2 Whippoorwill Close Chappaqua, NY $ 1,749,000
2 Whippoorwill Close
$ 1,749,000
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2 Whippoorwill Close

Chappaqua, NY, 10514
$ 1,749,000
Bedrooms4 Baths3.1 Sq 3,022

Monthly Estimate*

$ 10,911

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Single Family Home for sale in Chappaqua, NY

for $1,749,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,022 square foot home was built in 1980 on a lot size of 1.59.

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.

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Single Family Coming Soon

Price

$ 1,749,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 31,306

Style

Contemporary

Lot Size

1.59

Year Built

1980

Town/City

Chappaqua

County/Region

Westchester

MLS | Web ID

946807

Features
Interior
Interior Amenities 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
Basement Full
Flooring Hardwood
Total Fireplaces 2
Fireplace Features Wood Burning
Basement Features Full
Basement (Y/N) Y
Window Features Floor to Ceiling Windows New Windows
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 4
Total Baths 4
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General
Sewer Septic Tank
Heating Hot Water Oil
Cooling Central Air
Utilities Cable Connected Electricity Connected Phone Connected Trash Collection Public Water Connected
Appliances Dishwasher Electric Oven Electric Range Microwave Range Refrigerator Stainless Steel Appliance(s) Washer Oil Water Heater
Garage Spaces 3
Patio/Porch Features Deck Patio
Architectural Style Contemporary
Security Features Security System Smoke Detector(s)
Construction Materials Other
Exclusions Refrigerator and 2 Freezers in Garage
Year Built 1980
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 3600-101-006-00002-000-0006
County Westchester County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 8
Full Baths 3
Directions Whippoorwill Rd to Whippoorwill Lake Rd Left on Whipppoorwill Close 1st house on right
High School Horace Greeley High School
City New Castle
Senior Community Y/N N
High School District Chappaqua
Carport Y/N N
Elementary School Douglas G Grafflin School
Property Attached Y/N N
Tax Annual Amount 31306.08
Showing Instructions Log in and go. Listing agent to accompany.
Middle/Junior High School Robert E Bell School
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Coming Soon
Middle/Junior School District Chappaqua
Elementary School District Chappaqua
Tax Assessed Value 187643
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Exterior
Parking Features Driveway Garage Driveway Garage
Water Source Public
Inclusions Appliances Window Coverings 2 Safes Child Gates Blinds
Foundation Details Other
Spa N
Building Area Total 3022
Waterfront Y/N N
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Internal Only
Street Number 1 2
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* Excluded Features
List By
Cindy Glynn

Listing Agent

Compass Greater Ny, Llc

Broker

914-238-0676

Contact

Affordability Calculator

$13,520
Per Month
81%
19%
0%
Monthly Principal & Interest
$10,911
Monthly Property Taxes
$2,609
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4101118 Elementary School
4098945 Middle School
Horace Greeley High School High School
Pricing History
DatePricePrice ChangeDescription
12/30/2025$1,749,000 Listed Price

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2 Whippoorwill Close, Chappaqua, NY, 10514 is a Single Family Home for sale at $1,749,000 with 3,022 sqft and a lot size of 1.59. 2 Whippoorwill Close has 4 bedrooms, 3.1 baths, and was built in 1980. The property's zip code is 10514 which is in Chappaqua, NY