-

Bedrooms

Bathrooms

Deals & Discount Filters
All Filters

Deals & Discounts

Price Range

–

Beds & Baths

Beds

Baths

Home Type

Pet Policy

Interior & Community Amenities

    • See More
    • See Less

Speciality Housing

Keyword Search

Apartments for Rent in Pleasantville, NY with a Swimming Pool

17 Rentals
.
  5. 4 BEDS, 3.5 BATHS
    $10,000

    22 Robbins Rd

    22 Robbins Rd, Pleasantville, NY 10570
  7. 1 BED, 1.5 BATHS
    $3,950

    1008 King St

    1008 King St, Chappaqua, NY 10514

Can't find what you are looking for?

Clear All Filters

Pleasantville at a Glance

Average Rent

$3,949
(All bedrooms and property types)
Learn more about
Average Rent in Pleasantville
7

School Rating

out of 10 Rating
Learn more about
Schools in Pleasantville
0

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Pleasantville
40

Somewhat Bikeable

out of 100 BikeScore® Rating
Learn more about
Transportation in Pleasantville

Pleasantville, NY Apartments for Rent

Nestled 30 miles north of Manhattan, Pleasantville, NY combines small-town charm with metropolitan accessibility. Apartments for rent in Pleasantville put you steps from the Jacob Burns Film Center and the seasonal Pleasantville Farmers Market in the heart of downtown. This historic Westchester County village features tree-lined streets and a walkable downtown district filled with local shops and cafes.

The Metro-North Railroad's Harlem Line connects Pleasantville to Grand Central Terminal, making it an ideal location for commuters. The compact village layout means most daily necessities are just a short walk away. Housing options include both apartment communities and converted historic properties throughout the village. Memorial Plaza, Parkway Field, and the Saw Mill River Parkway trail system provide outdoor recreation opportunities, while the downtown district hosts year-round community events and arts programming.

Renting in Pleasantville

Average Rental Rates and Apartment Sizes

Getting Around Pleasantville

Transportation

81

Very Walkable

out of 100 WalkScore® Rating
You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.
40

Somewhat Bikeable

out of 100 BikeScore® Rating
You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.
0

Minimal Transit

out of 100 TransitScore® Rating
You'll likely want a car when living in this area since it has few transit options.
Scores provided by Walk Scoreⓘ

Education

GreatSchools Rating
Pleasantville High School

Public High School

Public
Grades 9-12
593 Students
GreatSchools Rating
Bedford Road School

Public Elementary School

Public
Grades K-4
569 Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

tooltips

I would like to...
0 out of 400 characters
By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to... By clicking above, you agree we may pass along your info so this property or the property’s affiliates can email, call, text, or autodial you to follow up and for any purpose. You also agree to Apartmentfinder.com’s Privacy Statement and Terms of Service. Consent is not a condition for services. Message and data rates may apply. Read More Read Less

Submitting Request

Thank You

Your email has been sent.

Learn about our ratings.