50 Windingwood Road North

Sold 2/21/17
Sold 2/21/17
Gallery Image 1
Gallery Image 2
Gallery Image 3
Gallery Image 4
Gallery Image 5
Gallery Image 6
Gallery Image 7
Gallery Image 8
Gallery Image 9
Gallery Image 10
Gallery Image 11
Gallery Image 12
Gallery Image 13
Gallery Image 14
Gallery Image 15
Gallery Image 16
Gallery Image 17
Gallery Image 18
Gallery Image 19
Gallery Image 20
Gallery Image 21
Gallery Image 22
Gallery Image 23
Sold
Last Sold Price
$1,485,000
5 beds3,689 sqft
50 Windingwood Rd N, Rye Brook, NY 10573
Single FamilyProperty Type
0.50 acresLot Size
1953Year Built
$403/sq ftPrice per sq ft

Description

Move right in to this exceptional turnkey ranch in the Pine Ridge neighborhood. This beautifully designed 5 bedroom, 4 bath house was meticulously upgraded and expanded between 2008 - 2015 with the finest materials and superb custom finishes. Take pleasure in the wonderful flow of the home, all on one level with open family room kitchen and hardwood floors throughout. Relax in the expansive master suite that enjoys a beautifully appointed bath and fabulous walk-in closet. The generous level fenced...Move right in to this exceptional turnkey ranch in the Pine Ridge neighborhood. This beautifully designed 5 bedroom, 4 bath house was meticulously upgraded and expanded between 2008 - 2015 with the finest materials and superb custom finishes. Take pleasure in the wonderful flow of the home, all on one level with open family room kitchen and hardwood floors throughout. Relax in the expansive master suite that enjoys a beautifully appointed bath and fabulous walk-in closet. The generous level fenced yard with an in ground pool, deck, brick patio, play area, and 3 car garage make this a superb entertaining home with complete privacy. This pristine home is picture perfect. Immaculate and ready for the new buyer to move in with no work needed. Marvelous location close to park and school. A jewel that must be seen.

Listing Agents

  1. Kori Sassower

    Kori Sassower

    Alternative Listing Agent

    Julia B Fee Sothebys Int. Rlty

    kori.sassower@compass.com

    P: (914) 727-0169

    M: (201) 693-2770

    CallTextEmail
  • Listed by: Joshua M. Rogull 914.967.4600 joshua.rogull@juliabfee.com • Julia B Fee Sothebys Int. Rlty
Listing closed: 02/21/2017 12:00 AM • Source: HGMLS, MLS#: 4647851

Recent comparable sales

Median sold price

$1,557,510

Avg days on market

29

Sale-to-list ratio

110.8%

Rye Brook, NY

9 comparable properties found

a view of an house with a yard
1

$1,557,510

Sold 12/19/24

5
Bedrooms
2,863
Square Feet
0.53
Acres

11 Whippoorwill Road, Rye Brook, NY 10573

a front view of a house with a garden and yard
2

$1,097,000

Sold 12/03/24

5
Bedrooms
3,670
Square Feet
0.30
Acres

80 Valley Terrace, Rye Brook, NY 10573

a front view of a house with garden
3

$2,322,000

Sold 07/14/26

5
Bedrooms
3,632
Square Feet
0.35
Acres

72 Valley Terrace, Rye Brook, NY 10573

a view of a white house with a big yard and large trees
4

$1,712,500

Sold 01/30/26

4
Bedrooms
4,200
Square Feet
0.14
Acres

60 Talcott Road, Rye Brook, NY 10573

$2,455,000 | 16 Eagles Bluff, Rye Brook, NY 10573
5

$2,455,000

Sold 07/14/25

5
Bedrooms
3,412
Square Feet
0.44
Acres

16 Eagles Bluff, Rye Brook, NY 10573

a front view of a house with a yard and trees
6

$2,250,000

Sold 04/07/26

5
Bedrooms
3,297
Square Feet
0.36
Acres

14 Eagles Bluff, Rye Brook, NY 10573

$1,320,000 | 57 Country Ridge Drive, Rye Brook, NY 10573
7

$1,320,000

Sold 10/30/24

5
Bedrooms
2,970
Square Feet
0.43
Acres

57 Country Ridge Drive, Rye Brook, NY 10573

a front view of a house with a garden
8

$1,255,000

Sold 03/22/25

5
Bedrooms
2,210
Square Feet
0.63
Acres

300 Betsy Brown Road, Rye Brook, NY 10573

$1,358,475 | 37 Longledge Drive, Rye Brook, NY 10573
9

$1,358,475

Sold 06/27/25

4
Bedrooms
3,348
Square Feet
0.01
Acres

37 Longledge Drive, Rye Brook, NY 10573

Amenities

  • Deck
  • Garage
  • Hardwood Floors
  • Parking Included
  • Pool
  • Private Outdoor Space
  • Walk-in Closet
  • Washer / Dryer in Unit
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of Julia B Fee Sothebys Int. Rlty

Sold By Houlihan Lawrence Inc.

