Sold
Last Sold Price
4 beds3,450 sqft
363 Whippoorwill Rd, Chappaqua, NY 10514
Single FamilyProperty Type
1.2 acresLot Size
1952Year Built
$258/sq ftPrice per sq ft
2 carsParking Spaces

Description

Whippoorwill Dream! Expansive footprint, 4 bedroom home on park-like, spectacular property awaits your vision! Spacious light-filled, wonderfully maintained home fully rebuilt in 1985 with hardwood floors, newer windows, above ground oil tank, Generac whole house generator, 2 car garage, 4-zone heat, solar, 3-zone A/C, sprinkler system and more. Prestigious Chappaqua location close to Whippoorwill Park and walking trails. Opportunity knocks! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2...Whippoorwill Dream! Expansive footprint, 4 bedroom home on park-like, spectacular property awaits your vision! Spacious light-filled, wonderfully maintained home fully rebuilt in 1985 with hardwood floors, newer windows, above ground oil tank, Generac whole house generator, 2 car garage, 4-zone heat, solar, 3-zone A/C, sprinkler system and more. Prestigious Chappaqua location close to Whippoorwill Park and walking trails. Opportunity knocks! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

Listing Agent

  1. Cindy Glynn

    Cindy Glynn

    Listing Agent

    William Raveis-New York, LLC

    cindy.glynn@compass.com

    P: (914) 523-6163

    M: (914) 523-6163

Listing closed: 12/16/2020 12:00 AM • Source: ONEKEY as distributed by MLS GRID, MLS#: H6056720

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Recent comparable sales

Median sold price

$1,800,000

Avg days on market

13

Sale-to-list ratio

113.6%

Chappaqua, NY

9 comparable properties found

$1,095,000 | 5 Brevoort Road, Chappaqua, NY 10514
1

$1,095,000

Sold 10/18/24

4
Bedrooms
3,208
Square Feet
0.54
Acres
$2,215,000 | 52 Whippoorwill Lake Road, Chappaqua, NY 10514
2

$2,215,000

Sold 06/18/26

4
Bedrooms
3,347
Square Feet
2.26
Acres
front view of a house with a yard
3

$1,605,000

Sold 07/25/25

4
Bedrooms
3,365
Square Feet
1
Acres
$1,800,000 | 10 Tall Timber Road, Chappaqua, NY 10514
4

$1,800,000

Sold 07/24/25

4
Bedrooms
3,354
Square Feet
1.39
Acres
a front view of a house with a yard and porch
5

$1,550,000

Sold 01/23/25

4
Bedrooms
3,631
Square Feet
1.23
Acres
$1,850,000 | 21 Kitchawan Drive, Chappaqua, NY 10514
6

$1,850,000

Sold 06/01/26

4
Bedrooms
3,956
Square Feet
1.2
Acres
a front view of a house with a garden
7

$1,815,090

Sold 08/28/25

4
Bedrooms
3,087
Square Feet
1.17
Acres
a front view of a house with a garden
8

$1,815,000

Sold 11/10/25

4
Bedrooms
3,457
Square Feet
2
Acres
9

$1,050,000

Sold 02/06/25

4
Bedrooms
3
Bathrooms
2,719
Square Feet
0.61
Acres

Location

Listing Courtesy of William Raveis-New York, LLC

Sold By Compass Greater NY, LLC

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Payment Calculator

$7,008 per month

30 year fixed, 7.03% Interest

Principal and Interest

$4,751

Property Taxes

$2,257

HOA Dues

$0

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Property Information for 363 Whippoorwill Road

