2,491

Chestertown, NY Homes

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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 $327,395

    Last Listing Agent Barbara Kearney Hunt ERA

    1382 Friends Lake Rd, Chestertown, NY 12817
    • /58

      Est $378,634 Not Listed For Sale

      27 Balsam Crest Ln Unit B, Chestertown, NY 12817

      • 3 Beds
      • 2.5 Baths
      • 1,988 Sq Ft
      • Built 2005
      27 Balsam Crest Ln Unit B, Chestertown, NY 12817

      Last Sold Summary

      • 7% Above List Price
      • $179/SF
      • 23 Days On Market

      Last Sold Price $355,000

      Last Listing Agent Brenda Ziegler Howard Hanna Capital Inc

    • /15

      Not Listed For Sale

      327 Valley Farm Rd, Chestertown, NY 12817

      • 3 Beds
      • 1 Bath
      • 1,087 Sq Ft
      • Built 1963
      327 Valley Farm Rd, Chestertown, NY 12817

      Last Sold Summary

      • $212/SF
      • 6 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Brian Winslow Winslow Realty

    • /57

      Est $921,714 Not Listed For Sale

      9 Pinetree Dr, Chestertown, NY 12817

      • 4 Beds
      • 1.5 Baths
      • 1,638 Sq Ft
      • Built 1941
      9 Pinetree Dr, Chestertown, NY 12817

      Last Sold Summary

      • 8% Below List Price
      • $610/SF
      • 4 Days On Market

      Last Sold Price $999,999

      Last Listing Agent Bonnisue Neil Hunt Real Estate

    • /13

      Not Listed For Sale

      L10 Pucker St, Chestertown, NY 12817

      L10 Pucker St, Chestertown, NY 12817

      Last Sold Summary

      • 338 Days On Market

      Last Sold Price $160,000

      Last Listing Agent Wayne Hartard eXp Realty

    • /31

      Est $637,452 Not Listed For Sale

      41 Loon Lake Heights Rd, Chestertown, NY 12817

      • 3 Beds
      • 2 Baths
      • 1,782 Sq Ft
      • Built 1988
      41 Loon Lake Heights Rd, Chestertown, NY 12817

      Last Sold Summary

      • 9% Above List Price
      • $328/SF
      • 46 Days On Market

      Last Sold Price $585,000

      Last Listing Agent Barbara Kearney Najer Realty

    • /4

      Not Listed For Sale

      0 Little Pond Rd, Chestertown, NY 12817

      0 Little Pond Rd, Chestertown, NY 12817

      Last Sold Summary

      • 17 Days On Market

      Last Sold Price $65,000

      Last Listing Agent Jill Brady Hunt ERA

    • /14

      Not Listed For Sale

      68 Friends Lake Rd, Chestertown, NY 12817

      • 2 Beds
      • 1 Bath
      • 672 Sq Ft
      • Built 1968
      68 Friends Lake Rd, Chestertown, NY 12817

      Last Sold Summary

      • $104/SF
      • 4 Days On Market

      Last Sold Price $69,900

      Last Listing Agent Tina Combs Hunt Real Estate

    • /37

      Not Listed For Sale

      94-96 Dixon Rd, Chestertown, NY 12817

      • 6 Beds
      • 2.5 Baths
      • 1,080 Sq Ft
      • Built 1875
      94-96 Dixon Rd, Chestertown, NY 12817

      Last Sold Summary

      • $203/SF
      • 0 Days On Market

      Last Sold Price $219,000

      Last Listing Agent Walter Swartz Gallo Realty ADK Inc

    • /38

      Not Listed For Sale

      29 Balsam Crest Ln, Chestertown, NY 12817

      • 3 Beds
      • 2.5 Baths
      • 1,700 Sq Ft
      • Built 2007
      29 Balsam Crest Ln, Chestertown, NY 12817

      Last Sold Summary

      • $199/SF
      • 175 Days On Market

      Last Sold Price $339,000

      Last Listing Agent Glenn Harris Davies-Davies & Assoc Real Est

    • /38

      Est $562,147 Not Listed For Sale

      48 Kingsley Ln, Chestertown, NY 12817

      • 3 Beds
      • 2 Baths
      • 1,332 Sq Ft
      • Built 1987
      48 Kingsley Ln, Chestertown, NY 12817

