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50 Overlook Drive, 
Chappaqua, NY 10514

$2,225,000


6

Beds


6

Baths


5,234

Sq Ft


Single Family

Active

Listed by

Wendy Nolan

Houlihan Lawrence Inc.

Last updated:

June 15, 2025, 07:40 PM

MLS#

877002

Source:

One Key MLS

About This Home

50 Overlook Drive

REINTRODUCING 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, and beautiful staging, 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.

Home Facts

Single Family

6 Baths

6 Bedrooms

Built in 1929

Price Summary

2,225,000

$425 per Sq. Ft.

MLS #:

877002

Last Updated:

June 15, 2025, 07:40 PM

Added:

3 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

6

Bathrooms

Total Bathrooms:

6

Full Bathrooms:

4

Interior

Living Area:

5,234 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial, Tudor

Building Area:

5,234 Sq. Ft.

Year Built:

1929


Lot

Lot Size (Sq. Ft):

52,272


Finances & Disclosures

Finances

Price:

$2,225,000

Price per Sq. Ft:

$425 per Sq. Ft.

Source:One Key MLS
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