$1,002,496Average Value$472Average Price per Sq Ft9Homes 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
Kathleen O'Driscoll,
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 36 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 $840,000, down 5% from the median home sale price over the previous 12 months.
Step into elegance and comfort in this beautifully maintained, rarely available second-floor Pembroke model condominium in the highly sought-after Foxwood community. This move-in-ready home offers the perfect blend of style, convenience, and low-maintenance living.The bright eat-in kitchen features attractive butcher block-style countertops, beautiful white cabinetry, abundant storage and
Welcome to this spacious second-floor one-bedroom condo in the heart of the Village of Pleasantville! Offering a comfortable layout and an unbeatable location, this home is ready for its next owner to move right in and make it their own. The galley kitchen features natural oak cabinetry, a tile backsplash, tile flooring, and a cozy eat-in area. While the kitchen and bathroom retain their original
Pride of ownership is evident throughout this impeccably maintained home and beautifully landscaped property. Set on over an acre in highly sought-after Pleasantville, this classic four-bedroom center hall Colonial, with a stately brick façade, offers timeless elegance and gracious living.Step inside to discover generously proportioned rooms filled with traditional charm. The expansive
Updated and meticulously maintained co-op ideally located just moments from both the heart of Pleasantville and the Metro-North station, offering an effortless commute and vibrant village living. This inviting home features a modern, comfortable layout and quality finishes throughout. The updated kitchen offers clean lines, ample cabinetry, and functional workspace designed for everyday living
ATTEENTION WORK-AT -HOME PROFESSIONALS AND THOSE SEEKING MOTHER DAUGHTER SET UP! Discover a true Pleasantville unicorn — a charming 1930’s single family home with legal commercial ground floor space offering rare flexibility, unbeatable walkability, and the kind of village convenience buyers dream about. Perfectly situated just 0.2 miles to the Pleasantville Metro-North Station, 0.4 miles to
Welcome to this beautifully updated, move-in-ready 2-bedroom, 1.5-bath first-floor condominium offering 1,035 square feet of comfortable, low-maintenance living in the highly sought-after Foxwood community. This thoughtfully maintained home combines modern finishes, convenience, and an exceptional location in the heart of Pleasantville.Inside, you'll find beautiful hardwood floors throughout,
Welcome to one of Pleasantville's most exceptional luxury estates—a builder's own masterpiece where timeless elegance, impeccable craftsmanship, and sophisticated design come together in perfect harmony. Ideally located within the highly acclaimed Byram Hills School District, just moments from the charming hamlet of Armonk, this extraordinary residence offers over 7,000 square feet of
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,
Enjoy the best of Westchester living with a Pleasantville address in the highly sought-after Byram Hills School District. Just minutes from the Pleasantville Farmers Market, Jacob Burns Film Center, downtown Armonk, Chappaqua shopping, dining, and Metro-North, this beautifully updated ranch offers the perfect blend of convenience, privacy, and one-level living.The open-concept floor plan
Enjoy carefree and resort-style living in the Pleasantville Country Club community! Perfectly situated as one of only ten homes at the end of a private cul-de-sac, this beautifully updated 3-bedroom, 3.5-bath townhome offers 3,434 square feet of elegant living space. The main level features a fabulous Kingswood gourmet kitchen, complete with a large granite center island, top-of-the-line
Welcome to 660 Washington Avenue, a ranch-style home offering the ease of single-level living with the added benefit of flexible lower-level space. The main level features a sun-filled living room, dining area, eat-in kitchen, three comfortable bedrooms, and an updated full bath with radiant heated floors. Large windows throughout the home fill the interior with natural light and create a warm,
COMMONS OF PLEASANTVILLE. This beautifully updated one-bedroom Co-op in the charming Village of Pleasantville NY, offers the perfect blend of style and convenience . The unit features a brand new kitchen with sleek stainless steel appliances, a newly renovated bath, rich wood floors, and impressive high ceilings that create a bright and airy feel. Ideally located just moments from the metro-north
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
Modern, and bright two-bedroom apartment in the center of Pleasantville across the street from the train station- corner of Bedford Rd and Memorial Plaza. The apartment is 1150 square feet, on the second floor of a 4-apartment building. It has 2 bedrooms, living room with fireplace, modern kitchen with dishwasher and a large bathroom. It is in excellent condition, with 9-foot high ceilings, lots
Property Id: 2723000 Beautiful two bedroom apartment for rent on the second floor in the absolute heart of Pleasantville. This bright and inviting home features a modern kitchen equipped with a dishwasher, a full bathroom, and the ultimate convenience of an in-unit washer and dryer. Both bedrooms offer excellent, oversized closet spaces, and water is completely included in the monthly rent.
Newly renovated one-bedroom in Pleasantville Gardens – just a short walk to Metro North train station, restaurants, and shopping in downtown Pleasantville, NY. This updated unit features new kitchen appliances and hardwood floors. The unit comes with one assigned parking space and access to the on-site residents-only laundry room. A private storage area is also included. Monthly rent includes
Beautiful Foxwood Condominium.. Picturesque Country Setting with Meticulously Kept Grounds.. Rarely Available 1st Floor Rental.. Galley Kitchen with Plenty of Cabinets and Counter Space.. Dining Area with Door Out to Deck.. Spacious Living Room with Picture Window and an Entry Foyer with Coat Closet.. Bedroom with Picture Window, Ceiling Fan and Walk in Closet.. Hall Bathroom with Walk in Shower,
Beautiful 1 Bedroom apartment with central downtown Pleasantville location. Featuring high ceilings, large windows with lots of light, recessed LED lighting, hardwood floors and granite countertops this unit has been recently updated. Convenient location is close to stores, train and restaurants.
Be the first to live in this brand new Modern - Energy Efficient - Pet friendly - Boutique rental building in the heart of Pleasantville across from the train station. Each apartment features 2 bedrooms/ 2 full bathrooms, full size washer/dryer in unit, radiant heated floors and smart toilet in primary bath. Smart thermostats, LED under cabinet lighting, quartz countertops throughout kitchen and
Be the first to live in this brand new Modern - Energy Efficient - Pet friendly - Boutique rental building in the heart of Pleasantville across from the train station. Each apartment features 2 bedrooms/ 2 full bathrooms, full size washer/dryer in unit, radiant heated floors and smart toilet in primary bath. Smart thermostats, LED under cabinet lighting, quartz countertops throughout kitchen and
Welcome to Washington Avenue Lofts, where luxury meets convenience. Our residences offer a variety of layouts, including studios, 1-bedroom, and 2-bedroom options. Each home is designed with premium finishes, featuring quartz countertops, custom cabinetry and closets, wood flooring, recessed lighting, GE stainless steel appliances, in-unit washer/dryer, and more. On-site amenities include a
Anthony Calzetta-RaymondDouglas Elliman Real Estate
Fantastic 1 bedroom 1 bath apartment in historic downtown building in Pleasantville. 1 Block to the train station, close to shops and restaurants. Granite counters, Crown Moulding, stainless appliances, hardwood floors and lots of light. Great apartment right in the middle of the Village.
Discover the charm of 132 Woodland Drive, an excellent value for a rental in Pleasantville. All utilities, heat, electricity, water, sewer, and trash are included in the rent. This large one-bedroom legal accessory apartment on the lower level of a single-family home provides a unique living experience. Your private step-down entrance welcomes you to a sunlit eat-in kitchen equipped with
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