Recently Sold Chester, NY Homes

• 

  $310,000 Sold Jul 21, 2025

  4706 Whispering Hills, Chester, NY 10918

  • 2 Beds
  • 1.5 Baths
  • 1,086 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Above List Price
  • $285/SF
  • 18 Days On Market

  Current Estimated Value $308,107

  Last Listing Agent Jessica Evans Keller Williams Hudson Valley

  4706 Whispering Hills, Chester, NY 10918
• 

  $265,000 Sold Jul 11, 2025

  10 El Dorado Trail, Chester, NY 10918

  • Land
  • 6.3 Acres
  • $42,063 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 152 Days On Market

  Current Estimated Value $258,515

  Last Listing Agent Lisandra Rivera Keller Williams Realty

  10 El Dorado Trail, Chester, NY 10918
• 

  $750,000 Sold May 15, 2025

  16 Spectrum Dr, Chester, NY 10918

  • 3 Beds
  • 4 Baths
  • 2,276 Sq Ft
  • Built 1999

  Last Sold Summary

  • 5% Above List Price
  • $330/SF
  • 16 Days On Market

  Current Estimated Value $735,464

  Last Listing Agent John Olivero Keller Williams Realty

  16 Spectrum Dr, Chester, NY 10918
• 

  $800,000 Sold Jun 06, 2025

  118 Murray Dr, Chester, NY 10918

  • 5 Beds
  • 4 Baths
  • 3,418 Sq Ft
  • Built 1978

  Last Sold Summary

  • 6% Below List Price
  • $234/SF
  • 110 Days On Market

  Current Estimated Value $801,797

  Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

  118 Murray Dr, Chester, NY 10918
• 

  $429,000 Sold Feb 06, 2026

  451 Meri Ln, Monroe, NY 10950

  • 3 Beds
  • 3.5 Baths
  • 1,698 Sq Ft
  • Built 2001

  Last Sold Summary

  • 8% Above List Price
  • $253/SF
  • 20 Days On Market

  Current Estimated Value $397,099

  Last Listing Agent Gary Silberstein Keller Williams Valley Realty

  451 Meri Ln, Monroe, NY 10950
• 

  $560,000 Sold Jul 01, 2025

  92 Pickerel Rd, Monroe, NY 10950

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft
  • Built 1969

  Last Sold Summary

  • 2% Below List Price
  • $278/SF
  • 148 Days On Market

  Current Estimated Value $568,646

  Last Listing Agent Richard Wawrynek Howard Hanna Rand Realty

  92 Pickerel Rd, Monroe, NY 10950
• 

  $369,900 Sold Jan 22, 2026

  18 Oakland Ave, Chester, NY 10918

  • 2 Beds
  • 1 Bath
  • 1,084 Sq Ft
  • Built 1955

  Last Sold Summary

  • $341/SF
  • 24 Days On Market

  Current Estimated Value $367,483

  Last Listing Agent Claude Brischoux Keller Williams Realty

  18 Oakland Ave, Chester, NY 10918
• 

  

  /40

  $320,000 Sold Oct 03, 2025

  13 Dewey Rd, Chester, NY 12860

  • 2 Beds
  • 1 Bath
  • 1,155 Sq Ft
  • Built 2004

  Last Sold Summary

  • 10% Below List Price
  • $277/SF
  • 92 Days On Market

  Current Estimated Value $319,204

  Last Listing Agent James Nester Cork Nester's True North Prop

  13 Dewey Rd, Chester, NY 12860
• 

  

  /8

  $110,000 Sold Dec 18, 2025

  L1.1 Elk Glade Rd, Chester, NY 12817

  • Land
  • 1.24 Acres
  • $88,710 per Acre

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Saraha Millington Gallo Realty ADK Inc

  L1.1 Elk Glade Rd, Chester, NY 12817
• 

  $475,000 Sold Apr 22, 2025

  397 Bellvale Rd, Chester, NY 10918

  • 2 Beds
  • 2 Baths
  • 1,452 Sq Ft
  • Built 1983

  Last Sold Summary

  • $327/SF
  • 45 Days On Market

  Current Estimated Value $478,069

  Last Listing Agent Juan Bautista Serhant LLC

  397 Bellvale Rd, Chester, NY 10918
• 

  $270,000 Sold Apr 28, 2025

  1213 Whispering Hills, Chester, NY 10918

  • 2 Beds
  • 1 Bath
  • 1,084 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Below List Price
  • $249/SF
  • 94 Days On Market

