Real Estate Investment Properties for Sale in Sleepy Hollow, NY

Looking for investment property in Sleepy Hollow, NY with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
21 Pokahoe Drive Sleepy Hollow, NY Spectacular, panoramic, Hudson River and Palisades views abound in this modern waterfront ...	5 beds \| 5 baths \| 4,287 sq.ft.	$3,350,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.82% Airbnb Rental Income: $null Traditional Rental Income: $6003 Airbnb ROI: N/A Traditional ROI: -0.82%
10 Evergreen Way Sleepy Hollow, NY Peaceful Country Living In Historic Sleepy Hollow, NY - Ultra Quiet Location In Sleepy Hol...	4 beds \| 4 baths \| 2,969 sq.ft.	$1,199,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 0.84% Airbnb Rental Income: $9966 Traditional Rental Income: $4909 Airbnb ROI: 3.72% Traditional ROI: 0.84%
207 Gordon Avenue Sleepy Hollow, NY Opportunity Knocks for the smart investor with this charming Sleepy Hollow 3-Family home. ...	6 beds \| 4 baths \| 2,907 sq.ft.	$799,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.83% Airbnb Rental Income: $null Traditional Rental Income: $5402 Airbnb ROI: N/A Traditional ROI: 3.83%
41 Kendall Avenue Sleepy Hollow, NY Wonderful opportunity for two family property in the heart of Sleepy Hollow. Investment p...	5 beds \| 3 baths \| 2,336 sq.ft.	$799,222	Airbnb cash on cash: N/A Traditional cash on cash: 1.51% Airbnb Rental Income: $null Traditional Rental Income: $4215 Airbnb ROI: N/A Traditional ROI: 1.51%
148 Beekman Avenue Sleepy Hollow, NY Attention investors! Here's a rare opportunity to own a multi-family property on picturesq...	4 beds \| 2 baths \| 1,625 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.98% Airbnb Rental Income: $null Traditional Rental Income: $3683 Airbnb ROI: N/A Traditional ROI: 2.98%
212 Beekman Avenue Sleepy Hollow, NY Welcome to 212 Beekman Avenue, a versatile multi-family property with commercial zoning, o...	5 beds \| 2 baths \| 2,712 sq.ft.	$975,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.01% Airbnb Rental Income: $null Traditional Rental Income: $3813 Airbnb ROI: N/A Traditional ROI: 1.01%
11 River Street #214 Sleepy Hollow, NY Quiet and serene, this west-facing one-bedroom home faces the Hudson River and the picture...	1 beds \| 1 baths \| 974 sq.ft.	$825,000	Airbnb cash on cash: -0.7% Traditional cash on cash: -0.02% Airbnb Rental Income: $2973 Traditional Rental Income: $2815 Airbnb ROI: -0.7% Traditional ROI: -0.02%

Real Estate investment in Sleepy-hollow, NY

There are 7 properties for sale in the city of Sleepy Hollow . The median list price in Sleepy Hollow is $825,000 and the average price per square foot is $324. In January 2025, the average monthly cash on cash return in Sleepy Hollow is 1.00%. The average monthly rental income in Sleepy Hollow is $4,215.

Sleepy-hollow, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 7 investment properties available for sale in Sleepy-hollow.

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

The ROI for Short-Term is higher than the Long-Term in Sleepy-hollow with average rental income of $6,470.

Your search for investment property begins and ends here

Investment Property for Sale in Sleepy Hollow, NY

21 Pokahoe Drive

Sleepy Hollow, NY

5 beds | 5 baths | 4,287 sq.ft.

$3,350,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.82%

Airbnb Rental Income: $null

Traditional Rental Income: $6003

Airbnb ROI: N/A

Traditional ROI: -0.82%

10 Evergreen Way

Sleepy Hollow, NY

4 beds | 4 baths | 2,969 sq.ft.

$1,199,000

Airbnb cash on cash: 3.72%

Traditional cash on cash: 0.84%

Airbnb Rental Income: $9966

Traditional Rental Income: $4909

Airbnb ROI: 3.72%

Traditional ROI: 0.84%

207 Gordon Avenue

Sleepy Hollow, NY

6 beds | 4 baths | 2,907 sq.ft.

$799,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.83%

Airbnb Rental Income: $null

Traditional Rental Income: $5402

Airbnb ROI: N/A

Traditional ROI: 3.83%

41 Kendall Avenue

Sleepy Hollow, NY

5 beds | 3 baths | 2,336 sq.ft.

$799,222

Airbnb cash on cash: N/A

Traditional cash on cash: 1.51%

Airbnb Rental Income: $null

Traditional Rental Income: $4215

Airbnb ROI: N/A

Traditional ROI: 1.51%

148 Beekman Avenue

Sleepy Hollow, NY

4 beds | 2 baths | 1,625 sq.ft.

$599,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.98%

Airbnb Rental Income: $null

Traditional Rental Income: $3683

Airbnb ROI: N/A

Traditional ROI: 2.98%

212 Beekman Avenue

Sleepy Hollow, NY

5 beds | 2 baths | 2,712 sq.ft.

$975,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.01%

Airbnb Rental Income: $null

Traditional Rental Income: $3813

Airbnb ROI: N/A

Traditional ROI: 1.01%

11 River Street #214

Sleepy Hollow, NY

1 beds | 1 baths | 974 sq.ft.

$825,000

Airbnb cash on cash: -0.7%

Traditional cash on cash: -0.02%

Airbnb Rental Income: $2973

Traditional Rental Income: $2815

Airbnb ROI: -0.7%

Traditional ROI: -0.02%

Real Estate investment in Sleepy-hollow, NY

Sleepy-hollow, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Sleepy-hollow?

Which neighborhoods in Sleepy-hollow to invest in 2025?

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

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