BuySellBlogBrowse Listings

27 Deepwood HillChappaqua, NY 10514

For Sale

$1,550,000

Smart Buyer Rebate $15,500

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

·

Houlihan Lawrence Inc.

·

914-238-4766

Last updated September 06, 2025

·

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
  • Other Equipment: Generator
  • Sewer: Septic Tank
  • Utilities: Cable Connected, Electricity Connected, Phone Connected, Trash Collection Public, Water Connected
  • Water Source: Public

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2025, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.