Off market aug 2023 for $905K

$1,121,661

Est. refi paymentEst. refi $6,906/mo

•

1,734

sq ft

2 Windingwood Rd N, Rye Brook, NY 10573

About this home

Lovely Split-Level home in the Pine Ridge area of sought-after Rye Brook on a gorgeous corner-level lot. So much potential for expansion. This sun-filled home features hardwood floors throughout. Living Room features wood burning Fireplace. Brand new eat-in-Kitchen with center island Quartz counters and Stainless Steel appliances. Brand new hall bath. Updated Windows and brand new Samsung Washer/Dryer. The fabulous walk-out lower level can be used as a home office, gym, or playroom. Walk to Blind Brook Elementary School and Pine Ridge park. Additional Information: Amenities:Stall Shower,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

Single-familyProperty Type

1955Year Built

0.36 acresLot Size

$647Est. Price/Sq.Ft.

2 spacesParking

Listing by Julia Ricciuti • RE/MAX Prime Properties

Contact: (914) 723-1212

Bought with Kori Sassower • Compass Greater NY, LLC

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #H6252096

Redfin Estimate

$1,121,661

$217K since sold in August 2023$1,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 21% lower than the average sale price ($1.42M) of 6 comparable homes.

SOLD OCT 2, 2026
$1,100,000
A
3 beds2 baths1,794 sq ft
42 Upland St, Port Chester, NY 10573
Listing by Houlihan Lawrence Inc.
SOLD JUN 17, 2026
$1,510,000
B
3 beds2.5 baths1,818 sq ft
17 Old Orchard Rd, 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 AUG 10, 2026
$1,379,000
D
4 beds2.5 baths2,176 sq ft
22 Paddock Rd, Rye Brook, NY 10573
Listing by Julia B Fee Sothebys Int. Rlty
SOLD JUL 29, 2026
$1,655,000
E
3 beds2.5 baths2,080 sq ft
8 Fairlawn Pkwy, Rye Brook, NY 10573
Listing by Houlihan Lawrence Inc.
SOLD FEB 26, 2026
$1,224,960
F
3 beds2 baths2,308 sq ft
2 Churchill Rd, Rye Brook, NY 10573
Listing by Compass Greater NY, LLC

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Sell

$374,193

Est. take-home

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Est. cash available

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Rent

$3,972/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 2 Windingwood Rd N

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #H6252096

Aug 21, 2023

Sold

$905,000

$522/sq ft

Jun 29, 2023

Pending

—

Jun 5, 2023

Listed

$849,000

$490/sq ft

HGMLS #3201605

Mar 14, 2014

Price Changed

$615,000

$355/sq ft

Apr 26, 2012

Sold

$615,000

$355/sq ft

Mar 15, 2012

Delisted

—

Mar 15, 2012

Price Changed

$649,000

$374/sq ft

Jan 17, 2012

Listed

$649,000

$374/sq ft

Lovely bright sun-filled Three Bedroom, Two Bath Split situated on . 356 level acres in sought after Pine Ridge area of Rye Brook. This home showcases spacious room sizes, Hardwood floors throughout, Large Living Room with fireplace, eat-in Kitchen with the door to the open porch. Interior newly painted. Large lot in Award Winning Blind Brook school district. Excellent location- close to the Pine Ridge park. Taxes without STAR program. Taxes and sq. foot. please verify.

Public Records

Jun 7, 2012

Sold

$615,000

$355/sq ft

OneKey® MLS as Distributed by MLS Grid #H3201605

Apr 26, 2012

Sold

$615,000

$355/sq ft

Jan 17, 2012

Listed

$649,000

$374/sq ft

Lovely bright sun-filled Three Bedroom, Two Bath Split situated on .356 level acres in sought after Pine Ridge area of Rye Brook. This home showcases spacious room sizes, Hardwood floors throughout, Large Living Room with fireplace, eat-in Kitchen with the door to the open porch. Interior newly painted. Large lot in Award Winning Blind Brook school district. Excellent location- close to the Pine Ridge park. Taxes without STAR program. Taxes and sq.foot. please verify. Additional Information: ParkingFeatures:2 Car Attached,

