6 days on Rocket
#888664, Listing office: Houlihan & OMalley R. E. Serv
$1,450,000 List price
21 Winding Brook Rd New Rochelle, NY 10804
5 beds
3 full, 1 partial
3,211 sqft
0.3 acres
$452 / sqft
House
Property details
About 21 Winding Brook Rd
Run, don’t walk to this exceptional center-hall-split perched atop a quiet hill in New Rochelle's coveted Pinebrook Estates! A true standout in the neighborhood, 21 Winding Brook Road is a stunning fusion of timeless elegance, comfort, and functionality. The main level boasts open-concept living and a dining area with an effortless flow into the gourmet kitchen, complete with stainless steel appliances, custom wood cabinetry, and a large peninsula—truly a chef’s dream. Just off the kitchen, an impeccably maintained mahogany deck leads to a flat backyard featuring a beautiful stone patio and generous lawn space, ideal for entertaining or relaxing. But the true crown jewel? The ~900 square foot primary suite—a private retreat with two walk-in closets, a luxurious hotel and spa-style bath, sauna, blackout curtains, sound- and heat-proof windows, and a serene balcony—perfect for enjoying your morning coffee or a peaceful evening breeze. This home offers five total bedrooms, including one on the main level that’s ideal as a home office or playroom, and three-and-a-half bathrooms with tasteful modern updates. Every inch of this exceptional property has been thoughtfully utilized, including a fully finished basement with custom built-ins, a gym area, ample storage, and a cedar closet. Even the garage is heated! Notable upgrades include new roof and siding (2016), whole-house gas generator (2018), updated full hall bathroom (2021), French drain system around the perimeter, and a custom upstairs laundry room. Located in one of New Rochelle’s most desirable neighborhoods—where residents enjoy outdoor movie nights, festive gatherings, and community events—this home delivers more than just a place to live... it offers an elevated lifestyle in the heart of Pinebrook Estates.
Highlights
Home typeSingle Family Residence
HeatingForced Air
StatusSale Pending
(Pending)
(Pending)
CoolingCentral Air
Size3,211 sqft
BasementYes
Lot size0.32 Acres
Year built1958
ParkingDriveway, Garage, Heated Garage, Storage
MLS #879263
Garage2 spaces
Summary
- Partial Bathrooms: 1
- Full Bathrooms: 3
- Appliances: Dishwasher, Dryer, Freezer, Gas Range, Refrigerator, Stainless Steel Appliance(s), Washer
- Basement: Yes
- Interior: First Floor Bedroom, Ceiling Fan(s), Chandelier, Double Vanity, Eat-in Kitchen, Entrance Foyer, High Ceilings, His and Hers Closets, Marble Counters, Open Floorplan, Open Kitchen, Primary Bathroom, Quartz/Quartzite Counters, Recessed Lighting, Sauna, Soaking Tub, Walk-In Closet(s), Washer/Dryer Hookup, Wet Bar
- Total Bedroom Count: 5
- Garage Space: 2 spaces
- Private Pool: No
- Parking: Driveway, Garage, Heated Garage, Storage
- Exterior: Deck, Patio
- Architectural Style: Split Level
- Heating: Forced Air
- Cooling: Central Air
- List Price: $1,450,000
- Price/SqFt: $451
- Annual Tax Amount: $24,198
- Tax Year: 2019
- Year Built: 1958
- Living Area: 3,211 SqFt
- Lot Size: 0.32 Acres
- MLS Number: 879263
- MLS Name: ONEKEY2
- Office Name: Compass Greater NY, LLC
- Office Phone: (914) 725-7737
Listings courtesy of OneKey MLS as distributed by MLS GRID.
All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS.
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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the OneKey™ MLS. Real Estate listings held by brokerage firms other than this broker are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers. This information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
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Last updated on: 7/30/2025, 11:56:27 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Jun 09, 2009 | Home Sold | $700,000 |
| Apr 13, 2006 | Home Sold | $825,000 |
| Feb 27, 2004 | Home Sold | $525,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $19,600 | $- |
| 2022 | $19,600 | $- |
| 2021 | $19,600 | $- |
| 2020 | $19,600 | $- |
| 2019 | $19,600 | $24,198 |
| 2018 | $19,600 | $20,273 |
| 2017 | $16,600 | $20,582 |
History based on county public records data.
Nearby schools
6
William B. Ward Elementary School
Public District KG-5
0.5 mi
•311 Broadfield Rd
10
Quaker Ridge School
Public District KG-5
0.7 mi
•125 Weaver St
7
George M. Davis Jr. Elementary School
Public Magnet KG-5
1.1 mi
•80 Iselin Dr
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $242,281. Most New Rochelle, NY residents have annual incomes $200k+. Residents typically live in married, no kids family. The majority of residents in this area have post secondary degree education.
