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
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
- 72 days |
- 211 |
- 4 |
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#: 926237
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
| Date | Event | Price |
|---|---|---|
| 11/7/2025 | Pending sale | $1,999,000$519/sqft |
Source: | ||
| 10/22/2025 | Listed for sale | $1,999,000+128.5%$519/sqft |
Source: | ||
| 6/22/2000 | Sold | $875,000+113.4%$227/sqft |
Source: Public Record Report a problem | ||
| 11/10/1994 | Sold | $410,000$107/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $218,845 |
| 2023 | -- | $218,845 |
| 2022 | -- | $218,845 |
Find assessor info on the county website
BuyAbility℠ payment
Estimated monthly payment
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Neighborhood: 10514
Nearby schools
GreatSchools rating
- 8/10Robert E Bell SchoolGrades: 5-8Distance: 1.9 mi
- 10/10Horace Greeley High SchoolGrades: 9-12Distance: 1.3 mi
- 8/10Douglas G Grafflin SchoolGrades: K-4Distance: 1.3 mi
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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