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
00000 Barbarrah Dr Osceola, IN 00000 Barbarrah Dr, Bristol, IN 46507 \| Other	N/A beds \| N/A baths \| N/A	$159,400	Airbnb cash on cash: -0.48% Traditional cash on cash: 0.56% Airbnb Rental Income: $587 Traditional Rental Income: $459 Airbnb ROI: -0.48% Traditional ROI: 0.56%
5132 Ventura Ct Osceola, IN 5132 Ventura Ct, Osceola, IN 46545 \| Single Family Residential	4 beds \| 2 baths \| 2,144 sq.ft.	$549,900	Airbnb cash on cash: 2.27% Traditional cash on cash: 2.54% Airbnb Rental Income: $2894 Traditional Rental Income: $2361 Airbnb ROI: 2.27% Traditional ROI: 2.54%
10287 Vistula Rd 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.	$489,900	Airbnb cash on cash: 2.8% Traditional cash on cash: 4.09% Airbnb Rental Income: $2894 Traditional Rental Income: $2813 Airbnb ROI: 2.8% Traditional ROI: 4.09%
54715 Pierre Trails Dr Osceola, IN Welcome to this beautifully maintained ranch home in desirable Northbridge Valley! This op...	3 beds \| 2 baths \| 2,698 sq.ft.	$457,900	Airbnb cash on cash: 2.24% Traditional cash on cash: 4.62% Airbnb Rental Income: $2447 Traditional Rental Income: $2870 Airbnb ROI: 2.24% Traditional ROI: 4.62%
59789 Settlers Trl Osceola, IN Welcome to 59789 Settlers Trail! This home is located in a highly-desirable and quiet neig...	3 beds \| 2 baths \| 2,788 sq.ft.	$419,900	Airbnb cash on cash: 3.11% Traditional cash on cash: 4.57% Airbnb Rental Income: $2447 Traditional Rental Income: $2423 Airbnb ROI: 3.11% Traditional ROI: 4.57%
21 Barberry Dr Osceola, IN Let's keep summer going with another fantastic home! Beautifully renovated and packed with...	3 beds \| 2 baths \| 1,248 sq.ft.	$285,000	Airbnb cash on cash: 4.51% Traditional cash on cash: 5.6% Airbnb Rental Income: $2447 Traditional Rental Income: $2141 Airbnb ROI: 4.51% Traditional ROI: 5.6%
54810 Northbridge West Ct Osceola, IN 54810 Northbridge West Ct, Osceola, IN 46561 \| Single Family Residential	3 beds \| 2 baths \| 2,405 sq.ft.	$649,900	Airbnb cash on cash: 1.02% Traditional cash on cash: 2.43% Airbnb Rental Income: $2447 Traditional Rental Income: $2706 Airbnb ROI: 1.02% Traditional ROI: 2.43%
11377 Albany Ridge Dr Osceola, IN 11377 Albany Ridge Dr, Osceola, IN 46561 \| Single Family Residential	3 beds \| 2 baths \| 1,724 sq.ft.	$499,999	Airbnb cash on cash: 1.87% Traditional cash on cash: 2.53% Airbnb Rental Income: $2447 Traditional Rental Income: $2158 Airbnb ROI: 1.87% Traditional ROI: 2.53%
10272 Douglas Rd Osceola, IN 10272 Douglas Rd, Osceola, IN 46561 \| Single Family Residential	3 beds \| 1 baths \| 1,331 sq.ft.	$575,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 0.84% Airbnb Rental Income: $2447 Traditional Rental Income: $1535 Airbnb ROI: 1.43% Traditional ROI: 0.84%
11024 Bayou Ct #276 Osceola, IN 11024 Bayou Ct #276, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$100,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 7.85% Airbnb Rental Income: $587 Traditional Rental Income: $1054 Airbnb ROI: 0.1% Traditional ROI: 7.85%
10225 Vistula Rd Osceola, IN 10225 Vistula Rd, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$310,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 1.45% Airbnb Rental Income: $587 Traditional Rental Income: $1054 Airbnb ROI: -1.13% Traditional ROI: 1.45%
11509 New Trails Dr Osceola, IN 11509 New Trails Dr, Osceola, IN 46561 \| Single Family Residential	4 beds \| 3 baths \| 2,763 sq.ft.	$649,999	Airbnb cash on cash: 1.64% Traditional cash on cash: 3.26% Airbnb Rental Income: $2894 Traditional Rental Income: $3207 Airbnb ROI: 1.64% Traditional ROI: 3.26%
TBD Vistula Rd Osceola, IN TBD Vistula Rd, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$1,999,999	Airbnb cash on cash: -1.73% Traditional cash on cash: -1.47% Airbnb Rental Income: $587 Traditional Rental Income: $780 Airbnb ROI: -1.73% Traditional ROI: -1.47%
