Sold
Last Sold Price
5 beds5,566 sqft
335 Whippoorwill Rd, Chappaqua, NY 10514
Single FamilyProperty Type
6.19 acresLot Size
1983Year Built
$629/sq ftPrice per sq ft
2 carsParking Spaces

Description

Superb design and detail define this spectacular and quintessential modern home. Conceived by architect Keith Kroeger, and now substantially renovated, the house is simply beautiful and exudes a Malibu vibe. Walls of glass flood the open interior plan with brilliant natural light. White walls, black window frames and wide-plank oak floors provide a perfect palette for art and sculpture and the simple art of living. 14 foot ceilings soar above the the living room. The family room is open to the kitchen...Superb design and detail define this spectacular and quintessential modern home. Conceived by architect Keith Kroeger, and now substantially renovated, the house is simply beautiful and exudes a Malibu vibe. Walls of glass flood the open interior plan with brilliant natural light. White walls, black window frames and wide-plank oak floors provide a perfect palette for art and sculpture and the simple art of living. 14 foot ceilings soar above the the living room. The family room is open to the kitchen centered on a leather finish, 12-foot Copacabana granite island. The property is stunning; 6 acres of open and rolling lawn, and now includes a brand new 50-foot saltwater pool by Glengate. The 48-acre Glazier Arboretum adjoins-providing direct access to its network of hiking trails. Pristine, private, and pastoral, 335 Whippoorwill Road offers a unique combination of location, condition and sophistication that is so rarely available in Chappaqua. Additional Information: Amenities:Guest Quarters,ParkingFeatures:2 Car Attached,

Listing Agent

  1. David Turner

    David Turner

    Listing Agent

    Compass Greater NY, LLC

    P: (914) 953-6010

    M: (914) 953-6010

Listing closed: 08/04/2023 12:00 AM • Source: ONEKEY as distributed by MLS GRID, MLS#: H6242895

