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4 Bedroom Homes for Sale in Pleasantville, NY

Welcome to your dedicated resource for 4 bedroom homes for sale in Pleasantville, NY. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Pleasantville, NY agent, Jeremy Zucker specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 4 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 4 Bedroom Homes for Sale in Pleasantville, NY

$1,200,000
4 Beds 3 Baths 1013140 MLS
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 fa&#231;ade, offers timeless elegance and gracious living. Step inside to discover generously proportioned rooms filled with traditional charm. The expansive living room stretches the full width of the home and is bathed in natural light from eastern, southern, and western exposures. A wood-burning fireplace serves as a warm focal point, while a wall of windows showcases picturesque views of mature trees, a tranquil pond, and abundant wildlife. The formal dining room is perfectly suited for both holiday entertaining and intimate gatherings. The spacious eat-in kitchen, complete with two pantries, provides direct access to an expansive deck—ideal for outdoor dining—and the attached two-car garage. A convenient powder room completes the main level. Upstairs, you’ll find a gracious primary suite, three additional bedrooms, and a beautifully renovated full hall bath. The lower level offers remarkable versatility, featuring a welcoming family room with a fireplace, as well as a workshop, laundry area, ample storage space and more. Wood floors, crown molding, central air-conditioning and an oversized two car garage are just some of the special features you will enjoy. The grounds are truly extraordinary, highlighted by exquisite stonework, garden beds, and meticulously maintained landscaping. The backyard invites out door fun, recreation and relaxation, while serene water views create a breathtaking natural backdrop. This stately home boarders scenic Opperman's Pond, where all-season activities from fishing and birdwatching to ice skating - can be enjoyed. This exceptional property is more than a home—it will be your sanctuary offering comfort, beauty, and memories.

1 Woodland Drive, Pleasantville

$1,399,000
4 Beds 4 Baths 994163 MLS
Welcome to this truly stunning residence in Pocantico Hills, where timeless design meets modern updates-all complemented by remarkably low taxes. This exceptional home features four spacious bedrooms and four full baths, including a brand-new roof (January 2024) and a newly painted chef’s kitchen designed for both function and style. At the heart of the home is the breathtaking Great Room, inspired by the historic Hingham Meeting House, showcasing intricate woodwork and soaring vaulted ceilings that create a dramatic yet inviting space. The main level offers a bright home office, a screened-in porch perfect for relaxing, and a full bath for added convenience. Upstairs, the primary suite serves as a private retreat, featuring a recently updated full bath (January 2026) and generous storage, including two cedar walk-in closets. Three additional bedrooms complete the upper level, two of which include their own en-suite full baths. The lower level provides abundant storage, while a separate Two-Story Guest House above the three-car garage adds incredible versatility, offering Two Additional bedrooms and two full baths—ideal for extended family or guests. Set on pristine, private grounds, the property is just moments from the scenic trails and outdoor beauty of Rockefeller State Preserve. Residents of Pocantico Hills benefit from a strong Pre-K starting at 3 YEARS OLD through 8th grade program, along with high school choice options including Pleasantville, Briarcliff Manor, and Sleepy Hollow. The community also features exceptional amenities such as an Olympic-sized swimming pool, tennis and pickleball courts, basketball courts, playgrounds, and ball fields. 2 Brand Above Ground New Oil Tanks (May 2026) This is a rare opportunity to own a truly distinctive home!

6 Raven Way, 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.