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 3 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
28 Stonebridge Dr Winchester, IN 28 Stonebridge Dr, Winchester, IN 47394 \| Condo/Coop	2 beds \| 2 baths \| 1,388 sq.ft.	$269,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.55% Airbnb Rental Income: $null Traditional Rental Income: $1721 Airbnb ROI: N/A Traditional ROI: 4.55%
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 Dr 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
527 W South St Winchester , IN Welcome home! This 2-story residence offers 2,010 sq ft of functional and comfortable livi...	3 beds \| 2 baths \| 2,010 sq.ft.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.53% Airbnb Rental Income: $null Traditional Rental Income: $1944 Airbnb ROI: N/A Traditional ROI: 9.53%
1041 S Huntsville Rd Winchester , IN BRAND NEW 3-bedroom, 2.5-bath home in Winchester with top-tier construction throughout. Th...	3 beds \| 2 baths \| 1,977 sq.ft.	$359,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.14% Airbnb Rental Income: $null Traditional Rental Income: $2451 Airbnb ROI: N/A Traditional ROI: 5.14%
603 Stone St Winchester , IN Come see this beautifully renovated 3 bedroom, 2 full bath home in Winchester! This home o...	3 beds \| 2 baths \| 1,648 sq.ft.	$162,400	Airbnb cash on cash: N/A Traditional cash on cash: 11.51% Airbnb Rental Income: $null Traditional Rental Income: $2170 Airbnb ROI: N/A Traditional ROI: 11.51%
625 E Beech St 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.	$118,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.38% Airbnb Rental Income: $null Traditional Rental Income: $1602 Airbnb ROI: N/A Traditional ROI: 11.38%
5109 W Maxville Rd Winchester , IN 5109 W Maxville Rd, Winchester, IN 47394 \| Single Family Residential	2 beds \| 1 baths \| 2,400 sq.ft.	$198,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.1% Airbnb Rental Income: $null Traditional Rental Income: $1215 Airbnb ROI: N/A Traditional ROI: 4.1%
114 E Orange St Winchester , IN 114 E Orange St, Winchester, IN 47394 \| Single Family Residential	3 beds \| 1 baths \| 1,224 sq.ft.	$129,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.34% Airbnb Rental Income: $null Traditional Rental Income: $1490 Airbnb ROI: N/A Traditional ROI: 9.34%
504 S Meridian St Winchester , IN 504 S Meridian St, Winchester, IN 47394 \| Single Family Residential	3 beds \| 2 baths \| 2,606 sq.ft.	$269,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.31% Airbnb Rental Income: $null Traditional Rental Income: $2167 Airbnb ROI: N/A Traditional ROI: 6.31%
501 Maple St Winchester , IN 501 Maple St, Winchester, IN 47394 \| Single Family Residential	3 beds \| 2 baths \| 1,200 sq.ft.	$209,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.33% Airbnb Rental Income: $null Traditional Rental Income: $1719 Airbnb ROI: N/A Traditional ROI: 6.33%
TBD W 500 N Winchester , IN TBD W 500 N, Winchester, IN 47394 \| Other	N/A beds \| N/A baths \| N/A	$64,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.03% Airbnb Rental Income: $null Traditional Rental Income: $778 Airbnb ROI: N/A Traditional ROI: 8.03%
TBD Progress Blvd Winchester , IN TBD Progress Blvd, Winchester, IN 47394 \| Other	N/A beds \| N/A baths \| N/A	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 1% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 1%
TBD Symmes Center Dr. Lot #3 Winchester , IN TBD Symmes Center Dr. Lot #3, Winchester, IN 47394 \| Other	N/A beds \| N/A baths \| N/A	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.2% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 0.2%
706 W Washington St Winchester , IN 706 W Washington St, Winchester, IN 47394 \| Single Family Residential	3 beds \| 1 baths \| 1,307 sq.ft.	$109,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.77% Airbnb Rental Income: $null Traditional Rental Income: $1541 Airbnb ROI: N/A Traditional ROI: 11.77%
407 Westwood Dr Winchester , IN 2-bedroom, 1-bath, one-level home located near Willard Elementary. The front living room f...	2 beds \| 1 baths \| 806 sq.ft.	$134,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.08% Airbnb Rental Income: $null Traditional Rental Income: $1494 Airbnb ROI: N/A Traditional ROI: 9.08%

Your search for investment property begins and ends here

Condos for Sale in Winchester, IN

28 Stonebridge Dr

Winchester, IN

2 beds | 2 baths | 1,388 sq.ft.

$269,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.55%

Airbnb Rental Income: $null

Traditional Rental Income: $1721

Airbnb ROI: N/A

Traditional ROI: 4.55%

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 Dr

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

Winchester , IN

3 beds | 2 baths | 2,010 sq.ft.

$179,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.53%

Airbnb Rental Income: $null

Traditional Rental Income: $1944

Airbnb ROI: N/A

Traditional ROI: 9.53%

Winchester , IN

3 beds | 2 baths | 1,977 sq.ft.

$359,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.14%

Airbnb Rental Income: $null

Traditional Rental Income: $2451

Airbnb ROI: N/A

Traditional ROI: 5.14%

Winchester , IN

3 beds | 2 baths | 1,648 sq.ft.

$162,400

Airbnb cash on cash: N/A

Traditional cash on cash: 11.51%

Airbnb Rental Income: $null

Traditional Rental Income: $2170

Airbnb ROI: N/A

Traditional ROI: 11.51%

Winchester , IN

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

$118,900

Airbnb cash on cash: N/A

Traditional cash on cash: 11.38%

Airbnb Rental Income: $null

Traditional Rental Income: $1602

Airbnb ROI: N/A

Traditional ROI: 11.38%

Winchester , IN

2 beds | 1 baths | 2,400 sq.ft.

$198,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.1%

Airbnb Rental Income: $null

Traditional Rental Income: $1215

Airbnb ROI: N/A

Traditional ROI: 4.1%

Winchester , IN

3 beds | 1 baths | 1,224 sq.ft.

$129,900