$891,909Average Value$462Average Price per Sq Ft12Homes For Sale
Ties to friends and family bind the community in Pleasantville
Pleasantville, New York, is a page from a storybook with its quaint homes, tree-lined streets, lovely downtown, and emphasis on community. “Every town has a community, but there’s something unique about the sense of community here. The village is small, and everything is easily accessible. We don’t have school buses, so children, parents and caregivers walk to and from school and get to know each other. Through this, kids become friends with their friend’s siblings, parents become friends with each other, and it continues to build close relationships in the neighborhood,” says Maria Fitzgerald, a town native and real estate salesperson with Coldwell Banker Realty with 17 years of experience.
The Pleasantville Diner on 10 Memorial Plaza serves residents all day.
Pleasantville, New York displays its patriotism throughout the area.
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Pleasantville students attend a roster of top-notch schools
The neighborhood is home to top-tier schools with high ratings on Niche within the Pleasantville Union Free School District. Students here attend Bedford Road School for elementary and Pleasantville Middle School, both scoring an A. Also boasting an A, Pleasantville High School offers a range of after-school activities and is best known for its competitive academics, with 72% of the student population participating in the Advanced Placement program.
Pleasantville Middle School serves the children of Pleasantville, New York.
Pleasantville High School serves all of the high school children of Pleasantville, New York.
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From classic colonials to Craftsman-style homes
Meandering through the tree-lined streets, the quintessential New England-style architecture, with classic colonials displaying front porches and Craftsman-style homes, adds to the small-town charm. However, the architectural landscape also includes sprawling ranchers and custom-built homes scattered throughout. Large private lots and sprawling green landscapes are characteristic of the area, providing ample space for kids and pets to run around. Here, the average home price hovers in the upper 800,000s, with a few modest ranchers starting in the mid 600,000s, to single-family colonials with 2-car garages listed from the upper $600,000s to the upper $900,000s. However, many properties on large lots start around $1 million for a 2.5 acre plot to over $3 million for a custom-designed home with an infinity pool and spa on close to 4 acres on the cusp of the neighborhood.
Colonial Revival homes are among the housing stock in Pleasantville, New York.
Tree lined streets are the norm in Pleasantville, New York.
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Area parks offer scenic trails for hikers and mountain bikers
Residents have endless access to the pristine views at Rockefeller State Park Preserve, with 45 miles of scenic paved trails and rolling landscapes that offer an escape from life’s stressors. For adventure seekers, Graham Hills Park is often filled with hikers and mountain bikers looking to ride the steep terrain against the backdrop of towering oaks, maples and undisturbed woodlands along Bedford Road. Pleasantville Country Club, in the heart of the town, offers a different kind of greenery for those looking to tee off on the range.
Graham Hills Park is one of the most used parks in Pleasantville, New York.
Rugged terrain make for an exciting ride in Graham Hills Park in Pleasantville, New York.
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Bookstores, film screenings and arcade games add charm to downtown
Pleasantville’s central downtown and shopping district is where visitors can enjoy charming boutiques, restaurants, and annual events that genuinely emulate a small-town atmosphere. “Every May, Pleasantville Day happens in the middle of town. All the local businesses come out and showcase what they do, and there are rides and games for the kids,” Fitzgerald says. Here, one can find quaint stores like The Village Book Store offering a range of classics and new reads, while popular eateries dot the streets like Jean Jacques offering French delights. Then there’s Pleasantville Diner, known for its American cuisine, which is a popular spot for the entire family. For a drink after work, The Garage at Lucy’s is the community watering hole, with live music every Tuesday night and a range of arcade games that fills the air with nostalgia. Along with essential establishments, such as Key Food Marketplace for groceries and LA Fitness for workouts, the strip is home to almost everything one could need. On the weekends, locals can watch a movie at the renowned Jacob Burns Film Center or spend Saturday mornings at the Pleasantville farmers market. “It feels like an event every Saturday, with live music, vendors, events for the kids and neighbors saying hello,” Fitzgerald says.
Tghe Black Cow Coffee Roasters is a great spot to grab an espresso mid day.
Locals wait for special orders at Jean Jacques' Culinary Creations in Pleasantville, New York.
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Pleasantville residents and students have access to major highways
Pace University’s secondary campus also calls Pleasantville home. Here, students can easily commute to and from school thanks to the nearby train station along Wheeler Avenue. Access to Saw Mill River Parkway and various bus stops along Pleasantville Road provide seamless connections around town for residents, with New York City about 35 miles away.
Commuters take the Metro North train from Pleasantville into New York City.
Buses offer transit options in Pleasantville, New York.
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Written By
Lillie Duston
Photography Contributed By
Leon Cato
Video By
Tyler Hall
Interested in learning more about homes in this area?
Reach out to
Yaron Cohen,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
On average, homes in Pleasantville, NY sell after 33 days on the market compared to the national average of 52 days. The median sale price for homes in Pleasantville, NY over the last 12 months is $950,000, down 7% from the median home sale price over the previous 12 months.
Welcome to your slice of Pleasantville—where small-town charm meets everyday convenience. This 3-bedroom, 1.5-bath Craftsman-style home offers warmth, character, and a lifestyle that’s hard to resist. Start your mornings on the classic front porch, then head to the local Saturday farmers market just a short stroll away for fresh produce and friendly faces. Inside, the vintage kitchen features
All the space and privacy of a single-family home with the ease of condo living! One of the few completely stand-alone and private townhouses in Apple Hill Farm, this spacious 2-bedroom, 2.5-bath home offers a rare blend of comfort, style, and convenience. Enjoy the serene setting from a large wrap-around wood deck overlooking lush, wooded views—perfect for morning coffee or evening entertaining.
Welcome to 302 Washington Avenue, a beautifully crafted 5-bedroom, 4-bathroom Colonial located in one of Pleasantville’s most sought-after neighborhoods. This newly constructed home combines timeless design with modern amenities, all within walking distance to Metro North, local shops, restaurants, and scenic parks—perfect for those seeking convenience without compromising on luxury.Step
Welcome to your slice of Pleasantville—where small-town charm meets everyday convenience. This 3-bedroom, 1.5-bath Craftsman-style home offers warmth, character, and a lifestyle that’s hard to resist. Start your mornings on the classic front porch, then head to the local Saturday farmers market just a short stroll away for fresh produce and friendly faces. Inside, the vintage kitchen features
Welcome to this beautifully maintained one-bedroom co-op offering an abundance of natural light and classic charm in sought-after Pleasantville, NY. This bright and airy home features hardwood floors throughout, a spacious living area, and a well-proportioned bedroom—perfect for comfortable everyday living. Ideally situated less than one mile from the center of town and the Metro-North train
An ode to the artists and laureates steeped in the history of Pleasantville, The Atwood is nestled just a block from downtown restaurants and shops. The Atwood is an upscale boutique apartment community with a multitude of comfort and health driven amenities. Enjoy complimentary freshly ground coffee as you relax in our finely appointed lobby lounge soaking in natural light. Head downstairs to
Experience the best of modern living at Pleasantville Lofts! These modern custom-designed residences offer a variety of layouts ranging from studios to 3-bedroom options and provide an elevated living experience throughout every enclave. The residences offer modern industrial-style elegance with smart home keyless entry, stunning wide plank flooring, exposed beams, and in-residence Bosch washers
Charming Cottage for Rent in the Pleasantville School District!This delightful 2-bedroom, 1-bath home includes a bonus room that can easily serve as a 3rd bedroom, office, or guest space, offering the perfect blend of comfort and flexibility.Enjoy incredibly low utility bills thanks to the energy-efficient geothermal heating and cooling system. The home is bathed in natural light with an
Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
