Chestertown, NY Homes

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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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  /27

  Est $403,649 Not Listed For Sale

  109 William Hill Rd, Chestertown, NY 12817

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 2001

  109 William Hill Rd, Chestertown, NY 12817

  Last Sold Summary

  • 20% Above List Price
  • $372/SF
  • 5 Days On Market

  Last Sold Price $335,000

  Last Listing Agent Saraha Millington Gallo Realty ADK Inc
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  /34

  $225,000

  • 2 Beds
  • 1 Bath
  • 1,160 Sq Ft

  60 Dixon Rd, Chestertown, NY 12817

  Beautiful setting with 3.45 cleared and mostly flat acres next to Crossroads store in Chestertown. Manufactured home (year-round) with added porches, 2-car garage, and several outbuildings. Drilled-well, septic system and 200-amp electric panel. 2-designated bedrooms with a 3rd flex room that could be a bedroom or overflow sleeping. less than a minute drive from exit 25 off I87 for easy access.

  Walter Swartz Gallo Realty ADK Inc

  60 Dixon 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

  Current Estimated Value $343,017

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

  11 Mill St, Chestertown, NY 12817
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  /47

  Est $812,247 Not Listed For Sale

  61 Clarkson Rd, Chestertown, NY 12817

  • 4 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • Built 1975

  61 Clarkson Rd, Chestertown, NY 12817

  Last Sold Summary

  • 10% Below List Price
  • $553/SF
  • 12 Days On Market

  Last Sold Price $901,800

  Last Listing Agent Angie Mead Gallo Realty ADK Inc
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  /25

  $39,000

  • Land
  • 2.48 Acres
  • $15,726 per Acre

  37 Carriage Knolls Rd, Chestertown, NY 12817

  Seller financing available with good credit. These APA-approved lots are located in a beautiful, park-like subdivision just 5 minutes outside of Chestertown. Site plans and perc tests are complete, with electric and cable available at the road. The mostly wooded parcels each offer unique Adirondack topography—some fairly level, others featuring gentle slopes or elevated building areas ideal for a

  Walter Swartz Gallo Realty ADK Inc

  37 Carriage Knolls Rd, 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

  Current Estimated Value $368,744

  Last Listing Agent Barbara Kearney Hunt ERA

  484 Rock Ave, Chestertown, NY 12817
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  /40

  Est $420,376 Not Listed For Sale

  44 Clarkson Rd, Chestertown, NY 12817

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

  44 Clarkson Rd, Chestertown, NY 12817

  Last Sold Summary

  • 12% Above List Price
  • $216/SF
  • 177 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Angelisha Gomez Selling ADK
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  /2

  $70,900 Pending

  • Land
  • 3.72 Acres
  • $19,059 per Acre

  0 Landon Hill Rd Unit KEY880968, Chestertown, NY 12817

  Lovely lot on Landon Hill road, more photos to come.

  Jason Minch William Raveis-New York LLC

  0 Landon Hill Rd Unit KEY880968, 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 $694,985

  Last Listing Agent Angie Mead Gallo Realty ADK Inc

  144 Marina Rd, Chestertown, NY 12817
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  /22

  Est $306,708 Not Listed For Sale

  117 Jones Rd, Chestertown, NY 12817

  • 2 Beds
  • 1 Bath
  • 500 Sq Ft
  • Built 1975

  117 Jones Rd, Chestertown, NY 12817

  Last Sold Summary

  • 13% Above List Price
  • $544/SF
  • 6 Days On Market

  Last Sold Price $272,000

  Last Listing Agent Barbara Kearney Najer Realty
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  /6

  $49,000

  • Land
  • 1.32 Acres
  • $37,121 per Acre

  14 Granite Ridge Rd, Chestertown, NY 12817

  Good price for your private Adirondack retreat. Small very private and wooded APA approved Subdivision of Adirondack Heights. Proposed home location is cleared - can still be changed. Green is all you can see. It is only a 10 minute drive to the Beach on Loon Lake or downtown Chestertown. On the way to the half hour trip to Gore Mountain for skiing - you pass the access to the Hudson River for

