Real Estate Investment Properties for Sale in Chatham, NY

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

Explore a variety of short-term homes & houses in Chatham, NY. Invest wisely with VRBO & Chatham, 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 Chatham, NY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
29 Railroad Avenue CHATHAM, NY Steps away from thriving Main Street in Chatham, this fully occupied three unit building o...	3 beds \| N/A baths \| 2,389 sq.ft.	$309,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 8.83% Airbnb Rental Income: $1593 Traditional Rental Income: $3460 Airbnb ROI: 0.84% Traditional ROI: 8.83%
36 Spring St CHATHAM, NY This well-maintained multi-unit building offers a strong investment opportunity, with nume...	4 beds \| N/A baths \| 2,976 sq.ft.	$329,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 7.31% Airbnb Rental Income: $1593 Traditional Rental Income: $3504 Airbnb ROI: 0.68% Traditional ROI: 7.31%
3 Maiden Lane CHATHAM, NY Steps to town, this Chatham Village multi family features three generous one bedroom apart...	3 beds \| N/A baths \| 1,800 sq.ft.	$350,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 4.34% Airbnb Rental Income: $1593 Traditional Rental Income: $2306 Airbnb ROI: 0.79% Traditional ROI: 4.34%
47 Austerlitz Street CHATHAM, NY A Rare Opportunity in Chatham For the first time in 37 years, this unique multi-family hom...	5 beds \| 3 baths \| 2,100 sq.ft.	$359,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.19% Airbnb Rental Income: $null Traditional Rental Income: $3705 Airbnb ROI: N/A Traditional ROI: 8.19%
31 Albany Turnpike CHATHAM, NY Fantastic colonial fixer upper with 5-bedrooms and one bath located in Chatham School Dist...	5 beds \| 1 baths \| 2,236 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.77% Airbnb Rental Income: $null Traditional Rental Income: $2621 Airbnb ROI: N/A Traditional ROI: 9.77%
22 Bushnell Ave CHATHAM, NY 22 Bushnell Ave, CHATHAM, NY 12037 \| Single Family Residential	2 beds \| 1 baths \| 1,188 sq.ft.	$369,900	Airbnb cash on cash: -0.14% Traditional cash on cash: 1.85% Airbnb Rental Income: $1407 Traditional Rental Income: $1673 Airbnb ROI: -0.14% Traditional ROI: 1.85%
0 Murray St CHATHAM, NY 0 Murray St, CHATHAM, NY 12037 \| Other	N/A beds \| N/A baths \| N/A	$155,000	Airbnb cash on cash: 9.25% Traditional cash on cash: 3.01% Airbnb Rental Income: $2459 Traditional Rental Income: $937 Airbnb ROI: 9.25% Traditional ROI: 3.01%
30 Austerlitz Street CHATHAM, NY Step into these two beautifully restored historic homes where timeless character blends se...	6 beds \| 4 baths \| 3,024 sq.ft.	$850,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.66% Airbnb Rental Income: $null Traditional Rental Income: $5244 Airbnb ROI: N/A Traditional ROI: 4.66%

Real Estate investment in Chatham, NY

There are 9 properties for sale in the city of Chatham . The median list price in Chatham is $364,900 and the average price per square foot is $134. In January 2026, the average monthly cash on cash return in Chatham is 7.00%. The average monthly rental income in Chatham is $3,417.

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

There are 9 investment properties available for sale in Chatham.

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

The ROI for Long-Term is higher than the Short-Term in Chatham with average rental income of $3,417.

Your search for investment property begins and ends here

Investment Property for Sale in Chatham, NY

29 Railroad Avenue

CHATHAM, NY

3 beds | N/A baths | 2,389 sq.ft.

$309,000

Airbnb cash on cash: 0.84%

Traditional cash on cash: 8.83%

Airbnb Rental Income: $1593

Traditional Rental Income: $3460

Airbnb ROI: 0.84%

Traditional ROI: 8.83%

36 Spring St

CHATHAM, NY

4 beds | N/A baths | 2,976 sq.ft.

$329,000

Airbnb cash on cash: 0.68%

Traditional cash on cash: 7.31%

Airbnb Rental Income: $1593

Traditional Rental Income: $3504

Airbnb ROI: 0.68%

Traditional ROI: 7.31%

3 Maiden Lane

CHATHAM, NY

3 beds | N/A baths | 1,800 sq.ft.

$350,000

Airbnb cash on cash: 0.79%

Traditional cash on cash: 4.34%

Airbnb Rental Income: $1593

Traditional Rental Income: $2306

Airbnb ROI: 0.79%

Traditional ROI: 4.34%

47 Austerlitz Street

CHATHAM, NY

5 beds | 3 baths | 2,100 sq.ft.

$359,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.19%

Airbnb Rental Income: $null

Traditional Rental Income: $3705

Airbnb ROI: N/A

Traditional ROI: 8.19%

31 Albany Turnpike

CHATHAM, NY

5 beds | 1 baths | 2,236 sq.ft.

$225,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.77%

Airbnb Rental Income: $null

Traditional Rental Income: $2621

Airbnb ROI: N/A

Traditional ROI: 9.77%

22 Bushnell Ave

CHATHAM, NY

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

$369,900

Airbnb cash on cash: -0.14%

Traditional cash on cash: 1.85%

Airbnb Rental Income: $1407

Traditional Rental Income: $1673

Airbnb ROI: -0.14%

Traditional ROI: 1.85%

0 Murray St

CHATHAM, NY

N/A beds | N/A baths | N/A

$155,000

Airbnb cash on cash: 9.25%

Traditional cash on cash: 3.01%

Airbnb Rental Income: $2459

Traditional Rental Income: $937

Airbnb ROI: 9.25%

Traditional ROI: 3.01%

30 Austerlitz Street

CHATHAM, NY

6 beds | 4 baths | 3,024 sq.ft.

$850,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.66%

Airbnb Rental Income: $null

Traditional Rental Income: $5244

Airbnb ROI: N/A