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Single-Family Homes in Chester, NY
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27 listings
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Single-Family Homes in Chester, NY

Single-Family Homes in Chester, NY

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24 of 27 Listings
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Single-Family Homes in Chester, NY

24 of 27 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 4255-4259 Glendale Road — photoNew38Active

    $649,000

    3 bd · 3 ba · 2,737 sqft

    4255-4259 Glendale Road, Chester, NY

    Barbara Kearney · Hunt Real Estate ERA

  2. 156 Hardscrabble Road — photoNew60Active

    $286,000

    4 bd · 2 ba · 1,415 sqft

    156 Hardscrabble Road, Chester, NY

    Erin Steinbach · Julie & Co Realty LLC

  3. 110-114 State Route 28N — photo45Active

    $589,000

    3 bd · 2 ba · 2,072 sqft

    110-114 State Route 28N, Chester, NY

    Saraha Millington · Gallo Realty ADK Inc

  4. 700 Atateka Drive — photo40Active

    $499,900

    5 bd · 3 ba · 1,646 sqft

    700 Atateka Drive, Chester, NY

    Michael J Lynch · Coldwell Banker Prime Properties

  5. 24 Memory Lane — photoPrice Reduced28Active

    $599,000

    2 bd · 1 ba · 752 sqft

    24 Memory Lane, Chester, NY

    Ashley Nagy · Davies Davies & Associates Real Estate LLC

  6. 69 Cedar Pond Lane — photoPrice Reduced50Active

    $1,599,999

    6 bd · 8 ba · — sqft

    69 Cedar Pond Lane, Chester, NY

    Alexander Fayn · Prominent Properties Sotheby's International Realty-Alpine

  7. 68 Birchwood Drive — photo31Active

    $1,899,000

    4 bd · 3 ba · 1,782 sqft

    68 Birchwood Drive, Chester, NY

    Barbara Kearney · Hunt Real Estate ERA

  8. 81 Clarkson Road — photoPrice Reduced32Active

    $355,000

    2 bd · 2 ba · 1,086 sqft

    81 Clarkson Road, Chester, NY

    Barbara Kearney · Hunt Real Estate ERA

  9. 548 White Schoolhouse Road — photo38Active

    $585,000

    4 bd · 2 ba · 1,948 sqft

    548 White Schoolhouse Road, Chester, NY

    Carol Monroe · Najer Realty

  10. 22 Spring Street — photoPrice ReducedOpen house Sat, Oct 3 · 2:00 PM36Active

    $260,000

    2 bd · 2 ba · 1,021 sqft

    22 Spring Street, Chester, NY

    Jenna Frasier · Selling ADK

  11. 3001 Schroon River Road — photoPrice Reduced35Active

    $439,900

    4 bd · 3 ba · 1,990 sqft

    3001 Schroon River Road, Chester, NY

    Jonathan Minerick · Homecoin.com

  12. 84 Marina Road — photo35Active

    $639,000

    3 bd · 2 ba · 1,806 sqft

    84 Marina Road, Chester, NY

    Sandra S Engle Pratt · Gore Mountain Real Estate Company

  13. 7278 US-9 — photoPrice Reduced37Active

    $650,000

    3 bd · 1 ba · 1,220 sqft

    7278 US-9, Chester, NY

    Angela Mead · Gallo Realty ADK Inc

  14. 20 Vetter Avenue — photoPrice Reduced28Active

    $320,000

    5 bd · 2 ba · 1,286 sqft

    20 Vetter Avenue, Chester, NY

    Julia Pucciarelli · Gallo Realty ADK Inc

  15. 14 Vanderwalker Road — photo23Active

    $420,000

    3 bd · 2 ba · 1,488 sqft

    14 Vanderwalker Road, Chester, NY

    Barbara Kearney · Hunt ERA

  16. 190 Kingsley Ln Ext — photoPrice Reduced56Active

    $899,000

    5 bd · 3 ba · 2,482 sqft

    190 Kingsley Ln Ext, Chester, NY

    Brooke Clark · Four Seasons Sothebys International Realty

  17. 12 Theriot Avenue — photoPrice Reduced13Active

    $200,000

    1 bd · 1 ba · 704 sqft

    12 Theriot Avenue, Chester, NY

    Jill Brady · Hunt Real Estate ERA

  18. 342-346 Starbuck Hill Road — photo45Active

    $699,900

    4 bd · 3 ba · 3,977 sqft

    342-346 Starbuck Hill Road, Chester, NY

    Holly Dansbury · Davies Davies & Associates Real Estate LLC

  19. 856 Olmstedville Road — photoPrice Reduced17Active

    $124,900

    1 bd · 1 ba · 492 sqft

    856 Olmstedville Road, Chester, NY

    Saraha Millington · Gallo Realty ADK Inc

  20. 197 Lane Road — photoPrice Reduced36Active

    $590,000

    3 bd · 3 ba · 2,000 sqft

    197 Lane Road, Chester, NY

    Walter S Swartz · Gallo Realty ADK Inc

  21. 28 Olmstedville Road — photo33Active

    $185,000

    3 bd · 2 ba · 1,540 sqft

    28 Olmstedville Road, Chester, NY

    Heidemarie R Lane · Big Hat Realty

  22. 527 Potter Brook Road — photoPrice Reduced25Active

    $329,900

    3 bd · 2 ba · 1,960 sqft

    527 Potter Brook Road, Chester, NY

    Jennifer J Sherry · Sherwood Group, LLC

  23. 960 Olmstedville Road — photoPrice Reduced47Active

    $649,000

    3 bd · 3 ba · 2,499 sqft

    960 Olmstedville Road, Chester, NY

    Walter S Swartz · Gallo Realty ADK Inc

  24. 100 Fish Hollow Road — photoPrice Reduced126Active

    $749,000

    3 bd · 3 ba · 2,381 sqft

    100 Fish Hollow Road, Chester, NY

    Carol Monroe · Najer Realty

12

About Single-Family Homes in Chester, NY

Single-Family Homes in Chester, NY: 27 active listings as of October 3, 2026, 09:08 UTC.

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

Global MLS
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Information is deemed reliable but not guaranteed.
Listing information ©2026 Local REALTOR® - Douglas Perlson, Corp. Broker - (646) 315-9116. All Rights Reserved. Last Updated: 2026-10-02 17:21:27 UTC
New Jersey MLS
The data relating to the real estate for sale on this website comes in part from the Internet Data Exchange Program of the NJMLS. Real estate listings held by brokerage firms other than Realty.com are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website. All information deemed reliable but not guaranteed. Copyright © 2026 New Jersey Multiple Listing Service, Inc. All Rights Reserved.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Chester, NY community profile

    Population
    4,099
    Median income
    $110,682
    Housing units
    1,761
    People per sq. mi.
    120.2
    Area
    34.1 sq. mi.

    Source: HJN community data

    Chester housing market

    August 2026 · This period is still settling

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 13 sales · as of Aug 28, 2026

    Homes on the market · MLS, as of Aug 24, 2026–Aug 28, 2026

    Median list price
    $699,998
    Homes for sale
    74
    Median days on market
    41 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 19, 2026

    Median home size
    2,097 sq. ft.