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Pending
  • $1,999,000

    73 Whippoorwill Lake Road, Chappaqua, NY 10514

    5beds
    3,849sqft
    Single Family Residence, Residential
    Built in 1980
    1.16 Acres Lot
    $-- Zestimate®
    $519/sqft
    $100/mo HOA

    What's special

    Second fireplaceExpansive windowsFloor-to-ceiling windowsHome officeExpansive wraparound decksArchitectural dramaModern design
    Experience modern luxury and timeless sophistication in this stunning contemporary, beautifully sited on over an acre of park-like property in Chappaqua’s sought-after Whippoorwill neighborhood. Set on a quiet cul-de-sac with a majestic approach, this home is surrounded by mature trees and lush landscaping, creating a private oasis with level play areas and serene natural views backing to a protected nature preserve. This dramatic residence features soaring ceilings, expansive windows, gorgeous hardwood floors and sophisticated modern design throughout. A bold double-door entry opens to a sun-drenched foyer and gallery-like living spaces. The vaulted dining room with floor-to-ceiling windows flows seamlessly into an oversized living room with a fireplace and sliders to expansive wraparound decks—perfect for indoor/outdoor entertaining. The beautiful chef’s kitchen showcases stainless steel appliances, custom cabinetry, and a breakfast area with sliders for effortless alfresco dining. The main level also includes a spacious home office (or playroom) with a second fireplace, a guest bedroom/office, full bath, laundry area, and an attached two-car garage. Upstairs, the primary suite offers a fireplace, private balcony, dual walk-in closets, and an ensuite bath. Three additional bedrooms include one with an en-suite bath and two sharing a stylishly updated hall bath. The walk-out lower level provides great space for recreationa and storage. Offering a rare combination of architectural drama, flexible living space, and resort-like grounds, this exceptional home delivers the best of modern living in a peaceful Whippoorwill setting within the award-winning Chappaqua School District. AO 11/1/25
    72 days
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    211
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    4
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    Zillow last checked: 8 hours ago

    Listing updated: November 12, 2025 at 11:49am

    Listing by:

    Compass Greater NY, LLC 914-238-0676,

    Cindy Glynn 914-523-6163

    Source: OneKey® MLS,MLS#: 926237MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Heating
    • Baseboard, Oil
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, Electric Range, Gas Oven, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Oil Water Heater
    • Laundry: Laundry Room
    Features
    • Cathedral Ceiling(s), Central Vacuum, Chandelier, Chefs Kitchen, Double Vanity, Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, Formal Dining, His and Hers Closets, Open Floorplan, Recessed Lighting
    • Flooring: Hardwood
    • Windows: Floor to Ceiling Windows, Oversized Windows, Wall of Windows
    • Basement: Walk-Out Access
    • Attic: Partial
    • Has fireplace: Yes
    • Fireplace features: Bedroom, Living Room, Wood Burning
    Interior area
    • Total structure area: 4,839
    • Total interior livable area: 3,849 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached, Driveway, Garage
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Levels: Three Or More
    • Patio & porch: Deck, Patio, Wrap Around
    Lot
    • Size: 1.16 Acres
    Details
    • Parcel number: 3600101006000020000004
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Contemporary,Modern
    • Property subtype: Single Family Residence, Residential
    Condition
    • Actual
    • Year built: 1980

    Utilities & green energy

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

    Community & HOA

    Community
    • Features: Other
    HOA
    • Has HOA: Yes
    • Services included: Common Area Maintenance
    • HOA fee: $1,200 annually
    Location
    • Region: Chappaqua

    Financial & listing details

    • Price per square foot: $519/sqft
    • Tax assessed value: $218,845
    • Annual tax amount: $36,400
    • Date on market: 10/22/2025
    • Cumulative days on market: 68 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

    Price history
    DateEventPrice
    11/7/2025Pending sale$1,999,000$519/sqft
    Source: OneKey® MLS #926237 Report a problem
    10/22/2025Listed for sale$1,999,000+128.5%$519/sqft
    Source: OneKey® MLS #926237 Report a problem
    6/22/2000Sold$875,000+113.4%$227/sqft
    Source: Public Record Report a problem
    11/10/1994Sold$410,000$107/sqft
    Source: Public Record Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2024-- $218,845
    2023-- $218,845
    2022-- $218,845

    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.

    Boost your down payment with 6% savings match

    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

    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. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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