Welcome To


Pleasantville, a charming village in Westchester County, boasts a...

Welcome to Pleasantville

Pleasantville, a charming village in Westchester County, boasts a picturesque setting of tree-lined streets and idyllic landscapes. The village lives up to its name, offering a serene and pleasant atmosphere for residents and visitors alike. Its strong sense of community spirit fosters a warm and welcoming environment, where neighbors know each other and come together for various events and celebrations. Pleasantville's historical significance is evident through its well-preserved historic homes and landmarks, showcasing its rich heritage dating back to its founding in 1695. The village's location, approximately 30 miles north of Manhattan, provides convenient access to the bustling metropolis while maintaining a laid-back lifestyle. With diverse dining options, a vibrant entertainment scene, and an array of parks and recreational areas, Pleasantville offers a delightful blend of small-town charm and modern amenities, making it an enchanting place to call home.

What to Love

  • Scenic location and close proximity to nature (it's called Pleasantville for a reason)
  • Boutique shopping and walkable commercial areas
  • Easy access to New York City, just a 58 minute train ride away

People & Lifestyle

Pleasantville, New York, attracts a diverse community, including students from Pace University, contributing to its vibrant and culturally rich environment. Despite its proximity to bustling New York City, Pleasantville offers a laid-back lifestyle, appealing to those seeking a slower pace of living. Residents take pride in their community and actively participate in local events and activities, fostering a strong sense of belonging. Families will appreciate the safe neighborhoods, excellent schools, and numerous family-oriented events, making Pleasantville an ideal place to raise children and create lasting memories.
Despite its proximity to the bustling city, Pleasantville maintains a relaxed pace of living, making it an appealing escape from the hustle and bustle of nearby urban areas. The village's residents value quality time with family and friends, cherishing the simple pleasures of life while also embracing the vibrant entertainment and dining scene it has to offer.

Dining, Entertainment & Shopping 

Pleasantville offers a diverse and eclectic dining scene that satisfies every palate. From cozy cafes and bistros to upscale restaurants, residents and visitors can indulge in delicious culinary experiences. For an upscale setting, check out Freddy's Restaurant for modern American, Pubstreet for seafood, and Southern Table for Southern cuisine. If you're in the mood for Asian influences, try Miyabi Asian Bistro, a Japanese restaurant, or Fattroot, a noodle bar serving Asian-inspired drinks and cuisine. For classic Italian, enjoy a meal at Wood & Fire Pizza.
The village's charming streets are lined with unique boutiques, specialty stores, and local shops, offering one-of-a-kind finds and delightful shopping experiences. Book a class at Second Mouse Cheese Shop to create your own charcuterie and cheese boards. Pop into The Village Bookstore for a curated selection of options to read or to attend author events/ readings hosted by the shop. Cultural delights await at the Jacob Burns Film Center, where independent, foreign, and documentary films are screened, providing an enriching cinematic experience. Moreover, Pleasantville hosts a variety of community events, concerts, and festivals throughout the year, providing vibrant entertainment and fostering a strong sense of community involvement.

Things to Do

Pleasantville offers a plethora of activities for all ages to enjoy. Nature enthusiasts can explore the village's parks and recreational areas, perfect for picnics, hiking, biking, and embracing the outdoors. Those interested in arts and culture can attend film screenings at the Jacob Burns Film Center or immerse themselves in local theater performances and art exhibits. Engaging with the friendly locals and participating in community events, festivals, and gatherings allow visitors and residents to experience the true spirit of Pleasantville.


Pleasantville offers excellent educational opportunities, making it an attractive destination for students and families. One of its notable features is Pace University's main campus, providing a diverse range of academic programs and fostering a vibrant campus community. Additionally, the village is served by the Pleasantville Union Free School District, which is made up of well-regarded public schools known for their commitment to quality education and a supportive learning environment. The emphasis on education, along with the village's friendly and nurturing atmosphere, makes Pleasantville an ideal place for students of all ages to thrive and achieve their academic goals. Top educational opportunities include:
  • Bedford Road School, PK-5, highly-rated public elementary school
  • Pleasantville Middle School, 5-8, highly-rated public middle school
  • Pleasantville High School, 9-12, highly-rated public high school
For a pdf version of our Pleasantville Town Guide, click here.

Search Homes

Work With Us

The commitment and professionalism Carine and Cate share combined with their warmth and friendliness is invaluable to their clients.
Contact Us
Follow Us