Real Estate Investment Properties for Sale in Oskaloosa, IA

Looking for investment property in Oskaloosa, IA with high ROI ?

Explore a variety of short-term homes & houses in Oskaloosa, IA. Invest wisely with VRBO & Oskaloosa, IA Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Oskaloosa, IA

Search for Single Family Residential for Sale in Oskaloosa, Iowa. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 28 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
907 G Avenue W Oskaloosa, IA This charming bungalow offers an affordable alternative to renting and is ready for you to...	2 beds \| 1 baths \| 672 sq.ft.	$105,000	Airbnb cash on cash: 4.27% Traditional cash on cash: 11.22% Airbnb Rental Income: $1114 Traditional Rental Income: $1447 Airbnb ROI: 4.27% Traditional ROI: 11.22%
475 N 9Th Street Oskaloosa, IA Welcome to this beautifully updated 3-bedroom, 2-bath home just minutes from the heart of ...	3 beds \| 2 baths \| 1,872 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.31% Airbnb Rental Income: $null Traditional Rental Income: $2114 Airbnb ROI: N/A Traditional ROI: 7.31%
417 College Hill Avenue Oskaloosa, IA Welcome to 417 College Hill Avenue, Oskaloosa, IA! This cozy, fully renovated home is move...	3 beds \| 1 baths \| 960 sq.ft.	$164,983	Airbnb cash on cash: N/A Traditional cash on cash: 6.9% Airbnb Rental Income: $null Traditional Rental Income: $1463 Airbnb ROI: N/A Traditional ROI: 6.9%
462 N 9Th Street Oskaloosa, IA If you're looking for exceptional GARAGE space--- this one's for YOU!! Not one, but two! T...	3 beds \| 2 baths \| 2,288 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.68% Airbnb Rental Income: $null Traditional Rental Income: $2380 Airbnb ROI: N/A Traditional ROI: 8.68%
2010 Suffolk Road Oskaloosa, IA Open and spacious berm style home on 10.68 acres located on the edge of Oskaloosa city lim...	4 beds \| 2 baths \| 2,364 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.36% Airbnb Rental Income: $null Traditional Rental Income: $1743 Airbnb ROI: N/A Traditional ROI: 1.36%
1117 3Rd Avenue E Oskaloosa, IA Welcome to this charming ranch-style home in Oskaloosa! Built in 1953, this 3-bed, 1-bath ...	3 beds \| 1 baths \| 1,692 sq.ft.	$180,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.52% Airbnb Rental Income: $null Traditional Rental Income: $1630 Airbnb ROI: N/A Traditional ROI: 6.52%
504 17th Avenue E Oskaloosa, IA Check out this beautiful NEW home in the Marje SD! Here's your chance to own a brand new h...	4 beds \| 3 baths \| 1,484 sq.ft.	$409,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.44% Airbnb Rental Income: $null Traditional Rental Income: $2009 Airbnb ROI: N/A Traditional ROI: 2.44%
1012 5th Avenue E Oskaloosa, IA Check out this charming home located on a quiet street on the east side of town with a qua...	3 beds \| 2 baths \| 1,028 sq.ft.	$170,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.8% Airbnb Rental Income: $null Traditional Rental Income: $2246 Airbnb ROI: N/A Traditional ROI: 10.8%
502 S Market Street Oskaloosa, IA Great location! Sits on corner lot. Newly updated 2 story home features 4 bedrooms and 1.5...	4 beds \| 2 baths \| 2,009 sq.ft.	$176,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.64% Airbnb Rental Income: $null Traditional Rental Income: $2395 Airbnb ROI: N/A Traditional ROI: 11.64%
2775 Osburn Avenue Oskaloosa, IA Spacious Luxury Home with a Amazing Sized Morton building on 4 gross acres m/l is ready fo...	5 beds \| 5 baths \| 5,040 sq.ft.	$1,140,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.88% Airbnb Rental Income: $null Traditional Rental Income: $5216 Airbnb ROI: N/A Traditional ROI: 2.88%
1002 8th Avenue E Oskaloosa, IA Welcome to this cozy 3 bedroom bungalow home! With a partially fenced yard and an extra la...	3 beds \| 1 baths \| 1,094 sq.ft.	$139,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.31% Airbnb Rental Income: $null Traditional Rental Income: $1729 Airbnb ROI: N/A Traditional ROI: 10.31%
2710 248th Street Oskaloosa, IA Enjoy peaceful country living on 2 acres with the convenience of a hard-surface road. This...	2 beds \| 3 baths \| 1,516 sq.ft.	$299,900	Airbnb cash on cash: 0.47% Traditional cash on cash: 5.44% Airbnb Rental Income: $1114 Traditional Rental Income: $2141 Airbnb ROI: 0.47% Traditional ROI: 5.44%
1105 N 3Rd Street Oskaloosa, IA This ranch-style home features a charming front deck and a spacious living room. The kitch...	3 beds \| 2 baths \| 1,676 sq.ft.	$180,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.03% Airbnb Rental Income: $null Traditional Rental Income: $2003 Airbnb ROI: N/A Traditional ROI: 9.03%
