Pleasantville, NY Homes

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  /27

  $1,399,999 Pending

  • 6 Beds
  • 2.5 Baths
  • 2,856 Sq Ft

  214 Edgewood Ave, Pleasantville, NY 10570

  First time on the market in 25 years, this grand, yet warmly inviting 1906 gem is nestled in the heart of Pleasantville on one of the most sought-after village streets. This property effortlessly combines timeless charm with the modern amenities sophisticated buyers expect. The architectural artistry is evident throughout, with crown molding, coffered ceilings, a stone fireplace, and beautiful

  

  Loretta Fleming Chiavetta

  Coldwell Banker Realty

  (914) 415-6449

  214 Edgewood Ave, Pleasantville, NY 10570
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• 

  

  

  /23

  $3,800 - $3,850 per month

  The Atwood

  1 Bed

  1 Vanderbilt Ave, Pleasantville, NY 10570

  An ode to the artists and laureates steeped in the history of Pleasantville, The Atwood is nestled just a block from downtown restaurants and shops. The Atwood is an upscale boutique apartment community with a multitude of comfort and health driven amenities. Enjoy complimentary freshly ground coffee as you relax in our finely appointed lobby lounge soaking in natural light. Head downstairs to

  1 Vanderbilt Ave, Pleasantville, NY 10570
• 

  $410,000 Sold May 01, 2025

  • 760 Sq Ft
  • $539/SF
  • 32 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1978

  76 Foxwood Dr Unit 8, Pleasantville, NY 10570

  This second floor one bedroom unit is calling you home! The updated galley kitchen has wood floors, stainless steel appliances and a dining area. The balcony is perfect for eating alfresco on a warm summer evening. The living room is large with new windows and the oversized bedroom has a walk-in closet and plenty of light. You will also be spoiled having a stackable washer and dryer tucked

  Kristen da Costa Coldwell Banker Realty

  76 Foxwood Dr Unit 8, Pleasantville, NY 10570
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft

  85 Broadway Unit 2N, Pleasantville, NY 10570

  85 Broadway Unit 2N, Pleasantville, NY 10570
• 

  

  

  /34

  $1,450,000

  • 6 Beds
  • 3.5 Baths
  • 3,144 Sq Ft

  49 Walnut St, Pleasantville, NY 10570

  Welcome to 49 Walnut Street in the heart of Pleasantville! This spectacular home offers exceptional quality and thoughtful design, providing both space and comfort for modern living. Featuring six generously sized bedrooms, this beautifully manicured property offers ample space for comfortable living and entertaining, both inside and out.At the center of the home is an updated chef’s kitchen,

  Christine Bamford Elegran LLC

  49 Walnut St, Pleasantville, NY 10570
• 

  

  /17

  $2,700 per month

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft
  • House for Rent

  170 Foshay Ave, Pleasantville, NY 10570

  Welcome home to a serene. This rental is a separate cottage style home, freshly painted, with a new kitchen, refreshed bath and floors. Located in a quiet, wooded area of a private home with Pleasantville schools. The tenant is responsible for everything except for water. Laundry is available separately in basement. Parking is also included. This is a must see. Schedule your private tour today.

  Marjana Shtjefni The Select Team, LLC

  170 Foshay Ave, Pleasantville, NY 10570
• 

  $715,000 Sold Apr 30, 2025

  • 2,616 Sq Ft
  • $273/SF
  • 47 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1964

  260 Sarles Ln, Pleasantville, NY 10570

  This delightful colonial home offers a perfect blend of vintage charm and modern updates, ideal for those who appreciate a well-maintained, cozy home. Located within walking distance to the village of Pleasantville, this residence offers easy access to local shops, dining, and Metro North. Updates include newly painted exterior, updated bathrooms, new upper portion of the roof, and updated

  Mark Seiden Mark Seiden Real Estate Team

  260 Sarles Ln, Pleasantville, NY 10570
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  175 Bedford Rd Unit 2, Pleasantville, NY 10570

