Skip main navigation
Pending
  • $1,975,000

    111 Prospect Drive, Chappaqua, NY 10514

    5beds
    4,166sqft
    Loading
    Single Family Residence, Residential
    Built in 1902
    0.67 Acres Lot
    $-- Zestimate®
    $474/sqft
    $-- HOA

    What's special

    Exquisite architectural design, timeless charm & luxurious modern amenities merge effortlessly in this elegant Colonial in the heart of Chappaqua. C.1902 & superbly upgraded and meticulously maintained, the home offers an open, sun-bathed interior w/hardwood floors, high ceilings, abundant built-ins, extensive millwork and a quintessential porch - sure to please the most discerning buyers! The gracious foyer leads to a classic dining room with fine millwork, a fireplace and boasts a lovely historical handpainted mural of the Hudson Valley at the turn of the century. The formal living room with concealed pocket doors has a second fireplace and French doors opening to the covered porch. The sunny and bright eat-in kitchen is a chef’s dream featuring a Wolf double oven, Sub Zero fridge, ample storage and opens to the casual living room/ leisure room. 2nd floor features a primary bedroom suite with a sparkling spa bath, walk-in closet and and adjoining office. An additional 3 bedrooms and a tastefully renovated hall bath complete the second floor. Finished 3rd level includes a bedroom and Bonus room perfect for studio/office/playroom w/ full hall bath. The large unfinished basement offers additional space and Bilco doors to the exterior. A 2 car detached garage originally used as stables has 2 levels and offers many possibilities. The park-like, level property is professionally landscaped and is an oasis of tranquility w/ lush lawns, a dazzling variety of specimen trees & plantings with ample parking. Ideally located close to town, train, schools and more!
    92 days
    |
    121
    |
    1
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Compass Greater NY, LLC 914-238-0676,

    Usha Subramaniam 914-572-3401,

    Lori Hoffman 914-419-1192,

    Compass Greater NY, LLC

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 974885MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Heating
      • Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Cooktop, Dishwasher, Dryer, Electric Oven, Gas Cooktop, Microwave, Refrigerator, Washer
      Features
      • Crown Molding, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, Original Details, Primary Bathroom, Soaking Tub
      • Basement: Bilco Door(s),Full,Unfinished
      • Attic: None
      • Number of fireplaces: 2
      • Fireplace features: Wood Burning
      Interior area
      • Total structure area: 4,166
      • Total interior livable area: 4,166 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Detached
      • Garage spaces: 2
      Lot
      • Size: 0.67 Acres
      • Features: Corner Lot
      Details
      • Parcel number: 3600100011000040000038
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence, Residential
      Materials
      • Foundation: Pillar/Post/Pier
      Condition
      • Year built: 1902

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Natural Gas Connected

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Chappaqua

      Financial & listing details

      • Price per square foot: $474/sqft
      • Tax assessed value: $190,300
      • Annual tax amount: $32,854
      • Date on market: 4/21/2026
      • Cumulative days on market: 66 days
      • Listing agreement: Exclusive Right To Sell

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        5/12/2026Pending sale$1,975,000$474/sqft
        Source: OneKey® MLS as distributed by MLS GRID #974885 Report a problem
        4/21/2026Listed for sale$1,975,000+54.3%$474/sqft
        Source: OneKey® MLS as distributed by MLS GRID #974885 Report a problem
        10/29/2002Sold$1,280,000$307/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $190,300
        2024-- $190,300
        2023-- $190,300
        2022-- $190,300
        2021-- $190,300
        2020-- $190,300
        2019-- $190,300
        2018-- $190,300
        2017-- $190,300
        2016-- $190,300
        2015-- $190,300
        2014-- $190,300
        2013-- $190,300
        2012-- $190,300 -2.4%
        2011-- $195,000
        2010-- $195,000
        2009-- $195,000
        2008-- $195,000
        2007-- $195,000
        2006-- $195,000
        2005-- $195,000
        2004-- $195,000
        2003-- $195,000
        2002-- $195,000
        2001-- $195,000
        2000-- $195,000
        1999-- $195,000
        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.
        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.

        Climate risks

        Neighborhood: 10514

        Getting around

        71 / 100
        Very Walkable
        32 / 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.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes