NY > New Rochelle
New Rochelle, NY 10804,21 Winding Brook RD
Sheneur Menaker
Sheneur Menaker

Co-Founder, Agent | License ID: 10401325821

+1(305) 904-7536

GET MORE INFORMATION

Full Name
Phone*
Message
We respect your privacy! Your information WILL NOT BE SHARED, SOLD, or RENTED to anyone, for any reason outside the course of normal real estate exchange. By submitting, you agree to our Terms of Use and Privacy Policy.

$ 1,680,000

$ 1,450,000 15.9%

Est. payment /mo
Sold on 09/09/2025

21 Winding Brook RD New Rochelle, NY 10804

5 Beds

4 Baths

3,211 SqFt

UPDATED:

Key Details

Sold Price $1,680,000

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Sold

Purchase Type For Sale

Square Footage 3,211 sqft

Price per Sqft $523

MLS Listing ID 879263

Style Split Level

Bedrooms 5

Full Baths 3

Half Baths 1

Year Built 1958

Annual Tax Amount $26,424

Lot Size 0.320 Acres

Property Sub-Type Single Family Residence

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.

Location

State NY

County Westchester County

Interior

Heating Forced Air

Cooling Central Air

Fireplaces Number 1

Laundry Laundry Room

Exterior

Parking Features Driveway, Garage, Heated Garage, Storage

Garage Spaces 2.0

Utilities Available Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected

Building

Sewer Public Sewer

Water Public

Structure Type HardiPlank Type

Schools

Elementary Schools William B Ward Elementary School

Middle Schools Albert Leonard Middle School

High Schools New Rochelle

School District New Rochelle

Others

Special Listing Condition None

Listed by Compass Greater NY, LLC • Lauren Hurwitz
Bought with Houlihan Lawrence Inc.

AFFORDABILITY CALCULATOR

Price of Homes
$
Down Payment
$
Loan Term
Interest Rate
Home Insurance (optional)
$
Property Tax (optional)
$
View More Detail
Mortgage values are calculated by Lofty and are for illustration purposes only, accuracy is not guaranteed.

GET MORE INFORMATION

Zev Eisenberg

Zev Eisenberg

Founder, Agent

+1(845) 622-5660

Name
Phone*
Message
I agree by electronic signature to the Electronic Disclosure Consent; to receive recurring marketing communication from or on behalf of Hudson Modern Co, including auto-dialed calls, texts, and artificial/prerecorded voice messages (consent not required to make a purchase; data rates may apply; reply “STOP” to opt-out of texts or ‘HELP” for help); and to the Terms of Service and Privacy Policy of this website. I understand that I can call to obtain direct assistance.
};