Recently Sold Chestertown, NY Homes

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  /51

  $310,000 Sold Dec 09, 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
  • 55 Days On Market

  Last Listing Agent Joseph Cardinale Howard Hanna Capital Inc

  5 Overlook Ln N Unit B & D, Chestertown, NY 12817
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  /34

  $275,000 Sold Oct 02, 2025

  347 Landon Hill Rd, Chestertown, NY 12817

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Below List Price
  • $255/SF
  • 6 Days On Market

  Last Listing Agent Carol Monroe Najer Realty

  347 Landon Hill Rd, Chestertown, NY 12817
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  /2

  $25,500 Sold Aug 28, 2025

  L26 Potter Brook Rd, Chestertown, NY 12817

  • Land
  • 2.4 Acres
  • $10,625 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 158 Days On Market

  Last Listing Agent Bradley Laustrup Properly

  L26 Potter Brook Rd, Chestertown, NY 12817
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  /2

  $140,000 Sold Jul 22, 2025

  1 High Pines Terrace Unit 1C, Chestertown, NY 12817

  • 1 Bed
  • 1.5 Baths
  • 1,100 Sq Ft
  • Built 1958

  Last Sold Summary

  • $127/SF
  • 7 Days On Market

  Last Listing Agent Catherine Combs Julie & Co Realty LLC

  1 High Pines Terrace Unit 1C, Chestertown, NY 12817
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  /26

  $75,000 Sold Feb 13, 2025

  27 White Schoolhouse Rd, Chestertown, NY 12817

  • Land
  • 15.27 Acres
  • $4,912 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 299 Days On Market

  Current Estimated Value $154,813

  Last Listing Agent Walter Swartz Gallo Realty ADK Inc

  27 White Schoolhouse Rd, Chestertown, NY 12817
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  /49

  $650,000 Sold Jul 07, 2025

  5 S Circle Dr, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 1,487 Sq Ft
  • Built 1988

  Last Sold Summary

  • 13% Below List Price
  • $437/SF
  • 217 Days On Market

  Current Estimated Value $600,923

  Last Listing Agent Angie Mead Gallo Realty ADK Inc

  5 S Circle Dr, Chestertown, NY 12817
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  /40

  $375,000 Sold Mar 05, 2025

  44 Clarkson Rd, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1970

  Last Sold Summary

  • 10% Below List Price
  • $216/SF
  • 177 Days On Market

  Current Estimated Value $432,289

  Last Listing Agent Angelisha Gomez Selling ADK

  44 Clarkson Rd, Chestertown, NY 12817
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  /38

  $335,000 Sold Dec 27, 2024

  27 Balsam Crest Ln Unit C, Chestertown, NY 12817

  • 2 Beds
  • 2.5 Baths
  • 1,988 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $169/SF
  • 107 Days On Market

  Current Estimated Value $376,994

  Last Listing Agent Maureen Iglewski Howard Hanna Capital Inc

  27 Balsam Crest Ln Unit C, Chestertown, NY 12817
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  /20

  $70,000 Sold Feb 13, 2025

  21 White Schoolhouse Rd, Chestertown, NY 12817

  • Land
  • 10.8 Acres
  • $6,481 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 73 Days On Market

