbnb Rental Income: $null Traditional Rental Income: $567 Airbnb ROI: N/A Traditional ROI: 2.14%

Real Estate investment in Enterprise, OR

There are 38 properties for sale in the city of Enterprise . The median list price in Enterprise is $371,778 and the average price per square foot is $185. In July 2026, the average monthly cash on cash return in Enterprise is 3.00%. The average monthly rental income in Enterprise is $1,719.

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

There are 38 investment properties available for sale in Enterprise.

The ROI for Short-Term is higher than the Long-Term in Enterprise with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Enterprise, OR

209 N River St

Enterprise, OR

4 beds | 1 baths | 1,840 sq.ft.

$265,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.22%

Airbnb Rental Income: $null

Traditional Rental Income: $1535

Airbnb ROI: N/A

Traditional ROI: 4.22%

302 DEPOT St

Enterprise, OR

3 beds | 2 baths | 2,030 sq.ft.

$399,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.71%

Airbnb Rental Income: $null

Traditional Rental Income: $2520

Airbnb ROI: N/A

Traditional ROI: 4.71%

64782 Alder Slope Rd

Enterprise, OR

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

$725,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.55%

Airbnb Rental Income: $null

Traditional Rental Income: $1262

Airbnb ROI: N/A

Traditional ROI: 0.55%

101 NE 3rd St

Enterprise, OR

3 beds | 2 baths | 1,742 sq.ft.

$535,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.62%

Airbnb Rental Income: $null

Traditional Rental Income: $2594

Airbnb ROI: N/A

Traditional ROI: 3.62%

517 W Greenwood St

Enterprise, OR

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

$299,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.49%

Airbnb Rental Income: $null

Traditional Rental Income: $1443

Airbnb ROI: N/A

Traditional ROI: 3.49%

206 NE 1st St

Enterprise, OR

4 beds | 1 baths | 3,500 sq.ft.

$389,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.47%

Airbnb Rental Income: $null

Traditional Rental Income: $3004

Airbnb ROI: N/A

Traditional ROI: 6.47%

64929 Hurricane Creek Rd

Enterprise, OR

3 beds | 3 baths | 2,260 sq.ft.

$945,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.13%

Airbnb Rental Income: $null

Traditional Rental Income: $2904

Airbnb ROI: N/A

Traditional ROI: 2.13%

81897 Reavis Ln

Enterprise, OR

3 beds | 2 baths | 2,406 sq.ft.

$925,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.88%

Airbnb Rental Income: $null

Traditional Rental Income: $2784

Airbnb ROI: N/A