6,821

Chester, NY Homes

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  • 20 Hubshop Rd, Chester, NY 10918

    $624,000 Sold Jun 23, 2025

    20 Hubshop Rd, Chester, NY 10918

    • 4 Beds
    • 2.5 Baths
    • 2,236 Sq Ft
    • Built 1999

    Last Sold Summary

    • 4% Below List Price
    • $279/SF
    • 66 Days On Market

    Current Estimated Value $649,336

    Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

    20 Hubshop Rd, Chester, NY 10918
    • 21 Park Dr, Chester, NY 10918

      Est $486,373 Not Listed For Sale

      21 Park Dr, Chester, NY 10918

      • 4 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 1967
      21 Park Dr, Chester, NY 10918

      Last Sold Summary

      • 6% Above List Price
      • $256/SF
      • 32 Days On Market
      • Last Sold Price $460,000
      • Jul 11, 2024

      Last Listing Agent Colin Seitz RE/MAX Benchmark Realty Group

  • 4503 Whispering Hills, Chester, NY 10918

    $330,000 Sold Aug 15, 2025

    4503 Whispering Hills, Chester, NY 10918

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

    Last Sold Summary

    • 12% Below List Price
    • $248/SF
    • 142 Days On Market

    Current Estimated Value $344,950

    Last Listing Agent Richard Baxter Keller Williams Realty

    4503 Whispering Hills, Chester, NY 10918
    • 18 Park Dr, Chester, NY 10918

      Est $492,115 Not Listed For Sale

      18 Park Dr, Chester, NY 10918

      • 4 Beds
      • 1.5 Baths
      • 1,800 Sq Ft
      • Built 1967
      18 Park Dr, Chester, NY 10918

      Last Sold Summary

      • 14% Above List Price
      • $239/SF
      • 24 Days On Market
      • Last Sold Price $430,000
      • Jul 20, 2023

      Last Listing Agent Stephen Negersmith HomeSmart Homes & Estates

  • 152 Lake Region Blvd, Monroe, NY 10950

    $551,225 Sold Jun 17, 2025

    152 Lake Region Blvd, Monroe, NY 10950

    • 4 Beds
    • 2.5 Baths
    • 1,916 Sq Ft
    • Built 1984

    Last Sold Summary

    • $288/SF
    • 38 Days On Market

    Current Estimated Value $557,119

    Last Listing Agent Raynilson Vasquez eXp Realty

    152 Lake Region Blvd, Monroe, NY 10950
    • 27 Natures Trail, Chester, NY 10918

      Est $603,750 Not Listed For Sale

      27 Natures Trail, Chester, NY 10918

      • 4 Beds
      • 2 Baths
      • 2,420 Sq Ft
      • Built 1966
      27 Natures Trail, Chester, NY 10918

      Last Sold Summary

      • 11% Above List Price
      • $225/SF
      • 78 Days On Market
      • Last Sold Price $545,000
      • Jan 05, 2024

      Last Listing Agent Nikki Grzegorzewski Keller Williams Realty

  • 55 Hudson St, Chester, NY 10918

    $460,000 Sold Jun 18, 2025

    55 Hudson St, Chester, NY 10918

    • 3 Beds
    • 2 Baths
    • 1,576 Sq Ft
    • Built 1956

    Last Sold Summary

    • 7% Above List Price
    • $292/SF
    • 20 Days On Market

    Current Estimated Value $471,429

    Last Listing Agent Lynelle Alessi Keller Williams Hudson Valley

    55 Hudson St, Chester, NY 10918
    • 2 Fields Ln, Chester, NY 10918

      Est $476,015 Not Listed For Sale

      2 Fields Ln, Chester, NY 10918

      • 3 Beds
      • 2.5 Baths
      • 2,604 Sq Ft
      • Built 1972
      2 Fields Ln, Chester, NY 10918

      Last Sold Summary

      • 15% Above List Price
      • $159/SF
      • 24 Days On Market
      • Last Sold Price $415,000
      • Apr 08, 2025

