Real Estate Investment Properties for Sale in Chester, NY

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

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

Condos for Sale in Chester, NY

Search for Condo for Sale in Chester, New York. 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 7 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
1005 Whispering Hills Chester, NY ONLY CASH OFFERS!! LOW TAXES! Two Level Living! 2 Bedrooms! 1 1/2 Bathrooms! 1 Car Garage!...	2 beds \| 2 baths \| 1,053 sq.ft.	$249,900	Airbnb cash on cash: 3.83% Traditional cash on cash: 7.43% Airbnb Rental Income: $2117 Traditional Rental Income: $2426 Airbnb ROI: 3.83% Traditional ROI: 7.43%
1311 Whispering Hills Chester, NY Rare Opportunity! Welcome to this stunning 3-bedroom, 2-bathroom end-unit in the highly so...	3 beds \| 2 baths \| 1,316 sq.ft.	$349,900	Airbnb cash on cash: -0.57% Traditional cash on cash: 4.2% Airbnb Rental Income: $1553 Traditional Rental Income: $2673 Airbnb ROI: -0.57% Traditional ROI: 4.2%
3917 Whispering Hills Chester, NY Welcome to Whispering Hills! This beautifully maintained home features a galley kitchen wi...	2 beds \| 2 baths \| 1,072 sq.ft.	$305,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 3.86% Airbnb Rental Income: $2117 Traditional Rental Income: $2391 Airbnb ROI: 1.02% Traditional ROI: 3.86%
2113 Whispering Hills Chester, NY Welcome Home! 2 Bedrooms 1 Bathroom move in ready end unit. Recently renovated including a...	2 beds \| 1 baths \| 1,084 sq.ft.	$275,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 2.12% Airbnb Rental Income: $2117 Traditional Rental Income: $1992 Airbnb ROI: 0.51% Traditional ROI: 2.12%
3910 Whispering Hills Chester, NY Welcome to 3910 Whispering Hills - a refined, turnkey townhome in one of Chester's most de...	3 beds \| 3 baths \| 1,331 sq.ft.	$369,900	Airbnb cash on cash: -0.99% Traditional cash on cash: 3.71% Airbnb Rental Income: $1553 Traditional Rental Income: $2737 Airbnb ROI: -0.99% Traditional ROI: 3.71%
4508 Whispering Hills Chester, NY Welcome to 4508 Whispering Hills, a well-maintained and thoughtfully updated 2-bedroom, 1....	2 beds \| 2 baths \| 1,072 sq.ft.	$299,999	Airbnb cash on cash: 1.31% Traditional cash on cash: 3.86% Airbnb Rental Income: $2117 Traditional Rental Income: $2294 Airbnb ROI: 1.31% Traditional ROI: 3.86%
2913 Whispering Hills Chester, NY Welcome to 2913 Whispering Hills Drive - A Move-In Ready End Unit in the Heart of Chester!...	2 beds \| 1 baths \| 1,084 sq.ft.	$279,900	Airbnb cash on cash: 1.16% Traditional cash on cash: 2.98% Airbnb Rental Income: $2117 Traditional Rental Income: $2056 Airbnb ROI: 1.16% Traditional ROI: 2.98%

Your search for investment property begins and ends here

Condos for Sale in Chester, NY

1005 Whispering Hills

Chester, NY

2 beds | 2 baths | 1,053 sq.ft.

$249,900

Airbnb cash on cash: 3.83%

Traditional cash on cash: 7.43%

Airbnb Rental Income: $2117

Traditional Rental Income: $2426

Airbnb ROI: 3.83%

Traditional ROI: 7.43%

1311 Whispering Hills

Chester, NY

3 beds | 2 baths | 1,316 sq.ft.

$349,900

Airbnb cash on cash: -0.57%

Traditional cash on cash: 4.2%

Airbnb Rental Income: $1553

Traditional Rental Income: $2673

Airbnb ROI: -0.57%

Traditional ROI: 4.2%

3917 Whispering Hills

Chester, NY

2 beds | 2 baths | 1,072 sq.ft.

$305,000

Airbnb cash on cash: 1.02%

Traditional cash on cash: 3.86%

Airbnb Rental Income: $2117

Traditional Rental Income: $2391

Airbnb ROI: 1.02%

Traditional ROI: 3.86%

2113 Whispering Hills

Chester, NY

2 beds | 1 baths | 1,084 sq.ft.

$275,000

Airbnb cash on cash: 0.51%

Traditional cash on cash: 2.12%

Airbnb Rental Income: $2117

Traditional Rental Income: $1992

Airbnb ROI: 0.51%

Traditional ROI: 2.12%

3910 Whispering Hills

Chester, NY

3 beds | 3 baths | 1,331 sq.ft.

$369,900

Airbnb cash on cash: -0.99%

Traditional cash on cash: 3.71%

Airbnb Rental Income: $1553

Traditional Rental Income: $2737

Airbnb ROI: -0.99%

Traditional ROI: 3.71%

4508 Whispering Hills

Chester, NY

2 beds | 2 baths | 1,072 sq.ft.

$299,999

Airbnb cash on cash: 1.31%

Traditional cash on cash: 3.86%

Airbnb Rental Income: $2117

Traditional Rental Income: $2294

Airbnb ROI: 1.31%

Traditional ROI: 3.86%

2913 Whispering Hills

Chester, NY

2 beds | 1 baths | 1,084 sq.ft.

$279,900

Airbnb cash on cash: 1.16%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $2117

Traditional Rental Income: $2056

Airbnb ROI: 1.16%

Traditional ROI: 2.98%

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