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.

Single Family Homes for Sale in Osceola, IN

Search for Single Family Residential for Sale in Osceola, Indiana. 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 17 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
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: 2.88% Traditional cash on cash: 6.08% Airbnb Rental Income: $1672 Traditional Rental Income: $2047 Airbnb ROI: 2.88% Traditional ROI: 6.08%
11940 3rd Street Osceola, IN Beautifully Updated charming 3-Bedroom Home with Privacy and Space. Featuring three bedro...	3 beds \| 2 baths \| 1,240 sq.ft.	$185,000	Airbnb cash on cash: 4.83% Traditional cash on cash: 7.14% Airbnb Rental Income: $1672 Traditional Rental Income: $1611 Airbnb ROI: 4.83% Traditional ROI: 7.14%
55917 Pheasant Covey Court Osceola, IN Come take a look at this beautiful, 3 bedroom, 3.5 bath home with a two car attached garag...	3 beds \| 4 baths \| 3,234 sq.ft.	$415,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 4.86% Airbnb Rental Income: $1672 Traditional Rental Income: $2685 Airbnb ROI: 1.05% Traditional ROI: 4.86%
10559 Jefferson Boulevard Osceola, IN With commanding views of Baugo Bay, this stunning home rises from the bluffs overlooking t...	4 beds \| 3 baths \| 2,966 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.51% Airbnb Rental Income: $null Traditional Rental Income: $3678 Airbnb ROI: N/A Traditional ROI: 5.51%
58155 Beehler Road Osceola, IN 3 Bedroom 2 Bath on 1.16 acres located in Penn-Harris-Madison School System Home was tota...	3 beds \| 2 baths \| 2,585 sq.ft.	$399,900	Airbnb cash on cash: 1.68% Traditional cash on cash: 5.67% Airbnb Rental Income: $1672 Traditional Rental Income: $2699 Airbnb ROI: 1.68% Traditional ROI: 5.67%
56106 Wynnewood Drive Osceola, IN Get into this 3 bedroom, 2 bath home, Michiana! Great Location with so much to enjoy near...	3 beds \| 2 baths \| 1,694 sq.ft.	$275,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 6.65% Airbnb Rental Income: $1672 Traditional Rental Income: $2447 Airbnb ROI: 1.86% Traditional ROI: 6.65%
300 Walnut Street Osceola, IN Nestled on two spacious lots that encompass nearly half an acre within the highly regarded...	2 beds \| 1 baths \| 936 sq.ft.	$149,999	Airbnb cash on cash: 3.57% Traditional cash on cash: 8.06% Airbnb Rental Income: $1244 Traditional Rental Income: $1491 Airbnb ROI: 3.57% Traditional ROI: 8.06%
55415 Barksdale Street Osceola, IN Charming 3-bedroom Limestone Ranch on a corner Lot in Osceola within Penn Harris Madison ...	3 beds \| 1 baths \| 1,750 sq.ft.	$254,900	Airbnb cash on cash: 3.1% Traditional cash on cash: 6.68% Airbnb Rental Income: $1672 Traditional Rental Income: $2065 Airbnb ROI: 3.1% Traditional ROI: 6.68%
55161 Patrician Park Drive Osceola, IN Adorable Newly Updated 3 Bed Room & 2 Full Bath Home in desirable Penn School District. Ma...	3 beds \| 2 baths \| 1,877 sq.ft.	$313,500	Airbnb cash on cash: 1.53% Traditional cash on cash: 6.51% Airbnb Rental Income: $1672 Traditional Rental Income: $2674 Airbnb ROI: 1.53% Traditional ROI: 6.51%
424 Shepherds Cove Drive Osceola, IN This beautiful two-story home in the desirable Shepherds Cove subdivision in Penn school d...	4 beds \| 3 baths \| 2,046 sq.ft.	$395,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.51% Airbnb Rental Income: $null Traditional Rental Income: $3118 Airbnb ROI: N/A Traditional ROI: 6.51%
57047 Greenlawn Avenue Osceola, IN Charming Updated Ranch in Penn Schools! Welcome home to this beautifully maintained 3 bed...	3 beds \| 2 baths \| 1,364 sq.ft.	$225,000	Airbnb cash on cash: 3.94% Traditional cash on cash: 9.09% Airbnb Rental Income: $1672 Traditional Rental Income: $2301 Airbnb ROI: 3.94% Traditional ROI: 9.09%
11249 Hemlock Drive Osceola, IN Welcome to Wild Wood Estates in the highly sought-after Penn School District! This well-lo...	3 beds \| 2 baths \| 1,924 sq.ft.	$274,900	Airbnb cash on cash: 2.64% Traditional cash on cash: 8.09% Airbnb Rental Income: $1672 Traditional Rental Income: $2618 Airbnb ROI: 2.64% Traditional ROI: 8.09%
10617 Toledo Avenue Osceola, IN This charming one-bedroom, one-bathroom bungalow in Lawndale offers 984 square feet of com...	1 beds \| 1 baths \| 984 sq.ft.	$159,900	Airbnb cash on cash: 3.44% Traditional cash on cash: 7.44% Airbnb Rental Income: $1215 Traditional Rental Income: $1434 Airbnb ROI: 3.44% Traditional ROI: 7.44%
406 W Rogers Street Osceola, IN This property could pay off with a quick flip or make the home of your dreams with a littl...	3 beds \| 2 baths \| 1,330 sq.ft.	$159,900	Airbnb cash on cash: 4.72% Traditional cash on cash: 11.43% Airbnb Rental Income: $1672 Traditional Rental Income: $2229 Airbnb ROI: 4.72% Traditional ROI: 11.43%
11924 Riverview Boulevard Osceola, IN MULTIPLE OFFERS - due 2pm 8/19/25. Rare gem! A smaller home in Penn Schools! Mechanical up...	2 beds \| 1 baths \| 1,075 sq.ft.	$139,000	Airbnb cash on cash: 4.05% Traditional cash on cash: 10.48% Airbnb Rental Income: $1244 Traditional Rental Income: $1705 Airbnb ROI: 4.05% Traditional ROI: 10.48%
56251 Arizona Avenue Osceola, IN Penn Township Ranch. The ranch with the 4 car garage you've been waiting for! Totally upda...	3 beds \| 3 baths \| 1,660 sq.ft.	$349,900	Airbnb cash on cash: 2.06% Traditional cash on cash: 6.63% Airbnb Rental Income: $1672 Traditional Rental Income: $2707 Airbnb ROI: 2.06% Traditional ROI: 6.63%
310 E Adams Street Osceola, IN This beautifully remodeled home is move-in ready and full of updates you will love. The me...	3 beds \| 2 baths \| 1,548 sq.ft.	$250,000	Airbnb cash on cash: 3.13% Traditional cash on cash: 8.3% Airbnb Rental Income: $1672 Traditional Rental Income: $2424 Airbnb ROI: 3.13% Traditional ROI: 8.3%

