Real Estate Investment Properties for Sale in Osceola, IN

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
10287 Vistula Road Osceola, IN Experience waterfront living at its finest in this beautifully updated 4-bedroom, 2-bath h...	4 beds \| 2 baths \| 2,630 sq.ft.	$509,900	Airbnb cash on cash: 2.27% Traditional cash on cash: 3.86% Airbnb Rental Income: $2693 Traditional Rental Income: $2813 Airbnb ROI: 2.27% Traditional ROI: 3.86%
54715 Pierre Trails Drive Osceola, IN Welcome to poplar Northbridge Valley! This beautifully maintained home offers an open-conc...	3 beds \| 2 baths \| 2,698 sq.ft.	$464,999	Airbnb cash on cash: 2.15% Traditional cash on cash: 4.53% Airbnb Rental Income: $2429 Traditional Rental Income: $2870 Airbnb ROI: 2.15% Traditional ROI: 4.53%
54409 FAYE DRIVE Osceola, IN Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 1.5 baths \| 1,580 sq.ft.	$279,000	Airbnb cash on cash: 5.28% Traditional cash on cash: 6.08% Airbnb Rental Income: $2429 Traditional Rental Income: $2047 Airbnb ROI: 5.28% Traditional ROI: 6.08%
11103 Edison Road Osceola, IN Set on 1.79 acres in the highly sought-after Penn-Harris-Madison School Corporation, this ...	3 beds \| 2 baths \| 1,612 sq.ft.	$314,999	Airbnb cash on cash: 4.15% Traditional cash on cash: 6.04% Airbnb Rental Income: $2429 Traditional Rental Income: $2395 Airbnb ROI: 4.15% Traditional ROI: 6.04%
54855 Springfield Trace Drive Osceola, IN Beautiful 2-story transitional in popular Northbridge Valley in the Penn Harris Madison Sc...	4 beds \| 4 baths \| 3,224 sq.ft.	$535,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 3.38% Airbnb Rental Income: $2693 Traditional Rental Income: $2800 Airbnb ROI: 1.89% Traditional ROI: 3.38%
10950 Fairview Avenue Osceola, IN Located in the highly sought-after Penn School District, this 3-bedroom home plus a dedica...	3 beds \| 3 baths \| 2,258 sq.ft.	$398,900	Airbnb cash on cash: 2.94% Traditional cash on cash: 6.43% Airbnb Rental Income: $2429 Traditional Rental Income: $3140 Airbnb ROI: 2.94% Traditional ROI: 6.43%
54745 Sacramento Meadows Drive Osceola, IN Stunning well-maintained waterfront living in the highly sought-after Penn School district...	4 beds \| 4 baths \| 3,294 sq.ft.	$699,900	Airbnb cash on cash: 1.21% Traditional cash on cash: 3.82% Airbnb Rental Income: $2693 Traditional Rental Income: $3757 Airbnb ROI: 1.21% Traditional ROI: 3.82%
54611 Salem Farms Court Osceola, IN Luxury, comfort, and thoughtful design come together in this stunning Kline-built home in ...	5 beds \| 4 baths \| 4,504 sq.ft.	$845,000	Airbnb cash on cash: 3.64% Traditional cash on cash: 3.04% Airbnb Rental Income: $5452 Traditional Rental Income: $3876 Airbnb ROI: 3.64% Traditional ROI: 3.04%
10478 Jefferson Road Osceola, IN Welcome to the St. Joseph River, a retreat perfectly positioned at the rivers bend, where ...	4 beds \| 4 baths \| 3,798 sq.ft.	$599,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 5.95% Airbnb Rental Income: $2693 Traditional Rental Income: $4517 Airbnb ROI: 1.55% Traditional ROI: 5.95%
10810 Douglas Rd Osceola, IN Custom-built Barndominium offering the ultimate in privacy and luxury, perfectly situated ...	4 beds \| 3 baths \| 4,186 sq.ft.	$1,199,900	Airbnb cash on cash: 0.38% Traditional cash on cash: 1.68% Airbnb Rental Income: $2693 Traditional Rental Income: $3508 Airbnb ROI: 0.38% Traditional ROI: 1.68%
