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$1,600,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,830 Sq. Ft.
  • 2 Car Garage
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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.

Full Property Details for 27 Deepwood Hill

General

  • Sold For: $1,600,000
  • Taxes: $22,580
  • Status: Closed
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 898327
  • Added to Site: 188 day(s) ago

Interior

  • Number of Rooms: 8
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Chefs Kitchen, Eat-in Kitchen, Quartz/Quartzite Counters
  • Number of Fireplaces: 1
  • Fireplace(s): Living Room
  • Appliances: Cooktop, Dishwasher, Dryer, Electric Oven, Refrigerator, Washer
  • Laundry Facilities: Yes
  • Flooring: Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Electric Dryer Hookup, Washer Hookup

Exterior

  • Exterior Features: Lighting
  • Porch/Patio/Deck: Covered, Deck, Porch

Parking

  • Garage: Yes
  • Garage Spaces: 2

Location

  • County: Westchester County
  • Driving Directions: Hardscrabble Road to Deepwood Drive to Deepwood Hill #27

School Information

  • High School District: Chappaqua
  • Elementary School: Roaring Brook
  • Middle School: Robert E Bell School
  • High School: Horace Greeley High School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Baseboard, Forced Air, Hot Water, Oil

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Phone Connected, Trash Collection Public, Water Connected

Structural Information

  • Architectural Style: Ranch
  • Detached/Attached: Detached
  • Construction: Frame, Shingle Siding, Stone
  • Basement: Yes
  • Basement Desc.: Crawl Space
  • Windows: New Windows
  • Building Size: 2830
  • Square Feet: 2,830
  • Sq. Ft. Source: Public Records
  • Year Built: 1950

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 1.962
  • Lot Size (Sq. Ft.): 77,972
  • Road Maintenance: Public Maintained Road
  • Lot Features: Back Yard, Cul-De-Sac, Landscaped, Part Wooded, Sprinklers In Front

Financial Considerations

  • Taxes Include: Trash
  • Tax Amount: $22,580

Disclosures and Reports

  • Special Conditions: None
  • Exclusions: Large front hall mirror.
  • Property ID: 3600-092-017-00001-000-0004

Listed by Houlihan Lawrence Inc.
Sold by Howard Hanna Rand Realty

Listing agent

— 27 Deepwood Hill —

  • Houlihan Lawrence Inc.

914-238-4766

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 27 Deepwood Hill

School District:Chappaqua Central School District
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 27 Deepwood Hill

Date
Details
Price
Change
Source
12/12/2025
Sold
$1,600,000
3.23%
MLS
8/25/2025
Price Increased
$1,550,000
10.79%
MLS
8/12/2025
Listed
$1,399,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Houlihan Lawrence Inc.
Sold by Howard Hanna Rand Realty

27 Deepwood Hill, Chappaqua, NY 10514 (MLS# 898327) is a Single Family property that was sold at $1,600,000 on December 12, 2025. Want to learn more about 27 Deepwood Hill? Do you have questions about finding other Single Family real estate for sale in Chappaqua? You can browse all Chappaqua real estate or contact a Coldwell Banker agent to request more information.