      Last Listing Agent Margaret Galatro ARC Realty 1 in Sales

  • 4309 Whispering Hills Dr, Chester, NY 10918

    $375,000 Sold Dec 11, 2025

    4309 Whispering Hills Dr, Chester, NY 10918

    • 3 Beds
    • 2.5 Baths
    • 1,355 Sq Ft
    • Built 1989

    Last Sold Summary

    • $277/SF
    • 27 Days On Market

    Current Estimated Value $380,719

    Last Listing Agent Sean Israelski Howard Hanna Rand Realty

    4309 Whispering Hills Dr, Chester, NY 10918
    • 50 Ruth Ln, Chester, NY 10918

      Est $805,076 Not Listed For Sale

      50 Ruth Ln, Chester, NY 10918

      • 4 Beds
      • 2.5 Baths
      • 2,612 Sq Ft
      • Built 1995
      50 Ruth Ln, Chester, NY 10918

      Last Sold Summary

      • 11% Above List Price
      • $278/SF
      • 24 Days On Market
      • Last Sold Price $725,000
      • Jul 17, 2023

      Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

  • 8 Country Woods Dr, Chester, NY 10918

    $700,000 Sold May 23, 2025

    8 Country Woods Dr, Chester, NY 10918

    • 5 Beds
    • 2.5 Baths
    • 3,120 Sq Ft
    • Built 2002

    Last Sold Summary

    • $224/SF
    • 49 Days On Market

    Current Estimated Value $739,532

    Last Listing Agent Sheyla Falesto Howard Hanna Rand Realty

    8 Country Woods Dr, Chester, NY 10918
    • 351 Sugarloaf Mountain Rd, Chester, NY 10918

      Est $551,307 Not Listed For Sale

      351 Sugarloaf Mountain Rd, Chester, NY 10918

      • 3 Beds
      • 2 Baths
      • 1,562 Sq Ft
      • Built 1993
      351 Sugarloaf Mountain Rd, Chester, NY 10918

      Last Sold Summary

      • 6% Above List Price
      • $333/SF
      • 28 Days On Market
      • Last Sold Price $520,000
      • Feb 22, 2024

      Last Listing Agent Kasey Malone BHG Real Estate Green Team

  • 3120 Whispering Hills, Chester, NY 10918

    $299,000 Sold Apr 07, 2026

    3120 Whispering Hills, Chester, NY 10918

    • 2 Beds
    • 1.5 Baths
    • 1,072 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $279/SF
    • 70 Days On Market

    Current Estimated Value $296,846

    Last Listing Agent Bente Brown John J Lease REALTORS Inc

    3120 Whispering Hills, Chester, NY 10918
    • 30 Lake Station Rd, Warwick, NY 10990

      Est $682,598 Not Listed For Sale

      30 Lake Station Rd, Warwick, NY 10990

      • 2 Beds
      • 2 Baths
      • 1,720 Sq Ft
      • Built 1986
      30 Lake Station Rd, Warwick, NY 10990

      Last Sold Summary

      • 5% Above List Price
      • $380/SF
      • 13 Days On Market
      • Last Sold Price $653,000
      • Sep 08, 2023

      Last Listing Agent Carol Buchanan BHG Real Estate Green Team

  • /11

    $29,000 Sold Nov 03, 2025

    L27 Carriage Knolls Rd, Chester, NY 12817

    • Land
    • 1.8 Acres
    • $16,111 per Acre

    Last Sold Summary

    • 71% Below List Price
    • 20 Days On Market

    Last Listing Agent Walter Swartz Gallo Realty ADK Inc

    L27 Carriage Knolls Rd, Chester, NY 12817
    • 110 Ridge Rd, Chester, NY 10918

      Est $955,481 Not Listed For Sale

      110 Ridge Rd, Chester, NY 10918

      • 4 Beds
      • 3.5 Baths
      • 4,190 Sq Ft
      • Built 1995
      110 Ridge Rd, Chester, NY 10918

      Last Sold Summary

      • 1% Above List Price
      • $226/SF
      • 24 Days On Market
      • Last Sold Price $949,000
      • Jun 17, 2024

