• Home
  • Buy
    1. All Listings
    2. Featured Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
    3. Recent Sold
  • Real Broker
  • Rent
    1. Rental Listings
  • About
    1. My Team
    2. About Us
    3. Contact Us
  • Market Snapshot
    • Register
    • Sign In
    Price
    • Any
    • $ 100,000
    • $ 150,000
    • $ 200,000
    • $ 400,000
    • $ 800,000
    • Any
    • $ 200,000
    • $ 300,000
    • $ 400,000
    • $ 600,000
    • $ 1,000,000
      Beds Tap two numbers to select a range
      Any
      1
      2
      3
      4
      5+
      Baths Tap two numbers to select a range
      Any
      1
      2
      3
      4
      5+
    • List
    • Mixed
    • Map
    City: Chappaqua, NY
    Listing Status: Active
    Map
    32 Properties Available In Chappaqua

    32 Properties Available In Chappaqua

    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    NY >Chappaqua >
    Market Insights
    65 Douglas RD, Chappaqua, NY 10514
    1/41
    Open Sat 1PM-3PM

    $1,250,000

    3 Beds2 Baths1,702 SqFt

    65 Douglas RD, Chappaqua, NY 10514

    Listed by North Country Sothebys Int Rlt

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    2 Timberland PASS, Chappaqua, NY 10514
    1/23
    Open Sat 1PM-3PM

    $899,000

    3 Beds3 Baths1,586 SqFt

    2 Timberland PASS, Chappaqua, NY 10514

    Listed by Dorothy Jensen Realty, Inc.

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    25 Cabin Ridge RD, Chappaqua, NY 10514
    1/39
    Open Sat 1PM-3PM

    $1,199,000

    3 Beds4 Baths2,708 SqFt

    25 Cabin Ridge RD, Chappaqua, NY 10514

    Listed by Keller Williams Realty Group

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    765 King ST, Chappaqua, NY 10514
    1/33
    Open Sun 1PM-3PM

    $1,999,999

    5 Beds5 Baths4,058 SqFt

    765 King ST, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    2 Dewitt DR, Chappaqua, NY 10514
    1/42
    Open Sat 12:30PM-2:30PM

    $1,799,000

    2 Beds4 Baths3,574 SqFt

    2 Dewitt DR, Chappaqua, NY 10514

    Listed by William Raveis-New York LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    17 Lila LN, Chappaqua, NY 10514
    1/23
    Open Sat 12:30PM-2PM

    $1,590,000

    3 Beds4 Baths2,576 SqFt

    17 Lila LN, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    352 N Greeley AVE, Chappaqua, NY 10514
    1/23
    New

    $3,675

    1 Bed2 Baths1,100 SqFt

    352 N Greeley AVE, Chappaqua, NY 10514

    Listed by ERA Insite Realty Services

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    17 Rambling Brook RD, Chappaqua, NY 10514
    1/32
    New

    $6,000

    3 Beds3 Baths1,553 SqFt

    17 Rambling Brook RD, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    22 Random Farms CIR, Chappaqua, NY 10514
    1/39
    Active

    $2,195,000

    6 Beds6 Baths6,563 SqFt

    22 Random Farms CIR, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    40 Hamilton DR, Chappaqua, NY 10514
    1/50
    Active

    $2,699,000

    4 Beds5 Baths5,918 SqFt

    40 Hamilton DR, Chappaqua, NY 10514

    Listed by Berkshire Hathaway HS NY Prop

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    311 N Greeley AVE, Chappaqua, NY 10514
    1/19
    Active

    $4,500

    2 Beds2 Baths1,650 SqFt

    311 N Greeley AVE, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

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

    $1,395,000

    3 Beds3 Baths3,155 SqFt

    10 North LN, Chappaqua, NY 10514

    Listed by Keller Williams Realty Partner

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    249 Mill River RD, Chappaqua, NY 10514
    1/33
    Active

