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3 Bedroom Homes in Chester, NY
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31 listings
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3 bedsNew constructionWith a pool

3 Bedroom Homes in Chester, NY

3 Bedroom Homes in Chester, NY

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24 of 31 Listings
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3 Bedroom Homes in Chester, NY

24 of 31 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 1223 Whispering Hills — photo18Active

    $299,900

    3 bd · 2 ba · 1,316 sqft

    1223 Whispering Hills, Chester, NY

    Jonathon Z. Lee · KW Hudson Valley United

  2. 264 Bull Mill Road — photo43Active

    $499,000

    3 bd · 3 ba · 1,848 sqft

    264 Bull Mill Road, Chester, NY

    Jacqueline Manzolillo-Blais · Keller Williams Realty

  3. 3211 Whispering Hills — photo40Active

    $370,000

    3 bd · 2 ba · 1,316 sqft

    3211 Whispering Hills, Chester, NY

    Richard J Froehlich · RE/MAX Benchmark Realty Group

  4. 4704 Whispering Hills — photo19Active

    $380,000

    3 bd · 3 ba · 1,331 sqft

    4704 Whispering Hills, Chester, NY

    Evelyn Martino · Sahagian Realty LLC

  5. 3561 Rte 94 — photoPrice Reduced50Active

    $635,999

    3 bd · 3 ba · 2,902 sqft

    3561 Rte 94, Chester, NY

    Gina Dudgeon · Howard Hanna Rand Realty

  6. 260 Gibson Hill Road — photo22Active

    $374,900

    3 bd · 2 ba · 1,644 sqft

    260 Gibson Hill Road, Chester, NY

    Camilia Anka · Keller Williams Realty

  7. 2921 Whispering Hills — photo42Active

    $374,900

    3 bd · 3 ba · 1,331 sqft

    2921 Whispering Hills, Chester, NY

    Amanda M Dnistrian · ARC Realty 1 in Sales

  8. 50 Hambletonian Avenue — photo45Active

    $550,000

    3 bd · 2 ba · 1,583 sqft

    50 Hambletonian Avenue, Chester, NY

    Jennifer Loprieno · Howard Hanna Rand Realty

  9. 173 Creamery Pond Road — photoPrice Reduced48Active

    $669,000

    3 bd · 3 ba · 2,533 sqft

    173 Creamery Pond Road, Chester, NY

    Michele Tobin · Keller Williams Realty

  10. 36 Ferris Road — photoPrice Reduced52Active

    $349,900

    3 bd · 2 ba · 1,296 sqft

    36 Ferris Road, Chester, NY

    Jenna Frasier · Selling ADK

  11. 1367 Kings Highway — photo16Active

    $440,000

    3 bd · 2 ba · 1,728 sqft

    1367 Kings Highway, Chester, NY

    Derek J. Greene · Greene Realty Group

  12. 412 Laroe Road — photoPrice Reduced46Active

    $605,000

    3 bd · 2 ba · 1,848 sqft

    412 Laroe Road, Chester, NY

    Nathalie M Sessoms · Howard Hanna Rand Realty

  13. 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

  14. 21 Trotting Drive — photo49Active

    $475,000

    3 bd · 2 ba · 1,624 sqft

    21 Trotting Drive, Chester, NY

    Michele Kayser · Keller Williams Realty

  15. 70 Main Street — photo27Active

    $469,000

    3 bd · 3 ba · 1,357 sqft

    70 Main Street, Chester, NY

    Pedro Garcia · Curasi Realty, Inc.

  16. 66 Whitetail Run — photoPrice Reduced50Active

    $435,000

    3 bd · 2 ba · 1,500 sqft

    66 Whitetail Run, Chester, NY

    Soleil Jackman · Howard Hanna Rand Realty

  17. 2522 Whispering Hills — photoPrice Reduced35Active

    $359,000

    3 bd · 3 ba · 1,331 sqft

    2522 Whispering Hills, Chester, NY

    Ann Marie Silvani · Howard Hanna Rand Realty

  18. 26 Emily Lane — photoPrice Reduced62Active

    $795,000

    3 bd · 3 ba · 1,476 sqft

    26 Emily Lane, Chester, NY

    Walter S Swartz · Gallo Realty ADK Inc

  19. 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

  20. 14 Vanderwalker Road — photo23Active

    $420,000

    3 bd · 2 ba · 1,488 sqft

    14 Vanderwalker Road, Chester, NY

    Barbara Kearney · Hunt ERA

  21. 11 Chandler Drive — photoPrice Reduced32Active

    $545,000

    3 bd · 3 ba · 1,908 sqft

    11 Chandler Drive, Chester, NY

    Daniella Restrepo · Coldwell Banker Realty

  22. 197 Lane Road — photoPrice Reduced31Active

    $590,000

    3 bd · 3 ba · 2,000 sqft

    197 Lane Road, Chester, NY

    Walter S Swartz · Gallo Realty ADK Inc

  23. 28 Olmstedville Road — photo33Active

    $185,000

    3 bd · 2 ba · 1,540 sqft

    28 Olmstedville Road, Chester, NY

    Heidemarie R Lane · Big Hat Realty

  24. 3318 State Route 94 — photo29Active

    $549,900

    3 bd · 2 ba · 2,138 sqft

    3318 State Route 94, Chester, NY

    Asha Keegan · Howard Hanna Rand Realty

12

Explore Chester homes

By price

  • Under $300K
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By bedrooms

  • 2 beds
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  • 5 beds

By type

  • Single family
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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: 2026-09-20 06:32:09 UTC
OneKey MLS
The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' 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 deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved
    • New construction
    • With a pool

    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.