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.
Listed by Brendan Preston
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Houlihan Lawrence Inc.
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914-238-4766
Last updated September 06, 2025
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Source: OneKey #898327
Listing Facts
TypeSingle-family
NeighborhoodNew Castle
Bedrooms3
Bathrooms3
Days on Prevu29
Taxes$22,580/year
Size2,830 sqft
Price per sqft$548
Amenities
Dishwasher
Private Outdoor Space
Washer/Dryer
Air Conditioning
Location
Mortgage Calculator
Listing History
08/25/2025
Status changed to Active
$1,550,000
08/25/2025
Price Increased
$1,550,000
08/23/2025
Status changed to Temporarily Off Market
$1,399,000
08/12/2025
Listed by Houlihan Lawrence Inc.
$1,399,000
Property Details for 27 Deepwood Hill
Exterior
Construction
Property Condition: Updated/Remodeled
Window Features: New Windows
Year Built: 1950
Architectural Style: Ranch
Construction Materials: Frame, Shingle Siding, Stone
Exterior Features: Lighting
Features
Patio And Porch Features: Covered, Deck, Porch
View: Trees/Woods
Measurements
Building Area Total: 2,830
Building Area Units: Square Feet
Lot Features: Back Yard, Cul-De-Sac, Landscaped, Part Wooded, Sprinklers In Front
Lot Size Acres: 1.96
Lot Size Square Feet: 77,972
Financial
Taxes
Parcel Number: 3600-092-017-00001-000-0004
Tax Annual Amount: $22,580.00
Tax Assessed Value: $128,800.00
Tax Year: 2025
Interior
Features
Appliances: Cooktop, Dishwasher, Dryer, Electric Oven, Refrigerator, Washer
Fireplace Features: Living Room
Fireplaces Total: 1
Flooring: Hardwood, Tile
Interior Features: First Floor Bedroom, First Floor Full Bath, Chefs Kitchen, Eat-in Kitchen, Quartz/Quartzite Counters
Measurements
Living Area: 2,830
Living Area Source: Public Records
Rooms
Basement: Crawl Space
Has Basement: Yes
Bathrooms Full: 2
Bathrooms Half: 1
Bathrooms Total Integer: 3
Bedrooms Total: 3
Rooms Total: 8
Other
General
Exclusions: Large front hall mirror.
Parking
Parking
Garage Spaces: 2
Garage: Yes
Schools
Elementary School
Elementary School: Roaring Brook
Elementary School District: Chappaqua
High School
High School: Horace Greeley High School
High School District: Chappaqua
Middle or Junior School
Middle Or Junior School: Robert E Bell School
Middle Or Junior School District: Chappaqua
Utilities
Equipment
Cooling: Central Air
Heating: Baseboard, Forced Air, Hot Water, Oil
Laundry Features: Electric Dryer Hookup, Washer Hookup
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