  Current Estimated Value $274,609

  Last Listing Agent Nicholas D'Aloisio Keller Williams Rlty Integrity

  1213 Whispering Hills, Chester, NY 10918
• 

  

  /13

  $79,500 Sold Dec 09, 2025

  L12 Adirondack Heights Rd Unit Lot 6, Chester, NY 12817

  • Land
  • 14.7 Acres
  • $5,408 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 110 Days On Market

  Last Listing Agent Julia Pucciarelli Gallo Realty ADK Inc

  L12 Adirondack Heights Rd Unit Lot 6, Chester, NY 12817
• 

  $550,000 Sold Mar 09, 2026

  12 Juniper Ln, Monroe, NY 10950

  • 4 Beds
  • 3 Baths
  • 2,288 Sq Ft
  • Built 1972

  Last Sold Summary

  • 4% Below List Price
  • $240/SF
  • 120 Days On Market

  Current Estimated Value $544,185

  Last Listing Agent Shaylene Neumann Houlihan Lawrence Inc.

  12 Juniper Ln, Monroe, NY 10950
• 

  $782,000 Sold Apr 03, 2025

  152 Gibson Hill Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 3,176 Sq Ft
  • Built 1997

  Last Sold Summary

  • 5% Below List Price
  • $246/SF
  • 230 Days On Market

  Current Estimated Value $773,727

  Last Listing Agent Kimberly Corkum Keller Williams Realty

  152 Gibson Hill Rd, Chester, NY 10918
• 

  $75,000 Sold Jul 09, 2025

  31 Leone Ln, Chester, NY 10918

  • Land
  • 7.5 Acres
  • $10,000 per Acre

  Last Sold Summary

  • 50% Below List Price
  • 73 Days On Market

  Last Listing Agent Carole McCann Hudson Heritage Realty

  31 Leone Ln, Chester, NY 10918
• 

  $665,000 Sold Jul 15, 2025

  174 Creamery Pond Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,608 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $255/SF
  • 27 Days On Market

  Current Estimated Value $675,162

  Last Listing Agent Michele Tobin Keller Williams Realty

  174 Creamery Pond Rd, Chester, NY 10918
• 

  $465,000 Sold Aug 04, 2025

  559 Laroe Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1970

  Last Sold Summary

  • 11% Below List Price
  • $245/SF
  • 239 Days On Market

  Current Estimated Value $468,095

  Last Listing Agent Eliezer Safdie Sage Realty Center LLC

  559 Laroe Rd, Chester, NY 10918
• 

  $501,500 Sold Mar 03, 2026

  16 Mari Rd, Chester, NY 10918

  • 4 Beds
  • 3 Baths
  • 2,098 Sq Ft
  • Built 1970

  Last Sold Summary

  • $239/SF
  • 75 Days On Market

  Current Estimated Value $501,890

  Last Listing Agent Kimberly Corkum Keller Williams Realty

  16 Mari Rd, Chester, NY 10918
• 

  $457,500 Sold Jul 25, 2025

  12 Mari Rd, Chester, NY 10918

  • 4 Beds
  • 1.5 Baths
  • 1,842 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Below List Price
  • $248/SF
  • 32 Days On Market

  Current Estimated Value $460,344

  Last Listing Agent Ryan Degnan Howard Hanna Rand Realty

  12 Mari Rd, Chester, NY 10918
• 

  $675,000 Sold Feb 20, 2026

  23 Pewter Cir, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,318 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Above List Price
  • $291/SF
  • 21 Days On Market

  Current Estimated Value $646,039

  Last Listing Agent Rosemary DelliCarpini eXp Realty

  23 Pewter Cir, Chester, NY 10918
• 

  $345,000 Sold Aug 05, 2025

  326 Heritage Ln, Monroe, NY 10950

  • 3 Beds
  • 2.5 Baths
  • 1,698 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Below List Price
  • $203/SF
  • 37 Days On Market

  Current Estimated Value $353,800

  Last Listing Agent Ernie Acampora River Realty Services, Inc.