    $899,000

    4 Beds2 Baths2,100 SqFt

    249 Mill River RD, Chappaqua, NY 10514

    Listed by Town and Village Real Estate

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    3 Breckenridge RD, Chappaqua, NY 10514
    1/34
    Active

    $11,000

    4 Beds4 Baths4,345 SqFt

    3 Breckenridge RD, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    41 Rambling Brook RD, Chappaqua, NY 10514
    1/29
    Active

    $5,900

    3 Beds3 Baths1,416 SqFt

    41 Rambling Brook RD, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    33 Greenbriar DR, Chappaqua, NY 10514
    1/43
    Active

    $2,499,000

    3 Beds4 Baths6,115 SqFt

    33 Greenbriar DR, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    105 Douglas RD, Chappaqua, NY 10514
    1/18
    Active

    $6,250

    2 Beds2 Baths2,220 SqFt

    105 Douglas RD, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    343 N Greeley AVE, Chappaqua, NY 10514
    1/26
    Active

    $4,800

    2 Beds2 Baths1,458 SqFt

    343 N Greeley AVE, Chappaqua, NY 10514

    Listed by Julia B Fee Sothebys Int. Rlty

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    39 Barnes LN, Chappaqua, NY 10514
    1/8
    Active

    $2,895,000

    4 Beds6 Baths4,589 SqFt

    39 Barnes LN, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    14 Crossways, Chappaqua, NY 10514
    1/41
    Active

    $1,600,000

    4 Beds4 Baths3,138 SqFt

    14 Crossways, Chappaqua, NY 10514

    Listed by Julia B Fee Sothebys Int. Rlty

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    73 S Bedford RD, Chappaqua, NY 10514
    1/30
    Active

    $829,000

    4 Beds3 Baths1,584 SqFt

    73 S Bedford RD, Chappaqua, NY 10514

    Listed by Thomas S. Hennerty

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    150 Old Farm RD, Chappaqua, NY 10514
    1/44
    Active

    $4,500,000

    5 Beds7 Baths7,608 SqFt

    150 Old Farm RD, Chappaqua, NY 10514

    Listed by Julia B Fee Sothebys Int. Rlty

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    150 Bedford RD #12A, Chappaqua, NY 10514
    1/17
    Price Dropped by $30K

    $569,000

    2 Beds2 Baths924 SqFt

    150 Bedford RD #12A, Chappaqua, NY 10514

    Listed by Compass Greater NY, LLC

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    20 Bessel LN, Chappaqua, NY 10514
    1/35
    Price Dropped by $460K

    $2,990,000

    6 Beds6 Baths8,200 SqFt

    20 Bessel LN, Chappaqua, NY 10514

    Listed by Houlihan Lawrence Inc.

    OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
    • 1
    • 2

    explore listings in Chappaqua

    • Open House
    • Price Reduced
    • Virtual Tour
    • 3D Tour
    Outline 1
      • Home
        Rent
        1. Rental Listings
      • Buy
        1. All Listings
        2. Featured Listings
        About
        1. My Team
        2. About Us
        3. Contact Us
      • Sell
        1. Sell My Home
        2. Home Valuation
        3. Recent Sold
        Market Snapshot
    Real Broker NY
    Joesiann Cortez

    +1(631) 647-0019 msjcortez33@gmail.com

    852 N Broadway, Massapequa, NY 11758

    Get My App

    Powered by Lofty Inc. Copyright 2026. 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.
    Outline 1
      • Home
        Rent
        1. Rental Listings
      • Buy
        1. All Listings
        2. Featured Listings
        About
        1. My Team
        2. About Us
        3. Contact Us
      • Sell
        1. Sell My Home
        2. Home Valuation
        3. Recent Sold
        Market Snapshot
    Real Broker NY
    Joesiann Cortez

    +1(631) 647-0019 msjcortez33@gmail.com

    852 N Broadway, Massapequa, NY 11758

    Get My App

    Powered by Lofty Inc. Copyright 2026. 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.