55 Deepwood Drive, Chappaqua, NY 10514

$2,315,000
4
BD
4
BA
4,199
SqFt

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Sold Price
$2,315,000
List Price
$1,875,000
Status
CLOSED
MLS#
851223
Closing Date
Jul 14, 2025
Year Built
1927
Style
Colonial
Bedrooms
4
Bathrooms
4
Acres
1.04
Living Area
4,199

Property Description

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!

Additional Information

Taxes
$42,970
Lot Size
45,302
Interior Features
Built-in Features, Chefs Kitchen, Crown Molding, Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, His and Hers Closets, Kitchen Island, Primary Bathroom, Original Details, Pantry, Recessed Lighting, Smart Thermostat, Soaking Tub, Speakers, Stone Counters, Storage, Walk-In Closet(s)
Flooring
Hardwood
Heating
Oil, Steam
Cooling System Type
Central Air
Sewer
Septic Tank
Water Source
Public
Appliances
Dishwasher, Exhaust Fan, Freezer, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
Fireplaces
2
Exterior Features
Awning(s), Basketball Hoop, Mailbox, Playground
Garage Spaces
2
Elementary School
Roaring Brook
Middle School
Robert E Bell School
High School
Horace Greeley High School

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Listing courtesy of Listing Agent: Avital Soldatenko (asoldatenko@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..

Listing courtesy of Avital Soldatenko from Houlihan Lawrence Inc.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.