Pleasantville, NY Homes

• 

  

  

  /45

  $999,000

  • 4 Beds
  • 4 Baths
  • 2,184 Sq Ft

  300 Washington Ave, Pleasantville, NY 10570

  Welcome to 300 Washington Ave! Rebuilt in 2020, this refined 4-bedroom, 4-bath Colonial offers thoughtfully designed living spaces and exceptional flexibility in one of Westchesters most desirable residential settings. The main level showcases a seamless open layout anchored by a beautifully appointed kitchen with a generous center island, quartz countertops and backsplash, stainless steel

  James Schunk Schunk Realty Group

  300 Washington Ave, Pleasantville, NY 10570
• Explore Pleasantville

• 

  

  

  /17

  $3,750 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  590 Bedford Rd Unit 7, Pleasantville, NY 10570

  Welcome home! This lovely light and bright first floor two bedroom unit in the sought after Greenwood Condominium complex. Located in the Village of Pleasantville, enjoy easy access to Metro North, restaurants, entertainment, parks and the Award Winning Pleasantville School District. The unit is newly painted with refinished hardwood floors, updated kitchen and bath, ample closets and more. The

  

  Loretta Fleming Chiavetta

  Coldwell Banker Realty

  (914) 635-3974

  590 Bedford Rd Unit 7, Pleasantville, NY 10570
• 

  $810,000 Sold Dec 03, 2025

  46 Walnut St, Pleasantville, NY 10570

  • 3 Beds
  • 1.5 Baths
  • 1,895 Sq Ft
  • Built 1923

  Last Sold Summary

  • 2% Below List Price
  • $427/SF
  • 56 Days On Market

  Last Listing Agent Loretta Fleming Chiavetta Coldwell Banker Realty

  46 Walnut St, 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
• 

  

  

  /20

  $475,000 Pending

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft

  3 Clinton Ave, Pleasantville, NY 10570

  Charming 2-bedroom, 1-bath cottage in the highly sought-after Mount Pleasant School District, just minutes from the heart of vibrant Pleasantville and its beloved farmer’s market, boutique shops, restaurants, Jacob Burns Film Center, and the Metro-North station (an easy 40-minute express ride to Grand Central).Tucked on a quiet, tree-lined street, this classic home sits on a beautifully

  Christopher Lofaro HomeSmart Homes & Estates

  3 Clinton Ave, Pleasantville, NY 10570
• 

  

  /211

  $3,108 - $4,601 per month

  The Atwood

  1 - 2 Beds

  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
• 

  $850,000 Sold Jun 20, 2025

  12 Hillcrest Ave, Pleasantville, NY 10570

  • 2 Beds
  • 1.5 Baths
  • 1,850 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Below List Price
  • $459/SF
  • 14 Days On Market

  Current Estimated Value $857,903

  Last Listing Agent Loretta Fleming Chiavetta Coldwell Banker Realty

  12 Hillcrest Ave, 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
• 

  

  /13

  $1,249,000 Pending

  • 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
• 

  

  /18

  $4,500 per month

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft
  • Apartment for Rent

  95 King St Unit 1, Pleasantville, NY 10570

  Welcome to 95 King St #1. If you are looking for a beautiful Apartment in a Multi Family Rental Home that is unique and charming, look no more! This spacious 3 Bedroom, 2 Bathroom home offers comfort, convenience & room to breathe. Nestled in the heart of Pleasantville, this property is perfect for those seeking tranquility without sacrificing accessibility as the home is centrally located to so

  Daniel Berger RE/MAX Prestige Properties

  95 King St Unit 1, Pleasantville, NY 10570
• 

  $1,410,000 Sold Oct 30, 2025

  5 Country Club Ln, Pleasantville, NY 10570

  • 2 Beds
  • 3.5 Baths
  • 3,600 Sq Ft
  • Built 1997

  Last Sold Summary

  • 9% Above List Price
  • $392/SF
  • 13 Days On Market

  Current Estimated Value $1,182,667

  Last Listing Agent Marina Suh Keller Williams Realty Group

  5 Country Club Ln, Pleasantville, NY 10570
• 

  Est $629,000 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
• 

  