11861 6th St Osceola, IN 11861 6th St, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$257,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 0.99% Airbnb Rental Income: $587 Traditional Rental Income: $781 Airbnb ROI: -0.99% Traditional ROI: 0.99%
54470 Columbia Bay Lot 280 Dr #280 Osceola, IN 54470 Columbia Bay Lot 280 Dr #280, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$90,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 5.75% Airbnb Rental Income: $587 Traditional Rental Income: $780 Airbnb ROI: 0.3% Traditional ROI: 5.75%
11097 Calle Jules Lot 312a Ct #312A Osceola, IN 11097 Calle Jules Lot 312a Ct #312A, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$100,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 5.04% Airbnb Rental Income: $587 Traditional Rental Income: $781 Airbnb ROI: 0.1% Traditional ROI: 5.04%
11115 Wharton Lot 300 Way #300 Osceola, IN 11115 Wharton Lot 300 Way #300, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$90,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 5.75% Airbnb Rental Income: $587 Traditional Rental Income: $780 Airbnb ROI: 0.3% Traditional ROI: 5.75%
11178 Dickens Lot 329 Ct #329 Osceola, IN 11178 Dickens Lot 329 Ct #329, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$90,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 5.75% Airbnb Rental Income: $587 Traditional Rental Income: $780 Airbnb ROI: 0.3% Traditional ROI: 5.75%
11202 Dickens Lot 330 Ct #330 Osceola, IN 11202 Dickens Lot 330 Ct #330, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$90,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 5.75% Airbnb Rental Income: $587 Traditional Rental Income: $780 Airbnb ROI: 0.3% Traditional ROI: 5.75%
11206 Calle Jules Lot 323 Ct #323 Osceola, IN 11206 Calle Jules Lot 323 Ct #323, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$75,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 7.2% Airbnb Rental Income: $587 Traditional Rental Income: $781 Airbnb ROI: 0.71% Traditional ROI: 7.2%
11082 Calle Jules Lot 316 Ct #316 Osceola, IN 11082 Calle Jules Lot 316 Ct #316, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$90,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 5.75% Airbnb Rental Income: $587 Traditional Rental Income: $780 Airbnb ROI: 0.3% Traditional ROI: 5.75%
11064 Calle Jules Lot 315 Ct #315 Osceola, IN 11064 Calle Jules Lot 315 Ct #315, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$95,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 5.38% Airbnb Rental Income: $587 Traditional Rental Income: $780 Airbnb ROI: 0.2% Traditional ROI: 5.38%
11151 Calle Jules Lot 309 Ct #309 Osceola, IN 11151 Calle Jules Lot 309 Ct #309, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$80,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 6.66% Airbnb Rental Income: $587 Traditional Rental Income: $781 Airbnb ROI: 0.55% Traditional ROI: 6.66%
11205 Calle Jules Lot 306 Ct #306 Osceola, IN 11205 Calle Jules Lot 306 Ct #306, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$80,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 6.66% Airbnb Rental Income: $587 Traditional Rental Income: $781 Airbnb ROI: 0.55% Traditional ROI: 6.66%
54331 Columbia Bay Lot 288 Dr #288 Osceola, IN 54331 Columbia Bay Lot 288 Dr #288, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$90,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 5.76% Airbnb Rental Income: $587 Traditional Rental Income: $781 Airbnb ROI: 0.3% Traditional ROI: 5.76%
54367 Columbia Bay Lot 286 Dr #286 Osceola, IN 54367 Columbia Bay Lot 286 Dr #286, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$90,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 5.76% Airbnb Rental Income: $587 Traditional Rental Income: $781 Airbnb ROI: 0.3% Traditional ROI: 5.76%
54385 Columbia Bay Lot 285 Dr #285 Osceola, IN 54385 Columbia Bay Lot 285 Dr #285, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$90,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 5.76% Airbnb Rental Income: $587 Traditional Rental Income: $781 Airbnb ROI: 0.3% Traditional ROI: 5.76%
