Pleasantville Homes under $1 million

Welcome to Pleasantville, New York—a charming village nestled in the heart of Westchester County. Known for its picturesque streets and vibrant community spirit, Pleasantville offers a delightful blend of suburban tranquility and urban convenience. With its rich history, diverse culture, and a strong sense of belonging, it’s no wonder that families and individuals alike are drawn to this idyllic locale.

Pleasantville boasts a variety of amenities, including quaint shops, inviting cafes, and a thriving arts scene. The village is home to several parks and recreational areas, perfect for outdoor enthusiasts and families looking to enjoy nature. The local schools are highly regarded, making it an excellent place to raise children. With easy access to the Metro-North Railroad, commuting to Manhattan is a breeze, allowing residents to enjoy the best of both worlds—a peaceful home life and the bustling energy of the city.

For those looking to settle down in Pleasantville, there are fantastic opportunities to find a home under $1 million. The real estate market here offers a range of options, from charming single-family homes to modern townhouses, all designed to cater to various lifestyles and preferences. Whether you’re a first-time buyer, a growing family, or someone seeking a cozy retreat, Pleasantville has something for everyone.

Discover your dream home in Pleasantville, where community, comfort, and convenience come together beautifully. Embrace the lifestyle that awaits you in this enchanting village!

Newest Pleasantville Homes under $1 million

$850,000

3 Beds ⋅ 2 Baths ⋅ 1052833 MLS

Well-maintained two-family home ideally located in the heart of Pleasantville Village. Situated on a flat, usable lot, this property features a detached two-car garage plus ample driveway parking. Both kitchens and bathrooms have been updated, and the home offers low-maintenance vinyl siding and newer windows throughout. Key improvements include a roof approximately 14 years old and a furnace replaced just 8 years ago, providing added peace of mind. The full unfinished basement offers abundant storage space, mechanicals, and convenient walkout access. Enjoy the convenience of being just minutes from everything Pleasantville has to offer, including shopping, restaurants, delis, schools, the library, farmers market, parks, recreation facilities, and the Metro-North train station. With quick access to major highways and an easy commute to New York City, this property is an exceptional opportunity for both homeowners and investors alike.

7 Hopper Street, Pleasantville

$929,000

4 Beds ⋅ 3 Baths ⋅ 1051611 MLS

Welcome to this inviting 4-bedroom, 2.5-bath home ideally located just outside the heart of Pleasantville Village. Enjoy the convenience of being within easy walking distance to town, with its restaurants, shops, entertainment, and everyday amenities. The home offers a flexible layout with a private in-law/guest suite, perfect for extended family, guests, or additional living space. A spacious backyard provides plenty of room for outdoor entertaining, play, gardening, or simply relaxing. A wonderful opportunity to enjoy the best of Pleasantville living in a convenient, walkable location

1 Brookfield Place, Pleasantville

$739,000

3 Beds ⋅ 1 Baths ⋅ 1050254 MLS

Welcome to 82 Birch Drive, a charming 3-bedroom, 1-bath home situated on two parcels along a quiet dead-end street in Pleasantville, offering a peaceful hillside setting surrounded by mature trees. Inside, hardwood floors throughout add warmth and character, while a beautiful arched doorway connects the living and dining rooms. The extended living room area features skylights and a high ceiling, bringing additional natural light and an open, airy feel to the space. The partially finished basement provides additional flexible space and was previously used as a home office, with additional areas available for storage and other needs. Outside, the two-parcel setting provides additional outdoor space to enjoy, along with ample parking. Located adjacent to Graham Hills Park, the home offers convenient access to outdoor recreation while remaining just minutes from the Pleasantville Metro-North station, downtown Pleasantville, shopping, dining, and major roadways. With its tranquil setting, hardwood floors, charming architectural details, extended living room, flexible lower-level space, ample parking, two-parcel property, and convenient location, 82 Birch Drive offers a wonderful combination of character, space, and convenience.

82 Birch Drive, Pleasantville

$619,000

2 Beds ⋅ 2 Baths ⋅ 1045921 MLS

Welcome to desirable Foxwood Condominiums in Pleasantville! A rare opportunity to unlock the full potential of this 2 bedroom 2 full bath Somerset unit. Entry Foyer with 2 Closets, Spacious Eat-in Kitchen with Dining area, additional Cabinetry, Formal Dining and Living Room with Picture Window and a Door Out to the Deck. Hall Bathroom, Hall Linen and Laundry Closets, Primary Bedroom with Primary Bath, Walk-in Closet and a 2nd Bedroom with sliding doors, closet. A true diamond in the rough. The property is being offered in its present condition. With the right vision, this home presents an opportunity to create a home tailored to your style in a sought after location. Heat and hot water are included in the common charges, along with full landscaping and snow removal. Amenities include 3 swimming pools, village tennis courts and playground. Foxwood is just minutes from everything Pleasantville has to offer, from Jacob Burns Film Center, to Saturday's Farmers' Market, to shopping, Restaurants, Metro north train and major highways.

