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    1 home
    1 home available
    50 Overlook Drive, Chappaqua, NY 10514
    $2,250,000
    6beds
    4 full, 2 halfbath
    5,234sqft
    1.2acres
    House for Sale

    50 Overlook Drive, Chappaqua, NY 10514

    Listing by: Houlihan Lawrence Inc.
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    Copyright © 2025 OneKey® MLS LLC
    Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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    OneKey® MLS
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    50 Overlook Drive, Chappaqua, NY 10514
    $2,250,000
    6beds
    4full,2half bath
    5,234sqft
    1.2acres

    50 Overlook Drive, Chappaqua, NY 10514

    City/Town:Chappaqua   Post Office: Chappaqua     

    House for Sale by Wendy NolanHoulihan Lawrence Inc..

    Data checked -. Listing last updated 37 days ago.
    1. Overview
    2. Details
    3. More 

    Elegant 6-Bedroom Colonial Tudor on One of Chappaqua’s Most Coveted Streets. Grandly sited on a beautiful tree-lined street, this stately 6-bedroom Colonial Tudor exudes timeless elegance and historic charm. Built in 1929, this meticulously maintained brick residence showcases a classic tile roof, soaring ceilings, intricate period moldings, and expansive sunlit interiors. Set on a beautifully landscaped and level 1.2-acre lot, the property boasts stunning specimen plantings and an exquisite stone patio with a charming bridge leading to a park-like setting—a landscape masterpiece designed by renowned architect Ned Baldwin. Designed for both grand entertaining and comfortable living, the spacious living and dining rooms seamlessly flow into a sun-drenched sunroom and a serene screened-in porch, creating the perfect blend of indoor and outdoor living. This is a rare opportunity to own a distinguished home in one of Chappaqua’s most desirable neighborhoods. Experience the perfect balance of classic architecture and modern luxury in this extraordinary residence.

    Details
      Property type
    Residential
      Year built
    1929
      Heating
    Hot Water, Steam
      Cooling
    Central Air
      Total rooms
    15
      Garage
    Yes (2 space)
      City/Town
    Chappaqua
      Post Office
    Chappaqua
      Parking spots
    -
    818295
    MLS ID
    Active
    Status
    /
    On Market Date
      Laundry features
    Electric Dryer Hookup, Laundry Room
      Flooring
    Hardwood, Tile
      Fireplace
    Yes
      Pets allowed
      Architectural Style
    Colonial, Tudor
      View
    Interior features
    First Floor Bedroom, First Floor Full Bath, Built-in Features, Chandelier, Chefs Kitchen, Crown Molding, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, Heated Floors, High Ceilings, His and Hers Closets, Marble Counters, Primary Bathroom, Original Details, Pantry, Storage, Walk Through Kitchen, Walk-In Closet(s), Washer/Dryer Hookup
    Exterior features
    Garden, Lighting, Mailbox, Rain Gutters
    Lot features
    Back Yard, Cleared, Front Yard, Garden, Landscaped, Level, Near School, Near Shops, Private
    Appliances included
    Other
    Construction materials
    Brick
    Monthly taxes
    $3,888
    Yearly taxes
    $46,656.72
    Community Features
    -
    School district
    Chappaqua
    Schools
    Douglas G Grafflin School, Robert E Bell School, Horace Greeley High School
    Senior community
    No
    Common Charges
    -
    Maintenance
    -
    Additional Fees
    -
    Open Houses
    In-Person
    No upcoming in-person open houses
    Virtual
    No upcoming virtual open houses
    Contact Agent
    Wendy Nolan
    Wendy Nolan
    Real Estate Salesperson, Houlihan Lawrence Inc.
    Direct Number 
     
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    For Sale Nearby
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    Listing by:
    50 Overlook Drive, Chappaqua, NY 10514, is a 6 bedroom, 4 bathroom, 5234 sqft. Single Family Residence built in 1929. This property is currently available for sale and was listed on OneKey® MLS on Invalid date. The MLS# for this Single Family Residence is MLS# 818295.
    Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
    Copyright ©2025
    BESbswy