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94 Properties

94 Properties Available

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  • 50 Overlook DR, Chappaqua, NY 10514
    1/36 36
    New

    $ 2,225,000

    6 Beds6 Baths5,234 SqFt

    50 Overlook DR, Chappaqua, NY 10514

    Single Family Home

    Listed by Houlihan Lawrence Inc.

  • 249 Mill River RD, Chappaqua, NY 10514
    1/48 48
    New

    $ 863,400

    4 Beds2 Baths2,100 SqFt

    249 Mill River RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Town and Village Real Estate

  • 41 Rambling Brook RD, Chappaqua, NY 10514
    1/29 29
    New

    $ 5,900

    3 Beds3 Baths1,416 SqFt

    41 Rambling Brook RD, Chappaqua, NY 10514

    Condo

    Listed by Compass Greater NY, LLC

  • 4 Southview RD, Chappaqua, NY 10514
    1/41 41
    Active

    $ 1,425,000

    3 Beds3 Baths2,111 SqFt

    4 Southview RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Houlihan Lawrence Inc.

  • 29 Begg DR, Chappaqua, NY 10514
    1/31 31
    Active

    $ 1,200,000

    3 Beds3 Baths2,000 SqFt

    29 Begg DR, Chappaqua, NY 10514

    Single Family Home

    Listed by Houlihan Lawrence Inc.

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

    $ 3,500

    1 Bed2 Baths1,100 SqFt

    352 N Greeley AVE, Chappaqua, NY 10514

    Condo

    Listed by ERA Insite Realty Services

  • 61 Carolyn PL, Chappaqua, NY 10514
    1/39 39
    Active

    $ 2,800,000

    5 Beds6 Baths5,907 SqFt

    61 Carolyn PL, Chappaqua, NY 10514

    Single Family Home

    Listed by Julia B Fee Sothebys Int. Rlty

  • 200 Millwood RD, Chappaqua, NY 10514
    1/32 32
    Active

    $ 1,799,999

    4 Beds3 Baths3,009 SqFt

    200 Millwood RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Compass Greater NY, LLC

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

    $ 1,475,000

    4 Beds3 Baths2,539 SqFt

    24 Glen TER, Chappaqua, NY 10514

    Single Family Home

    Listed by William Raveis-New York, LLC

  • 100 Castle RD, Chappaqua, NY 10514
    1/40 40
    Price Dropped by $76K

    $ 1,049,000

    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
    Active

    $ 1,890,000

    4 Beds5 Baths4,051 SqFt

    50 Kerry LN, Chappaqua, NY 10514

    Single Family Home

    Listed by Houlihan Lawrence Inc.

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

    $ 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
    Active

    $ 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
    Active

    $ 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
    Pending

    $ 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
    Active

    $ 3,699,999

    4 Beds7 Baths7,305 SqFt

    5 Briarcliff RD, Chappaqua, NY 10514

    Single Family Home

    Listed by Compass Greater NY, LLC

  • 57 Hamilton DR, Chappaqua, NY 10514
    1/38 38
    Price Dropped by $75K

    $ 1,275,000

    3 Beds3 Baths3,728 SqFt

    57 Hamilton DR, Chappaqua, NY 10514

    Single Family Home

    Listed by Houlihan Lawrence Inc.

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

    $ 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
    Active

    $ 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
    Pending

    $ 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

  • 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

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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.
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HomeSmart Homes and Estates
Antoinette "Toni" Gundersen
+1(914) 443-4993
pthomesellingteam@gmail.com
1 Hawkins Dr, Montgomery, NY, 12549, USA

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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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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.
png-transparent-homesmart-evergreen-realty-real-estate-estate-agent-house-property-house
HomeSmart Homes and Estates
Antoinette "Toni" Gundersen
+1(914) 443-4993
pthomesellingteam@gmail.com
1 Hawkins Dr, Montgomery, NY, 12549, USA

Get My App

    • Home
      Sell
      1. Sell My Home
      2. Market Snapshot
    • Search For Homes
      Home Valuation
    • Buy
      1. Mortgage Calculator
      2. Affordability Calculator
      About
      1. About Us
      2. Contact Us
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

equal housing logo

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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