      Last Listing Agent Teresa Gavan BHG Real Estate Green Team

  • 3915 Whispering Hills, Chester, NY 10918

    $382,000 Sold Sep 29, 2025

    3915 Whispering Hills, Chester, NY 10918

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

    Last Sold Summary

    • 4% Above List Price
    • $287/SF
    • 13 Days On Market

    Current Estimated Value $387,284

    Last Listing Agent Kristie Jacques Century 21 Full Service Realty

    3915 Whispering Hills, Chester, NY 10918
    • 392 Bellvale Rd, Chester, NY 10918

      Est $707,516 Not Listed For Sale

      392 Bellvale Rd, Chester, NY 10918

      • 3 Beds
      • 2 Baths
      • 1,900 Sq Ft
      • Built 1993
      392 Bellvale Rd, Chester, NY 10918

      Last Sold Summary

      • 12% Below List Price
      • $421/SF
      • 68 Days On Market
      • Last Sold Price $800,000
      • Jan 24, 2025

      Last Listing Agent Mitchell Kass eXp Realty

  • 4501 Whispering Hills Dr, Chester, NY 10918

    $305,000 Sold Aug 22, 2025

    4501 Whispering Hills Dr, Chester, NY 10918

    • 2 Beds
    • 1 Bath
    • 1,084 Sq Ft
    • Built 1987

    Last Sold Summary

    • 9% Above List Price
    • $281/SF
    • 27 Days On Market

    Last Listing Agent Bernadette Giordano Howard Hanna Rand Realty

    4501 Whispering Hills Dr, Chester, NY 10918
    • 63 Hambletonian Rd, Chester, NY 10918

      Est $661,176 Not Listed For Sale

      63 Hambletonian Rd, Chester, NY 10918

      • 4 Beds
      • 2.5 Baths
      • 2,310 Sq Ft
      • Built 1997
      63 Hambletonian Rd, Chester, NY 10918

      Last Sold Summary

      • 9% Above List Price
      • $262/SF
      • 25 Days On Market
      • Last Sold Price $605,000
      • Sep 25, 2023

      Last Listing Agent Dean Diltz Keller Williams Realty

  • /35

    $210,000 Sold Jun 09, 2025

    7823 State Route 9, Chester, NY 12860

    • 3 Beds
    • 1 Bath
    • 1,296 Sq Ft
    • Built 1995

    Last Sold Summary

    • 18% Below List Price
    • $162/SF
    • 165 Days On Market

    Current Estimated Value $221,687

    Last Listing Agent Vickie Reed Hunt ERA

    7823 State Route 9, Chester, NY 12860
    • 73 Hambletonian Rd, Chester, NY 10918

      Est $570,461 Not Listed For Sale

      73 Hambletonian Rd, Chester, NY 10918

      • 5 Beds
      • 2 Baths
      • 2,680 Sq Ft
      • Built 1948
      73 Hambletonian Rd, Chester, NY 10918

      Last Sold Summary

      • 13% Above List Price
      • $188/SF
      • 17 Days On Market
      • Last Sold Price $505,000
      • Aug 31, 2023

      Last Listing Agent Dean Diltz Keller Williams Realty

  • 2402 Whispering Hills Dr, Chester, NY 10918

    $350,000 Sold Aug 28, 2025

    2402 Whispering Hills Dr, Chester, NY 10918

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

    Last Sold Summary

    • 1% Above List Price
    • $266/SF
    • 23 Days On Market

    Current Estimated Value $357,516

    Last Listing Agent Kewin Garabito eXp Realty

    2402 Whispering Hills Dr, Chester, NY 10918
    • 15 Banker Dr, Chester, NY 10918

      Est $766,548 Not Listed For Sale

      15 Banker Dr, Chester, NY 10918

      • 4 Beds
      • 3.5 Baths
      • 2,396 Sq Ft
      • Built 2000
      15 Banker Dr, Chester, NY 10918

      Last Sold Summary

      • 1% Below List Price
      • $323/SF
      • 32 Days On Market
      • Last Sold Price $775,000
      • Oct 09, 2024

