21 Winding Brook Road, New Rochelle, NY 10804

$1,680,000
5
BD
4
BA
3,211
SqFt

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Sold Price
$1,680,000
Days on Market
16
Closing Date
Sep 09, 2025
MLS#
879263
Status
CLOSED
Property Type
Single Family Residential
Subtype
Single Family Residence
Style
Split Level
Year Built
1958
Property Tax
$26,424
Neighborhood
New Rochelle
School District
New Rochelle
High School
New Rochelle High School
Jr. High
Albert Leonard Middle School
Elementary School
William B Ward Elementary School

Property Description

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.

Additional Information

Bedrooms
5
Bathrooms
4
Full Baths
3
Half Baths
1
Square Footage
3,211
Acres
0.32
Parking
Driveway, Garage, Heated Garage, Storage
Basement
Finished
Laundry
Laundry Room
Heating
Forced Air
Cooling
Central Air
Water
Public
Sewer
Public Sewer

Mortgage Calculator

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Term of Loan
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Calculator source: Real Geeks

Listing courtesy of Listing Agent: Lauren Hurwitz (lauren.hurwitz@compass.com) from Listing Office: Compass Greater NY, LLC.

Selling Office: Houlihan Lawrence Inc..

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . 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.