611 S Market Street Oskaloosa, IA DON'T MISS OUT!! HUGE PRICE REDUCTION CALL TODAY!!! 2-story home close to downtown. Large ...	3 beds \| 2 baths \| 1,604 sq.ft.	$149,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.17% Airbnb Rental Income: $null Traditional Rental Income: $1974 Airbnb ROI: N/A Traditional ROI: 11.17%
1117 3rd Avenue Oskaloosa, IA Welcome to this charming ranch-style home in Oskaloosa! Built in 1953, this 3-bed, 1-bath ...	3 beds \| 1 baths \| 992 sq.ft.	$180,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.14% Airbnb Rental Income: $null Traditional Rental Income: $1565 Airbnb ROI: N/A Traditional ROI: 6.14%
136 Solar Drive Oskaloosa, IA This charming little gem just hit the market and you wont want to miss checking it out! Co...	2 beds \| 2 baths \| 1,428 sq.ft.	$234,900	Airbnb cash on cash: 1.04% Traditional cash on cash: 6.38% Airbnb Rental Income: $1114 Traditional Rental Income: $1925 Airbnb ROI: 1.04% Traditional ROI: 6.38%
1213 9th Avenue E Oskaloosa, IA Welcome to this beautifully maintained 1,816 sq. ft. home offering warmth, character, and ...	3 beds \| 2 baths \| 1,816 sq.ft.	$229,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.26% Airbnb Rental Income: $null Traditional Rental Income: $2159 Airbnb ROI: N/A Traditional ROI: 7.26%
1616 S 7Th Street Oskaloosa, IA Well kept ranch home In a quiet and desirable neighborhood. This property sits on a corner...	2 beds \| 1 baths \| 960 sq.ft.	$149,900	Airbnb cash on cash: 2.34% Traditional cash on cash: 7.04% Airbnb Rental Income: $1114 Traditional Rental Income: $1413 Airbnb ROI: 2.34% Traditional ROI: 7.04%
411 College Hill Drive Oskaloosa, IA Welcome home to this charming 2-bedroom, 1-bath residence nestled in a quiet neighborhood ...	2 beds \| 2 baths \| 1,032 sq.ft.	$169,999	Airbnb cash on cash: 1.88% Traditional cash on cash: 7.47% Airbnb Rental Income: $1114 Traditional Rental Income: $1645 Airbnb ROI: 1.88% Traditional ROI: 7.47%
1216 Santa Clara Street Oskaloosa, IA Newly updated Home! What's been updated you ask? Paint, flooring, carpet, lighting fixture...	3 beds \| 3 baths \| 1,104 sq.ft.	$218,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.02% Airbnb Rental Income: $null Traditional Rental Income: $1813 Airbnb ROI: N/A Traditional ROI: 6.02%
2409 270Th Street Oskaloosa, IA Great location just southeast of Oskaloosa. Be at Oskaloosa Golf or on the square in less ...	4 beds \| 3 baths \| 2,352 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.35% Airbnb Rental Income: $null Traditional Rental Income: $2708 Airbnb ROI: N/A Traditional ROI: 4.35%
708 S 7Th Street Oskaloosa, IA Welcome to 708 South 7th Street in Oskaloosa - a charming, move-in-ready home that might b...	2 beds \| 2 baths \| 1,440 sq.ft.	$149,000	Airbnb cash on cash: 2.68% Traditional cash on cash: 10.88% Airbnb Rental Income: $1114 Traditional Rental Income: $1909 Airbnb ROI: 2.68% Traditional ROI: 10.88%
1109 9Th Avenue E Oskaloosa, IA Check out this affordable move in ready ranch style home located in a good location and ne...	5 beds \| 2 baths \| 1,712 sq.ft.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.74% Airbnb Rental Income: $null Traditional Rental Income: $2326 Airbnb ROI: N/A Traditional ROI: 10.74%
309 Fairview Drive Oskaloosa, IA Looking for a beautiful new home to start off 2026? Well HERE IT IS!!!! This home was buil...	5 beds \| 3 baths \| 1,892 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.46% Airbnb Rental Income: $null Traditional Rental Income: $2470 Airbnb ROI: N/A Traditional ROI: 3.46%
606 N 3Rd Street Oskaloosa, IA NEW LISTING!!! Check out this Beauitifully renovated 3 bedroom home with an open concept l...	3 beds \| 1 baths \| 1,040 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.55% Airbnb Rental Income: $null Traditional Rental Income: $1196 Airbnb ROI: N/A Traditional ROI: 4.55%
1216 Santa Clara St Oskaloosa, IA 1216 Santa Clara St, Oskaloosa, IA 52577 \| Single Family Residential	3 beds \| 3 baths \| 1,104 sq.ft.	$218,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.67% Airbnb Rental Income: $null Traditional Rental Income: $1582 Airbnb ROI: N/A Traditional ROI: 4.67%
516 N G Street Oskaloosa, IA So charming! This one-level home sits on a large corner lot, blending mid-century characte...	3 beds \| 3 baths \| 1,376 sq.ft.	$187,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.04% Airbnb Rental Income: $null Traditional Rental Income: $2257 Airbnb ROI: N/A Traditional ROI: 10.04%
511 5Th Avenue W Oskaloosa, IA WOW, this is going to be a HOT property! SO much going for it- Spacious 5 BRs/3Bath Ranch ...	5 beds \| 3 baths \| 1,680 sq.ft.	$346,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.92% Airbnb Rental Income: $null Traditional Rental Income: $2361 Airbnb ROI: N/A Traditional ROI: 4.92%