16 Foxwood Drive Unit #8, Pleasantville

$689,000

4 Beds ⋅ 1 Baths ⋅ 1047856 MLS

Nestled in the midst of an idyllic, tree-filled, half-acre setting, this charming, character-filled gem is ideal for working from home, relaxing and entertaining! Upon entry, the foyer opens to a formal living room with several architectural features of note -- a beautiful arched, vaulted ceiling, hardwood floors and a fireplace with stone trim. At the opposite end of the room is a huge picture window with expansive views of the glorious outdoors. Also on this level is a generously-proportioned master bedroom with custom woodwork and 4 windows that allow in natural light and views of the unspoiled park land located directly in front of this home. Three additional bedrooms are also on this level, one of which is currently used as an office. Step downstairs to a remodeled kitchen with a pocket door to a large, clean all-purpose room. Doors from this room and the kitchen lead out to an expansive stone patio with views over the property and out to the street. Guests can transition easily from the all-purpose room to the patio. Custom woodwork and built-ins are evident throughout this home, as well as upgraded lighting, shed ceilings and other notable features which give it a unique, eclectic style. Once outdoors, the large property lends itself to privacy, and yet there is ample room for gardening, for fur babies to roam and for relaxation and basking in the sun. Everything is here to conveniently work from home. However this home's proximity to the Pleasantville Metro-North Station makes commuting to New York City an equally desirable option. This home must be seen in person to be appreciated!

45 Leroy Street, Pleasantville

590 Bedford Road Unit #1A, Pleasantville

$479,000

2 Beds ⋅ 1 Baths ⋅ 1036136 MLS

Easy One-Level Living, Just Six Minutes from the Village of Pleasantville. Enjoy the ease of true one-floor living in this first floor inviting two-bedroom condo, ideally located just a six-minute walk to the train and the heart of Pleasantville. With no steps, a detached garage, and low-maintenance ownership, this home offers the kind of convenience that makes everyday living simpler, and leaves more time to enjoy everything the village has to offer. The thoughtfully laid-out two-bedroom floor plan is equally appealing to buyers looking to downsize, first-time buyers ready to own, or anyone seeking an easy-to-maintain home in a walkable community. Everything you need is comfortably on one level, with no stairs to navigate and no exterior maintenance to worry about. Step outside and you're minutes from Pleasantville's shops, restaurants, the Jacob Burns Theater and the Metro-North train, making commuting or enjoying a spontaneous dinner and a movie downtown remarkably easy. The detached garage provides convenient parking and valuable storage, while the reasonable HOA helps keep ownership manageable. A rare combination for buyers looking for comfort, convenience, and an easy transition into their next chapter.

590 Bedford Road Unit #1A, Pleasantville

$899,000

3 Beds ⋅ 2 Baths ⋅ 1027975 MLS

ATTENTION WORK-AT -HOME PROFESSIONALS AND THOSE SEEKING MOTHER DAUGHTER SET UP! Discover a true Pleasantville unicorn — a charming 1930’s single family home with legal commercial ground floor space offering rare flexibility, unbeatable walkability, and the kind of village convenience buyers dream about. Perfectly situated just 0.2 miles to the Pleasantville Metro-North Station, 0.4 miles to Bedford Road School, and 0.3 miles to both the Middle and High Schools, this home delivers effortless access to every part of town. Shops, dining, parks, the Farmers Market, and the Jacob Burns Film Center are all moments away, with easy ON/OFF access to the Saw Mill River Parkway for seamless commuting. County Tax classification code is R-02, the ground-floor unit is a standout feature — ideal as a professional home office (light business permitted) or as a 750 sq ft above ground living space. Previously used as a real estate office, it now functions as a comfortable residential space with endless potential with private entrance and second egress. . The main 3-bedroom apartment offers classic warmth and modern convenience, featuring a chef’s stove, EI kitchen w. SGD onto patio, formal dining room, sun room and living room. The second floor offers f primary bedroom, and two additional secondary bedrooms . The home has been fairly well maintained and is ready for you to personalize and make your own. This home offers off-street parking for at least three vehicles. With flexible zoning, walk-to-everything convenience, and timeless 1930’s character, 4 Depew Street is a one-of-a-kind Pleasantville opportunity. Zoning allows for 6 foot signage that is visible from Saw Mill River Parkway. .

4 Depew Street, Pleasantville

$259,000

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

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