Last Sold Price
4 beds4,885 sqft$373/sqft
4 Winthrop Rd, Chappaqua, NY 10514

Description

Absolute Perfection! Tastefully Renovated and Expanded in 2007. Custom Gourmet EIK,Family Room with Stone FPL and Built-ins,Living Room with Marble Surround FPL,Gracious Dining Room,Office,Full Bath,New Laundry and Mudroom with Powder,Built-ins,Door out. Spacious Master Bdrm with Tray ceilng and Large Bath with every amenity. Guest room with En suite Bath,Two Bdrms/Shared Bath,Bonus Room. Great Lower Level, Room for all! Sq. Ft as per Building Dept. Records. Total Sq ft includes Bsmnt. STAR Exemption.Absolute Perfection! Tastefully Renovated and Expanded in 2007. Custom Gourmet EIK,Family Room with Stone FPL and Built-ins,Living Room with Marble Surround FPL,Gracious Dining Room,Office,Full Bath,New Laundry and Mudroom with Powder,Built-ins,Door out. Spacious Master Bdrm with Tray ceilng and Large Bath with every amenity. Guest room with En suite Bath,Two Bdrms/Shared Bath,Bonus Room. Great Lower Level, Room for all! Sq. Ft as per Building Dept. Records. Total Sq ft includes Bsmnt. STAR Exemption.
LISTING CLOSED: 04/16/2010 12:00 AM

  1. Listed by Susan Myers • Prudential Holmes & Kennedy Real Estate

Property Details for 4 Winthrop Road

Status
MLS #
3002449
Days on Market
84
Taxes
$37,003 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Single Family / Detached
Year Built
1992
Lot Size
1.01 AC / 43,996 SF

Recent comparable sales

Median sold price

$2,100,000

Avg days on market

78

Sale-to-list ratio

101.5%

Chappaqua, NY

9 comparable properties found

$2,282,000 | 92 Random Farms Drive, Chappaqua, NY 10514
1

$2,282,000

Sold 08/11/25

4
Bedrooms
5,254
Square Feet
1.02
Acres
a kitchen with white cabinets and white appliances
2

$1,725,000

Sold 01/30/26

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Bedrooms
4,616
Square Feet
1.04
Acres
$2,100,000 | 319 Millwood Road, Chappaqua, NY 10514
3

$2,100,000

Sold 09/11/24

4
Bedrooms
6,277
Square Feet
4.37
Acres
a view of a street view
4

$1,715,000

Sold 11/01/24

4
Bedrooms
3,850
Square Feet
6.03
Acres
5

$2,000,000

Sold 07/11/25

4
Bedrooms
6
Bathrooms
3,819
Square Feet
1.61
Acres
a aerial view of a house with swimming pool
6

$1,780,000

Sold 12/22/25

4
Bedrooms
4,543
Square Feet
1.4
Acres
a front view of a house with a yard
7

$2,244,055

Sold 03/18/25

4
Bedrooms
4,847
Square Feet
0.76
Acres
a front view of a house with a yard and garage
8

$2,260,100

Sold 07/15/26

4
Bedrooms
4,681
Square Feet
2.9
Acres
a front view of a house with a garden
9

$2,300,000

Sold 05/29/25

4
Bedrooms
4,490
Square Feet
0.61
Acres

Amenities

  • Laundry
  • Parking Included
  • Private Outdoor Space

Location

Listing Courtesy of Prudential Holmes & Kennedy Real Estate

Sold By Houlihan Lawrence Inc.

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Building Information for 4 Winthrop Road

Stories-Year Built1992Building Size-Lot Size1.01 AC / 43,996 SF

Payment Calculator

$12,334 per month

30 year fixed, 6.55% Interest

Principal and Interest

$9,251

Property Taxes

$3,084

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property History for 4 Winthrop Road

DateEvent & SourcePriceAppreciation
Apr 16, 2010

Sold (Public Record)

Public Record #294244845

$1,820,000

+1.0% / yr

Jul 13, 2007

Sold (Public Record)

Public Record #224741081

$1,770,000
DateEvent & SourcePrice
04/16/2010

Sold (Public Record)

Public Record #294244845

$1,820,000

+1.0% / yr

07/13/2007

Sold (Public Record)

Public Record #224741081

$1,770,000

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

Public Records for 4 Winthrop Road

Taxable ValueLand$75,000Additions$306,200Total$381,200
Tax Record2025$30,730 ($2,561 / month)
Home Facts
Beds4Baths5Total Finished SqFt7,010 SqFtAbove Grade Finished SqFt5,491 SqFtFinished Basement SqFt1,519 SqFtStories2Lot Size43,996 SqFtStyleSingle Family ResidenceYear Built1992ZoningR-1ACountyWESTCHESTERAPN553600 81.19-2-34Fireplace TypeHas Fireplace

Schools near 4 Winthrop Road

This home is within Chappaqua Central School District.
Rating
School
Type
Grades
Distance
Public - K to 4
Public - 5 to 8
Public - 9 to 12
Public - K to 4
Rating
School
Distance
Roaring Brook School
PublicK to 4

Seven Bridges Middle School
Public5 to 8

Horace Greeley High School
Public9 to 12

Westorchard 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: 4 Winthrop Road, Chappaqua, NY 10514
$1,820,000
4
4,885
43,996
$1,275,000
5
3,482
35,719
$1,020,000
5
3,612
45,738
$957,500
3
2,086
43,996
$1,395,000
4
2,668
73,616
$769,000
3
1,606
37,026

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 Prudential Holmes & Kennedy Real Estate

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale or lease on this webpage comes from the the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. Real estate listings held by brokerage firms other than Compass are marked with a OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS or Ulster County Board of REALTORS Logo. Use of these search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. The accuracy of all information is deemed reliable but not guaranteed and should be verified through personal inspection by and/or with appropriate professionals. The data contained herein is copyrighted by the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Information Copyright 2026, OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. All rights reserved. Data last updated: 04/08/2014 03:45 AM