160

Recently Sold Chester, NY Homes

Section Image
  • L17 Vanderwalker Rd, Chester, NY 12817
    L17 Vanderwalker Rd, Chester, NY 12817
    L17 Vanderwalker Rd, Chester, NY 12817
    /9

    $43,000 Sold Oct 31, 2025

    L17 Vanderwalker Rd, Chester, NY 12817

    • Land
    • 4 Acres
    • $10,750 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 5 Days On Market

    Last Listing Agent Zachary Layton Four Seasons Sotheby's International Realty

    L17 Vanderwalker Rd, Chester, NY 12817
  • 221 Oxford Rd, Chester, NY 10918

    $900,000 Sold Mar 20, 2025

    221 Oxford Rd, Chester, NY 10918

    • 4 Beds
    • 3.5 Baths
    • 4,644 Sq Ft
    • Built 2000

    Last Sold Summary

    • 18% Below List Price
    • $194/SF
    • 132 Days On Market

    Current Estimated Value $937,872

    Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

    221 Oxford Rd, Chester, NY 10918
  • 2 Fields Ln, Chester, NY 10918

    $415,000 Sold Apr 08, 2025

    2 Fields Ln, Chester, NY 10918

    • 3 Beds
    • 2.5 Baths
    • 2,604 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Above List Price
    • $159/SF
    • 24 Days On Market

    Current Estimated Value $468,937

    Last Listing Agent Margaret Galatro ARC Realty 1 in Sales

    2 Fields Ln, Chester, NY 10918
  • 189 Creamery Pond Rd, Chester, NY 10918

    $735,000 Sold Jul 21, 2025

    189 Creamery Pond Rd, Chester, NY 10918

    • 4 Beds
    • 2.5 Baths
    • 2,980 Sq Ft
    • Built 2004

    Last Sold Summary

    • 5% Above List Price
    • $247/SF
    • 19 Days On Market

    Current Estimated Value $745,531

    Last Listing Agent Patricia Brady Keller Williams Realty

    189 Creamery Pond Rd, Chester, NY 10918
  • 98 High St, Chester, NY 10918

    $323,500 Sold Aug 11, 2025

    98 High St, Chester, NY 10918

    • 4 Beds
    • 1.5 Baths
    • 1,360 Sq Ft
    • Built 1950

    Last Sold Summary

    • 5% Below List Price
    • $238/SF
    • 35 Days On Market

    Current Estimated Value $348,591

    Last Listing Agent Zachary Foley eXp Realty

    98 High St, Chester, NY 10918
  • 157 Creamery Pond Rd, Chester, NY 10918

    $875,000 Sold Jun 13, 2025

    157 Creamery Pond Rd, Chester, NY 10918

    • 4 Beds
    • 3.5 Baths
    • 4,021 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Above List Price
    • $218/SF
    • 17 Days On Market

