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50 Overlook Drive

Chappaqua, NY 10514

Name: Open House: 1pm-3pm
Start: 2025-06-15T13:00:00
End: 2025-06-15T15:00:00
Location: 50 Overlook Drive

6 beds
6 baths
5,234 sqft
~1 acre lot
$425 per sqft
1929 build
– on site

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.

Listing courtesy of ONEKEY / Houlihan Lawrence Inc.

Last checked: Checking… • Last updated Jun 14, 2025 •

MLS# 877002 —

Upcoming Open Houses

Sunday, 6/15
1pm-3pm

The Building

Year Built:

1929
Basement:

true
Architectural Style:

Colonial, Tudor
Construction Materials:

Brick
Patio And Porch Features:

Patio, Porch, Screened
Building Area Units:

Square Feet
Building Area Total:

5234
Building Area Source:

Public Records
Exterior Features:

Garden, Lighting, Mailbox, Rain Gutters
Window Features:

ENERGY STAR Qualified Windows, Screens
Security Features:

Security System, Smoke Detector(s)
Laundry Features:

Electric Dryer Hookup, Laundry Room
Attic:

Full,Pull Stairs

Interior

Levels:

Three Or More
Living Area:

5234
Total Rooms:

15
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
Fireplace Features:

Wood Burning
Fireplaces Total:

1
Fireplace:

true
Flooring:

Hardwood, Tile
Living Area Source:

Public Records
# of Kitchens:

1

Financial & Terms

Lease Considered:

false

The Property

Lot Features:

Back Yard, Cleared, Front Yard, Garden, Landscaped, Level, Near School, Near Shops, Private
Lot Size Acres:

1.2
Parcel Number:

3600-093-017-00004-000-0003
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Size SqFt:

52,272 Sqft
Property Attached:

false
Property Condition:

Actual
Additional Parcels:

false
Waterfront:

false
Road Responsibility:

Public Maintained Road
Other Equipment:

Generator

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Source:

Municipality
Tax Annual Amount:

46656.72

Beds

Total Bedrooms:

6

Baths

Full Baths:

4
Half Baths:

2
Total Baths:

6

The Listing

Special Listing Conditions:

None

Heating & Cooling

Heating:

Hot Water, Steam, Radiant Floor
Cooling:

Central Air
# of Heating Zones:

2

Utilities

Sewer:

Septic Tank
Utilities:

Cable Connected, Electricity Connected, Trash Collection Public, Water Connected
Water Source:

Public
Electric Company:

Con Edison

Appliances

Appliances:

Other

Schools

High School:

Horace Greeley High School
Elementary School:

Douglas G Grafflin School
High School District:

Chappaqua
Middle School:

Robert E Bell School

The Community

Association:

false
Senior Community:

false
Pool Private:

false
Spa:

false

Parking

Parking Features:

Attached, Driveway
Garage:

true
Garage Spaces:

2
Carport:

false

Monthly cost estimate

Asking price

$2,225,000

Expense	Monthly cost
Mortgage	$11,914
Taxes	$3,888
Insurance	$611
Utilities	$608 See report
Total	$17,021/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

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Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
6/13/25 Jun 13, 2025	Coming Soon	ONEKEY	$2,225,000

House

$2,225,000

Cost Est.

$17,021/mo.

Listing provided by broker:

Wendy Nolan

Houlihan Lawrence Inc.

914-238-4766

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This house is located in New Castle, NY 10514. 50 Overlook Drive is a 5,234 square foot house with 6 beds and 6 baths that has been on Estately for 1 days. This house is in the attendance area of Horace Greeley High School.

Listing Courtesy of: ONEKEY and Houlihan Lawrence Inc..

IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.

Based on information submitted to the MLS GRID. 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.

50 Overlook Drive

Chappaqua, NY 10514