Pleasantville, NY Homes

• 

  $649,000

  Sold May 13, 2026

  64 Foxwood Dr Unit 8, Pleasantville, NY 10570

  • 2 Beds
  • 1.5 Baths
  • 1,117 Sq Ft
  • Built 1979

  Last Sold Summary

  • $581/SF
  • 22 Days On Market

  Current Estimated Value $652,920

  Last Listing Agent Thomas Consaga RE/MAX Ace Realty

  64 Foxwood Dr Unit 8, Pleasantville, NY 10570
• 

  Est $1,073,268

  Not Listed For Sale

  22 Hillside Ave, Pleasantville, NY 10570

  • 4 Beds
  • 2.5 Baths
  • 2,208 Sq Ft
  • Built 1971

  22 Hillside Ave, Pleasantville, NY 10570

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Vanessa Catalano Julia B Fee Sothebys Int. Rlty
• 

  

  

  /32

  $1,225,000

  Pending

  • 5 Beds
  • 2 Baths

  17 Grant St, Pleasantville, NY 10570

  Fantastic opportunity in the heart of Pleasantville. This beautifully updated two-family Colonial offers flexibility for investors, owner-occupants, or multi-generational living. The lower unit features a renovated kitchen, expansive living and dining areas, two bedrooms, one full bath, a separate office/mudroom space, and its own laundry room. The upper unit offers three bedrooms (one currently

  Cate Hegarty Compass Greater NY, LLC

  17 Grant St, Pleasantville, NY 10570
• 

  $1,815,000

  Sold Jan 30, 2026

  153 Deerfield Ln N, Pleasantville, NY 10570

  • 4 Beds
  • 3 Baths
  • 3,534 Sq Ft
  • Built 1957

  Last Sold Summary

  • 14% Above List Price
  • $514/SF
  • 16 Days On Market

  Current Estimated Value $1,365,951

  Last Listing Agent Natalia Wixom Compass Greater NY, LLC

  153 Deerfield Ln N, Pleasantville, NY 10570
• 

  Est $901,986

  Not Listed For Sale

  12 Hillcrest Ave, Pleasantville, NY 10570

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

  12 Hillcrest Ave, Pleasantville, NY 10570

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Loretta Fleming Chiavetta Coldwell Banker Realty
• 

  

  /20

  $389,000

  Pending

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  590 Bedford Rd Unit 22, Pleasantville, NY 10570

  Welcome to Pleasantville!This bright and inviting second-floor one-bedroom condo at Greenwood Condominium offers a wonderful blend of mid-century charm, thoughtful updates, and an unbeatable village location.Freshly painted and featuring brand-new Berber carpeting, this sun-filled home enjoys serene views of beautifully landscaped grounds. The spacious layout includes an expansive

  SONIA FORCHETTI Julia B Fee Sothebys Int. Rlty

  590 Bedford Rd Unit 22, Pleasantville, NY 10570
• 

  $960,555

  Sold Dec 16, 2025

  159 Sarles Ln, Pleasantville, NY 10570

  • 2 Beds
  • 2.5 Baths
  • 2,018 Sq Ft
  • Built 1905

  Last Sold Summary

  • 20% Above List Price
  • $476/SF
  • 14 Days On Market

  Current Estimated Value $927,563

  Last Listing Agent Vanessa Catalano Julia B Fee Sothebys Int. Rlty

  159 Sarles Ln, Pleasantville, NY 10570
• 

  Est $1,604,667

  Not Listed For Sale

  184 Deerfield Ln N, Pleasantville, NY 10570

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

  184 Deerfield Ln N, Pleasantville, NY 10570

  Last Sold Summary

  • 8 Days On Market

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

  

