Real Estate Investment Properties for Sale in Portland, IN

Looking for investment property in Portland, IN with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
709 E Main St Portland, IN 3 Bedroom 1.5 Bath home located on the east end of Main St. This home features ventless g...	3 beds \| 1 baths \| 2,041 sq.ft.	$129,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.11% Airbnb Rental Income: $null Traditional Rental Income: $1471 Airbnb ROI: N/A Traditional ROI: 9.11%
106 West 500 South Rd Portland, IN You must see this completely remodeled 3 bedroom/2 full bath home south of Portland. This...	3 beds \| 2 baths \| 1,388 sq.ft.	$184,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.96% Airbnb Rental Income: $null Traditional Rental Income: $1385 Airbnb ROI: N/A Traditional ROI: 5.96%
612 W Arch St Portland, IN Back on the market at no fault of the Sellers. This beautifully updated 3-bedroom, 2-bath ...	3 beds \| 2 baths \| 1,531 sq.ft.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.51% Airbnb Rental Income: $null Traditional Rental Income: $1521 Airbnb ROI: N/A Traditional ROI: 6.51%
515 W High st Avenue Portland, IN Open House on march 27th March28th March29th 2-4PM. Snacks and water will be supplied! Joi...	2 beds \| 1 baths \| 1,188 sq.ft.	$109,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.29% Airbnb Rental Income: $null Traditional Rental Income: $1389 Airbnb ROI: N/A Traditional ROI: 10.29%
925 W Main St Portland, IN 4 bedroom, 1.5 bath total electric home featuring a beautifully remodeled full bathroom an...	4 beds \| 1 baths \| 1,182 sq.ft.	$147,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.49% Airbnb Rental Income: $null Traditional Rental Income: $1839 Airbnb ROI: N/A Traditional ROI: 10.49%
307 E Union St Portland, IN 307 E Union St, Portland, IN 47371 \| Single Family Residential	2 beds \| N/A baths \| 1,336 sq.ft.	$180,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.1% Airbnb Rental Income: $null Traditional Rental Income: $1112 Airbnb ROI: N/A Traditional ROI: 4.1%
417 N Ship St Portland, IN	4 beds \| 2 baths \| 1,404 sq.ft.	$119,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.99% Airbnb Rental Income: $null Traditional Rental Income: $1577 Airbnb ROI: N/A Traditional ROI: 10.99%
615 E Votaw St Portland, IN 615 E Votaw St, Portland, IN 47371 \| Single Family Residential	9 beds \| 3 baths \| 4,132 sq.ft.	$300,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.48% Airbnb Rental Income: $null Traditional Rental Income: $2161 Airbnb ROI: N/A Traditional ROI: 5.48%
409 W Walnut St Portland, IN 409 W Walnut St, Portland, IN 47371 \| Single Family Residential	5 beds \| 3 baths \| 2,136 sq.ft.	$218,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.15% Airbnb Rental Income: $null Traditional Rental Income: $2155 Airbnb ROI: N/A Traditional ROI: 8.15%
936 W Main St Portland, IN 936 W Main St, Portland, IN 47371 \| Single Family Residential	2 beds \| 1 baths \| 1,038 sq.ft.	$76,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.1% Airbnb Rental Income: $null Traditional Rental Income: $914 Airbnb ROI: N/A Traditional ROI: 9.1%
2949 S Highway 27 Portland, IN 2949 S Highway 27 Hwy, Portland, IN 47371 \| Single Family Residential	3 beds \| 2 baths \| 1,212 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.13% Airbnb Rental Income: $null Traditional Rental Income: $1337 Airbnb ROI: N/A Traditional ROI: 4.13%
812 S Jean Dr Portland, IN Enjoy the perfect blend of country living and convenience in this beautifully maintained 3...	3 beds \| 2 baths \| 1,434 sq.ft.	$222,400	Airbnb cash on cash: N/A Traditional cash on cash: 5.52% Airbnb Rental Income: $null Traditional Rental Income: $1535 Airbnb ROI: N/A Traditional ROI: 5.52%
5182 S 200 Rds W Portland, IN 5182 S 200 Rds W, Portland, IN 47371 \| Other	N/A beds \| N/A baths \| N/A	$75,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.95% Airbnb Rental Income: $null Traditional Rental Income: $522 Airbnb ROI: N/A Traditional ROI: 3.95%
N Park St Portland, IN N Park St, Portland, IN 47371 \| Other	N/A beds \| N/A baths \| N/A	$95,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.8% Airbnb Rental Income: $null Traditional Rental Income: $522 Airbnb ROI: N/A Traditional ROI: 2.8%
6130 W 200 N Portland, IN 6130 W 200 N, Portland, IN 47371 \| Single Family Residential	4 beds \| 2 baths \| 2,142 sq.ft.	$294,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.91% Airbnb Rental Income: $null Traditional Rental Income: $1968 Airbnb ROI: N/A Traditional ROI: 4.91%
1121 Miller Ave Portland, IN 1121 Miller Ave, Portland, IN 47371 \| Single Family Residential	2 beds \| 1 baths \| 1,056 sq.ft.	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.38% Airbnb Rental Income: $null Traditional Rental Income: $938 Airbnb ROI: N/A Traditional ROI: 3.38%
1241 E Highway 26 Portland, IN 1241 E Highway 26, Portland, IN 47371 \| Other	N/A beds \| N/A baths \| N/A	$32,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.8% Airbnb Rental Income: $null Traditional Rental Income: $526 Airbnb ROI: N/A Traditional ROI: 10.8%
548 W 400 S Portland, IN	3 beds \| 1 baths \| 1,344 sq.ft.	$260,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.92% Airbnb Rental Income: $null Traditional Rental Income: $1261 Airbnb ROI: N/A Traditional ROI: 2.92%
1617 W 100 Rd N Portland, IN	4 beds \| 2 baths \| 1,736 sq.ft.	$240,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.86% Airbnb Rental Income: $null Traditional Rental Income: $1840 Airbnb ROI: N/A Traditional ROI: 5.86%
113 Dogwood Ln Portland, IN 113 Dogwood Ln, Portland, IN 47371 \| Single Family Residential	3 beds \| 2 baths \| 1,045 sq.ft.	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.61% Airbnb Rental Income: $null Traditional Rental Income: $1335 Airbnb ROI: N/A Traditional ROI: 5.61%
