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27 Deepwood Hill, 
Chappaqua, NY 10514

$1,399,000


3

Beds


3

Baths


2,830

Sq Ft


Single Family

Active

Listed by

Brendan Preston

Houlihan Lawrence Inc.

Last updated:

August 19, 2025, 12:40 PM

MLS#

898327

Source:

One Key MLS

About This Home

27 Deepwood Hill

Hywood Ledge is a spectacular expanded ranch in the desirable Deepwood neighborhood of Chappaqua, which presents sophisticated charm and tranquility. This cedar-shake beauty is perfectly situated at the end of a cul-de-sac on 1.9 acres, offering unparalleled privacy, yet only 5 minutes to the center of town and the Chappaqua Metro-North. The home was renovated between 2000-22 offering years of peace of mind with quality upgrades: new roof (2020); new boiler (2020); new above-ground oil tank (2020); new 1250 gallon septic tank (2020); new Marvin Elevate, divided light windows (2021); professional landscaping (2021); electrical updates that include a 220V garage car charger and a house generator interlock with electrical sub-panel (2021); Belgium block driveway (2022). A gorgeous great room with James Allan lighting anchors the house with a wood burning fireplace, across from the beautifully renovated eat-in kitchen with custom maple Omega cabinetry. A chef’s dream is complete with large Viatera Quartz countertops plus state-of-the-art Wi-Fi supported Samsung induction cooktop and Family Hub refrigerator. Stunning floor to ceiling wrought-iron doors lead to a new multi-level Trex deck perfect for outdoor entertainment. The home’s wonderfully curated renovations carry through to the first-floor primary bedroom, with an ensuite bath with Italian mosaic tile work surrounding the spa like walk-in shower accompanied by a gorgeous copper soaking tub. The lower-level features two beautiful bedrooms with their own personal full bathroom. The bonus recreation room offers numerous possibilities for additional living and workspace. The moment you drive through the stone entry pillars, you will want to call Hywood Ledge your own.

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 1950

Price Summary

1,399,000

$494 per Sq. Ft.

MLS #:

898327

Last Updated:

August 19, 2025, 12:40 PM

Added:

10 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,830 Sq. Ft.


Structure

Structure

Architectural Style:

Ranch

Building Area:

2,830 Sq. Ft.

Year Built:

1950


Lot

Lot Size (Sq. Ft):

77,972


Finances & Disclosures

Finances

Price:

$1,399,000

Price per Sq. Ft:

$494 per Sq. Ft.

Source:One Key MLS
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