  Current Estimated Value $301,135

  Last Listing Agent Walter Swartz Gallo Realty ADK Inc

  21 White Schoolhouse Rd, Chestertown, NY 12817
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  /28

  $180,000 Sold Mar 31, 2025

  11 Overlook Ln N, Chestertown, NY 12817

  • 2 Beds
  • 1.5 Baths
  • 928 Sq Ft
  • Built 1940

  Last Sold Summary

  • 5% Below List Price
  • $194/SF
  • 73 Days On Market

  Last Listing Agent Tammy Sutphin Hunt ERA

  11 Overlook Ln N, Chestertown, NY 12817
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  /35

  $350,000 Sold Apr 15, 2025

  282 Rock Ave, Chestertown, NY 12817

  • 3 Beds
  • 1.5 Baths
  • 1,284 Sq Ft
  • Built 1982

  Last Sold Summary

  • 9% Below List Price
  • $273/SF
  • 0 Days On Market

  Current Estimated Value $357,647

  Last Listing Agent Angie Mead Gallo Realty ADK, Inc

  282 Rock Ave, Chestertown, NY 12817
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  /24

  $199,000 Sold Jun 06, 2025

  1 Vista View Dr, Chestertown, NY 12817

  • 1 Bed
  • 1 Bath
  • 480 Sq Ft
  • Built 1950

  Last Sold Summary

  • $415/SF
  • 0 Days On Market

  Current Estimated Value $199,042

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

  1 Vista View Dr, Chestertown, NY 12817
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  /28

  $350,000 Sold May 28, 2025

  68 Woodridge Rd, Chestertown, NY 12817

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft
  • Built 1982

  Last Sold Summary

  • 7% Below List Price
  • $312/SF
  • 100 Days On Market

  Current Estimated Value $363,132

  Last Listing Agent Walter Swartz Gallo Realty ADK Inc

  68 Woodridge Rd, Chestertown, NY 12817
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  /6

  $46,000 Sold May 07, 2025

  7 Adirondack Heights Rd, Chestertown, NY 12817

  • Land
  • 2.12 Acres
  • $21,698 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 314 Days On Market

  Last Listing Agent Norman Benjamin KW Platform

  7 Adirondack Heights Rd, Chestertown, NY 12817
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  /38

  $605,000 Sold Dec 08, 2025

  123 Stock Farm Rd, Chestertown, NY 12817

  • 3 Beds
  • 2.5 Baths
  • 2,528 Sq Ft
  • Built 2006

  Last Sold Summary

  • 1% Above List Price
  • $239/SF
  • 15 Days On Market

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

  123 Stock Farm Rd, Chestertown, NY 12817
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  /40

  $455,000 Sold Aug 18, 2025

  36 Pine Lake Side Rd, Chestertown, NY 12817

  • 3 Beds
  • 1 Bath
  • 798 Sq Ft
  • Built 1965

  Last Sold Summary

  • 9% Below List Price
  • $570/SF
  • 0 Days On Market

  Last Listing Agent Jill Brady Hunt ERA

  36 Pine Lake Side Rd, Chestertown, NY 12817
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  /19

  $145,000 Sold Mar 19, 2025

  6393 State Route 9, Chestertown, NY 12817

  • 2 Beds
  • 1 Bath
  • 1,157 Sq Ft
  • Built 1965

  Last Sold Summary

  • 9% Below List Price
  • $125/SF

  Current Estimated Value $118,604

  Last Listing Agent Amjad Mughal M J J Realty

  6393 State Route 9, Chestertown, NY 12817
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  /36

  $552,000 Sold Jan 10, 2025

  250 Tripp Lake Rd, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 1,321 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Above List Price
  • $418/SF
  • 6 Days On Market

  Current Estimated Value $599,629

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

  250 Tripp Lake Rd, Chestertown, NY 12817
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  /55

  $339,500 Sold Oct 24, 2025

  11 Mill St, Chestertown, NY 12817

  • 3 Beds
  • 1 Bath
  • 1,651 Sq Ft
  • Built 1900

  Last Sold Summary

  • 15% Below List Price
  • $206/SF
  • 102 Days On Market

  Last Listing Agent Valerie Erceg Davies-Davies & Assoc Real Est

  11 Mill St, Chestertown, NY 12817
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  /41

  $370,000 Sold Dec 18, 2025

  484 Rock Ave, Chestertown, NY 12817

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Below List Price
  • $275/SF
  • 68 Days On Market

