Recently Sold Chestertown, NY Homes

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  /51

  $310,000 Sold Dec 22, 2025

  5 Overlook Ln N Unit B & D, Chestertown, NY 12817

  • 4 Beds
  • 4 Baths
  • 840 Sq Ft
  • Built 1940

  Last Sold Summary

  • 5% Below List Price
  • $369/SF
  • 0 Days On Market

  Last Listing Agent Joseph Cardinale Howard Hanna Capital, Inc. (Clifton Park)

  5 Overlook Ln N Unit B & D, Chestertown, NY 12817
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  $1,213,000 Sold Oct 20, 2025

  972 Friends Lake Rd, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 2,316 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Above List Price
  • $524/SF
  • 4 Days On Market

  Current Estimated Value $1,184,062

  Last Listing Agent Mark Pawlows Bonafide Realty Group

  972 Friends Lake Rd, Chestertown, NY 12817
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  /30

  $250,000 Sold Sep 04, 2025

  94 Clarkson Rd, Chestertown, NY 12817

  • 2 Beds
  • 1 Bath
  • 560 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Below List Price
  • $446/SF
  • 0 Days On Market

  Current Estimated Value $255,604

  Last Listing Agent Walter Swartz Gallo Realty ADK Inc

  94 Clarkson Rd, Chestertown, NY 12817
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  $725,000 Sold Jan 22, 2026

  5387-5391 New York 8, Chestertown, NY 12817

  • 4 Beds
  • 2 Baths
  • 1,768 Sq Ft
  • Built 1860

  Last Sold Summary

  • $410/SF
  • 3 Days On Market

  Current Estimated Value $824,603

  Last Listing Agent Ashley Nagy Davies-Davies & Assoc Real Est

  5387-5391 New York 8, Chestertown, NY 12817
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  $220,000 Sold Oct 28, 2025

  23 Theriot Ave, Chestertown, NY 12817

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1930

  Last Sold Summary

  • $183/SF
  • 23 Days On Market

  Current Estimated Value $216,301

  Last Listing Agent Walter Swartz Gallo Realty ADK Inc

  23 Theriot Ave, Chestertown, NY 12817
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  $570,000 Sold Dec 10, 2025

  22 Memory Ln, Chestertown, NY 12817

  • 3 Beds
  • 1 Bath
  • 1,156 Sq Ft
  • Built 1985

  Last Sold Summary

  • $493/SF
  • 4 Days On Market

  Current Estimated Value $532,088

  Last Listing Agent Barbara Kearney Hunt ERA

  22 Memory Ln, Chestertown, NY 12817
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  /38

  $192,000 Sold Dec 04, 2025

  11 Overlook Ln N Unit L, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 840 Sq Ft
  • Built 1940

  Last Sold Summary

  • 4% Below List Price
  • $229/SF
  • 56 Days On Market

  Current Estimated Value $191,312

  Last Listing Agent Joseph Cardinale Howard Hanna Capital Inc

  11 Overlook Ln N Unit L, Chestertown, NY 12817
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  $135,000 Sold Jun 17, 2025

  112 Green Mansions Rd Unit 1A, Chestertown, NY 12817

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Built 1958

  Last Sold Summary

  • $150/SF
  • 2 Days On Market

  Last Listing Agent Catherine Combs Julie & Co Realty LLC

  112 Green Mansions Rd Unit 1A, Chestertown, NY 12817
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  $549,900 Sold Nov 21, 2025

  20 Marina Rd, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 968 Sq Ft
  • Built 2022

  Last Sold Summary

  • $568/SF
  • 4 Days On Market

  Current Estimated Value $544,579

  Last Listing Agent Jennifer Ball Hunt ERA

  20 Marina Rd, Chestertown, NY 12817
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  /69

  $561,000 Sold Mar 19, 2026

  4895 New York 8, Chestertown, NY 12817

  • 4 Beds
  • 2 Baths
  • 2,640 Sq Ft
  • Built 1955

  Last Sold Summary

  • 17% Above List Price
  • $212/SF
  • 10 Days On Market

  Last Listing Agent Walter Swartz Gallo Realty ADK Inc

  4895 New York 8, Chestertown, NY 12817
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  /22

  $290,000 Sold Apr 28, 2025

  650 Landon Hill Rd, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 2,128 Sq Ft
  • Built 1980

  Last Sold Summary

  • $136/SF
  • 8 Days On Market

  Current Estimated Value $294,682

  Last Listing Agent Carol Monroe Najer Realty

  650 Landon Hill Rd, Chestertown, NY 12817
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  /28

  $430,000 Sold Jan 27, 2026

  36 Grove St, Chestertown, NY 12817

  • 4 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Above List Price
  • $376/SF
  • 5 Days On Market

  Current Estimated Value $431,707

  Last Listing Agent Angela Cugini-Girard eXp Realty

  36 Grove St, Chestertown, NY 12817
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  /28

  $72,500 Sold Apr 11, 2025

  432 White Schoolhouse Rd, Chestertown, NY 12817

  • 3 Beds
  • 1.5 Baths
  • 860 Sq Ft
  • Built 1963

  Last Sold Summary

  • 39% Below List Price
  • $84/SF
  • 153 Days On Market

  Current Estimated Value $120,333

  Last Listing Agent Walter Swartz Gallo Realty ADK Inc

  432 White Schoolhouse Rd, Chestertown, NY 12817
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  /20

  $225,000 Sold Oct 06, 2025

  11 Overlook Ln S Unit A, Chestertown, NY 12817

  • 2 Beds
  • 1.5 Baths
  • 1,020 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $221/SF
  • 33 Days On Market

  Last Listing Agent Barbara Kearney Hunt ERA

  11 Overlook Ln S Unit A, Chestertown, NY 12817
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  /15

  $325,000 Sold Sep 26, 2025

  1382 Friends Lake Rd, Chestertown, NY 12817

  • 2 Beds
  • 1.5 Baths
  • 1,456 Sq Ft
  • Built 1990

  Last Sold Summary

  • $223/SF
  • 5 Days On Market

  Current Estimated Value $331,161

  Last Listing Agent Barbara Kearney Hunt ERA

  1382 Friends Lake Rd, Chestertown, NY 12817

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