Pleasantville Homes with Attached Parking features

Welcome to Pleasantville, New York – a charming village nestled in the heart of Westchester County, where the essence of small-town living meets modern convenience. With its picturesque tree-lined streets, vibrant downtown, and a tight-knit community, Pleasantville offers a delightful blend of suburban tranquility and urban accessibility. Just a short train ride from New York City, residents enjoy the best of both worlds, allowing for a serene lifestyle with the hustle and bustle of the city just a heartbeat away.

Pleasantville is renowned for its exceptional schools, making it an ideal choice for families seeking a nurturing environment for their children. The village is also home to a variety of local shops, restaurants, and cultural attractions, including the historic Jacob Burns Film Center, which showcases independent films and hosts community events. Nature enthusiasts will appreciate the abundance of parks and outdoor recreational spaces, perfect for weekend picnics or leisurely strolls.

When it comes to real estate, Pleasantville offers an array of homes that cater to diverse tastes and lifestyles. Many properties feature attached parking, a highly sought-after amenity that adds convenience and ease to everyday living. Imagine coming home to a cozy abode, effortlessly parking your vehicle right outside your door – a luxury that enhances your experience in this idyllic village.

Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Pleasantville’s real estate market has something for everyone. Discover the charm of Pleasantville, where your dream home awaits amidst a community that feels like family.

Newest Pleasantville Homes with Attached Parking features

$689,000

3 Beds ⋅ 2 Baths ⋅ 1025216 MLS

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, inviting atmosphere. The walk-out lower level significantly expands the home's functionality, offering a spacious recreation area with direct access to the backyard patio, along with a private bedroom and full bath. This separate living area is ideal for extended family, in-laws, a live-in nanny, guests, or anyone seeking additional privacy and independence. Laundry, storage, and utility areas complete the lower level. Set on a beautifully landscaped property with mature trees providing privacy and shade, the home has been freshly painted and benefits from a newer furnace, heat pump, and HVAC system installed in 2021. Located just a short stroll from Chappaqua's train station, library, farmers market, downtown shops, restaurants, and community amenities, this home offers an exceptional combination of comfort, convenience, and versatility. Whether you're a first-time buyer, downsizing, or looking for a home with multi-generational living potential, 660 Washington Avenue presents a wonderful opportunity in one of Westchester County's most desirable communities.

660 Washington Avenue, Pleasantville

$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

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