Recently Sold Chester, NY Homes

• 

  $285,000 Sold Mar 31, 2025

  101 Mountain Laurel Dr Unit 1A, Monroe, NY 10950

  • 2 Beds
  • 2.5 Baths
  • 1,344 Sq Ft
  • Built 1979

  Last Sold Summary

  • $212/SF
  • 57 Days On Market

  Current Estimated Value $303,354

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  101 Mountain Laurel Dr Unit 1A, Monroe, NY 10950
• 

  $530,000 Sold May 19, 2025

  3 Grant Dr, Monroe, NY 10950

  • 3 Beds
  • 2 Baths
  • 1,932 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Above List Price
  • $274/SF
  • 21 Days On Market

  Current Estimated Value $540,869

  Last Listing Agent Rosalie Cook Weichert Realtors

  3 Grant Dr, Monroe, NY 10950
• 

  $490,900 Sold Feb 13, 2025

  220 Glenmere Rd, Chester, NY 10918

  • 3 Beds
  • 1.5 Baths
  • 1,268 Sq Ft
  • Built 1972

  Last Sold Summary

  • $387/SF
  • 159 Days On Market

  Current Estimated Value $495,995

  Last Listing Agent Kathy Dawson Howard Hanna Rand Realty

  220 Glenmere Rd, Chester, NY 10918
• 

  $869,000 Sold May 05, 2025

  46 Brookview Dr, Monroe, NY 10950

  • 5 Beds
  • 5 Baths
  • 4,200 Sq Ft
  • Built 1993

  Last Sold Summary

  • 3% Below List Price
  • $207/SF
  • 146 Days On Market

  Current Estimated Value $897,033

  Last Listing Agent David White Owner Entry.com

  46 Brookview Dr, Monroe, NY 10950
• 

  $185,000 Sold Jan 16, 2025

  115 Green Meadows Way, Chester, NY 10918

  • 1 Bed
  • 1.5 Baths
  • 747 Sq Ft
  • Built 1987

  Last Sold Summary

  • 10% Above List Price
  • $248/SF
  • 13 Days On Market

  Current Estimated Value $193,498

  Last Listing Agent Guy Cusumano Howard Hanna Rand Realty

  115 Green Meadows Way, Chester, NY 10918
• 

  $800,000 Sold Sep 15, 2025

  10 Spectrum Dr, Chester, NY 10918

  • 5 Beds
  • 4 Baths
  • 4,496 Sq Ft
  • Built 1991

  Last Sold Summary

  • 11% Below List Price
  • $178/SF
  • 24 Days On Market

  Current Estimated Value $826,414

  Last Listing Agent David Hopstein eRealty Advisors, Inc

  10 Spectrum Dr, Chester, NY 10918
• 

  $607,700 Sold Apr 29, 2025

  142 Laroe Rd, Chester, NY 10918

  • 5 Beds
  • 3.5 Baths
  • 3,385 Sq Ft
  • Built 1981

  Last Sold Summary

  • 3% Below List Price
  • $180/SF
  • 107 Days On Market

  Current Estimated Value $655,868

  Last Listing Agent Peter Persaud HomeSmart Homes & Estates

  142 Laroe Rd, Chester, NY 10918
• 

  

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  $189,500 Sold Jun 02, 2025

  L47 Cobble Creek Rd, Chester, NY 12853

  • Land
  • 97.28 Acres
  • $1,948 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 11 Days On Market

  Last Listing Agent Sara Gallipo-Sammis Century 21 - Adirondacks

  L47 Cobble Creek Rd, Chester, NY 12853
• 

  $555,000 Sold Sep 18, 2025

  13 Tulip Ln Unit 4, Monroe, NY 10950

  • 3 Beds
  • 2 Baths
  • 1,844 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Above List Price
  • $301/SF
  • 87 Days On Market

  Current Estimated Value $545,287

  Last Listing Agent Courtney Tablante Keller Williams Realty

  13 Tulip Ln Unit 4, Monroe, NY 10950
• 

  $420,000 Sold Mar 14, 2025

  18 Academy Ave, Chester, NY 10918

  • 1,371 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Below List Price
  • $306/SF
  • 52 Days On Market