  /35

  $619,000

  • 2 Beds
  • 2 Baths
  • 1,298 Sq Ft

  16 Foxwood Dr Unit 8, Pleasantville, NY 10570

  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

  Lena O'Neill Howard Hanna Rand Realty

  16 Foxwood Dr Unit 8, Pleasantville, NY 10570
• 

  $1,351,000

  Sold Dec 02, 2025

  200 Central Ave, Pleasantville, NY 10570

  • 3 Beds
  • 2.5 Baths
  • 2,460 Sq Ft
  • Built 1991

  Last Sold Summary

  • 29% Above List Price
  • $549/SF
  • 22 Days On Market

  Current Estimated Value $1,350,667

  Last Listing Agent Donna McKenna Edlund Coldwell Banker Realty

  200 Central Ave, Pleasantville, NY 10570
• 

  Est $1,958,333

  Not Listed For Sale

  66 Heritage Dr, Pleasantville, NY 10570

  • 5 Beds
  • 3.5 Baths
  • 5,160 Sq Ft
  • Built 1982

  66 Heritage Dr, Pleasantville, NY 10570

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Gregory Clarke ERA Insite Realty Services
• 

  

  /27

  $199,000

  $10K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  310 Manville Rd Unit S4, Pleasantville, NY 10570

  COMMONS OF PLEASANTVILLE. This beautifully updated one-bedroom Co-op in the charming Village of Pleasantville NY, offers the perfect blend of style and convenience . The unit features a brand new kitchen with sleek stainless steel appliances, a newly renovated bath, rich wood floors, and impressive high ceilings that create a bright and airy feel. Ideally located just moments from the metro-north

  Lena O'Neill Howard Hanna Rand Realty

  310 Manville Rd Unit S4, Pleasantville, NY 10570
• 

  $780,000

  Sold Oct 23, 2025

  414 Bear Ridge Rd, Pleasantville, NY 10570

  • 4 Beds
  • 1 Bath
  • 1,890 Sq Ft
  • Built 1870

  Last Sold Summary

  • 10% Below List Price
  • $413/SF
  • 81 Days On Market

  Current Estimated Value $848,451

  Last Listing Agent Stacy Weinberg Giner Real Estate Inc.

  414 Bear Ridge Rd, Pleasantville, NY 10570
• 

  Est $1,813,667

  Not Listed For Sale

  8 Northview Ct, Pleasantville, NY 10570

  • 4 Beds
  • 3.5 Baths
  • 3,692 Sq Ft
  • Built 1981

  8 Northview Ct, Pleasantville, NY 10570

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Sena Baron William Raveis-New York, LLC
• 

  $795,000

  Sold Oct 09, 2025

  68 Foxwood Dr Unit 4, Pleasantville, NY 10570

  • 2 Beds
  • 2 Baths
  • 1,273 Sq Ft
  • Built 1979

  Last Sold Summary

  • 11% Above List Price
  • $625/SF
  • 22 Days On Market

  Current Estimated Value $784,664

  Last Listing Agent Rita Longo Howard Hanna Rand Realty

  68 Foxwood Dr Unit 4, Pleasantville, NY 10570
• 

  Est $2,026,000

  Not Listed For Sale

  3 Northview Ct, Pleasantville, NY 10570

  • 4 Beds
  • 4 Baths
  • 5,432 Sq Ft
  • Built 1981

  3 Northview Ct, Pleasantville, NY 10570

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.
• 

  $1,750,000

  Sold Aug 29, 2026

  14 Briarwood Ln, Pleasantville, NY 10570

  • 4 Beds
  • 2.5 Baths
  • 2,727 Sq Ft
  • Built 1966

  Last Sold Summary

  • 25% Above List Price
  • $642/SF
  • 9 Days On Market

  Current Estimated Value $1,381,510

  Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

  14 Briarwood Ln, Pleasantville, NY 10570
• 

  Est $1,926,000

  Not Listed For Sale

  67 Heritage Dr, Pleasantville, NY 10570

  • 4 Beds
  • 2.5 Baths
  • 4,896 Sq Ft
  • Built 1982

  67 Heritage Dr, Pleasantville, NY 10570

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Yona Strougo Compass Greater NY, LLC
• 

  $2,005,000

  Sold Jun 15, 2026

  301 Bear Ridge Rd, Pleasantville, NY 10570

  • 5 Beds
  • 4 Baths
  • 4,321 Sq Ft
  • Built 1945

  Last Sold Summary

  • 20% Above List Price
  • $464/SF
  • 14 Days On Market

  Current Estimated Value $1,926,232

  Last Listing Agent Loretta Fleming Chiavetta Coldwell Banker Realty

  301 Bear Ridge Rd, Pleasantville, NY 10570
• 

  Est $2,054,997

  Not Listed For Sale

  177 Deerfield Ln N, Pleasantville, NY 10570

  • 4 Beds
  • 3.5 Baths
  • 3,197 Sq Ft
  • Built 1982

  177 Deerfield Ln N, Pleasantville, NY 10570

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Jennifer Harris Compass Greater NY, LLC
• 

