55

Recently Sold Chestertown, NY Homes

Section Image
  • /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

    Current Estimated Value $284,556

    Last Listing Agent Carol Monroe Najer Realty

    347 Landon Hill Rd, Chestertown, NY 12817
  • /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
  • /44

    $950,000 Sold Feb 27, 2026

    161 E Shore Dr, Chestertown, NY 12817

    • 3 Beds
    • 2 Baths
    • 2,160 Sq Ft
    • Built 1958

    Last Sold Summary

    • 24% Below List Price
    • $440/SF
    • 34 Days On Market

    Current Estimated Value $1,219,745

    Last Listing Agent Michelle Decoteau KW Platform

    161 E Shore Dr, Chestertown, NY 12817
  • /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
  • /16

    $64,000 Sold Feb 04, 2026

    199 Forest Lake Rd, Chestertown, NY 12817

    • 360 Sq Ft
    • Built 2022

    Last Sold Summary

    • 7% Below List Price
    • $178/SF
    • 36 Days On Market

    Current Estimated Value $155,680

    Last Listing Agent Alex Cooley Compass Greater NY, LLC

    199 Forest Lake Rd, Chestertown, NY 12817
  • /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 $550,598

    Last Listing Agent Angie Mead Gallo Realty ADK Inc

    5 S Circle Dr, Chestertown, NY 12817
  • /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
  • /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 $355,007

    Last Listing Agent Angie Mead Gallo Realty ADK, Inc

    282 Rock Ave, Chestertown, NY 12817
  • /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 $188,258

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

    1 Vista View Dr, Chestertown, NY 12817
  • /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 $354,187

    Last Listing Agent Walter Swartz Gallo Realty ADK Inc

    68 Woodridge Rd, Chestertown, NY 12817
  • /25

    $372,000 Sold Mar 23, 2026

    18 Woodcliff Acres, Chestertown, NY 12817

    • 3 Beds
    • 1 Bath
    • 920 Sq Ft
    • Built 1968

    Last Sold Summary

    • 24% Below List Price
    • $404/SF
    • 0 Days On Market

    Current Estimated Value $369,791

    Last Listing Agent Carol Asiello KW Platform

    18 Woodcliff Acres, Chestertown, NY 12817
  • /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
  • /2

    $585,000 Sold Mar 06, 2026

    41 Clarkson Road Extension, Chestertown, NY 12817

    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft
    • Built 2009

    Last Sold Summary

    • 2% Below List Price
    • $415/SF

    Last Listing Agent Walter Swartz Gallo Realty ADK Inc

    41 Clarkson Road Extension, Chestertown, NY 12817
  • /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

    Current Estimated Value $604,930

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

    123 Stock Farm Rd, Chestertown, NY 12817
  • /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
  • /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 $347,565

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

    11 Mill St, Chestertown, NY 12817
  • /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 $355,575

    Last Listing Agent Barbara Kearney Hunt ERA

    484 Rock Ave, Chestertown, NY 12817
  • /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 $698,554

    Last Listing Agent Angie Mead Gallo Realty ADK Inc

    144 Marina Rd, Chestertown, NY 12817
  • /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
  • /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 $422,946

    Last Listing Agent Angie Mead Gallo Realty ADK Inc

    36 Grove St, Chestertown, NY 12817
  • /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 $340,466

    Last Listing Agent Maureen Iglewski Howard Hanna Capital Inc

    28 Balsam Crest Ln Unit C, Chestertown, NY 12817
  • /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
  • /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 $1,001,419

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

    170 Tripp Lake Rd, Chestertown, NY 12817
  • /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 $350,443

    Last Listing Agent Tina DeMarsh DeMarsh Real Estate

    4888 New York 8, Chestertown, NY 12817
  • /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 $366,889

    Last Listing Agent Walter Swartz Gallo Realty ADK Inc

    30 Kingsley Ln, Chestertown, NY 12817
  • /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 $129,790

    Last Listing Agent John Belanger Royalview Realty Inc

    32 Riverside Dr, Chestertown, NY 12817
  • /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
  • /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 $187,439