  Current Estimated Value $436,042

  Last Listing Agent Jason Dillon eXp Realty

  18 Academy Ave, Chester, NY 10918
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  $810,000 Sold Mar 11, 2025

  16 Heritage Ln, Chester, NY 12817

  • 5 Beds
  • 5 Baths
  • 5,000 Sq Ft
  • Built 2006

  Last Sold Summary

  • 7% Below List Price
  • $162/SF
  • 25 Days On Market

  Current Estimated Value $853,156

  Last Listing Agent Catherine Delf KW Platform

  16 Heritage Ln, Chester, NY 12817
• 

  $550,000 Sold Apr 23, 2025

  16 Fernglade Ct, Chester, NY 10918

  • 4 Beds
  • 3 Baths
  • 3,327 Sq Ft
  • Built 1973

  Last Sold Summary

  • 13% Above List Price
  • $165/SF
  • 12 Days On Market

  Current Estimated Value $644,581

  Last Listing Agent Kim Chiapperino RE/MAX Benchmark Realty Group

  16 Fernglade Ct, Chester, NY 10918
• 

  

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  $58,450 Sold Feb 06, 2025

  L26 Marina Rd Unit Subdivision Lot 3, Chester, NY 12817

  • Land
  • 0.89 Acre
  • $65,674 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 16 Days On Market

  Last Listing Agent John Palermo John R. Palermo

  L26 Marina Rd Unit Subdivision Lot 3, Chester, NY 12817
• 

  $602,000 Sold Feb 13, 2025

  19 Mount Ridge Ct, Monroe, NY 10950

  • 4 Beds
  • 2.5 Baths
  • 2,698 Sq Ft
  • Built 2000

  Last Sold Summary

  • 9% Above List Price
  • $223/SF
  • 15 Days On Market

  Current Estimated Value $624,462

  Last Listing Agent Christian Baez Keller Williams Hudson Valley

  19 Mount Ridge Ct, Monroe, NY 10950
• 

  $720,000 Sold Feb 05, 2025

  14 Country Woods Dr, Chester, NY 10918

  • 5 Beds
  • 3.5 Baths
  • 3,955 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Below List Price
  • $182/SF
  • 62 Days On Market

  Current Estimated Value $776,963

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  14 Country Woods Dr, Chester, NY 10918
• 

  $565,000 Sold Jan 23, 2025

  86 Brimstone Mountain Rd, Chester, NY 10918

  • 3 Beds
  • 2 Baths
  • 1,817 Sq Ft
  • Built 1980

  Last Sold Summary

  • 4% Above List Price
  • $311/SF
  • 91 Days On Market

  Current Estimated Value $602,084

  Last Listing Agent Kimberly Starks Howard Hanna Rand Realty

  86 Brimstone Mountain Rd, Chester, NY 10918
• 

  $960,000 Sold Jun 05, 2025

  53 Gibson Hill Rd, Chester, NY 10918

  • 5 Beds
  • 4 Baths
  • 5,312 Sq Ft
  • Built 2010

  Last Sold Summary

  • 4% Below List Price
  • $181/SF
  • 45 Days On Market

  Current Estimated Value $1,005,421

  Last Listing Agent Roxanne Hartman Timothy W. Kramer

  53 Gibson Hill Rd, Chester, NY 10918
• 

  $380,000 Sold Jul 30, 2025

  3816 Whispering Hills, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 1,331 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Above List Price
  • $285/SF
  • 28 Days On Market

