Real Estate Investment Properties for Sale in Winthrop, NY

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

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

Investment Property for Sale in Winthrop, NY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1697 County Route 49 Winthrop, NY Looking for a waterfront property? Welcome to 1697 CR 49. The home was built in 1873 and h...	2 beds \| 2 baths \| 1,224 sq.ft.	$179,000	Airbnb cash on cash: -2.14% Traditional cash on cash: 8.83% Airbnb Rental Income: $598 Traditional Rental Income: $2179 Airbnb ROI: -2.14% Traditional ROI: 8.83%
233 Nichols Road Winthrop, NY Are you searching for the perfect country home? Look no further than 233 Nichols Road in W...	3 beds \| 2 baths \| 2,016 sq.ft.	$399,000	Airbnb cash on cash: 4.36% Traditional cash on cash: 5.15% Airbnb Rental Income: $3099 Traditional Rental Income: $2690 Airbnb ROI: 4.36% Traditional ROI: 5.15%
2410 County Route 47 Winthrop, NY A Rare North Country Dream Property in Winthrop, NY If you've been searching for more than...	4 beds \| 2 baths \| 1,952 sq.ft.	$425,000	Airbnb cash on cash: 4.65% Traditional cash on cash: 4.23% Airbnb Rental Income: $3818 Traditional Rental Income: $2826 Airbnb ROI: 4.65% Traditional ROI: 4.23%
Investment Properties for Sale in Other Cities of New-york
467 Keap Street New York , NY Ten-story mixed-use elevator building built in 2009 29 residential lofts with 20' ceiling...	N/A beds \| N/A baths \| 65,535 sq.ft.	$24,000,000	Airbnb cash on cash: -1.53% Traditional cash on cash: -1.43% Airbnb Rental Income: $711 Traditional Rental Income: $2749 Airbnb ROI: -1.53% Traditional ROI: -1.43%
245 Rumsey Road #20 Yonkers , NY Welcome to this charming JUNIOR 4 apartment at Parkview! A 1 bedroom unit that lives like ...	1 beds \| 1 baths \| 1,100 sq.ft.	$190,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 10.82% Airbnb Rental Income: $1373 Traditional Rental Income: $2532 Airbnb ROI: 2.09% Traditional ROI: 10.82%
15 Brookscrest Way Rochester , NY Welcome to 15 Brookscrest Way, a newer build (2013) located in a highly desirable area in ...	3 beds \| 3 baths \| 1,562 sq.ft.	$319,900	Airbnb cash on cash: -0.23% Traditional cash on cash: 5.05% Airbnb Rental Income: $1371 Traditional Rental Income: $2544 Airbnb ROI: -0.23% Traditional ROI: 5.05%
33 N Plymouth Avenue Rochester , NY Welcome to 33 N Plymouth Avenue-NOT A CONDO- NO HOA. an exceptional townhouse offering the...	4 beds \| 4 baths \| 1,796 sq.ft.	$249,900	Airbnb cash on cash: 0.48% Traditional cash on cash: 6.83% Airbnb Rental Income: $1694 Traditional Rental Income: $2722 Airbnb ROI: 0.48% Traditional ROI: 6.83%
842 Flower City Park Rochester , NY Another Rockin' Rochester Property!!! Beautiful Maplewood single-family home offering 3 be...	3 beds \| 2 baths \| 1,300 sq.ft.	$99,900	Airbnb cash on cash: -1.44% Traditional cash on cash: 8.52% Airbnb Rental Income: $656 Traditional Rental Income: $1325 Airbnb ROI: -1.44% Traditional ROI: 8.52%
1570 Prospect Place #2 New York , NY Welcome to this beautifully maintained 2-bedroom 2-bath condo at 1570 Prospect Place in th...	2 beds \| 2 baths \| N/A	$575,000	Airbnb cash on cash: -1.35% Traditional cash on cash: 0.91% Airbnb Rental Income: $2259 Traditional Rental Income: $2905 Airbnb ROI: -1.35% Traditional ROI: 0.91%
563 Glenmore Avenue New York , NY Live. Work. Earn. Repeat. This is the kind of opportunity that rarely hits the market-a hi...	N/A beds \| N/A baths \| N/A	$1,350,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 1.75% Airbnb Rental Income: $2603 Traditional Rental Income: $3753 Airbnb ROI: 0.34% Traditional ROI: 1.75%
1633 E 91st St New York , NY 1633 E 91st St, New York, NY 11236 \| Single Family Residential	3 beds \| 3 baths \| 1,216 sq.ft.	$750,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 2.46% Airbnb Rental Income: $3045 Traditional Rental Income: $3703 Airbnb ROI: 0.52% Traditional ROI: 2.46%
123 Avenue J New York , NY Exceptional Opportunity - Single-Family Home in Prime Location Presenting the most competi...	4 beds \| 2 baths \| 1,950 sq.ft.	$1,659,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 0.47% Airbnb Rental Income: $4047 Traditional Rental Income: $2880 Airbnb ROI: 0.67% Traditional ROI: 0.47%
123 Rounds Ave Buffalo , NY 123 Rounds Ave, Buffalo, NY 14215 \| Single Family Residential	4 beds \| 1 baths \| 1,476 sq.ft.	$179,123	Airbnb cash on cash: 4.34% Traditional cash on cash: 5.72% Airbnb Rental Income: $1777 Traditional Rental Income: $1526 Airbnb ROI: 4.34% Traditional ROI: 5.72%
2410 Grand Ave New York , NY 2410 Grand Ave, New York, NY 10468 \| Single Family Residential	4 beds \| 1 baths \| 1,710 sq.ft.	$750,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 1.9% Airbnb Rental Income: $2416 Traditional Rental Income: $3313 Airbnb ROI: -0.23% Traditional ROI: 1.9%
61-41 Maspeth Ave New York , NY This fully detached single-family home has been completely renovated by the owner. The fir...	1 beds \| 2 baths \| 1,000 sq.ft.	$699,000	Airbnb cash on cash: 8.36% Traditional cash on cash: 2.04% Airbnb Rental Income: $8588 Traditional Rental Income: $2847 Airbnb ROI: 8.36% Traditional ROI: 2.04%
3034 Brighton 1 St #5 New York , NY Prime Brighton Beach Condominium! Discover this bright and spacious 2-bedroom, 2-bathroom ...	2 beds \| 2 baths \| 950 sq.ft.	$579,998	Airbnb cash on cash: 0.76% Traditional cash on cash: 3.07% Airbnb Rental Income: $2344 Traditional Rental Income: $3014 Airbnb ROI: 0.76% Traditional ROI: 3.07%
1787 Randall Avenue New York , NY Welcome to 1787 Randall Avenue in Soundview, Bronx! This beautifully maintained detached s...	4 beds \| 2 baths \| 1,800 sq.ft.	$815,000	Airbnb cash on cash: 7.35% Traditional cash on cash: 2.55% Airbnb Rental Income: $8530 Traditional Rental Income: $3274 Airbnb ROI: 7.35% Traditional ROI: 2.55%
19 Roosevelt Avenue New York , NY MOVE-IN CONDITION SEMI-ATTACHED SINGLE FAMILY HOUSE IN DESIABLE WILLOWBROOK. LEVEL 1: LIVI...	3 beds \| 3 baths \| 1,260 sq.ft.	$718,800	Airbnb cash on cash: 4.92% Traditional cash on cash: 2.24% Airbnb Rental Income: $5856 Traditional Rental Income: $2898 Airbnb ROI: 4.92% Traditional ROI: 2.24%

