Recently Sold Chestertown, NY Homes

/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 $278,013

Last Listing Agent Carol Monroe Najer Realty

347 Landon Hill Rd, Chestertown, NY 12817
Explore Chestertown
/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 $1,010,203

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
/57
$171,900

Sold Apr 30, 2026

11 Overlook Ln N Unit J, Chestertown, NY 12817
- 2 Beds
- 1.5 Baths
- 892 Sq Ft
- Built 1976
Last Sold Summary
- 7% Above List Price
- $193/SF
- 13 Days On Market
Current Estimated Value $168,584

Last Listing Agent Saraha Millington Gallo Realty ADK Inc

11 Overlook Ln N Unit J, 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 $135,464

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 $623,274

Last Listing Agent Angie Mead Gallo Realty ADK Inc

5 S Circle Dr, 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 $378,953

Last Listing Agent Carol Asiello KW Platform

18 Woodcliff Acres, 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 $607,570

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 $343,640

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 $366,931

Last Listing Agent Barbara Kearney Hunt ERA

484 Rock Ave, 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 $369,100

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 $427,914

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 $343,913

Last Listing Agent Maureen Iglewski Howard Hanna Capital Inc

28 Balsam Crest Ln Unit C, 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 $975,270

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 $319,421

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 $369,724

Last Listing Agent Walter Swartz Gallo Realty ADK Inc

30 Kingsley Ln, 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 $204,608

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 $179,780

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 $490,400

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 $536,284

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 $274,573

Last Listing Agent Julia Pucciarelli Gallo Realty ADK Inc

73 Carl Turner Rd, 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
Current Estimated Value $283,667

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 $225,028

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 $558,425

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 $328,474

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 $166,930

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 $511,070

Last Listing Agent Sean Rogge Howard Hanna

367 Potter Brook Rd, Chestertown, NY 12817
/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
/53
$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 $1,176,639

Last Listing Agent Mark Pawlows Bonafide Realty Group

972 Friends Lake Rd, Chestertown, NY 12817
/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 $247,113

Last Listing Agent Walter Swartz Gallo Realty ADK Inc

94 Clarkson Rd, Chestertown, NY 12817
/41
$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 $735,604

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

5387-5391 New York 8, Chestertown, NY 12817
/26
$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 $206,717

Last Listing Agent Walter Swartz Gallo Realty ADK Inc

23 Theriot Ave, Chestertown, NY 12817
/36
$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 $497,566

Last Listing Agent Barbara Kearney Hunt ERA

22 Memory Ln, Chestertown, NY 12817
/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 $190,493

Last Listing Agent Joseph Cardinale Howard Hanna Capital Inc

11 Overlook Ln N Unit L, Chestertown, NY 12817
/2
$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

Showing Results 1 - 40, Page 1 of 2

New York Warren County Chestertown

Frequently Asked Questions

What is the average home price in Chestertown, NY?

Homes for sale in Chestertown, NY have an average home price of $337,504.

What is the average time to sell a house in Chestertown, NY?

The houses for sale in Chestertown, NY spend an average of 44 days on the market.

What is the number of active homes for sale in Chestertown, NY?

There are 9 active homes for sale in Chestertown, NY.

How many homes have sold over the last 12 months in Chestertown, NY?

15 homes have sold in Chestertown, NY over the last 12 months.

Home Prices in Chestertown, NY

The median home sale price in Chestertown, NY is $258,000, up 1% year-over-year. Homes in Chestertown sell in 44 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price $258,000	Median Single Family Sale Price $310,000
Median Townhouse Sale Price $341,000	Median 2 Bedroom Sale Price $230,000
Median 1 Bedroom Sale Price $140,000	Average Price Per Sq Ft $231
Number of Homes for Sale 9	Last 12 months Home Sales 15
Months of Supply 7.20	Median List Price $239,900
Median Change From 1st List Price 3%	Median Home Sale Price YoY Change 1%

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