  Current Estimated Value $386,408

  Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

  3816 Whispering Hills, Chester, NY 10918
• 

  $370,000 Sold Dec 31, 2024

  22 Trotting Dr, Chester, NY 10918

  • 3 Beds
  • 1 Bath
  • 1,024 Sq Ft
  • Built 1968

  Last Sold Summary

  • $361/SF
  • 29 Days On Market

  Current Estimated Value $379,379

  Last Listing Agent Diane Blanton Howard Hanna Rand Realty

  22 Trotting Dr, Chester, NY 10918
• 

  $460,000 Sold Mar 24, 2025

  14 Mari Rd, Chester, NY 10918

  • 3 Beds
  • 1.5 Baths
  • 1,926 Sq Ft
  • Built 1970

  Last Sold Summary

  • 10% Above List Price
  • $239/SF
  • 12 Days On Market

  Current Estimated Value $482,354

  Last Listing Agent Martha Randazzo Howard Hanna Rand Realty

  14 Mari Rd, Chester, NY 10918
• 

  $799,900 Sold Sep 15, 2025

  40 Mountainside Dr, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 2024

  Last Sold Summary

  • $320/SF
  • 47 Days On Market

  Current Estimated Value $650,375

  Last Listing Agent Karen Gauvin Our House Real Estate Group

  40 Mountainside Dr, Chester, NY 10918
• 

  $565,000 Sold Feb 27, 2025

  9 Laroc Rd, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 1,810 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Above List Price
  • $312/SF
  • 11 Days On Market

  Current Estimated Value $592,787

  Last Listing Agent Nathen Singer MK Realty Inc

  9 Laroc Rd, Chester, NY 10918
• 

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  $87,500 Sold Aug 18, 2025

  L7 Atateka Dr, Chester, NY 12817

  • Land
  • 6.38 Acres
  • $13,715 per Acre

  Last Sold Summary

  • 47% Below List Price
  • 608 Days On Market

  Last Listing Agent Jill Brady Hunt ERA

  L7 Atateka Dr, Chester, NY 12817
• 

  $334,900 Sold Jun 20, 2025

  1610 Whispering Hills, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 1,331 Sq Ft
  • Built 1984

  Last Sold Summary

  • 6% Below List Price
  • $252/SF
  • 185 Days On Market

  Current Estimated Value $344,999

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  1610 Whispering Hills, Chester, NY 10918
• 

  $320,000 Sold Dec 12, 2025

  2317 Whispering Hills, Chester, NY 10918

  • 2 Beds
  • 1.5 Baths
  • 1,072 Sq Ft
  • Built 1984

  Last Sold Summary

  • 7% Above List Price
  • $299/SF
  • 20 Days On Market

  Last Listing Agent Jeffrey Morrissey HomeSmart Homes & Estates

  2317 Whispering Hills, Chester, NY 10918
• 

  $845,000 Sold Dec 18, 2025

  11 Saddle Hill Rd, Chester, NY 10918

  • 4 Beds
  • 4 Baths
  • 3,489 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Below List Price
  • $242/SF
  • 97 Days On Market

  Last Listing Agent Alissa Taylor-Vetell Keller Williams Realty

  11 Saddle Hill Rd, Chester, NY 10918
• 

  $560,000 Sold Aug 19, 2025

  21 Jeffrey Dr, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 1993

  Last Sold Summary

  • 6% Above List Price
  • $250/SF
  • 37 Days On Market

  Current Estimated Value $572,816

  Last Listing Agent Kevin Tuhy Keller Williams Realty

  21 Jeffrey Dr, Chester, NY 10918
• 

  $315,000 Sold May 06, 2025

  2706 Whispering Hills, Chester, NY 10918

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

  Last Sold Summary

  • $290/SF
  • 72 Days On Market

  Current Estimated Value $323,651

  Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates

  2706 Whispering Hills, Chester, NY 10918
• 

  $500,000 Sold Oct 20, 2025

  15 Mari Rd, Chester, NY 10918

  • 4 Beds
  • 2 Baths
  • 1,888 Sq Ft
  • Built 1971

  Last Sold Summary

  • $265/SF
  • 56 Days On Market

  Last Listing Agent Nicholas Carbone HomeSmart Homes & Estates

  15 Mari Rd, Chester, NY 10918
• 

  $400,000 Sold Jul 28, 2025

  7 Garden St, Chester, NY 10918

  • 3 Beds
  • 2 Baths
  • 1,435 Sq Ft
  • Built 1900

  Last Sold Summary

  • $279/SF
  • 25 Days On Market

  Current Estimated Value $400,918

  Last Listing Agent Harmoni VanEtten eXp Realty

  7 Garden St, Chester, NY 10918
• 

  $690,000 Sold Jul 09, 2025

  2 Laura Dr, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,592 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Above List Price
  • $266/SF
  • 31 Days On Market

