Off market jun 2017 for $1.1M

$1,914,455

Est. refi paymentEst. refi $7,527/mo

•

3,030

sq ft

39 Windingwood Rd, Rye Brook, NY 10573

About this home

An entertainer's dream is the best way to describe this completely updated modern expanded cape located in the desirable Pine Ridge section of Rye Brook. Sun filled family room which leads into the beautiful backyard which boasts a gated pool, patio, deck, large grassy backyard & pool cabana. This 5 bedroom/3 bathroom home which includes a home office, eat in kitchen w/ built in banquet, stainless appliances and granite counter tops. Also on the 1st floor is a formal dining room, formal living room, first floor master & additional bedroom/den & mudroom. Upstairs features a full kids wing with an additional 3 bedrooms, playroom, full bathroom and laundry room. Hardwood floors, indoor/outdoor speakers, cool deck, new front & back windows. Look no further, this move in ready home has it all. Walk to park. Additional Information: ParkingFeatures:2 Car Attached,

Single-familyProperty Type

1952Year Built

0.35 acresLot Size

$632Est. Price/Sq.Ft.

2 spacesParking

Listing by Kori Sassower • Julia B Fee Sothebys Int. Rlty

Bought with Kori Sassower • Julia B Fee Sothebys Int. Rlty

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H4712901

Redfin Estimate

$1,914,455

$735K since sold in June 2017$69K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.6% higher than the average sale price ($1.64M) of 6 comparable homes.

SOLD OCT 7, 2026
$1,500,000
A
4 beds3.5 baths2,801 sq ft
6 Greenhouse Cir, Rye Brook, NY 10573
Listing by Compass Greater NY, LLC
SOLD OCT 29, 2026
$1,800,000
B
5 beds3 baths3,230 sq ft
41 Lincoln Ave, Rye Brook, NY 10573
Listing by Julia B Fee Sothebys Int. Rlty
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 OCT 13, 2026
$1,515,000
E
4 beds3 baths2,230 sq ft
4 Holly Ln, Rye Brook, NY 10573
Listing by Christie's Int. Real Estate
SOLD JUN 29, 2026
$2,010,000
F
4 beds2.5 baths2,894 sq ft
12 Old Oak Rd, Rye Brook, NY 10573
Listing by Christie's Int. Real Estate

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Sell

$1,046,481

Est. take-home

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Refinance

Est. cash available

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Rent

$5,834/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 39 Windingwood Rd

Year

Property tax

Land + Additions

Assessment*

2026

$42,711 (+0.5%)

$506,200 + $1,069,800

$1,576,000

2025

$42,501 (+4.1%)

$506,200 + $1,069,800

$1,576,000

2024

$40,820 (+10.4%)

$506,200 + $980,500

$1,486,700

2023

$36,981 (+0.3%)

$482,100 + $947,400

$1,429,500

2022

$36,870 (+1.1%)

$482,100 + $866,500

$1,348,600

2021

$36,478 (+13.3%)

$482,100 + $778,300

$1,260,400

2020

$32,193 (+2.8%)

$482,100 + $778,300

$1,260,400

2019

$31,304

$410,500 + $847,900

$1,258,400

2018

$401,800 + $840,700

$1,242,500

2017

$396,700 + $529,900

$926,600

2016

$366,500 + $511,800

$878,300

2014

$307,700 + $497,600

$805,300

2013

$307,700 + $497,600

$805,300

2012

$329,000 + $486,500

$815,500

2011

$339,600 + $473,300

$812,900

2010

$167,300 + $757,200

$924,500

2009

$181,800 + $823,100

$1,004,900

2008

$187,400 + $848,600

$1,036,000

Tax history for 39 Windingwood Rd

Year

Property tax

Land + Additions

Assessment*

2026

$42,711 (+0.5%)

$506,200 + $1,069,800

$1,576,000

2025

$42,501 (+4.1%)

$506,200 + $1,069,800

$1,576,000

2024

$40,820 (+10.4%)

$506,200 + $980,500

$1,486,700

2023

$36,981 (+0.3%)

$482,100 + $947,400

$1,429,500

2022

$36,870 (+1.1%)

$482,100 + $866,500

$1,348,600

2021

$36,478 (+13.3%)

$482,100 + $778,300

$1,260,400

2020

$32,193 (+2.8%)

$482,100 + $778,300

$1,260,400

2019

$31,304

$410,500 + $847,900

$1,258,400

2018

$401,800 + $840,700

$1,242,500

2017

$396,700 + $529,900

$926,600

2016

$366,500 + $511,800

$878,300

2014

$307,700 + $497,600

$805,300

2013

$307,700 + $497,600

$805,300

2012

$329,000 + $486,500

$815,500

2011

$339,600 + $473,300

$812,900

2010

$167,300 + $757,200

$924,500

2009

$181,800 + $823,100

$1,004,900

2008

$187,400 + $848,600

$1,036,000

*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

100 ft.

Lot depth

150 ft.

Lot size

0.35 Acres

Year renovated

1993

Sq. Ft.

