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For sale
  • Price cut: $225K (7/30)
    $2,000,000

    50 Overlook Drive, Chappaqua, NY 10514

    6beds
    5,234sqft
    Single Family Residence, Residential
    Built in 1929
    1.2 Acres Lot
    $-- Zestimate®
    $382/sqft
    $-- HOA

    What's special

    50 Overlook Drive, an elegant 6-bedroom colonial Tudor set in a quiet, tree-lined neighborhood. With fresh upgrades completed this month, including interior repainting, carpet-removal to expose wood floors. This one-of-a-kind home is a must see. Meticulously maintained heating and cooling systems, brick exterior, and a classic-tile roof are some of the exceptional features this home can offer. Homes built to this quality are a rare find. Constructed in 1929, the home is also graced with soaring ceilings, intricate period moldings, and expansive sunlit interiors. Designed for both grand entertaining and comfortable living, this spacious home is roaring with charm and can suit a variety of tastes and living styles. The first floor offers a living room with fireplace, an all seasons sunroom, a bright and airy dining room, a kitchen with pantry and wet-bar, a half bath, and an in-law or au pair suite with a full bath. Upstairs features 5 bedrooms and 3 full baths, a grand hallway, and attic access. Additional recreational space is provided in the finished basement, with a family room, a gym, and large mudroom, a half-bath, and a utility room. The beautifully landscaped 1.2-acre lot boasts stunning specimen plantings and a private stone patio adjacent to the all-seasons sunroom. There is also a charming bridge, designed by renowned architect Ned Baldwin, leading to a park-like setting in the backyard. This is an incredible opportunity to own a truly distinguished home in one of Chappaqua’s most desirable neighborhoods. Experience the perfect balance of classic architecture and modern luxury in this extraordinary residence, in a home that is built to stand the test of time.
    50 days
    on Zillow
    |
    2,645
    |
    125
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    Zillow last checked: 7 hours ago

    Listing updated: July 31, 2025 at 06:54am

    Listing by:

    Houlihan Lawrence Inc. 914-238-4766,

    Wendy Nolan 914-610-6334

    Source: OneKey® MLS,MLS#: 877002MLS Logo
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    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 6
    • Bathrooms: 6
    • Full bathrooms: 4
    • 1/2 bathrooms: 2
    Heating
    • Hot Water, Steam
    Cooling
    • Central Air
    Appliances
    • Included: Other
    • Laundry: Washer/Dryer Hookup, Electric Dryer Hookup, Laundry Room
    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, His and Hers Closets, Marble Counters, Primary Bathroom, Original Details, Pantry, Storage, Walk Through Kitchen
    • Flooring: Hardwood, Tile
    • Windows: ENERGY STAR Qualified Windows, Screens
    • Basement: Full,Partially Finished,Storage Space
    • Attic: Full,Pull Stairs
    • Number of fireplaces: 1
    • Fireplace features: Wood Burning
    Interior area
    • Total structure area: 5,234
    • Total interior livable area: 5,234 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached, Driveway
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Levels: Three Or More
    • Patio & porch: Patio, Porch, Screened
    • Exterior features: Garden, Lighting, Mailbox, Rain Gutters
    Lot
    • Size: 1.2 Acres
    • Features: Back Yard, Cleared, Front Yard, Garden, Landscaped, Level, Near School, Near Shops, Private
    Details
    • Parcel number: 3600093017000040000003
    • Special conditions: None
    • Other equipment: Generator

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial,Tudor
    • Property subtype: Single Family Residence, Residential
    Materials
    • Brick
    Condition
    • Actual
    • Year built: 1929

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public
    • Utilities for property: Cable Connected, Electricity Connected, Trash Collection Public, Water Connected

    Community & HOA

    Community
    • Security: Security System, Smoke Detector(s)
    HOA
    • Has HOA: No
    Location
    • Region: Chappaqua

    Financial & listing details

    • Price per square foot: $382/sqft
    • Tax assessed value: $285,000
    • Annual tax amount: $47,202
    • Date on market: 6/15/2025
    • Listing agreement: Exclusive Right To Sell
    • Electric utility on property: Yes
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