Real Estate investment in Winthrop, NY

There are 3 properties for sale in the city of Winthrop . The median list price in Winthrop is $559,000 and the average price per square foot is $312. In June 2026, the average monthly cash on cash return in Winthrop is 15.00%. The average monthly rental income in Winthrop is $2,010.

Winthrop, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 3 investment properties available for sale in Winthrop.

In 2026, the best neighborhood to buy investment property is Winthrop.

The ROI for Short-Term is higher than the Long-Term in Winthrop with average rental income of $1,849.

Your search for investment property begins and ends here

Investment Property for Sale in Winthrop, NY

1697 County Route 49

Winthrop, NY

2 beds | 2 baths | 1,224 sq.ft.

$179,000

Airbnb cash on cash: -2.14%

Traditional cash on cash: 8.83%

Airbnb Rental Income: $598

Traditional Rental Income: $2179

Airbnb ROI: -2.14%

Traditional ROI: 8.83%

233 Nichols Road

Winthrop, NY

3 beds | 2 baths | 2,016 sq.ft.

$399,000

Airbnb cash on cash: 4.36%

Traditional cash on cash: 5.15%

Airbnb Rental Income: $3099

Traditional Rental Income: $2690

Airbnb ROI: 4.36%

Traditional ROI: 5.15%

2410 County Route 47

Winthrop, NY

4 beds | 2 baths | 1,952 sq.ft.

$425,000

Airbnb cash on cash: 4.65%

Traditional cash on cash: 4.23%

Airbnb Rental Income: $3818

Traditional Rental Income: $2826

Airbnb ROI: 4.65%

Traditional ROI: 4.23%

Investment Properties for Sale in Other Cities of New-york

New York , NY

N/A beds | N/A baths | 65,535 sq.ft.

$24,000,000

Airbnb cash on cash: -1.53%

Traditional cash on cash: -1.43%

Airbnb Rental Income: $711

Traditional Rental Income: $2749

Airbnb ROI: -1.53%

Traditional ROI: -1.43%

Yonkers , NY

1 beds | 1 baths | 1,100 sq.ft.

$190,000

Airbnb cash on cash: 2.09%

Traditional cash on cash: 10.82%

Airbnb Rental Income: $1373

Traditional Rental Income: $2532

Airbnb ROI: 2.09%

Traditional ROI: 10.82%

Rochester , NY

3 beds | 3 baths | 1,562 sq.ft.

$319,900

Airbnb cash on cash: -0.23%

Traditional cash on cash: 5.05%

Airbnb Rental Income: $1371

Traditional Rental Income: $2544

Airbnb ROI: -0.23%

Traditional ROI: 5.05%

Rochester , NY

4 beds | 4 baths | 1,796 sq.ft.

$249,900

Airbnb cash on cash: 0.48%

Traditional cash on cash: 6.83%

Airbnb Rental Income: $1694

Traditional Rental Income: $2722

Airbnb ROI: 0.48%

Traditional ROI: 6.83%

Rochester , NY

3 beds | 2 baths | 1,300 sq.ft.

$99,900

Airbnb cash on cash: -1.44%

Traditional cash on cash: 8.52%

Airbnb Rental Income: $656

Traditional Rental Income: $1325

Airbnb ROI: -1.44%

Traditional ROI: 8.52%

New York , NY

2 beds | 2 baths | N/A

$575,000