Real Estate Investment Properties for Sale in Chestertown, NY

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

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

Multi Family for Sale in Chestertown, NY

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

Showing 1 Multi Family 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
6378 US Route 9 Chestertown, NY 6378 US Route 9, Chestertown, NY 12817 \| Multi Family	1 beds \| 1 baths \| 3,222 sq.ft.	$199,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 3.93% Airbnb Rental Income: $873 Traditional Rental Income: $1344 Airbnb ROI: -0.33% Traditional ROI: 3.93%
Other Investment Properties for Sale in Chestertown
18 Woodcliff Acres Chestertown , NY Winter fun is just beginning in the Adirondacks! You can enjoy all the seasons year-round ...	3 beds \| 1 baths \| 920 sq.ft.	$399,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 4.16% Airbnb Rental Income: $1073 Traditional Rental Income: $2385 Airbnb ROI: -0.33% Traditional ROI: 4.16%
161 E Shore Drive Chestertown , NY Welcome to one of the most breathtaking properties on Loon Lake - a true Adirondack retrea...	3 beds \| 2 baths \| 2,160 sq.ft.	$1,250,000	Airbnb cash on cash: -1.3% Traditional cash on cash: 1.21% Airbnb Rental Income: $1073 Traditional Rental Income: $3628 Airbnb ROI: -1.3% Traditional ROI: 1.21%
123 Forest Lake Rd Chestertown , NY 123 Forest Lake Rd, Chestertown, NY 12817 \| Single Family Residential	5 beds \| 4 baths \| 2,594 sq.ft.	$659,000	Airbnb cash on cash: -0.48% Traditional cash on cash: N/A Airbnb Rental Income: $1982 Traditional Rental Income: $0 Airbnb ROI: -0.48% Traditional ROI: N/A
5537 State Route 8 Chestertown , NY 5537 State Route 8, Chestertown, NY 12817 \| Single Family Residential	2 beds \| 1 baths \| 1,632 sq.ft.	$850,000	Airbnb cash on cash: -2.15% Traditional cash on cash: -0.26% Airbnb Rental Income: $873 Traditional Rental Income: $2030 Airbnb ROI: -2.15% Traditional ROI: -0.26%
71 Ferris Rd Chestertown , NY 71 Ferris Rd, Chestertown, NY 12817 \| Manufactured Home	3 beds \| 2 baths \| 1,400 sq.ft.	$359,500	Airbnb cash on cash: -0.89% Traditional cash on cash: 1.95% Airbnb Rental Income: $1073 Traditional Rental Income: $1663 Airbnb ROI: -0.89% Traditional ROI: 1.95%
24 Balsam Crest Path #B Chestertown , NY 24 Balsam Crest Path #B, Chestertown, NY 12817 \| Townhouse	2 beds \| 1 baths \| 1,320 sq.ft.	$350,000	Airbnb cash on cash: -2.7% Traditional cash on cash: -0.43% Airbnb Rental Income: $873 Traditional Rental Income: $1284 Airbnb ROI: -2.7% Traditional ROI: -0.43%
60 Dixon Rd Chestertown , NY 60 Dixon Rd, Chestertown, NY 12817 \| Single Family Residential	2 beds \| 1 baths \| 1,160 sq.ft.	$225,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 6.02% Airbnb Rental Income: $873 Traditional Rental Income: $1949 Airbnb ROI: -0.6% Traditional ROI: 6.02%
11K Overlook Ln Chestertown , NY 11K Overlook Ln, Chestertown, NY 12817 \| Condo/Coop	2 beds \| 1 baths \| 928 sq.ft.	$189,000	Airbnb cash on cash: -2.81% Traditional cash on cash: 3.75% Airbnb Rental Income: $873 Traditional Rental Income: $1716 Airbnb ROI: -2.81% Traditional ROI: 3.75%
L9 Atateka Rd Chestertown , NY L9 Atateka Rd, Chestertown, NY 12817 \| Other	N/A beds \| N/A baths \| N/A	$299,900	Airbnb cash on cash: 1.94% Traditional cash on cash: 0.47% Airbnb Rental Income: $1909 Traditional Rental Income: $989 Airbnb ROI: 1.94% Traditional ROI: 0.47%
Landon Hill Rd Chestertown , NY Landon Hill Rd, Chestertown, NY \| Other	N/A beds \| N/A baths \| N/A	$76,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.16% Airbnb Rental Income: $null Traditional Rental Income: $989 Airbnb ROI: N/A Traditional ROI: 9.16%

Your search for investment property begins and ends here

Multi Family for Sale in Chestertown, NY

6378 US Route 9

Chestertown, NY

1 beds | 1 baths | 3,222 sq.ft.

$199,000

Airbnb cash on cash: -0.33%

Traditional cash on cash: 3.93%

Airbnb Rental Income: $873

Traditional Rental Income: $1344

Airbnb ROI: -0.33%

Traditional ROI: 3.93%

Other Investment Properties for Sale in Chestertown

Chestertown , NY

3 beds | 1 baths | 920 sq.ft.

$399,000

Airbnb cash on cash: -0.33%

Traditional cash on cash: 4.16%

Airbnb Rental Income: $1073

Traditional Rental Income: $2385

Airbnb ROI: -0.33%

Traditional ROI: 4.16%

Chestertown , NY

3 beds | 2 baths | 2,160 sq.ft.

$1,250,000

Airbnb cash on cash: -1.3%

Traditional cash on cash: 1.21%

Airbnb Rental Income: $1073

Traditional Rental Income: $3628

Airbnb ROI: -1.3%

Traditional ROI: 1.21%

Chestertown , NY

5 beds | 4 baths | 2,594 sq.ft.

$659,000

Airbnb cash on cash: -0.48%

Traditional cash on cash: N/A

Airbnb Rental Income: $1982

Traditional Rental Income: $0

Airbnb ROI: -0.48%

Traditional ROI: N/A

Chestertown , NY

2 beds | 1 baths | 1,632 sq.ft.

$850,000

Airbnb cash on cash: -2.15%

Traditional cash on cash: -0.26%

Airbnb Rental Income: $873

Traditional Rental Income: $2030

Airbnb ROI: -2.15%

Traditional ROI: -0.26%

Chestertown , NY

3 beds | 2 baths | 1,400 sq.ft.

$359,500

Airbnb cash on cash: -0.89%

Traditional cash on cash: 1.95%

Airbnb Rental Income: $1073

Traditional Rental Income: $1663

Airbnb ROI: -0.89%

Traditional ROI: 1.95%

Chestertown , NY

2 beds | 1 baths | 1,320 sq.ft.

$350,000

Airbnb cash on cash: -2.7%

Traditional cash on cash: -0.43%

Airbnb Rental Income: $873

Traditional Rental Income: $1284

Airbnb ROI: -2.7%

Traditional ROI: -0.43%

Chestertown , NY

2 beds | 1 baths | 1,160 sq.ft.

$225,000

Airbnb cash on cash: -0.6%

Traditional cash on cash: 6.02%

Airbnb Rental Income: $873

Traditional Rental Income: $1949

Airbnb ROI: -0.6%

Traditional ROI: 6.02%

Chestertown , NY

2 beds | 1 baths | 928 sq.ft.

$189,000

Airbnb cash on cash: -2.81%

Traditional cash on cash: 3.75%