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 59 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
304 15th Ave E Oskaloosa, IA Great updated ranch with walk-out basement on an oversized lot. Nice open floor plan on th...	3 beds \| 2 baths \| 1,092 sq.ft.	$264,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.84% Airbnb Rental Income: $null Traditional Rental Income: $1666 Airbnb ROI: N/A Traditional ROI: 3.84%
609 1st Ave E Oskaloosa, IA Upon entering this beautiful home, you are welcomed by all the details of fine craftsmansh...	5 beds \| 2 baths \| 1,656 sq.ft.	$345,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.74% Airbnb Rental Income: $null Traditional Rental Income: $1792 Airbnb ROI: N/A Traditional ROI: 3.74%
301 N 9th St Oskaloosa, IA *Welcome to this COZY and INVITING 3 bedroom/2 bath home!!!*You will enjoy the charm t...	3 beds \| 1 baths \| 1,408 sq.ft.	$220,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.57% Airbnb Rental Income: $null Traditional Rental Income: $1456 Airbnb ROI: N/A Traditional ROI: 4.57%
438 N 4th St Oskaloosa, IA Great location - 3 bedrooms - 1 full bath - large back yard - walkout basement - carport/d...	3 beds \| 1 baths \| 1,138 sq.ft.	$124,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.51% Airbnb Rental Income: $null Traditional Rental Income: $1266 Airbnb ROI: N/A Traditional ROI: 7.51%
1330 N Market St Oskaloosa, IA 1330 North Market in Oskaloosa is ready for its next owners. This home has a large primary...	3 beds \| 1 baths \| 1,494 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.81% Airbnb Rental Income: $null Traditional Rental Income: $1953 Airbnb ROI: N/A Traditional ROI: 7.81%
1001 Arbor Trace Dr Oskaloosa, IA Cul-de-sac living! 4 bedroom, 3 full bath home with a finished basement and storage room! ...	4 beds \| 3 baths \| 1,500 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.26% Airbnb Rental Income: $null Traditional Rental Income: $2113 Airbnb ROI: N/A Traditional ROI: 3.26%
502 N H St Oskaloosa, IA Move right into this beautifully maintained 3-bedroom, 2-bath ranch built in 2022. Offerin...	3 beds \| 2 baths \| 1,536 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.21% Airbnb Rental Income: $null Traditional Rental Income: $1042 Airbnb ROI: N/A Traditional ROI: 2.21%
508 3rd Ave E Oskaloosa, IA This home was completely updated inside and out including windows, siding & gutters in 201...	3 beds \| 1 baths \| 1,553 sq.ft.	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.6% Airbnb Rental Income: $null Traditional Rental Income: $1088 Airbnb ROI: N/A Traditional ROI: 3.6%
805 Wedgewood Dr Oskaloosa, IA Here is a super well-maintained home ready to move into! This home was built in 1978 and h...	3 beds \| 1 baths \| 913 sq.ft.	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.7% Airbnb Rental Income: $null Traditional Rental Income: $1060 Airbnb ROI: N/A Traditional ROI: 3.7%
1715 Pella Ave Oskaloosa, IA Seller is offering a $10,000 credit towards buyers choice of updates/closing costs. Nice ...	4 beds \| 2 baths \| 2,036 sq.ft.	$205,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.5% Airbnb Rental Income: $null Traditional Rental Income: $2289 Airbnb ROI: N/A Traditional ROI: 9.5%
1002 Maywood Dr Oskaloosa, IA This 3-bedroom, 2-bath home features a large backyard with shade trees and a nice deck. Fr...	3 beds \| 1 baths \| 1,232 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.28% Airbnb Rental Income: $null Traditional Rental Income: $1950 Airbnb ROI: N/A Traditional ROI: 7.28%
523 N B St Oskaloosa, IA Welcome to 523 N B St, a beautifully renovated 3-bedroom, 2-bathroom home with a spacious ...	3 beds \| 2 baths \| 1,367 sq.ft.	$162,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.18% Airbnb Rental Income: $null Traditional Rental Income: $1769 Airbnb ROI: N/A Traditional ROI: 9.18%
605 Fairview Dr Oskaloosa, IA Ready for the next owner - 4 bedrooms - 3 baths - 2 car attached garage - .53-acre lot - L...	4 beds \| 3 baths \| 1,600 sq.ft.	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.89% Airbnb Rental Income: $null Traditional Rental Income: $2901 Airbnb ROI: N/A Traditional ROI: 5.89%
1002 8th Ave E Oskaloosa, IA ATTENTION INVESTORS & LANDLORDS!!! Investor Special! Great opportunity to add value and bu...	3 beds \| 1 baths \| 1,094 sq.ft.	$129,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.07% Airbnb Rental Income: $null Traditional Rental Income: $1729 Airbnb ROI: N/A Traditional ROI: 11.07%
606 N 3rd St 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.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.85% Airbnb Rental Income: $null Traditional Rental Income: $1196 Airbnb ROI: N/A Traditional ROI: 4.85%
411 C Ave W Oskaloosa, IA NEW Furnace and NEW Central Air being installed in July of 2026! 4-bedroom, 2 Bath Ranch h...	4 beds \| 2 baths \| 2,052 sq.ft.	$259,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.87% Airbnb Rental Income: $null Traditional Rental Income: $2337 Airbnb ROI: N/A Traditional ROI: 6.87%
406 Evans Randolph St Oskaloosa, IA Turn-key country charm meets outdoor living at 406 Evans Randolph St in Oskaloosa! This in...	2 beds \| 1 baths \| 1,054 sq.ft.	$215,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 5.57% Airbnb Rental Income: $1062 Traditional Rental Income: $1554 Airbnb ROI: 1.36% Traditional ROI: 5.57%
