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$2,000,000

Listing Price

6beds

6baths

4,312sqft

52,272sqft lot

50 Overlook Dr, Chappaqua, NY 10514

Member Features

Find Real Estate Bargain!

  • Full foreclosure details

  • Home value, equity and ownership info

  • Find homes priced below market

  • Get full access with a FREE Account

Already a member?

For Sale

Off Market

Single Family

Home type

483.16

Price / sqft

1929

Year built

Home Details

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. nMeticulously 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.nDesigned 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.nThe 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. nThis is an incredible opportunity to own a truly distinguished home in one of

Interior Details

Square Feet
  • 4312

Bedrooms
  • 6

Bathrooms
  • 6

Heating
  • Has Heating:

    Yes

  • Heating Type:

    Hot Water

Cooling
  • Has Cooling:

    Yes

  • Cooling Type:

    Central

Fuel
  • Has Fuel:

    Yes

  • Fuel Type:

    Oil

Basement
  • Has Basement:

    No

  • Basement Type:

    Finished

Flooring
  • Has Flooring:

    No

  • Flooring Type:

    N/A

Fireplace
  • Has Fireplace:

    Yes

  • Fireplace Type:

    N/A

Property Details

Lot Size
  • 52272

Water
  • Yes

Sewer
  • No

Parking
  • Type:

    Garage, Basement

  • Location:

    N/A

  • Status:

    N/A

  • Number of Spaces:

    2

Deck
  • No

Patio
  • Yes

Fence
  • No

Pool
  • No

Porch
  • No

Stoop
  • No

Breezeway
  • No

Construction Details

Number of Stories
  • 2

Style
  • Colonial

Exterior
  • Brick

Foundation
  • N/A

Roof
  • N/A

Roofing Material
  • N/A

Tax History

Year

Amount

Land

Improvement

Percent Change

Assessment

2019

$42,840

$120,000

$165,000

--%

$285,000

2018

$42,579

$120,000

$165,000

--%

$285,000

2017

$40,311

$120,000

$165,000

--%

$285,000

2017

$40,035

$120,000

$165,000

--%

$285,000

2016

$162,732

$120,000

$158,500

--%

$278,500

2013

$38,155

$120,000

$158,500

--%

$278,500

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Average Home Price in 10514

Nearby Properties

Zip Code

Price

Bed

Bath

Sqft

Lot

Sold Date

$3,100,395

5 Beds

4 Baths

4,675 Sqft

100,188 Lot (sqft)

Sold 08/14/2026

$1,549,000

4 Beds

3 Baths

3,956 Sqft

52,272 Lot (sqft)

Sold 10/13/2026

$2,699,000

4 Beds

7 Baths

4,531 Sqft

53,143 Lot (sqft)

Sold 09/29/2026

$1,200,000

4 Beds

4 Baths

3,703 Sqft

53,143 Lot (sqft)

Sold 10/13/2026

$2,000,000

6 Beds

6 Baths

4,312 Sqft

52,272 Lot (sqft)

Sold 10/12/2026

percent-home-icon

Calculators

Mortgage

Mortgage Calculator

Calculate your monthly mortgage payments.
Household Income
70,000
$
Home price
2,000,000
$
Down payment
400,000
$
Mortgage Rate
6.5
%
Loan Term
Property Tax Rate
1.1
%
Homeowner's Insurance (Annual)
12,000
$
HOA (Monthly)
0
$
PMI
0
$
$12,946
Your Payment
Total Monthly Payment:$12,946
Percent of Income:222%
Affordable:No

Details for 50 OVERLOOK DR

Property Debt

Foreclosure Contact Details