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698 Properties
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698 Sold Properties

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The average price in the selected areas has remained stable. Learn more
  • 150 North Bedford Road Chappaqua RD #D#1, Chappaqua, NY 10514
    1 Bed1 Bath814 SqFt
    $455,000 $475,000 4.2%

    150 North Bedford Road Chappaqua RD #D#1, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

  • 150 N Bedford RD #C9, Chappaqua, NY 10514
    1 Bed1 Bath980 SqFt
    $415,000 $425,000 2.4%

    150 N Bedford RD #C9, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 12 Highland AVE #C, Chappaqua, NY 10514
    1 Bed2 Baths1,387 SqFt
    $515,000 $499,000 3.2%

    12 Highland AVE #C, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 27 Neustadt LN, Chappaqua, NY 10514
    4 Beds4 Baths4,974 SqFt
    $2,475,000 $1,925,000 28.6%

    27 Neustadt LN, Chappaqua, NY 10514

    Listed by William Raveis-New York, LLC

  • 44 Wynnewood RD, Chappaqua, NY 10514
    2 Beds2 Baths1,922 SqFt
    $1,150,000 $849,000 35.5%

    44 Wynnewood RD, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

  • 24 Marcourt DR, Chappaqua, NY 10514
    4 Beds3 Baths2,830 SqFt
    $1,620,000 $1,425,000 13.7%

    24 Marcourt DR, Chappaqua, NY 10514

    Listed by William Raveis-New York, LLC

  • 595 Quaker RD, Chappaqua, NY 10514
    3 Beds3 Baths2,114 SqFt
    $899,000 $899,000

    595 Quaker RD, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

  • 2 Brook LN, Chappaqua, NY 10514
    3 Beds2 Baths1,819 SqFt
    $975,000 $949,000 2.7%

    2 Brook LN, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 22 Valley LN, Chappaqua, NY 10514
    4 Beds4 Baths4,145 SqFt
    $1,920,000 $1,699,999 12.9%

    22 Valley LN, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 41 Deepwood DR, Chappaqua, NY 10514
    3 Beds3 Baths2,762 SqFt
    $1,545,000 $1,278,000 20.9%

    41 Deepwood DR, Chappaqua, NY 10514

    Listed by Christie's Int. Real Estate

  • 81 Cross Ridge RD, Chappaqua, NY 10514
    4 Beds3 Baths3,211 SqFt
    $1,632,000 $1,395,000 17.0%

    81 Cross Ridge RD, Chappaqua, NY 10514

    Listed by Douglas Elliman Real Estate

  • 12 Seven Bridges RD, Chappaqua, NY 10514
    3 Beds3 Baths2,543 SqFt
    $1,410,000 $1,175,000 20.0%

    12 Seven Bridges RD, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

  • 3 Greenridge DR, Chappaqua, NY 10514
    4 Beds4 Baths4,183 SqFt
    $1,500,000 $1,699,000 11.7%

    3 Greenridge DR, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 50 North PL, Chappaqua, NY 10514
    5 Beds4 Baths5,590 SqFt
    $1,313,550 $1,378,000 4.7%

    50 North PL, Chappaqua, NY 10514

    Listed by REALHome Services & Solutions

  • 12 Pines LN, Chappaqua, NY 10514
    3 Beds2 Baths2,249 SqFt
    $765,000 $795,000 3.8%

    12 Pines LN, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 149 King ST #19, Chappaqua, NY 10514
    2 Beds3 Baths1,664 SqFt
    $875,000 $750,000 16.7%

    149 King ST #19, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

  • 15 Gedney WAY, Chappaqua, NY 10514
    4 Beds4 Baths3,610 SqFt
    $1,925,000 $1,799,000 7.0%

    15 Gedney WAY, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 173 Birchwood Close, Chappaqua, NY 10514
    2 Beds2 Baths1,724 SqFt
    $635,000 $618,000 2.8%

    173 Birchwood Close, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 105 Rambling Brook RD, Chappaqua, NY 10514
    2 Beds3 Baths1,296 SqFt
    $745,000 $749,000 0.5%

    105 Rambling Brook RD, Chappaqua, NY 10514

    Listed by Keller Williams Realty Partner

  • 76 Valley LN, Chappaqua, NY 10514
    5 Beds6 Baths6,177 SqFt
    $2,875,000 $2,775,000 3.6%

    76 Valley LN, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

  • 9-11 Elm ST, Chappaqua, NY 10514
    4 Beds2 Baths0.26 Acres Lot
    $912,483 $899,000 1.5%

    9-11 Elm ST, Chappaqua, NY 10514

    Listed by William Raveis-New York, LLC

  • 10 Barnes LN, Chappaqua, NY 10514
    3 Beds2 Baths1,776 SqFt
    $710,000 $699,000 1.6%

    10 Barnes LN, Chappaqua, NY 10514

    Listed by RE/MAX Prestige Properties

  • 19 Random Farms CIR, Chappaqua, NY 10514
    4 Beds5 Baths4,847 SqFt
    $2,244,055 $1,849,000 21.4%

    19 Random Farms CIR, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 64 Cowdin CIR, Chappaqua, NY 10514
    3 Beds3 Baths2,911 SqFt
    $1,607,000 $1,479,000 8.7%

    64 Cowdin CIR, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

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HomeSmart Homes and Estates

Michael & Tara Holmes License ID: 10401274851

+1(914) 292-1415 mikeholmesrealestate@gmail.com

777 Westchester Ave, White Plains, NY, 10604, USA

Fair Housing Notice: Federal, State and Local Fair Housing Laws protect individuals from housing discrimination. It is unlawful to discriminate based on certain protected characteristics, which include, but are not limited to: race, creed, color, national origin, sexual orientation, gender identity or expression, military status, sex, age, disability, marital status, lawful source of income or familial status. Click here to read more. Click here to view the New York Standardized Operating Proced

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      Home
      Search
      Buy
      1. Affordability Calculator
      2. Featured Listings
      Sell
      1. Home
      2. Sell My Home
      3. Market Snapshot
      Home Valuation
      About
      1. About Us
      2. Reviews
      3. Preferred Vendors
      Contact Us
HomeSmart Homes and Estates

Michael & Tara Holmes License ID: 10401274851

+1(914) 292-1415 mikeholmesrealestate@gmail.com

777 Westchester Ave, White Plains, NY, 10604, USA

Fair Housing Notice: Federal, State and Local Fair Housing Laws protect individuals from housing discrimination. It is unlawful to discriminate based on certain protected characteristics, which include, but are not limited to: race, creed, color, national origin, sexual orientation, gender identity or expression, military status, sex, age, disability, marital status, lawful source of income or familial status. Click here to read more. Click here to view the New York Standardized Operating Proced

Get My App

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

Powered by Lofty Inc. Copyright 2025. 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.