Real Estate Investment Properties for Sale in Winchester, MA

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

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

Boro Investment Property for Sale in Winchester, MA

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

Showing 6 Boro Investment Property 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
571 Washington St Winchester, MA Step into this charming 3-bedroom home that radiates warmth and character from the moment ...	3 beds \| 1 baths \| 1,425 sq.ft.	$959,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 0.82% Airbnb Rental Income: $2568 Traditional Rental Income: $2674 Airbnb ROI: 0.01% Traditional ROI: 0.82%
44 Amberwood Drive Winchester, MA Picture your family in this unique colonial, just one street over from the amazing Vinson-...	3 beds \| 3 baths \| 3,002 sq.ft.	$1,765,300	Airbnb cash on cash: -0.88% Traditional cash on cash: 0.34% Airbnb Rental Income: $2568 Traditional Rental Income: $3960 Airbnb ROI: -0.88% Traditional ROI: 0.34%
200 Swanton St #432 Winchester, MA This beautifully maintained one-bedroom condo at Parkview offers exceptional value in Winc...	1 beds \| 1 baths \| 606 sq.ft.	$419,900	Airbnb cash on cash: 0.7% Traditional cash on cash: 1.8% Airbnb Rental Income: $2137 Traditional Rental Income: $2023 Airbnb ROI: 0.7% Traditional ROI: 1.8%
89 Main St Winchester, MA Welcome to this charming Cape on a spacious corner lot in Winchester. The main level offer...	3 beds \| 3 baths \| 2,648 sq.ft.	$1,125,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 1.64% Airbnb Rental Income: $2568 Traditional Rental Income: $3963 Airbnb ROI: -0.29% Traditional ROI: 1.64%
200 Swanton St #T11 Winchester, MA Move right into this immaculate, renovated walk-in condo with an oversized layout and a hi...	1 beds \| 1 baths \| 634 sq.ft.	$409,900	Airbnb cash on cash: 2.09% Traditional cash on cash: 3.02% Airbnb Rental Income: $2137 Traditional Rental Income: $1948 Airbnb ROI: 2.09% Traditional ROI: 3.02%

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Boro Investment Property for Sale in Winchester, MA

571 Washington St

Winchester, MA

3 beds | 1 baths | 1,425 sq.ft.

$959,000

Airbnb cash on cash: 0.01%

Traditional cash on cash: 0.82%

Airbnb Rental Income: $2568

Traditional Rental Income: $2674

Airbnb ROI: 0.01%

Traditional ROI: 0.82%

44 Amberwood Drive

Winchester, MA

3 beds | 3 baths | 3,002 sq.ft.

$1,765,300

Airbnb cash on cash: -0.88%

Traditional cash on cash: 0.34%

Airbnb Rental Income: $2568

Traditional Rental Income: $3960

Airbnb ROI: -0.88%

Traditional ROI: 0.34%

200 Swanton St #432

Winchester, MA

1 beds | 1 baths | 606 sq.ft.

$419,900

Airbnb cash on cash: 0.7%

Traditional cash on cash: 1.8%

Airbnb Rental Income: $2137

Traditional Rental Income: $2023

Airbnb ROI: 0.7%

Traditional ROI: 1.8%

89 Main St

Winchester, MA

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

$1,125,000

Airbnb cash on cash: -0.29%

Traditional cash on cash: 1.64%

Airbnb Rental Income: $2568

Traditional Rental Income: $3963

Airbnb ROI: -0.29%

Traditional ROI: 1.64%

200 Swanton St #T11

Winchester, MA

1 beds | 1 baths | 634 sq.ft.

$409,900

Airbnb cash on cash: 2.09%

Traditional cash on cash: 3.02%

Airbnb Rental Income: $2137

Traditional Rental Income: $1948

Airbnb ROI: 2.09%

Traditional ROI: 3.02%

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