Real Estate Investment Properties for Sale in Chestnut Ridge, NY

Looking for investment property in Chestnut Ridge, NY with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
11 Brookview Boulevard Chestnut Ridge, NY Charming ranch style house in the highly desirable Chestnut Ridge neighborhood. Large spac...	4 beds \| 2 baths \| 1,600 sq.ft.	$799,000	Airbnb cash on cash: 8.46% Traditional cash on cash: 2.57% Airbnb Rental Income: $10167 Traditional Rental Income: $3902 Airbnb ROI: 8.46% Traditional ROI: 2.57%
47 Red Schoolhouse Road Chestnut Ridge, NY QUALITY, COMFORT, AND CONVENIENCE ARE COMBINED IN THIS NEWER LARGE CLASSIC COLONIAL WITH A...	5 beds \| 4 baths \| 3,224 sq.ft.	$999,900	Airbnb cash on cash: -0.5% Traditional cash on cash: 2.29% Airbnb Rental Income: $2836 Traditional Rental Income: $4774 Airbnb ROI: -0.5% Traditional ROI: 2.29%
17 Hillside Ave Chestnut Ridge, NY Steeped in rich history, this extraordinary and romantic, one of a kind property dates bac...	4 beds \| 2 baths \| N/A	$1,650,888	Airbnb cash on cash: 1.81% Traditional cash on cash: 1.03% Airbnb Rental Income: $7000 Traditional Rental Income: $4435 Airbnb ROI: 1.81% Traditional ROI: 1.03%
11 Lomond Avenue Chestnut Ridge, NY Bright & Beautiful Colonial set on a flat, private property in DESIRABLE Chestnut Ridge!! ...	4 beds \| 3 baths \| 1,976 sq.ft.	$849,000	Airbnb cash on cash: 7.46% Traditional cash on cash: 2.52% Airbnb Rental Income: $10167 Traditional Rental Income: $4377 Airbnb ROI: 7.46% Traditional ROI: 2.52%
597 Saddle River Rd Chestnut Ridge, NY 597 Saddle River Rd, Chestnut Ridge, NY 10952 \| Single Family Residential	6 beds \| 3 baths \| 2,745 sq.ft.	$899,000	Airbnb cash on cash: -0.22% Traditional cash on cash: N/A Airbnb Rental Income: $2836 Traditional Rental Income: $0 Airbnb ROI: -0.22% Traditional ROI: N/A
1 Hillside Ave Chestnut Ridge, NY 1 Hillside Ave, Chestnut Ridge, NY 10952 \| Single Family Residential	3 beds \| 2 baths \| 2,077 sq.ft.	$899,000	Airbnb cash on cash: -1.7% Traditional cash on cash: 0.83% Airbnb Rental Income: $1350 Traditional Rental Income: $3059 Airbnb ROI: -1.7% Traditional ROI: 0.83%

Real Estate investment in Chestnut-ridge, NY

There are 6 properties for sale in the city of Chestnut Ridge . The median list price in Chestnut Ridge is $899,000 and the average price per square foot is $359. In May 2026, the average monthly cash on cash return in Chestnut Ridge is 2.00%. The average monthly rental income in Chestnut Ridge is $4,313.

Chestnut-ridge, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 6 investment properties available for sale in Chestnut-ridge.

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

The ROI for Short-Term is higher than the Long-Term in Chestnut-ridge with average rental income of $2,836.

Your search for investment property begins and ends here

Investment Property for Sale in Chestnut Ridge, NY

11 Brookview Boulevard

Chestnut Ridge, NY

4 beds | 2 baths | 1,600 sq.ft.

$799,000

Airbnb cash on cash: 8.46%

Traditional cash on cash: 2.57%

Airbnb Rental Income: $10167

Traditional Rental Income: $3902

Airbnb ROI: 8.46%

Traditional ROI: 2.57%

47 Red Schoolhouse Road

Chestnut Ridge, NY

5 beds | 4 baths | 3,224 sq.ft.

$999,900

Airbnb cash on cash: -0.5%

Traditional cash on cash: 2.29%

Airbnb Rental Income: $2836

Traditional Rental Income: $4774

Airbnb ROI: -0.5%

Traditional ROI: 2.29%

17 Hillside Ave

Chestnut Ridge, NY

4 beds | 2 baths | N/A

$1,650,888

Airbnb cash on cash: 1.81%

Traditional cash on cash: 1.03%

Airbnb Rental Income: $7000

Traditional Rental Income: $4435

Airbnb ROI: 1.81%

Traditional ROI: 1.03%

11 Lomond Avenue

Chestnut Ridge, NY

4 beds | 3 baths | 1,976 sq.ft.

$849,000

Airbnb cash on cash: 7.46%

Traditional cash on cash: 2.52%

Airbnb Rental Income: $10167

Traditional Rental Income: $4377

Airbnb ROI: 7.46%

Traditional ROI: 2.52%

597 Saddle River Rd

Chestnut Ridge, NY

6 beds | 3 baths | 2,745 sq.ft.

$899,000

Airbnb cash on cash: -0.22%

Traditional cash on cash: N/A

Airbnb Rental Income: $2836

Traditional Rental Income: $0

Airbnb ROI: -0.22%

Traditional ROI: N/A

1 Hillside Ave

Chestnut Ridge, NY

3 beds | 2 baths | 2,077 sq.ft.

$899,000

Airbnb cash on cash: -1.7%

Traditional cash on cash: 0.83%

Airbnb Rental Income: $1350

Traditional Rental Income: $3059

Airbnb ROI: -1.7%

Traditional ROI: 0.83%

Real Estate investment in Chestnut-ridge, NY

Chestnut-ridge, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Chestnut-ridge?

Which neighborhoods in Chestnut-ridge to invest in 2026?

Long-Term vs. Short-Term Rentals in Chestnut-ridge, New York: Which will earn the best returns?

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