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Pending
  • $3,299,000

    46 Annandale Road, Chappaqua, NY 10514

    5beds
    7,597sqft
    Loading
    Single Family Residence, Residential
    Built in 1952
    2.35 Acres Lot
    $-- Zestimate®
    $434/sqft
    $-- HOA

    What's special

    Approached by a long private driveway and set on more than two beautifully landscaped acres, 46 Annandale Drive is a distinctive Lawrence Farms East residence offering approximately 7,500 square feet of thoughtfully designed living space. This five-bedroom Colonial has been thoughtfully expanded and maintained, with generous proportions, quality details, and excellent spaces for both everyday living and entertaining. The expansive first floor features generously proportioned versatile rooms. The eat-in kitchen with breakfast nook connects to a spacious great room with fireplace and direct access to the bluestone patio, while a formal living room with fireplace also opens to the patio, creating a natural connection between the interior and beautifully landscaped grounds. A large formal dining room provides an ideal setting for entertaining, while two additional multi-use rooms with custom built-ins offer versatile space for offices, family rooms, or other needs. A private guest suite, large pantry, mudroom, and dedicated laundry room complete the first floor. Upstairs, four en-suite bedrooms offer privacy and comfort. The spacious primary suite includes a fireplace, large walk-in closet, and en-suite bath. The walk-out lower level adds significant flexibility with a mudroom area, gym, recreation room, and additional laundry/storage space. The spacious two-car garage offers ample storage. The outdoor setting is a major highlight of the property, with a pool and pool cabana with half bath, expansive bluestone patio, and mature landscaping providing privacy and multiple areas for outdoor entertaining. The exceptional park-like property is newly enclosed with deer fencing, complemented by wood fencing along the driveway and wrought iron fencing around the pool. New wrought iron railings and bannisters enhance the patio and backyard, while the pool house has been updated with new lighting and a fan. Ideally located within walking distance of the high school and the new Chappaqua Crossing/Whole Foods complex, 46 Annandale Drive offers an exceptional combination of scale, privacy, thoughtfully designed living spaces, and extensive outdoor amenities in one of Chappaqua's most sought-after neighborhoods. A truly exceptional offering!
    49 days
    256
    12

    Zillow last checked:

    Listing updated:

    Listed by:

    Compass Greater NY, LLC 914-238-0676,

    Cindy Glynn 914-523-6163

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1052644MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 7
      • Full bathrooms: 5
      • 1/2 bathrooms: 2
      Heating
      • Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Cooktop, Dishwasher, Gas Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Indirect Water Heater, Wine Refrigerator
      • Laundry: In Basement
      Features
      • First Floor Bedroom, First Floor Full Bath, Chandelier, Chefs Kitchen, Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, Formal Dining, His and Hers Closets, Open Floorplan, Pantry, Primary Bathroom, Recessed Lighting
      • Flooring: Hardwood
      • Basement: Finished,Full,Walk-Out Access
      • Attic: Pull Stairs
      • Number of fireplaces: 3
      • Fireplace features: Family Room, Living Room, Masonry, Wood Burning
      Interior area
      • Total structure area: 7,597
      • Total interior livable area: 7,597 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Electric Vehicle Charging Station(s), Garage
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Covered, Deck, Patio
      • Has private pool: Yes
      • Pool features: In Ground, Pool Cover
      • Fencing: Back Yard,Perimeter
      Lot
      • Size: 2.35 Acres
      Details
      • Additional structures: Cabana, Pool House
      • Parcel number: 3600093010000010000019
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence, Residential
      Materials
      • Frame
      Condition
      • Year built: 1952

      Utilities & green energy

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

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Chappaqua

      Financial & listing details

      • Price per square foot: $434/sqft
      • Tax assessed value: $453,650
      • Annual tax amount: $75,416
      • Date on market: 10/2/2026
      • Cumulative days on market: 27 days
      • Listing agreement: Exclusive Right To Sell
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/14/2026Pending sale$3,299,000$434/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1052644 Report a problem
        10/14/2026Listing removed$3,299,000$434/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1052644 Report a problem
        10/1/2026Listed for sale$3,299,000+37.5%$434/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1052644 Report a problem
        2/3/2021Sold$2,400,000$316/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $453,650
        2024-- $453,650
        2023-- $453,650
        2022-- $453,650
        2021-- $453,650
        2020-- $453,650
        2019-- $453,650
        2018-- $453,650
        2017-- $453,650
        2016-- $453,650
        2015-- $453,650
        2014-- $453,650 +22.3%
        2013-- $371,000
        2012-- $371,000
        2011-- $371,000
        2010-- $371,000
        2009-- $371,000 +9.8%
        2008-- $338,000
        2007-- $338,000
        2006-- $338,000
        2005-- $338,000
        2004-- $338,000
        2003-- $338,000 +16.6%
        2002-- $290,000
        2001-- $290,000
        2000-- $290,000 +5.5%
        1999-- $275,000
        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 10514

        Getting around

        14 / 100
        Car-Dependent
        10 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Douglas G Grafflin School
        • 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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