$936,109Average Value$469Average 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
Joseph Iannibelli,
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 56 days. The median sale price for homes in Pleasantville, NY over the last 12 months is $823,250, down 17% from the median home sale price over the previous 12 months.
Welcome to 301 Bear Ridge Road, where classic charm, modern luxury, and an extraordinary setting come together to create a truly special place to call home. From its timeless exterior architecture to its beautifully renovated interior, this exceptional residence seamlessly blends the warmth and character of a 1940s home with the comfort and functionality today’s buyers desire.Step inside to a
Stunning four-bedroom Village Victorian in the heart of Pleasantville, rich with late 1800s character and timeless architectural detail. This exceptional home showcases exquisite original features including ornate crown molding, soaring 10-foot ceilings, bay windows, hardwood floors, and a beautifully crafted wood banister spanning all three levels. The first floor offers a gracious and welcoming
Welcome to Pleasantville! This beautifully maintained 5-bedroom, 2-bathroom home is set on a generous 0.35-acre lot and offers space, comfort, and exceptional value in a tranquil setting. Step into a light-filled living room featuring an oversized bay window, creating a warm and inviting atmosphere. The space flows seamlessly into a formal dining area, perfect for gatherings. Glass sliders open
Welcome home to this sun-filled one-bedroom co-op located in the vibrant heart of Pleasantville. This inviting unit features warm wood floors, high ceilings, and an abundance of natural light throughout, creating a bright and airy atmosphere. An efficiently designed linear kitchen maximizes space and functionality. Laundry facilities are located in the basement, and the unit includes storage and
Welcome to 301 Bear Ridge Road, where classic charm, modern luxury, and an extraordinary setting come together to create a truly special place to call home. From its timeless exterior architecture to its beautifully renovated interior, this exceptional residence seamlessly blends the warmth and character of a 1940s home with the comfort and functionality today’s buyers desire.Step inside to a
Exuding timeless elegance, this classic Colonial in the Village of Pleasantville blends historic charm with modern luxury. A gracious wraparound porch and refined architectural details set the tone for the home’s inviting character. The main level presents open, light-filled spaces designed for both everyday living and entertaining, anchored by a stunning kitchen featuring high-end stainless
Looking to immerse yourself in the vibrant Pleasantville community? Don’t miss this rare opportunity to own a beautifully updated village home just steps from the award-winning Bedford Road Elementary School. This charming, light-filled residence offers 3 spacious bedrooms and 2.5 bathrooms, with thoughtful updates, abundant storage, and flexible living spaces throughout. The eat-in kitchen and
Welcome to this extraordinary estate, a gem dating back to the 1900s, situated on over an acre of picturesque land. This sunlit residence boasts 6 spacious bedrooms and 4 1/2 bathrooms, making it the perfect sanctuary for entertaining guests. Step inside to experience the remarkable craftsmanship that defines this home. With oversized rooms designed for both formal gatherings and casual moments,
Stunning four-bedroom Village Victorian in the heart of Pleasantville, rich with late 1800s character and timeless architectural detail. This exceptional home showcases exquisite original features including ornate crown molding, soaring 10-foot ceilings, bay windows, hardwood floors, and a beautifully crafted wood banister spanning all three levels. The first floor offers a gracious and welcoming
To-be-built stunning modern farmhouse in the heart of Pleasantville village — and the buyer can still customize finishes and colors throughout. 4 bedrooms, 2.5 baths, 2,300 SF of beautifully designed living space plus 1,000 SF unfinished basement. Open-concept main floor, gourmet kitchen, covered porch, rear deck, and 1-car attached garage. Spectacular primary suite with walk-in closet and
Welcome to this meticulously maintained Colonial home in the heart of Pleasantville, offering modern, youthful style and the warmth of a true community. The light-filled interior is move-in ready, with four generous bedrooms, three full baths, and a convenient powder room designed for everyday living and effortless entertaining. The fully finished lower level expands the home’s footprint with a
Stacee Lieberman-MassoniJulia B Fee Sothebys Int. Rlty