  175 Bedford Rd Unit 2, Pleasantville, NY 10570
• 

  

  /29

  $1,395,000

  • 3 Beds
  • 2.5 Baths
  • 2,912 Sq Ft

  140 Old Farm Rd S, Pleasantville, NY 10570

  Welcome to your exclusive paradise. Surrounded by beautiful level yard, the pool entertainment area will take your breath away. Professionally landscaped, illuminated and fully fenced, this property is truly one of a kind, prioritizing privacy and tranquility. A custom-built stone barbecue enhances everyday entertainment. Interior is impressive with an open flow layout, lots of large windows

  Jaimme Pudalov Houlihan Lawrence Inc.

  140 Old Farm Rd S, Pleasantville, NY 10570
• 

  

  /13

  $3,495 per month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  10 Marble Ave, Pleasantville, NY 10570

  Renovated High End Apartment in Town. Over Commercial Property. Large Living Room, Eat-in-Kitchen, 2 Bedrooms and Beautiful Bath. Hardwood Floors. Washer/Dryer in Unit. Walk to All! Lots of Light. Pleasantville Schools. Central Heating and Air.

  10 Marble Ave, Pleasantville, NY 10570
• 

  $600,000 Sold Apr 25, 2025

  • 1,660 Sq Ft
  • $361/SF
  • 115 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1846

  30 Broadway, Pleasantville, NY 10570

  Discover this exceptional opportunity to own a charming colonial home in the heart of Pleasantville Village. Perfectly situated near both Pleasantville and Chappaqua train stations, this home offers convenient access to top-rated schools, dining, shops, and more. Step inside to an inviting open layout with high ceilings on the first floor, creating a spacious and airy feel. Upstairs, you'll find

  Jonathan Gineo Jonathan D. Gineo

  30 Broadway, Pleasantville, NY 10570
• 

  Est $431,500 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  290 Manville Rd Unit N24, Pleasantville, NY 10570

  290 Manville Rd Unit N24, Pleasantville, NY 10570
• 

  

  /24

  $929,000

  • 3 Beds
  • 2.5 Baths
  • 1,766 Sq Ft

  80 Madison Ave, Pleasantville, NY 10570

  Welcome home to this immaculate colonial, perfectly nestled at the end of a peaceful street for ultimate privacy. Thoughtfully designed and impeccably maintained, this home offers a blend of classic charm and modern comfort. Step inside to discover an inviting open-concept kitchen connected to the outside covered deck and dining area, perfect for both casual meals and entertaining. The spacious

  James Campbell Houlihan Lawrence Inc.

  80 Madison Ave, Pleasantville, NY 10570
• 

  

  /3

  $2,500 per month

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • Apartment for Rent

  474 Bedford Rd Unit 1, Pleasantville, NY 10570

  Fantastic 1 bedroom 1 bath apartment in historic downtown building in Pleasantville. 1 Block to the train station, close to shops and restaurants. Granite counters, Crown Moulding, stainless appliances, hardwood floors and lots of light. Great apartment right in the middle of the Village.

  Steven Vescio Eastern Oaks Realty, LLC

  474 Bedford Rd Unit 1, Pleasantville, NY 10570
• 

  $525,000 Sold Apr 10, 2025

  • 625 Sq Ft
  • $840/SF
  • 21 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1910

  8 Rosalind Ave, Pleasantville, NY 10570

  Welcome to a hidden gem in the heart of Pleasantville! This completely renovated two-bedroom, one-bathroom cottage is tucked away at the end of a peaceful lane, offering both charm and convenience. From its brand-new finishes to its modern upgrades, every inch of this home has been thoughtfully redesigned. Stunning wood floors throughout living, dining, kitchen and bedrooms. Thoughtfully designed

  Lauren Zaccaria Houlihan Lawrence Inc.