  Heidemarie Lane Big Hat Realty

  14 Granite Ridge 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 $374,877

  Last Listing Agent Robert Saumell Jr. KW Platform

  4785 New York 8, Chestertown, NY 12817
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  /19

  Not Listed For Sale

  155 White Schoolhouse Rd Unit 163, Chestertown, NY 12817

  • 4 Beds
  • 1 Bath
  • 1,680 Sq Ft
  • Built 1900

  155 White Schoolhouse Rd Unit 163, Chestertown, NY 12817

  Last Sold Summary

  • $71/SF
  • 38 Days On Market

  Last Sold Price $120,000

  Last Listing Agent Tina Combs Hunt Real Estate
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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

  Current Estimated Value $431,707

  Last Listing Agent Angie Mead Gallo Realty ADK Inc

  36 Grove St, Chestertown, NY 12817
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  /57

  Est $595,329 Not Listed For Sale

  378 Landon Hill Rd, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 1,884 Sq Ft
  • Built 1997

  378 Landon Hill Rd, Chestertown, NY 12817

  Last Sold Summary

  • 8% Above List Price
  • $292/SF
  • 119 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Saraha Millington Gallo Realty ADK Inc
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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

  Current Estimated Value $338,285

  Last Listing Agent Maureen Iglewski Howard Hanna Capital Inc

  28 Balsam Crest Ln Unit C, Chestertown, NY 12817
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  /33

  Est $339,495 Not Listed For Sale

  10 Vista View Dr, Chestertown, NY 12817

  • 2 Beds
  • 1 Bath
  • 1,204 Sq Ft
  • Built 1970

  10 Vista View Dr, Chestertown, NY 12817

  Last Sold Summary

  • 3% Below List Price
  • $292/SF
  • 8 Days On Market

  Last Sold Price $351,678

  Last Listing Agent Saraha Millington Gallo Realty ADK Inc
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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 $984,327

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

  170 Tripp Lake Rd, Chestertown, NY 12817
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  /24

  Est $433,341 Not Listed For Sale

  189 Stock Farm Rd, Chestertown, NY 12817

  • 3 Beds
  • 3 Baths
  • 2,153 Sq Ft
  • Built 1977

  189 Stock Farm Rd, Chestertown, NY 12817

  Last Sold Summary

  • 8% Above List Price
  • $186/SF
  • 82 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Mark Karten Karten Real Estate Services LLC
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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

  Current Estimated Value $348,153

  Last Listing Agent Tina DeMarsh DeMarsh Real Estate

  4888 New York 8, Chestertown, NY 12817
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  /48

  Est $436,274 Not Listed For Sale

  466 Atateka Dr, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 912 Sq Ft
  • Built 1987

  466 Atateka Dr, Chestertown, NY 12817

  Last Sold Summary

  • 4% Above List Price
  • $459/SF
  • 0 Days On Market

  Last Sold Price $419,000

  Last Listing Agent Walter Swartz Gallo Realty ADK Inc
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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

  Current Estimated Value $369,574

  Last Listing Agent Walter Swartz Gallo Realty ADK Inc

  30 Kingsley Ln, Chestertown, NY 12817
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  /12

  Est $189,482 Not Listed For Sale

  88 Starbuck Hill Rd, Chestertown, NY 12817

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

  88 Starbuck Hill Rd, Chestertown, NY 12817

  Last Sold Summary

  • 15% Above List Price
  • $218/SF
  • 4 Days On Market

  Last Sold Price $165,383

  Last Listing Agent Julia Pucciarelli Gallo Realty ADK Inc
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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 $131,725

  Last Listing Agent John Belanger Royalview Realty Inc

  32 Riverside Dr, Chestertown, NY 12817
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  /29

  Est $483,775 Not Listed For Sale

  200 Stock Farm Rd, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 1,790 Sq Ft
  • Built 2004

  200 Stock Farm Rd, Chestertown, NY 12817

  Last Sold Summary

  • 15% Above List Price
  • $235/SF
  • 3 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Shannon McCarthy eXp Realty
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  /61

