50 Overlook Dr Chappaqua, NY 10514
Estimated payment $14,980/month
Total Views
10,583
6
Beds
6
Baths
5,234
Sq Ft
$382
Price per Sq Ft
Highlights
- Gourmet Galley Kitchen
- Colonial Architecture
- Radiant Floor
- Horace Greeley High School Rated A+
- Private Lot
- Main Floor Bedroom
About This Home
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.
Listing Agent
Houlihan Lawrence Inc. Brokerage Phone: 914-238-4766 License #40NO0849370 Listed on: 06/15/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $47,202
Year Built
- Built in 1929
Lot Details
- 1.2 Acre Lot
- Landscaped
- Private Lot
- Level Lot
- Cleared Lot
- Garden
- Back and Front Yard
Parking
- 2 Car Attached Garage
- Driveway
Home Design
- Colonial Architecture
- Tudor Architecture
- Brick Exterior Construction
Interior Spaces
- 5,234 Sq Ft Home
- 3-Story Property
- Built-In Features
- Crown Molding
- High Ceiling
- Chandelier
- Wood Burning Fireplace
- ENERGY STAR Qualified Windows
- Window Screens
- Entrance Foyer
- Formal Dining Room
- Storage
Kitchen
- Gourmet Galley Kitchen
- Marble Countertops
- Granite Countertops
Flooring
- Wood
- Radiant Floor
- Tile
Bedrooms and Bathrooms
- 6 Bedrooms
- Main Floor Bedroom
- En-Suite Primary Bedroom
- Walk-In Closet
Laundry
- Laundry Room
- Washer and Dryer Hookup
Partially Finished Basement
- Basement Fills Entire Space Under The House
- Basement Storage
Home Security
- Home Security System
- Fire and Smoke Detector
Outdoor Features
- Screened Patio
- Exterior Lighting
- Rain Gutters
- Private Mailbox
- Porch
Schools
- Douglas G Grafflin Elementary School
- Robert E Bell Middle School
- Horace Greeley High School
Utilities
- Central Air
- Hot Water Heating System
- Heating System Uses Steam
- Septic Tank
Listing and Financial Details
- Assessor Parcel Number 3600-093-017-00004-000-0003
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2024 | $5,561 | $285,000 | $120,000 | $165,000 |
| 2023 | $45,799 | $285,000 | $120,000 | $165,000 |
| 2022 | $44,547 | $285,000 | $120,000 | $165,000 |
| 2021 | $44,108 | $285,000 | $120,000 | $165,000 |
| 2020 | $43,420 | $285,000 | $120,000 | $165,000 |
| 2019 | $167,800 | $285,000 | $120,000 | $165,000 |
| 2018 | $42,580 | $285,000 | $120,000 | $165,000 |
| 2017 | $10,368 | $285,000 | $120,000 | $165,000 |
| 2016 | $41,403 | $285,000 | $120,000 | $165,000 |
| 2015 | -- | $278,500 | $120,000 | $158,500 |
| 2014 | -- | $278,500 | $120,000 | $158,500 |
| 2013 | -- | $278,500 | $120,000 | $158,500 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 07/30/2025 07/30/25 | Price Changed | $2,000,000 | -10.1% | $382 / Sq Ft |
| 06/15/2025 06/15/25 | For Sale | $2,225,000 | -- | $425 / Sq Ft |
Source: OneKey® MLS
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Closed | $250,000 | Credit Line Revolving | |
| Closed | $250,000 | Credit Line Revolving |
Source: Public Records
Similar Homes in Chappaqua, NY
Source: OneKey® MLS
MLS Number: 877002
APN: 3600-093-017-00004-000-0003
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The data relating to real estate for sale or lease on this web site comes in part from OneKey® MLS. Real estate listings held by brokerage firms other than Ten-X are marked with the OneKey® MLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker.
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