Google street view image for 68 Windingwood Rd, Rye Brook, NY 10573

Sold

$1,705,808

Est. refi paymentEst. refi $4,995/mo

•

2,991

sq ft

68 Windingwood Rd, Rye Brook, NY 10573

About this home

Corner lot, Lg. Lot with in-ground pool in heart of Rye Brook. 3/4 Beds. .. 2.5 Baths. Also for rent

Single-familyProperty Type

1955Year Built

0.38 acresLot Size

$570Est. Price/Sq.Ft.

2 spacesParking

Source:Public Records

Redfin Estimate

$1,705,808

$731K since sold in September 2008$0 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.7% higher than the average sale price ($1.50M) of 5 comparable homes.

SOLD JUL 13, 2026
$1,461,224
A
3 beds3 baths3,540 sq ft
17 Rock Ridge Dr, Rye Brook, NY 10573
Listing by Julia B Fee Sothebys Int. Rlty
SOLD OCT 7, 2026
$1,500,000
B
4 beds3.5 baths2,801 sq ft
6 Greenhouse Cir, Rye Brook, NY 10573
Listing by Compass Greater NY, LLC
SOLD SEP 29, 2026
$1,650,000
C
4 beds2.5 baths2,281 sq ft
3 Bonwit Rd, Rye Brook, NY 10573
Listing by Houlihan Lawrence Inc.
SOLD JUN 17, 2026
$1,510,000
D
3 beds2.5 baths1,818 sq ft
17 Old Orchard Rd, Rye Brook, NY 10573
Listing by Compass Greater NY, LLC
SOLD AUG 10, 2026
$1,379,000
E
4 beds2.5 baths2,176 sq ft
22 Paddock Rd, Rye Brook, NY 10573
Listing by Julia B Fee Sothebys Int. Rlty

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Sell

$1,605,810

Est. take-home

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Refinance

Est. cash available

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Rent

$5,699/mo

Redfin rental estimate

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Market trends in 10573, NY

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

105.9%

1.5% MoM

Median sale price

$937K

$12K MoM

Avg. days on market

25d

3 days MoM

Recently sold homes

6 MoM

New listings for sale

$319,000
Studio1 bath939 sq ft
1 Landmark Sq #203, Port Chester, NY 10573
Listing by ERA Insite Realty Services
$609,000
3 beds2 baths1,237 sq ft
552 Willett Ave, Port Chester, NY 10573
Listing by RE/MAX Prestige Properties
$1,495,000
4 beds3 baths2,538 sq ft
74 Tamarack Rd, Rye Brook, NY 10573
Listing by Compass Greater NY, LLC
$815,000
4 beds2 baths1,440 sq ft
551 King St, Port Chester, NY 10573
Listing by Compass Greater NY, LLC
$1,450,000
4 beds3.5 baths2,695 sq ft
19 Boxwood Pl, Rye Brook, NY 10573
Listing by Compass Greater NY, LLC
$899,000
6 beds2 baths2,360 sq ft
128 Touraine Ave, Port Chester, NY 10573
Listing by The Bridge Realty Group NY LLC
See all

Provided by Redfin

Sale history for 68 Windingwood Rd

Year

Property tax

Land + Additions

Assessment*

2026

$32,337 (+0.5%)

$515,700 + $677,500

$1,193,200

2025

$32,178 (+4.1%)

$515,700 + $677,500

$1,193,200

2024

$30,906 (+10.4%)

$515,700 + $609,900

$1,125,600

2023

$27,998 (+0.3%)

$491,100 + $591,200

$1,082,300

2022

$27,913 (+1.1%)

$491,100 + $529,900

$1,021,000

2021

$27,616 (+11.3%)

$491,100 + $463,100

$954,200

2020

$24,818 (+3.5%)

$491,100 + $463,100

$954,200

2019

$23,985

$482,900 + $487,200

$970,100

2018

$472,900 + $479,100

$952,000

2017

$467,300 + $475,000

$942,300

2016

$431,700 + $458,800

$890,500

2014

$350,500 + $394,700

$745,200

2013

$350,500 + $394,700

$745,200

2012

$374,600 + $399,500

$774,100

2011

$386,700 + $399,500

$786,200

2010

$173,500 + $810,600

$984,100

2009

$188,600 + $881,100

$1,069,700

2008

$194,400 + $908,400

$1,102,800

Tax history for 68 Windingwood Rd

Year

Property tax

Land + Additions

Assessment*

2026

$32,337 (+0.5%)

$515,700 + $677,500

$1,193,200

2025

$32,178 (+4.1%)

$515,700 + $677,500

$1,193,200

2024

$30,906 (+10.4%)

$515,700 + $609,900

$1,125,600

2023

$27,998 (+0.3%)

$491,100 + $591,200

$1,082,300

2022

$27,913 (+1.1%)

$491,100 + $529,900

$1,021,000

2021

$27,616 (+11.3%)

$491,100 + $463,100

$954,200

2020

$24,818 (+3.5%)

$491,100 + $463,100

$954,200

2019

$23,985

$482,900 + $487,200

$970,100

2018

$472,900 + $479,100

$952,000

2017

$467,300 + $475,000

$942,300

2016

$431,700 + $458,800

$890,500

2014

$350,500 + $394,700

$745,200

2013

$350,500 + $394,700

$745,200

2012

$374,600 + $399,500

$774,100

2011

$386,700 + $399,500

$786,200

2010

$173,500 + $810,600

$984,100

2009

$188,600 + $881,100

$1,069,700

2008

$194,400 + $908,400

$1,102,800

*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

2.5

Stories

—

Lot width

124 ft.

