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Sold for $1,600,000
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  • $1,600,000

    27 Deepwood Hill, Chappaqua, NY 10514

    3beds
    2,830sqft
    Single Family Residence, Residential
    Built in 1950
    1.79 Acres Lot
    $1,545,000 Zestimate®
    $565/sqft
    $7,942 Estimated rent

    Home value

    $1,545,000

    $1.47M - $1.62M

    $7,942/mo

    Zestimate® history
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    What's special

    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Brendan Preston 914-806-2807,

    Houlihan Lawrence Inc. 914-238-4766

    Bought with:

    Marko Milinovich, 10401235525

    Howard Hanna Rand Realty

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 898327MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Other
    • Description: Entry foyer, Eat-in Kitchen with Adjacent Work Area, Mud Room, Dining area, Great Room, Powder Room, Primary Bedroom Suite,
    • Level: First
    Other
    • Description: Bedroom, Full Bath, Bedroom, Recreation Room, Laundry, Storage Room, Mechanicals
    • Level: Lower
    Heating
    • Baseboard, Forced Air, Hot Water, Oil
    Cooling
    • Central Air
    Appliances
    • Included: Cooktop, Dishwasher, Dryer, Electric Oven, Refrigerator, Washer
    • Laundry: Electric Dryer Hookup, Washer Hookup
    Features
    • First Floor Bedroom, First Floor Full Bath, Chefs Kitchen, Eat-in Kitchen, Quartz/Quartzite Counters
    • Flooring: Hardwood, Tile
    • Windows: New Windows
    • Basement: Crawl Space
    • Attic: Pull Stairs
    • Number of fireplaces: 1
    • Fireplace features: Living Room
    Interior area
    • Total structure area: 2,830
    • Total interior livable area: 2,830 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garage
    • Garage spaces: 2
    Features
    • Levels: Two
    • Patio & porch: Covered, Deck, Porch
    • Exterior features: Lighting
    • Has view: Yes
    • View description: Trees/Woods
    Lot
    • Size: 1.79 Acres
    • Features: Back Yard, Cul-De-Sac, Landscaped, Sprinklers In Front
    • Residential vegetation: Partially Wooded
    Details
    • Parcel number: 3600092017000010000004
    • Special conditions: None
    • Other equipment: Generator

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Ranch
    • Property subtype: Single Family Residence, Residential
    Materials
    • Shingle Siding, Stone
    Condition
    • Updated/Remodeled
    • Year built: 1950
    • Major remodel year: 2022

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public
    • Utilities for property: Cable Connected, Electricity Connected, Phone Connected, Trash Collection Public, Water Connected

    Community & neighborhood

    Location
    • Region: Chappaqua

    Other

    Other facts
    • Listing agreement: Exclusive Right To Sell

    Price history

    DateEventPrice
    12/12/2025Sold$1,600,000+3.2%$565/sqft
    Source: OneKey® MLS as distributed by MLS GRID #898327 Report a problem
    9/16/2025Pending sale$1,550,000$548/sqft
    Source: OneKey® MLS as distributed by MLS GRID #898327 Report a problem
    8/25/2025Price change$1,550,000+10.8%$548/sqft
    Source: OneKey® MLS as distributed by MLS GRID #898327 Report a problem
    8/12/2025Listed for sale$1,399,000+78.1%$494/sqft
    Source: OneKey® MLS as distributed by MLS GRID #898327 Report a problem
    8/12/2020Sold$785,500-0.6%$278/sqft
    Source: OneKey® MLS as distributed by MLS GRID #H6039321 Report a problem
    6/19/2020Listed for sale$790,000+73.6%$279/sqft
    Source: RE/MAX Classic Realty #H6039321 Report a problem
    6/18/2020Sold$455,000-39.3%$161/sqft
    Source: Public Record Report a problem
    6/17/2020Pending sale$749,500$265/sqft
    Source: RE/MAX Classic Realty #H6039321 Report a problem
    5/21/2020Listed for sale$749,500+2.8%$265/sqft
    Source: RE/MAX Classic Realty #H6039321 Report a problem
    2/27/2020Listing removed--
    Source: Auction.com Report a problem
    2/7/2020Listed for sale--
    Source: Auction.com Report a problem
    3/9/2019Listing removed$729,000$258/sqft
    Source: William Raveis Real Estate #4848034 Report a problem
    3/8/2019Pending sale$729,000$258/sqft
    Source: William Raveis Real Estate #4848034 Report a problem
    2/4/2019Listed for sale$729,000-2.7%$258/sqft
    Source: William Raveis Real Estate #4848034 Report a problem
    4/25/2018Listing removed$749,000$265/sqft
    Source: William Raveis Real Estate #4652602 Report a problem
    3/5/2018Listed for sale$749,000$265/sqft
    Source: William Raveis Real Estate #4652602 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $128,800
    2024-- $128,800
    2023-- $128,800
    2022-- $128,800
    2021-- $128,800
    2020-- $128,800
    2019-- $128,800
    2018-- $128,800
    2017-- $128,800
    2016-- $128,800
    2015-- $128,800
    2014-- $128,800
    2013-- $128,800
    2012-- $128,800
    2011-- $128,800
    2010-- $128,800
    2009-- $128,800
    2008-- $128,800
    2007-- $128,800

    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
    $1,545,000
    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
    $1,545,000