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
1 Pleasant Street Sleepy Hollow, NY Nestled in a peaceful corner of the river towns, 1 Pleasant Street presents a rare blend o...	3 beds \| 2 baths \| 1,394 sq.ft.	$824,900	Airbnb cash on cash: 1.13% Traditional cash on cash: 2.83% Airbnb Rental Income: $3798 Traditional Rental Income: $4282 Airbnb ROI: 1.13% Traditional ROI: 2.83%
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.	$3,560,000	Airbnb cash on cash: -1.92% Traditional cash on cash: -0.66% Airbnb Rental Income: $3476 Traditional Rental Income: $6867 Airbnb ROI: -1.92% Traditional ROI: -0.66%
538 Bedford Road Sleepy Hollow, NY Charming 3 bedroom 1.5 bath home in the heart of the Pocantico Hills Hamlet. Old World ch...	3 beds \| 2 baths \| 1,341 sq.ft.	$799,999	Airbnb cash on cash: 1.92% Traditional cash on cash: 2.7% Airbnb Rental Income: $3798 Traditional Rental Income: $3560 Airbnb ROI: 1.92% Traditional ROI: 2.7%
251 Kelbourne Avenue Sleepy Hollow, NY Situated on one of the most coveted blocks in Philipse Manor, this beautifully maintained,...	3 beds \| 3 baths \| 2,584 sq.ft.	$1,580,000	Airbnb cash on cash: -1.09% Traditional cash on cash: -0.01% Airbnb Rental Income: $3798 Traditional Rental Income: $4574 Airbnb ROI: -1.09% Traditional ROI: -0.01%
57 Cobb Ln Sleepy Hollow, NY 57 Cobb Ln, Sleepy Hollow, NY 10591 \| Single Family Residential	9 beds \| 4 baths \| 8,329 sq.ft.	$5,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.57% Airbnb Rental Income: $null Traditional Rental Income: $5925 Airbnb ROI: N/A Traditional ROI: -1.57%
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%
111 Farrington Avenue Sleepy Hollow, NY Welcome to 111 Farrington Ave! A beautiful 3 bedroom, 3 bathroom, single family home locat...	3 beds \| 3 baths \| 2,360 sq.ft.	$1,379,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 0.23% Airbnb Rental Income: $3798 Traditional Rental Income: $4491 Airbnb ROI: -0.95% Traditional ROI: 0.23%

Your search for investment property begins and ends here

Single Family Homes for Sale in Sleepy Hollow, NY

1 Pleasant Street

Sleepy Hollow, NY

3 beds | 2 baths | 1,394 sq.ft.

$824,900

Airbnb cash on cash: 1.13%

Traditional cash on cash: 2.83%

Airbnb Rental Income: $3798

Traditional Rental Income: $4282

Airbnb ROI: 1.13%

Traditional ROI: 2.83%

167 Millard Avenue

Sleepy Hollow, NY

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

$3,560,000

Airbnb cash on cash: -1.92%

Traditional cash on cash: -0.66%

Airbnb Rental Income: $3476

Traditional Rental Income: $6867

Airbnb ROI: -1.92%

Traditional ROI: -0.66%

538 Bedford Road

Sleepy Hollow, NY

3 beds | 2 baths | 1,341 sq.ft.

$799,999

Airbnb cash on cash: 1.92%

Traditional cash on cash: 2.7%

Airbnb Rental Income: $3798

Traditional Rental Income: $3560

Airbnb ROI: 1.92%

Traditional ROI: 2.7%

251 Kelbourne Avenue

Sleepy Hollow, NY

3 beds | 3 baths | 2,584 sq.ft.

$1,580,000

Airbnb cash on cash: -1.09%

Traditional cash on cash: -0.01%

Airbnb Rental Income: $3798

Traditional Rental Income: $4574

Airbnb ROI: -1.09%

Traditional ROI: -0.01%

57 Cobb Ln

Sleepy Hollow, NY

9 beds | 4 baths | 8,329 sq.ft.

$5,500,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.57%

Airbnb Rental Income: $null

Traditional Rental Income: $5925

Airbnb ROI: N/A

Traditional ROI: -1.57%

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%

111 Farrington Avenue

Sleepy Hollow, NY

3 beds | 3 baths | 2,360 sq.ft.

$1,379,000

Airbnb cash on cash: -0.95%

Traditional cash on cash: 0.23%

Airbnb Rental Income: $3798

Traditional Rental Income: $4491

Airbnb ROI: -0.95%

Traditional ROI: 0.23%

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