Lot depth

213 ft.

Lot size

16,509

Year renovated

2025

Sq. Ft.

2,991

Year built

1955

Style

Single Family Residential

County

Westchester County

APN

554805A13503400010190000000

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

Green, Pool

Last updated by owner on Jul 31, 2025.

Property details

Around this home

Schools

K - 12
Preschool & daycare

Bruno M Ponterio Ridge Street School

Public K-5 • Assigned • 0.6mi

9/10

Blind Brook Rye Middle School

Public 6-8 • Assigned • 0.9mi

10/10

Blind Brook High School

Public 9-12 • Assigned • 0.9mi

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

6/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

Historical weather

Rye Brook, NY • 10573

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 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.62M – $1.96M

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Nearby similar homes

$989,000

3 beds2 baths2,646 sq ft

10 Bell Pl, Rye Brook, NY 10573

Private yard • Park like backyard • Gourmet kitchen

Listing by Marc Jason

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Land— sq ft

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24 Maywood Ave, Rye Brook, NY 10573

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74 Tamarack Rd, Rye Brook, NY 10573

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Listing by Compass Greater NY, LLC

New listings for sale in 10573

$319,000

Studio1 bath939 sq ft

1 Landmark Sq #203, Port Chester, NY 10573

Soho-style loft • Updated kitchen • Bonus room

Listing by ERA Insite Realty Services

$609,000

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552 Willett Ave, Port Chester, NY 10573

Two family home • Income potential • Covered front porch

Listing by RE/MAX Prestige Properties

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74 Tamarack Rd, Rye Brook, NY 10573

Hardwood floors • Fireplace • Walk-out lower level

Listing by Compass Greater NY, LLC

$815,000

4 beds2 baths1,440 sq ft

551 King St, Port Chester, NY 10573

Updated kitchen • Three-season porch • Backyard retreat

Listing by Compass Greater NY, LLC

$1,450,000

4 beds3.5 baths2,695 sq ft

19 Boxwood Pl, Rye Brook, NY 10573

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Listing by Compass Greater NY, LLC

$899,000

6 beds2 baths2,360 sq ft

128 Touraine Ave, Port Chester, NY 10573

Two-family home • In-law apartment • Private entrance

Listing by The Bridge Realty Group NY LLC

Home values near 68 Windingwood Rd

Data from public records.

Address	Redfin Estimate
67 1/2 Windingwood Rd S, Rye Brook, NY 3 Beds \| 2.5 Baths \| 2026 Sq. Ft.	$1,244,045
73 Windingwood Rd S, Rye Brook, NY 3 Beds \| 3 Baths \| 2164 Sq. Ft.	$1,251,365
64 Windingwood Rd S, Rye Brook, NY 4 Beds \| 3.5 Baths \| 2483 Sq. Ft.	$1,385,672
70 Windingwood Rd S, Rye Brook, NY 3 Beds \| 3 Baths \| 2468 Sq. Ft.	$1,383,918
7 Churchill Rd, Rye Brook, NY 3 Beds \| 2 Baths \| 1436 Sq. Ft.	$1,033,089
9 Churchill Rd, Rye Brook, NY 3 Beds \| 3.5 Baths \| 2833 Sq. Ft.	$1,844,988
5 Paddock Rd, Rye Brook, NY 3 Beds \| 3 Baths \| 2029 Sq. Ft.	$1,310,914

Address	Redfin Estimate
65 Windingwood Rd S, Rye Brook, NY 3 Beds \| 2 Baths \| 2078 Sq. Ft.	$1,440,098
66 Windingwood Rd S, Rye Brook, NY 4 Beds \| 2 Baths \| 2380 Sq. Ft.	$1,223,036
63 Windingwood Rd S, Rye Brook, NY 3 Beds \| 2 Baths \| 1991 Sq. Ft.	$1,400,603
8 Paddock Rd, Rye Brook, NY 3 Beds \| 3.5 Baths \| 2064 Sq. Ft.	$1,344,177
2 Paddock Rd, Rye Brook, NY 3 Beds \| 1.5 Baths \| 2068 Sq. Ft.	$1,308,874
4 Paddock Rd, Rye Brook, NY 3 Beds \| 3 Baths \| 1661 Sq. Ft.	$1,446,281
8 Churchill Rd, Rye Brook, NY 3 Beds \| 2 Baths \| 1941 Sq. Ft.	$1,237,010

Address	Redfin Estimate
69 Windingwood Rd S, Rye Brook, NY 3 Beds \| 2.5 Baths \| 2202 Sq. Ft.	$1,325,607
71 Windingwood Rd S, Rye Brook, NY 5 Beds \| 4.5 Baths \| 4100 Sq. Ft.	$2,436,144
67 Windingwood Rd S, Rye Brook, NY 4 Beds \| 3 Baths \| 2732 Sq. Ft.	$1,548,536
8 Berkley Dr, Rye Brook, NY 8 Beds \| 8 Baths \| 7396 Sq. Ft.	—
4 Churchill Rd, Rye Brook, NY 5 Beds \| 3.5 Baths \| 3672 Sq. Ft.	$1,855,417
1 Paddock Rd, Rye Brook, NY 4 Beds \| 2.5 Baths \| 2660 Sq. Ft.	$1,608,413
2 Churchill Rd, Rye Brook, NY 3 Beds \| 2 Baths \| 2308 Sq. Ft.	$1,446,136

This data may not show owner updates. Learn more.

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