  $1,200,000

  Sold Mar 23, 2026

  300 Washington Ave, Pleasantville, NY 10570

  • 4 Beds
  • 4 Baths
  • 2,184 Sq Ft
  • Built 1947

  Last Sold Summary

  • 20% Above List Price
  • $549/SF
  • 7 Days On Market

  Current Estimated Value $1,143,640

  Last Listing Agent James Schunk Schunk Realty Group

  300 Washington Ave, Pleasantville, NY 10570
• 

  Est $1,100,133

  Not Listed For Sale

  190 Lake Shore Dr, Pleasantville, NY 10570

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft
  • Built 1960

  190 Lake Shore Dr, Pleasantville, NY 10570

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Patty Anker Julia B Fee Sothebys Int. Rlty
• 

  $605,000

  Sold Jun 24, 2026

  17 Foxwood Dr Unit 5, Pleasantville, NY 10570

  • 1 Bed
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Above List Price
  • $573/SF
  • 39 Days On Market

  Current Estimated Value $590,590

  Last Listing Agent Kathryn Weinberger Compass Greater NY, LLC

  17 Foxwood Dr Unit 5, Pleasantville, NY 10570
• 

  Est $1,008,690

  Not Listed For Sale

  99 Oak Ridge Rd, Pleasantville, NY 10570

  • 4 Beds
  • 2.5 Baths
  • 2,425 Sq Ft
  • Built 1954

  99 Oak Ridge Rd, Pleasantville, NY 10570

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Edward Holmes William Raveis-New York, LLC
• 

  $1,249,000

  Sold Mar 06, 2026

  133 Lake Shore Dr, Pleasantville, NY 10570

  • 3 Beds
  • 2.5 Baths
  • 2,900 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Below List Price
  • $431/SF
  • 134 Days On Market

  Current Estimated Value $1,246,333

  Last Listing Agent Natalia Wixom Compass Greater NY, LLC

  133 Lake Shore Dr, Pleasantville, NY 10570
• 

  Est $662,120

  Not Listed For Sale

  14 Mountain Trail, Pleasantville, NY 10570

  • 2 Beds
  • 1 Bath
  • 942 Sq Ft
  • Built 1954

  14 Mountain Trail, Pleasantville, NY 10570

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent LeeAnn Tomasetti Houlihan Lawrence Inc.
• 

  $760,000

  Sold Sep 17, 2026

  21 Foxwood Dr Unit 2, Pleasantville, NY 10570

  • 2 Beds
  • 2 Baths
  • 1,275 Sq Ft
  • Built 1977

  Last Sold Summary

  • 2% Above List Price
  • $596/SF
  • 15 Days On Market

  Current Estimated Value $711,971

  Last Listing Agent Vincent Vetrano Douglas Elliman Real Estate

  21 Foxwood Dr Unit 2, Pleasantville, NY 10570
• 

  Est $967,076

  Not Listed For Sale

  355 Lake Shore Dr, Pleasantville, NY 10570

  • 4 Beds
  • 2.5 Baths
  • 2,356 Sq Ft
  • Built 1984

  355 Lake Shore Dr, Pleasantville, NY 10570

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Ken Wile Redfin Real Estate
• 

  $665,000

  Sold Apr 09, 2026

  4 Foxwood Dr Unit 5, Pleasantville, NY 10570

  • 2 Beds
  • 1.5 Baths
  • 1,117 Sq Ft
  • Built 1977

  Last Sold Summary

  • 4% Above List Price
  • $595/SF
  • 14 Days On Market

  Current Estimated Value $650,924

  Last Listing Agent Jared Paletti Houlihan Lawrence Inc.