  8 Rosalind Ave, Pleasantville, NY 10570
• 

  Est $1,203,130 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,545 Sq Ft

  70 Sarles Ln, Pleasantville, NY 10570

  70 Sarles Ln, Pleasantville, NY 10570
• 

  

  /13

  $1,249,000

  • 3 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  133 Lake Shore Dr, Pleasantville, NY 10570

  Don’t miss the chance to create your perfect home! This modern young colonial, is currently under construction by an experienced builder, offers a unique opportunity to tailor the design to your preferences. There is still time to customize! Currently under construction, frame, windows, siding, and plumbing is completed. Built with high-quality materials, including Andersen 400 Series windows and

  Natalia Wixom Compass Greater NY, LLC

  133 Lake Shore Dr, Pleasantville, NY 10570
• 

  

  /19

  $4,100 per month

  • 1 Bed
  • 1 Bath
  • 630 Sq Ft
  • Apartment for Rent

  70 Memorial Plaza Unit 110, Pleasantville, NY 10570

  Experience the best of modern living at Pleasantville Lofts! These modern custom-designed residences offer a variety of layouts ranging from studios to 3-bedroom options and provide an elevated living experience throughout every enclave. The residences offer modern industrial-style elegance with smart home keyless entry, stunning wide plank flooring, exposed beams, and in-residence Bosch washers

  John Oliveira Douglas Elliman Real Estate

  70 Memorial Plaza Unit 110, Pleasantville, NY 10570
• 

  $1,400,444 Sold Apr 04, 2025

  • 1,951 Sq Ft
  • $718/SF
  • 21 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1961

  44 Ashland Ave, Pleasantville, NY 10570

  Bring all of your creative ideas to this first time on the market home in one of Pleasantville's most sought after locations. Situated on a level 1.2 acre lot a short distance from the village and all that Pleasantville has to offer. Schools, train, its many cafes and shops plus the award winning farmers market and The Jacob Burns Film Center. Additional Information: ParkingFeatures:2 Car

  Sharon Foley ERA Insite Realty Services

  44 Ashland Ave, Pleasantville, NY 10570
• 

  Est $992,788 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,432 Sq Ft

  55 Sky Top Dr, Pleasantville, NY 10570

  55 Sky Top Dr, Pleasantville, NY 10570
• 

  

  /15

  $1,149,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,174 Sq Ft

  8 Tumblebrook Ct, Pleasantville, NY 10570

  This Sprawling Ranch is located in a private Cul-De-Sac in Byram Hills School district. The open floor plan is perfect for entertaining. It features an updated kitchen with black granite counter tops, GE double oven, lots of cabinets and sliding glass doors leading to a patio. The den has Cathedral Ceilings and a wood burning fireplace which leads to an oversized gorgeous fenced backyard. The

  MARLENE STARR Signature Premier Properties

  8 Tumblebrook Ct, Pleasantville, NY 10570
• 

  

  /36

  $6,300 per month

  • 4 Beds
  • 2 Baths
  • 2,675 Sq Ft
  • House for Rent

  354 Sarles Ln, Pleasantville, NY 10570

  ENCHANTING CAPE! Nestled on a picturesque street, this 4-bedroom, 2-bathroom Cape Cod residence offers the perfect blend of traditional charm and modern convenience with lush perennial gardens that surround the property.The main level has an airy living room with a cozy fireplace, providing a warm ambiance during colder months. The dining room is perfect for gatherings with family and

  William Knight Coldwell Banker Signature Prop

  354 Sarles Ln, Pleasantville, NY 10570
• 

  $929,000 Sold Mar 28, 2025

  • 1,826 Sq Ft
  • $509/SF
  • 33 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1956

  476 Washington Ave, Pleasantville, NY 10570

  Your search for perfection in Pleasantville is over – 476 Washington Ave is toothbrush-ready for you to walk in and call it your own. Enjoy open-concept living with attractive updated kitchen, gleaming hardwood floors and easy access to new composite deck with stylish granite bar for easy indoor/outdoor lifestyle. Ample sized living room and spacious dining area make dinner parties a snap. Your