Year

Property tax

Land + Additions

Assessment*

2026

$26,094 (+0.5%)

$509,400 + $453,400

$962,800

2025

$25,966 (+4.1%)

$509,400 + $453,400

$962,800

2024

$24,940 (+10.4%)

$509,400 + $398,900

$908,300

2023

$22,596 (+0.3%)

$485,100 + $388,300

$873,400

2022

$22,527 (+1.1%)

$485,100 + $338,900

$824,000

2021

$22,288 (+19.9%)

$485,100 + $285,000

$770,100

2020

$18,584 (+3.9%)

$485,100 + $285,000

$770,100

2019

$17,892

$473,200 + $306,400

$779,600

2018

$463,200 + $300,900

$764,100

2017

$457,300 + $298,200

$755,500

2016

$422,500 + $287,200

$709,700

2014

$343,000 + $254,300

$597,300

2013

$343,000 + $254,300

$597,300

2012

$366,700 + $267,600

$634,300

2011

$378,500 + $267,600

$646,100

2010

$168,100 + $430,100

$598,200

2009

$182,700 + $467,500

$650,200

2008

$188,300 + $482,000

$670,300

Tax history for 2 Windingwood Rd N

Year

Property tax

Land + Additions

Assessment*

2026

$26,094 (+0.5%)

$509,400 + $453,400

$962,800

2025

$25,966 (+4.1%)

$509,400 + $453,400

$962,800

2024

$24,940 (+10.4%)

$509,400 + $398,900

$908,300

2023

$22,596 (+0.3%)

$485,100 + $388,300

$873,400

2022

$22,527 (+1.1%)

$485,100 + $338,900

$824,000

2021

$22,288 (+19.9%)

$485,100 + $285,000

$770,100

2020

$18,584 (+3.9%)

$485,100 + $285,000

$770,100

2019

$17,892

$473,200 + $306,400

$779,600

2018

$463,200 + $300,900

$764,100

2017

$457,300 + $298,200

$755,500

2016

$422,500 + $287,200

$709,700

2014

$343,000 + $254,300

$597,300

2013

$343,000 + $254,300

$597,300

2012

$366,700 + $267,600

$634,300

2011

$378,500 + $267,600

$646,100

2010

$168,100 + $430,100

$598,200

2009

$182,700 + $467,500

$650,200

2008

$188,300 + $482,000

$670,300

*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

0.36 Acres

Year renovated

1984

Sq. Ft.

1,596

Year built

1955

Style

Single Family Residential

County

Westchester County

APN

554805A12908300010010000000

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, Garage Door Opener

Interior

Virtual Tour Information

Fireplace Information
Has Fireplace
Fireplaces Total: 1

Heating & Cooling
Cooling: Attic Fan, Wall/Window Unit(s)
Heating: Oil, Steam

Interior Features
Interior Features: Ceiling Fan(s),Chandelier,Eat-in Kitchen,Primary Bathroom,Quartz/Quartzite Counters,Walk Through Kitchen
Window Features: Blinds, Drapes, New Windows, Screens
Appliances: Dishwasher, Dryer, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Tankless Water Heater
Flooring: Hardwood
Levels: Multi/Split, Two

Room Information
Basement YN: Yes
Attic: Full
Rooms Total: 6
Basement: See Remarks, Walk-Out Access

Bathroom Information
Bathrooms Full: 2

Exterior

Exterior Features
Exterior Features: Mailbox
Construction Materials: Aluminum Siding, Frame, Shingle Siding
Other Structures: Shed(s)
Waterfront YN: No

Lot Information
Lot Features: Near School, Near Shops

Property Information
Stories: 2
Living Area Source: Public Records
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2022
Tax Source: Municipality
Tax Annual Amount: $21,135

Financial Information
Buyer Financing: Conventional

Utilities

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

Location

HOA Information
Association Amenities: Park

School Information
Elementary School: Bruno M Ponterio Ridge Street Schoo
Middle Or Junior School: Blind Brook-Rye Middle School
High School: Blind Brook High School
High School District: Blind Brook-Rye

