50 Overlook Drive, Chappaqua, NY 10514

$2,000,000
6
BD
6
BA
5,234
SqFt

Show Photos

Verify your account to unlock exclusive photos, mortgage tools, and more.

Sold Price
$2,000,000
List Price
$2,000,000
Status
CLOSED
MLS#
877002
Closing Date
Oct 29, 2025
Year Built
1929
Levels
Three Or More
Style
Colonial, Tudor
Bedrooms
6
Bathrooms
6
Acres
1.20
Living Area
5,234

Property Description

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.

Additional Information

Taxes
$47,202
Lot Size
52,272
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
Flooring
Hardwood, Tile
Heating
Hot Water, Steam, Radiant Floor
Cooling System Type
Central Air
Sewer
Septic Tank
Water Source
Public
Appliances
Other
Fireplaces
1
Basement
Full, Partially Finished, Storage Space
Exterior Features
Garden, Lighting, Mailbox, Rain Gutters
Garage Spaces
2
Elementary School
Douglas G Grafflin School
Middle School
Robert E Bell School
High School
Horace Greeley High School

How much is your home worth?

...get instant property value now!

Mortgage Calculator

Amount of Loan
Annual Interest Rate
%
Term of Loan
Years

Does not include any taxes or fees.
Please consult a financial professional.
Calculator source: Real Geeks

Listing courtesy of Listing Agent: Wendy Nolan (wnolan@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..

Listing courtesy of Wendy Nolan from Houlihan Lawrence Inc.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.