      Last Sold Summary

      • 28% Above List Price
      • $330/SF
      • 68 Days On Market

      Last Sold Price $439,000

      Last Listing Agent Angie Mead Gallo Realty ADK Inc

    • /19

      Est $119,693 Not Listed For Sale

      6393 State Route 9, Chestertown, NY 12817

      • 2 Beds
      • 1 Bath
      • 1,157 Sq Ft
      • Built 1965
      6393 State Route 9, Chestertown, NY 12817

      Last Sold Summary

      • 17% Below List Price
      • $125/SF

      Last Sold Price $145,000

      Last Listing Agent Amjad Mughal M J J Realty

    • /38

      Not Listed For Sale

      74 Riverside Dr, Chestertown, NY 12817

      • 7 Beds
      • 5 Baths
      • 2,596 Sq Ft
      • Built 1915
      74 Riverside Dr, Chestertown, NY 12817

      Last Sold Summary

      • $81/SF
      • 133 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Julia Pucciarelli Gallo Realty ADK Inc

    • /34

      Est $918,125 Not Listed For Sale

      87 E Shore Dr, Chestertown, NY 12817

      • 5 Beds
      • 3 Baths
      • 1,632 Sq Ft
      • Built 1968
      87 E Shore Dr, Chestertown, NY 12817

      Last Sold Summary

      • 3% Above List Price
      • $545/SF
      • 38 Days On Market

      Last Sold Price $890,000

      Last Listing Agent Barbara Kearney Najer Realty

    • /48

      Est $299,941 Not Listed For Sale

      24 Pine Knolls Rd, Chestertown, NY 12817

      • 4 Beds
      • 3 Baths
      • 2,053 Sq Ft
      • Built 1978
      24 Pine Knolls Rd, Chestertown, NY 12817

      Last Sold Summary

      • 19% Above List Price
      • $123/SF
      • 7 Days On Market

      Last Sold Price $252,000

      Last Listing Agent Saraha Millington Gallo Realty ADK Inc

    • /40

      Est $150,754 Not Listed For Sale

      1 High Pines Terrace Unit C, Chestertown, NY 12817

      • 1 Bed
      • 1.5 Baths
      • 1,100 Sq Ft
      • Built 1958
      1 High Pines Terrace Unit C, Chestertown, NY 12817

      Last Sold Summary

      • 26% Above List Price
      • $109/SF
      • 5 Days On Market

      Last Sold Price $119,900

      Last Listing Agent Linda Marcella Adirondack Real Estate LLC

    • /57

      Est $423,753 Not Listed For Sale

      1068 Landon Hill Rd, Chestertown, NY 12817

      • 4 Beds
      • 3 Baths
      • 2,750 Sq Ft
      • Built 1880
      1068 Landon Hill Rd, Chestertown, NY 12817

      Last Sold Summary

      • 10% Above List Price
      • $140/SF
      • 174 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Mark Karten Karten Real Estate Services LLC

    • /52

      Est $335,230 Not Listed For Sale

      10 Vern Tennyson Rd, Chestertown, NY 12817

      • 4 Beds
      • 3 Baths
      • 1,988 Sq Ft
      • Built 1997
      10 Vern Tennyson Rd, Chestertown, NY 12817

      Last Sold Summary

      • 19% Above List Price
      • $142/SF
      • 87 Days On Market

      Last Sold Price $282,500

      Last Listing Agent Jenna Tuttolomondo Signature One Realty Group LLC

    • /16

      Est $234,977 Not Listed For Sale

      1 Church St, Chestertown, NY 12817

      • 4 Beds
      • 2 Baths
      • 1,881 Sq Ft
      • Built 1900
      1 Church St, Chestertown, NY 12817

      Last Sold Summary

      • 12% Above List Price
      • $112/SF
      • 79 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Barbara Kearney Najer Realty

