About 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.
Features of 27 Deepwood Hill
| MLS® # | 898327 |
|---|---|
| Price | $1,550,000 |
| Sold Price | $1,600,000 |
| Date Sold | December 12th, 2025 |
| Bedrooms | 3 |
| Bathrooms | 3.00 |
| Full Baths | 2 |
| Half Baths | 1 |
| Square Footage | 2,830 |
| Acres | 1.96 |
| Taxes | $22,580 |
| Year Built | 1950 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Ranch |
| Status | Closed |
Community Information
| Address | 27 Deepwood Hill |
|---|---|
| City | Chappaqua |
| County | Westchester County |
| State | NY |
| Zip Code | 10514 |
| Adult 55+ Community | No |
Amenities
| Utilities | Cable Connected, Electricity Connected, Phone Connected, Trash Collection Public, Water Connected |
|---|---|
| # of Garages | 2 |
| View | Trees/Woods |
| Is Waterfront | No |
| Has Pool | No |
Interior
| Interior | Hardwood, Tile |
|---|---|
| Interior Features | First Floor Bedroom, First Floor Full Bath, Chefs Kitchen, Eat-in Kitchen, Quartz/Quartzite Counters |
| Appliances | Cooktop, Dishwasher, Dryer, Electric Oven, Refrigerator, Washer |
| Heating | Baseboard, Forced Air, Hot Water, Oil |
| Cooling | Central Air |
| Has Basement | Yes |
| Basement | Crawl Space |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| Fireplaces | Living Room |
Exterior
| Exterior Features | Lighting |
|---|---|
| Lot Description | Back Yard, Cul-De-Sac, Landscaped, Part Wooded, Sprinklers In Front |
| Windows | New Windows |
| Exterior | Frame, Shingle Siding, Stone |
School Information
| District | Chappaqua |
|---|---|
| Elementary | Roaring Brook |
| Middle | Robert E Bell School |
| High | Horace Greeley High School |
Additional Information
| Date Listed | August 12th, 2025 |
|---|---|
| Days on Market | 386 |
| Short Sale | No |
| RE / Bank Owned | No |
| Levels | Two |
Listing Details
| Office | Houlihan Lawrence Inc. |
|---|