  4 Foxwood Dr Unit 5, Pleasantville, NY 10570
• 

  Est $890,172

  Not Listed For Sale

  353 Lake Shore Dr, Pleasantville, NY 10570

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

  353 Lake Shore Dr, Pleasantville, NY 10570

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Natalia Wixom Compass Greater NY, LLC
• 

  $716,200

  Sold Sep 10, 2026

  16 Manville Ln Unit 2, Pleasantville, NY 10570

  • 2 Beds
  • 1.5 Baths
  • 1,035 Sq Ft
  • Built 2009

  Last Sold Summary

  • 10% Above List Price
  • $692/SF
  • 12 Days On Market

  Current Estimated Value $627,609

  Last Listing Agent Laura Pizzuti Berkshire Hathaway HS NY Prop

  16 Manville Ln Unit 2, Pleasantville, NY 10570
• 

  Est $2,110,000

  Not Listed For Sale

  38 Trapping Way, Pleasantville, NY 10570

  • 4 Beds
  • 6 Baths
  • 6,709 Sq Ft
  • Built 1984

  38 Trapping Way, Pleasantville, NY 10570

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Amy Singer Houlihan Lawrence Inc.
• 

  $1,370,000

  Sold Jan 15, 2026

  54 Dennis Ln, Pleasantville, NY 10570

  • 3 Beds
  • 2.5 Baths
  • 2,751 Sq Ft
  • Built 2019

  Last Sold Summary

  • 5% Below List Price
  • $498/SF
  • 76 Days On Market

  Current Estimated Value $1,375,000

  Last Listing Agent Alaina Bainlardi William Raveis-New York LLC

  54 Dennis Ln, Pleasantville, NY 10570
• 

  Est $1,950,333

  Not Listed For Sale

  13 Trapping Way, Pleasantville, NY 10570

  • 6 Beds
  • 6 Baths
  • 4,284 Sq Ft
  • Built 1986

  13 Trapping Way, Pleasantville, NY 10570

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Joseph Zaro William Raveis Real Estate
• 

  $800,000

  Sold May 14, 2026

  35 Lenox Ave, Pleasantville, NY 10570

  • 3 Beds
  • 3 Baths
  • 2,050 Sq Ft
  • Built 1973

  Last Sold Summary

  • 8% Above List Price
  • $390/SF
  • 27 Days On Market

  Current Estimated Value $801,404

  Last Listing Agent Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

  35 Lenox Ave, Pleasantville, NY 10570
• 

  Est $1,495,333

  Not Listed For Sale

  4 Watch Hill Rd, Pleasantville, NY 10570

  • 4 Beds
  • 2.5 Baths
  • 3,456 Sq Ft
  • Built 1984

  4 Watch Hill Rd, Pleasantville, NY 10570

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Maura Mcspedon William Raveis Real Estate
• 

  $574,000

  Sold Dec 19, 2025

  36 Foxwood Dr Unit 6, Pleasantville, NY 10570

  • 2 Beds
  • 1.5 Baths
  • 1,036 Sq Ft
  • Built 1977

  Last Sold Summary

  • 4% Below List Price
  • $554/SF
  • 43 Days On Market

  Current Estimated Value $593,179

  Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

  36 Foxwood Dr Unit 6, Pleasantville, NY 10570
• 

  Est $1,273,667

  Not Listed For Sale

  698 Bear Ridge Rd, Pleasantville, NY 10570

  • 3 Beds
  • 2 Baths
  • 2,779 Sq Ft
  • Built 1980

  698 Bear Ridge Rd, Pleasantville, NY 10570

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Keri Cipriano William Raveis Real Estate
• 

  $1,330,000

  Sold Nov 10, 2025

  2 Cecilia Ln, Pleasantville, NY 10570

  • 3 Beds
  • 2.5 Baths
  • 2,594 Sq Ft
  • Built 1976

  Last Sold Summary

  • 27% Above List Price
  • $513/SF
  • 11 Days On Market

  Current Estimated Value $1,353,667

  Last Listing Agent Kim Tromba Keller Williams Prestige Prop

  2 Cecilia Ln, Pleasantville, NY 10570
• 

  Est $2,281,667

  Not Listed For Sale

  19 Trapping Way, Pleasantville, NY 10570

  • 5 Beds
  • 6 Baths
  • 4,771 Sq Ft
  • Built 1984

  19 Trapping Way, Pleasantville, NY 10570

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Stacey Sporn William Raveis Real Estate

Showing Results 81 - 120, Page 3 of 18