Real Estate Investment Properties for Sale in Winthrop, MA

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

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

Single Family Homes for Sale in Winthrop, MA

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

Showing 7 Single Family Residential 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
1203 Bennington St Winthrop, MA 1203 Bennington St, Winthrop, MA 02128 \| Single Family Residential	5 beds \| 3 baths \| 1,568 sq.ft.	$793,721	Airbnb cash on cash: 1.21% Traditional cash on cash: 3.28% Airbnb Rental Income: $3388 Traditional Rental Income: $4159 Airbnb ROI: 1.21% Traditional ROI: 3.28%
20 Nancia St Winthrop, MA 20 Nancia St, Winthrop, MA 02128 \| Single Family Residential	3 beds \| 2 baths \| 1,188 sq.ft.	$1,300,000	Airbnb cash on cash: -0.67% Traditional cash on cash: -0.04% Airbnb Rental Income: $2592 Traditional Rental Income: $2733 Airbnb ROI: -0.67% Traditional ROI: -0.04%
426 Winthrop St Winthrop, MA Welcome home to this open concept colonial home in sought after Winthrop! The home offers ...	5 beds \| 2 baths \| 2,394 sq.ft.	$749,900	Airbnb cash on cash: 1.71% Traditional cash on cash: 3.98% Airbnb Rental Income: $3388 Traditional Rental Income: $4217 Airbnb ROI: 1.71% Traditional ROI: 3.98%
960 Shirley St Winthrop, MA 960 Shirley St, Winthrop, MA 02152 \| Single Family Residential	3 beds \| 1 baths \| 1,764 sq.ft.	$705,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 2.73% Airbnb Rental Income: $2592 Traditional Rental Income: $3347 Airbnb ROI: 0.63% Traditional ROI: 2.73%
129 Strandway Winthrop, MA 129 Strandway, Winthrop, MA 02152 \| Single Family Residential	4 beds \| 3 baths \| 2,640 sq.ft.	$1,324,900	Airbnb cash on cash: -0.15% Traditional cash on cash: 1.26% Airbnb Rental Income: $3401 Traditional Rental Income: $4383 Airbnb ROI: -0.15% Traditional ROI: 1.26%
86N Undine Ave Winthrop, MA 86N Undine Ave, Winthrop, MA 02152 \| Single Family Residential	3 beds \| 2 baths \| 2,250 sq.ft.	$1,350,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 0.51% Airbnb Rental Income: $2592 Traditional Rental Income: $3520 Airbnb ROI: -0.73% Traditional ROI: 0.51%
142 Washington Ave Winthrop, MA 142 Washington Ave, Winthrop, MA 02152 \| Single Family Residential	6 beds \| 3 baths \| 4,754 sq.ft.	$1,599,999	Airbnb cash on cash: -0.51% Traditional cash on cash: N/A Airbnb Rental Income: $3388 Traditional Rental Income: $0 Airbnb ROI: -0.51% Traditional ROI: N/A

Your search for investment property begins and ends here

Single Family Homes for Sale in Winthrop, MA

1203 Bennington St

Winthrop, MA

5 beds | 3 baths | 1,568 sq.ft.

$793,721

Airbnb cash on cash: 1.21%

Traditional cash on cash: 3.28%

Airbnb Rental Income: $3388

Traditional Rental Income: $4159

Airbnb ROI: 1.21%

Traditional ROI: 3.28%

20 Nancia St

Winthrop, MA

3 beds | 2 baths | 1,188 sq.ft.

$1,300,000

Airbnb cash on cash: -0.67%

Traditional cash on cash: -0.04%

Airbnb Rental Income: $2592

Traditional Rental Income: $2733

Airbnb ROI: -0.67%

Traditional ROI: -0.04%

426 Winthrop St

Winthrop, MA

5 beds | 2 baths | 2,394 sq.ft.

$749,900

Airbnb cash on cash: 1.71%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $3388

Traditional Rental Income: $4217

Airbnb ROI: 1.71%

Traditional ROI: 3.98%

960 Shirley St

Winthrop, MA

3 beds | 1 baths | 1,764 sq.ft.

$705,000

Airbnb cash on cash: 0.63%

Traditional cash on cash: 2.73%

Airbnb Rental Income: $2592

Traditional Rental Income: $3347

Airbnb ROI: 0.63%

Traditional ROI: 2.73%

129 Strandway

Winthrop, MA

4 beds | 3 baths | 2,640 sq.ft.

$1,324,900

Airbnb cash on cash: -0.15%

Traditional cash on cash: 1.26%

Airbnb Rental Income: $3401

Traditional Rental Income: $4383

Airbnb ROI: -0.15%

Traditional ROI: 1.26%

86N Undine Ave

Winthrop, MA

3 beds | 2 baths | 2,250 sq.ft.

$1,350,000

Airbnb cash on cash: -0.73%

Traditional cash on cash: 0.51%

Airbnb Rental Income: $2592

Traditional Rental Income: $3520

Airbnb ROI: -0.73%

Traditional ROI: 0.51%

142 Washington Ave

Winthrop, MA

6 beds | 3 baths | 4,754 sq.ft.

$1,599,999

Airbnb cash on cash: -0.51%

Traditional cash on cash: N/A

Airbnb Rental Income: $3388

Traditional Rental Income: $0

Airbnb ROI: -0.51%

Traditional ROI: N/A

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