  Last Listing Agent Barbara Kearney Hunt ERA

  484 Rock Ave, Chestertown, NY 12817
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  /50

  $700,000 Sold Apr 04, 2025

  144 Marina Rd, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1992

  Last Sold Summary

  • 3% Above List Price
  • $503/SF
  • 4 Days On Market

  Current Estimated Value $698,682

  Last Listing Agent Angie Mead Gallo Realty ADK Inc

  144 Marina Rd, Chestertown, NY 12817
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  /67

  $380,000 Sold Jul 30, 2025

  4785 New York 8, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft
  • Built 1953

  Last Sold Summary

  • 1% Above List Price
  • $318/SF
  • 6 Days On Market

  Current Estimated Value $377,640

  Last Listing Agent Robert Saumell Jr. KW Platform

  4785 New York 8, Chestertown, NY 12817
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  /36

  $407,500 Sold Jun 09, 2025

  36 Grove St, Chestertown, NY 12817

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

  Last Sold Summary

  • 2% Below List Price
  • $356/SF
  • 8 Days On Market

  Last Listing Agent Angie Mead Gallo Realty ADK Inc

  36 Grove St, Chestertown, NY 12817
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  /27

  $340,000 Sold Nov 03, 2025

  28 Balsam Crest Ln Unit C, Chestertown, NY 12817

  • 2 Beds
  • 1.5 Baths
  • 1,988 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $171/SF
  • 42 Days On Market

  Last Listing Agent Maureen Iglewski Howard Hanna Capital Inc

  28 Balsam Crest Ln Unit C, Chestertown, NY 12817
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  /21

  $170,000 Sold Apr 01, 2025

  5280 U S Highway 9, Chestertown, NY 12817

  • Land
  • 114.1 Acres
  • $1,490 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 22 Days On Market

  Last Listing Agent Joseph Cardinale Howard Hanna Capital Inc

  5280 U S Highway 9, Chestertown, NY 12817
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  /49

  $999,000 Sold Jun 10, 2025

  170 Tripp Lake Rd, Chestertown, NY 12817

  • 4 Beds
  • 3 Baths
  • 2,289 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Below List Price
  • $436/SF
  • 8 Days On Market

  Current Estimated Value $1,016,085

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

  170 Tripp Lake Rd, Chestertown, NY 12817
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  /12

  $85,000 Sold Oct 29, 2025

  4888 New York 8, Chestertown, NY 12817

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft
  • Built 1935

  Last Sold Summary

  • 11% Below List Price
  • $59/SF
  • 11 Days On Market

  Last Listing Agent Tina DeMarsh DeMarsh Real Estate

  4888 New York 8, Chestertown, NY 12817
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  /48

  $362,500 Sold Dec 04, 2025

  30 Kingsley Ln, Chestertown, NY 12817

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft
  • Built 2010

  Last Sold Summary

  • $324/SF
  • 11 Days On Market

  Last Listing Agent Walter Swartz Gallo Realty ADK Inc

  30 Kingsley Ln, Chestertown, NY 12817
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  /57

  $385,000 Sold Feb 10, 2025

  1068 Landon Hill Rd, Chestertown, NY 12817

  • 4 Beds
  • 3 Baths
  • 2,750 Sq Ft
  • Built 1880

  Last Sold Summary

  • 6% Below List Price
  • $140/SF
  • 174 Days On Market

  Current Estimated Value $409,801

  Last Listing Agent Mark Karten Karten Real Estate Services LLC

  1068 Landon Hill Rd, Chestertown, NY 12817
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  /19

  $70,380 Sold May 08, 2025

  32 Riverside Dr, Chestertown, NY 12817

  • 4 Beds
  • 2 Baths
  • 1,167 Sq Ft
  • Built 1830

  Last Sold Summary

  • 17% Below List Price
  • $60/SF
  • 33 Days On Market

  Current Estimated Value $126,097

  Last Listing Agent John Belanger Royalview Realty Inc

  32 Riverside Dr, Chestertown, NY 12817
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  /16

  $185,000 Sold Aug 08, 2025

  6376 U S 9, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft
  • Built 1920

  Last Sold Summary

  • 7% Below List Price
  • $105/SF
  • 36 Days On Market

  Current Estimated Value $187,947

  Last Listing Agent Julia Pucciarelli Gallo Realty ADK Inc

  6376 U S 9, Chestertown, NY 12817
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  /5

  $75,000 Sold Mar 11, 2025

  L14 Panther Mountain Rd, Chestertown, NY 12817

  • Land
  • 1.8 Acres
  • $41,667 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 12 Days On Market

