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$1,399,000
9 Days On Site

27 Deepwood Hill
Chappaqua, NY 10514

For Sale|Single Family Residence|Active
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,830
SqFt
$494
/SqFt
1950
Built
County:
Westchester
Listing courtesy of Houlihan Lawrence Inc. bpreston@houlihanlawrence.com
Call Now: (516) 697-8663
Is this the listing for you? We can help make it yours.
(516) 697-8663
27 Deepwood Hill27 Deepwood Hill27 Deepwood Hill27 Deepwood Hill
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Monthly Payment (Est.)

$6,383
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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.

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Listing Snapshot
Price 
$1,399,000
Days On Site 
9 Days
Bedrooms 
3
Inside Area (SqFt) 
2,830 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
1.962 Acres
Year Built 
1950
MLS® Number 
898327
Status 
Active
Property Tax 
$22,580
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
a week agoListing first seen on site
a week agoListing updated with changes from the MLS®
General Features
Acres 
1.962
Garage 
Yes
Garage Spaces 
2
Property Condition 
Updated/Remodeled
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
2830
Stories 
Two
Style 
Ranch
Utilities 
Cable ConnectedElectricity ConnectedPhone ConnectedWater Connected
Water Source 
Public
Interior Features
Appliances 
CooktopDishwasherDryerElectric OvenRefrigeratorWasher
Basement 
Crawl Space
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Living Room
Fireplaces 
1
Flooring 
HardwoodTile
Heating 
BaseboardForced AirHot WaterOil
Interior 
Eat-in Kitchen
Laundry Features 
Electric Dryer HookupWasher Hookup
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Exterior Features
Construction Details 
FrameShingle SidingStone
Exterior 
Lighting
Lot Features 
Back YardCul-De-SacLandscapedSprinklers In Front
Patio And Porch 
CoveredDeckPorch
View 
Trees/Woods
Waterview 
Trees/Woods
Community Features
School District 
Chappaqua
Schools
School District
Chappaqua
Elementary School
Roaring Brook
Middle School
Robert E Bell School
High School
Horace Greeley High School
Listing courtesy of Houlihan Lawrence Inc. bpreston@houlihanlawrence.com


Based on information submitted to the MLS GRID as of 2025-08-22 05:36 AM EDT. 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.

Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
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