Welcome to this bright and well-maintained 2-bedroom, 1-bath condo located in the desirable Greenwood Complex. Situated on the second floor, this home overlooks the beautifully landscaped courtyard with mature trees, shrubs, and lush lawns, creating a peaceful setting. The spacious living room features a large triple window that fills the space with natural light and brand-new wall-to-wall
Excellent investment or owner-occupant opportunity in the heart of Pleasantville! This well-maintained multi-family property features three apartments, including one 3-bedroom unit and two 2-bedroom units—ideal for generating steady rental income.Each unit offers 1 full bathroom, a functional layout, and great natural light throughout. The 2-bedroom apartments located on the second and third
A rare opportunity in the heart of the Pleasantville Village—just under a quarter mile to the train and under a mile to award-winning Bedford Road Elementary School —this sun-filled home offers the perfect blend of space, functionality, and potential. Flooded with natural light, the main level features a true eat-in kitchen with an adjacent dining room, ideal for both everyday living and
This is the one you've been waiting for! Welcome home to 33 Roselle Avenue Unit #K! This spacious, modern style condo home is complete with high ceilings, one bedroom and one and a half Bathroom and is just waiting for you to call it your own! Welcome as you enter and gaze upon your large picture window. With a large living room, complete with plenty of space you can even have an in home office.
Spacious rental of a raised ranch home with an open and inviting main level floor plan. The updated kitchen features granite countertops and opens to a formal dining room, ideal for entertaining. The expansive family room showcases a cathedral beamed ceiling and door leading to a newly installed travertine stone patio and level, private yard. The rental also includes a portion of the lower level,
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
A rare apartment available in Pleasantville's charming Greenwood condo community. The unit features hardwood floors, updated kitchen and appliances, updated bathroom and a built in living room wall unit. Private garage with remote opener that can fit two small / medium cars or one car plus lots of storage included. 2 a/cs included. Heat, gas and hot water are included. Unit is up one flight of
Apartment for Rent Pleasantville, NY 1 bedroom plus den Second floor of a two-family apartment house Private front entrance Bright and spacious New carpet and fresh paint 1 full bathroom Heat and water included Tenant pays electric and cooking gas One parking space included Quiet neighborhood On sidewalk Walk to village shops, Metro-North, and
Short walk to train and heart of Pleasantville while living in privacy on street with homes only on one side facing the woods.1800 square foot, 3-bedroom brick cape cod home with central air, stone-walled fireplace, 1 car garage, and long driveway. Updated kitchen with granite countertops and cabinets. Updated hall bathroom with Italian marble tiling and accessories.New flooring
This updated, bright first-floor One Bedroom apartment is located in the heart of Pleasantville, offering both comfort and convenience. Situated in a two-family home, it is close to parks, public transportation (train and bus), shopping, and more. The unit features hardwood floors throughout, sleek granite countertops, and stainless steel appliances, including a dishwasher. You will also enjoy
Charming bright 2nd floor apartment in the heart of Pleasantville. Freshly painted, remodeled kitchen, featuring white cabinetry, tile backsplash, marble granite, high hats, and a pantry. Appliances include d/w, microwave, gas stove. Bright living room, New bathroom, bedroom large closet, ceiling fan, windows facing large yard. 2nd bedroom, ceiling fan. This apartment has warm hardwood flooring
Welcome to 95 King St #2. If you are looking for a beautiful Apartment in a Multi Family Rental Home that is unique and charming, look no more! This spacious 2 Bedroom, 1 Bathroom home offers comfort, convenience & room to breathe. Nestled in the heart of Pleasantville, this property is perfect for those seeking tranquility without sacrificing accessibility as the home is centrally located to so
Be the first to live in this Brand New Modern - Energy Efficient- Pet friendly - Boutique rental building in the heart of Pleasantville Village with six apartments. Each apartment features 2 Bedrooms/2 Bathrooms, Washer/Dryer in Unit, Radiant heated floors in primary bathroom, Heated toilet seats, Smart Thermostat, LED Under cabinet lighting, Quartz Countertops throughout the kitchen and baths,
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