  Matthew Valvano Berkshire Hathaway HS NY Prop

  476 Washington Ave, Pleasantville, NY 10570
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  177 Bedford Rd Unit 3, Pleasantville, NY 10570

  177 Bedford Rd Unit 3, Pleasantville, NY 10570
• 

  

  /26

  $1,175,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,779 Sq Ft

  698 Bear Ridge Rd, Pleasantville, NY 10570

  AO - Your Dream Home Awaits in the award winning Byram Hills School District. Discover contemporary elegance in this beautifully maintained 3-bedroom, 2-bath ranch. Set back from the road, a long driveway leads to a two-car garage with extra storage, offering both privacy and convenience. The inviting foyer welcomes you with a skylight and soaring cathedral ceiling. The open living area features

  Keri Cipriano William Raveis Real Estate

  698 Bear Ridge Rd, Pleasantville, NY 10570
• 

  $1,999,500 Sold Mar 25, 2025

  • 5,214 Sq Ft
  • $383/SF
  • 14 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1966

  11 Rockledge Rd, Pleasantville, NY 10570

  Elegant Nantucket-style Colonial situated on beautiful property highlighted by a sensational in-ground pool, and expansive rear terrace w/outdoor kitchen, pizza oven, & stone fireplace.Inviting interior designed w/quality craftsmanship, sought-after amenities, and excellent flow for effortless living & entertaining. Extensive millwork, hardwood floors, tall windows & custom details enhance the

  Grace LoBello William Raveis Real Estate

  11 Rockledge Rd, Pleasantville, NY 10570
• 

  Est $1,371,143 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,640 Sq Ft

  68 Sarles Ln, Pleasantville, NY 10570

  68 Sarles Ln, Pleasantville, NY 10570
• 

  

  /31

  $999,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,600 Sq Ft

  3 Court St, Pleasantville, NY 10570

  Welcome to this contemporary raised ranch in the heart of Pleasantville, offering both convenience and comfort. The impressive oversized bluestone front steps set the stage for this home. An open floor plan on the main level boasts a living room and dining room with a cathedral ceiling, a cozy fireplace, natural sunlight from the large clerestory windows, and access to the deck. The kitchen

  Donna McKenna Edlund Coldwell Banker Realty

  3 Court St, Pleasantville, NY 10570
• 

  $1,125,000 Sold Mar 14, 2025

  • 2,425 Sq Ft
  • $464/SF
  • 16 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1954

  99 Oak Ridge Rd, Pleasantville, NY 10570

  Perfectly positioned with scenic views in Pleasantville NY, this 4-bedroom Colonial offers 2425 sq ft of refined living space on a private fenced lot in a peaceful cul-de-sac neighborhood. The welcoming covered entrance and wrap-around Trex deck set the stage for the charm that awaits inside. The main level features a living room with a wood-burning fireplace, an eat-in kitchen with seamless

  Edward Holmes William Raveis-New York, LLC

  99 Oak Ridge Rd, Pleasantville, NY 10570
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  71 Broadway Unit 1i, Pleasantville, NY 10570

  71 Broadway Unit 1i, Pleasantville, NY 10570
• 

  

  /50

  $1,989,000

  • 8 Beds
  • 7 Baths
  • 4,983 Sq Ft

  22 Clark St, Pleasantville, NY 10570

  Discover the perfect blend of classic charm and modern versatility in this impressive Colonial home, ideally located in the picturesque town of Pleasantville. Exterior siding and trim has been completely painted and repaired and new roof installed in 2022! This expansive residence offers not only six spacious bedrooms but also features a two bedroom accessory apartment above a detached garage,

  Imma Carletto Christie's Int. Real Estate

  22 Clark St, Pleasantville, NY 10570
• 

  $705,000 Sold Mar 10, 2025

  • 1,770 Sq Ft
  • $398/SF
  • 83 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1968