Location Information
Village: Rye Brook
Directions: North Ridge Street to Windingwood Road #2.
County Or Parish: Westchester County

Community Information
Community Features: Park, Tennis Court(s)

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,596
Stories: —
Lot Size: 0.36 acres
Style: Single Family Residential
Year Built: 1955
Year Renovated: 1984
County: Westchester County
APN: 554805A12908300010010000000

Home facts updated by county records on Sep 25, 2026

Around this home

Schools

K - 12
Preschool & daycare

Bruno M Ponterio Ridge Street School

Public K-5 • Assigned • 0.3mi

9/10

Blind Brook Rye Middle School

Public 6-8 • Assigned • 0.6mi

10/10

Blind Brook High School

Public 9-12 • Assigned • 0.6mi

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

$1.07M – $1.29M

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Home values near 2 Windingwood Rd N

Data from public records.

Address	Redfin Estimate
8 Windingwood Road North, Rye Brook, NY 3 Beds \| 2 Baths \| 2156 Sq. Ft.	$1,278,467
9 Windingwood Road North, Rye Brook, NY 5 Beds \| 3 Baths \| 2472 Sq. Ft.	$1,265,790
1 Windingwood Road North, Rye Brook, NY 3 Beds \| 2 Baths \| 3113 Sq. Ft.	$1,581,756
2 Meadowlark Road, Rye Brook, NY 4 Beds \| 3.5 Baths \| 3187 Sq. Ft.	$1,620,583
298 N Ridge Street, Rye Brook, NY 3 Beds \| 2 Baths \| 1504 Sq. Ft.	$1,030,538
4 Meadowlark Road, Rye Brook, NY 3 Beds \| 2 Baths \| 1880 Sq. Ft.	$1,190,825
1 Meadowlark Road, Rye Brook, NY 3 Beds \| 2.5 Baths \| 2700 Sq. Ft.	$1,312,450

Address	Redfin Estimate
5 Windingwood Road North, Rye Brook, NY 4 Beds \| 4.5 Baths \| 3525 Sq. Ft.	$1,637,548
7 Windingwood Road North, Rye Brook, NY 3 Beds \| 2 Baths \| 1909 Sq. Ft.	$1,070,439
27 Old Orchard Road, Rye Brook, NY 3 Beds \| 2.5 Baths \| 1984 Sq. Ft.	$1,265,370
3 Meadowlark Road, Rye Brook, NY 3 Beds \| 2 Baths \| 1987 Sq. Ft.	$1,355,375
18 Old Orchard Road, Rye Brook, NY 3 Beds \| 2 Baths \| 1512 Sq. Ft.	$1,021,991
287 N Ridge Street, Rye Brook, NY 4 Beds \| 3.5 Baths \| 2537 Sq. Ft.	$1,361,505
294 N Ridge Street, Rye Brook, NY 4 Beds \| 2 Baths \| 1755 Sq. Ft.	$1,007,565

Address	Redfin Estimate
6 Windingwood Road North, Rye Brook, NY 3 Beds \| 3 Baths \| 3703 Sq. Ft.	$1,807,458
3 Windingwood Road North, Rye Brook, NY 3 Beds \| 2 Baths \| 1803 Sq. Ft.	$1,387,668
20 Old Orchard Road, Rye Brook, NY 4 Beds \| 3.5 Baths \| 2737 Sq. Ft.	$1,825,599
286 N Ridge Street, Rye Brook, NY 4 Beds \| 2 Baths \| 2455 Sq. Ft.	$1,283,166
23 Old Orchard Road, Rye Brook, NY 4 Beds \| 2.5 Baths \| 3027 Sq. Ft.	$1,530,622
279 N Ridge Street, Rye Brook, NY 3 Beds \| 2 Baths \| 2063 Sq. Ft.	$1,205,480
25 Old Orchard Road, Rye Brook, NY 3 Beds \| 2 Baths \| 1805 Sq. Ft.	$1,341,994

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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