  /18

  $639,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,117 Sq Ft

  4 Foxwood Dr Unit 5, Pleasantville, NY 10570

  Step inside this beautifully updated 2-bedroom/1.5-bathroom plus den condo in the sought-after Foxwood community. Adorned with natural sunlight, it lives like a 3-bedroom. The well-appointed kitchen naturally flows to the dining room, living room and private balcony, the ideal place to sit back and enjoy your morning coffee or evening drink! The king-sized master bedroom boasts a walk-in-closet

  Jared Paletti Houlihan Lawrence Inc.

  4 Foxwood Dr Unit 5, Pleasantville, NY 10570
• 

  

  /20

  $2,999 - $3,285 per month

  Bedford Apartments

  2 Beds

  465 Bedford Rd, Pleasantville, NY 10570

  Perfectly situated directly across from the train station, this home offers unmatched convenience in the center of town, placing shopping, dining, and everyday essentials just steps away. Enjoy easy access to surrounding hotspots — Tarrytown, White Plains, and a quick 50-minute train ride to New York City, making this the ideal location for commuters and explorers alike.Inside, the unit

  465 Bedford Rd, Pleasantville, NY 10570
• 

  $705,000 Sold Mar 10, 2025

  166 Washington Ave, Pleasantville, NY 10570

  • 3 Beds
  • 1.5 Baths
  • 1,770 Sq Ft
  • Built 1968

  Last Sold Summary

  • 3% Below List Price
  • $398/SF
  • 83 Days On Market

  Current Estimated Value $736,731

  Last Listing Agent Imma Carletto Christie's Int. Real Estate

  166 Washington Ave, Pleasantville, NY 10570
• 

  Est $1,353,515 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
• 

  

  /24

  $2,350,000

  • 6 Beds
  • 4.5 Baths
  • 7,722 Sq Ft

  235 Bear Ridge Rd, Pleasantville, NY 10570

  Welcome to this extraordinary estate, a gem dating back to the 1900s, situated on over an acre of picturesque land. This sunlit residence boasts 6 spacious bedrooms and 4 1/2 bathrooms, making it the perfect sanctuary for entertaining guests. Step inside to experience the remarkable craftsmanship that defines this home. With oversized rooms designed for both formal gatherings and casual moments,

  Stacey Sporn William Raveis Real Estate

  235 Bear Ridge Rd, Pleasantville, NY 10570
• 

  

  /9

  $2,790 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  227 Washington Ave Unit 2, Pleasantville, NY 10570

  Great unit! Walk to town and train. Unit comes with one off street paring spot.

  R. Scott Richardson Richardson Realty Assoc. Inc.

  227 Washington Ave Unit 2, Pleasantville, NY 10570
• 

  $900,000 Sold Jun 19, 2025

  353 Lake Shore Dr, Pleasantville, NY 10570

  • 3 Beds
  • 1.5 Baths
  • 1,618 Sq Ft
  • Built 1964

  Last Sold Summary

  • 13% Above List Price
  • $556/SF
  • 15 Days On Market

  Current Estimated Value $887,734

  Last Listing Agent Natalia Wixom Compass Greater NY, LLC

  353 Lake Shore Dr, 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
• 

  

  /24

  $879,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,564 Sq Ft

  25 Highland Terrace, Pleasantville, NY 10570

  Just minutes from downtown shopping, dining, and the train, this sun-filled home is ideally situated on a dead-end street, offering both convenience and privacy. Fully renovated only 6 years ago with updates including exterior siding, roof, kitchen, baths, windows and hardwood floors. The pristine, spacious kitchen features a bright dining area overlooking the private backyard with brand new Trex

  Theresa Szuhany RE/MAX Ace Realty

  25 Highland Terrace, Pleasantville, NY 10570
• 

  