6401 S Como Rd Portland, IN 6401 S Como Rd, Portland, IN 47371 \| Single Family Residential	5 beds \| 1 baths \| 1,978 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.57% Airbnb Rental Income: $null Traditional Rental Income: $1393 Airbnb ROI: N/A Traditional ROI: -0.57%
309 E 7th St Portland, IN 309 E 7th St, Portland, IN 47371 \| Single Family Residential	2 beds \| 1 baths \| 876 sq.ft.	$100,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.16% Airbnb Rental Income: $null Traditional Rental Income: $871 Airbnb ROI: N/A Traditional ROI: 6.16%
408 E Seventh St Portland, IN 408 E Seventh St, Portland, IN 47371 \| Single Family Residential	4 beds \| 2 baths \| 2,315 sq.ft.	$244,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.43% Airbnb Rental Income: $null Traditional Rental Income: $2007 Airbnb ROI: N/A Traditional ROI: 6.43%
1574 W 400 S Portland, IN 1574 W 400 S, Portland, IN 47371 \| Single Family Residential	4 beds \| 1 baths \| 1,850 sq.ft.	$190,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.47% Airbnb Rental Income: $null Traditional Rental Income: $1234 Airbnb ROI: N/A Traditional ROI: 4.47%
1574 W 400 S Portland, IN 1574 W 400 S, Portland, IN 47371 \| Single Family Residential	4 beds \| 1 baths \| 1,850 sq.ft.	$190,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.47% Airbnb Rental Income: $null Traditional Rental Income: $1234 Airbnb ROI: N/A Traditional ROI: 4.47%
1335 Meadow Ln Portland, IN 1335 Meadow Ln, Portland, IN 47371 \| Single Family Residential	3 beds \| 1 baths \| 1,176 sq.ft.	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.62% Airbnb Rental Income: $null Traditional Rental Income: $1163 Airbnb ROI: N/A Traditional ROI: 5.62%
6647 W 350 S Portland, IN 6647 W 350 S, Portland, IN 47371 \| Single Family Residential	4 beds \| 2 baths \| 3,590 sq.ft.	$414,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.63% Airbnb Rental Income: $null Traditional Rental Income: $1833 Airbnb ROI: N/A Traditional ROI: 2.63%
422 W Water St Portland, IN 422 W Water St, Portland, IN 47371 \| Single Family Residential	5 beds \| 2 baths \| 1,368 sq.ft.	$129,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.6% Airbnb Rental Income: $null Traditional Rental Income: $1647 Airbnb ROI: N/A Traditional ROI: 10.6%
608 S Western Ave Portland, IN	3 beds \| 1 baths \| 1,400 sq.ft.	$197,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.21% Airbnb Rental Income: $null Traditional Rental Income: $1228 Airbnb ROI: N/A Traditional ROI: 4.21%
504 W Walnut St St Portland, IN 504 W Walnut St St, Portland, IN 47371 \| Single Family Residential	5 beds \| 3 baths \| 2,730 sq.ft.	$255,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.88% Airbnb Rental Income: $null Traditional Rental Income: $2676 Airbnb ROI: N/A Traditional ROI: 8.88%
943 S Shank Street Portland, IN Welcome home to this beautifully maintained 3-bedroom, 1.5 bath ranch nestled in a desirab...	3 beds \| 2 baths \| 1,120 sq.ft.	$139,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.32% Airbnb Rental Income: $null Traditional Rental Income: $1591 Airbnb ROI: N/A Traditional ROI: 9.32%
441 E 7th Street Portland, IN Craving a little elbow room without giving up the convenience of town? This inviting prope...	3 beds \| 2 baths \| 1,628 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.98% Airbnb Rental Income: $null Traditional Rental Income: $1663 Airbnb ROI: N/A Traditional ROI: 5.98%
1203 S Shank Street Portland, IN Enjoy the perfect blend of modern updates and quiet residential living! This 3-bedroom, 2-...	3 beds \| 2 baths \| 2,575 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.16% Airbnb Rental Income: $null Traditional Rental Income: $1926 Airbnb ROI: N/A Traditional ROI: 7.16%
1383 N Hwy 27 Portland, IN Charming country living with the convenience of town just minutes away! This well-maintain...	3 beds \| 1 baths \| 1,383 sq.ft.	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.34% Airbnb Rental Income: $null Traditional Rental Income: $1188 Airbnb ROI: N/A Traditional ROI: 6.34%
228 E North St Portland, IN Check out this charming 2-bedroom, 1-bath home featuring a spacious 2-car detached garage ...	2 beds \| 1 baths \| 990 sq.ft.	$88,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.83% Airbnb Rental Income: $null Traditional Rental Income: $880 Airbnb ROI: N/A Traditional ROI: 7.83%
120 SW Eighth Street Portland, IN Welcome home to this charming 2-bedroom, 2-bath ranch situated on a desirable corner lot j...	2 beds \| 2 baths \| 1,404 sq.ft.	$130,000	Airbnb cash on cash: N/A Traditional cash on cash: 9% Airbnb Rental Income: $null Traditional Rental Income: $1385 Airbnb ROI: N/A Traditional ROI: 9%
403 E North Street Portland, IN Charming 2-bedroom, 1-bath home situated on a desirable corner lot! This well-maintained p...	2 beds \| 1 baths \| 1,278 sq.ft.	$139,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.02% Airbnb Rental Income: $null Traditional Rental Income: $1049 Airbnb ROI: N/A Traditional ROI: 5.02%
304 W High St Portland, IN Completely remodeled 4-bedroom, 2 full bath home offering modern updates throughout! Recen...	3 beds \| 2 baths \| 1,680 sq.ft.	$174,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.45% Airbnb Rental Income: $null Traditional Rental Income: $1670 Airbnb ROI: N/A Traditional ROI: 7.45%
221 S Munson Ave Portland, IN Welcome home to this beautifully remodeled 3-bedroom, 1-bath home featuring a spacious 2-c...	3 beds \| 1 baths \| 1,676 sq.ft.	$134,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.27% Airbnb Rental Income: $null Traditional Rental Income: $1210 Airbnb ROI: N/A Traditional ROI: 7.27%

