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Pending
  • $999,999

    105 Douglas Road, Chappaqua, NY 10514

    3beds
    2,220sqft
    Single Family Residence, Residential
    Built in 1935
    0.69 Acres Lot
    $999,300 Zestimate®
    $450/sqft
    $-- HOA

    What's special

    .Welcome to this unique and charming carriage home nestled in the heart of Chappaqua. Legally 2BR but lives as 3 BR with permitted additions. Bright and sunny, set on a private 0.69-acre lot. This well-maintained residence blends timeless character with modern updates. Step inside to a welcoming entry foyer that leads to a spacious living room, complete with a cozy fireplace and French doors opening to a secluded patio — perfect for entertaining or quiet relaxation. The country-sized kitchen has been thoughtfully updated, featuring an informal seating island and space for a full dining table, making it the true heart of the home. Off the kitchen, a lovely pergola extends your living space outdoors. The main floor offers a primary bedroom along with two additional versatile rooms — currently used as a family room and office but true bedrooms— plus an updated full bath and half bath . Upstairs, discover a loft-style master suite with its own private bath and French doors leading to a private balcony, creating a serene retreat. Additional highlights include parking for up to four cars, mature landscaping, and the privacy of a wooded setting, all while being minutes from Chappaqua’s schools, train station ( 1.2 miles), and town center.
    107 days
    |
    159
    |
    5
    |

    Zillow last checked: 7 hours ago

    Listing updated: February 06, 2026 at 11:05pm

    Listing by:

    Keller Williams Realty Group 914-713-3270,

    Albert Posillico 914-953-8433

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 940113MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Heating
      • Oil
      Cooling
      • Wall/Window Unit(s)
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Electric Range, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer
      • Laundry: Washer/Dryer Hookup, Laundry Room
      Features
      • First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Cathedral Ceiling(s), Ceiling Fan(s), Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, His and Hers Closets, Kitchen Island, Open Kitchen, Primary Bathroom, Storage
      • Flooring: Hardwood
      • Windows: Double Pane Windows
      • Basement: Crawl Space
      • Attic: See Remarks
      • Number of fireplaces: 1
      • Fireplace features: Living Room
      Interior area
      • Total structure area: 2,220
      • Total interior livable area: 2,220 sqft

      Property

      Parking
      • Total spaces: 5
      • Parking features: Private, Shared Driveway
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Patio & porch: Patio, Terrace
      • Fencing: None
      Lot
      • Size: 0.69 Acres
      Details
      • Parcel number: 36001000060010037
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Carriage House
      • Property subtype: Single Family Residence, Residential
      Materials
      • Clapboard
      • Foundation: Stone
      Condition
      • Updated/Remodeled
      • Year built: 1935
      • Major remodel year: 2000

      Utilities & green energy

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

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Chappaqua

      Financial & listing details

      • Price per square foot: $450/sqft
      • Tax assessed value: $123,000
      • Annual tax amount: $20,296
      • Date on market: 12/9/2025
      • Cumulative days on market: 104 days
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: 1031 Exchange,Cash,Conventional,FHA
      • Inclusions: All appliances
      • Exclusions: See listing agent-chandeliers.
      • Electric utility on property: Yes

        Estimated market value

        $999,300

        $949,000 - $1.05M

        $7,660/mo

        Price history

        Price history
        DateEventPrice
        2/6/2026Pending sale$999,999$450/sqft
        Source: OneKey® MLS as distributed by MLS GRID #940113 Report a problem
        12/9/2025Listed for sale$999,999$450/sqft
        Source: OneKey® MLS as distributed by MLS GRID #940113 Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2024-- $123,000
        2023-- $123,000
        2022-- $123,000
        2021-- $123,000
        2020-- $123,000
        2019-- $123,000
        2018-- $123,000
        2017-- $123,000
        2016-- $123,000
        2015-- $123,000
        2014-- $123,000
        2013-- $123,000
        2012-- $123,000
        2011-- $123,000
        2010-- $123,000
        2009-- $123,000
        2008-- $123,000
        2007-- $123,000
        2006-- $123,000
        2005-- $123,000
        2004-- $123,000
        2003-- $123,000 +2.5%
        2002-- $120,000
        2001-- $120,000
        2000-- $120,000 +16.5%
        1999-- $103,000

        Find assessor info on the county website

        BuyAbility℠ payment

        Estimated monthly payment
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

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        Earn up to a 6% match & get a competitive APY with a *. Zillow has partnered with to help get you home faster.

        Learn more*Terms apply. Match provided by Foyer. Account offered by Pacific West Bank, Member FDIC.

        Climate risks

        Neighborhood: 10514

        Getting around

        52 / 100
        Somewhat Walkable
        14 / 100
        Somewhat Bikeable

        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.

        Local experts in 10514

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