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    16 Properties

    16 Properties Available

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    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    34 Glenside PL, Chappaqua, NY 10514
    1/40 40
    Open Sat 11AM-3PM

    $ 1,199,000

    3 Beds2 Baths1,880 SqFt

    34 Glenside PL, Chappaqua, NY 10514

    Single Family Home

    Listed by Keller Williams NY Realty

    122 Valley View RD, Chappaqua, NY 10514
    1/32 32
    Pending

    $ 1,699,999

    6 Beds4 Baths3,939 SqFt

    122 Valley View RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Compass Greater NY, LLC

    3 Boulder TRL, Chappaqua, NY 10514
    1/41 41
    Active

    $ 2,300,000

    5 Beds5 Baths5,183 SqFt

    3 Boulder TRL, Chappaqua, NY 10514

    Single Family Home

    Listed by Douglas Elliman Real Estate

    21 Wallace WAY, Chappaqua, NY 10514
    3D
    Price Dropped by $35K

    $ 1,790,000

    3 Beds4 Baths3,614 SqFt

    21 Wallace WAY, Chappaqua, NY 10514

    Townhouse

    Listed by Redfin Real Estate

    42 Cross Ridge RD, Chappaqua, NY 10514
    1/34 34
    Pending

    $ 1,375,000

    3 Beds3 Baths3,102 SqFt

    42 Cross Ridge RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Douglas Elliman Real Estate

    23 Cross Ridge RD, Chappaqua, NY 10514
    1/34 34
    Pending

    $ 1,350,000

    4 Beds4 Baths3,525 SqFt

    23 Cross Ridge RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Douglas Elliman Real Estate

    42 Seven Bridges RD, Chappaqua, NY 10514
    1/49 49
    Pending

    $ 1,799,000

    5 Beds4 Baths4,561 SqFt

    42 Seven Bridges RD, Chappaqua, NY 10514

    Single Family Home

    Listed by William Raveis-New York, LLC

    55 Old Lyme RD, Chappaqua, NY 10514
    1/35 35
    Pending

    $ 1,525,000

    4 Beds3 Baths3,365 SqFt

    55 Old Lyme RD, Chappaqua, NY 10514

    Single Family Home

    Listed by William Raveis-New York, LLC

    52 Old Lyme RD, Chappaqua, NY 10514
    1/40 40
    Pending

    $ 1,499,000

    4 Beds4 Baths3,858 SqFt

    52 Old Lyme RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Compass Greater NY, LLC

    150 N Bedford RD #5A, Chappaqua, NY 10514
    1/26 26
    Active

    $ 2,900

    1 Bed1 Bath900 SqFt

    150 N Bedford RD #5A, Chappaqua, NY 10514

    Condo

    Listed by NextHome GoodLife

    8 Dewitt DR #66, Chappaqua, NY 10514
    1/16 16
    Pending

    $ 1,399,995

    2 Beds4 Baths2,945 SqFt

    8 Dewitt DR #66, Chappaqua, NY 10514

    Condo

    Listed by Toll Brothers Real Estate Inc.

    14 Carriage LN #87, Chappaqua, NY 10514
    1/4 4
    Pending

    $ 1,338,995

    2 Beds3 Baths2,503 SqFt

    14 Carriage LN #87, Chappaqua, NY 10514

    Condo

    Listed by Toll Brothers Real Estate Inc.

    2 Carriage LN #81, Chappaqua, NY 10514
    3D
    Pending

    $ 1,807,995

    2 Beds4 Baths3,269 SqFt

    2 Carriage LN #81, Chappaqua, NY 10514

    Condo

    Listed by Toll Brothers Real Estate Inc.

    14 Carriage LN #87, Chappaqua, NY 10514
    1/5 5
    Pending

    $ 1,480,995

    2 Beds4 Baths2,945 SqFt

    14 Carriage LN #87, Chappaqua, NY 10514

    Condo

    Listed by Toll Brothers Real Estate Inc.

    16 Dewitt DR #70, Chappaqua, NY 10514
    3D
    Pending

    $ 1,629,995

    2 Beds4 Baths3,269 SqFt

    16 Dewitt DR #70, Chappaqua, NY 10514

    Condo

    Listed by Toll Brothers Real Estate Inc.

    18 Dewitt DR #71, Chappaqua, NY 10514
    1/6 6
    Pending

    $ 1,750,995

    3 Beds4 Baths3,335 SqFt

    18 Dewitt DR #71, Chappaqua, NY 10514

    Condo

    Listed by Toll Brothers Real Estate Inc.

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    BēKin Main Logo White37174F37-5481-4FD0-9A27-5A47208838F8_1
    BēKin

    Josh Dawson License ID: 10491212788

    +1(917) 717-5608 josh@bekin.io

    2495 Montauk Highway, Unit A, Bridgehampton

    The BēKin Team at BHHS|NYP is a separate entity from BēKin. While The BēKin Team at BHHS|NYP operates exclusively in New York City as part of BHHS|NYP, BēKin functions as its own brokerage for real estate transactions in Fire Island, The Hamptons, and areas of Long Island outside the NYC region.

      • Home
        Rent
        1. Fire Island Pines Vacation Rentals
        2. New York City
        3. The Hamptons
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        2. New York City
        3. The Hamptons
        About
        1. Our Team
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    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it 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 to be accurate. Listing information updated daily.
    BēKin Main Logo White37174F37-5481-4FD0-9A27-5A47208838F8_1
    BēKin

    Josh Dawson License ID: 10491212788

    +1(917) 717-5608 josh@bekin.io

    2495 Montauk Highway, Unit A, Bridgehampton

    The BēKin Team at BHHS|NYP is a separate entity from BēKin. While The BēKin Team at BHHS|NYP operates exclusively in New York City as part of BHHS|NYP, BēKin functions as its own brokerage for real estate transactions in Fire Island, The Hamptons, and areas of Long Island outside the NYC region.

      • Home
        Rent
        1. Fire Island Pines Vacation Rentals
        2. New York City
        3. The Hamptons
      • Buy
        1. Fire Island Pines
        2. New York City
        3. The Hamptons
        About
        1. Our Team
        2. About Us
        3. Contact Us
        4. Reviews
        5. Blogs
        6. Standardized Operating Procedures
      • Sell
        1. Sell My Home
        2. Home Valuation
        Market Snapshot

    Get My App

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it 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 to be accurate. Listing information updated daily.