    Current Estimated Value $887,394

    Last Listing Agent Carla Terranova Keller Williams Realty

    157 Creamery Pond Rd, Chester, NY 10918
  • 4703 Whispering Hills Dr, Chester, NY 10918

    $382,000 Sold Jan 12, 2026

    4703 Whispering Hills Dr, Chester, NY 10918

    • 3 Beds
    • 2.5 Baths
    • 1,331 Sq Ft
    • Built 1991

    Last Sold Summary

    • 4% Above List Price
    • $287/SF
    • 61 Days On Market

    Last Listing Agent Erin Connolly Artisan Realty

    4703 Whispering Hills Dr, Chester, NY 10918
  • 242 Meadow Ave, Chester, NY 10918

    $225,000 Sold Jun 30, 2025

    242 Meadow Ave, Chester, NY 10918

    • 4 Beds
    • 3 Baths
    • 2,519 Sq Ft
    • Built 1930

    Last Sold Summary

    • $89/SF
    • 56 Days On Market

    Current Estimated Value $319,383

    Last Listing Agent Kathleen Strong Hudson Valley Griffith

    242 Meadow Ave, Chester, NY 10918
  • 6 Railroad Ave, Chester, NY 10918

    $567,000 Sold Feb 12, 2025

    6 Railroad Ave, Chester, NY 10918

    • 4 Beds
    • 2.5 Baths
    • 2,922 Sq Ft
    • Built 1850

    Last Sold Summary

    • 5% Below List Price
    • $194/SF
    • 63 Days On Market

    Current Estimated Value $577,435

    Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

    6 Railroad Ave, Chester, NY 10918
  • 29 Meadow Ave, Chester, NY 10918

    $899,999 Sold Jun 18, 2025

    29 Meadow Ave, Chester, NY 10918

    • 4 Beds
    • 3 Baths
    • 3,167 Sq Ft
    • Built 2023

    Last Sold Summary

    • 8% Below List Price
    • $284/SF
    • 163 Days On Market

    Current Estimated Value $364,868

    Last Listing Agent Nancy Sardo BHG Real Estate Green Team

    29 Meadow Ave, Chester, NY 10918
  • 16 Academy Ave, Chester, NY 10918

    $453,000 Sold May 08, 2025

    16 Academy Ave, Chester, NY 10918

    • 3 Beds
    • 2 Baths
    • 2,358 Sq Ft
    • Built 1850

    Last Sold Summary

    • 1% Above List Price
    • $192/SF
    • 21 Days On Market

    Current Estimated Value $478,730

    Last Listing Agent Celina Rofer Howard Hanna Rand Realty

    16 Academy Ave, Chester, NY 10918
  • 12 Bianca Blvd, Chester, NY 10918

    $575,000 Sold Sep 23, 2025

    12 Bianca Blvd, Chester, NY 10918

    • 4 Beds
    • 2.5 Baths
    • 3,200 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Below List Price
    • $180/SF
    • 126 Days On Market

    Current Estimated Value $611,838

    Last Listing Agent Aoife Freeman Howard Hanna Rand Realty

    12 Bianca Blvd, Chester, NY 10918
  • 100 Marian Ct, Warwick, NY 10990

    $411,000 Sold Jul 08, 2025

    100 Marian Ct, Warwick, NY 10990

    • 3 Beds
    • 2.5 Baths
    • 1,528 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Above List Price
    • $269/SF
    • 26 Days On Market

    Current Estimated Value $424,267

    Last Listing Agent Jennifer DiCostanzo RE/MAX Town & Country

    100 Marian Ct, Warwick, NY 10990
  • 9 June Rd, Chester, NY 10918

    $620,000 Sold Oct 29, 2025

    9 June Rd, Chester, NY 10918

    • 4 Beds
    • 2.5 Baths
    • 2,402 Sq Ft
    • Built 1999

    Last Sold Summary

    • 4% Below List Price
    • $258/SF
    • 52 Days On Market

    Current Estimated Value $634,592

    Last Listing Agent Jason Madison eXp Realty

    9 June Rd, Chester, NY 10918
  • 3708 Whispering Hills, Chester, NY 10918

    $310,000 Sold Nov 10, 2025

    3708 Whispering Hills, Chester, NY 10918

    • 2 Beds
    • 1.5 Baths
    • 1,072 Sq Ft
    • Built 1990

    Last Sold Summary

    • 5% Above List Price
    • $289/SF
    • 26 Days On Market

    Last Listing Agent Nikki Grzegorzewski Keller Williams Realty

    3708 Whispering Hills, Chester, NY 10918
  • 27 Grand View Terrace, Chester, NY 10918

    $780,000 Sold Aug 15, 2025

    27 Grand View Terrace, Chester, NY 10918

    • 5 Beds
    • 3.5 Baths
    • 4,490 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Above List Price
    • $174/SF
    • 43 Days On Market

    Current Estimated Value $792,282

    Last Listing Agent Randolph Rogers eXp Realty

    27 Grand View Terrace, Chester, NY 10918
  • 68 Southside Dr, Monroe, NY 10950

    $380,000 Sold Sep 15, 2025

    68 Southside Dr, Monroe, NY 10950

    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft
    • Built 1940

    Last Sold Summary

    • 15% Below List Price
    • $233/SF
    • 49 Days On Market

    Current Estimated Value $404,102

    Last Listing Agent Carol Buchanan BHG Real Estate Green Team

    68 Southside Dr, Monroe, NY 10950
  • 284 Bull Mill Rd, Chester, NY 10918

    $850,000 Sold Oct 22, 2025

    284 Bull Mill Rd, Chester, NY 10918

    • 5 Beds
    • 3 Baths
    • 3,485 Sq Ft
    • Built 1997

    Last Sold Summary

    • $244/SF
    • 20 Days On Market

    Current Estimated Value $833,275

    Last Listing Agent Jayne Mangieri Keller Williams Valley Realty

    284 Bull Mill Rd, Chester, NY 10918
  • 14 Twin Brooks Dr, Chester, NY 10918

    $475,000 Sold Feb 18, 2025

    14 Twin Brooks Dr, Chester, NY 10918

    • 4 Beds
    • 1.5 Baths
    • 1,692 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Below List Price
    • $281/SF
    • 50 Days On Market

    Current Estimated Value $499,311

    Last Listing Agent Layla Rose Boyles Century 21 Realty Center

    14 Twin Brooks Dr, Chester, NY 10918
  • 1 Winding Trail, Chester, NY 10918

    $540,000 Sold Aug 28, 2025

    1 Winding Trail, Chester, NY 10918

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft
    • Built 1991

    Last Sold Summary

    • 10% Below List Price
    • $265/SF
    • 35 Days On Market

    Current Estimated Value $553,598

    Last Listing Agent Donald Serotta Howard Hanna Rand Realty

    1 Winding Trail, Chester, NY 10918
  • 411 Prospect Rd, Chester, NY 10918

    $610,000 Sold Aug 25, 2025

    411 Prospect Rd, Chester, NY 10918

    • 4 Beds
    • 2 Baths
    • 1,987 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Above List Price
    • $307/SF
    • 39 Days On Market

    Current Estimated Value $607,626

    Last Listing Agent Dana Posner Howard Hanna Rand Realty

    411 Prospect Rd, Chester, NY 10918
  • 11 Vista Dr, Chester, NY 10918

    $525,000 Sold Jul 24, 2025

    11 Vista Dr, Chester, NY 10918

    • 4 Beds
    • 3 Baths
    • 2,122 Sq Ft
    • Built 1998

    Last Sold Summary

    • 2% Above List Price
    • $247/SF
    • 43 Days On Market

    Current Estimated Value $560,759

    Last Listing Agent James Feldhaus eXp Realty

    11 Vista Dr, Chester, NY 10918
  • 18 Miller Dr, Chester, NY 10918

    $415,000 Sold May 30, 2025

    18 Miller Dr, Chester, NY 10918

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • Built 1978

    Last Sold Summary

    • 6% Above List Price
    • $363/SF
    • 16 Days On Market

    Current Estimated Value $424,092

    Last Listing Agent Jennifer DiCostanzo RE/MAX Town & Country

    18 Miller Dr, Chester, NY 10918
  • 226 Eagleton Dr, Monroe, NY 10950

    $365,000 Sold Sep 12, 2025

    226 Eagleton Dr, Monroe, NY 10950

    • 3 Beds
    • 2.5 Baths
    • 1,698 Sq Ft
    • Built 1997

    Last Sold Summary

    • 3% Below List Price
    • $215/SF
    • 16 Days On Market

    Current Estimated Value $385,435

    Last Listing Agent Lorrainne Pisciotta Weichert Realtors

    226 Eagleton Dr, Monroe, NY 10950
  • 11 N Hudson St Unit N, Chester, NY 10918

    $475,000 Sold May 15, 2025

    11 N Hudson St Unit N, Chester, NY 10918

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1956

    Last Sold Summary

    • 11% Above List Price
    • $317/SF
    • 22 Days On Market

    Current Estimated Value $469,789

    Last Listing Agent Layla Rose Boyles Century 21 Realty Center

    11 N Hudson St Unit N, Chester, NY 10918
  • 3 Sunset Ridge Rd, Monroe, NY 10950

    $701,000 Sold Apr 01, 2025

    3 Sunset Ridge Rd, Monroe, NY 10950

    • 4 Beds
    • 3.5 Baths
    • 3,524 Sq Ft
    • Built 1996

    Last Sold Summary

    • $199/SF
    • 94 Days On Market

    Current Estimated Value $727,955

    Last Listing Agent Nicholas Cuomo Keller Williams Realty

    3 Sunset Ridge Rd, Monroe, NY 10950
  • 26 W Meadow Way, Chester, NY 10918

    $869,000 Sold Jul 24, 2025

    26 W Meadow Way, Chester, NY 10918

    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Below List Price
    • $280/SF
    • 85 Days On Market

