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.

Condos for Sale in Winchester, VA

Search for Condo for Sale in Winchester, Virginia. 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 6 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
118 1/2 E CORK Street Winchester, VA Seeking the perfect blend of historic character and modern urban living? This exceptional ...	2 beds \| 2 baths \| 1,031 sq.ft.	$429,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 2.57% Airbnb Rental Income: $1314 Traditional Rental Income: $1836 Airbnb ROI: 0.26% Traditional ROI: 2.57%
3137 ETON Place Winchester, VA Welcome to The Lofts at Creekside! Better than new and absolutely breathtaking, this four-...	3 beds \| 3 baths \| 2,293 sq.ft.	$449,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 4.39% Airbnb Rental Income: $1487 Traditional Rental Income: $2826 Airbnb ROI: 0.17% Traditional ROI: 4.39%
3138 ETON Place Winchester, VA Beautiful, just like brand new, 3 bedroom 2.5 bath end unit townhome located in The Lofts ...	3 beds \| 3 baths \| 1,842 sq.ft.	$389,900	Airbnb cash on cash: 0.31% Traditional cash on cash: 5.77% Airbnb Rental Income: $1487 Traditional Rental Income: $3045 Airbnb ROI: 0.31% Traditional ROI: 5.77%
121-8 BROOKLAND Court #8 Winchester, VA 2 Bed, 2 bath condominium. New appliances, including water heater and heat pump. Gas firep...	2 beds \| 2 baths \| 1,173 sq.ft.	$239,000	Airbnb cash on cash: 2.16% Traditional cash on cash: 6.8% Airbnb Rental Income: $1314 Traditional Rental Income: $1954 Airbnb ROI: 2.16% Traditional ROI: 6.8%
136-8 BROOKLAND Court #8 Winchester, VA Fully Renovated 2026 \| Turnkey 2BR/2BA Condo in Park Place Welcome to 136-8 Brookland Ct-w...	2 beds \| 2 baths \| 1,173 sq.ft.	$255,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 6.5% Airbnb Rental Income: $1314 Traditional Rental Income: $1998 Airbnb ROI: 1.97% Traditional ROI: 6.5%

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Condos for Sale in Winchester, VA

118 1/2 E CORK Street

Winchester, VA

2 beds | 2 baths | 1,031 sq.ft.

$429,000

Airbnb cash on cash: 0.26%

Traditional cash on cash: 2.57%

Airbnb Rental Income: $1314

Traditional Rental Income: $1836

Airbnb ROI: 0.26%

Traditional ROI: 2.57%

3137 ETON Place

Winchester, VA

3 beds | 3 baths | 2,293 sq.ft.

$449,000

Airbnb cash on cash: 0.17%

Traditional cash on cash: 4.39%

Airbnb Rental Income: $1487

Traditional Rental Income: $2826

Airbnb ROI: 0.17%

Traditional ROI: 4.39%

3138 ETON Place

Winchester, VA

3 beds | 3 baths | 1,842 sq.ft.

$389,900

Airbnb cash on cash: 0.31%

Traditional cash on cash: 5.77%

Airbnb Rental Income: $1487

Traditional Rental Income: $3045

Airbnb ROI: 0.31%

Traditional ROI: 5.77%

121-8 BROOKLAND Court #8

Winchester, VA

2 beds | 2 baths | 1,173 sq.ft.

$239,000

Airbnb cash on cash: 2.16%

Traditional cash on cash: 6.8%

Airbnb Rental Income: $1314

Traditional Rental Income: $1954

Airbnb ROI: 2.16%

Traditional ROI: 6.8%

136-8 BROOKLAND Court #8

Winchester, VA

2 beds | 2 baths | 1,173 sq.ft.

$255,000

Airbnb cash on cash: 1.97%

Traditional cash on cash: 6.5%

Airbnb Rental Income: $1314

Traditional Rental Income: $1998

Airbnb ROI: 1.97%

Traditional ROI: 6.5%

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