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.
Pending
$1,450,000
21 Winding Brook Road, New Rochelle, NY 10804
5beds
3,211sqft
Single Family Residence, Residential
Built in 1958
0.32 Acres Lot
$-- Zestimate®
$452/sqft
$-- HOA
What's special
- 42 days
- on Zillow |
- 520 |
- 19 |
Likely to sell faster than
Zillow last checked: 7 hours ago
Listing updated: July 18, 2025 at 04:11pm
Listing by:
Compass Greater NY, LLC 914-725-7737,
Lauren Hurwitz 516-729-3609,
Seth L. Keslow 917-626-9568,
Compass Greater NY, LLC
Source: OneKey® MLS,MLS#: 879263

Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Forced Air
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Freezer, Gas Range, Refrigerator, Stainless Steel Appliance(s), Washer
- Laundry: Washer/Dryer Hookup, Laundry Room
Features
- First Floor Bedroom, Ceiling Fan(s), Chandelier, Double Vanity, Eat-in Kitchen, Entrance Foyer, His and Hers Closets, Marble Counters, Open Floorplan, Open Kitchen, Primary Bathroom, Quartz/Quartzite Counters, Recessed Lighting, Sauna, Soaking Tub
- Basement: Finished
- Attic: Crawl
- Number of fireplaces: 1
Interior area
- Total structure area: 4,228
- Total interior livable area: 3,211 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage, Heated Garage, Storage
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Three Or More
- Patio & porch: Deck, Patio
Lot
- Size: 0.32 Acres
Details
- Parcel number: 1000000007026570000041
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence, Residential
Materials
- HardiPlank Type
Condition
- Year built: 1958
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected
Community & HOA
Community
- Features: Other, Playground
HOA
- Has HOA: No
Location
- Region: New Rochelle
Financial & listing details
- Price per square foot: $452/sqft
- Tax assessed value: $19,600
- Annual tax amount: $26,424
- Date on market: 7/7/2025
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
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