Sold
Last Sold Price
6 beds3,916 sqft
211 Whippoorwill Rd, Chappaqua, NY 10514
Single FamilyProperty Type
2.29 acresLot Size
1965Year Built
$375/sq ftPrice per sq ft
2 carsParking Spaces

Description

NEW PRICE!!! Make this Whippoorwill oasis your forever home! A gated entrance welcomes you to this private six bedroom, Chappaqua Colonial on over 2 bucolic acres of property encompassing beautiful lawns, play area and a 22'x44' Gunite pool overlooking the Whippoorwill Country Club fairway. This meticulously maintained 3,900+ sq ft home boasts hardwood floors throughout, custom millwork and built-ins, a gourmet kitchen with top-of-the-line stainless appliances and eating area, two fireplaces and...NEW PRICE!!! Make this Whippoorwill oasis your forever home! A gated entrance welcomes you to this private six bedroom, Chappaqua Colonial on over 2 bucolic acres of property encompassing beautiful lawns, play area and a 22'x44' Gunite pool overlooking the Whippoorwill Country Club fairway. This meticulously maintained 3,900+ sq ft home boasts hardwood floors throughout, custom millwork and built-ins, a gourmet kitchen with top-of-the-line stainless appliances and eating area, two fireplaces and more. Low taxes!! Perfect for both casual living and easy entertaining, this home has plentiful indoor spaces and a multi-level expansive tiered deck for large gatherings and outdoor festivities. This prestigious Whippoorwill neighborhood home offers location, location location! Close to Whole Foods, Chappaqua & Armonk, everything is right nearby. Newer AC, Hot Water Heater, Boiler, Washer/Dryer, Kitchen Appliances). The possibilities are endless! Don't miss this wonderful offering! Additional Information: Amenities:Guest Quarters,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

Listing Agent

  1. Cindy Glynn

    Cindy Glynn

    Listing Agent

    Compass Greater NY, LLC

    P: (914) 523-6163

    M: (914) 523-6163

Listing closed: 11/03/2021 12:00 AM • Source: ONEKEY as distributed by MLS GRID, MLS#: H6110272

