New Listing - 04/23/2025
55 Deepwood Drive, Chappaqua, NY, 10514

10 rooms
4 beds
3 Full / 1 Half baths
1927
Colonial
4,199 sqft
Set on 1.04 level acres of beautifully landscaped property with vibrant perennial gardens and mature plantings, this impeccably renovated four-bedroom, three-and-a-half-bathroom Center Hall Colonial offers 4,199 square feet of thoughtfully designed living space in one of Chappaqua’s most sought-after neighborhoods. A gracious foyer with a classic sweeping staircase welcomes you into the home. Just off the entry, you’ll find a private office—perfect for working from home—as well as a stylish powder room. The expansive Great Room combines living and dining into one open, light-filled space, featuring a wood-burning fireplace and French doors that open to a large stone patio ideal for hosting family gatherings or enjoying tranquil afternoons outdoors. The sunny family room is perfect for everyday living, with its cozy fireplace, custom built-ins, and triple exposures overlooking the lush, level yard. Additionally, a discreet, retractable movie screen and projector descend at the touch of button, purpose built for shared family movie nights. The beautifully renovated dine-in kitchen is both warm and functional, with a walnut-topped island, casual dining area, stylish butler’s pantry and generous walk-in pantry. A charming garden room opens directly to the yard, providing another connection between indoor and outdoor spaces. The main level is completed by a play area, mudroom, and convenient laundry with double washers and dryers designed with busy households in mind. The attached two-car garage features an additional half bay for bikes, sports gear, or extra storage, with its own driveway access for added convenience. Upstairs, the tranquil primary suite is a retreat in itself, with custom built-ins, separate his and hers closets, and a luxurious spa bath. Two additional bedrooms and a full hall bath are accessed via the main staircase, while the fourth bedroom, another full bath, and a generous bonus/multipurpose room are reached by a second staircase or through Bedroom 3. The bonus space—perfect for a teen hangout, homework zone, or home gym—includes a balcony overlooking the parklike backyard. Located just minutes from the Chappaqua Swim and Tennis Club and only a seven-minute drive to the charming Village of Chappaqua—with its train station, shops, restaurants, library, and top-rated schools—this exceptional home blends timeless architecture, modern convenience, and family-friendly living in an unbeatable setting. A true Chappaqua gem!
Status:
Pending
Type:
Single-family residential
Garage:
2-car
Heating:
Oil, Steam
Cooling:
Central Air
Parking:
Attached, Driveway
Acreage:
1.04
Est. Taxes:
$42,970
Assessment
$259,080
Utilities
See Remarks
Elementary School:
Roaring Brook
Middle School:
Robert E Bell School
High School:
Horace Greeley High School
School District:
Chappaqua
Days on Market:
7
Appliances:
Dishwasher, Exhaust Fan, Freezer, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
MLS #:
851223
Community Info
School Info
Walk Score
Mass Transit
Yelp
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Listing courtesy of Houlihan Lawrence Inc. 914-723-8877