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 |
|---|---|---|---|
7 Elsa AvenuePleasantville, NYFlexible floor plan in the heart of Mid-Westchester. Pride of ownership shines throughout ... |
5 beds | 3 baths | 2,060 sq.ft. |
$749,990 |
Airbnb cash on cash: N/A
|
30 Grove StreetPleasantville, NYDonât miss this rare opportunity to own a beautifully updated, spacious Colonial with ro... |
4 beds | 3 baths | 2,654 sq.ft. |
$1,490,000 |
Airbnb cash on cash: -1.34%
|
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: 2.89%
|
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: 3.27%
|
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: -0.72%
|
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: 1.26%
|
200 Central AvenuePleasantville, NYNestled on a quiet cul-de-sac, this elegant Colonial blends timeless design with modern co... |
3 beds | 3 baths | 2,460 sq.ft. |
$1,050,000 |
Airbnb cash on cash: 1.46%
|
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: 2.01%
|
5 Church Street #1PPleasantville, NYWelcome to Pleasant Manor, a conveniently located cooperative community just one block fro... |
2 beds | 1 baths | 900 sq.ft. |
$255,000 |
Airbnb cash on cash: -3.6%
|
624 Washington AvenuePleasantville, NYBeautifully set between the Villages of Pleasantville and Chappaqua, this charming, well m... |
3 beds | 1 baths | 1,326 sq.ft. |
$649,000 |
Airbnb cash on cash: 4.51%
|
Real Estate investment in Pleasantville, NY
There are 10 properties for sale in the city of Pleasantville . The median list price in Pleasantville is $842,000 and the average price per square foot is $442. In December 2025, the average monthly cash on cash return in Pleasantville is 2.00%. The average monthly rental income in Pleasantville is $3,958.