    Current Estimated Value $125,299

    Last Listing Agent Nancy Sardo BHG Real Estate Green Team

    26 W Meadow Way, Chester, NY 10918
  • 21 Angle Dr, Chester, NY 10918

    $350,000 Sold Mar 24, 2025

    21 Angle Dr, Chester, NY 10918

    • 4 Beds
    • 2.5 Baths
    • 2,953 Sq Ft
    • Built 1991

    Last Sold Summary

    • 45% Below List Price
    • $119/SF
    • 267 Days On Market

    Current Estimated Value $466,153

    Last Listing Agent Avi Samet Avion

    21 Angle Dr, Chester, NY 10918
  • 10 Tulip Ln, Monroe, NY 10950

    $525,000 Sold Sep 02, 2025

    10 Tulip Ln, Monroe, NY 10950

    • 4 Beds
    • 2 Baths
    • 1,758 Sq Ft
    • Built 1961

    Last Sold Summary

    • 3% Below List Price
    • $299/SF
    • 38 Days On Market

    Current Estimated Value $524,848

    Last Listing Agent Philip Szumlaski Keller Williams Realty

    10 Tulip Ln, Monroe, NY 10950
  • 2754 Schroon River Rd, Chester, NY 12817
    2754 Schroon River Rd, Chester, NY 12817
    2754 Schroon River Rd, Chester, NY 12817
    /39

    $579,000 Sold Jun 12, 2025

    2754 Schroon River Rd, Chester, NY 12817

    • 3 Beds
    • 2 Baths
    • 1,665 Sq Ft
    • Built 1989

    Last Sold Summary

    • $348/SF
    • 8 Days On Market

    Last Listing Agent Angie Mead Gallo Realty ADK Inc

    2754 Schroon River Rd, Chester, NY 12817
  • 68 Walter Foote Rd, Chester, NY 12853
    68 Walter Foote Rd, Chester, NY 12853
    68 Walter Foote Rd, Chester, NY 12853
    /13

    $300,000 Sold Dec 23, 2025

    68 Walter Foote Rd, Chester, NY 12853

    • Land
    • 194 Acres
    • $1,546 per Acre

    Last Sold Summary

    • 52% Below List Price
    • 86 Days On Market

    Last Listing Agent Cindy Brower Coldwell Banker Prime Properties

    68 Walter Foote Rd, Chester, NY 12853
  • 30 Meadow Ave, Chester, NY 10918

    $829,000 Sold May 12, 2025

    30 Meadow Ave, Chester, NY 10918

    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft
    • Built 2024

    Last Sold Summary

    • $307/SF
    • 85 Days On Market

    Last Listing Agent Nancy Sardo BHG Real Estate Green Team

    30 Meadow Ave, Chester, NY 10918
  • 16 Kerner Dr, Chester, NY 10918

    $405,000 Sold Apr 30, 2025

    16 Kerner Dr, Chester, NY 10918

    • 3 Beds
    • 1 Bath
    • 1,222 Sq Ft
    • Built 1962

    Last Sold Summary

    • 9% Above List Price
    • $331/SF
    • 35 Days On Market

    Current Estimated Value $414,584

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    16 Kerner Dr, Chester, NY 10918
  • 0 William Hill Rd, Chester, NY 12817

    $125,000 Sold Oct 03, 2025

    0 William Hill Rd, Chester, NY 12817

    • Land
    • 45.83 Acres
    • $2,727 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 99 Days On Market