  Last Listing Agent Angie Mead Gallo Realty ADK Inc

  L14 Panther Mountain Rd, Chestertown, NY 12817
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  /4

  $32,000 Sold Nov 19, 2025

  L14 Potter Brook Rd, Chestertown, NY 12817

  • Land
  • 3.28 Acres
  • $9,756 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 6 Days On Market

  Last Listing Agent Julia Pucciarelli Gallo Realty ADK Inc

  L14 Potter Brook Rd, Chestertown, NY 12817
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  /54

  $495,000 Sold Nov 21, 2025

  177 Forest Lake Rd, Chestertown, NY 12817

  • 5 Beds
  • 3 Baths
  • 2,025 Sq Ft
  • Built 1974

  Last Sold Summary

  • 1% Below List Price
  • $244/SF
  • 38 Days On Market

  Last Listing Agent Tess Baker Hunt ERA

  177 Forest Lake Rd, Chestertown, NY 12817
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  /45

  $515,000 Sold Sep 04, 2025

  278 Carl Turner Rd, Chestertown, NY 12817

  • 4 Beds
  • 2 Baths
  • 2,136 Sq Ft
  • Built 1967

  Last Sold Summary

  • 3% Above List Price
  • $241/SF
  • 7 Days On Market

  Current Estimated Value $525,445

  Last Listing Agent Shannon McCarthy eXp Realty

  278 Carl Turner Rd, Chestertown, NY 12817
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  /19

  $38,000 Sold May 28, 2025

  L72.1 Woodridge Dr, Chestertown, NY 12817

  • Land
  • 7.71 Acres
  • $4,929 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 70 Days On Market

  Last Listing Agent Walter Swartz Gallo Realty ADK Inc

  L72.1 Woodridge Dr, Chestertown, NY 12817
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  /33

  $255,000 Sold Mar 03, 2025

  78 Panther Mountain Rd, Chestertown, NY 12817

  • 3 Beds
  • 1 Bath
  • 876 Sq Ft
  • Built 1961

  Last Sold Summary

  • 7% Below List Price
  • $291/SF

  Current Estimated Value $241,662

  Last Listing Agent Angie Mead Gallo Realty ADK, Inc

  78 Panther Mountain Rd, Chestertown, NY 12817
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  /31

  $285,000 Sold Dec 08, 2025

  251 Stock Farm Rd, Chestertown, NY 12817

  • 2 Beds
  • 1 Bath
  • 1,320 Sq Ft
  • Built 1980

  Last Sold Summary

  • 5% Below List Price
  • $216/SF
  • 25 Days On Market

  Last Listing Agent Mary Cummings KW Platform

  251 Stock Farm Rd, Chestertown, NY 12817
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  /51

  $215,000 Sold Oct 14, 2025

  25 Schroon River Forest, Chestertown, NY 12817

  • 3 Beds
  • 1 Bath
  • 920 Sq Ft
  • Built 1977

  Last Sold Summary

  • 9% Below List Price
  • $234/SF
  • 325 Days On Market

  Last Listing Agent Angie Mead Gallo Realty ADK Inc

  25 Schroon River Forest, Chestertown, NY 12817
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  /12

  $165,383 Sold Jan 06, 2025

  88 Starbuck Hill Rd, Chestertown, NY 12817

  • 2 Beds
  • 1 Bath
  • 760 Sq Ft
  • Built 1965

  Last Sold Summary

  • 14% Above List Price
  • $218/SF
  • 4 Days On Market

  Current Estimated Value $179,863

  Last Listing Agent Julia Pucciarelli Gallo Realty ADK Inc

  88 Starbuck Hill Rd, Chestertown, NY 12817

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