How much money do the neighbors make?
2%
<35k
9%
35k-100k
32%
100k-200k
57%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
What types of families live nearby?
21%
Single, No Kids
7%
Single, with Kids
36%
Married, No Kids
36%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
17%
<11 yrs old
11%
12-17 yrs old
11%
18-34 yrs old
45%
35-64 yrs old
16%
65+ yrs old
What do the neighbors do for fun?
Skiing/snowboarding
Men's Tennis- Tennis
Where do the neighbors shop?
Nordstrom
Bloomingdales
Brooks Brothers
Where do the neighbors go to eat?
California Pizza Kitchen
Bonefish Grill
Qdoba
What do the neighbors drive?
BMW
Lexus
Acura
What do the neighbors listen to?
Talk/Personality
News
Sports
All data provided by Home Junction and Claritas
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Frequently asked questions
Living in New Rochelle, NY
Transportation in New Rochelle is well-facilitated by a combination of public transit and road networks. The city's public transportation system includes buses that run on regular schedules, connecting residents to key areas within the city and to neighboring regions. For those who prefer private transport, major highways and thoroughfares provide efficient routes for commuting and travel. The community also features areas with high walkability, particularly in the downtown district, and bike lanes are available for cyclists. Ride-sharing services are operational, offering additional mobility options for residents.
The city is served by a comprehensive array of services, ensuring residents have access to quality education, healthcare, and amenities. New Rochelle's educational system includes several public and private schools, catering to all age groups and offering various specialized programs. Healthcare facilities are well-distributed, with a local hospital and numerous clinics providing a spectrum of medical services. Retail and dining options are plentiful, reflecting the diverse tastes and cultures of the community, and the public library system supports lifelong learning and community engagement.
New Rochelle is celebrated for its vibrant community spirit and rich cultural heritage. The city prides itself on a blend of urban and suburban elements, providing a lively downtown area alongside quieter, tree-lined residential neighborhoods. Annual events and festivals contribute to the strong sense of community, showcasing local arts, cuisine, and traditions that are integral to the city's character.
New Rochelle's housing market is diverse, offering a mix of residential options that cater to a range of preferences and lifestyles. Single-family homes make up a significant portion of the housing stock, with architectural styles ranging from classic Victorian to contemporary. Multi-family dwellings, including apartments and condominiums, add to the urban feel in certain districts. The homeownership rate in New Rochelle is robust, reflecting a community invested in its living spaces.
About 21 Winding Brook Rd
The listing price of 21 Winding Brook Rd property is $1,450,000.
The property 21 Winding Brook Rd is a house located in New Rochelle, New York, 10804.
Sale Pending: 21 Winding Brook Rd is Sale Pending (Pending), which means that the seller has accepted an offer but the sale is not finalized.
The nearby schools for 21 Winding Brook Rd are: William B. Ward Elementary School (GreatSchools Rating 6/10), Quaker Ridge School (GreatSchools Rating 10/10), George M. Davis Jr. Elementary School (GreatSchools Rating 7/10), Albert Leonard Middle School (GreatSchools Rating 7/10), Murray Avenue School (GreatSchools Rating 9/10), Eastchester Middle School (GreatSchools Rating 9/10), Eastchester High School (GreatSchools Rating 10/10), Mamaroneck High School (GreatSchools Rating 8/10), Tuckahoe High School (GreatSchools Rating 9/10).
According to the records, the last property tax for 2019 is $24,198 (source: MLS/based on county public records data).
The last sale was on June 9, 2009 for $700,000 (source: MLS/tax record).
The property at 21 Winding Brook Rd has 5 bedrooms and 3 full and 1 half bathrooms.
The property 21 Winding Brook Rd is 3,211 SqFt (source: MLS/tax record).
The year of construction for 21 Winding Brook Rd is 1958.
This home is located at 21 Winding Brook Rd in New Rochelle, NY and zip code 10804. This 3,211 square foot home, which was built in 1958, sits on a 0.32 acre lot. Features: 5 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since July 4, 2025 and is currently priced at $1,450,000.
In June 2025 more than 20 listings in New Rochelle, NY were sold above the asking price. During the same period more than 10 listings were sold at asking price, while more than 11 were sold below. The inventory of homes for sale in New Rochelle, NY between May and June 2025 decreased by 11.5%. The median list price of listings available in June 2025 was $825,000, while the average time on the real estate market was 54 days.
From Rocket Homes Real Estate and based on county public records data.