Pleasantville Homes with Byram Hills School district

Welcome to Pleasantville, NY – a charming village nestled in the heart of Westchester County, where suburban tranquility meets vibrant community spirit. Known for its picturesque tree-lined streets and historic architecture, Pleasantville offers a unique blend of small-town charm and modern convenience. With its rich history and vibrant culture, residents enjoy a plethora of local shops, delightful eateries, and a bustling farmers' market that showcases the best of local produce.

One of the standout features of Pleasantville is its esteemed Byram Hills School District, renowned for its commitment to academic excellence and holistic student development. Families seeking a nurturing educational environment will find a wealth of opportunities for their children, from top-notch curriculum offerings to an array of extracurricular activities that foster creativity and leadership.

The real estate landscape in Pleasantville is as diverse as its community. From quaint single-family homes to modern townhouses, there’s something to suit every lifestyle and budget. Many properties boast spacious yards, perfect for family gatherings or quiet evenings under the stars. With easy access to New York City via Metro-North, residents can enjoy the best of both worlds – the serene suburban lifestyle and the vibrant energy of the city.

In Pleasantville, you’ll not only find a place to live but a community to thrive in. Whether you're strolling through the local parks, attending community events, or simply enjoying the friendly atmosphere, Pleasantville is a place where you can truly feel at home. Explore this delightful village today and discover why so many are proud to call Pleasantville their home.

Newest Pleasantville Homes with Byram Hills School district

$3,350,000

5 Beds ⋅ 6 Baths ⋅ 1023249 MLS

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 thoughtfully curated living space designed for the most discerning buyer. From the moment you step inside, you're greeted by soaring ceilings, sun-filled interiors, and beautifully appointed living spaces that seamlessly blend everyday comfort with grand-scale entertaining. Every detail has been carefully considered, creating an atmosphere of refined luxury throughout. The home's versatile floor plan features five spacious bedrooms, including a desirable first-floor guest suite with a full bath—perfect for extended family, overnight guests, or a private executive home office. The spectacular primary suite is a private sanctuary unlike any other, offering a spacious bedroom retreat, expansive custom walk-in closets, and luxurious his-and-her spa-inspired bathrooms, providing the ultimate in comfort, privacy, and everyday indulgence. Designed for effortless indoor-outdoor living, the resort-style backyard is an entertainer's dream. Spend summer days relaxing beside the stunning in-ground pool and spa or host unforgettable gatherings beneath the covered patio, complete with built-in heaters, integrated speakers, and a fully equipped outdoor kitchen—allowing you to enjoy every season in style. The expansive walk-out lower level offers endless possibilities, whether you envision a state-of-the-art home theater, fitness center, game room, wine cellar, or additional living quarters. Its exceptional scale provides the flexibility to accommodate every lifestyle. Perfectly positioned in one of the area's most desirable neighborhoods, this remarkable estate is just minutes from Armonk's vibrant downtown, Metro-North, award-winning schools, fine dining, boutique shopping, parks, and convenient access to New York City.

15 Heritage Drive, Pleasantville

$1,499,000

3 Beds ⋅ 3 Baths ⋅ 1012440 MLS

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 features hardwood floors, a stone fireplace, and a renovated eat-in kitchen with granite countertops, stainless steel appliances, custom cabinetry, and built-in seating. A stunning great room/tv room with 12-foot beamed ceilings, skylights, and sliding doors opens to an expansive deck, creating seamless indoor-outdoor living. The resort-style backyard is a private retreat with a heated saltwater pool (2021), new hot tub (2025), and mature landscaping. The primary suite offers a walk-in closet, radiant heated bath floors, and peaceful woodland views. Additional bedrooms, updated baths, a home office/library, laundry area, and a finished lower-level recreation space provide flexibility for today's lifestyle. Complete with a two-car attached garage and easy access to major commuting routes and the Pleasantville Metro-North station, this exceptional home delivers luxury, comfort, and convenience in one of Northern Westchester's most desirable locations.

15 Deerfield Lane S, Pleasantville

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.