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 $297,860

Last Listing Agent Carol Monroe Najer Realty

347 Landon Hill Rd, Chestertown, NY 12817
Explore Chestertown
$60,000

Sold Jul 31, 2026

0 Landon Hill Rd Unit KEY880970, Chestertown, NY 12817
- Land
- 5.17 Acres
- $11,605 per Acre
Last Sold Summary
- 22% Below List Price
- 239 Days On Market
Last Listing Agent Jason Minch William Raveis-New York LLC

0 Landon Hill Rd Unit KEY880970, 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 $1,054,232

Last Listing Agent Michelle Decoteau KW Platform

161 E Shore Dr, 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 $169,175

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 $72,193

Last Listing Agent Alex Cooley Compass Greater NY LLC

199 Forest Lake Rd, Chestertown, NY 12817
/42
$650,000

Sold Jun 12, 2026

5 Kingsley Ln, Chestertown, NY 12817
- 4 Beds
- 3 Baths
- 2,436 Sq Ft
- Built 2005
Last Sold Summary
- $267/SF
- 3 Days On Market
Current Estimated Value $657,081

Last Listing Agent Barbara Kearney Hunt Real Estate ERA

5 Kingsley Ln, Chestertown, NY 12817
/36
$720,000

Sold Jun 10, 2026

211 Blue Bay Rd, Chestertown, NY 12817
- 3 Beds
- 2 Baths
- 2,237 Sq Ft
- Built 2005
Last Sold Summary
- $322/SF
Current Estimated Value $739,939

Last Listing Agent Samantha Kettlewood Empire Real Estate Firm LLC

211 Blue Bay 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 $390,402

Last Listing Agent Carol Asiello KW Platform

18 Woodcliff Acres, Chestertown, NY 12817
/65
$870,000

Sold Aug 06, 2026

2982 Schroon River Rd, Chestertown, NY 12817
- 4 Beds
- 3 Baths
- 3,300 Sq Ft
- Built 2002
Last Sold Summary
- 3% Above List Price
- $264/SF
- 0 Days On Market
Last Listing Agent Angie Mead Gallo Realty ADK, Inc

2982 Schroon River 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 $643,815

Last Listing Agent Ashley Nagy Davies Davies & Associates Real Estate LLC

123 Stock Farm Rd, Chestertown, NY 12817
/49
$375,000

Sold Aug 19, 2026

87 Clarkson Rd, Chestertown, NY 12817
- 2 Beds
- 1 Bath
- 792 Sq Ft
- Built 1965
Last Sold Summary
- 2% Above List Price
- $473/SF
- 2 Days On Market
Current Estimated Value $365,319

Last Listing Agent Jonathan Minerick Homecoin.com

87 Clarkson 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 $367,735

Last Listing Agent Valerie Erceg Davies Davies & Associates Real Estate LLC

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 $359,177

Last Listing Agent Barbara Kearney Hunt Real Estate ERA

484 Rock Ave, 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 $363,579

Last Listing Agent Maureen Iglewski Howard Hanna Capital Inc

28 Balsam Crest Ln Unit C, Chestertown, NY 12817
/41
$318,000

Sold Aug 06, 2026

71 Ferris Rd, Chestertown, NY 12817
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 2025
Last Sold Summary
- 9% Below List Price
- $227/SF
- 0 Days On Market
Last Listing Agent Angie Mead Gallo Realty ADK, Inc

71 Ferris Rd, Chestertown, NY 12817
/10
$43,000

Sold Jul 20, 2026

3156 Schroon River Rd, Chestertown, NY 12817
- Land
- 38,768 Sq Ft
- $48,315 per Acre
Last Sold Summary
- 9% Below List Price
- 7 Days On Market
Current Estimated Value $47,697

Last Listing Agent Angie Mead Gallo Realty ADK Inc

3156 Schroon River 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 $352,472

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 $392,575

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 $205,961

Last Listing Agent Jill Brady Hunt Real Estate ERA

90 Dixon Rd, 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 $515,245

Last Listing Agent Tess Baker Hunt ERA

177 Forest Lake Rd, Chestertown, NY 12817
/27
$559,000

Sold Jun 11, 2026

104 Clarkson Rd, Chestertown, NY 12817
- 2 Beds
- 1 Bath
- 1,107 Sq Ft
- Built 1953
Last Sold Summary
- 2% Below List Price
- $505/SF
- 28 Days On Market
Current Estimated Value $509,908

