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$1,999,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,839 Sq. Ft.
  • 2 Car Garage
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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

Full Property Details for 73 Whippoorwill Lake Rd

General

  • Price: $1,999,000
  • HOA FEE: $100/month
  • HOA FEE FREQ.: Annually
  • Taxes: $36,400
  • Status: Pending
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 926237
  • Updated: 11/7/2025
  • Added to Site: 88 day(s) ago

Interior

  • Number of Rooms: 12
  • Interior Features: Cathedral Ceiling(s), Central Vacuum, Chandelier, Chefs Kitchen, Double Vanity, Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, Formal Dining, High Ceilings, His and Hers Closets, Open Floorplan, Recessed Lighting
  • Fireplace: Yes
  • Fireplace(s): Bedroom, Living Room, Wood Burning
  • Appliances: Dishwasher, Dryer, Electric Range, Gas Oven, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Oil Water Heater
  • Laundry Facilities: Yes
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Amenities: Other

Exterior

  • Porch/Patio/Deck: Deck, Patio, Wrap Around

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Driveway, Garage

Location

  • County: Westchester County

School Information

  • High School District: Chappaqua
  • Elementary School: Douglas G Grafflin School
  • Middle School: Robert E Bell School
  • High School: Horace Greeley High School

Community

  • Association: Yes
  • Assoc. Fees Include: Common Area Maintenance

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Baseboard, Oil
  • Heating Zones: 2

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Phone Connected, Trash Collection Public, Water Connected

Structural Information

  • Architectural Style: Contemporary, Modern
  • Detached/Attached: Detached
  • Construction: Frame
  • Basement: Yes
  • Basement Desc.: Walk-Out Access
  • Windows: Floor to Ceiling Windows, Oversized Windows, Wall of Windows
  • Building Size: 4839
  • Square Feet: 4,839
  • Sq. Ft. Source: Public Records
  • Year Built: 1980

Lot Features

  • Lot Size (Acres): 1.16
  • Lot Size (Sq. Ft.): 50,530

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $1,200
  • Assoc Fee Freq.: Annually
  • Taxes Include: Trash
  • Tax Amount: $36,400.75

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 3600-101-006-00002-000-0004

Listed by Compass Greater NY, LLC

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Listing agent

— 73 Whippoorwill Lake Rd —

  • Compass Greater NY, LLC

914-238-0676

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 73 Whippoorwill Lake Rd

School District:Chappaqua Central School District
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 73 Whippoorwill Lake Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/22/2025
Listed
$1,999,000
128.46%
MLS
6/22/2000
Sold
$875,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 73 Whippoorwill Lake Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
100%
$218,845
—
2020
-100%
$218,845
—
2020
$31,742
-3%
$218,845
—
2018
$32,798
6%
$218,845
—
2017
$30,955
8%
$218,845
—
2017
$28,698
-78%
$218,845
—
2016
$127,875
322%
$218,845
—
2015
$30,309
1%
$218,845
—
2014
$29,999
—
$218,845
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 73 Whippoorwill Lake Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Compass Greater NY, LLC

73 Whippoorwill Lake Road, Chappaqua, NY 10514 (MLS# 926237) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 73 Whippoorwill Lake Road is currently listed for $1,999,000 and was received on October 22, 2025. Want to learn more about 73 Whippoorwill Lake Road? Do you have questions about finding other Single Family real estate for sale in Chappaqua? You can browse all Chappaqua real estate or contact a Coldwell Banker agent to request more information.

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