Pleasantville Homes with Garage Parking features

Welcome to Pleasantville, a charming village nestled in the heart of Westchester County, New York. Known for its picturesque landscapes and vibrant community, Pleasantville offers an exceptional quality of life, making it a sought-after destination for families and individuals alike. One of the key highlights of this area is its outstanding school district, which is renowned for its commitment to educational excellence. The Pleasantville School District boasts a strong academic curriculum, dedicated teachers, and a plethora of extracurricular activities that cater to a wide range of interests, ensuring that every child receives a well-rounded education.

In addition to its educational offerings, Pleasantville is home to a variety of beautiful residences, many of which feature convenient garage parking. Imagine coming home after a long day to a cozy abode with the added benefit of a garage, providing both security and ease. These homes not only offer ample parking space but also protect your vehicle from the elements, making life just a little bit easier.

The community itself is rich with charm, boasting local shops, delightful eateries, and lush parks, all contributing to the village's warm and inviting atmosphere. With its combination of top-notch schools, family-friendly neighborhoods, and homes equipped with garage parking, Pleasantville stands out as a prime location for those seeking a harmonious blend of convenience and community spirit. Whether you’re looking to settle down or invest, Pleasantville is a place where dreams of homeownership can truly come to life.

Newest Pleasantville Homes with Garage Parking features

$475,000

2 Beds ⋅ 1 Baths ⋅ 1030479 MLS

Welcome home to effortless, low-maintenance living in the highly sought-after Greenwood Condominium complex. Located on the first floor with seamless, step-free access, this bright and inviting 2-bedroom home pairs mid-century charm with smart, modern updates. Inside, refinished hardwood floors and generous natural light frame serene views of the beautifully landscaped grounds. The thoughtful layout features an updated eat-in kitchen, an expansive living and dining area, 2 generously sized bedrooms, a full hall bath, and six impressive closets - including an oversized front hall closet. Best of all, the unit comes with a one-car garage that offers covered parking and ample storage. There is also plenty of on-site guest parking and nearby common laundry. Situated in the heart of the Village of Pleasantville - just steps from the Pleasantville Metro North station, the renowned Jacob Burns Film Center, local dining, boutique shops, the Pleasantville famer's market, Pleasantville schools, and the PACE University campus - the location is unbeatable. With low monthly HOA and annual taxes, this property is an ideal match for first-time homebuyers, downsizers, or anyone seeking an easy Westchester commute.

590 Bedford Road Unit #3, Pleasantville

$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 façade, 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

$275,000

2 Beds ⋅ 1 Baths ⋅ 1012138 MLS

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 and easy entertaining. The living and dining areas feel bright and open, with well-proportioned rooms that create a natural flow and a warm, welcoming atmosphere. The bedroom is generously sized with excellent closet space, while the updated bath reflects the same level of care and maintenance found throughout the home. Beautiful hardwood floors. Residents enjoy a peaceful residential setting while still incredibly close to everything. The Village of Pleasantville offers charming shops, restaurants, parks, and a lively downtown, all just a short distance away. Commuters will appreciate the easy access to the Metro-North Railroad station, making travel to NYC straightforward and convenient. One car garage is included. Attic area for additional storage. A rare combination of condition, location, and lifestyle, this is an excellent opportunity to enjoy low-maintenance living in one of Westchester’s most desirable villages.

73 Broadway Unit #2J, Pleasantville

$875,000

4 Beds ⋅ 2 Baths ⋅ 996830 MLS

NOW Easy to Show Welcome to this beautifully maintained raised ranch offering the perfect blend of space, comfort, and convenience in a highly desirable Chappaqua P.O. location within the award-winning Pleasantville School District. Situated on a quiet cul-de-sac, this 4-bedroom, 2-bath home features soaring cathedral ceilings, rich red oak hardwood floors, and an inviting open layout designed for both everyday living and entertaining. The spacious living room provides the ideal setting for gatherings and holidays, while multiple freshly stained multi-level decks create seamless indoor-outdoor living perfect for entertaining, summer barbecues, or relaxing evenings overlooking the expansive park-like property. The large yard offers endless possibilities for play, gardening, and recreation, plus three storage sheds for added convenience. Also included is a 11'x54' triangular shaped lot on north side of primary lot. .46 Acre Total Recent updates including a newer roof and boiler provide peace of mind, while the attached garage adds practicality and storage. Commuters will love the easy 5-minute walk to the Chappaqua train station with approximately 45-minute access to Grand Central Terminal. Rarely offered, this home also includes FREE school bus pickup within Pleasantville’s walking district. Ideally located just minutes from the farmers market, shops, restaurants, parks, and Metro-North, this move-in ready home delivers comfort, charm, and an exceptional lifestyle in one of Westchester’s most sought-after communities. Easy to show same day showings are ok now.

249 Mill River Road, Chappaqua

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