    Last Listing Agent Jason Minch William Raveis-New York LLC

    0 William Hill Rd, Chester, NY 12817
  • 1301 Kings Hwy, Chester, NY 10918

    $617,000 Sold May 19, 2025

    1301 Kings Hwy, Chester, NY 10918

    • 4 Beds
    • 2.5 Baths
    • 2,676 Sq Ft
    • Built 1835

    Last Sold Summary

    • 10% Below List Price
    • $231/SF
    • 146 Days On Market

    Current Estimated Value $633,148

    Last Listing Agent Susan Walski HomeSmart Homes & Estates

    1301 Kings Hwy, Chester, NY 10918
  • 354 Rande Rd Unit 354, Monroe, NY 10950

    $419,999 Sold Jan 07, 2026

    354 Rande Rd Unit 354, Monroe, NY 10950

    • 3 Beds
    • 2.5 Baths
    • 1,698 Sq Ft
    • Built 1999

    Last Sold Summary

    • $247/SF
    • 28 Days On Market

    Last Listing Agent Joel Ayala HomeSmart Homes & Estates

    354 Rande Rd Unit 354, Monroe, NY 10950
  • 3 Woodridge Dr, Chester, NY 10918

    $763,750 Sold Jun 20, 2025

    3 Woodridge Dr, Chester, NY 10918

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Built 1995

    Last Sold Summary

    • 4% Below List Price
    • $306/SF
    • 69 Days On Market

    Current Estimated Value $775,477

    Last Listing Agent Gina Dudgeon Howard Hanna Rand Realty

    3 Woodridge Dr, Chester, NY 10918
  • 19 Taurus Ave, Monroe, NY 10950

    $389,000 Sold Jul 09, 2025

    19 Taurus Ave, Monroe, NY 10950

    • 3 Beds
    • 1.5 Baths
    • 1,288 Sq Ft
    • Built 1954

    Last Sold Summary

    • 4% Above List Price
    • $302/SF
    • 30 Days On Market

    Current Estimated Value $378,688

    Last Listing Agent Christian Baez Keller Williams Hudson Valley

    19 Taurus Ave, Monroe, NY 10950
  • 116 Carriage Knoll Rd, Chester, NY 12817
    116 Carriage Knoll Rd, Chester, NY 12817
    116 Carriage Knoll Rd, Chester, NY 12817
    /16

    $60,000 Sold Jun 12, 2025

    116 Carriage Knoll Rd, Chester, NY 12817

    • Land
    • 5.34 Acres
    • $11,236 per Acre

    Last Sold Summary

    • 4% Below List Price
    • 30 Days On Market

    Last Listing Agent Walter Swartz Gallo Realty ADK Inc

    116 Carriage Knoll Rd, Chester, NY 12817
  • 101 Mountain Laurel Dr Unit 1A, Monroe, NY 10950

    $285,000 Sold Mar 31, 2025

    101 Mountain Laurel Dr Unit 1A, Monroe, NY 10950

    • 2 Beds
    • 2.5 Baths
    • 1,344 Sq Ft
    • Built 1979

    Last Sold Summary

    • $212/SF
    • 57 Days On Market

    Current Estimated Value $304,452

    Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

    101 Mountain Laurel Dr Unit 1A, Monroe, NY 10950

Showing Results 1 - 40, Page 1 of 4

New York Orange County Chester

Recently Sold Real Estate & Homes in Chester, NY

Frequently Asked Questions

What is the average home price in Chester, NY?
Homes for sale in Chester, NY have an average home price of $617,117.
What is the average time to sell a house in Chester, NY?
The houses for sale in Chester, NY spend an average of 59 days on the market.
What is the number of active homes for sale in Chester, NY?
There are 31 active homes for sale in Chester, NY.
How many homes have sold over the last 12 months in Chester, NY?
99 homes have sold in Chester, NY over the last 12 months.

Home Trends in Chester, NY

On average, homes in Chester, NY sell after 59 days on the market compared to the national average of 53 days. The median sale price for homes in Chester, NY over the last 12 months is $499,000, consistent with the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$499,000
Median Single Family Sale Price
$618,500
Median Townhouse Sale Price
$325,000
Median 2 Bedroom Sale Price
$305,000
Average Price Per Sq Ft
$271
Number of Homes for Sale
31
Last 12 months Home Sales
99
Months of Supply
3.80
Median List Price
$527,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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