54862 Northbridge West Ct #13 Osceola, IN 54862 Northbridge West Ct #13, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$60,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 9.25% Airbnb Rental Income: $587 Traditional Rental Income: $780 Airbnb ROI: 1.28% Traditional ROI: 9.25%
11508 New Trails Dr #17 Osceola, IN 11508 New Trails Dr #17, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$60,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 9.27% Airbnb Rental Income: $587 Traditional Rental Income: $781 Airbnb ROI: 1.28% Traditional ROI: 9.27%
54855 Springfield Trace Dr Osceola, IN Beautiful 2-story transitional in popular Northbridge Valley in the Penn Harris Madison Sc...	4 beds \| 3 baths \| 3,224 sq.ft.	$535,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 3.38% Airbnb Rental Income: $2894 Traditional Rental Income: $2800 Airbnb ROI: 2.23% Traditional ROI: 3.38%
54706 Columbia Bay Dr Osceola, IN 54706 Columbia Bay Dr, Osceola, IN 46561 \| Single Family Residential	5 beds \| 3 baths \| 3,555 sq.ft.	$799,900	Airbnb cash on cash: 3.82% Traditional cash on cash: 2.35% Airbnb Rental Income: $5452 Traditional Rental Income: $3255 Airbnb ROI: 3.82% Traditional ROI: 2.35%
10374 Douglas Rd Osceola, IN 10374 Douglas Rd, Osceola, IN 46561 \| Single Family Residential	6 beds \| 2 baths \| 2,080 sq.ft.	$678,000	Airbnb cash on cash: 4.89% Traditional cash on cash: 1.92% Airbnb Rental Income: $5452 Traditional Rental Income: $2471 Airbnb ROI: 4.89% Traditional ROI: 1.92%
11153 Albany Ridge Dr Osceola, IN Major price reduction so the family can be together! Your dream home is ready! No need to ...	5 beds \| 3 baths \| 3,452 sq.ft.	$699,900	Airbnb cash on cash: 4.75% Traditional cash on cash: 3.23% Airbnb Rental Income: $5452 Traditional Rental Income: $3359 Airbnb ROI: 4.75% Traditional ROI: 3.23%
58136 Beech Rd #1 Osceola, IN 58136 Beech Rd #1, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$175,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 2.9% Airbnb Rental Income: $587 Traditional Rental Income: $883 Airbnb ROI: -0.6% Traditional ROI: 2.9%
58156 Beech Rd #1 Osceola, IN 58156 Beech Rd #1, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$175,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 2.9% Airbnb Rental Income: $587 Traditional Rental Income: $883 Airbnb ROI: -0.6% Traditional ROI: 2.9%
10996 Harrison Rd #1 Osceola, IN 10996 Harrison Rd #1, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$160,000	Airbnb cash on cash: -0.48% Traditional cash on cash: 3.33% Airbnb Rental Income: $587 Traditional Rental Income: $883 Airbnb ROI: -0.48% Traditional ROI: 3.33%
10914 Harrison Rd #1 Osceola, IN 10914 Harrison Rd #1, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$160,000	Airbnb cash on cash: -0.48% Traditional cash on cash: 3.33% Airbnb Rental Income: $587 Traditional Rental Income: $883 Airbnb ROI: -0.48% Traditional ROI: 3.33%
58076 Beech Rd #1 Osceola, IN 58076 Beech Rd #1, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$175,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 2.9% Airbnb Rental Income: $587 Traditional Rental Income: $883 Airbnb ROI: -0.6% Traditional ROI: 2.9%
58096 Beech Rd #1 Osceola, IN 58096 Beech Rd #1, Osceola, IN 46561 \| Other	N/A beds \| N/A baths \| N/A	$175,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 2.9% Airbnb Rental Income: $587 Traditional Rental Income: $883 Airbnb ROI: -0.6% Traditional ROI: 2.9%
54745 Sacramento Meadows Dr Osceola, IN Stunning well-maintained waterfront living in the highly sought-after Penn School district...	4 beds \| 3 baths \| 3,294 sq.ft.	$699,900	Airbnb cash on cash: 1.46% Traditional cash on cash: 3.82% Airbnb Rental Income: $2894 Traditional Rental Income: $3757 Airbnb ROI: 1.46% Traditional ROI: 3.82%