  326 Heritage Ln, Monroe, NY 10950
• 

  $749,900 Sold Apr 18, 2025

  2 Grand View Terrace, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 3,480 Sq Ft
  • Built 2004

  Last Sold Summary

  • $215/SF
  • 29 Days On Market

  Current Estimated Value $732,408

  Last Listing Agent Randolph Rogers eXp Realty

  2 Grand View Terrace, Chester, NY 10918
• 

  $30,000 Sold Oct 03, 2025

  0 William Hill Rd, Chester, NY 12817

  • Land
  • 2.95 Acres
  • $10,169 per Acre

  Last Sold Summary

  • 55% Below List Price
  • 99 Days On Market

  Last Listing Agent Jason Minch William Raveis-New York LLC

  0 William Hill Rd, Chester, NY 12817
• 

  $555,000 Sold Oct 21, 2025

  114 Old Mansion Rd, Chester, NY 10918

  • 4 Beds
  • 2 Baths
  • 3,330 Sq Ft
  • Built 1930

  Last Sold Summary

  • 21% Below List Price
  • $167/SF
  • 76 Days On Market

  Current Estimated Value $596,550

  Last Listing Agent Hershel Lowy Master Realty Group Inc.

  114 Old Mansion Rd, Chester, NY 10918
• 

  $725,000 Sold Jun 30, 2025

  56 Sunset Ridge Rd, Monroe, NY 10950

  • 4 Beds
  • 4 Baths
  • 3,626 Sq Ft
  • Built 1993

  Last Sold Summary

  • 1% Above List Price
  • $200/SF
  • 34 Days On Market

  Current Estimated Value $756,952

  Last Listing Agent Moses Schreiber MS Realty Group USA, Inc

  56 Sunset Ridge Rd, Monroe, NY 10950
• 

  $669,000 Sold Jan 12, 2026

  2 Dawn Ct, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 3,092 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Below List Price
  • $216/SF
  • 76 Days On Market

  Current Estimated Value $669,430

  Last Listing Agent Dulce M Ferrera Keller Williams Hudson Valley

  2 Dawn Ct, Chester, NY 10918
• 

  $222,000 Sold Nov 21, 2025

  42 Heaton Rd, Monroe, NY 10950

  • 2 Beds
  • 1 Bath
  • 484 Sq Ft
  • Built 1950

  Last Sold Summary

  • 1% Below List Price
  • $459/SF
  • 63 Days On Market

  Current Estimated Value $231,546

  Last Listing Agent Maureen Schroder Keller Williams Valley Realty

  42 Heaton Rd, Monroe, NY 10950
• 

  $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 $617,302

  Last Listing Agent Dean Diltz Keller Williams Realty

  81 Hambletonian Rd, Chester, NY 10918
• 

  $480,000 Sold Jan 26, 2026

  24 Oak Dr, Monroe, NY 10950

  • 3 Beds
  • 2 Baths
  • 1,662 Sq Ft
  • Built 1965

  Last Sold Summary

  • 2% Above List Price
  • $289/SF
  • 35 Days On Market

  Current Estimated Value $482,525

  Last Listing Agent Jay Himelson Howard Hanna Rand Realty

  24 Oak Dr, Monroe, NY 10950
• 

  

  /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
• 

  $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
• 

  $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

  Current Estimated Value $524,781

  Last Listing Agent Amy Wilhelm Corcoran Baer & McIntosh

  358 Bull Mill 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 $420,329

  Last Listing Agent Devon King HomeSmart Homes & Estates

  31 Darin Rd, Warwick, NY 10990
• 

  $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

  Current Estimated Value $418,139

  Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

  8 Hom St, 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 $460,659

  Last Listing Agent Matthew Skowronski HomeSmart Homes & Estates

  4 Wood Rd, 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 $741,398

  Last Listing Agent John Stika Keller Williams Realty

  137 Creamery Pond 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 $602,355

  Last Listing Agent Alissa Taylor-Vetell Keller Williams Realty

  7 Cambridge Cir, Monroe, NY 10950
• 

  $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
• 

  $505,000 Sold Feb 26, 2026

  25 High St, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,898 Sq Ft
  • Built 1850

  Last Sold Summary

  • 4% Below List Price
  • $174/SF
  • 192 Days On Market

  Current Estimated Value $521,099

  Last Listing Agent Alicia Goldman Christie's Int. Real Estate

  25 High St, 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 $317,382

  Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

  2607 Whispering Hills, Chester, NY 10918

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