    • /6

      Not Listed For Sale

      14 Adirondack Heights Rd, Chestertown, NY 12817

      14 Adirondack Heights Rd, Chestertown, NY 12817

      Last Sold Summary

      • 1,958 Days On Market

      Last Sold Price $38,000

      Last Listing Agent Heidemarie Lane Big Hat Realty

    • /6

      Not Listed For Sale

      13 Adirondack Heights Rd, Chestertown, NY 12817

      13 Adirondack Heights Rd, Chestertown, NY 12817

      Last Sold Summary

      • 1,927 Days On Market

      Last Sold Price $40,900

      Last Listing Agent Heidemarie Lane Big Hat Realty

    • /27

      Not Listed For Sale

      2 Adirondack Heights Rd, Chestertown, NY 12817

      2 Adirondack Heights Rd, Chestertown, NY 12817

      Last Sold Summary

      • 151 Days On Market

      Last Sold Price $46,500

      Last Listing Agent Walter Swartz Gallo Realty ADK Inc

    • /5

      Not Listed For Sale

      42 Shoeshoe Ridge, Chestertown, NY 12817

      42 Shoeshoe Ridge, Chestertown, NY 12817

      Last Sold Summary

      • 4 Days On Market

      Last Sold Price $87,500

      Last Listing Agent Lynn Milone-Baker Howard Hanna

    • /8

      Not Listed For Sale

      71 Shoeshoe Ridge, Chestertown, NY 12817

      71 Shoeshoe Ridge, Chestertown, NY 12817

      Last Sold Summary

      • 4 Days On Market

      Last Sold Price $87,500

      Last Listing Agent Lynn Milone-Baker Howard Hanna

    • /27

      Not Listed For Sale

      18 B-At-ease Ln, Chestertown, NY 12817

      • 3 Beds
      • 3 Baths
      • 3,000 Sq Ft
      • Built 1982
      18 B-At-ease Ln, Chestertown, NY 12817

      Last Sold Summary

      • $83/SF
      • 94 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Barbara Kearney Najer Realty

    • /30

      Est $236,739 Not Listed For Sale

      28 Green Mansions Rd, Chestertown, NY 12817

      28 Green Mansions Rd, Chestertown, NY 12817

      Last Sold Summary

      • 8% Above List Price
      • 199 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Patricia Seitz McAlonen Pearsall Realty

    • /23

      Not Listed For Sale

      42 Maple Ln, Chestertown, NY 12817

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1997
      42 Maple Ln, Chestertown, NY 12817

      Last Sold Summary

      • $63/SF
      • 80 Days On Market

      Last Sold Price $78,006

      Last Listing Agent John Belanger Royalview Realty Inc

    • /43

      Est $834,017 Not Listed For Sale

      5420 State Route 8, Chestertown, NY 12817

      • 6 Beds
      • 2 Baths
      • 2,900 Sq Ft
      • Built 1890
      5420 State Route 8, Chestertown, NY 12817

      Last Sold Summary

      • 26% Above List Price
      • $228/SF
      • 150 Days On Market

      Last Sold Price $659,900

      Last Listing Agent Heidi Robak Coldwell Banker Prime Properties

    • /8

      Not Listed For Sale

      3807 N Gore Rd, Chestertown, NY 12817

      3807 N Gore Rd, Chestertown, NY 12817

      Last Sold Summary

      • 0 Days On Market

      Last Sold Price $70,000

      Last Listing Agent Darleen Cote-March Adirondack Country Homes Realty, Inc.

    • /53

      Est $725,752 Not Listed For Sale

      25 Bonnie Belle Farm Rd, Chestertown, NY 12817

      • 4 Beds
      • 3 Baths
      • 1,854 Sq Ft
      • Built 1997
      25 Bonnie Belle Farm Rd, Chestertown, NY 12817

      Last Sold Summary

      • 6% Above List Price
      • $369/SF
      • 3 Days On Market

      Last Sold Price $685,000

      Last Listing Agent Kevin Truax Davies-Davies & Assoc Real Est

    • /24

      Est $293,640 Not Listed For Sale

      4814 State Route 8, Chestertown, NY 12817

      • 4 Beds
      • 2 Baths
      • 1,468 Sq Ft
      • Built 1927
      4814 State Route 8, Chestertown, NY 12817

      Last Sold Summary

      • 33% Above List Price
      • $150/SF
      • 0 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Brenda McKenzie Friedman Realty

