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 home to this turn of the century character colonial on a peaceful, quiet street th... |
3 beds | 2 baths | 1,394 sq.ft. |
$849,000 |
Airbnb cash on cash: 5.03%
|
207 Gordon AvenueSleepy Hollow, NYOpportunity 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
|
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: N/A
|
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
|
5 Lakeshore CloseSleepy Hollow, NYImpossible to think 'down time' could be this relaxing until you've sat on the deck for ho... |
4 beds | 3 baths | 3,890 sq.ft. |
$1,400,000 |
Airbnb cash on cash: -1.73%
|
11 Harwood AvenueSleepy Hollow, NYWelcome to 11 Harwood Ave, a charming residence nestled in the desirable Philipse Manor ne... |
3 beds | 2 baths | 1,966 sq.ft. |
$1,150,000 |
Airbnb cash on cash: 2.32%
|
475 Bellwood AvenueSleepy Hollow, NYNestled on a picturesque, tree-lined corner lot in the desirable Philipse Manor neighborho... |
4 beds | 3 baths | 2,708 sq.ft. |
$1,150,000 |
Airbnb cash on cash: -1.76%
|
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: -0.87%
|
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: -0.85%
|
48 Hemlock DriveSleepy Hollow, NYSituated in the famous historic "Sleepy Hollow Manor" (One of Westchester's most sought af... |
4 beds | 3 baths | 3,524 sq.ft. |
$1,390,000 |
Airbnb cash on cash: -1.99%
|
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 $1,150,000 and the average price per square foot is $449. In September 2025, the average monthly cash on cash return in Sleepy Hollow is 1.00%. The average monthly rental income in Sleepy Hollow is $4,553.