      Last Listing Agent Jennifer DiCostanzo RE/MAX Town & Country

  • 6 Moffatt Ln, Chester, NY 10918

    $515,000 Sold Dec 09, 2025

    6 Moffatt Ln, Chester, NY 10918

    • 5 Beds
    • 3 Baths
    • 1,888 Sq Ft
    • Built 1946

    Last Sold Summary

    • 3% Above List Price
    • $273/SF
    • 23 Days On Market

    Current Estimated Value $518,982

    Last Listing Agent Jeanmarie Valentin HomeSmart Homes & Estates

    6 Moffatt Ln, Chester, NY 10918
    • 6 Silvertail Rd, Chester, NY 10918

      Est $1,162,945 Not Listed For Sale

      6 Silvertail Rd, Chester, NY 10918

      • 6 Beds
      • 4.5 Baths
      • 5,127 Sq Ft
      • Built 1794
      6 Silvertail Rd, Chester, NY 10918

      Last Sold Summary

      • 7% Below List Price
      • $243/SF
      • 304 Days On Market
      • Last Sold Price $1,247,500
      • Feb 14, 2025

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

  • 22 Bridle Ln, Chester, NY 10918

    $498,000 Sold Nov 21, 2025

    22 Bridle Ln, Chester, NY 10918

    • 4 Beds
    • 1.5 Baths
    • 1,570 Sq Ft
    • Built 1970

    Last Sold Summary

    • 2% Above List Price
    • $317/SF
    • 30 Days On Market

    Current Estimated Value $499,813

    Last Listing Agent Jennifer Lucas Keller Williams Realty

    22 Bridle Ln, Chester, NY 10918
    • 10 Silvertail Rd, Chester, NY 10918

      Est $1,332,632 Not Listed For Sale

      10 Silvertail Rd, Chester, NY 10918

      • 4 Beds
      • 4.5 Baths
      • 5,007 Sq Ft
      • Built 2006
      10 Silvertail Rd, Chester, NY 10918

      Last Sold Summary

      • 3% Below List Price
      • $276/SF
      • 31 Days On Market
      • Last Sold Price $1,380,000
      • Aug 02, 2024

      Last Listing Agent Ammar Iqbal eXp Realty

  • 15 Birch Dr, Monroe, NY 10950

    $600,000 Sold Aug 28, 2025

    15 Birch Dr, Monroe, NY 10950

    • 4 Beds
    • 2 Baths
    • 1,868 Sq Ft
    • Built 1971

    Last Sold Summary

    • 5% Above List Price
    • $321/SF
    • 23 Days On Market

    Current Estimated Value $612,936

    Last Listing Agent Rebecca Bank Keller Williams Realty

    15 Birch Dr, Monroe, NY 10950
    • 40 Deer Trail Rd, Chester, NY 10918

      Est $1,054,251 Not Listed For Sale

      40 Deer Trail Rd, Chester, NY 10918

      • 4 Beds
      • 4.5 Baths
      • 3,114 Sq Ft
      • Built 1991
      40 Deer Trail Rd, Chester, NY 10918

      Last Sold Summary

      • 4% Below List Price
      • $353/SF
      • 387 Days On Market
      • Last Sold Price $1,100,000
      • Sep 12, 2024

      Last Listing Agent Theresa Negast Christie's Real Estate Westchester & Hudson Valley

  • 1711 Kings Hwy, Chester, NY 10918

    $765,000 Sold Sep 05, 2025

    1711 Kings Hwy, Chester, NY 10918

    • 3 Beds
    • 2 Baths
    • 2,020 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Above List Price
    • $379/SF
    • 36 Days On Market

    Current Estimated Value $765,060

    Last Listing Agent Carmela Lopez Borrazas Serhant LLC

    1711 Kings Hwy, Chester, NY 10918
    • 220 Glenmere Rd, Chester, NY 10918

      Est $492,215 Not Listed For Sale

      220 Glenmere Rd, Chester, NY 10918

      • 3 Beds
      • 1.5 Baths
      • 1,268 Sq Ft
      • Built 1972
      220 Glenmere Rd, Chester, NY 10918

      Last Sold Summary

      • $387/SF
      • 159 Days On Market
      • Last Sold Price $490,900
      • Feb 13, 2025