10205 Rosewood Court Osceola, IN Pending and awaiting earnest money! ! Get into this desirable Ashwood Forest gem, Michiana...	3 beds \| 2 baths \| 2,240 sq.ft.	$290,000	Airbnb cash on cash: 4.13% Traditional cash on cash: 7.4% Airbnb Rental Income: $2429 Traditional Rental Income: $2726 Airbnb ROI: 4.13% Traditional ROI: 7.4%
10601 Toledo Avenue Osceola, IN *Multiple Offers Received-Highest and Best offers due 07/02/26. Seller will respond to off...	3 beds \| 2 baths \| 1,176 sq.ft.	$239,900	Airbnb cash on cash: 5.84% Traditional cash on cash: 6.86% Airbnb Rental Income: $2429 Traditional Rental Income: $2066 Airbnb ROI: 5.84% Traditional ROI: 6.86%
58565 Heather Pointe Drive Osceola, IN Welcome to this wonderful ranch home located in the desirable Heather Lakes subdivision wi...	3 beds \| 2 baths \| 2,568 sq.ft.	$375,000	Airbnb cash on cash: 3.34% Traditional cash on cash: 5.77% Airbnb Rental Income: $2429 Traditional Rental Income: $2693 Airbnb ROI: 3.34% Traditional ROI: 5.77%
57830 Appletree Drive Osceola, IN Located in the award-winning Penn-Harris-Madison School Corporation, this beautifully upda...	3 beds \| 2 baths \| 1,012 sq.ft.	$268,000	Airbnb cash on cash: 4.44% Traditional cash on cash: 4.44% Airbnb Rental Income: $2429 Traditional Rental Income: $1835 Airbnb ROI: 4.44% Traditional ROI: 4.44%
10478 Vistula Road Osceola, IN PENDING AT PRINT! Penn Schools Home with Water Views! Charming one-bedroom home in the des...	1 beds \| 1 baths \| 672 sq.ft.	$149,900	Airbnb cash on cash: 3.99% Traditional cash on cash: 6.5% Airbnb Rental Income: $1275 Traditional Rental Income: $1234 Airbnb ROI: 3.99% Traditional ROI: 6.5%
10063 Inwood Road Osceola, IN NEW CONSTRUCTION. Over 1 acre lot! Rural living at it's best. 2 story, 5 beds, and 3.5 bat...	5 beds \| 4 baths \| 3,413 sq.ft.	$579,000	Airbnb cash on cash: 6.04% Traditional cash on cash: 5.05% Airbnb Rental Income: $5452 Traditional Rental Income: $3823 Airbnb ROI: 6.04% Traditional ROI: 5.05%
10053 Inwood Road Osceola, IN NEW CONSTRUCTION. 1.38 ACRE LOT. Drive by and take a look at the view. Discover the perfec...	4 beds \| 3 baths \| 2,780 sq.ft.	$530,000	Airbnb cash on cash: 2.12% Traditional cash on cash: 4.71% Airbnb Rental Income: $2693 Traditional Rental Income: $3340 Airbnb ROI: 2.12% Traditional ROI: 4.71%
10181 Elsie Street Osceola, IN Fully remodeled and move-in ready in the desirable PHM School Corporation. This bright, so...	3 beds \| 2 baths \| 1,550 sq.ft.	$252,000	Airbnb cash on cash: 6.24% Traditional cash on cash: 6.13% Airbnb Rental Income: $2429 Traditional Rental Income: $1809 Airbnb ROI: 6.24% Traditional ROI: 6.13%
10062 Heather Brooke Drive Osceola, IN Beautifully updated 4-bed, 2.5-bath home with 3,156 sq ft in the highly sought-after PHM s...	4 beds \| 3 baths \| 3,156 sq.ft.	$469,900	Airbnb cash on cash: 2.72% Traditional cash on cash: 4.06% Airbnb Rental Income: $2693 Traditional Rental Income: $2644 Airbnb ROI: 2.72% Traditional ROI: 4.06%
10035 Ashwood Forest Drive Osceola, IN * OPEN HOUSE SUN MAY 31 11am-1pm**Welcome home to this stunning property designed for ...	3 beds \| 3 baths \| 2,182 sq.ft.	$329,900	Airbnb cash on cash: 4.16% Traditional cash on cash: 7.89% Airbnb Rental Income: $2429 Traditional Rental Income: $2994 Airbnb ROI: 4.16% Traditional ROI: 7.89%
1507 Kingsman Way Osceola, IN Move-in ready home in desirable Shepherd's Cove! This well-maintained property features sp...	3 beds \| 3 baths \| 2,314 sq.ft.	$320,000	Airbnb cash on cash: 3.96% Traditional cash on cash: 7.6% Airbnb Rental Income: $2429 Traditional Rental Income: $2932 Airbnb ROI: 3.96% Traditional ROI: 7.6%

