Real Estate Investment Properties for Sale in Kinderhook, NY

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
45 Chatham Street Kinderhook, NY Step into the charm of early American history with this 1830-built home, just a quarter-mi...	4 beds \| 2 baths \| 2,612 sq.ft.	$345,000	Airbnb cash on cash: 0.24% Traditional cash on cash: 7.06% Airbnb Rental Income: $1689 Traditional Rental Income: $3429 Airbnb ROI: 0.24% Traditional ROI: 7.06%
3121 High Street Kinderhook, NY Step into timeless elegance with this charming 1870's home nestled in the Village of Valat...	4 beds \| 5 baths \| 3,513 sq.ft.	$625,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 9.86% Airbnb Rental Income: $1689 Traditional Rental Income: $7124 Airbnb ROI: -0.27% Traditional ROI: 9.86%
18 Gaffney Lane Kinderhook, NY Documented provenance dates back to being the first house on this quiet lane when it was a...	3 beds \| N/A baths \| 2,386 sq.ft.	$689,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 3.6% Airbnb Rental Income: $1754 Traditional Rental Income: $3831 Airbnb ROI: -0.39% Traditional ROI: 3.6%
308 County Route 28B Kinderhook, NY PRICE IMPROVEMENT!!! Lakefront year round living or 2nd home country retreat, just 2 hours...	3 beds \| 2 baths \| 2,862 sq.ft.	$599,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 3.35% Airbnb Rental Income: $1754 Traditional Rental Income: $3583 Airbnb ROI: -0.78% Traditional ROI: 3.35%
12 Sunset Avenue Kinderhook, NY In 2019 this home was completely rebuilt. Today it features new insulation (R23), sheet ro...	2 beds \| 2 baths \| 1,420 sq.ft.	$450,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 4.31% Airbnb Rental Income: $1634 Traditional Rental Income: $2658 Airbnb ROI: 0.79% Traditional ROI: 4.31%
1154 County Route 25 Kinderhook, NY This sweet cottage is tucked on a corner lot and ready for its new owner. The home is smal...	3 beds \| 1 baths \| 1,008 sq.ft.	$260,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 7.91% Airbnb Rental Income: $1754 Traditional Rental Income: $2612 Airbnb ROI: 2.45% Traditional ROI: 7.91%
6 Catskill View Drive Kinderhook, NY Custom craftsmanship, natural elegance, and countryside charm come together in this specta...	3 beds \| 3 baths \| 1,600 sq.ft.	$550,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 4.24% Airbnb Rental Income: $1754 Traditional Rental Income: $3240 Airbnb ROI: 0.41% Traditional ROI: 4.24%
7 The Concourse Kinderhook, NY Discover this impeccably maintained light-filled and inviting 2-bedroom, 1-bath home with ...	2 beds \| 1 baths \| 1,080 sq.ft.	$379,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 2.89% Airbnb Rental Income: $1634 Traditional Rental Income: $1971 Airbnb ROI: 0.64% Traditional ROI: 2.89%

Real Estate investment in Kinderhook, NY

There are 8 properties for sale in the city of Kinderhook . The median list price in Kinderhook is $500,000 and the average price per square foot is $243. In December 2025, the average monthly cash on cash return in Kinderhook is 4.00%. The average monthly rental income in Kinderhook is $3,335.

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

There are 8 investment properties available for sale in Kinderhook.

In 2025, the best neighborhood to buy investment property is Kinderhook.

The ROI for Short-Term is higher than the Long-Term in Kinderhook with average rental income of $1,722.

Your search for investment property begins and ends here

Investment Property for Sale in Kinderhook, NY

45 Chatham Street

Kinderhook, NY

4 beds | 2 baths | 2,612 sq.ft.

$345,000

Airbnb cash on cash: 0.24%

Traditional cash on cash: 7.06%

Airbnb Rental Income: $1689

Traditional Rental Income: $3429

Airbnb ROI: 0.24%

Traditional ROI: 7.06%

3121 High Street

Kinderhook, NY

4 beds | 5 baths | 3,513 sq.ft.

$625,000

Airbnb cash on cash: -0.27%

Traditional cash on cash: 9.86%

Airbnb Rental Income: $1689

Traditional Rental Income: $7124

Airbnb ROI: -0.27%

Traditional ROI: 9.86%

18 Gaffney Lane

Kinderhook, NY

3 beds | N/A baths | 2,386 sq.ft.

$689,000

Airbnb cash on cash: -0.39%

Traditional cash on cash: 3.6%

Airbnb Rental Income: $1754

Traditional Rental Income: $3831

Airbnb ROI: -0.39%

Traditional ROI: 3.6%

308 County Route 28B

Kinderhook, NY

3 beds | 2 baths | 2,862 sq.ft.

$599,000

Airbnb cash on cash: -0.78%

Traditional cash on cash: 3.35%

Airbnb Rental Income: $1754

Traditional Rental Income: $3583

Airbnb ROI: -0.78%

Traditional ROI: 3.35%

12 Sunset Avenue

Kinderhook, NY

2 beds | 2 baths | 1,420 sq.ft.

$450,000

Airbnb cash on cash: 0.79%

Traditional cash on cash: 4.31%

Airbnb Rental Income: $1634

Traditional Rental Income: $2658

Airbnb ROI: 0.79%

Traditional ROI: 4.31%

1154 County Route 25

Kinderhook, NY

3 beds | 1 baths | 1,008 sq.ft.

$260,000

Airbnb cash on cash: 2.45%

Traditional cash on cash: 7.91%

Airbnb Rental Income: $1754

Traditional Rental Income: $2612

Airbnb ROI: 2.45%

Traditional ROI: 7.91%

6 Catskill View Drive

Kinderhook, NY

3 beds | 3 baths | 1,600 sq.ft.

$550,000

Airbnb cash on cash: 0.41%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $1754

Traditional Rental Income: $3240

Airbnb ROI: 0.41%

Traditional ROI: 4.24%

7 The Concourse

Kinderhook, NY

2 beds | 1 baths | 1,080 sq.ft.

$379,000

Airbnb cash on cash: 0.64%

Traditional cash on cash: 2.89%

Airbnb Rental Income: $1634

Traditional Rental Income: $1971

Airbnb ROI: 0.64%