Chester, NY Homes

• 

  $612,500 Sold Sep 05, 2025

  81 Hambletonian Rd, Chester, NY 10918

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Below List Price
  • $316/SF
  • 23 Days On Market

  Current Estimated Value $633,392

  Last Listing Agent Dean Diltz Keller Williams Realty

  81 Hambletonian Rd, Chester, NY 10918
• 

  Est $476,363 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  30 Trotting Dr, Chester, NY 10918

  30 Trotting Dr, Chester, NY 10918
• 

  

  

  /5

  $41,500 Sold Apr 28, 2025

  L34 Lane Rd, Chester, NY 12853

  • Land
  • 3.54 Acres
  • $11,723 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 27 Days On Market

  Last Listing Agent Julia Pucciarelli Gallo Realty ADK Inc

  L34 Lane Rd, Chester, NY 12853
• 

  Est $613,965 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,770 Sq Ft

  38 Park Dr, Chester, NY 10918

  38 Park Dr, Chester, NY 10918
• 

  $338,000 Sold May 15, 2025

  4120 Whispering Hills Dr, Chester, NY 10918

  • 2 Beds
  • 1.5 Baths
  • 1,282 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $264/SF
  • 69 Days On Market

  Last Listing Agent Joseph Paoli Howard Hanna Rand Realty

  4120 Whispering Hills Dr, Chester, NY 10918
• 

  Est $543,239 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,718 Sq Ft

  26 Bridle Ln, Chester, NY 10918

  26 Bridle Ln, Chester, NY 10918
• 

  $499,000 Sold Oct 23, 2025

  358 Bull Mill Rd, Chester, NY 10918

  • 5 Beds
  • 2.5 Baths
  • 3,120 Sq Ft
  • Built 1840

  Last Sold Summary

  • $160/SF
  • 40 Days On Market

  Last Listing Agent Amy Wilhelm Corcoran Baer & McIntosh

  358 Bull Mill Rd, Chester, NY 10918
• 

  Est $616,590 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,136 Sq Ft

  77 Surrey Rd, Chester, NY 10918

  77 Surrey Rd, Chester, NY 10918
• 

  $420,000 Sold Apr 07, 2025

  31 Darin Rd, Warwick, NY 10990

  • 3 Beds
  • 2.5 Baths
  • 2,067 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Above List Price
  • $203/SF
  • 24 Days On Market

  Current Estimated Value $423,404

  Last Listing Agent Devon King HomeSmart Homes & Estates

  31 Darin Rd, Warwick, NY 10990
• 

  Est $653,861 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,989 Sq Ft

  81 Hambletonian Ave, Chester, NY 10918

  81 Hambletonian Ave, Chester, NY 10918
• 

  $425,000 Sold Oct 16, 2025

  8 Hom St, Chester, NY 10918

  • 3 Beds
  • 1.5 Baths
  • 1,410 Sq Ft
  • Built 1962

  Last Sold Summary

  • 11% Below List Price
  • $301/SF
  • 74 Days On Market

  Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

  8 Hom St, Chester, NY 10918
• 

  Est $531,036 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,583 Sq Ft

  50 Hambletonian Ave, Chester, NY 10918

  50 Hambletonian Ave, Chester, NY 10918
• 

  $1,247,500 Sold Feb 14, 2025

  6 Silvertail Rd, Chester, NY 10918

  • 6 Beds
  • 4.5 Baths
  • 5,127 Sq Ft
  • Built 1794

  Last Sold Summary

  • 24% Below List Price
  • $243/SF
  • 304 Days On Market

  Current Estimated Value $1,356,694

  Last Listing Agent MaryBeth O'Hara Ellis Sotheby's Intl Realty

  6 Silvertail Rd, Chester, NY 10918
• 

  Est $465,276 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  11 Trotting Dr, Chester, NY 10918

  11 Trotting Dr, Chester, NY 10918
• 

  $475,000 Sold Sep 08, 2025

  4 Wood Rd, Chester, NY 10918

  • 4 Beds
  • 1.5 Baths
  • 1,554 Sq Ft
  • Built 1960

  Last Sold Summary

  • $306/SF
  • 73 Days On Market

  Current Estimated Value $467,711

  Last Listing Agent Matthew Skowronski HomeSmart Homes & Estates

  4 Wood Rd, Chester, NY 10918
• 

  Est $535,675 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,760 Sq Ft

  7 Park Dr, Chester, NY 10918

  7 Park Dr, Chester, NY 10918
• 

  $285,000 Sold Jan 30, 2025

  1807 Whispering Hills, Chester, NY 10918

  • 2 Beds
  • 1.5 Baths
  • 1,086 Sq Ft
  • Built 1984

  Last Sold Summary

  • 5% Below List Price
  • $262/SF
  • 91 Days On Market

  Current Estimated Value $301,964

  Last Listing Agent Amanda Rivera Sepulveda Keller Williams Realty

  1807 Whispering Hills, Chester, NY 10918
• 

  Est $479,463 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,724 Sq Ft

  15 Park Dr, Chester, NY 10918

  15 Park Dr, Chester, NY 10918
• 

  $750,000 Sold Apr 25, 2025

  137 Creamery Pond Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,822 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Above List Price
  • $266/SF
  • 53 Days On Market