Real Estate investment in Osceola, IN

There are 23 properties for sale in the city of Osceola . The median list price in Osceola is $347,292 and the average price per square foot is $140. In July 2026, the average monthly cash on cash return in Osceola is 6.00%. The average monthly rental income in Osceola is $2,813.

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

There are 23 investment properties available for sale in Osceola.

In 2026, the best neighborhood to buy investment property is Osceola.

The ROI for Long-Term is higher than the Short-Term in Osceola with average rental income of $2,813.

Your search for investment property begins and ends here

Investment Property for Sale in Osceola, IN

10287 Vistula Road

Osceola, IN

4 beds | 2 baths | 2,630 sq.ft.

$509,900

Airbnb cash on cash: 2.27%

Traditional cash on cash: 3.86%

Airbnb Rental Income: $2693

Traditional Rental Income: $2813

Airbnb ROI: 2.27%

Traditional ROI: 3.86%

54715 Pierre Trails Drive

Osceola, IN

3 beds | 2 baths | 2,698 sq.ft.

$464,999

Airbnb cash on cash: 2.15%

Traditional cash on cash: 4.53%

Airbnb Rental Income: $2429

Traditional Rental Income: $2870

Airbnb ROI: 2.15%

Traditional ROI: 4.53%

54409 FAYE DRIVE

Osceola, IN

3 beds | 1.5 baths | 1,580 sq.ft.

$279,000

Airbnb cash on cash: 5.28%

Traditional cash on cash: 6.08%

Airbnb Rental Income: $2429

Traditional Rental Income: $2047

Airbnb ROI: 5.28%

Traditional ROI: 6.08%

11103 Edison Road

Osceola, IN

3 beds | 2 baths | 1,612 sq.ft.

$314,999

Airbnb cash on cash: 4.15%

Traditional cash on cash: 6.04%

Airbnb Rental Income: $2429

Traditional Rental Income: $2395

Airbnb ROI: 4.15%

Traditional ROI: 6.04%

54855 Springfield Trace Drive

Osceola, IN

4 beds | 4 baths | 3,224 sq.ft.

$535,000

Airbnb cash on cash: 1.89%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $2693

Traditional Rental Income: $2800

Airbnb ROI: 1.89%

Traditional ROI: 3.38%

10950 Fairview Avenue

Osceola, IN

3 beds | 3 baths | 2,258 sq.ft.

$398,900

Airbnb cash on cash: 2.94%

Traditional cash on cash: 6.43%

Airbnb Rental Income: $2429

Traditional Rental Income: $3140

Airbnb ROI: 2.94%

Traditional ROI: 6.43%

54745 Sacramento Meadows Drive

Osceola, IN

4 beds | 4 baths | 3,294 sq.ft.

$699,900

Airbnb cash on cash: 1.21%

Traditional cash on cash: 3.82%

Airbnb Rental Income: $2693

Traditional Rental Income: $3757

Airbnb ROI: 1.21%

Traditional ROI: 3.82%

54611 Salem Farms Court

Osceola, IN

5 beds | 4 baths | 4,504 sq.ft.

$845,000

Airbnb cash on cash: 3.64%

Traditional cash on cash: 3.04%

Airbnb Rental Income: $5452

Traditional Rental Income: $3876

Airbnb ROI: 3.64%