Real Estate Investment Properties for Sale in Halfway, OR

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
37867 HIGHWAY 414 Halfway, OR Dreaming of your own Certified Naturally Grown farm, tucked into the heart of some of Oreg...	5 beds \| 2 baths \| 2,776 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.6% Airbnb Rental Income: $null Traditional Rental Income: $3028 Airbnb ROI: N/A Traditional ROI: 5.6%
47433 SLAUGHTERHOUSE RD Halfway, OR 47433 Slaughterhouse Road is positioned at the southern end of the Wallowa Mountains in an...	4 beds \| 2 baths \| 2,376 sq.ft.	$825,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.7% Airbnb Rental Income: $null Traditional Rental Income: $2394 Airbnb ROI: N/A Traditional ROI: 1.7%
54312 HIGHWAY 86 Halfway, OR Charming countryside retreat with a vintage 1984 manufactured home nestled on a spacious 2...	3 beds \| 2 baths \| 1,560 sq.ft.	$325,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 6.79% Airbnb Rental Income: $1474 Traditional Rental Income: $2649 Airbnb ROI: 1.52% Traditional ROI: 6.79%
48144 E PINE CREEK RD Halfway, OR Your Mountain Retreat Awaits! Escape to your own private slice of paradise in this furnish...	3 beds \| 3 baths \| 3,600 sq.ft.	$629,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 2.98% Airbnb Rental Income: $1474 Traditional Rental Income: $2617 Airbnb ROI: 0.3% Traditional ROI: 2.98%
37950 HIGHWAY 414 Halfway, OR On the edge of town this 3 bedroom/2 bath ranch style home sits on .44 acres offering room...	3 beds \| 2 baths \| 1,352 sq.ft.	$280,000	Airbnb cash on cash: 1.88% Traditional cash on cash: 7.55% Airbnb Rental Income: $1474 Traditional Rental Income: $2536 Airbnb ROI: 1.88% Traditional ROI: 7.55%
305 N MAIN ST Halfway, OR New construction SHOPDOMINIAM, UNFINISHED, on 1/2 acre in Halfway, Oregon. Entire building...	2 beds \| 3 baths \| 1,500 sq.ft.	$315,000	Airbnb cash on cash: 2.59% Traditional cash on cash: 9.62% Airbnb Rental Income: $1704 Traditional Rental Income: $3316 Airbnb ROI: 2.59% Traditional ROI: 9.62%
238 DAWSON ST Halfway, OR You won't beat the price of this cozy cabin style home. You will feel relaxed and comforta...	3 beds \| 1 baths \| 1,092 sq.ft.	$174,900	Airbnb cash on cash: 3.98% Traditional cash on cash: 11.07% Airbnb Rental Income: $1474 Traditional Rental Income: $2220 Airbnb ROI: 3.98% Traditional ROI: 11.07%
120 VALLEY ST Halfway, OR Welcome to this beautiful, 3-4 bedroom 1 bath home in stunning Pine valley. Enjoy your hot...	3 beds \| 1 baths \| 1,386 sq.ft.	$245,000	Airbnb cash on cash: 2.43% Traditional cash on cash: 8.11% Airbnb Rental Income: $1474 Traditional Rental Income: $2354 Airbnb ROI: 2.43% Traditional ROI: 8.11%

Real Estate investment in Halfway, OR

There are 8 properties for sale in the city of Halfway . The median list price in Halfway is $320,000 and the average price per square foot is $164. In September 2025, the average monthly cash on cash return in Halfway is 7.00%. The average monthly rental income in Halfway is $2,577.

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

There are 8 investment properties available for sale in Halfway.

In 2025, the best neighborhood to buy investment property is Halfway.

The ROI for Long-Term is higher than the Short-Term in Halfway with average rental income of $2,577.

Your search for investment property begins and ends here

Investment Property for Sale in Halfway, OR

37867 HIGHWAY 414

Halfway, OR

5 beds | 2 baths | 2,776 sq.ft.

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.6%

Airbnb Rental Income: $null

Traditional Rental Income: $3028

Airbnb ROI: N/A

Traditional ROI: 5.6%

47433 SLAUGHTERHOUSE RD

Halfway, OR

4 beds | 2 baths | 2,376 sq.ft.

$825,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.7%

Airbnb Rental Income: $null

Traditional Rental Income: $2394

Airbnb ROI: N/A

Traditional ROI: 1.7%

54312 HIGHWAY 86

Halfway, OR

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

$325,000

Airbnb cash on cash: 1.52%

Traditional cash on cash: 6.79%

Airbnb Rental Income: $1474

Traditional Rental Income: $2649

Airbnb ROI: 1.52%

Traditional ROI: 6.79%

48144 E PINE CREEK RD

Halfway, OR

3 beds | 3 baths | 3,600 sq.ft.

$629,000

Airbnb cash on cash: 0.3%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $1474

Traditional Rental Income: $2617

Airbnb ROI: 0.3%

Traditional ROI: 2.98%

37950 HIGHWAY 414

Halfway, OR

3 beds | 2 baths | 1,352 sq.ft.

$280,000

Airbnb cash on cash: 1.88%

Traditional cash on cash: 7.55%

Airbnb Rental Income: $1474

Traditional Rental Income: $2536

Airbnb ROI: 1.88%

Traditional ROI: 7.55%

305 N MAIN ST

Halfway, OR

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

$315,000

Airbnb cash on cash: 2.59%

Traditional cash on cash: 9.62%

Airbnb Rental Income: $1704

Traditional Rental Income: $3316

Airbnb ROI: 2.59%

Traditional ROI: 9.62%

238 DAWSON ST

Halfway, OR

3 beds | 1 baths | 1,092 sq.ft.

$174,900

Airbnb cash on cash: 3.98%

Traditional cash on cash: 11.07%

Airbnb Rental Income: $1474

Traditional Rental Income: $2220

Airbnb ROI: 3.98%

Traditional ROI: 11.07%

120 VALLEY ST

Halfway, OR

3 beds | 1 baths | 1,386 sq.ft.

$245,000

Airbnb cash on cash: 2.43%

Traditional cash on cash: 8.11%

Airbnb Rental Income: $1474

Traditional Rental Income: $2354

Airbnb ROI: 2.43%