HomeSmart Homes and Estates
  • 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
  • MORE
    1. My Homes
    2. My Tours
    3. My Favorites
    4. My Searches
  • Sign In
  • Register
Filters Reset
1 Filter
Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
Beds
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Baths
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Reset
0 Filters
0 Filters Applied

Sold Date
Days Sold
Advanced
Less Than
Days
Unit Level

SqFt
Switch to Acre
Sqft
Sqft
Lot Size
Switch to Acre
Sqft
Sqft
Year Built
Stories
Kitchens
Acres
Full Bathrooms
Half Bathrooms
Frontage
Tax Amount
Land Lease Fee
Keyword
Assessed Value

Parking Space
Garage Space
Carport Spaces

Has Picture
Save Snapshot
698 Properties
Map

698 Sold Properties

  • Default
  • Most Recent
  • Price-Highest
  • Price-Lowest
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
The average price in the selected areas has remained stable. Learn more
  • 20 Lawrence Frm Crswy, Chappaqua, NY 10514
    4 Beds3 Baths4,085 SqFt
    $1,662,500 $1,599,000 4.0%

    20 Lawrence Frm Crswy, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 30 Lori LN, Chappaqua, NY 10514
    4 Beds3 Baths2,288 SqFt
    $1,200,000 $1,200,000

    30 Lori LN, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 106 Marcourt DR, Chappaqua, NY 10514
    4 Beds3 Baths2,814 SqFt
    $1,050,000 $995,000 5.5%

    106 Marcourt DR, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

  • 39 Barnes LN, Chappaqua, NY 10514
    1.06 Acres
    $425,000 $475,000 10.5%

    39 Barnes LN, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 26 Dewitt DR #75, Chappaqua, NY 10514
    3 Beds3 Baths3,335 SqFt
    $1,631,110 $1,629,995 0.1%

    26 Dewitt DR #75, Chappaqua, NY 10514

    Listed by Toll Brothers Real Estate Inc.

  • 4 Timberland PASS #4, Chappaqua, NY 10514
    2 Beds3 Baths1,550 SqFt
    $595,000 $595,000

    4 Timberland PASS #4, Chappaqua, NY 10514

    Listed by Dorothy Jensen Realty, Inc.

  • 7 Deer RUN, Chappaqua, NY 10514
    2 Beds2 Baths1,549 SqFt
    $750,000 $750,000

    7 Deer RUN, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 40 Aldridge RD, Chappaqua, NY 10514
    4 Beds4 Baths3,541 SqFt
    $1,955,000 $1,755,000 11.4%

    40 Aldridge RD, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 55 Florence DR, Chappaqua, NY 10514
    4 Beds4 Baths2,984 SqFt
    $2,275,000 $1,895,000 20.1%

    55 Florence DR, Chappaqua, NY 10514

    Listed by William Raveis-New York, LLC

  • 32 Begg DR, Chappaqua, NY 10514
    3 Beds2 Baths1,657 SqFt
    $999,999 $945,000 5.8%

    32 Begg DR, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

  • 33 Chatham RD, Chappaqua, NY 10514
    3 Beds3 Baths2,100 SqFt
    $1,175,000 $999,000 17.6%

    33 Chatham RD, Chappaqua, NY 10514

    Listed by Corcoran Legends Realty

  • 140 S Bedford RD, Chappaqua, NY 10514
    4 Beds3 Baths3,631 SqFt
    $1,550,000 $1,599,000 3.1%

    140 S Bedford RD, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 41 Lila LN #60, Chappaqua, NY 10514
    2 Beds4 Baths3,101 SqFt
    $1,624,375 $1,596,995 1.7%

    41 Lila LN #60, Chappaqua, NY 10514

    Listed by Toll Brothers Real Estate Inc.

  • 14 Alta LN, Chappaqua, NY 10514
    5 Beds6 Baths5,111 SqFt
    $1,600,000 $1,695,000 5.6%

    14 Alta LN, Chappaqua, NY 10514

    Listed by Douglas Elliman Real Estate

  • 54 Spring RD, Chappaqua, NY 10514
    3 Beds4 Baths2,482 SqFt
    $1,150,000 $1,175,000 2.1%

    54 Spring RD, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 3 High Point CIR, Chappaqua, NY 10514
    4 Beds4 Baths3,421 SqFt
    $1,700,214 $1,375,000 23.7%

    3 High Point CIR, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 10 Algonquin DR, Chappaqua, NY 10514
    4 Beds4 Baths2,384 SqFt
    $1,310,000 $1,079,000 21.4%

    10 Algonquin DR, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

  • 1181 Hardscrabble RD, Chappaqua, NY 10514
    2 Beds2 Baths1,060 SqFt
    $618,000 $618,000

    1181 Hardscrabble RD, Chappaqua, NY 10514

    Listed by William Raveis-New York, LLC

  • 29 Crossways, Chappaqua, NY 10514
    3 Beds3 Baths2,946 SqFt
    $1,425,000 $1,200,000 18.8%

    29 Crossways, Chappaqua, NY 10514

    Listed by William Raveis-New York, LLC

  • 45 Lila LN #62, Chappaqua, NY 10514
    2 Beds4 Baths3,101 SqFt
    $1,763,056 $1,377,995 27.9%

    45 Lila LN #62, Chappaqua, NY 10514

    Listed by Toll Brothers Real Estate Inc.

  • 21 Flag Hill RD, Chappaqua, NY 10514
    5 Beds3 Baths3,113 SqFt
    $1,280,000 $1,189,000 7.7%

    21 Flag Hill RD, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

  • 94 Orchard Ridge RD, Chappaqua, NY 10514
    3 Beds3 Baths2,134 SqFt
    $1,314,400 $1,199,999 9.5%

    94 Orchard Ridge RD, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 17 Colony ROW, Chappaqua, NY 10514
    4 Beds6 Baths5,680 SqFt
    $2,400,000 $2,495,000 3.8%

    17 Colony ROW, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

  • 129 Millwood RD, Chappaqua, NY 10514
    4 Beds4 Baths2,700 SqFt
    $930,000 $899,000 3.4%

    129 Millwood RD, Chappaqua, NY 10514

    Listed by Corcoran Legends Realty

  • 1
  • 2
  • 3
  • 4
  • 5
  • ...
  • 30
      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.
      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.