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.

Single Family Homes for Sale in Sleepy Hollow, NY

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

Showing 7 Single Family Residential 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
167 Millard Avenue Sleepy Hollow, NY As does Frank Lloyd Wright's "Fallingwater," this hilltop enclave provides privacy, luxury...	4 beds \| 5 baths \| 5,700 sq.ft.	$3,300,000	Airbnb cash on cash: -1.83% Traditional cash on cash: -0.63% Airbnb Rental Income: $4068 Traditional Rental Income: $6867 Airbnb ROI: -1.83% Traditional ROI: -0.63%
48 Raafenberg Rd Sleepy Hollow, NY 48 Raafenberg Rd, Sleepy Hollow, NY 10591 \| Single Family Residential	5 beds \| 5 baths \| 7,538 sq.ft.	$12,000,000	Airbnb cash on cash: N/A Traditional cash on cash: -2.08% Airbnb Rental Income: $null Traditional Rental Income: $7172 Airbnb ROI: N/A Traditional ROI: -2.08%
34 Hemlock Drive Sleepy Hollow, NY This immaculate four-bedroom residence offers the perfect blend of refined elegance and re...	4 beds \| 3 baths \| 3,120 sq.ft.	$1,795,000	Airbnb cash on cash: -0.98% Traditional cash on cash: 0.08% Airbnb Rental Income: $4068 Traditional Rental Income: $4963 Airbnb ROI: -0.98% Traditional ROI: 0.08%
30 Kendall Ave Sleepy Hollow, NY 30 Kendall Ave, Sleepy Hollow, NY 10591 \| Single Family Residential	3 beds \| 2 baths \| 2,200 sq.ft.	$599,900	Airbnb cash on cash: -2.7% Traditional cash on cash: 3.28% Airbnb Rental Income: $345 Traditional Rental Income: $3446 Airbnb ROI: -2.7% Traditional ROI: 3.28%
17 Anderson Avenue Sleepy Hollow, NY Nestled on a lovely tree-lined street in Sleepy Hollow, this 3-bedroom, 1-bath 1930's Colo...	3 beds \| 1 baths \| 1,190 sq.ft.	$565,000	Airbnb cash on cash: -3.18% Traditional cash on cash: 2.63% Airbnb Rental Income: $345 Traditional Rental Income: $3167 Airbnb ROI: -3.18% Traditional ROI: 2.63%
12 Webb Road Sleepy Hollow, NY Situated in "Sleepy Hollow Manor" (one of Westchester's most sought after neighborhoods) i...	5 beds \| 4 baths \| 2,762 sq.ft.	$1,300,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.06% Airbnb Rental Income: $null Traditional Rental Income: $5270 Airbnb ROI: N/A Traditional ROI: 1.06%
62 Hemlock Dr Sleepy Hollow, NY Discover timeless Colonial charm at 62 Hemlock Drive, ideally situated in the sought-after...	4 beds \| 2 baths \| 2,032 sq.ft.	$1,250,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 0.26% Airbnb Rental Income: $4068 Traditional Rental Income: $3920 Airbnb ROI: -0.36% Traditional ROI: 0.26%

Your search for investment property begins and ends here

Single Family Homes for Sale in Sleepy Hollow, NY

167 Millard Avenue

Sleepy Hollow, NY

4 beds | 5 baths | 5,700 sq.ft.

$3,300,000

Airbnb cash on cash: -1.83%

Traditional cash on cash: -0.63%

Airbnb Rental Income: $4068

Traditional Rental Income: $6867

Airbnb ROI: -1.83%

Traditional ROI: -0.63%

48 Raafenberg Rd

Sleepy Hollow, NY

5 beds | 5 baths | 7,538 sq.ft.

$12,000,000

Airbnb cash on cash: N/A

Traditional cash on cash: -2.08%

Airbnb Rental Income: $null

Traditional Rental Income: $7172

Airbnb ROI: N/A

Traditional ROI: -2.08%

34 Hemlock Drive

Sleepy Hollow, NY

4 beds | 3 baths | 3,120 sq.ft.

$1,795,000

Airbnb cash on cash: -0.98%

Traditional cash on cash: 0.08%

Airbnb Rental Income: $4068

Traditional Rental Income: $4963

Airbnb ROI: -0.98%

Traditional ROI: 0.08%

30 Kendall Ave

Sleepy Hollow, NY

3 beds | 2 baths | 2,200 sq.ft.

$599,900

Airbnb cash on cash: -2.7%

Traditional cash on cash: 3.28%

Airbnb Rental Income: $345

Traditional Rental Income: $3446

Airbnb ROI: -2.7%

Traditional ROI: 3.28%

17 Anderson Avenue

Sleepy Hollow, NY

3 beds | 1 baths | 1,190 sq.ft.

$565,000

Airbnb cash on cash: -3.18%

Traditional cash on cash: 2.63%

Airbnb Rental Income: $345

Traditional Rental Income: $3167

Airbnb ROI: -3.18%

Traditional ROI: 2.63%

12 Webb Road

Sleepy Hollow, NY

5 beds | 4 baths | 2,762 sq.ft.

$1,300,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.06%

Airbnb Rental Income: $null

Traditional Rental Income: $5270

Airbnb ROI: N/A

Traditional ROI: 1.06%

62 Hemlock Dr

Sleepy Hollow, NY

4 beds | 2 baths | 2,032 sq.ft.

$1,250,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 0.26%

Airbnb Rental Income: $4068

Traditional Rental Income: $3920

Airbnb ROI: -0.36%

Traditional ROI: 0.26%

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