  166 Washington Ave, Pleasantville, NY 10570

  Previously listed, back on market. Welcome to this delightful split-level home, perfectly situated in the heart of Pleasantville. With its inviting charm & convenient location, this residence offers a comfortable & stylish living experience for those seeking the best of suburban life.The split-level design creates a unique and functional layout.The main level is bright and airy with large windows

  Imma Carletto Christie's Int. Real Estate

  166 Washington Ave, Pleasantville, NY 10570
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  73 Broadway Unit 2J, Pleasantville, NY 10570

  73 Broadway Unit 2J, Pleasantville, NY 10570
• 

  

  /27

  $569,000

  • 2 Beds
  • 1.5 Baths
  • 1,036 Sq Ft

  44 Foxwood Dr Unit 7, Pleasantville, NY 10570

  Welcome to this 2-bedroom, 1.5-bathroom condo located in the highly desirable Foxwood complex. This second-floor unit offers a well-designed layout featuring a full hall bathroom and a convenient half bath in the primary bedroom, which also includes a generous walk-in closet for added storage. The open dining and living area flows beautifully to a private balcony—perfect for enjoying your

  Rita Longo Howard Hanna Rand Realty

  44 Foxwood Dr Unit 7, Pleasantville, NY 10570
• 

  $1,470,000 Sold Feb 26, 2025

  • 3,738 Sq Ft
  • $393/SF
  • 62 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2007

  30 Highland Terrace, Pleasantville, NY 10570

  Nestled on 0.33 acres of serene, private land in the award-winning Pleasantville school district, this stunning 5-bedroom center hall Colonial home is a masterpiece of craftsmanship and design. Featuring two luxurious primary bedroom suites on the first and second floors, the home boasts impeccable details, from custom millwork and crown molding to 10' ceilings and wood-inlay oak floors. Upon

  Cindy Glynn Compass Greater NY, LLC

  30 Highland Terrace, Pleasantville, NY 10570
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  580 Bedford Rd Unit 13, Pleasantville, NY 10570

  580 Bedford Rd Unit 13, Pleasantville, NY 10570
• 

  

  /33

  $839,000

  • 3 Beds
  • 2.5 Baths
  • 2,168 Sq Ft

  52 Seneca Ln, Pleasantville, NY 10570

  Do not miss this lovely three-bedroom, two-and-a-half-bath, tastefully appointed and renovated cozy home. Located on a serene cul-de-sac, yet just a short stroll from the lively village center with great community spirit, and the proximity to a public swimming pool. The home also sits right next to the golf course, offering sweeping views of the lush natural greens. Enjoy the perfect balance of

  Denis Knox Howard Hanna Rand Realty

  52 Seneca Ln, Pleasantville, NY 10570
• 

  $839,000 Sold Feb 25, 2025

  • 1,745 Sq Ft
  • $481/SF
  • 43 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  21 Meadowbrook Rd, Pleasantville, NY 10570

  Located at the end of a quiet cul-de-sac, this beautifully cared for and well maintained 3 bedroom split level home in the award winning Byram Hills school district is the property you have been waiting for! This home is set back on an impeccably manicured half acre of flat land with fantastic perennials and specimen plantings. The yard and curb appeal cannot be beat. Enter this warm and

  Maura Mcspedon William Raveis Real Estate

  21 Meadowbrook Rd, Pleasantville, NY 10570
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  56 Manville Rd Unit 1, Pleasantville, NY 10570

  56 Manville Rd Unit 1, Pleasantville, NY 10570
• 

  

  /29

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,771 Sq Ft

  70 Oak Ridge Rd, Pleasantville, NY 10570

  Welcome to the sought-after Bear Ridge Neighborhood and to this meticulously renovated, south-facing modern Ranch, nestled in the quaint and desirable village of Pleasantville. From the moment you get out of your car and walk through the front door, you’re warmly welcomed by an open, flowing floorplan bathed in natural light. Inside, beautiful hardwood floors lead you through a spacious living

  David Calabrese Howard Hanna Rand Realty

  70 Oak Ridge Rd, Pleasantville, NY 10570

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