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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.
| DAYS ON MARKET | 20 | LAST UPDATED | 7/19/2025 |
|---|---|---|---|
| YEAR BUILT | 1958 | GARAGE SPACES | 2.0 |
| COUNTY | Westchester | STATUS | Pending |
| PROPERTY TYPE(S) | Single Family |
| Elementary School | William B Ward Elementary School |
|---|---|
| Jr. High School | Albert Leonard Middle School |
| High School | New Rochelle High School |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Dryer, Freezer, Gas Range, Refrigerator, Stainless Steel Appliance(s), Washer |
| BASEMENT | Finished |
| CONSTRUCTION | HardiPlank Type |
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | Forced Air |
| INTERIOR | Ceiling Fan(s), Chandelier, Double Vanity, Eat-in Kitchen, Entrance Foyer, High Ceilings, His and Hers Closets, Open Floorplan, Recessed Lighting, Sauna, Soaking Tub, Walk-In Closet(s), Wet Bar |
| LOT | 0.32 acre(s) |
| PARKING | Driveway, Garage, Heated Garage, Storage |
| SEWER | Public Sewer |
| STORIES | 3+ |
| STYLE | Split Level |
| TAXES | 26424 |
| UTILITIES | Natural Gas Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listed with Compass Greater NY, LLC
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Date Last Updated: 7/21/25 10:47 PM PDT
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