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
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
1 Pleasant StreetSleepy Hollow, NYNestled 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%
|
46 Andrews LaneSleepy Hollow, NYWelcome home to Sunset Villas on Andrews lane. A new community of nine luxury townhomes (f... |
2 beds | 4 baths | 1,512 sq.ft. |
$1,250,000 |
Airbnb cash on cash: -1.01%
|
34 Andrews LaneSleepy Hollow, NYWelcome home to Sunset Villas on Andrews lane. A new community of nine luxury townhomes (f... |
2 beds | 4 baths | 1,512 sq.ft. |
$1,100,000 |
Airbnb cash on cash: -1.01%
|
42 Andrews LaneSleepy Hollow, NYWelcome home to Sunset Villas on Andrews lane. A new community of nine luxury townhomes (f... |
2 beds | 4 baths | 1,512 sq.ft. |
$1,150,000 |
Airbnb cash on cash: -1.01%
|
167 Millard AvenueSleepy Hollow, NYAs 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%
|
538 Bedford RoadSleepy Hollow, NYCharming 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%
|
251 Kelbourne AvenueSleepy Hollow, NYSituated 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%
|
57 Cobb LnSleepy Hollow, NY57 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
|
48 Raafenberg RdSleepy Hollow, NY48 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
|
111 Farrington AvenueSleepy Hollow, NYWelcome 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%
|
Real Estate investment in Sleepy-hollow, NY
There are 10 properties for sale in the city of Sleepy Hollow . The median list price in Sleepy Hollow is $1,314,500 and the average price per square foot is $389. In December 2025, the average monthly cash on cash return in Sleepy Hollow is N/A%. The average monthly rental income in Sleepy Hollow is $4,408.