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3 bedsNew constructionWith a pool
2 Bedroom Homes in Chester Town, NY
7 listings

2 Bedroom Homes in Chester Town, NY

2 Bedroom Homes in Chester Town, NY

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7 Listings
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2 Bedroom Homes in Chester Town, NY

7 Listings

  1. 3706 Whispering Hills — photo18Active

    $339,900

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

2 bd · 2 ba · 1,086 sqft

3706 Whispering Hills, Chester Town, NY

Randolph Rogers · eXp Realty

  • 2107 Whispering Hills — photo34Active

    $329,000

    2 bd · 2 ba · 1,086 sqft

    2107 Whispering Hills, Chester Town, NY

    Zachary Leentjes · Wansor Realty

  • 19 Meadow Avenue — photo18Active

    $525,000

    2 bd · 2 ba · 1,910 sqft

    19 Meadow Avenue, Chester Town, NY

    Delease A. Jenkins · RE/MAX Town & Country

  • 1212 Whispering Hills — photo48Active

    $269,000

    2 bd · 1 ba · 1,084 sqft

    1212 Whispering Hills, Chester Town, NY

    Beth Palma · Keller Williams Realty

  • 2124 Whispering Hills — photoPrice Reduced18Active

    $289,000

    2 bd · 1 ba · 1,084 sqft

    2124 Whispering Hills, Chester Town, NY

    Beverly Huaman · Howard Hanna Rand Realty

  • 1005 Whispering Hills — photo28Active

    $290,000

    2 bd · 2 ba · 1,053 sqft

    1005 Whispering Hills, Chester Town, NY

    Kristie A. Jacques · Century 21 Full Service Realty

  • 2113 Whispering Hills — photoPrice Reduced24Active

    $275,000

    2 bd · 1 ba · 1,084 sqft

    2113 Whispering Hills, Chester Town, NY

    Valerie Quinn · Keller Williams Realty

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Listing data & MLS disclosures

    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