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99 Properties

99 Properties Available

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  • 5 Grove Mews, Chappaqua, NY 10514
    1/4 4
    Coming Soon

    $830,000

    2 Beds3 Baths1,500 SqFt

    5 Grove Mews, Chappaqua, NY 10514

    Condo

    Listed by Compass Greater NY, LLC

    READ MORE

  • 73 Random Farms DR, Chappaqua, NY 10514
    1/50 50
    Open Sat 12PM-4PM

    $1,799,000

    5 Beds5 Baths5,089 SqFt

    73 Random Farms DR, Chappaqua, NY 10514

    Single Family Home

    Listed by Houlihan Lawrence Inc.

    READ MORE

  • 21 Kipp ST, Chappaqua, NY 10514
    1/36 36
    Open Sun 1PM-3PM

    $1,200,000

    4 Beds3 Baths2,447 SqFt

    21 Kipp ST, Chappaqua, NY 10514

    Single Family Home

    Listed by Julia B Fee Sothebys Int. Rlty

    READ MORE

  • 52A Orchard Ridge RD, Chappaqua, NY 10514
    1/9 9
    Open Sat 10:30AM-12PM

    $2,500

    2 Beds1 Bath720 SqFt

    52A Orchard Ridge RD, Chappaqua, NY 10514

    Single Family Home, Condo

    Listed by Link NY Realty

    READ MORE

  • 52 Orchard Ridge RD, Chappaqua, NY 10514
    1/17 17
    Open Sat 10:30AM-12PM

    $4,995

    3 Beds2 Baths2,200 SqFt

    52 Orchard Ridge RD, Chappaqua, NY 10514

    Multi-Family

    Listed by Link NY Realty

    READ MORE

  • 816 Hardscrabble RD, Chappaqua, NY 10514
    1/32 32
    Open Sat 11AM-1PM

    $899,000

    3 Beds2 Baths1,660 SqFt

    816 Hardscrabble RD, Chappaqua, NY 10514

    Single Family Home

    Listed by RE/MAX Prestige Properties

    READ MORE

  • 73 S Bedford RD, Chappaqua, NY 10514
    1/32 32
    Open Sat 10AM-12PM

    $849,000

    4 Beds3 Baths1,584 SqFt

    73 S Bedford RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Thomas S. Hennerty

    READ MORE

  • 29 Meadow LN, Chappaqua, NY 10514
    1/43 43
    Open Sat 12PM-2PM

    $1,199,000

    5 Beds3 Baths2,600 SqFt

    29 Meadow LN, Chappaqua, NY 10514

    Single Family Home

    Listed by RE/MAX Prestige Properties

    READ MORE

  • 10 North LN, Chappaqua, NY 10514
    1/45 45
    Open Sun 12PM-2PM

    $1,275,000

    3 Beds3 Baths3,155 SqFt

    10 North LN, Chappaqua, NY 10514

    Single Family Home

    Listed by Keller Williams Realty Partner

    READ MORE

  • 149 King ST #4, Chappaqua, NY 10514
    1/28 28
    Open Sat 1PM-3PM

    $829,000

    2 Beds3 Baths1,767 SqFt

    149 King ST #4, Chappaqua, NY 10514

    Townhouse

    Listed by Julia B Fee Sothebys Int. Rlty

    READ MORE

  • 57 Hamilton DR, Chappaqua, NY 10514
    1/38 38
    Open Sat 1PM-3PM

    $1,175,000

    3 Beds3 Baths3,728 SqFt

    57 Hamilton DR, Chappaqua, NY 10514

    Single Family Home

    Listed by Houlihan Lawrence Inc.

