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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
  • 58 Pond View LN, Chappaqua, NY 10514
    3 Beds4 Baths2,309 SqFt
    $7,000 $6,800 2.9%

    58 Pond View LN, Chappaqua, NY 10514

    Listed by HomeSmart Homes & Estates

  • 86 Farm Lake Crescent RD, Chappaqua, NY 10514
    3 Beds3 Baths1,539 SqFt
    $6,500 $6,500

    86 Farm Lake Crescent RD, Chappaqua, NY 10514

    Listed by HomeSmart Homes & Estates

  • 129 Bayberry Close, Chappaqua, NY 10514
    2 Beds3 Baths1,653 SqFt
    $740,000 $765,000 3.3%

    129 Bayberry Close, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 22 Dewitt DR #73, Chappaqua, NY 10514
    3 Beds4 Baths3,352 SqFt
    $1,624,995 $1,699,995 4.4%

    22 Dewitt DR #73, Chappaqua, NY 10514

    Listed by Toll Brothers Real Estate Inc.

  • 9 Dewitt DR #80, Chappaqua, NY 10514
    2 Beds4 Baths3,269 SqFt
    $1,649,995 $1,649,995

    9 Dewitt DR #80, Chappaqua, NY 10514

    Listed by Toll Brothers Real Estate Inc.

  • 24 Hunting Ridge RD, Chappaqua, NY 10514
    4 Beds4 Baths3,962 SqFt
    $1,826,000 $1,595,000 14.5%

    24 Hunting Ridge RD, Chappaqua, NY 10514

    Listed by Douglas Elliman Real Estate

  • 51 Granite CT, Chappaqua, NY 10514
    5 Beds5 Baths5,836 SqFt
    $2,922,500 $2,995,000 2.4%

    51 Granite CT, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 60 Cross Ridge RD, Chappaqua, NY 10514
    3 Beds2 Baths2,426 SqFt
    $1,502,500 $1,298,000 15.8%

    60 Cross Ridge RD, Chappaqua, NY 10514

    Listed by William Raveis-New York, LLC

  • 85 Haights Cross RD, Chappaqua, NY 10514
    7 Beds6 Baths6,814 SqFt
    $1,800,000 $1,800,000

    85 Haights Cross RD, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

  • 7 Oak Hill RD, Chappaqua, NY 10514
    4 Beds3 Baths2,628 SqFt
    $1,320,000 $999,999 32.0%

    7 Oak Hill RD, Chappaqua, NY 10514

    Listed by William Raveis-New York, LLC

  • 24 Greenbriar DR, Chappaqua, NY 10514
    4 Beds3 Baths2,781 SqFt
    $1,415,000 $1,149,000 23.2%

    24 Greenbriar DR, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 10 Leroy PL, Chappaqua, NY 10514
    2 Beds2 Baths1,492 SqFt
    $870,000 $645,000 34.9%

    10 Leroy PL, Chappaqua, NY 10514

    Listed by William Raveis-New York, LLC

  • 33 Kipp ST, Chappaqua, NY 10514
    3 Beds2 Baths1,923 SqFt
    $970,000 $925,000 4.9%

    33 Kipp ST, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 20 Dewitt DR #72, Chappaqua, NY 10514
    2 Beds4 Baths2,945 SqFt
    $1,558,667 $1,507,995 3.4%

    20 Dewitt DR #72, Chappaqua, NY 10514

    Listed by Toll Brothers Real Estate Inc.

  • 25 Random Farms DR, Chappaqua, NY 10514
    4 Beds5 Baths4,490 SqFt
    $2,300,000 $1,899,999 21.1%

    25 Random Farms DR, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 386 N Greeley AVE, Chappaqua, NY 10514
    2 Beds2 Baths1,660 SqFt
    $727,500 $649,000 12.1%

    386 N Greeley AVE, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

  • 395 Bedford RD, Chappaqua, NY 10514
    5 Beds4 Baths3,041 SqFt
    $1,589,000 $1,589,000

    395 Bedford RD, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

  • 2 South PL, Chappaqua, NY 10514
    3 Beds3 Baths2,233 SqFt
    $1,450,000 $1,099,000 31.9%

    2 South PL, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

  • 3 Dewitt DR #77, Chappaqua, NY 10514
    2 Beds4 Baths3,269 SqFt
    $1,715,408 $1,654,995 3.7%

    3 Dewitt DR #77, Chappaqua, NY 10514

    Listed by Toll Brothers Real Estate Inc.

  • 7 Dewitt DR #79, Chappaqua, NY 10514
    2 Beds4 Baths3,614 SqFt
    $1,519,995 $1,549,995 1.9%

    7 Dewitt DR #79, Chappaqua, NY 10514

    Listed by Toll Brothers Real Estate Inc.

  • 72 Carolyn PL, Chappaqua, NY 10514
    4 Beds8 Baths8,291 SqFt
    $3,375,000 $3,499,000 3.5%

    72 Carolyn PL, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 2 Cedar LN, Chappaqua, NY 10514
    5 Beds4 Baths4,462 SqFt
    $2,201,800 $1,675,000 31.5%

    2 Cedar LN, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 3 Bradley Farms, Chappaqua, NY 10514
    4 Beds4 Baths5,947 SqFt
    $2,700,000 $2,650,000 1.9%

    3 Bradley Farms, Chappaqua, NY 10514

    Listed by William Raveis-New York, LLC

  • 50 Mountain Peak RD, Chappaqua, NY 10514
    4 Beds3 Baths3,229 SqFt
    $1,290,000 $1,195,000 7.9%

    50 Mountain Peak RD, 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.