2521 Bill Bone Ln Oskaloosa, IA Nearly new 3-bedroom, 2-bath ranch on a half-acre lot with bonus cottage! Built in late 20...	3 beds \| 2 baths \| 1,512 sq.ft.	$288,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.62% Airbnb Rental Income: $null Traditional Rental Income: $2203 Airbnb ROI: N/A Traditional ROI: 5.62%
215 S 9th St Oskaloosa, IA 215 S 9th St, Oskaloosa, IA 52577 \| Single Family Residential	3 beds \| 2 baths \| 1,199 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.54% Airbnb Rental Income: $null Traditional Rental Income: $1527 Airbnb ROI: N/A Traditional ROI: 2.54%
2021 Edmundson Dr Oskaloosa, IA GREAT LOCATION! If you are looking for a home by the countryside or the golf courses, you ...	3 beds \| 3 baths \| 1,762 sq.ft.	$352,400	Airbnb cash on cash: N/A Traditional cash on cash: 3.97% Airbnb Rental Income: $null Traditional Rental Income: $2222 Airbnb ROI: N/A Traditional ROI: 3.97%
1304 7th Ave E Oskaloosa, IA 1304 7th Ave E, Oskaloosa, IA 52577 \| Single Family Residential	3 beds \| 2 baths \| 1,528 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.83% Airbnb Rental Income: $null Traditional Rental Income: $1676 Airbnb ROI: N/A Traditional ROI: 7.83%
115 Highland Ave Oskaloosa, IA 115 Highland Ave, Oskaloosa, IA 52577 \| Single Family Residential	2 beds \| 3 baths \| 1,632 sq.ft.	$315,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 3.46% Airbnb Rental Income: $1062 Traditional Rental Income: $1873 Airbnb ROI: -0.52% Traditional ROI: 3.46%
437 N 10th St Oskaloosa, IA 437 N 10th St, Oskaloosa, IA 52577 \| Single Family Residential	4 beds \| 1 baths \| 1,909 sq.ft.	$139,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.09% Airbnb Rental Income: $null Traditional Rental Income: $1384 Airbnb ROI: N/A Traditional ROI: 7.09%
404 N C St Oskaloosa, IA 404 N C St, Oskaloosa, IA 52577 \| Single Family Residential	4 beds \| 2 baths \| 3,010 sq.ft.	$370,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.64% Airbnb Rental Income: $null Traditional Rental Income: $2243 Airbnb ROI: N/A Traditional ROI: 3.64%
2016 S F St Oskaloosa, IA 2016 S F St, Oskaloosa, IA 52577 \| Single Family Residential	4 beds \| 3 baths \| 2,800 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.89% Airbnb Rental Income: $null Traditional Rental Income: $2660 Airbnb ROI: N/A Traditional ROI: 3.89%
1416 S 11th St Oskaloosa, IA 1416 S 11th St, Oskaloosa, IA 52577 \| Single Family Residential	3 beds \| 1 baths \| 1,428 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.56% Airbnb Rental Income: $null Traditional Rental Income: $1375 Airbnb ROI: N/A Traditional ROI: 4.56%
1214 2nd Ave W Oskaloosa, IA 1214 2nd Ave W, Oskaloosa, IA 52577 \| Single Family Residential	2 beds \| 2 baths \| 1,196 sq.ft.	$293,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 3.3% Airbnb Rental Income: $1062 Traditional Rental Income: $1707 Airbnb ROI: -0.36% Traditional ROI: 3.3%
1606 Clay Ct Oskaloosa, IA 1606 Clay Ct, Oskaloosa, IA 52577 \| Single Family Residential	3 beds \| 2 baths \| 1,424 sq.ft.	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.25% Airbnb Rental Income: $null Traditional Rental Income: $1622 Airbnb ROI: N/A Traditional ROI: 3.25%
308 N 3rd St Oskaloosa, IA 308 N 3rd St, Oskaloosa, IA 52577 \| Single Family Residential	4 beds \| 2 baths \| 2,308 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 6% Airbnb Rental Income: $null Traditional Rental Income: $2110 Airbnb ROI: N/A Traditional ROI: 6%
513 18th Ave Ave E Oskaloosa, IA 513 18th Ave Ave E, Oskaloosa, IA 52577 \| Single Family Residential	3 beds \| 2 baths \| 1,564 sq.ft.	$414,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.25% Airbnb Rental Income: $null Traditional Rental Income: $1960 Airbnb ROI: N/A Traditional ROI: 2.25%
322 N G St Oskaloosa, IA 322 N G St, Oskaloosa, IA 52577 \| Single Family Residential	3 beds \| 2 baths \| 1,156 sq.ft.	$228,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.73% Airbnb Rental Income: $null Traditional Rental Income: $1451 Airbnb ROI: N/A Traditional ROI: 3.73%
610 2nd Ave E Oskaloosa, IA 610 2nd Ave E, Oskaloosa, IA 52577 \| Single Family Residential	3 beds \| 2 baths \| 1,950 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.4% Airbnb Rental Income: $null Traditional Rental Income: $1842 Airbnb ROI: N/A Traditional ROI: 7.4%
115 S M St Oskaloosa, IA 115 S M St, Oskaloosa, IA 52577 \| Single Family Residential	3 beds \| 3 baths \| 1,090 sq.ft.	$367,500	Airbnb cash on cash: N/A Traditional cash on cash: 2.64% Airbnb Rental Income: $null Traditional Rental Income: $1885 Airbnb ROI: N/A Traditional ROI: 2.64%
468 N 10th St Oskaloosa, IA 468 N 10th St, Oskaloosa, IA 52577 \| Single Family Residential	2 beds \| 1 baths \| 842 sq.ft.	$119,900	Airbnb cash on cash: 2.68% Traditional cash on cash: 2.73% Airbnb Rental Income: $1062 Traditional Rental Income: $702 Airbnb ROI: 2.68% Traditional ROI: 2.73%
410 3rd Ave W Oskaloosa, IA 410 3rd Ave W, Oskaloosa, IA 52577 \| Single Family Residential	2 beds \| 1 baths \| 1,016 sq.ft.	$164,900	Airbnb cash on cash: 1.29% Traditional cash on cash: 4.46% Airbnb Rental Income: $1062 Traditional Rental Income: $1195 Airbnb ROI: 1.29% Traditional ROI: 4.46%
2561 Osburn Ave Oskaloosa, IA 2561 Osburn Ave, Oskaloosa, IA 52577 \| Single Family Residential	6 beds \| 3 baths \| 4,053 sq.ft.	$574,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.33% Airbnb Rental Income: $null Traditional Rental Income: $2718 Airbnb ROI: N/A Traditional ROI: 2.33%