      Last Listing Agent Kathy Dawson Howard Hanna Rand Realty

  • /24

    $70,000 Sold Apr 24, 2026

    102 Carriage Knoll Rd, Chester, NY 12817

    • Land
    • 4.31 Acres
    • $16,241 per Acre

    Last Sold Summary

    • 25% Above List Price
    • 511 Days On Market

    Last Listing Agent Walter Swartz Gallo Realty ADK Inc

    102 Carriage Knoll Rd, Chester, NY 12817
    • 226 Glenmere Rd, Chester, NY 10918

      Est $531,760 Not Listed For Sale

      226 Glenmere Rd, Chester, NY 10918

      • 4 Beds
      • 1.5 Baths
      • 1,530 Sq Ft
      • Built 1976
      226 Glenmere Rd, Chester, NY 10918

      Last Sold Summary

      • 7% Above List Price
      • $324/SF
      • 203 Days On Market
      • Last Sold Price $496,400
      • Jun 26, 2024

      Last Listing Agent Kathy Dawson Howard Hanna Rand Realty

  • 154 Hambletonian Rd, Chester, NY 10918

    $1,350,000 Sold May 30, 2025

    154 Hambletonian Rd, Chester, NY 10918

    • 4 Beds
    • 3.5 Baths
    • 4,350 Sq Ft
    • Built 2013

    Last Sold Summary

    • 4% Above List Price
    • $310/SF
    • 24 Days On Market

    Current Estimated Value $1,341,437

    Last Listing Agent Claudia Lepore Keller Williams Realty

    154 Hambletonian Rd, Chester, NY 10918
    • 464 Pine Hill Rd, Chester, NY 10918

      Est $373,516 Not Listed For Sale

      464 Pine Hill Rd, Chester, NY 10918

      • 3 Beds
      • 1 Bath
      • 920 Sq Ft
      • Built 1930
      464 Pine Hill Rd, Chester, NY 10918

      Last Sold Summary

      • 15% Above List Price
      • $353/SF
      • 19 Days On Market
      • Last Sold Price $325,000
      • Mar 27, 2024

      Last Listing Agent Ralph Harvey ListWithFreedom.Com

  • /71

    $250,000 Sold Apr 01, 2026

    L9 Atateka Rd, Chester, NY 12817

    • Land
    • 165.92 Acres
    • $1,507 per Acre

    Last Sold Summary

    • 24% Below List Price
    • 503 Days On Market

    Last Listing Agent John O'Donnell Timberland Realty

    L9 Atateka Rd, Chester, NY 12817
    • 152 Gibson Hill Rd, Chester, NY 10918

      Est $807,723 Not Listed For Sale

      152 Gibson Hill Rd, Chester, NY 10918

      • 4 Beds
      • 2.5 Baths
      • 3,176 Sq Ft
      • Built 1997
      152 Gibson Hill Rd, Chester, NY 10918

      Last Sold Summary

      • 3% Above List Price
      • $246/SF
      • 230 Days On Market
      • Last Sold Price $782,000
      • Apr 03, 2025

      Last Listing Agent Kimberly Corkum Keller Williams Realty

    • 27 Beverly Rd, Chester, NY 10918

      Est $662,522 Not Listed For Sale

      27 Beverly Rd, Chester, NY 10918

      • 3 Beds
      • 2.5 Baths
      • 2,511 Sq Ft
      • Built 1995
      27 Beverly Rd, Chester, NY 10918

      Last Sold Summary

      • 7% Above List Price
      • $247/SF
      • 57 Days On Market
      • Last Sold Price $620,000
      • Sep 18, 2023

      Last Listing Agent Alison Orlando Keller Williams Hudson Valley

    • 3 Sunset Ridge Rd, Monroe, NY 10950

      Est $748,124 Not Listed For Sale

      3 Sunset Ridge Rd, Monroe, NY 10950

      • 4 Beds
      • 3.5 Baths
      • 3,524 Sq Ft
      • Built 1996
      3 Sunset Ridge Rd, Monroe, NY 10950

      Last Sold Summary

      • 7% Above List Price
      • $199/SF
      • 94 Days On Market
      • Last Sold Price $701,000
      • Apr 01, 2025

      Last Listing Agent Nicholas Cuomo Keller Williams Realty

Showing Results 361 - 400, Page 10 of 18

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