2,970

Year built

1952

Style

Single Family Residential

County

Westchester County

APN

554805A13502600010020000000

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

Fireplace Information
Has Fireplace
Fireplaces Total: 1

Heating & Cooling
Cooling: Central Air
Heating: Hot Water, Natural Gas, Radiant

Interior Features
Interior Features: Cathedral Ceiling(s),Eat-in Kitchen,Entrance Foyer,Formal Dining,First Floor Bedroom,Granite Counters,Master Downstairs,Primary Bathroom,Speakers,Walk-In Closet(s)
Window Features: Blinds, Drapes
Laundry Features: Inside
Appliances: Dishwasher, Disposal, Dryer, Freezer, Microwave, Refrigerator, Tankless Water Heater, Washer
Flooring: Carpet, Hardwood
Levels: Two
Patio And Porch Features: Deck, Patio

Room Information
Basement YN: Yes
Attic: Partial,Unfinished
Rooms Total: 10
Basement: Partial

Bathroom Information
Bathrooms Full: 3

Exterior

Exterior Features
Exterior Features: Basketball Hoop, Speakers
Construction Materials: Stone, Wood Siding
Fencing: Fenced
Other Structures: Shed(s)
Security Features: Security System
Waterfront YN: No

Pool Information
Pool Features: In Ground

Lot Information
Additional Parcels YN: No
Lot Features: Level, Sprinklers In Front, Sprinklers In Rear

Property Information
Stories: 2
Other Equipment: Pool Equip/Cover
Living Area Source: Other
Property Sub Type: Single Family Residence
Property Condition: Actual

Financial

Tax Information
Tax Year: 2016
Tax Source: Municipality
Tax Annual Amount: $21,691

Financial Information
Buyer Financing: Conventional

Utilities

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

Location

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: N Ridge Street to Winding Wood North
County Or Parish: Westchester County

Public facts

Beds: 5
Baths: 3.0
Sq. Ft.: 2,970
Stories: —
Lot Size: 0.35 acres
Style: Single Family Residential
Year Built: 1952
Year Renovated: 1993
County: Westchester County
APN: 554805A13502600010020000000

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 • 0.5mi

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

5/10 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

$1.82M – $2.20M

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Home values near 39 Windingwood Rd

Data from public records.

Address	Redfin Estimate
44 Windingwood Rd N, Rye Brook, NY 4 Beds \| 3 Baths \| 3414 Sq. Ft.	$1,563,561
33 Windingwood Rd N, Rye Brook, NY 3 Beds \| 3 Baths \| 2668 Sq. Ft.	$1,022,670
37 Windingwood Rd N, Rye Brook, NY 4 Beds \| 3 Baths \| 1950 Sq. Ft.	$1,382,276
50 Windingwood Rd N, Rye Brook, NY 5 Beds \| 4 Baths \| 3689 Sq. Ft.	$2,343,664
34 Windingwood Rd N, Rye Brook, NY 3 Beds \| 2.5 Baths \| 2380 Sq. Ft.	$1,211,505
51 Windingwood Rd S, Rye Brook, NY 4 Beds \| 2.5 Baths \| 3305 Sq. Ft.	$1,616,438
45 Windingwood Rd S, Rye Brook, NY 3 Beds \| 2.5 Baths \| 2744 Sq. Ft.	$1,288,007

Address	Redfin Estimate
46 Windingwood Rd N, Rye Brook, NY 3 Beds \| 2 Baths \| 1869 Sq. Ft.	$1,348,537
27 Windingwood Rd N, Rye Brook, NY 3 Beds \| 2.5 Baths \| 2344 Sq. Ft.	$1,068,235
40 Windingwood Rd N, Rye Brook, NY 5 Beds \| 3 Baths \| 3132 Sq. Ft.	$1,366,298
30 Windingwood Rd N, Rye Brook, NY 3 Beds \| 2.5 Baths \| 1664 Sq. Ft.	$1,016,596
31 Windingwood Rd N, Rye Brook, NY 3 Beds \| 2 Baths \| 2080 Sq. Ft.	$1,301,947
49 Windingwood Rd S, Rye Brook, NY 3 Beds \| 2.5 Baths \| 1818 Sq. Ft.	$1,056,041
10 Latonia Rd, Rye Brook, NY 5 Beds \| 4.5 Baths \| 3504 Sq. Ft.	$2,439,288

Address	Redfin Estimate
41 Windingwood Rd S, Rye Brook, NY 3 Beds \| 1.5 Baths \| 1708 Sq. Ft.	$1,240,920
43 Windingwood Rd S, Rye Brook, NY 3 Beds \| 2 Baths \| 1714 Sq. Ft.	$1,128,787
35 Windingwood Rd N, Rye Brook, NY 4 Beds \| 3 Baths \| 3800 Sq. Ft.	$1,451,561
36 Windingwood Rd N, Rye Brook, NY 4 Beds \| 2 Baths \| 2603 Sq. Ft.	$1,443,912
29 Windingwood Rd N, Rye Brook, NY 3 Beds \| 2.5 Baths \| 2100 Sq. Ft.	$1,168,913
47 Windingwood Rd S, Rye Brook, NY 3 Beds \| 2 Baths \| 1854 Sq. Ft.	$1,113,268
4 Latonia Rd, Rye Brook, NY 4 Beds \| 2 Baths \| 2973 Sq. Ft.	$1,767,036

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2017. This data may not match . Learn more.

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