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WWII monument at Memorial Plaza
Downtown Pleasantville
The Presbyterian Church
Pleasantville NY Real Estate and Homes for Sale
True to its name, and much more, Pleasantville is a hamlet of Mt. Pleasant in beautiful and exclusive Westchester County. With less than 10,000 residents, it offers a perfect balance between convenience and a relaxing, rustic lifestyle. Occupying less than 2 square miles in the heart of town, Pleasantville is the kind of place where kids walk to school and homes include lovingly restored Victorians on tree-lined streets. Four parks offer 50 acres of open space, and ice-skating on the local ponds is a popular winter pastime. One of the things that make this place an even more desirable community is the fact that it’s just 30 miles from New York City.
Living in Pleasantville
The residents of Pleasantville value its hometown charm, and have worked to ensure that it continues, so you won’t find a lot of retail chains here. In the little 8-block business district, there’s a refurbished Mission-style movie house – the only cinema in town. Most homes in the village are on small lots (quarter-acre or less), and are within walking distance of schools, the business district, and the train station on Manville Rd., which offers a 50-minute commute to Grand Central.
Unlike some of the hamlets in Westchester County, Pleasantville offers a nice range of options for dining out. You can enjoy Continental cuisine, Indian food, sushi, and more right in town, so an evening out need not mean a long drive – or any drive at all. Still, it’s easy enough to run into Manhattan when you like, to meet friends for lunch or take in a museum.
The three schools in Pleasantville serve around 2000 students, and have all been recognized for educational excellence. They provide rich programs that develop the whole child, with activities like the Edible Garden, theater arts, STEM clubs, internship programs, and more. Along with the great schools, Pleasantville’s many opportunities for sports participation and outdoor pursuits help make it a terrific place to be a kid.
Pleasantville Real Estate
Most of the homes in Pleasantville are single-family houses, with styles including Victorian, Tudor, Colonial, and cottages. There are also a small number of condominiums and co-ops in town. An interesting area architectural note: just outside of Pleasantville’s boundary, but in the same zip code, you’ll find Usonia, a collection of cantilevered houses designed by Frank Lloyd Wright and other period architects.
To learn more about Pleasantville and its available real estate, feel free to contact our team at GioHomes today. We look forward to hearing from you and to helping you find the home you’ve been dreaming of.
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Listing courtesy of OneKey MLS as distributed by MLS Grid. Based on information submitted to the MLS Grid as of 2025. All data is obtained from various sources and may not have been verified by the broker or MLS Grid. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. OneKey MLS All rights reserved.