Property Details
  • Taxes: $27,084 / year
  • MLS Type: Single Family
  • City/Township: New Castle
  • Architectural Style: Cape Cod, Contemporary
  • Community Features: Park
  • Waterfront: No
Building Information
  • Stories: 2
  • Year Built: 1952
  • Lot Size: 1.20 AC / 52,272 SF
Summary
Location and General Information
  • Hamlet: Chappaqua
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Two
  • 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, DR, FR/SGD TO DECK/FPL/KITCHEN/SGD TO DECK, MASTER BEDROOM STE/SGD TO DECK/WIC + 2ND LG CLOSET/EN-SUITE BTH, LAUNDRY RM
Room 2 Information
  • Room Level: Second
  • Room Description: 3 LARGE BEDROOMS, HALL BATH
Room 3 Information
  • Room Level: Basement
  • Room Description: STORAGE, MECHANICALS
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 3600-101-010-00002-000-0003
  • Tax Assessed Value: $191,000.00
  • Additional Fees: No
  • Association Amenities: Park
  • Tax Source: Municipality
  • Tax Year: 2020
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Cape Cod, Contemporary, Deck, Fenced, Formal Dining, Hardwood Floors As Seen, Inside, Oven/Range, Park, Primary Bathroom, Public, Security System
  • Interior Features: Formal Dining, 1st Fl Master Bedroom, Primary Bathroom
  • Appliances: Dryer, Refrigerator, Washer, Oil Water Heater
  • Total Rooms: 9
  • Primary on Main: Yes
  • Basement: Unfinished
  • Attic Description: Dormer,Pull Stairs,Unfinished
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Location Amenities: Capecod, Fenced, Fenced Yard, Hardwood Floors As Seen, Formal Dining Room, 1st Fl Master Bedroom, Deck, Security System
  • Laundry Features: Inside
  • Security Features: Security System
  • Flooring: Hardwood
  • Inclusions: Oven/Range
  • Living Area: 3450
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Deck, Attached, Fenced, Park, Near School, Sprinklers In Front, Sprinklers In Rear
  • Elevation Certificate: No
  • Fencing: Fenced
  • Patio And Porch Features: Deck
  • Construction Materials: Block, Vinyl Siding
Lot Information
  • Lot Features: Near School, Sprinklers In Front, Sprinklers In Rear
  • Site Features: Park, Near School, Sprinklers In Front, Sprinklers In Rear
Parking
  • Parking Features: Attached
  • Parking Total: 2.00
Utilities
  • Cooling: Central Air
  • Heating: Baseboard, Oil, Solar
  • Heat Fuel Type: Baseboard, Oil, Solar
  • Sewer: Septic Tank
  • Water Source: Public
  • Utilities: Trash Collection Public
Green Features
  • Green Features: Dryer, Refrigerator, Washer, Oil Water Heater, Baseboard, Oil, Solar

Property History for 363 Whippoorwill Road

DateEvent & SourcePriceAppreciation
Dec 16, 2020

Sold (Public Record)

Public Record #686505344

$890,000—
Dec 16, 2020

Sold

ONEKEY #H6056720

$890,000—
Sep 30, 2020

Pending

ONEKEY #H6056720

—
DateEvent & SourcePrice
12/16/2020

Sold (Public Record)

Public Record #686505344

$890,000
12/16/2020

Sold

ONEKEY #H6056720

$890,000
09/30/2020

Pending

ONEKEY #H6056720

—

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

Public Records for 363 Whippoorwill Road

Taxable ValueLand$60,000Additions$131,000Total$191,000
Tax Record2025$33,947 ($2,829 / month)
Home Facts
Beds4Baths3Total Finished SqFt3,466 SqFtAbove Grade Finished SqFt3,466 SqFtStories2Lot Size54,014 SqFtStyleSingle Family ResidenceYear Built1952ZoningR-2ACountyWESTCHESTERAPN553600 101.10-2-3Fireplace TypeHas Fireplace

Schools near 363 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: 363 Whippoorwill Road, Chappaqua, NY 10514
$890,000
4
3,450
52,272
$2,200,000
5
6,074
174,780
$4,005,000
5
7,391
96,268
$2,475,000
4
5,612
52,272
$2,920,000
4
7
7,005
152,460
–
4
4
4,325
44,431

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.

Listing Courtesy of William Raveis-New York, LLC

Based on information submitted to the MLS GRID as of 11/16/2024 05:23 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.