Real Estate Investment Properties for Sale in Winchester, IN

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

Explore a variety of short-term homes & houses in Winchester, IN. Invest wisely with VRBO & Winchester, IN Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Condos for Sale in Winchester, IN

Search for Condo for Sale in Winchester, Indiana. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 2 Condo 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
170 Sunset Drive Winchester, IN This thoughtfully designed 2 bedroom, 2 bathroom condo offers a spacious living room that ...	2 beds \| 2 baths \| 1,220 sq.ft.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.25% Airbnb Rental Income: $null Traditional Rental Income: $1932 Airbnb ROI: N/A Traditional ROI: 8.25%
122 Sunset Drive Winchester, IN This thoughtfully designed 2 bedroom, 2 bathroom condo offers a spacious living room that ...	2 beds \| 2 baths \| 1,220 sq.ft.	$184,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.62% Airbnb Rental Income: $null Traditional Rental Income: $1969 Airbnb ROI: N/A Traditional ROI: 9.62%
Other Investment Properties for Sale in Winchester
1041 S Huntsville Road Winchester , IN BRAND NEW 3-bedroom, 2.5-bath home in Winchester with top-tier construction throughout. Th...	3 beds \| 3 baths \| 1,977 sq.ft.	$374,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.86% Airbnb Rental Income: $null Traditional Rental Income: $2451 Airbnb ROI: N/A Traditional ROI: 4.86%
742 Huntsville Road Winchester , IN Welcome to this beautifully updated 3-bedroom, 2-bath home in Winchester! This move-in rea...	3 beds \| 2 baths \| 1,300 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.01% Airbnb Rental Income: $null Traditional Rental Income: $2078 Airbnb ROI: N/A Traditional ROI: 8.01%
625 E Beech Street Winchester , IN Charming 2 bedroom, 1 bath home featuring a welcoming covered front deck and a back deck. ...	2 beds \| 1 baths \| 1,014 sq.ft.	$119,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.28% Airbnb Rental Income: $null Traditional Rental Income: $1602 Airbnb ROI: N/A Traditional ROI: 11.28%
684 E 225 N Winchester , IN Discover this 3 bedroom, 1 bathroom farmhouse offering 1,848 square feet of living space,...	3 beds \| 1 baths \| 1,848 sq.ft.	$220,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.07% Airbnb Rental Income: $null Traditional Rental Income: $1867 Airbnb ROI: N/A Traditional ROI: 7.07%
540 N Main Street Winchester , IN This updated 2-bedroom, 1-bath home combines modern finishes with functional living. Fresh...	2 beds \| 1 baths \| 720 sq.ft.	$84,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.25% Airbnb Rental Income: $null Traditional Rental Income: $1077 Airbnb ROI: N/A Traditional ROI: 9.25%
317 E North Street Winchester , IN Check out this home in Winchester! This newly remodeled home features 4 bedrooms and 3 bat...	4 beds \| 3 baths \| 1,810 sq.ft.	$199,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.6% Airbnb Rental Income: $null Traditional Rental Income: $2626 Airbnb ROI: N/A Traditional ROI: 11.6%
2588 N Old Hwy 27 Winchester , IN 3-bedroom, 1-bath home featuring numerous recent updates, including fresh paint, new floor...	3 beds \| 1 baths \| 1,257 sq.ft.	$164,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.55% Airbnb Rental Income: $null Traditional Rental Income: $1899 Airbnb ROI: N/A Traditional ROI: 9.55%

Your search for investment property begins and ends here

Condos for Sale in Winchester, IN

170 Sunset Drive

Winchester, IN

2 beds | 2 baths | 1,220 sq.ft.

$179,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.25%

Airbnb Rental Income: $null

Traditional Rental Income: $1932

Airbnb ROI: N/A

Traditional ROI: 8.25%

122 Sunset Drive

Winchester, IN

2 beds | 2 baths | 1,220 sq.ft.

$184,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.62%

Airbnb Rental Income: $null

Traditional Rental Income: $1969

Airbnb ROI: N/A

Traditional ROI: 9.62%

Other Investment Properties for Sale in Winchester

1041 S Huntsville Road

Winchester , IN

3 beds | 3 baths | 1,977 sq.ft.

$374,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.86%

Airbnb Rental Income: $null

Traditional Rental Income: $2451

Airbnb ROI: N/A

Traditional ROI: 4.86%

742 Huntsville Road

Winchester , IN

3 beds | 2 baths | 1,300 sq.ft.

$219,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.01%

Airbnb Rental Income: $null

Traditional Rental Income: $2078

Airbnb ROI: N/A

Traditional ROI: 8.01%

625 E Beech Street

Winchester , IN

2 beds | 1 baths | 1,014 sq.ft.

$119,900

Airbnb cash on cash: N/A

Traditional cash on cash: 11.28%

Airbnb Rental Income: $null

Traditional Rental Income: $1602

Airbnb ROI: N/A

Traditional ROI: 11.28%

684 E 225 N

Winchester , IN

3 beds | 1 baths | 1,848 sq.ft.

$220,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.07%

Airbnb Rental Income: $null

Traditional Rental Income: $1867

Airbnb ROI: N/A

Traditional ROI: 7.07%

540 N Main Street

Winchester , IN

2 beds | 1 baths | 720 sq.ft.

$84,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.25%

Airbnb Rental Income: $null

Traditional Rental Income: $1077

Airbnb ROI: N/A

Traditional ROI: 9.25%

317 E North Street

Winchester , IN

4 beds | 3 baths | 1,810 sq.ft.

$199,900

Airbnb cash on cash: N/A

Traditional cash on cash: 11.6%

Airbnb Rental Income: $null

Traditional Rental Income: $2626