Real Estate Investment Properties for Sale in Winchester, VA

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

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

Multi Family for Sale in Winchester, VA

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

Showing 7 Multi Family 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
510 N Loudoun St Winchester, VA All brick 3 unit complex with off street parking and near Old Town Mall..2nd floor has 2BD...	5 beds \| N/A baths \| 2,376 sq.ft.	$419,900	Airbnb cash on cash: -0.52% Traditional cash on cash: 1.69% Airbnb Rental Income: $867 Traditional Rental Income: $1444 Airbnb ROI: -0.52% Traditional ROI: 1.69%
540 Monticello St Winchester, VA Welcome to 540 Monticello Street, a turnkey Multi-Unit Investment Opportunity in Prime Dow...	9 beds \| 4 baths \| 4,396 sq.ft.	$605,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 0.94% Airbnb Rental Income: $867 Traditional Rental Income: $1529 Airbnb ROI: -0.82% Traditional ROI: 0.94%
908 Cedar Creek Grade Winchester, VA 908 Cedar Creek Grade, Winchester, VA 22601 \| Multi Family	12 beds \| N/A baths \| 7,190 sq.ft.	$1,850,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.08% Airbnb Rental Income: $null Traditional Rental Income: $1347 Airbnb ROI: N/A Traditional ROI: -1.08%
Vale 34-F2 Plan Winchester, VA Vale 34-F2 Plan, Winchester, VA 22603 \| Multi Family	3 beds \| 2 baths \| 2,257 sq.ft.	$455,290	Airbnb cash on cash: -0.34% Traditional cash on cash: 2.16% Airbnb Rental Income: $1134 Traditional Rental Income: $1878 Airbnb ROI: -0.34% Traditional ROI: 2.16%
112 Webster Ct Winchester, VA 112 Webster Ct, Winchester, VA 22603 \| Multi Family	3 beds \| 2 baths \| 2,257 sq.ft.	$499,539	Airbnb cash on cash: N/A Traditional cash on cash: 2.24% Airbnb Rental Income: $null Traditional Rental Income: $1987 Airbnb ROI: N/A Traditional ROI: 2.24%
108 Webster Ct Winchester, VA 108 Webster Ct, Winchester, VA 22603 \| Multi Family	3 beds \| 2 baths \| 2,263 sq.ft.	$480,724	Airbnb cash on cash: -0.67% Traditional cash on cash: 2.4% Airbnb Rental Income: $956 Traditional Rental Income: $1987 Airbnb ROI: -0.67% Traditional ROI: 2.4%
513 and 525 Monticello St Winchester, VA 513 and 525 Monticello St, Winchester, VA 22601 \| Multi Family	7 beds \| N/A baths \| 1,175 sq.ft.	$500,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 1.31% Airbnb Rental Income: $1134 Traditional Rental Income: $1555 Airbnb ROI: -0.4% Traditional ROI: 1.31%

Your search for investment property begins and ends here

Multi Family for Sale in Winchester, VA

510 N Loudoun St

Winchester, VA

5 beds | N/A baths | 2,376 sq.ft.

$419,900

Airbnb cash on cash: -0.52%

Traditional cash on cash: 1.69%

Airbnb Rental Income: $867

Traditional Rental Income: $1444

Airbnb ROI: -0.52%

Traditional ROI: 1.69%

540 Monticello St

Winchester, VA

9 beds | 4 baths | 4,396 sq.ft.

$605,000

Airbnb cash on cash: -0.82%

Traditional cash on cash: 0.94%

Airbnb Rental Income: $867

Traditional Rental Income: $1529

Airbnb ROI: -0.82%

Traditional ROI: 0.94%

908 Cedar Creek Grade

Winchester, VA

12 beds | N/A baths | 7,190 sq.ft.

$1,850,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.08%

Airbnb Rental Income: $null

Traditional Rental Income: $1347

Airbnb ROI: N/A

Traditional ROI: -1.08%

Vale 34-F2 Plan

Winchester, VA

3 beds | 2 baths | 2,257 sq.ft.

$455,290

Airbnb cash on cash: -0.34%

Traditional cash on cash: 2.16%

Airbnb Rental Income: $1134

Traditional Rental Income: $1878

Airbnb ROI: -0.34%

Traditional ROI: 2.16%

112 Webster Ct

Winchester, VA

3 beds | 2 baths | 2,257 sq.ft.

$499,539

Airbnb cash on cash: N/A

Traditional cash on cash: 2.24%

Airbnb Rental Income: $null

Traditional Rental Income: $1987

Airbnb ROI: N/A

Traditional ROI: 2.24%

108 Webster Ct

Winchester, VA

3 beds | 2 baths | 2,263 sq.ft.

$480,724

Airbnb cash on cash: -0.67%

Traditional cash on cash: 2.4%

Airbnb Rental Income: $956

Traditional Rental Income: $1987

Airbnb ROI: -0.67%

Traditional ROI: 2.4%

513 and 525 Monticello St

Winchester, VA

7 beds | N/A baths | 1,175 sq.ft.

$500,000

Airbnb cash on cash: -0.4%

Traditional cash on cash: 1.31%

Airbnb Rental Income: $1134

Traditional Rental Income: $1555

Airbnb ROI: -0.4%

Traditional ROI: 1.31%

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