Your search for investment property begins and ends here

Single Family Homes for Sale in Oskaloosa, IA

304 15th Ave E

Oskaloosa, IA

3 beds | 2 baths | 1,092 sq.ft.

$264,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.84%

Airbnb Rental Income: $null

Traditional Rental Income: $1666

Airbnb ROI: N/A

Traditional ROI: 3.84%

609 1st Ave E

Oskaloosa, IA

5 beds | 2 baths | 1,656 sq.ft.

$345,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.74%

Airbnb Rental Income: $null

Traditional Rental Income: $1792

Airbnb ROI: N/A

Traditional ROI: 3.74%

301 N 9th St

Oskaloosa, IA

3 beds | 1 baths | 1,408 sq.ft.

$220,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.57%

Airbnb Rental Income: $null

Traditional Rental Income: $1456

Airbnb ROI: N/A

Traditional ROI: 4.57%

438 N 4th St

Oskaloosa, IA

3 beds | 1 baths | 1,138 sq.ft.

$124,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.51%

Airbnb Rental Income: $null

Traditional Rental Income: $1266

Airbnb ROI: N/A

Traditional ROI: 7.51%

1330 N Market St

Oskaloosa, IA

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

$195,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.81%

Airbnb Rental Income: $null

Traditional Rental Income: $1953

Airbnb ROI: N/A

Traditional ROI: 7.81%

1001 Arbor Trace Dr

Oskaloosa, IA

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

$389,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.26%

Airbnb Rental Income: $null

Traditional Rental Income: $2113

Airbnb ROI: N/A

Traditional ROI: 3.26%

502 N H St

Oskaloosa, IA

3 beds | 2 baths | 1,536 sq.ft.

$289,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.21%

Airbnb Rental Income: $null

Traditional Rental Income: $1042

Airbnb ROI: N/A

Traditional ROI: 2.21%

508 3rd Ave E

Oskaloosa, IA

3 beds | 1 baths | 1,553 sq.ft.

$169,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.6%

Airbnb Rental Income: $null

Traditional Rental Income: $1088

Airbnb ROI: N/A