39 Windingwood Road South
Description
- Listed by: Susan Glasgall 914.967.7680 • Houlihan Lawrence Inc.
- Listed by: Mary Jane Stanton 914.967.0059 • Coldwell Banker Residential Brokerage
Recent comparable sales
Median sold price
$1,130,000
Avg days on market
25
Sale-to-list ratio
106.8%
Rye Brook, NY
9 comparable properties found
$1,075,000
Sold 08/28/25
- 4
- Bedrooms
- 3
- Bathrooms
- 2,619
- Square Feet
- 0.33
- Acres
$1,130,000
Sold 07/24/26
- 4
- Bedrooms
- 3
- Bathrooms
- 3,044
- Square Feet
- 0.56
- Acres
$1,200,000
Sold 09/16/25
- 4
- Bedrooms
- 3
- Bathrooms
- 2,943
- Square Feet
- 0.16
- Acres
$925,000
Sold 11/19/24
- 4
- Bedrooms
- 3
- Bathrooms
- 1,536
- Square Feet
- 0.37
- Acres
$2,000,000
Sold 07/25/25
- 4
- Bedrooms
- 3
- Bathrooms
- 3,387
- Square Feet
- 0.38
- Acres
$1,972,104
Sold 07/28/25
- 4
- Bedrooms
- 3
- Bathrooms
- 2,861
- Square Feet
- 0.46
- Acres
$1,020,000
Sold 05/21/25
- 5
- Bedrooms
- 3
- Bathrooms
- 2,597
- Square Feet
- 0.37
- Acres
$1,860,000
Sold 01/15/26
- 4
- Bedrooms
- 3
- Bathrooms
- 2,586
- Square Feet
- 0.44
- Acres
Amenities
- Deck
- Heated Pool
- Parking Included
- Pool
- Private Outdoor Space
- Recessed Lighting
Location
Sold By Sotheby's International Realty
Payment Calculator
$6,489 per month
30 year fixed, 6.55% Interest
$4,829
$1,661
$0
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1Property Information for 39 Windingwood Road South
- Taxes: $19,929 / year
- MLS Type: Single Family / Detached
- County: Westchester County
- Year Built: 1952
- Lot Size: 0.34 AC / 14,810 SF
Schools near 39 Windingwood Road South
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | K to 5 | |||
| Public - | 6 to 8 | |||
| 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.
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Listing Courtesy of Houlihan Lawrence Inc.
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Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 39 Windingwood Road South, Rye Brook, NY 10573 | $950,000 | 4 | 3 | 3,030 | 14,810 |
$1,179,000 | 5 | 3 | 3,030 | 15,359 | |
$899,000 | 4 | 3 | 1,950 | 16,988 | |
$682,500 | 4 | 3 | 2,682 | 15,002 | |
$682,500 | 3 | 2 | 1,708 | 15,002 | |
$1,100,000 | 4 | 2 | 2,603 | 15,316 | |
$675,000 | 3 | 2 | 1,714 | 15,307 | |
– | 3 | 3 | 2,380 | 14,126 | |
$475,000 | 4 | 3 | 2,313 | 26,402 | |
$800,099 | 4 | 3 | 3,800 | 26,402 | |
$779,200 | 5 | 3 | 3,132 | 1,481 | |
$705,000 | 5 | 2 | 3,369 | 15,822 | |
$779,200 | 4 | 3 | 2,668 | 14,952 | |
– | 3 | 3 | 2,744 | 15,132 | |
$829,000 | 3 | 3 | 1,806 | 14,915 | |
$750,000 | 4 | 3 | 2,645 | 14,810 |
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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 Houlihan Lawrence Inc.; Coldwell Banker Residential Brokerage
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: 01/27/2014 03:42 PM