  Current Estimated Value $700,180

  Last Listing Agent Virginia Corbett eXp Realty

  2 Laura Dr, Chester, NY 10918
• 

  $367,500 Sold Aug 29, 2025

  3911 Whispering Hills, Chester, NY 10918

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Above List Price
  • $279/SF
  • 25 Days On Market

  Current Estimated Value $375,319

  Last Listing Agent Hershel Lowy Master Realty Group Inc.

  3911 Whispering Hills, Chester, NY 10918
• 

  $610,000 Sold Sep 19, 2025

  18 Grant Dr, Monroe, NY 10950

  • 4 Beds
  • 2.5 Baths
  • 2,144 Sq Ft
  • Built 1994

  Last Sold Summary

  • 6% Above List Price
  • $285/SF
  • 27 Days On Market

  Current Estimated Value $618,080

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  18 Grant Dr, Monroe, NY 10950
• 

  $536,000 Sold Aug 06, 2025

  16 Ayr Rd, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 1,716 Sq Ft
  • Built 1972

  Last Sold Summary

  • 9% Above List Price
  • $312/SF
  • 62 Days On Market

  Current Estimated Value $539,182

  Last Listing Agent Luanne McGann Century 21 Full Service Realty

  16 Ayr Rd, Chester, NY 10918
• 

  $369,900 Sold Feb 18, 2025

  1003 Whispering Hills, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 1,331 Sq Ft
  • Built 1984

  Last Sold Summary

  • $278/SF
  • 48 Days On Market

  Current Estimated Value $384,218

  Last Listing Agent Tristen Sierra Coldwell Banker Realty

  1003 Whispering Hills, Chester, NY 10918
• 

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  $75,000 Sold Nov 10, 2025

  6 E Shore Dr, Chester, NY 12817

  • Land
  • 0.67 Acre
  • $111,940 per Acre

  Last Sold Summary

  • 36% Above List Price
  • 5 Days On Market

  Last Listing Agent Michelle Decoteau KW Platform

  6 E Shore Dr, Chester, NY 12817
• 

  $339,000 Sold Apr 01, 2025

  3111 Whispering Hills Dr, Chester, NY 10918

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Built 1987

  Last Sold Summary

  • $258/SF
  • 50 Days On Market

  Last Listing Agent Annmarie Kovacs Howard Hanna Rand Realty

  3111 Whispering Hills Dr, Chester, NY 10918
• 

  $310,000 Sold Dec 10, 2025

  3107 Whispering Hills, Chester, NY 10918

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

  Last Sold Summary

  • 5% Below List Price
  • $285/SF
  • 143 Days On Market

  Last Listing Agent Hershel Lowy Master Realty Group Inc.

  3107 Whispering Hills, Chester, NY 10918
• 

  $700,000 Sold Jul 08, 2025

  138 Dug Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,452 Sq Ft
  • Built 1974

  Last Sold Summary

  • $285/SF
  • 49 Days On Market

  Current Estimated Value $706,925

  Last Listing Agent Jake Garay Serhant LLC

  138 Dug Rd, Chester, NY 10918
• 

  $290,000 Sold Jun 05, 2025

  4401 Whispering Hills Dr, Chester, NY 10918

  • 2 Beds
  • 1 Bath
  • 1,118 Sq Ft
  • Built 1989

  Last Sold Summary

  • 5% Above List Price
  • $259/SF
  • 30 Days On Market

  Current Estimated Value $301,774

  Last Listing Agent Annmarie Kovacs Howard Hanna Rand Realty

  4401 Whispering Hills Dr, Chester, NY 10918

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