The literary and cultural center of Westchester County, and despite the small size, there’s always something to do.

Welcome to Pleasantville

The village of Pleasantville sits squarely in the center of Westchester County, New York. At only 1.9 square miles of land, Pleasantville is locally known as the “Walking Village” because you can walk anywhere within the town, including the train station. The population is about 7,100.
Pleasantville is the literary and cultural center of Westchester County, and despite the small size, there’s always something to do. It’s conveniently located about 30 miles north of Midtown Manhattan.

The History of Pleasantville

Pleasantville was inhabited by an Iroquois Tribe until the land was settled in 1695 by a Frenchman under the agency of Frederick Philipse. The village claims the historic capture of British spy Major John André, which ultimately turned the tide of the American Revolution in favor of the American forces.
Pleasantville is also rumored to have been a stop on the Underground Railroad. Prior to the construction of the Metro-North Railroad’s Harlem Line, most residents were farmers. Pleasantville has strong roots in film, music, and literature. American playwright Lillian Hellman lived here, as did detective and noir novelist Dashiell Hammett. It is also the birthplace of Reader’s Digest. The Jacob Burns Film Center located in the landmark Rome Theatre, one of the first movie theatres in Westchester County, currently features classic films, documentaries, and indie films from around the world.

Pleasantville Union Free School District

Pleasantville is served by two school districts. The first, Pleasantville’s very own Pleasantville Union Free School district, serves over 1,700 students from grades K-12. There is only one elementary school, middle school, and high school in the area due to the close proximity of residents and the size of the village. Most residents live within this school district.
The second school district is part of Mount Pleasant’s school system. Mount Pleasant Central School District enrolls around 2,000 students each academic year and has four schools. The two elementary schools are especially interesting in that they split between 2nd and 3rd grade, effectively teaching two different age groups. Most students come from the neighboring town of Mount Pleasant with a few from Pleasantville and surrounding towns and villages.

Elementary Schools (Grades K-4):

Pleasantville Union Free School District
  • Bedford Road School
Mount Pleasant Central School District
  • Hawthorne Elementary School (K-2)
  • Columbus Elementary School (3-5)

Middle Schools (Grades 5-8):

Pleasantville Union Free School District
  • Pleasantville Middle School
Mount Pleasant Central School District
  • Westlake Middle School

High Schools Grades 9-12):

Pleasantville Union Free School District
  • Pleasantville High School
Mount Pleasant Central School District
  • Westlake High School
Both school districts have exceptional STEM and Arts programs with national accolades. Pleasantville Middle School was named a “School to Watch,” in 2012, and the high school has received a multitude of awards for its academic curriculum, including the ‘NYS Reward’ award.
Mount Pleasant’s schools are members of the Tri-State Consortium along with other high-ranking school districts. They even partner with the Reading and Writing Program from Teachers College of Columbia University. Both districts offer exceptional extra and inter-curricular activities in sports, the arts, science, and community service.

Pleasantville Commute Times to the City & The Pleasantville Train Station

Pleasantville is about a 44 minute ride to Grand Central Station in New York City via the express train on Metro North’s Harlem line. The station is located downtown, and since this is the “Walking Village,” you can probably just leave your car at home instead of driving to the station.
If parking is a must, then you’ll be happy to know that it’s free to park in the downtown district for residents. The station also supplies its own 292 metered parking spaces for commuters, which are free after 3 PM and on weekends. Round trip tickets are around $28.00 for the 30-mile trek, or you can purchase monthly tickets for $311.00.
With the Saw Mill River Parkway running directly through Pleasantville, access to a network of local and state highways is simple and direct.

Places to See and Things to Do in Pleasantville

This village is a cultural center invested in the arts. Pleasantville residents are great at keeping the town active and engaged. In this “Walking Village,” it’s impossible to not feel the energy in the air. New residents will be quick to hear about the fresh produce available at the local farmers market every Saturday. And people of all ages can be found playing baseball at Parkway Field, fishing at Opperman’s Pond, and swimming at the village pool. Pleasantville is also known for its annual music festival which headlines local and international singers and bands. As you can probably guess, the summer months are full of a variety of things to do.

There are also plenty of local highlights:

  • Rockefeller State Park Preserve A refreshing state park that was originally established for the horse-drawn carriages of times past. This free-of-charge nature area offers winding paths that will take you through forests, fields, and along the Pocantico River.

  • Jacob Burns Film Center This is a popular theatre that doesn’t show the typical Hollywood titles. If you’re looking for some good oldies or something fresh and original, this is the film theatre for you.

  • The Lil’ Chocolate Shoppe A charming and old-fashioned chocolate shop located in the business district of the village featuring delicious imported chocolates and candies.

  • Graham Hills Park This is a large wooded park in Mount Pleasant that features great woodland trails and is perfect for backpackers.
Pleasantville offers a wide assortment of American and International Cuisine for restaurant dining and take home options. There’s Jean Jacques Culinary Creation, Mediterraneo Café and so many more choices.

Overview for Pleasantville, NY

7,469 people live in Pleasantville, where the median age is 40.2 and the average individual income is $73,696. Data provided by the U.S. Census Bureau.


Total Population

40.2 years

Median Age


Population Density Population Density This is the number of people per square mile in a neighborhood.


Average individual Income

Around Pleasantville, NY

There's plenty to do around Pleasantville, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.

Very Walkable
Walking Score
Somewhat Bikeable
Bike Score

Points of Interest

Explore popular things to do in the area, including Hawthorne Wine & Spirits, The Espresso Guys, and Breathe Pilates and Yoga.

Name Category Distance Reviews
Ratings by Yelp
Dining · $$ 2.12 miles 10 reviews 5/5 stars
Dining 1.52 miles 21 reviews 5/5 stars
Active 1.68 miles 6 reviews 5/5 stars
Active 2.74 miles 7 reviews 5/5 stars
Active 2.41 miles 5 reviews 5/5 stars
Active 2.72 miles 8 reviews 5/5 stars

Demographics and Employment Data for Pleasantville, NY

Pleasantville has 2,447 households, with an average household size of 2.9. Data provided by the U.S. Census Bureau. Here’s what the people living in Pleasantville do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 7,469 people call Pleasantville home. The population density is 4,031.21 and the largest age group is Data provided by the U.S. Census Bureau.


Total Population


Population Density Population Density This is the number of people per square mile in a neighborhood.


Median Age

52.86 / 47.14%

Men vs Women

Population by Age Group


0-9 Years


10-17 Years


18-24 Years


25-64 Years


65-74 Years


75+ Years

Education Level

  • Less Than 9th Grade
  • High School Degree
  • Associate Degree
  • Bachelor Degree
  • Graduate Degree

Total Households


Average Household Size


Average individual Income

Households with Children

With Children:

Without Children:

Marital Status


Blue vs White Collar Workers

Blue Collar:

White Collar:

Commute Time

0 to 14 Minutes
15 to 29 Minutes
30 to 59 Minutes
60+ Minutes

Schools in Pleasantville, NY

All ()
Primary Schools ()
Middle Schools ()
High Schools ()
Mixed Schools ()
The following schools are within or nearby Pleasantville. The rating and statistics can serve as a starting point to make baseline comparisons on the right schools for your family. Data provided by the U.S. Census Bureau.
School rating
K - 4th
Pleasantville High School
9th - 12th
Pleasantville Middle School
5th - 8th

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