Real Estate Investment Properties for Sale in Pleasantville, NY
Looking for investment property in Pleasantville, NY with high ROI ?
Explore a variety of short-term homes & houses in Pleasantville, NY. Invest wisely with VRBO & Pleasantville, 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 Pleasantville, NY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
20 Sarles LanePleasantville, NYJust steps from downtown Pleasantville and train station, award-winning Pleasantville scho... |
3 beds | 2 baths | 1,998 sq.ft. |
$859,000 |
Airbnb cash on cash: -0.21%
|
5 Country Club LanePleasantville, NYWelcome to this beautifully designed END + CORNER UNIT townhome offering 2 spacious bedroo... |
2 beds | 4 baths | 3,600 sq.ft. |
$1,350,000 |
Airbnb cash on cash: -2.2%
|
46 Walnut StreetPleasantville, NYCalling all builders, dreamers or buyers who want their home and property to be their sanc... |
3 beds | 2 baths | 1,895 sq.ft. |
$825,000 |
Airbnb cash on cash: 0.05%
|
414 Bear Ridge RoadPleasantville, NYCharming Historic Colonial built in 1870 with original hardwood floors throughout and uniq... |
4 beds | 1 baths | 1,890 sq.ft. |
$830,000 |
Airbnb cash on cash: -0.06%
|
20 Dennis LanePleasantville, NY**Back on Market - Buyerâs Financing Fell Through! ** This is your chance to own the l... |
3 beds | 3 baths | 2,714 sq.ft. |
$1,075,000 |
Airbnb cash on cash: -1.88%
|
60 Cedar AvenuePleasantville, NYNestled in a peaceful and private setting on two lots totaling 0.81 acres, this enchanting... |
4 beds | 4 baths | 2,461 sq.ft. |
$1,099,000 |
Airbnb cash on cash: -0.8%
|
70 Manville Road #2Pleasantville, NYWelcome to this beautifully maintained one-bedroom co-op offering an abundance of natural ... |
1 beds | 1 baths | 720 sq.ft. |
$239,000 |
Airbnb cash on cash: 1.46%
|
16 Manville Lane #4Pleasantville, NYWelcome to this beautifully updated 1-bedroom condo with a versatile den in the highly sou... |
1 beds | 2 baths | 1,056 sq.ft. |
$549,000 |
Airbnb cash on cash: -1.04%
|
88 Oak Ridge RoadPleasantville, NYNestled in a highly sought-after neighborhood near Pleasantville and Chappaqua, this well ... |
3 beds | 2 baths | 2,580 sq.ft. |
$949,000 |
Airbnb cash on cash: -0.79%
|
Real Estate investment in Pleasantville, NY
There are 9 properties for sale in the city of Pleasantville . The median list price in Pleasantville is $859,000 and the average price per square foot is $409. In October 2025, the average monthly cash on cash return in Pleasantville is 2.00%. The average monthly rental income in Pleasantville is $3,935.