Pleasantville Homes with Public Water

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 a delightful blend of suburban tranquility and urban convenience. One of the standout features of this area is its exceptional school district, which is highly regarded for its commitment to academic excellence and holistic student development. The Pleasantville School District boasts a range of innovative programs, dedicated educators, and a supportive environment that fosters a love for learning. Families here can take pride in the educational opportunities available, ensuring their children receive a top-notch education.

In addition to its educational offerings, Pleasantville is home to a variety of beautiful homes, many of which benefit from public water systems. This feature provides residents with a reliable and convenient water source, enhancing the overall quality of life. Whether you’re looking for a charming colonial or a modern townhouse, the real estate options in Pleasantville cater to diverse preferences and lifestyles.

The village itself is a vibrant hub, offering an array of local shops, dining options, and recreational activities that enrich community life. With easy access to nearby parks and nature trails, residents can enjoy outdoor adventures just minutes from their doorsteps.

If you’re considering a move to Pleasantville, you’ll find not only a place to call home but also a welcoming community that values education, connection, and quality living. Explore the opportunities that await you in this delightful village!

Newest Pleasantville Homes with Public Water

$639,000

3 Beds ⋅ 1 Baths ⋅ 1048822 MLS

Welcome to this charming 3-bedroom, 1-bath Pleasantville ranch. This home offers a wonderful opportunity for a first-time buyer or anyone looking for the ease of one-level living. Situated on a corner lot, the home offers comfortable living spaces and an opportunity to make it your own. The location is a standout. Enjoy the convenience of being centrally located near Pleasantville schools, Metro-North, downtown shopping and dining, the Jacob Burns Film Center, Pleasantville Farmers Market, parks and recreation. With the train, schools and vibrant Village center all nearby, everyday errands, commuting and enjoying the community couldn’t be easier. A great starter home in one of Westchester’s most desirable and welcoming villages—bring your vision and make 1 Brentwood Drive your own.

1 Brentwood Drive, Pleasantville

$1,225,000

4 Beds ⋅ 2 Baths ⋅ 1048225 MLS

Welcome to this beautifully situated 4-bedroom, 2-full-bath home in the heart of Pleasantville! Featuring a spacious primary bedroom, a large formal living room, and plenty of room to live, work, and entertain, this home offers both comfort and convenience. Enjoy the best of Pleasantville living with a truly walkable location close to schools, the train station, local farmers markets, and the popular Jacob Burns Film Center. A wonderful selection of restaurants, shops, and community amenities are all just moments away. With its inviting living spaces and unbeatable location, this home is a fantastic opportunity to enjoy all that Pleasantville has to offer!

1 Grandview Circle, Pleasantville

$425,000

1 Beds ⋅ 1 Baths ⋅ 1049438 MLS

Step into elegance and comfort in this beautifully maintained, rarely available second-floor Pembroke model condominium in the highly sought-after Foxwood community. This move-in-ready home offers the perfect blend of style, convenience, and low-maintenance living. The bright eat-in kitchen features attractive butcher block-style countertops, beautiful white cabinetry, abundant storage and plenty of space for casual dining. Just off the dining area, step onto your private covered balcony overlooking the beautifully maintained community grounds an ideal spot to enjoy your morning coffee or unwind after a long day. Back inside, you'll find a spacious living room filled with natural light, a convenient in-unit washer and dryer, a beautiful full bathroom and a generously sized bedroom featuring a ceiling fan and a large walk-in closet. Additional highlights include a secure private storage area. Common charges include heat, hot water, landscaping, snow removal, Tennis or Pickleball courts and access to three community swimming pools. Perfectly situated in the heart of Pleasantville, Foxwood is just minutes from the Jacob Burns Film Center, the renowned Pleasantville Farmers Market, shopping, dining, parks, and recreation. Commuters will appreciate being just 1.4 miles from the Metro-North train station, offering an easy commute to New York City, along with quick access to major highways. Enjoy the best of Central Westchester living where everything is close and convenience meets comfort.

8 Foxwood Drive Unit #8, 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

$1,300,000

3 Beds ⋅ 4 Baths ⋅ 1042845 MLS

Enjoy this beautifully updated, and stylishly appointed, corner unit home in the highly desirable Pleasantville Country Club community. You will appreciate the ease of a maintenance-free, resort-style living, where you can spend more time enjoying the wonderful amenities and less time worrying about upkeep. Offering three levels of spacious living, the home welcomes you with a dramatic two-story entryway leading to inviting living and dining rooms. The main level also features a comfortable family room with fireplace and an open kitchen with a sunny breakfast nook complete with built-in banquette seating. Sliders leading to a private deck overlooking the 6th hole of this beautiful golf course and a powder room finish off the main floor. The second floor offers a primary bedroom with ensuite bath and WIC, a second bedroom with an ensuite bath, along with a flexible office space or third bedroom featuring custom built-ins, ideal for working from home. The finished lower level provides a full bath and an expansive recreation room with sliders leading to a lower patio, creating additional space for entertaining, relaxing or enjoying the peaceful golf course setting. For added convenience and ease of living, the home includes an elevator and a two-car garage. Residents of the Pleasantville Country Club enjoy a well manicured property framed by perennial gardens and exceptional amenities including a golf course, tennis/pickleball, pool and clubhouse, all while enjoying a truly easy and convenient lifestyle. Additionally, this home is in the award winning Pleasantville school district and residents can enjoy the Farmers Market, Jacob Burns Theater, restaurants, shops and all that the charming village has to offer.

29 Country Club Lane, Pleasantville

$479,000

2 Beds ⋅ 1 Baths ⋅ 1036136 MLS

Easy Living in the Heart of Pleasantville! Welcome to this beautiful two-bedroom, first-floor condo in the desirable Greenwood Condominiums, offering no steps and effortless one-level living. Freshly painted and filled with natural light, this spacious home features a welcoming living room, updated kitchen with stainless steel appliances, warm wood cabinetry and a convenient breakfast bar, along with beautiful hardwood floors throughout. A detached one-car garage provides covered parking and additional storage. The location is hard to beat! Just steps from the Metro-North train station, Farmers Market, Jacob Burns Film Center, schools, shops, restaurants, and all that the Village of Pleasantville has to offer. Whether you're a first-time buyer, downsizing, or simply looking for a home that makes everyday life easier, this is easy living in an unbeatable village location.

590 Bedford Road Unit #1A, Pleasantville

$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

$1,900,000

1039538 MLS

Mixed-Use Investment Opportunity – Old Village of Pleasantville Rare mixed-use investment opportunity in the heart of the Old Village of Pleasantville. This distinctive Tudor-style property, originally constructed circa 1930, occupies a highly visible corner location at the southwest intersection of Broadway (Route 141) and Bedford Road. The property consists of four residential apartments and two retail storefronts, providing a diversified income stream from both residential and commercial tenants. The retail component includes Don Juan Restaurant, a well-established neighborhood fixture that has operated at the property for approximately 16 years, and Frankie’s Barber Salon, which has been a tenant for approximately 10 years. The long-term tenancy demonstrates the strength and stability of this location. The property benefits from approximately 10,000 vehicles passing the intersection daily, providing excellent exposure for the commercial tenants. The surrounding area is supported by a strong mix of established local businesses, including Bistro 146, Craft Pizza & Beer, Veterinary Care of Mt. Pleasant, and Phillips 66 Gas & Convenience Store.The Pleasantville Metro-North Train Station and Village Center are located less than one mile away, further enhancing the property's appeal to both residential and commercial tenants.

2 Broadway, Pleasantville

$925,000

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

$849,999

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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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.