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For sale
  • $1,875,000

    55 Deepwood Drive, Chappaqua, NY 10514

    4beds
    4,199sqft
    Single Family Residence
    Built in 1927
    1.04 Acres Lot
    $-- Zestimate®
    $447/sqft
    $-- HOA

    What's special

    Cozy fireplaceTriple exposuresPrivate officeAttached two-car garageLarge stone patioCustom built-insVibrant perennial gardens
    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!
    2 days
    on Zillow
    |
    2,199
    |
    208
    |

    Likely to sell faster than

    Zillow last checked: 7 hours ago

    Listing updated: April 24, 2025 at 08:41am

    Listing by:

    Houlihan Lawrence Inc. 914-723-8877,

    Avital Soldatenko 914-329-6964

    Source: OneKey® MLS,MLS#: 851223MLS Logo
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    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Other
    • Description: Foyer, Pwr Rm, Office w/blt-ins, Main Stair, Great Rm w/WBF/Fr Doors to Patio, Fam Rm w/WBF/blt-ins/projector, Custom EIK w/ss appl/dining area, Butler's Pantry, Garden Rm, WIPantry, Back stair, Play Area/Mud Rm, 2 car Garage, Storage Rm
    • Level: First
    Other
    • Description: Primary Suite w/blt-ins/His & Hers closets, Luxury Bath w/separate tub and shower, Linen CL, BR 2, Hall Bath, BR 3, CL for BR 3 in hall, CL, Back stair, Hall Bath, BR 4, Bonus/Multipurpose Rm with balcony overlooking yard
    • Level: Second
    Heating
    • Oil, Steam
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Exhaust Fan, Freezer, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
    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
    • Attic: Pull Stairs,Scuttle
    • Number of fireplaces: 2
    • Fireplace features: Wood Burning
    Interior area
    • Total structure area: 4,199
    • Total interior livable area: 4,199 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached, Driveway
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Patio
    • Exterior features: Awning(s), Basketball Hoop, Mailbox, Playground
    • Fencing: Electric
    Lot
    • Size: 1.04 Acres
    Details
    • Parcel number: 3600092017000010000034
    • Special conditions: None
    • Other equipment: Generator

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Condition
    • Year built: 1927

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public
    • Utilities for property: See Remarks

    Community & HOA

    Community
    • Security: Security System
    HOA
    • Has HOA: No
    Location
    • Region: Chappaqua

    Financial & listing details

    • Price per square foot: $447/sqft
    • Tax assessed value: $259,080
    • Annual tax amount: $42,970
    • Date on market: 4/23/2025
    • Listing agreement: Exclusive Right To Sell
    • Inclusions: Swing set, 2nd fridge near garden room, Light fixtures except DR Chandelier
    • Exclusions: DR Chandelier
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