    READ MORE

  • 90 Prospect DR, Chappaqua, NY 10514
    1/19 19
    Coming Soon

    $1,599,000

    4 Beds3 Baths3,087 SqFt

    90 Prospect DR, Chappaqua, NY 10514

    Single Family Home

    Listed by William Raveis-New York, LLC

    READ MORE

  • 10 Barnes LN, Chappaqua, NY 10514
    1/21 21
    New

    $1,099,000

    3 Beds2 Baths1,776 SqFt

    10 Barnes LN, Chappaqua, NY 10514

    Single Family Home

    Listed by William Raveis-New York LLC

    READ MORE

  • 1008 King ST, Chappaqua, NY 10514
    1/2 2
    New

    $690,000

    1 Bed2 Baths1,052 SqFt

    1008 King ST, Chappaqua, NY 10514

    Single Family Home

    Listed by Elite Properties

    READ MORE

  • 31 Wynnewood RD, Chappaqua, NY 10514
    1/34 34
    New

    $1,249,000

    4 Beds3 Baths2,420 SqFt

    31 Wynnewood RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Compass Greater NY, LLC

    READ MORE

  • 5 Sutton Farm DR, Chappaqua, NY 10514
    1/47 47
    Active

    $3,699,000

    4 Beds7 Baths7,708 SqFt

    5 Sutton Farm DR, Chappaqua, NY 10514

    Single Family Home

    Listed by Compass Greater NY, LLC

    READ MORE

  • 326 Millwood RD, Chappaqua, NY 10514
    1/32 32
    Pending

    $999,000

    3 Beds4 Baths2,313 SqFt

    326 Millwood RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Compass Greater NY, LLC

    READ MORE

  • 380 Whippoorwill RD, Chappaqua, NY 10514
    1/14 14
    Active

    $625,000

    3 Beds2 Baths880 SqFt

    380 Whippoorwill RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Compass Greater NY, LLC

    READ MORE

  • 392 King ST #2A, Chappaqua, NY 10514
    1/13 13
    Active

    $3,300

    2 Beds1 Bath850 SqFt

    392 King ST #2A, Chappaqua, NY 10514

    Single Family Home, Condo

    Listed by William Raveis-New York, LLC

    READ MORE

  • 306 Quaker RD, Chappaqua, NY 10514
    1/26 26
    Active

    $9,500

    4 Beds4 Baths3,000 SqFt

    306 Quaker RD, Chappaqua, NY 10514

    Single Family Home

    Listed by William Raveis-New York, LLC

    READ MORE

  • 91 Bedford RD #2G, Chappaqua, NY 10514
    1/8 8
    Active

    $4,500

    2 Beds2 Baths1,000 SqFt

    91 Bedford RD #2G, Chappaqua, NY 10514

    Single Family Home, Condo

    Listed by ERA Insite Realty Services

    READ MORE

  • 43 Random Farms CIR, Chappaqua, NY 10514
    1/47 47
    Price Dropped by $300K

    $1,599,000

    5 Beds5 Baths5,357 SqFt

    43 Random Farms CIR, Chappaqua, NY 10514

    Single Family Home

    Listed by Houlihan Lawrence Inc.

    READ MORE

  • 50 Overlook DR, Chappaqua, NY 10514
    1/48 48
    Active

    $2,225,000

    6 Beds6 Baths5,234 SqFt

    50 Overlook DR, Chappaqua, NY 10514

    Single Family Home

    Listed by Houlihan Lawrence Inc.

    READ MORE

  • 9 Campfire RD, Chappaqua, NY 10514
    1/29 29
    Active

    $1,079,000

    2 Beds2 Baths2,300 SqFt

    9 Campfire RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Coldwell Banker Realty

    READ MORE

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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.
Americana LogoThe Matsis Team Logo

Americana Realty Group

The Matsis Team

License ID: 10301222932

+1(516) 871-4002 hello@matsisteam.com

375 Jericho Tpke, Syosset, NY, 11791, USA
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Equal Housing Opportunity

The Matsis Team at Americana Realty Group fully supports the principles of the Fair Housing Act (Title VIII of the Civil Rights Act of 1968), as amended, which generally prohibits discrimination in the sale, rental, and financing of dwellings, and in other housing-related transactions, based on race, color, national origin, religion, sex, familial status (including children under the age of 18 living with parents of legal custodians, pregnant women, and people securing custody of children under the age of 18), and handicap (disability).

Powered by Lofty Inc. Copyright 2025. 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.
Americana LogoThe Matsis Team Logo

Americana Realty Group

The Matsis Team

License ID: 10301222932

+1(516) 871-4002 hello@matsisteam.com

375 Jericho Tpke, Syosset, NY, 11791, USA
      Home
      Blog
      Search Homes
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Home Valuation
      Market Snapshot
      About
      1. About Us
      2. Our Team
      Commercial
      Contact Us

Get My App

Equal Housing Opportunity

The Matsis Team at Americana Realty Group fully supports the principles of the Fair Housing Act (Title VIII of the Civil Rights Act of 1968), as amended, which generally prohibits discrimination in the sale, rental, and financing of dwellings, and in other housing-related transactions, based on race, color, national origin, religion, sex, familial status (including children under the age of 18 living with parents of legal custodians, pregnant women, and people securing custody of children under the age of 18), and handicap (disability).

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility