Off market sep 2023 for $1.8M

$2,201,040

Est. refi paymentEst. refi $6,047/mo

•

3,612

sq ft

29 Winthrop Rd, Chappaqua, NY 10514

About this home

TOTAL 2021 whole house TRANSFORMATION! Superior, sophisticated, and truly exceptional 3/4 bedroom expanded Cape on one of Chappaqua's most coveted double cul-de-sac streets, privately set on 1.25 park-like acres with a fully fenced-in level backyard, enhanced by exquisite NEW landscaping, plantings, and stone walls and a BRAND NEW Slateline Architectural Designer Series roof. Unparalleled interior alteration w/ NEW EVERYTHING... Chef's kitchen (Danby marble countertops, Sub Zero refrigerator, wine fridge, Bluestar oven/stove/vent, Bosch dishwasher, Sharp microwave, new double door pantry); refinished hardwood floors and new artisan millwork; Ortal propane fireplace with custom Cremo Bello stone mantel in family room, custom Calacatta Monet marble mantel wood burning fireplace in living room; Marvin sliding doors; new Mitsubishi AC/Heat; new Generac 5 day whole house generator; new LED lighting and Lutron auto shades; Tesla charger, private home gym, and the list goes on! The open layout gourmet kitchen, dining room, and family room are at the heart of this home & make it ideal for comfortable living & effortless entertaining. The sun-drenched family room opens to an expansive deck overlooking a spectacular yard. Sure to please the most discerning buyer, this house defines MOVE IN READY! Seller sad to go but relocating. All permits in place. Large bedrooms. Spa bathrooms. Amazing home office, guest/in-law suite with its own bathroom and private entrance, mudroom with custom millwork and storage, 2 car garage, and multiple hang-out spaces! This captivating home is a dream come true for the buyer wanting the BEST OF EVERYTHING! AO 6/12/23 Additional Information: Amenities:Guest Quarters,Marble Bath,Soaking Tub,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

Single-familyProperty Type

1938Year Built

1.24 acresLot Size

$609Est. Price/Sq.Ft.

2 spacesParking

Listing by Cindy Glynn • Compass Greater NY, LLC

Contact: (914) 238-0676

Bought with Cate Hegarty • Compass Greater NY, LLC

Bought with Carine Nowak • Compass Greater NY, LLC

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6246202

Redfin Estimate

$2,201,040

$346K since sold in September 2023$47K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 38.6% higher than the average sale price ($1.59M) of 6 comparable homes.

SOLD OCT 14, 2026
$1,820,000
A
3 beds4 baths3,140 sq ft
22 Garey Dr, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD SEP 10, 2026
$1,572,999
B
3 beds4 baths3,751 sq ft
100 Byram Lake Rd, Mount Kisco, NY 10549
Listing by William Raveis-New York, LLC
SOLD JUL 15, 2026
$1,955,000
C
4 beds2.5 baths3,496 sq ft
34 Turner Dr, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
SOLD SEP 24, 2026
$1,551,000
D
4 beds3 baths2,715 sq ft
50 Ludlow Dr, Chappaqua, NY 10514
Listing by William Raveis-New York, LLC
SOLD JUN 1, 2026
$1,300,000
E
4 beds3 baths2,940 sq ft
508 Millwood Rd, Mount Kisco, NY 10549
Listing by Compass Greater NY, LLC
SOLD AUG 3, 2026
$1,327,000
F
4 beds3.5 baths2,429 sq ft
8 Old Roaring Brook Rd, Mount Kisco, NY 10549
Listing by William Raveis Real Estate

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Sell

$673,616

Est. take-home

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Est. cash available

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Rent

$5,330/mo

Redfin rental estimate

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Market trends in 10514, NY

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

111.3%

2.1% MoM

Median sale price

$1.6M

$140K MoM

Avg. days on market

17d

0 days MoM

Recently sold homes

6 MoM

New listings for sale

OPEN SUN, 12PM TO 2PM
$799,000
2 beds2.5 baths1,244 sq ft
13 Deer Run, Chappaqua, NY 10514
Listing by Compass Greater NY, LLC
See all

Provided by Redfin

Sale history for 29 Winthrop Rd

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #H6246202

Sep 15, 2023

Sold

$1,855,500

$514/sq ft

Jun 14, 2023

Pending

—

Jun 7, 2023

Listed

$1,495,000

$414/sq ft

Jun 1, 2023

Coming Soon

$1,495,000

$414/sq ft

OneKey® MLS as Distributed by MLS Grid #H6047720

Sep 15, 2020

Sold

$1,150,000

$318/sq ft

Jun 29, 2020

Listed

$1,049,000

$290/sq ft

AO- Picture perfect, exquisitely renovated expanded Cape on a quiet cul-de-sac, privately set on 1.28 level acres surrounded by nature & mature landscaping. Open layout, beautiful details & high end appointments throughout. Hardwood floors, recessed lights, Carera marble bathrooms, large dining room & more. A gourmet kitchen and adjacent family room (open to an expansive deck surrounded by views of the property) are at the heart of this home & make it ideal for relaxing & entertaining. The family room opens to an expansive deck overlooking spectacular rear yard.The home enjoys a 1st flr master bedroom ste (although the 2 room ste on 2nd level is equally suitable for a master bedroom). The second level features a bedroom, luxurious marble bath and an expansive bedroom ste w/ 2 separate rooms. Large fully walkout lower level w/full bath, laundry rm & above ground oil tank. This captivating home in one of Chappaqua's most sought after neighborhoods is a dream come true! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

Public Records

Sep 14, 1993

Sold

$354,000

$98/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$30,447 (+0.4%)

$65,000 + $113,500

$178,500

2025

$30,329 (+1.2%)

$65,000 + $113,500

$178,500

2024

$29,974 (+2.4%)

$65,000 + $113,500

$178,500

2023

$29,279 (+12.6%)

$65,000 + $113,500

$178,500

2022

$26,006 (+1.1%)

$65,000 + $113,500

$178,500

2021

$25,714 (+1.6%)

$65,000 + $97,000

$162,000

2020

$25,304 (−0.6%)

$65,000 + $97,000

$162,000

2019

$25,461

$65,000 + $97,000

$162,000

2018

$65,000 + $97,000

$162,000

2017

$65,000 + $97,000

$162,000

2016

$65,000 + $97,000

$162,000

2014

$65,000 + $97,000

$162,000

2013

$65,000 + $97,000

$162,000

2012

$65,000 + $97,000

$162,000

2011

$65,000 + $97,000

$162,000

2010

$65,000 + $127,000

$192,000

2009

$65,000 + $117,000

$182,000

2008

$65,000 + $117,000

$182,000

Tax history for 29 Winthrop Rd

Year

Property tax

Land + Additions

Assessment*

2026

$30,447 (+0.4%)

$65,000 + $113,500

$178,500

2025

$30,329 (+1.2%)

$65,000 + $113,500

$178,500

2024

$29,974 (+2.4%)

$65,000 + $113,500

$178,500

2023

$29,279 (+12.6%)

$65,000 + $113,500

$178,500

2022

$26,006 (+1.1%)

$65,000 + $113,500

$178,500

2021

$25,714 (+1.6%)

$65,000 + $97,000

$162,000

2020

$25,304 (−0.6%)

$65,000 + $97,000

$162,000

2019

$25,461

$65,000 + $97,000

$162,000

2018

$65,000 + $97,000

$162,000

2017

$65,000 + $97,000

$162,000

2016

$65,000 + $97,000

$162,000

2014

$65,000 + $97,000

$162,000

2013

$65,000 + $97,000

$162,000

2012

$65,000 + $97,000

$162,000

2011

$65,000 + $97,000

$162,000

2010

$65,000 + $127,000

$192,000

2009

$65,000 + $117,000

$182,000

2008

$65,000 + $117,000

$182,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

1.28 Acres

Year renovated

—

Sq. Ft.

2,652

Year built

1938

Style

Single Family Residential

County

Westchester County

APN

553600A08101500020150000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 25, 2026.

Property details

Parking

Parking Information
Parking Total: 2
Parking Features: Attached, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 2

Heating & Cooling
Cooling: Central Air, Ductless
Heating: Baseboard, Heat Pump, Hot Water, Oil

Interior Features
Interior Features: Cathedral Ceiling(s),Ceiling Fan(s),Chandelier,Chefs Kitchen,Formal Dining,First Floor Bedroom,First Floor Full Bath,High Speed Internet,Master Downstairs,Marble Counters,Primary Bathroom,Open Kitchen,Walk-In Closet(s)
Window Features: Blinds, Drapes, New Windows
Laundry Features: Inside
Appliances: Convection Oven, Dishwasher, Dryer, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Indirect Water Heater, Oil Water Heater
Flooring: Hardwood
Levels: Three Or More
Patio And Porch Features: Deck

Room Information
Basement YN: Yes
Attic: Dormer
Rooms Total: 10
Basement: Finished, Full, Walk-Out Access
Additional Rooms: Office

Bathroom Information
Bathrooms Full: 3
Bathrooms Half: 1

Exterior

Exterior Features
Exterior Features: Gas Grill, Mailbox
Construction Materials: Frame, Shingle Siding, Wood Siding
Fencing: Fenced
Security Features: Security System
Waterfront YN: No

Lot Information
Lot Features: Cul-De-Sac, Near Public Transit, Near School, Near Shops

Property Information
Stories: 3
Other Equipment: Generator
Living Area Source: Public Records
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2022
Tax Source: Municipality
Tax Annual Amount: $27,703

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Electric Company: Con-Edison
Sewer: Septic Tank
Utilities: Trash Collection Public

Location

HOA Information
Association Amenities: Park

School Information
Elementary School: Westorchard
Middle Or Junior School: Seven Bridges Middle School
High School: Horace Greeley High School
High School District: Chappaqua

Location Information
Hamlet: Chappaqua
Directions: Seven Bridges Road to Alden. Left on Winthrop, #29 on right side.
County Or Parish: Westchester County

Community Information
Community Features: Park

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 2,652
Stories: —
Lot Size: 1.28 acres
Style: Single Family Residential
Year Built: 1938
Year Renovated: —
County: Westchester County
APN: 553600A08101500020150000000

Home facts updated by county records on Sep 25, 2026

Around this home

Schools

K - 12
Preschool & daycare

Some nearby schools may not be within this home's attendance zone. Please check the Chappaqua Central School District website to verify.

Seven Bridges Middle School

Public 5-8 • 0.9mi

8/10

Horace Greeley High School

Public 9-12 • 1.4mi

10/10

Roaring Brook School

Public K-4 • 1.0mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 99° expected this year, 15 days in 30 years

4/10 Wind Factor

24% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Chappaqua, NY • 10514

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.09M – $2.53M

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New listings for sale in 10514

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Home values near 29 Winthrop Rd

Data from public records.

Address	Redfin Estimate
25 Winthrop Rd, Chappaqua, NY 4 Beds \| 3.5 Baths \| 2312 Sq. Ft.	$1,661,832
10 Winthrop Rd, Chappaqua, NY 4 Beds \| 3 Baths \| 3651 Sq. Ft.	$1,723,105
35 Winthrop Rd, Chappaqua, NY 3 Beds \| 2 Baths \| 2312 Sq. Ft.	$1,365,039
82 Seven Bridges Rd, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2839 Sq. Ft.	$1,462,152
3 Alden Rd, Chappaqua, NY 4 Beds \| 3.5 Baths \| 3220 Sq. Ft.	$1,661,427
8 Alden Rd, Chappaqua, NY 3 Beds \| 3 Baths \| 2858 Sq. Ft.	$1,469,225
5 Ludlow Dr, Chappaqua, NY 4 Beds \| 3 Baths \| 2160 Sq. Ft.	$1,535,724

Address	Redfin Estimate
17 Winthrop Rd, Chappaqua, NY 4 Beds \| 4 Baths \| 4089 Sq. Ft.	$2,325,637
9 Winthrop Rd, Chappaqua, NY 4 Beds \| 4 Baths \| 3962 Sq. Ft.	$1,968,131
21 Winthrop Rd, Chappaqua, NY 4 Beds \| 3 Baths \| 3950 Sq. Ft.	$1,824,663
75 Seven Bridges Rd, Chappaqua, NY 4 Beds \| 4 Baths \| 2899 Sq. Ft.	$1,613,188
2 Woods Witch Ln, Chappaqua, NY 3 Beds \| 2.5 Baths \| 2398 Sq. Ft.	$1,326,533
74 Seven Bridges Rd, Chappaqua, NY 3 Beds \| 2 Baths \| 2018 Sq. Ft.	$1,338,976
91 Seven Bridges Rd, Chappaqua, NY 3 Beds \| 4 Baths \| 3559 Sq. Ft.	$1,773,823

Address	Redfin Estimate
34 Winthrop Rd, Chappaqua, NY 4 Beds \| 2 Baths \| 3382 Sq. Ft.	$1,700,230
33 Winthrop Rd, Chappaqua, NY 3 Beds \| 3.5 Baths \| 2936 Sq. Ft.	$2,125,291
24 Hitching Post Ln, Chappaqua, NY 4 Beds \| 3 Baths \| 4272 Sq. Ft.	$1,968,671
6 Woods Witch Ln, Chappaqua, NY 3 Beds \| 2.5 Baths \| 1982 Sq. Ft.	$1,386,956
85 Seven Bridges Rd, Chappaqua, NY 4 Beds \| 4 Baths \| 2963 Sq. Ft.	$1,625,011
71 Seven Bridges Rd, Chappaqua, NY 4 Beds \| 2.5 Baths \| 2380 Sq. Ft.	$1,283,254
5 Alden Rd, Chappaqua, NY 4 Beds \| 3 Baths \| 1955 Sq. Ft.	$1,346,408

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2023. This data may not match . Learn more.

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