  Current Estimated Value $770,634

  Last Listing Agent John Stika Keller Williams Realty

  137 Creamery Pond Rd, Chester, NY 10918
• 

  Est $437,954 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,780 Sq Ft

  52 Surrey Rd, Chester, NY 10918

  52 Surrey Rd, Chester, NY 10918
• 

  $585,000 Sold Aug 27, 2025

  7 Cambridge Cir, Monroe, NY 10950

  • 4 Beds
  • 2.5 Baths
  • 2,516 Sq Ft
  • Built 1992

  Last Sold Summary

  • $233/SF
  • 57 Days On Market

  Current Estimated Value $602,686

  Last Listing Agent Alissa Taylor-Vetell Keller Williams Realty

  7 Cambridge Cir, Monroe, NY 10950
• 

  Est $483,889 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  21 Park Dr, Chester, NY 10918

  21 Park Dr, Chester, NY 10918
• 

  $210,000 Sold Aug 13, 2025

  0 Kings Highway Bypass Unit ONEH6331362, Chester, NY 10918

  • Land
  • 3.8 Acres
  • $55,263 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 268 Days On Market

  Last Listing Agent Ciro Gagliardi Keller Williams Realty

  0 Kings Highway Bypass Unit ONEH6331362, Chester, NY 10918
• 

  Est $492,160 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  18 Park Dr, Chester, NY 10918

  18 Park Dr, Chester, NY 10918
• 

  $325,000 Sold Mar 25, 2025

  2607 Whispering Hills, Chester, NY 10918

  • 2 Beds
  • 1.5 Baths
  • 1,086 Sq Ft
  • Built 1984

  Last Sold Summary

  • 2% Above List Price
  • $299/SF
  • 44 Days On Market

  Current Estimated Value $333,766

  Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

  2607 Whispering Hills, Chester, NY 10918
• 

  Est $587,170 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,420 Sq Ft

  27 Natures Trail, Chester, NY 10918

  27 Natures Trail, Chester, NY 10918
• 

  $459,000 Sold Aug 19, 2025

  15 Vivian Ln, Chester, NY 10918

  • 4 Beds
  • 2 Baths
  • 1,872 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Above List Price
  • $245/SF
  • 25 Days On Market

  Current Estimated Value $470,823

  Last Listing Agent Joseph Giglio Keller Williams Realty

  15 Vivian Ln, Chester, NY 10918
• 

  Est $804,116 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,612 Sq Ft

  50 Ruth Ln, Chester, NY 10918

  50 Ruth Ln, Chester, NY 10918
• 

  $609,000 Sold May 30, 2025

  2 Bell Way, Chester, NY 10918

  • 3 Beds
  • 3 Baths
  • 2,032 Sq Ft
  • Built 2019

  Last Sold Summary

  • 6% Above List Price
  • $300/SF
  • 50 Days On Market

  Current Estimated Value $614,488

  Last Listing Agent Shia Lieberman Blooming Realty

  2 Bell Way, Chester, NY 10918
• 

  Est $529,115 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  351 Sugarloaf Mountain Rd, Chester, NY 10918

  351 Sugarloaf Mountain Rd, Chester, NY 10918
• 

  $800,000 Sold Jan 24, 2025

  392 Bellvale Rd, Chester, NY 10918

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1993

  Last Sold Summary

  • 8% Below List Price
  • $421/SF
  • 68 Days On Market

  Current Estimated Value $762,507

  Last Listing Agent Mitchell Kass eXp Realty

  392 Bellvale Rd, Chester, NY 10918
• 

  Est $643,588 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,720 Sq Ft

  30 Lake Station Rd, Warwick, NY 10990

  30 Lake Station Rd, Warwick, NY 10990
• 

  $305,000 Sold Feb 24, 2025

  27 Darin Rd, Warwick, NY 10990

  • 2 Beds
  • 2.5 Baths
  • 1,276 Sq Ft
  • Built 1987

  Last Sold Summary

  • $239/SF
  • 28 Days On Market

  Current Estimated Value $328,694

  Last Listing Agent Lauren Donati Homes By Yara Realty Group LLC

  27 Darin Rd, Warwick, NY 10990
• 

  Est $929,926 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,190 Sq Ft

  110 Ridge Rd, Chester, NY 10918

  110 Ridge Rd, Chester, NY 10918
• 

  $340,000 Sold Jun 25, 2025

  904 Swan Hollow Rd, Monroe, NY 10950

  • 3 Beds
  • 2.5 Baths
  • 1,320 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Below List Price
  • $258/SF
  • 125 Days On Market

  Current Estimated Value $345,686

  Last Listing Agent Stephen Ramundo Keller Williams Valley Realty

  904 Swan Hollow Rd, Monroe, NY 10950
• 

  Est $400,168 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,470 Sq Ft

  1207 Kings Hwy, Chester, NY 10918

  1207 Kings Hwy, Chester, NY 10918
• 

  $340,000 Sold Oct 15, 2025

  2503 Whispering Hills, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 1,316 Sq Ft
  • Built 1986

  Last Sold Summary

  • 8% Below List Price
  • $258/SF
  • 59 Days On Market

  Last Listing Agent Sonia Gonzalez Keller Williams Hudson Valley

  2503 Whispering Hills, Chester, NY 10918
• 

  Est $665,353 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,310 Sq Ft

  63 Hambletonian Rd, Chester, NY 10918

  63 Hambletonian Rd, Chester, NY 10918
• 

  $415,000 Sold Jul 03, 2025

  12 Oak St, Chester, NY 10918

  • 3 Beds
  • 1 Bath
  • 1,038 Sq Ft
  • Built 1959

  Last Sold Summary

  • 5% Above List Price
  • $400/SF
  • 24 Days On Market

  Current Estimated Value $411,714

  Last Listing Agent Jennifer Loprieno Howard Hanna Rand Realty

  12 Oak St, Chester, NY 10918
• 

  Est $602,797 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,680 Sq Ft

  73 Hambletonian Rd, Chester, NY 10918

  73 Hambletonian Rd, Chester, NY 10918

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