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    Chappaqua, NY
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    43 Properties Available

    43 Properties Available

    The average price in the selected areas has remained stable. Learn more
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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    13 Deer RUN, Chappaqua, NY 10514
    1/36
    Coming Soon

    $799,000

    2 Beds3 Baths1,244 SqFt

    13 Deer RUN, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    7 Valley View RD #Unit #1, Chappaqua, NY 10514
    1/16
    Active

    $5,000

    2 Beds2 Baths1,100 SqFt

    7 Valley View RD #Unit #1, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    4 Hillside PL, Chappaqua, NY 10514
    1/35
    Active

    $829,000

    3 Beds3 Baths1,600 SqFt

    4 Hillside PL, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    676 Hardscrabble RD, Chappaqua, NY 10514
    1/47
    Active

    $1,396,000

    3 Beds3 Baths2,420 SqFt

    676 Hardscrabble RD, Chappaqua, NY 10514

    Listed by Corcoran Legends Realty

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    2 Timberland PASS, Chappaqua, NY 10514
    1/20
    Pending

    $825,000

    3 Beds3 Baths1,586 SqFt

    2 Timberland PASS, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    18 Ivy Hill RD, Chappaqua, NY 10514
    1/44
    Pending

    $2,799,000

    5 Beds5 Baths4,323 SqFt

    18 Ivy Hill RD, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    4 Gray Rock LN, Chappaqua, NY 10514
    1/14
    Active

    $3,800

    2 Beds1 Bath1,000 SqFt

    4 Gray Rock LN, Chappaqua, NY 10514

    Listed by William Raveis-New York, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    7 Cabin Ridge RD, Chappaqua, NY 10514
    1/35
    Pending

    $1,349,000

    3 Beds4 Baths2,595 SqFt

    7 Cabin Ridge RD, Chappaqua, NY 10514

    Listed by William Raveis-New York, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    369 N Greeley AVE, Chappaqua, NY 10514
    1/28
    Active

    $4,500

    2 Beds2 Baths1,460 SqFt

    369 N Greeley AVE, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    91 Bedford RD #3A, Chappaqua, NY 10514
    1/20
    Active

    $4,400

    2 Beds2 Baths960 SqFt

    91 Bedford RD #3A, Chappaqua, NY 10514

    Listed by ERA Insite Realty Services

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    301 Roaring Brook RD, Chappaqua, NY 10514
    1/17
    Active

    $3,088,000

    7 Beds7 Baths5,345 SqFt

    301 Roaring Brook RD, Chappaqua, NY 10514

    Listed by EXP Realty

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    46 Annandale RD, Chappaqua, NY 10514
    1/48
    Pending

    $3,299,000

    5 Beds7 Baths7,597 SqFt

    46 Annandale RD, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    331 N Greeley AVE, Chappaqua, NY 10514
    1/49
    Pending

    $649,000

    2 Beds2 Baths1,583 SqFt

    331 N Greeley AVE, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    20 Bessel LN, Chappaqua, NY 10514
    1/39
    Pending

    $2,790,000

    6 Beds6 Baths7,978 SqFt

    20 Bessel LN, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    76 Random Farms CIR, Chappaqua, NY 10514
    1/46
    Pending

    $1,995,000

    4 Beds5 Baths4,796 SqFt

    76 Random Farms CIR, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    48 Random Farms CIR, Chappaqua, NY 10514
    1/31
    Pending

    $2,349,000

    5 Beds6 Baths5,646 SqFt

    48 Random Farms CIR, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    600 Bedford RD, Chappaqua, NY 10549
    1/39
    Active

    $1,599,000

    8 Beds8 Baths5,798 SqFt

    600 Bedford RD, Chappaqua, NY 10549

    Listed by Houlihan Lawrence Inc.

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    547 #A King ST, Chappaqua, NY 10514
    1/20
    Active

    $4,000

    2 Beds1 Bath1,100 SqFt

    547 #A King ST, Chappaqua, NY 10514

    Listed by Keller Williams Realty Group

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    24 Trails End, Chappaqua, NY 10514
    1/41
    Active

    $5,750,000

    6 Beds8 Baths9,247 SqFt

    24 Trails End, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    27 Mill River RD, Chappaqua, NY 10514
    1/30
    Pending

    $749,000

    3 Beds2 Baths1,414 SqFt

    27 Mill River RD, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    9 Lori LN, Chappaqua, NY 10514
    1/26
    Pending

    $1,575,000

    4 Beds3 Baths2,376 SqFt

    9 Lori LN, Chappaqua, NY 10514

    Listed by Julia B Fee Sothebys Int. Rlty

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    20 Hitching Post LN, Chappaqua, NY 10514
    1/45
    Active

    $2,299,000

    5 Beds5 Baths4,661 SqFt

    20 Hitching Post LN, Chappaqua, NY 10514

    Listed by William Raveis-New York LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    53 W Orchard RD, Chappaqua, NY 10514
    1/31
    Pending

    $1,725,000

    4 Beds4 Baths3,581 SqFt

    53 W Orchard RD, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    10 Deborah LN, Chappaqua, NY 10514
    1/44
    Pending

    $1,399,000

    3 Beds3 Baths2,821 SqFt

    10 Deborah LN, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
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      1. About Us
      2. Contact Us
    HomeSmart Premier Living Realty

    Briguitte Berrospi License ID: 216670

    +1(347) 624-3056 briguitteberr@gmail.com

    489A Willis Ave Williston Park

    Fair Housing Notice

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    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    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.
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    • Home
    • Search
    • Buy
      1. Our Listings
      2. Mortgage Calculator
      3. Affordability Calculator
    • Sell
      1. Sell My Home
      2. Market Snapshot
    • Home Valuation
    • About
      1. About Us
      2. Contact Us
    HomeSmart Premier Living Realty

    Briguitte Berrospi License ID: 216670

    +1(347) 624-3056 briguitteberr@gmail.com

    489A Willis Ave Williston Park

    Fair Housing Notice

    Get My App

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

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    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.