Recent comparable sales

Median sold price

$2,950,000

Avg days on market

117

Sale-to-list ratio

94.5%

Chappaqua, NY

9 comparable properties found

$2,757,500 | 140 Old Roaring Brook Road, Chappaqua, NY 10514
1

$2,757,500

Sold 12/18/24

5
Bedrooms
5,151
Square Feet
20.63
Acres
$2,995,000 | 724 King Street, Chappaqua, NY 10514
2

$2,995,000

Sold 12/27/24

5
Bedrooms
6,026
Square Feet
4.29
Acres
a front view of a house with a garden
3

$2,700,000

Sold 11/04/25

4
Bedrooms
5,354
Square Feet
1.22
Acres
4

$2,950,000

Sold 05/30/25

5
Bedrooms
6
Bathrooms
6,824
Square Feet
4.67
Acres
5

$3,900,000

Sold 03/06/25

5
Bedrooms
6
Bathrooms
6,965
Square Feet
2.1
Acres
$2,500,000 | 61 Carolyn Place, Chappaqua, NY 10514
6

$2,500,000

Sold 12/18/25

5
Bedrooms
5,907
Square Feet
2.19
Acres
7

$3,975,000

Sold 06/01/26

5
Bedrooms
6
Bathrooms
6,935
Square Feet
2
Acres
a front view of a house with a garden and plants
8

$3,375,000

Sold 05/14/25

4
Bedrooms
8,291
Square Feet
3.46
Acres
$2,825,000 | 70 Haights Cross Road, Chappaqua, NY 10514
9

$2,825,000

Sold 12/15/25

5
Bedrooms
8,775
Square Feet
2.17
Acres

Location

Sold By Corcoran Legends Realty

Add your commute

Payment Calculator

$24,988 per month

30 year fixed, 7.03% Interest

Principal and Interest

$18,685

Property Taxes

$6,303

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 335 Whippoorwill Road

Property Details
  • Taxes: $75,638 / year
  • MLS Type: Single Family
  • City/Township: New Castle
  • Architectural Style: Contemporary
  • Waterfront: No
Building Information
  • Year Built: 1983
  • Lot Size: 6.19 AC / 269,628 SF
Summary
Location and General Information
  • Hamlet: Chappaqua
  • Senior Community YN: No
  • Directions: Whippoorwill Road to #335.
  • Property Attached: No
  • Structure Type: Detached
  • State Or Province: NY
School Information
  • School District: Chappaqua
  • Elementary School: Douglas G Grafflin School
  • Middle Or Junior School: Robert E Bell School
  • High School District: Chappaqua
  • High School: Horace Greeley High School
Rental
Rental
  • Lease Considered: No
  • Seasonal Rental: No
  • RentSpree Y/N: false
Unit Information
Unit Information
  • Building Units Total: 1
Room Information
Room 1 Information
  • Room Level: Lower
  • RoomDescription 1: Entry Hall, Study, Powder room, Wellness room, Full bath, Storage closets, Mechanical room, Garage.
Room 2 Information
  • Room Level: First
  • Room Description: Living room with fireplace and walls of windows, Dining room with exposed staircase, Eat-in kitchen with island and open to family room with floor to ceiling windows and exposed staircase, Guest bedroom suite with full bath, Powder and laundry room.
Room 3 Information
  • Room Level: Second
  • Room Description: Primary bedroom suite with walk-in wardrobe and radiant heated bath, Two adjoining bedrooms suites-each with private bath, Guest bedroom suite with bath, play area.
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 3600-101-014-00001-000-0002
  • Tax Assessed Value: $486,300.00
  • Additional Fees: No
  • Tax Source: Municipality
  • Tax Year: 2023
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Cathedral/Vaulted/High Ceiling, Contemporary, Eat in Kitchen, Entrance Foyer, Fenced, Floor to Ceiling Windows, Formal Dining, Heated Floors, High Ceilings, In Ground, Kitchen Island, Open Kitchen, Oven/Range, Oversized Windows, Primary Bathroom, Public, Second Dishwasher, Wall of Windows
  • Interior Features: Cathedral Ceiling(s), Eat-in Kitchen, Entrance Foyer, Formal Dining, First Floor Bedroom, High Ceilings, Heated Floors, Kitchen Island, Primary Bathroom, Open Kitchen
  • Appliances: Dryer, Refrigerator, Washer, Gas Water Heater
  • Total Rooms: 11
  • Basement: None
  • Attic Description: None
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Location Amenities: Fenced, Fenced Yard, Cathedral/Vaulted/High Ceiling, Eat in Kitchen, Entry Foyer, Foyer, Formal Dining Room, 1st Fl Master Bedroom, High Ceilings, Heated Floors, Island Kitchen, Open Kitchen, In Ground Pool, Oversized Windows, Wall of Windows
  • Window Features: Floor to Ceiling Windows, Oversized Windows, Wall of Windows
  • Inclusions: Oven/Range,Second Dishwasher
  • Exclusions: Chandelier(s)
  • Living Area: 5566
  • Basement: No
Exterior Features
  • Exterior Property Features: In Ground, Attached, Fenced, Floor to Ceiling Windows, Oversized Windows, Wall of Windows
  • Elevation Certificate: No
  • Fencing: Fenced
  • Construction Materials: Frame, Stucco
  • Pool Features: In Ground
  • Pool Details: In Ground
Parking
  • Parking Features: Attached
  • Parking Total: 2.00
Utilities
  • Cooling: Central Air
  • Heating: Hydro Air, Propane
  • Heat Fuel Type: Hydro Air, Propane
  • Sewer: Septic Tank
  • Water Source: Public
  • Utilities: Trash Collection Public
Green Features
  • Green Features: Floor to Ceiling Windows, Oversized Windows, Wall of Windows, Dryer, Refrigerator, Washer, Gas Water Heater, Hydro Air, Propane, In Ground
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 335 Whippoorwill Road

DateEvent & SourcePriceAppreciation
Aug 4, 2023

Sold (Public Record)

