Real Estate Investment Properties for Sale in Winslow, IN

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1002 Main Street Winslow, IN A 2 bed 1 bath.	2 beds \| 1 baths \| 884 sq.ft.	$108,050	Airbnb cash on cash: N/A Traditional cash on cash: 8.45% Airbnb Rental Income: $null Traditional Rental Income: $1154 Airbnb ROI: N/A Traditional ROI: 8.45%
3126 st rd 64 e. Winslow, IN Step into this beautifully updated 3-4 bedroom, 2.5 bath farmhouse-inspired home, where cl...	4 beds \| 3 baths \| 1,960 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.71% Airbnb Rental Income: $null Traditional Rental Income: $2884 Airbnb ROI: N/A Traditional ROI: 9.71%
2617 E SR 64 Winslow, IN Welcome to Your Private Retreat in Southern Pike County! This charming 3-bedroom, 2-bathro...	3 beds \| 2 baths \| 1,947 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.73% Airbnb Rental Income: $null Traditional Rental Income: $2403 Airbnb ROI: N/A Traditional ROI: 6.73%
1013 N Main Street Winslow, IN This inviting home features three bedrooms and one bathroom, along with a full unfinished ...	3 beds \| 1 baths \| 917 sq.ft.	$139,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.17% Airbnb Rental Income: $null Traditional Rental Income: $1531 Airbnb ROI: N/A Traditional ROI: 9.17%
905 E Jasper Rd Winslow, IN 905 E Jasper Rd, Winslow, IN 47598 \| Single Family Residential	2 beds \| 1 baths \| 999 sq.ft.	$130,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.65% Airbnb Rental Income: $null Traditional Rental Income: $1154 Airbnb ROI: N/A Traditional ROI: 6.65%
0 S Meridean Rd Rd Winslow, IN 0 S Meridean Rd Rd, Winslow, IN 47598 \| Other	N/A beds \| N/A baths \| N/A	$151,200	Airbnb cash on cash: N/A Traditional cash on cash: 3.21% Airbnb Rental Income: $null Traditional Rental Income: $824 Airbnb ROI: N/A Traditional ROI: 3.21%
CR 400 S Winslow, IN CR 400 S, Winslow, IN 47598 \| Other	N/A beds \| N/A baths \| N/A	$339,510	Airbnb cash on cash: N/A Traditional cash on cash: 0.34% Airbnb Rental Income: $null Traditional Rental Income: $790 Airbnb ROI: N/A Traditional ROI: 0.34%
3965 S CR 350 E Winslow, IN 3965 S CR 350 E, Winslow, IN 47598 \| Other	N/A beds \| N/A baths \| N/A	$395,534	Airbnb cash on cash: N/A Traditional cash on cash: 0.13% Airbnb Rental Income: $null Traditional Rental Income: $824 Airbnb ROI: N/A Traditional ROI: 0.13%

Real Estate investment in Winslow, IN

There are 9 properties for sale in the city of Winslow . The median list price in Winslow is $158,575 and the average price per square foot is $168. In January 2026, the average monthly cash on cash return in Winslow is 8.00%. The average monthly rental income in Winslow is $1,343.

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

There are 9 investment properties available for sale in Winslow.

The ROI for Short-Term is higher than the Long-Term in Winslow with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Winslow, IN

1002 Main Street

Winslow, IN

2 beds | 1 baths | 884 sq.ft.

$108,050

Airbnb cash on cash: N/A

Traditional cash on cash: 8.45%

Airbnb Rental Income: $null

Traditional Rental Income: $1154

Airbnb ROI: N/A

Traditional ROI: 8.45%

3126 st rd 64 e.

Winslow, IN

4 beds | 3 baths | 1,960 sq.ft.

$275,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.71%

Airbnb Rental Income: $null

Traditional Rental Income: $2884

Airbnb ROI: N/A

Traditional ROI: 9.71%

2617 E SR 64

Winslow, IN

3 beds | 2 baths | 1,947 sq.ft.

$299,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.73%

Airbnb Rental Income: $null

Traditional Rental Income: $2403

Airbnb ROI: N/A

Traditional ROI: 6.73%

1013 N Main Street

Winslow, IN

3 beds | 1 baths | 917 sq.ft.

$139,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.17%

Airbnb Rental Income: $null

Traditional Rental Income: $1531

Airbnb ROI: N/A

Traditional ROI: 9.17%

905 E Jasper Rd

Winslow, IN

2 beds | 1 baths | 999 sq.ft.

$130,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.65%

Airbnb Rental Income: $null

Traditional Rental Income: $1154

Airbnb ROI: N/A

Traditional ROI: 6.65%

0 S Meridean Rd Rd

Winslow, IN

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

$151,200

Airbnb cash on cash: N/A

Traditional cash on cash: 3.21%

Airbnb Rental Income: $null

Traditional Rental Income: $824

Airbnb ROI: N/A

Traditional ROI: 3.21%

CR 400 S

Winslow, IN

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

$339,510

Airbnb cash on cash: N/A

Traditional cash on cash: 0.34%

Airbnb Rental Income: $null

Traditional Rental Income: $790

Airbnb ROI: N/A

Traditional ROI: 0.34%

3965 S CR 350 E

Winslow, IN

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

$395,534

Airbnb cash on cash: N/A

Traditional cash on cash: 0.13%

Airbnb Rental Income: $null

Traditional Rental Income: $824

Airbnb ROI: N/A