Your search for investment property begins and ends here

Single Family Homes for Sale in Oskaloosa, IA

907 G Avenue W

Oskaloosa, IA

2 beds | 1 baths | 672 sq.ft.

$105,000

Airbnb cash on cash: 4.27%

Traditional cash on cash: 11.22%

Airbnb Rental Income: $1114

Traditional Rental Income: $1447

Airbnb ROI: 4.27%

Traditional ROI: 11.22%

475 N 9Th Street

Oskaloosa, IA

3 beds | 2 baths | 1,872 sq.ft.

$219,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.31%

Airbnb Rental Income: $null

Traditional Rental Income: $2114

Airbnb ROI: N/A

Traditional ROI: 7.31%

417 College Hill Avenue

Oskaloosa, IA

3 beds | 1 baths | 960 sq.ft.

$164,983

Airbnb cash on cash: N/A

Traditional cash on cash: 6.9%

Airbnb Rental Income: $null

Traditional Rental Income: $1463

Airbnb ROI: N/A

Traditional ROI: 6.9%

462 N 9Th Street

Oskaloosa, IA

3 beds | 2 baths | 2,288 sq.ft.

$219,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.68%

Airbnb Rental Income: $null

Traditional Rental Income: $2380

Airbnb ROI: N/A

Traditional ROI: 8.68%

2010 Suffolk Road

Oskaloosa, IA

4 beds | 2 baths | 2,364 sq.ft.

$575,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.36%

Airbnb Rental Income: $null

Traditional Rental Income: $1743

Airbnb ROI: N/A

Traditional ROI: 1.36%

1117 3Rd Avenue E

Oskaloosa, IA

3 beds | 1 baths | 1,692 sq.ft.

$180,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.52%

Airbnb Rental Income: $null

Traditional Rental Income: $1630

Airbnb ROI: N/A

Traditional ROI: 6.52%

504 17th Avenue E

Oskaloosa, IA

4 beds | 3 baths | 1,484 sq.ft.

$409,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.44%

Airbnb Rental Income: $null

Traditional Rental Income: $2009

Airbnb ROI: N/A

Traditional ROI: 2.44%

1012 5th Avenue E

Oskaloosa, IA

3 beds | 2 baths | 1,028 sq.ft.

$170,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.8%

Airbnb Rental Income: $null

Traditional Rental Income: $2246

Airbnb ROI: N/A