Add your commute

Payment Calculator

Get preapproved with Rocket Mortgage1

$9,909 per month

30 year fixed, 6.71% Interest

Principal and Interest

$7,674

Property Taxes

$2,235

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 50 Windingwood Road North

Property Details
Building Information
  • Year Built: 1953
  • Lot Size: 0.50 AC / 21,632 SF

Public Records for 50 Windingwood Road North

Taxable ValueLand$553,800Additions$1,263,200Total$1,817,000
Tax Record2025$65,707 ($5,476 / month)
Home Facts
Beds5Baths4Total Finished SqFt4,710 SqFtAbove Grade Finished SqFt3,110 SqFtFinished Basement SqFt1,600 SqFtStories1Lot Size21,632 SqFtStyleSingle Family ResidenceYear Built1953Year Renovated2000ZoningR-15 SFRCountyWESTCHESTERAPN554805 135.34-1-10Fireplace TypeHas Fireplace

Schools near 50 Windingwood Road North

This home is within Blind Brook-Rye Union Free School District.
Rating
School
Type
Grades
Distance
Bruno M Ponterio Ridge Street School
Public - K to 5
Blind Brook Rye Middle School
Public - 6 to 8
Blind Brook High School
Public - 9 to 12
Rating
School
Distance
Bruno M Ponterio Ridge Street School
PublicK to 5

Blind Brook Rye Middle School
Public6 to 8

Blind Brook High School
Public9 to 12

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.

Rye Brook
Rye Brook
A picture perfect town resplendent with greenery, retail and wonderful communities. Since its formation in 1982, Rye Brook’s 3.5 beautiful square-miles along the New York-Connecticut border has attracted people looking for a small town feel with spectacular amenities. With everyday attractions like...
Rye Brook Guide

Similar Homes

New listings in 10573

$1,395,000 | 229 South Ridge Street, Unit 227, Port Chester, NY 10573
1/23

Listing Courtesy of Houlihan Lawrence Inc.

New

$1,395,000

6
Bedrooms
3,734
Square Feet
0.12
Acres

229 South Ridge Street, Unit 227, Port Chester, NY 10573

$899,000 | 22 Mitchell Place, Port Chester, NY 10573
1/30

Listing Courtesy of Houlihan Lawrence Inc.

$899,000

4
Bedrooms
2,520
Square Feet
0.18
Acres

22 Mitchell Place, Port Chester, NY 10573

$900,000 | 20 Grace Church Street, Port Chester, NY 10573
1/33

Listing Courtesy of Keller Williams Realty Group

$900,000

4
Bedrooms
2,211
Square Feet
0.12
Acres

20 Grace Church Street, Port Chester, NY 10573

$789,001 | 79 Robert Avenue, Port Chester, NY 10573
1/38

Listing Courtesy of ERA Insite Realty Services

$789,001

3
Bedrooms
1,600
Square Feet
0.08
Acres

79 Robert Avenue, Port Chester, NY 10573

$1,395,000 | 2 Magnolia Drive, Rye Brook, NY 10573
1/35
Listed By Compass

$1,395,000

4
Bedrooms
3,123
Square Feet
0.36
Acres

2 Magnolia Drive, Rye Brook, NY 10573

$799,000 | 246 Tree Top Crescent, Rye Brook, NY 10573
1/24
Listed By Compass

$799,000

2
Bedrooms
1,246
Square Feet
0.05
Acres

246 Tree Top Crescent, Rye Brook, NY 10573

$2,600,000 | 8 Jasmine Lane, Rye Brook, NY 10573
1/50

Listing Courtesy of Rogull Realty LLC

$2,600,000

3
Bedrooms
5,023
Square Feet
0.11
Acres

8 Jasmine Lane, Rye Brook, NY 10573

$699,500 | 33 Roanoke Avenue, Rye Brook, NY 10573
1/10

Listing Courtesy of William Raveis-New York LLC

$699,500

2
Bedrooms
1,800
Square Feet
0.07
Acres

33 Roanoke Avenue, Rye Brook, NY 10573

$2,349,000 | 16 Edgewood Drive, Rye Brook, NY 10573
1/39

Listing Courtesy of Christie's Int. Real Estate

$2,349,000

5
Bedrooms
3,902
Square Feet
1.15
Acres

16 Edgewood Drive, Rye Brook, NY 10573

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 50 Windingwood Road North, Rye Brook, NY 10573
$1,485,000
5
3,689
21,632
50 Windingwood Road South, Rye Brook, NY 10573
$1,317,500
5
2,000
16,988
46 Windingwood Road North, Rye Brook, NY 10573
$735,000
3
2
1,869
14,808
57 Windingwood Road South, Rye Brook, NY 10573
–
5
3
3,036
14,802
11 Latonia Road, Rye Brook, NY 10573
$620,000
3
1,728
14,462
57 Winding Wood, Rye Brook, NY 10573
$676,000
4
3,146
–

Explore Nearby Homes

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 Julia B Fee Sothebys Int. Rlty

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: 02/21/2017 12:00 PM