Recent comparable sales

Median sold price

$1,695,000

Avg days on market

15

Sale-to-list ratio

110.1%

Chappaqua, NY

9 comparable properties found

front view of a house with a yard
1

$2,050,000

Sold 07/31/25

6
Bedrooms
3,939
Square Feet
1.22
Acres
$1,589,000 | 395 Bedford Road, Chappaqua, NY 10514
2

$1,589,000

Sold 05/28/25

5
Bedrooms
3,041
Square Feet
1.13
Acres
a front view of a house with a yard table and chairs
3

$1,695,000

Sold 08/27/25

3
Bedrooms
4,233
Square Feet
2
Acres
$1,610,000 | 52 Old Lyme Road, Chappaqua, NY 10514
4

$1,610,000

Sold 06/16/25

4
Bedrooms
3,858
Square Feet
1.62
Acres
5

$2,680,000

Sold 05/20/26

6
Bedrooms
4
Bathrooms
3,359
Square Feet
1.02
Acres
a front view of a house with a yard
6

$1,500,000

Sold 06/17/25

5
Bedrooms
3,230
Square Feet
1.27
Acres
a front view of a house with a garden
7

$2,555,000

Sold 08/12/26

5
Bedrooms
4,166
Square Feet
0.67
Acres
8

$1,330,000

Sold 08/14/26

4
Bedrooms
3.5
Bathrooms
3,314
Square Feet
0.5
Acres
a front view of a house with a yard
9

$1,720,000

Sold 02/04/26

4
Bedrooms
3,244
Square Feet
1.47
Acres

Location

Sold By Compass Greater NY, LLC

Add your commute

Payment Calculator

$10,632 per month

30 year fixed, 6.71% Interest

Principal and Interest

$7,596

Property Taxes

$3,036

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 211 Whippoorwill Road

Property Details
  • Taxes: $36,434 / year
  • MLS Type: Single Family
  • City/Township: New Castle
  • Architectural Style: Colonial
  • Community Features: Park
  • Waterfront: No
Building Information
  • Stories: 3
  • Year Built: 1965
  • Lot Size: 2.29 AC / 99,752 SF
Summary
Location and General Information
  • Hamlet: Chappaqua
  • Senior Community YN: No
  • Directions: Whippoorwill Rd to #211
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Three Or More
  • 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: First
  • RoomDescription 1: EF, LR/FPL/DOUBLE DOORS TO DECK, DR, ENTERTAINMENT AREA/DOOR TO DECK, EIK/BAY WINDOW, DOOR TO REAR STAIRCASE, Mezzanine Back Staircase to 2nd level bedrooms and to lower level large FAMILY RM/FPL/DOORS out to driveway and 2-car garage
Room 2 Information
  • Room Level: Second
  • Room Description: PRIMARY BEDROOM STE/BTH/WIC/2ND CLOSET, 2 BEDROOMS, FULL BATH, BEDROOM/OFFICE AREA, 2 BEDROOMS, FULL BATH
Room 3 Information
  • Room Level: Basement
  • Room Description: UNFINISHED - 2 ABOVE GROUND OIL TANKS, UTILITIES
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 3600-101-018-00003-000-0001
  • Tax Assessed Value: $238,750.00
  • Included In Taxes: Trash
  • Additional Fees: No
  • Association Amenities: Park
  • Tax Source: Municipality
  • Tax Year: 2021
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: Blinds, Colonial, Deck, Drilled Well, Eat in Kitchen, Entertainment Cabinets, Entrance Foyer, Formal Dining, Granite Counters, Hardwood Floors As Seen, In Ground, Light Fixtures, Oven/Range, Park, Primary Bathroom, Walk In Closet
  • Interior Features: Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, Formal Dining, Granite Counters, Primary Bathroom, Walk-In Closet(s)
  • Appliances: Dishwasher, Dryer, Refrigerator, Washer, Oil Water Heater
  • Total Rooms: 11
  • Basement: Unfinished
  • Attic Description: Pull Stairs
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Location Amenities: Hardwood Floors As Seen, Eat in Kitchen, Entry Foyer, Foyer, Formal Dining Room, Granit Countertops, Walk In Closet, Scenic View, Deck, In Ground Pool
  • Window Features: Blinds
  • Flooring: Hardwood
  • Inclusions: Light Fixtures,Oven/Range
  • Exclusions: Playset
  • Living Area: 3916
  • Basement: Yes
Exterior Features
  • Exterior Property Features: In Ground, Deck, Attached, Blinds, Park, Views
  • Elevation Certificate: No
  • Patio And Porch Features: Deck
  • Construction Materials: Cedar, Frame, Shake Siding, Vinyl Siding
  • Pool Features: In Ground
  • Pool Details: In Ground
Lot Information
  • Lot Features: Views
  • Site Features: Park, Views
Parking
  • Parking Features: Attached
  • Parking Total: 2.00
Utilities
  • Cooling: Central Air
  • Heating: Baseboard, Oil
  • Heat Fuel Type: Baseboard, Oil
  • Number Of Heating Zones: 4
  • Sewer: Septic Tank
  • Water Source: Drilled Well
  • Utilities: Trash Collection Public
Green Features
  • Green Features: Blinds, Dishwasher, Dryer, Refrigerator, Washer, Oil Water Heater, Baseboard, Oil, In Ground

Property History for 211 Whippoorwill Road

DateEvent & SourcePriceAppreciation
Nov 3, 2021

Sold (Public Record)

Public Record #1500451370

$1,470,000
Nov 3, 2021

Sold

ONEKEY #H6110272

$1,470,000
Aug 26, 2021

Pending

ONEKEY #H6110272

DateEvent & SourcePrice
11/03/2021

Sold (Public Record)

Public Record #1500451370

$1,470,000
11/03/2021

Sold

ONEKEY #H6110272

$1,470,000
08/26/2021

Pending

ONEKEY #H6110272

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

Public Records for 211 Whippoorwill Road

Taxable ValueLand$60,000Additions$178,750Total$238,750
Tax Record2025$41,069 ($3,422 / month)
Home Facts
Beds6Baths3.5Total Finished SqFt3,916 SqFtAbove Grade Finished SqFt3,916 SqFtStories2Lot Size99,752 SqFtStyleSingle Family ResidenceYear Built1965ZoningR-2ACountyWESTCHESTERAPN553600 101.18-3-1Fireplace TypeHas Fireplace

Schools near 211 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...

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 211 Whippoorwill Road, Chappaqua, NY 10514
$1,470,000
6
3,916
99,752
$350,000
4
2
3,318
102,366
$1,410,000
4
6,993
256,133
$3,400,000
5
9,679
119,533
6
7
8,147
91,040
$3,493,425
5
8,116
169,448

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 06:38 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.