50 Overlook Drive, Chappaqua, NY

$2,000,000

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6

Beds

6

Baths

5,234

Square feet

1.20

Acres

About 50 Overlook Drive

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.

Features of 50 Overlook Drive

MLS® # 877002
Price $2,000,000
Bedrooms 6
Bathrooms 6.00
Full Baths 4
Half Baths 2
Internal Footage 5,234
Square Footage 52272
Acres 1.20
Year Built 1929
Type Residential
Sub-Type Single Family Residence
Style Colonial, Tudor
Status Pending

Community Information

Address 50 Overlook Drive
City Chappaqua
County Westchester County
State NY
Zip Code 10514

Amenities

Utilities Cable Connected, Electricity Connected, Trash Collection Public, Water Connected
Parking Attached, Driveway
# of Garages 2
Is Waterfront No
Has Pool No

Interior

Interior Hardwood, Tile
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, High Ceilings, His and Hers Closets, Marble Counters, Primary Bathroom, Original Details, Pantry, Storage, Walk Through Kitchen, Walk-In Closet(s), Washer/Dryer Hookup
Appliances Other
Heating Hot Water, Steam, Radiant Floor
Cooling Central Air
Fireplace Yes
# of Fireplaces 1
Fireplaces Wood Burning
Has Basement Yes
Basement Full, Partially Finished, Storage Space

Exterior

Exterior Features Garden, Lighting, Mailbox, Rain Gutters
Lot Description Back Yard, Cleared, Front Yard, Garden, Landscaped, Level, Near School, Near Shops, Private
Windows ENERGY STAR Qualified Windows, Screens
Construction Brick

School Information

District Chappaqua
Elementary Douglas G Grafflin School
Middle Robert E Bell School
High Horace Greeley High School

Additional Information

Date Listed June 13th, 2025
Days on Market 119
Short Sale No
RE / Bank Owned No

Listing Details

Listing Provided Courtesy ofHoulihan Lawrence Inc.
Contact Info914-238-4766

Listing Map

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