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, NYWelcome to 1 Pleasant Street, a fully renovated historic home in the heart of Sleepy Hollo... |
3 beds | 2 baths | 1,394 sq.ft. |
$824,900 |
Airbnb cash on cash: 0.65%
|
18 Gesner PlaceSleepy Hollow, NYCharming Two-Family Home in Historic Tarrytown/Sleepy Hollow - Ideal Investment Opportunit... |
3 beds | 2 baths | 2,159 sq.ft. |
$750,000 |
Airbnb cash on cash: 0.87%
|
20 Hemlock DriveSleepy Hollow, NYWelcome to 20 Hemlock Drive, an exquisite classic stone colonial nestled in the charming v... |
5 beds | 5 baths | 4,030 sq.ft. |
$1,799,000 |
Airbnb cash on cash: N/A
|
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: -0.82%
|
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: -0.8%
|
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: -0.81%
|
167 Millard AvenueSleepy Hollow, NYAs does Frank Lloyd Wrightâs âFallingwater," this hilltop enclave provides privacy, lu... |
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: 1.42%
|
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: -1.35%
|
Real Estate investment in Sleepy-hollow, NY
There are 9 properties for sale in the city of Sleepy Hollow . The median list price in Sleepy Hollow is $1,150,000 and the average price per square foot is $476. In October 2025, the average monthly cash on cash return in Sleepy Hollow is N/A%. The average monthly rental income in Sleepy Hollow is $4,313.