Last Listing Agent Jonathan Minerick Homecoin.com

104 Clarkson 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 $286,003

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 $283,000

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 $227,325

Last Listing Agent Angie Mead Gallo Realty ADK Inc

25 Schroon River Forest, Chestertown, NY 12817
/42
$280,000

Sold Aug 07, 2026

35 Schroon River Forest, Chestertown, NY 12817
- 2 Beds
- 1.5 Baths
- 1,246 Sq Ft
- Built 1976
Last Sold Summary
- 4% Above List Price
- $225/SF
- 7 Days On Market
Current Estimated Value $274,443

Last Listing Agent Darlene Bower Berkshire Hathaway Home Services Blake

35 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 $589,049

Last Listing Agent Kevin Truax Davies Davies & Associates Real Estate LLC

180 E Kelm Pond 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 $168,887

Last Listing Agent Marina Feeney Howard Hanna Capital Inc

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 $522,485

Last Listing Agent Sean Rogge Howard Hanna Capital Inc

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 $1,244,484

Last Listing Agent Mark Pawlows Bonafide Realty Group LLC

972 Friends Lake 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 $778,643

Last Listing Agent Ashley Nagy Davies Davies & Associates Real Estate LLC

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 $222,821

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 $503,064

Last Listing Agent Barbara Kearney Hunt Real Estate ERA

22 Memory Ln, Chestertown, NY 12817
/33
$200,000

Sold Aug 05, 2026

60 Dixon Rd, Chestertown, NY 12817
- 2 Beds
- 1 Bath
- 1,160 Sq Ft
- Built 1967
Last Sold Summary
- 11% Below List Price
- $172/SF
- 238 Days On Market
Current Estimated Value $225,112

Last Listing Agent Walter Swartz Gallo Realty ADK Inc

60 Dixon Rd, 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 $203,811

Last Listing Agent Joseph Cardinale Howard Hanna Capital Inc

11 Overlook Ln N Unit L, Chestertown, NY 12817
/56
$549,900

Sold Nov 21, 2025

20 Marina Rd, Chestertown, NY 12817
- 3 Beds
- 2 Baths
- 968 Sq Ft
- Built 2022
Last Sold Summary
- $568/SF
- 4 Days On Market
Current Estimated Value $570,354

Last Listing Agent Jennifer Ball Hunt ERA

20 Marina Rd, Chestertown, NY 12817
$45,000

Sold Jul 31, 2026

0 Landon Hill Rd Unit KEY880968, Chestertown, NY 12817
- Land
- 3.72 Acres
- $12,097 per Acre
Last Sold Summary
- 37% Below List Price
- 239 Days On Market
Last Listing Agent Jason Minch William Raveis-New York LLC

0 Landon Hill Rd Unit KEY880968, Chestertown, NY 12817
/69
$561,000

Sold Mar 19, 2026

4895 New York 8, Chestertown, NY 12817
- 4 Beds
- 2 Baths
- 2,640 Sq Ft
- Built 1955
Last Sold Summary
- 17% Above List Price
- $212/SF
- 10 Days On Market
Last Listing Agent Walter Swartz Gallo Realty ADK Inc

4895 New York 8, Chestertown, NY 12817

Showing Results 1 - 40, Page 1 of 2

New York Warren County

Frequently Asked Questions

What is the average home price in Chestertown, NY?

Homes for sale in Chestertown, NY have an average home price of $315,765.

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

The houses for sale in Chestertown, NY spend an average of 37 days on the market.

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

There are 11 active homes for sale in Chestertown, NY.

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

11 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 $310,000, up 20% year-over-year. Homes in Chestertown sell in 37 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price $310,000	Median Single Family Sale Price $310,000
Median Townhouse Sale Price $340,000	Median 2 Bedroom Sale Price $224,000
Median 1 Bedroom Sale Price $192,500	Average Price Per Sq Ft $234
Number of Homes for Sale 11	Last 12 months Home Sales 11
Months of Supply 12.00	Median List Price $239,900
Median Change From 1st List Price 4%	Median Home Sale Price YoY Change 20%

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