  $184,370 Sold Dec 23, 2025

  90 Dixon Rd, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • Built 1928

  Last Sold Summary

  • $141/SF
  • 4 Days On Market

  Current Estimated Value $195,954

  Last Listing Agent Jill Brady Hunt ERA

  90 Dixon Rd, Chestertown, NY 12817
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  /2

  Est $481,384 Not Listed For Sale

  459 Rock Ave, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 2,618 Sq Ft
  • Built 1970

  459 Rock Ave, Chestertown, NY 12817

  Last Sold Summary

  • 5% Below List Price
  • $176/SF

  Last Sold Price $460,000

  Last Listing Agent Aaron Gadway Gadway Realty
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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 $187,536

  Last Listing Agent Julia Pucciarelli Gallo Realty ADK Inc

  6376 U S 9, Chestertown, NY 12817
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  /37

  Est $493,283 Not Listed For Sale

  63 Starbuck Hill Rd, Chestertown, NY 12817

  • 2 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1998

  63 Starbuck Hill Rd, Chestertown, NY 12817

  Last Sold Summary

  • 3% Above List Price
  • $267/SF
  • 59 Days On Market

  Last Sold Price $480,000

  Last Listing Agent Cindy Mead Gallo Realty ADK Inc
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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
• 

  

  /23

  Est $588,743 Not Listed For Sale

  100 Indian Springs Rd, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1968

  100 Indian Springs Rd, Chestertown, NY 12817

  Last Sold Summary

  • 14% Above List Price
  • $343/SF
  • 206 Days On Market

  Last Sold Price $515,000

  Last Listing Agent Barbara Kearney Najer Realty
• 

  

  /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

  Current Estimated Value $489,195

  Last Listing Agent Tess Baker Hunt ERA

  177 Forest Lake Rd, Chestertown, NY 12817
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  /29

  Est $770,143 Not Listed For Sale

  146 Hill Park Rd, Chestertown, NY 12817

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 2007

  146 Hill Park Rd, Chestertown, NY 12817

  Last Sold Summary

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

  Last Sold Price $751,500

  Last Listing Agent Barbara Kearney Najer Realty
• 

  

  /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 $528,203

  Last Listing Agent Shannon McCarthy eXp Realty

  278 Carl Turner Rd, Chestertown, NY 12817
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  /17

  Est $283,759 Not Listed For Sale

  746 Atateka Dr, Chestertown, NY 12817

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Built 1969

  746 Atateka Dr, Chestertown, NY 12817

  Last Sold Summary

  • 19% Above List Price
  • $309/SF
  • 10 Days On Market

  Last Sold Price $237,500

  Last Listing Agent Ann Bulmer 4 Seasons ADK Real Estate LLC
• 

  

  /30

  $280,000 Sold Feb 06, 2026

  73 Carl Turner Rd, Chestertown, NY 12817

  • 2 Beds
  • 1 Bath
  • 877 Sq Ft
  • Built 1945

  Last Sold Summary

  • 6% Below List Price
  • $319/SF
  • 34 Days On Market

  Current Estimated Value $289,425

  Last Listing Agent Julia Pucciarelli Gallo Realty ADK Inc

  73 Carl Turner Rd, Chestertown, NY 12817
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  /34

  Est $261,095 Not Listed For Sale

  123 Pine St, Chestertown, NY 12817

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1950

  123 Pine St, Chestertown, NY 12817

  Last Sold Summary

  • 19% Above List Price
  • $204/SF
  • 225 Days On Market

  Last Sold Price $220,000

  Last Listing Agent Maja (Maya) Tlokinska-Scroggins Gallo Realty ADK Inc
• 

  

  /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

  Est $245,769 Not Listed For Sale

  6344 State Route 9, Chestertown, NY 12817

  • 3 Beds
  • 1.5 Baths
  • 1,264 Sq Ft
  • Built 1900

  6344 State Route 9, Chestertown, NY 12817

  Last Sold Summary

  • 26% Above List Price
  • $154/SF
  • 6 Days On Market

  Last Sold Price $195,000

  Last Listing Agent Christine Keller Julie & Co Realty LLC

Showing Results 41 - 80, Page 2 of 18