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$1,749,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,022 Sq. Ft.
  • 3 Car Garage
  • Updated 8 days ago
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Exceptionally renovated and truly turnkey, this striking Whippoorwill cul-de-sac Contemporary is located in the highly acclaimed Chappaqua School District. Dramatic, airy, and light-filled, the 4-bedroom home is set in a serene and sought-after neighborhood, offering both privacy and convenience. A wall of windows, skylights, soaring ceilings, and an open floor plan flood the interiors with natural light. The living and family rooms-each featuring a fireplace-flow seamlessly for effortless everyday living and entertaining. Hardwood floors extend throughout, while outdoor spaces include a stone patio and wraparound deck overlooking lush, park-like grounds. Extensive upgrades include new above-ground oil tanks, new windows, a new roof, new mechanicals, and more. Enjoy lake rights to Whippoorwill Lake and easy walking access to the Whippoorwill trails. This exceptional home is a rare offering and sure to delight the most discerning buyer.

Full Property Details for 2 Whippoorwill Close

General

  • Price: $1,749,000
  • Taxes: $31,306
  • Status: Pending
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 946807
  • Updated: 1/7/2026
  • Added to Site: 14 day(s) ago

Interior

  • Number of Rooms: 8
  • Interior Features: Cathedral Ceiling(s), Chefs Kitchen, Double Vanity, Eat-in Kitchen, ENERGY STAR Qualified Door(s), Entrance Foyer, Formal Dining, High Ceilings, Open Floorplan, Primary Bathroom, Recessed Lighting
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Wood Burning
  • Appliances: Dishwasher, Electric Oven, Electric Range, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
  • Laundry Facilities: Yes
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Security/Safety: Security System, Smoke Detector(s)

Exterior

  • Porch/Patio/Deck: Deck, Patio

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking Features: Driveway, Garage

Location

  • County: Westchester County
  • Driving Directions: Whippoorwill Rd to Whippoorwill Lake Rd, Left on Whipppoorwill Close, 1st house on right

School Information

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

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Hot Water, 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
  • Detached/Attached: Detached
  • Construction: Other
  • Basement: Yes
  • Basement Desc.: Full Basement
  • Windows: Floor to Ceiling Windows, New Windows
  • Building Size: 3022
  • Square Feet: 3,022
  • Sq. Ft. Source: Public Records
  • Year Built: 1980

Lot Features

  • Lot Size (Acres): 1.59
  • Lot Size (Sq. Ft.): 69,260

Financial Considerations

  • Other Fee: Yes
  • Other Fee Type: Lake Maintenance
  • Other Fee Freq.: Annually
  • Tax Amount: $31,306.08

Disclosures and Reports

  • Special Conditions: None
  • Exclusions: Refrigerator and 2 Freezers in Garage
  • Inclusions: Appliances, Window Coverings, 2 Safes, Child Gates, Blinds
  • Property ID: 3600-101-006-00002-000-0006

Listed by Compass Greater NY, LLC

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Listing agent

— 2 Whippoorwill Close —

  • Compass Greater NY, LLC

914-238-0676

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with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 2 Whippoorwill Close

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 2 Whippoorwill Close Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/02/2026
Listed
$1,749,000
75.43%
MLS
7/02/2020
Sold
$997,000
—
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 2 Whippoorwill Close

Year
Property Taxes
Change
Tax Assessment
Change
2024
100%
$187,643
—
2020
-100%
$187,643
—
2020
$28,738
-4%
$187,643
-6%
2018
$29,929
6%
$199,440
—
2017
$28,210
1%
$199,440
—
2017
$28,016
-76%
$199,440
—
2016
$116,537
322%
$199,440
—
2015
$27,621
1%
$199,440
—
2014
$27,339
—
$199,440
—
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 2 Whippoorwill Close

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

Listed by Compass Greater NY, LLC

2 Whippoorwill Close, Chappaqua, NY 10514 (MLS# 946807) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 2 Whippoorwill Close is currently listed for $1,749,000 and was received on January 02, 2026. Want to learn more about 2 Whippoorwill Close? 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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