7 days on Rocket
#844994, Listing Office: William Raveis-New York, LLC
$2,250,000 List price
50 Overlook Dr Chappaqua, NY 10514
$10,000
Closing credit¹
6 beds
4 full, 2 partial
5,234 sqft
1.2 acres
$430 / sqft
House
Property details
About 50 Overlook Dr
Elegant 6-Bedroom Colonial Tudor on One of Chappaqua’s Most Coveted Streets. Grandly sited on a beautiful tree-lined street, this stately 6-bedroom Colonial Tudor exudes timeless elegance and historic charm. Built in 1929, this meticulously maintained brick residence showcases a classic tile roof, soaring ceilings, intricate period moldings, and expansive sunlit interiors. Set on a beautifully landscaped and level 1.2-acre lot, the property boasts stunning specimen plantings and an exquisite stone patio with a charming bridge leading to a park-like setting—a landscape masterpiece designed by renowned architect Ned Baldwin. Designed for both grand entertaining and comfortable living, the spacious living and dining rooms seamlessly flow into a sun-drenched sunroom and a serene screened-in porch, creating the perfect blend of indoor and outdoor living. This is a rare opportunity to own a distinguished home in one of Chappaqua’s most desirable neighborhoods. Experience the perfect balance of classic architecture and modern luxury in this extraordinary residence.
Highlights
Home typeSingle Family Residence
HeatingHot Water, Steam, Radiant Floor
StatusActive
CoolingCentral Air
Size5,234 sqft
BasementYes
Lot size1.2 Acres
Year built1929
ParkingAttached, Driveway
MLS #818295
Garage2 spaces
Summary
- Partial Bathrooms: 2
- Full Bathrooms: 4
- Appliances: Other
- Basement: Yes
- Flooring Type: Hardwood, Tile
- Interior: 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
- Total Bedroom Count: 6
- Garage Space: 2 spaces
- Private Pool: No
- Parking: Attached, Driveway
- Exterior: Garden, Lighting, Gutters, Patio, Porch, Screened Porch
- Architectural Style: Colonial, Tudor
- Heating: Hot Water, Steam, Radiant Floor
- Cooling: Central Air
- List Price: $2,250,000
- Price/SqFt: $429
- Annual Tax Amount: $42,840
- Tax Year: 2019
- Lot: Back Yard, Cleared, Front Yard, Garden, Landscaped, Level, Private
- Year Built: 1929
- Living Area: 5,234 SqFt
- Lot Size: 1.2 Acres
- MLS Number: 818295
- MLS Name: ONEKEY2
- Office Name: Houlihan Lawrence Inc.
- Office Phone: (914) 238-4766
Listings courtesy of OneKey MLS as distributed by MLS GRID.
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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the OneKey™ MLS. Real Estate listings held by brokerage firms other than this broker are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers. This information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Information Copyright 2025, OneKey™ MLS. All Rights Reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
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Last updated on: 4/29/2025, 11:56:49 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
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$2,250,000
50 Overlook Dr
$10,000
closing credit¹
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Price information
Property sales
We're sorry, we currently don't have property sales data for this listing.
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $285,000 | $- |
| 2022 | $285,000 | $- |
| 2021 | $285,000 | $- |
| 2020 | $285,000 | $- |
| 2019 | $285,000 | $42,840 |
| 2018 | $285,000 | $42,579 |
| 2017 | $285,000 | $40,311 |
History based on county public records data.
Nearby schools
8
Douglas G Grafflin School
Public District KG-4
1.0 mi
•650 King St
8
Roaring Brook School
Public District KG-4
1.6 mi
•530 Quaker Rd
9
Westorchard School
Public District KG-4
2.5 mi
•25 Granite Rd
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $185,065. Typical income of Chappaqua, NY residents is $200k+ annually. Residents typically live in married, with kids family. Most residents in this area have post secondary degree education.
How much money do the neighbors make?
6%
<35k
19%
35k-100k
28%
100k-200k
47%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate
What types of families live nearby?
21%
Single, No Kids
6%
Single, with Kids
32%
Married, No Kids
41%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
19%
<11 yrs old
13%
12-17 yrs old
8%
18-34 yrs old
46%
35-64 yrs old
14%
65+ yrs old
What do the neighbors do for fun?
Skiing/snowboarding
Men's Tennis- Tennis
Where do the neighbors shop?
Nordstrom
Bloomingdales
Brooks Brothers
Where do the neighbors go to eat?
California Pizza Kitchen
Bonefish Grill
Qdoba
What do the neighbors drive?
BMW
Lexus
Acura
What do the neighbors listen to?
Talk/Personality
News
Sports
All data provided by Home Junction and Claritas
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Frequently asked questions
About 50 Overlook Dr
The listing price of 50 Overlook Dr property is $2,250,000.
The property 50 Overlook Dr is a house located in Chappaqua, New York, 10514.
Active Listing: 50 Overlook Dr is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 50 Overlook Dr are: Douglas G Grafflin School (GreatSchools Rating 8/10), Roaring Brook School (GreatSchools Rating 8/10), Westorchard School (GreatSchools Rating 9/10), Robert E Bell School (GreatSchools Rating 8/10), Pleasantville Middle School (GreatSchools Rating 8/10), Seven Bridges Middle School (GreatSchools Rating 10/10), Horace Greeley High School (GreatSchools Rating 10/10), Pleasantville High School (GreatSchools Rating 9/10), Briarcliff High School (GreatSchools Rating 10/10).
According to the records, the last property tax for 2019 is $42,840 (source: MLS/based on county public records data).
The property at 50 Overlook Dr has 6 bedrooms and 4 full and 2 half bathrooms.
The property 50 Overlook Dr is 5,234 SqFt (source: MLS/tax record).
The year of construction for 50 Overlook Dr is 1929.
This home is located at 50 Overlook Dr in Chappaqua, NY and zip code 10514. This 5,234 square foot home, which was built in 1929, sits on a 1.20 acre lot. Features: 6 bedrooms, 6 bathrooms. It has been listed on Rocket Homes since February 14, 2025 and is currently priced at $2,250,000.
In March 2025 more than 6 listings in Chappaqua, NY were sold above the asking price. During the same period more than 0 listings were sold at asking price, while more than 1 were sold below. The number of listings in Chappaqua, NY increased by 2.1% between February and March 2025. In March 2025 median list price was $1,506,358 and the average listing age was 30 days.
From Rocket Homes Real Estate and based on county public records data.