Real Estate investment in Portland, IN

There are 40 properties for sale in the city of Portland . The median list price in Portland is $131,921 and the average price per square foot is $57. In October 2026, the average monthly cash on cash return in Portland is 7.00%. The average monthly rental income in Portland is $1,361.

Portland, IN Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 40 investment properties available for sale in Portland.

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

Your search for investment property begins and ends here

Investment Property for Sale in Portland, IN

709 E Main St

Portland, IN

3 beds | 1 baths | 2,041 sq.ft.

$129,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.11%

Airbnb Rental Income: $null

Traditional Rental Income: $1471

Airbnb ROI: N/A

Traditional ROI: 9.11%

106 West 500 South Rd

Portland, IN

3 beds | 2 baths | 1,388 sq.ft.

$184,500

Airbnb cash on cash: N/A

Traditional cash on cash: 5.96%

Airbnb Rental Income: $null

Traditional Rental Income: $1385

Airbnb ROI: N/A

Traditional ROI: 5.96%

612 W Arch St

Portland, IN

3 beds | 2 baths | 1,531 sq.ft.

$179,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.51%

Airbnb Rental Income: $null

Traditional Rental Income: $1521

Airbnb ROI: N/A

Traditional ROI: 6.51%

515 W High st Avenue

Portland, IN

2 beds | 1 baths | 1,188 sq.ft.

$109,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.29%

Airbnb Rental Income: $null

Traditional Rental Income: $1389

Airbnb ROI: N/A

Traditional ROI: 10.29%

925 W Main St

Portland, IN

4 beds | 1 baths | 1,182 sq.ft.

$147,900

Airbnb cash on cash: N/A

Traditional cash on cash: 10.49%

Airbnb Rental Income: $null

Traditional Rental Income: $1839

Airbnb ROI: N/A

Traditional ROI: 10.49%

307 E Union St

Portland, IN

2 beds | N/A baths | 1,336 sq.ft.

$180,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.1%

Airbnb Rental Income: $null

Traditional Rental Income: $1112

Airbnb ROI: N/A

Traditional ROI: 4.1%

417 N Ship St

Portland, IN

4 beds | 2 baths | 1,404 sq.ft.

$119,900

Airbnb cash on cash: N/A

Traditional cash on cash: 10.99%

Airbnb Rental Income: $null

Traditional Rental Income: $1577

Airbnb ROI: N/A

Traditional ROI: 10.99%

615 E Votaw St

Portland, IN

9 beds | 3 baths | 4,132 sq.ft.

$300,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.48%

Airbnb Rental Income: $null

Traditional Rental Income: $2161

Airbnb ROI: N/A