    Last Listing Agent Julia Pucciarelli Gallo Realty ADK Inc

    6376 U S 9, Chestertown, NY 12817
  • /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
  • /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 $490,390

    Last Listing Agent Tess Baker Hunt ERA

    177 Forest Lake Rd, Chestertown, NY 12817
  • /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 $526,973

    Last Listing Agent Shannon McCarthy eXp Realty

    278 Carl Turner Rd, Chestertown, NY 12817
  • /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 $288,648

    Last Listing Agent Julia Pucciarelli Gallo Realty ADK Inc

    73 Carl Turner Rd, Chestertown, NY 12817
  • /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
  • /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
  • /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

    Current Estimated Value $233,293

    Last Listing Agent Angie Mead Gallo Realty ADK Inc

    25 Schroon River Forest, Chestertown, NY 12817
  • /3

    $565,000 Sold Dec 12, 2025

    180 E Kelm Pond Rd, Chestertown, NY 12817

    • 2 Beds
    • 3 Baths
    • 864 Sq Ft
    • Built 1978

    Last Sold Summary

    • $654/SF

    Current Estimated Value $541,950

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

    180 E Kelm Pond Rd, Chestertown, NY 12817
  • /36

    $320,000 Sold Jul 11, 2025

    1007 Friends Lake Rd, Chestertown, NY 12817

    • 5 Beds
    • 2.5 Baths
    • 1,166 Sq Ft
    • Built 1975

    Last Sold Summary

    • 24% Below List Price
    • $274/SF
    • 147 Days On Market

    Current Estimated Value $354,365

    Last Listing Agent Saraha Millington Gallo Realty ADK Inc

    1007 Friends Lake Rd, Chestertown, NY 12817
  • /26

    $258,000 Sold Jun 11, 2025

    16 B Evergreen Rd, Chestertown, NY 12817

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft
    • Built 1984

    Last Sold Summary

    • 6% Below List Price
    • $207/SF
    • 27 Days On Market

    Last Listing Agent Terry Weinman Coldwell Banker Prime Properties

    16 B Evergreen Rd, Chestertown, NY 12817
  • /18

    $145,000 Sold Oct 30, 2025

    97 Riverside Dr, Chestertown, NY 12817

    • 2 Beds
    • 2 Baths
    • 2,016 Sq Ft
    • Built 1850

    Last Sold Summary

    • 3% Below List Price
    • $72/SF
    • 20 Days On Market

    Current Estimated Value $147,994

    Last Listing Agent Marina Feeney Howard Hanna

    97 Riverside Dr, Chestertown, NY 12817
  • /52

    $490,000 Sold Mar 18, 2026

    367 Potter Brook Rd, Chestertown, NY 12817

    • 3 Beds
    • 1.5 Baths
    • 2,752 Sq Ft
    • Built 1970

    Last Sold Summary

    • 17% Below List Price
    • $178/SF
    • 115 Days On Market

    Current Estimated Value $589,570

    Last Listing Agent Sean Rogge Howard Hanna

    367 Potter Brook Rd, Chestertown, NY 12817

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What is the average home price in Chestertown, NY?
Homes for sale in Chestertown, NY have an average home price of $336,685.
What is the average time to sell a house in Chestertown, NY?
The houses for sale in Chestertown, NY spend an average of 35 days on the market.
What is the number of active homes for sale in Chestertown, NY?
There are 4 active homes for sale in Chestertown, NY.
How many homes have sold over the last 12 months in Chestertown, NY?
16 homes have sold in Chestertown, NY over the last 12 months.

Home Trends in Chestertown, NY

Housing Trends

Median Sale Price
$284,000
Median Single Family Sale Price
$324,750
Median Townhouse Sale Price
$340,000
Median 2 Bedroom Sale Price
$192,000
Median 1 Bedroom Sale Price
$137,500
Average Price Per Sq Ft
$258
Number of Homes for Sale
4
Last 12 months Home Sales
16
Months of Supply
3.00
Median List Price
$300,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
14%
How to Buy a Home How to Finance a Home How to Sell a Home