    • /77

      Est $312,744 Not Listed For Sale

      425 Atateka Dr, Chestertown, NY 12817

      • 3 Beds
      • 1 Bath
      • 1,452 Sq Ft
      • Built 1850
      425 Atateka Dr, Chestertown, NY 12817

      Last Sold Summary

      • 65% Above List Price
      • $131/SF
      • 14 Days On Market

      Last Sold Price $190,000

      Last Listing Agent Anna Bennett Lafontaine Selling ADK

    • /13

      Est $164,408 Not Listed For Sale

      617 Rock Avenue Extension, Chestertown, NY 12817

      • 2 Beds
      • 1 Bath
      • 1,168 Sq Ft
      • Built 1972
      617 Rock Avenue Extension, Chestertown, NY 12817

      Last Sold Summary

      • 57% Above List Price
      • $90/SF
      • 28 Days On Market

      Last Sold Price $105,000

      Last Listing Agent Julia Pucciarelli Gallo Realty ADK Inc

    • /40

      Est $418,756 Not Listed For Sale

      105 Balsam Crest Rd, Chestertown, NY 12817

      • 3 Beds
      • 2 Baths
      • 1,720 Sq Ft
      • Built 1999
      105 Balsam Crest Rd, Chestertown, NY 12817

      Last Sold Summary

      • 18% Above List Price
      • $207/SF
      • 4 Days On Market

      Last Sold Price $355,500

      Last Listing Agent Erin Tims Coldwell Banker Prime Properties

    • /24

      Est $501,920 Not Listed For Sale

      68 May Rd, Chestertown, NY 12817

      • 4 Beds
      • 3.5 Baths
      • 2,672 Sq Ft
      • Built 1973
      68 May Rd, Chestertown, NY 12817

      Last Sold Summary

      • 50% Above List Price
      • $125/SF
      • 6 Days On Market

      Last Sold Price $335,000

      Last Listing Agent Walter Swartz Gallo Realty

    • /24

      Est $332,852 Not Listed For Sale

      3182 Schroon River Rd, Chestertown, NY 12817

      • 2 Beds
      • 1 Bath
      • 700 Sq Ft
      • Built 1940
      3182 Schroon River Rd, Chestertown, NY 12817

      Last Sold Summary

      • 25% Above List Price
      • $381/SF
      • 33 Days On Market

      Last Sold Price $267,000

      Last Listing Agent Cindy Mead Gallo Realty ADK Inc

    • /23

      Est $263,908 Not Listed For Sale

      25 Laflure Heights, Chestertown, NY 12817

      • 2 Beds
      • 1 Bath
      • 1,320 Sq Ft
      • Built 1975
      25 Laflure Heights, Chestertown, NY 12817

      Last Sold Summary

      • 28% Above List Price
      • $156/SF
      • 9 Days On Market

      Last Sold Price $206,000

      Last Listing Agent Carol Monroe Najer Realty

    • /17

      Est $352,257 Not Listed For Sale

      120 William Hill Rd, Chestertown, NY 12817

      • 2 Beds
      • 1 Bath
      • 1,000 Sq Ft
      • Built 1990
      120 William Hill Rd, Chestertown, NY 12817

      Last Sold Summary

      • 27% Above List Price
      • $276/SF
      • 11 Days On Market

      Last Sold Price $276,500

      Last Listing Agent Julia Pucciarelli Gallo Realty ADK Inc

    • /37

      Est $414,356 Not Listed For Sale

      110 William Hill Rd, Chestertown, NY 12817

      • 3 Beds
      • 1.5 Baths
      • 1,500 Sq Ft
      • Built 1989
      110 William Hill Rd, Chestertown, NY 12817

      Last Sold Summary

      • 48% Above List Price
      • $187/SF
      • 20 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Saraha Millington Gallo Realty

    • /28

      Est $464,340 Not Listed For Sale

      204 Blue Bay Rd, Chestertown, NY 12817

      • 4 Beds
      • 2 Baths
      • 1,605 Sq Ft
      • Built 1988
      204 Blue Bay Rd, Chestertown, NY 12817

      Last Sold Summary

      • 43% Above List Price
      • $202/SF
      • 130 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Barbara Kearney Najer Realty

Showing Results 121 - 160, Page 4 of 18

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