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101 Properties

101 Properties Available

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  • 100 Castle RD, Chappaqua, NY 10514
    1/40 40
    Open Sat 1:30PM-4:30PM

    $ 1,125,000

    3 Beds4 Baths2,590 SqFt

    100 Castle RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Houlihan Lawrence Inc.

  • 50 Kerry LN, Chappaqua, NY 10514
    1/32 32
    Coming Soon

    $ 1,890,000

    4 Beds5 Baths4,051 SqFt

    50 Kerry LN, Chappaqua, NY 10514

    Single Family Home

    Listed by Houlihan Lawrence Inc.

  • 57 Hamilton DR, Chappaqua, NY 10514
    1/38 38
    Open Sat 12PM-2PM

    $ 1,350,000

    3 Beds3 Baths3,728 SqFt

    57 Hamilton DR, Chappaqua, NY 10514

    Single Family Home

    Listed by Houlihan Lawrence Inc.

  • 56 Annandale RD, Chappaqua, NY 10514
    1/48 48
    Back on Market

    $ 2,149,000

    4 Beds5 Baths4,543 SqFt

    56 Annandale RD, Chappaqua, NY 10514

    Single Family Home

    Listed by eXp Realty

  • 24 Glen TER, Chappaqua, NY 10514
    1/42 42
    New

    $ 1,475,000

    4 Beds3 Baths2,539 SqFt

    24 Glen TER, Chappaqua, NY 10514

    Single Family Home

    Listed by William Raveis-New York, LLC

  • 375 Quaker RD, Chappaqua, NY 10514
    1/40 40
    New

    $ 650,000

    3 Beds3 Baths2,084 SqFt

    375 Quaker RD, Chappaqua, NY 10514

    Single Family Home

    Listed by William Raveis-New York, LLC

  • 35 Overlook DR, Chappaqua, NY 10514
    1/5 5
    Coming Soon

    $ 2,699,000

    4 Beds7 Baths5,354 SqFt

    35 Overlook DR, Chappaqua, NY 10514

    Single Family Home

    Listed by Compass Greater NY, LLC

  • 26 Mayberry RD, Chappaqua, NY 10514
    1/30 30
    New

    $ 1,265,000

    5 Beds3 Baths3,200 SqFt

    26 Mayberry RD, Chappaqua, NY 10514

    Single Family Home

    Listed by William Raveis-New York, LLC

  • 33 High WAY, Chappaqua, NY 10514
    1/36 36
    Coming Soon

    $ 1,199,000

    3 Beds4 Baths1,917 SqFt

    33 High WAY, Chappaqua, NY 10514

    Single Family Home

    Listed by Compass Greater NY, LLC

  • 93 Haights Cross RD, Chappaqua, NY 10514
    1/42 42
    New

    $ 3,499,000

    4 Beds5 Baths6,542 SqFt

    93 Haights Cross RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Compass Greater NY, LLC

  • 149 King ST #15, Chappaqua, NY 10514
    1/23 23
    New

    $ 820,000

    2 Beds3 Baths1,925 SqFt

    149 King ST #15, Chappaqua, NY 10514

    Single Family Home

    Listed by Houlihan Lawrence Inc.

  • 5 Briarcliff RD, Chappaqua, NY 10514
    1/48 48
    New

    $ 3,699,999

    4 Beds7 Baths7,305 SqFt

    5 Briarcliff RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Compass Greater NY, LLC

  • 124 Seven Bridges RD, Chappaqua, NY 10514
    1/44 44
    New

    $ 1,200,000

    3 Beds2 Baths1,918 SqFt

    124 Seven Bridges RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Houlihan Lawrence Inc.

  • 91 Bedford RD #2E, Chappaqua, NY 10514
    1/8 8
    New

    $ 3,500

    1 Bed1 Bath670 SqFt

    91 Bedford RD #2E, Chappaqua, NY 10514

    Single Family Home, Condo

    Listed by ERA Insite Realty Services

  • 2 Dewitt DR, Chappaqua, NY 10514
    1/26 26
    Active

    $ 12,500

    3 Beds4 Baths3,353 SqFt

    2 Dewitt DR, Chappaqua, NY 10514

    Townhouse

    Listed by Houlihan Lawrence Inc.

  • 7 High Point CIR, Chappaqua, NY 10514
    1/33 33
    Active

    $ 1,525,000

    4 Beds4 Baths4,099 SqFt

    7 High Point CIR, Chappaqua, NY 10514

    Single Family Home

    Listed by Compass Greater NY, LLC

  • 34 Glenside PL, Chappaqua, NY 10514
    1/40 40
    Active

    $ 1,199,000

    3 Beds2 Baths1,880 SqFt

    34 Glenside PL, Chappaqua, NY 10514

    Single Family Home

    Listed by Keller Williams NY Realty

  • 122 Valley View RD, Chappaqua, NY 10514
    1/32 32
    Pending

    $ 1,699,999

    6 Beds4 Baths3,939 SqFt

    122 Valley View RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Compass Greater NY, LLC

  • 188 Orchard Ridge RD, Chappaqua, NY 10514
    1/32 32
    Active

    $ 6,500

    5 Beds4 Baths5,611 SqFt

    188 Orchard Ridge RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Coldwell Banker Realty

  • 341 Millwood RD, Chappaqua, NY 10514
    1/33 33
    Active

    $ 899,000

    4 Beds3 Baths2,541 SqFt

    341 Millwood RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Julia B Fee Sothebys Int. Rlty

  • 49 Commodore RD, Chappaqua, NY 10514
    1/23 23
    Active

    $ 8,000

    4 Beds3 Baths3,141 SqFt

    49 Commodore RD, Chappaqua, NY 10514

    Single Family Home

    Listed by ERA Insite Realty Services

  • 92 Random Farms DR, Chappaqua, NY 10514
    1/32 32
    Pending

    $ 2,499,999

    4 Beds6 Baths5,254 SqFt

    92 Random Farms DR, Chappaqua, NY 10514

    Single Family Home

    Listed by Compass Greater NY, LLC

  • 58 Spring LN, Chappaqua, NY 10514
    1/47 47
    Active

    $ 1,575,000

    4 Beds3 Baths3,457 SqFt

    58 Spring LN, Chappaqua, NY 10514

    Single Family Home

    Listed by Compass Greater NY, LLC

  • 324 N Greeley AVE, Chappaqua, NY 10514
    1/19 19
    Active

    $ 629,000

    2 Beds2 Baths1,608 SqFt

    324 N Greeley AVE, Chappaqua, NY 10514

    Condo

    Listed by K. Fortuna Realty, Inc.

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HomeSmart Premier Living Realty
Stephen Vingiello

+1(917) 767-0037 stephenvingiello@gmail.com

11 Wildwood GardensPort Washington, NY 11050, USA

Agent License No. 10401295206

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

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site logo
    • Home
      Client Testimonials
      Let's Connect
    • Looking To Sell?
      1. Seller Experience
      2. Home Valuation
      3. Sold Listings
      Marketing Strategy
    • Looking To Buy?
      1. Buyer Experience
      2. Calculator
      3. Search Homes
      4. Featured Listings
      About
      1. Meet Stephen
      2. Blog
HomeSmart Premier Living Realty
Stephen Vingiello

+1(917) 767-0037 stephenvingiello@gmail.com

11 Wildwood GardensPort Washington, NY 11050, USA

Agent License No. 10401295206

Real Estate Web Design by Bullsai

Get My App

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.