  /41

  $4,200 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  242 Bedford Rd Unit First floor, Pleasantville, NY 10570

  Pleasantville, Available February 1st, 2026. Walk to Train. 1st Floor Apartment with walk out lower level. Beautifully Updated, Bright, Spacious & Pristine, 2 BR, 2 Bath in quiet 3 family Victorian. Central Air. Rent includes Heat, Hot Water & Gas. 2 Onsite Parking Spots. Electric is Tenant’s responsibility. Absolutely NO Smoking / NO Pets / NO Exceptions. Credit Check, Gross Annual Income and

  242 Bedford Rd Unit First floor, Pleasantville, NY 10570
• 

  $1,550,000 Sold Jul 25, 2025

  184 Deerfield Ln N, Pleasantville, NY 10570

  • 5 Beds
  • 4.5 Baths
  • 3,491 Sq Ft
  • Built 1987

  Last Sold Summary

  • 24% Above List Price
  • $444/SF
  • 8 Days On Market

  Current Estimated Value $1,509,295

  Last Listing Agent Joanne Georgiou William Raveis-New York, LLC

  184 Deerfield Ln N, Pleasantville, NY 10570
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft

  62 Manville Rd Unit 2, Pleasantville, NY 10570

  62 Manville Rd Unit 2, Pleasantville, NY 10570
• 

  

  /17

  $359,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  580 Bedford Rd Unit 20, Pleasantville, NY 10570

  Welcome to this inviting 1-bedroom condominium located in the desirable heart of Pleasantville Village offering a perfect blend of convenience, comfort, and classic village charm. Step inside to a bright and open living/dining combo that flows effortlessly, offering flexible space for relaxing, entertaining, and everyday living. The Kitchen with room for a breakfast tableideal for quick meals

  Rita Longo Howard Hanna Rand Realty

  580 Bedford Rd Unit 20, Pleasantville, NY 10570
• 

  

  /23

  $7,500 per month

  • 4 Beds
  • 4 Baths
  • 2,437 Sq Ft
  • House for Rent

  6 Raven Way, Pleasantville, NY 10570

  This distinctive four-bedroom, four-bath home in the Heart of Pocantico Hills features a New roof (January 2024), Brand New Primary Bath (January 2025). The chef’s kitchen opens to a captivating Great Room, highlighted by exquisite woodwork and soaring vaulted ceilings—a stunning centerpiece for entertaining or relaxing. The main floor also includes a sun-filled home office, a screened-in porch,

  SONIA FORCHETTI Julia B Fee Sothebys Int. Rlty

  6 Raven Way, Pleasantville, NY 10570
• 

  $925,000 Sold Jul 11, 2025

  1 Country Club Ln, Pleasantville, NY 10570

  • 4 Beds
  • 3.5 Baths
  • 2,438 Sq Ft
  • Built 1994

  Last Sold Summary

  • $379/SF
  • 27 Days On Market

  Current Estimated Value $926,884

  Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

  1 Country Club Ln, 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
• 

  

  /19

  $255,000 Pending

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  5 Church St Unit 1P, Pleasantville, NY 10570

  Welcome to Pleasant Manor, a conveniently located cooperative community just one block from Pleasantville’s charming Old Village, known for its boutique shops and restaurants. It’s also only a few blocks from schools, the library, train station, Jacob Burns Film Center, and the popular Farmers Market. The community offers quick access to major highways and an easy commute to NYC. This quiet

  Jerald Seti Coldwell Banker Realty

  5 Church St Unit 1P, Pleasantville, NY 10570
• 

  

  /18

  $5,800 per month

  • 2 Beds
  • 2 Baths
  • 894 Sq Ft
  • Apartment for Rent

  70 Memorial Plaza Unit 115, 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

  Anthony Calzetta-Raymond Douglas Elliman Real Estate

  70 Memorial Plaza Unit 115, Pleasantville, NY 10570
• 

  $690,000 Sold Sep 25, 2025

  8 Foxwood Dr Unit 5, Pleasantville, NY 10570

  • 2 Beds
  • 1.5 Baths
  • 1,117 Sq Ft
  • Built 1978

  Last Sold Summary

  • 10% Above List Price
  • $618/SF
  • 11 Days On Market

  Current Estimated Value $680,820

  Last Listing Agent Maria Teresa Duguet Houlihan Lawrence Inc.

  8 Foxwood Dr Unit 5, Pleasantville, NY 10570
• 

  Est $381,291 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  600 Bedford Rd Unit 11, Pleasantville, NY 10570

  600 Bedford Rd Unit 11, Pleasantville, NY 10570
• 

  

  /27

  $749,990 Pending

  • 5 Beds
  • 3 Baths
  • 2,060 Sq Ft

  7 Elsa Ave, Pleasantville, NY 10570

  Flexible floor plan in the heart of Mid-Westchester. Pride of ownership shines throughout this well maintained original-owner home. Featuring Andersen windows, brand new roof, brand new above ground oil storage tank, Weil Mclain boiler installed 2016, fully encapsulated continuous exterior foam insulation... this property offers both comfort and efficiency to the new owner. The spacious main

  Rahul Soni Nestedge Realty

  7 Elsa Ave, Pleasantville, NY 10570
• 

  

  /18

  $4,750 per month

  • 1 Bed
  • 1.5 Baths
  • 761 Sq Ft
  • Apartment for Rent

  70 Memorial Plaza Unit 223, 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

  Anthony Calzetta-Raymond Douglas Elliman Real Estate

  70 Memorial Plaza Unit 223, Pleasantville, NY 10570
• 

  $1,280,000 Sold Sep 30, 2025

  55 Deerfield Ln S, Pleasantville, NY 10570

  • 4 Beds
  • 2.5 Baths
  • 2,406 Sq Ft
  • Built 1980

  Last Sold Summary

  • 28% Above List Price
  • $532/SF
  • 18 Days On Market

  Current Estimated Value $1,229,888

  Last Listing Agent Tulay Erdem Christie's Int. Real Estate

  55 Deerfield Ln S, Pleasantville, NY 10570
• 

  Est $470,125 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  590 Bedford Rd Unit 2, Pleasantville, NY 10570

  590 Bedford Rd Unit 2, Pleasantville, NY 10570
• 

  

  /21

  $249,000 Pending

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  66 Manville Rd Unit 4, Pleasantville, NY 10570

  Move-in condition, sunny upper level Pleasantville co-op in close proximity to train/stores/restaurants with expansive wall of windows overlooking trees/paths, showing off hardwood floors in the generous living/dining area and renovated kitchen w/window/SS appliances (incl. gas stove, full-sized DW, microwave, refrigerator),new sink w/stone counters, tiled backsplash, & full complement of

  Doreen Zuccaro Christie's Int. Real Estate

  66 Manville Rd Unit 4, Pleasantville, NY 10570
• 

  

  /18

  $6,250 per month

  • 2 Beds
  • 2 Baths
  • 1,115 Sq Ft
  • Apartment for Rent

  70 Memorial Plaza Unit 312, 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

  Anthony Calzetta-Raymond Douglas Elliman Real Estate

  70 Memorial Plaza Unit 312, Pleasantville, NY 10570
• 

  $1,020,000 Sold Aug 07, 2025

  80 Oak Ridge Rd, Pleasantville, NY 10570

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1963

  Last Sold Summary

  • 7% Above List Price
  • $486/SF
  • 23 Days On Market

  Current Estimated Value $767,809

  Last Listing Agent Michael Arcidiacono ERA Insite Realty Services

  80 Oak Ridge Rd, Pleasantville, NY 10570
• 

  Est $420,831 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  580 Bedford Rd Unit 16, Pleasantville, NY 10570

  580 Bedford Rd Unit 16, Pleasantville, NY 10570

Showing Results 1 - 40, Page 1 of 18