Pleasantville Homes with Attached Parking features

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

$1,200,000
3 Beds 2 Baths 1042508 MLS
There’s something truly special about this captivating Pleasantville Craftsman. It has the kind of charm and character that is hard to find in newer homes, along with a wonderful location right in the heart of Pleasantville. The moment you enter, you’ll notice the hardwood floors, large windows, and abundance of natural light filling the rooms. But the real star of the show may be the oversized front porch. It’s the kind of porch that makes you want to slow down, sit for a while, and enjoy the company of friends. Use it as a place to entertain, read the newspaper, enjoy your morning coffee, or simply relax. It truly feels like a second living room and adds so much to the personality of this home. The house has been recognized for its charm and has even been featured on Pleasantville home tours. There’s also plenty of opportunity to make the home work for your needs. The attic space could potentially be transformed into a primary bedroom suite, home office, study, playroom, or whatever space your wishes desire. You’re just blocks from Bedford Road Elementary, the library, the middle and high schools, and both uptown and downtown Pleasantville. Stroll to town for dinner, grab a coffee, browse the shops, catch a movie at the coveted Jacob Burn’s theatre or enjoy the many community events that make Pleasantville such a great place to live. The Metro-North station is also right in town making the commute to New York City and White Plains super convenient. For those who love the outdoors, Rockefeller State Park Preserve, Opperman’s Pond, the amazing Pleasantville town pool and other nearby parks offer beautiful places to walk, hike, and enjoy nature. The Pleasantville Music Festival and frequent town concerts contribute to the cultural elements that make this town one of a kind. This is a home with personality, history, and possibilities. You can move right in and enjoy it as it is or take advantage of the additional space and make it your own. If you’ve been looking for a home that feels welcoming the minute you arrive—and a community where you can truly put down roots—this Pleasantville Craftsman is a must see!

35 Grandview Avenue, Pleasantville

$879,000
3 Beds 2 Baths 1043937 MLS
Beautifully maintained and lovingly cared for, this inviting home is nestled on a private cul-de-sac and offers a true sense of sanctuary. The main level is filled with natural sunlight from large windows and two sliding glass doors, creating a warm and welcoming atmosphere throughout. The spacious living room features sliding glass doors leading to an expansive deck, seamlessly connecting the indoor and outdoor living spaces. The deck opens directly to both the kitchen and living room, making entertaining a breeze. The elegant dining room is highlighted by a picturesque bay window, while the eat-in kitchen offers granite countertops, stainless steel appliances, and sliding doors providing easy access to the deck. Three generously sized bedrooms, each with ample closet space, and a beautifully appointed full bathroom complete the main level. The finished lower level adds even more living and entertaining space, featuring a large family room with a stunning floor-to-ceiling stone fireplace and sliding glass doors leading to a covered patio. This private outdoor retreat is perfect for summer gatherings or relaxing with a favorite drink and watching TV—even on a rainy day. A versatile bonus room, ideal as a office, den or guest space, offers generous closet space, with an additional full bathroom conveniently located nearby. The fenced-in backyard provides added privacy and completes this wonderful outdoor setting. With a one-car attached garage and convenient nearby school bus pickup, this home is truly move-in ready. Simply unpack, settle in, and enjoy! Notable items: Driveway can hold 5 cars in addition to one car garage, school bus pickup steps from home, 6 zone built in ceiling speakers with Bluetooth easy connect lets you enjoy different music in different rooms or join them all together lastly, all light switches are smart so you can program them with your phone. A true delight!

3 Douglas Drive, Pleasantville

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