Public Record #1516702178

$3,500,000

+4.7% / yr

Aug 4, 2023

Sold

ONEKEY #H6242895

$3,500,000—
Jun 16, 2023

Pending

ONEKEY #H6242895

—
DateEvent & SourcePrice
08/04/2023

Sold (Public Record)

Public Record #1516702178

$3,500,000

+4.7% / yr

08/04/2023

Sold

ONEKEY #H6242895

$3,500,000
06/16/2023

Pending

ONEKEY #H6242895

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 335 Whippoorwill Road

Taxable ValueLand$150,000Additions$343,500Total$493,500
Tax Record2025$27,119 ($2,260 / month)
Home Facts
Beds5Baths5Total Finished SqFt5,566 SqFtAbove Grade Finished SqFt4,604 SqFtFinished Basement SqFt962 SqFtStories2Lot Size270,072 SqFtStyleSingle Family ResidenceYear Built1983ZoningR-2ACountyWESTCHESTERAPN553600 101.14-1-2Fireplace TypeHas Fireplace

Schools near 335 Whippoorwill Road

This home is within Chappaqua Central School District.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 5 to 8
Public - 9 to 12
Public - K to 4
Rating
School
Distance
Douglas G Grafflin School
PublicPK to 4

Robert E Bell School
Public5 to 8

Horace Greeley High School
Public9 to 12

Roaring Brook School
PublicK to 4

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Chappaqua
Chappaqua
A leafy hamlet that’s sleepy, but polished. The name of this picturesque wooded hamlet comes from tribes of the Mohegan Confederation, who called it “Shepequa” because of its plentiful water sources. Today, Chappaqua’s abundance of natural beauty—parks, trails, and nature preserves—continues to...

Similar Homes

New listings in 10514

$2,349,000 | 48 Random Farms Circle, Chappaqua, NY 10514
1/31
See It FirstCompass Coming Soon

$2,349,000

5
Bedrooms
5,646
Square Feet
1.26
Acres
$3,299,000 | 46 Annandale Road, Chappaqua, NY 10514
1/19
See It FirstCompass Coming Soon

$3,299,000

5
Bedrooms
7,597
Square Feet
2.35
Acres
$649,000 | 331 North Greeley Avenue, Chappaqua, NY 10514
1/48

Listing Courtesy of Houlihan Lawrence Inc.

Coming Soon

$649,000

2
Bedrooms
1,583
Square Feet
$3,088,000 | 301 Roaring Brook Road, Chappaqua, NY 10514
1/16

Listing Courtesy of EXP Realty

$3,088,000

7
Bedrooms
5,345
Square Feet
7.59
Acres
$1,375,000 | 88 Brevoort Road, Chappaqua, NY 10514
1/31
Listed By Compass

$1,375,000

3
Bedrooms
2,254
Square Feet
1.03
Acres
$1,995,000 | 76 Random Farms Circle, Chappaqua, NY 10514
1/46
Listed By Compass

$1,995,000

4
Bedrooms
4,796
Square Feet
0.70
Acres
$2,299,000 | 20 Hitching Post Lane, Chappaqua, NY 10514
1/45

Listing Courtesy of William Raveis-New York LLC

Open: 10/4 01:00PM - 03:00PM

$2,299,000

5
Bedrooms
4,661
Square Feet
2.21
Acres
$2,790,000 | 20 Bessel Lane, Chappaqua, NY 10514
1/39

Listing Courtesy of Houlihan Lawrence Inc.

$2,790,000

6
Bedrooms
7,978
Square Feet
4.62
Acres
$5,750,000 | 24 Trails End, Chappaqua, NY 10514
1/41
Listed By Compass

$5,750,000

6
Bedrooms
9,247
Square Feet
9.08
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 335 Whippoorwill Road, Chappaqua, NY 10514
$3,500,000
5
5,566
269,628
$1,075,000
5
4,130
87,782
$3,000,000
5
5,195
88,862
$3,300,000
6
5,930
144,184
–
4
5
4,578
171,191
$1,450,000
4
4,766
94,612

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Based on information submitted to the MLS GRID as of 11/16/2024 10:08 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.