Real Estate investment in Osceola, IN

There are 87 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 $147. In August 2026, the average monthly cash on cash return in Osceola is 5.00%. The average monthly rental income in Osceola is $2,210.

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

There are 87 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 $2,210.

Your search for investment property begins and ends here

Investment Property for Sale in Osceola, IN

00000 Barbarrah Dr

Osceola, IN

N/A beds | N/A baths | N/A

$159,400

Airbnb cash on cash: -0.48%

Traditional cash on cash: 0.56%

Airbnb Rental Income: $587

Traditional Rental Income: $459

Airbnb ROI: -0.48%

Traditional ROI: 0.56%

5132 Ventura Ct

Osceola, IN

4 beds | 2 baths | 2,144 sq.ft.

$549,900

Airbnb cash on cash: 2.27%

Traditional cash on cash: 2.54%

Airbnb Rental Income: $2894

Traditional Rental Income: $2361

Airbnb ROI: 2.27%

Traditional ROI: 2.54%

10287 Vistula Rd

Osceola, IN

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

$489,900

Airbnb cash on cash: 2.8%

Traditional cash on cash: 4.09%

Airbnb Rental Income: $2894

Traditional Rental Income: $2813

Airbnb ROI: 2.8%

Traditional ROI: 4.09%

54715 Pierre Trails Dr

Osceola, IN

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

$457,900

Airbnb cash on cash: 2.24%

Traditional cash on cash: 4.62%

Airbnb Rental Income: $2447

Traditional Rental Income: $2870

Airbnb ROI: 2.24%

Traditional ROI: 4.62%

59789 Settlers Trl

Osceola, IN

3 beds | 2 baths | 2,788 sq.ft.

$419,900

Airbnb cash on cash: 3.11%

Traditional cash on cash: 4.57%

Airbnb Rental Income: $2447

Traditional Rental Income: $2423

Airbnb ROI: 3.11%

Traditional ROI: 4.57%

21 Barberry Dr

Osceola, IN

3 beds | 2 baths | 1,248 sq.ft.

$285,000

Airbnb cash on cash: 4.51%

Traditional cash on cash: 5.6%

Airbnb Rental Income: $2447

Traditional Rental Income: $2141

Airbnb ROI: 4.51%

Traditional ROI: 5.6%

54810 Northbridge West Ct

Osceola, IN

3 beds | 2 baths | 2,405 sq.ft.

$649,900

Airbnb cash on cash: 1.02%

Traditional cash on cash: 2.43%

Airbnb Rental Income: $2447

Traditional Rental Income: $2706

Airbnb ROI: 1.02%

Traditional ROI: 2.43%

11377 Albany Ridge Dr

Osceola, IN

3 beds | 2 baths | 1,724 sq.ft.

$499,999

Airbnb cash on cash: 1.87%

Traditional cash on cash: 2.53%

Airbnb Rental Income: $2447

Traditional Rental Income: $2158

Airbnb ROI: 1.87%