Your search for investment property begins and ends here

Single Family Homes for Sale in Osceola, IN

54409 FAYE DRIVE

Osceola, IN

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

$279,000

Airbnb cash on cash: 2.88%

Traditional cash on cash: 6.08%

Airbnb Rental Income: $1672

Traditional Rental Income: $2047

Airbnb ROI: 2.88%

Traditional ROI: 6.08%

11940 3rd Street

Osceola, IN

3 beds | 2 baths | 1,240 sq.ft.

$185,000

Airbnb cash on cash: 4.83%

Traditional cash on cash: 7.14%

Airbnb Rental Income: $1672

Traditional Rental Income: $1611

Airbnb ROI: 4.83%

Traditional ROI: 7.14%

55917 Pheasant Covey Court

Osceola, IN

3 beds | 4 baths | 3,234 sq.ft.

$415,000

Airbnb cash on cash: 1.05%

Traditional cash on cash: 4.86%

Airbnb Rental Income: $1672

Traditional Rental Income: $2685

Airbnb ROI: 1.05%

Traditional ROI: 4.86%

10559 Jefferson Boulevard

Osceola, IN

4 beds | 3 baths | 2,966 sq.ft.

$525,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.51%

Airbnb Rental Income: $null

Traditional Rental Income: $3678

Airbnb ROI: N/A

Traditional ROI: 5.51%

58155 Beehler Road

Osceola, IN

3 beds | 2 baths | 2,585 sq.ft.

$399,900

Airbnb cash on cash: 1.68%

Traditional cash on cash: 5.67%

Airbnb Rental Income: $1672

Traditional Rental Income: $2699

Airbnb ROI: 1.68%

Traditional ROI: 5.67%

56106 Wynnewood Drive

Osceola, IN

3 beds | 2 baths | 1,694 sq.ft.

$275,000

Airbnb cash on cash: 1.86%

Traditional cash on cash: 6.65%

Airbnb Rental Income: $1672

Traditional Rental Income: $2447

Airbnb ROI: 1.86%

Traditional ROI: 6.65%

300 Walnut Street

Osceola, IN

2 beds | 1 baths | 936 sq.ft.

$149,999

Airbnb cash on cash: 3.57%

Traditional cash on cash: 8.06%

Airbnb Rental Income: $1244

Traditional Rental Income: $1491

Airbnb ROI: 3.57%

Traditional ROI: 8.06%

55415 Barksdale Street

Osceola, IN

3 beds | 1 baths | 1,750 sq.ft.

$254,900

Airbnb cash on cash: 3.1%

Traditional cash on cash: 6.68%

Airbnb Rental Income: $1672

Traditional Rental Income: $2065

Airbnb ROI: 3.1%