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Sold for $2,315,000
  • $2,315,000

    55 Deepwood Drive, Chappaqua, NY 10514

    4beds
    4,199sqft
    Single Family Residence, Residential
    Built in 1927
    1.04 Acres Lot
    $2,407,900 Zestimate®
    $551/sqft
    $7,900 Estimated rent

    Home value

    $2,407,900

    $2.17M - $2.70M

    $7,900/mo

    Zestimate® history
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    What's special

    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!

    Zillow last checked:

    Listing updated:

    Listed by:

    Avital Soldatenko 914-329-6964,

    Houlihan Lawrence Inc. 914-723-8877

    Bought with:

    Cindy Schwall, 10301200750

    Houlihan Lawrence Inc.

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 851223MLS Logo

    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, Range, 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
    • 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, Residential
    Condition
    • Year built: 1927

    Utilities & green energy

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

    Community & neighborhood

    Security
    • Security features: Security System
    Location
    • Region: Chappaqua

    Other

    Other facts
    • Listing agreement: Exclusive Right To Sell

    Price history

    DateEventPrice
    7/14/2025Sold$2,315,000+23.5%$551/sqft
    Source: OneKey® MLS as distributed by MLS GRID #851223 Report a problem
    5/6/2025Pending sale$1,875,000$447/sqft
    Source: OneKey® MLS as distributed by MLS GRID #851223 Report a problem
    4/30/2025Listing removed$1,875,000$447/sqft
    Source: OneKey® MLS as distributed by MLS GRID #851223 Report a problem
    4/23/2025Listed for sale$1,875,000+37.9%$447/sqft
    Source: OneKey® MLS as distributed by MLS GRID #851223 Report a problem
    3/6/2019Sold$1,360,000-9%$324/sqft
    Source: OneKey® MLS as distributed by MLS GRID #H4816258 Report a problem
    12/7/2018Pending sale$1,494,000$356/sqft
    Source: Houlihan Lawrence #4816258 Report a problem
    9/26/2018Price change$1,494,000-6%$356/sqft
    Source: Houlihan Lawrence #4816258 Report a problem
    5/24/2018Price change$1,590,000-3.6%$379/sqft
    Source: Houlihan Lawrence #4816258 Report a problem
    4/20/2018Listed for sale$1,650,000-3.8%$393/sqft
    Source: Houlihan Lawrence #4816258 Report a problem
    4/13/2004Sold$1,715,500+159.9%$409/sqft
    Source: Public Record Report a problem
    9/27/1996Sold$660,000$157/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $259,080
    2024-- $259,080
    2023-- $259,080
    2022-- $259,080
    2021-- $259,080
    2020-- $259,080
    2019-- $259,080 -14.7%
    2018-- $303,690 -1.7%
    2017-- $309,000
    2016-- $309,000
    2015-- $309,000
    2014-- $309,000
    2013-- $309,000
    2012-- $309,000
    2011-- $309,000
    2010-- $309,000
    2009-- $309,000
    2008-- $309,000
    2007-- $309,000
    2006-- $309,000
    2005-- $309,000
    2004-- $309,000
    2003-- $309,000
    2002-- $309,000
    2001-- $309,000 +17%
    2000-- $264,000
    1999-- $264,000

    Find assessor info on the county website

    Neighborhood: 10514

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Roaring Brook
    • Middle: Robert E Bell School
    • High: Horace Greeley High School

    Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $2,407,900
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $2,407,900