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Sold for $1,680,000 on 09/09/25
  • $1,680,000

    21 Winding Brook Road, New Rochelle, NY 10804

    5beds
    3,211sqft
    Single Family Residence, Residential
    Built in 1958
    0.32 Acres Lot
    $1,712,000 Zestimate®
    $523/sqft
    $8,037 Estimated rent

    Home value

    $1,712,000

    $1.54M - $1.90M

    $8,037/mo

    Zestimate® history
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    $11,408/mo

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    $11,408/mo

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    What's special

    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.

    Zillow last checked: 8 hours ago

    Listing updated: September 09, 2025 at 10:54am

    Listed by:

    Lauren Hurwitz 516-729-3609,

    Compass Greater NY, LLC 914-725-7737,

    Seth L. Keslow 917-626-9568,

    Compass Greater NY, LLC

    Bought with:

    Ellen Lee, 10401247674

    Houlihan Lawrence Inc.

    Source: OneKey® MLS,MLS#: 879263MLS Logo

    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 & neighborhood

    Community
    • Community features: Other, Playground
    Location
    • Region: New Rochelle

    Other

    Other facts
    • Listing agreement: Exclusive Right To Sell

    Price history

    DateEventPrice
    9/9/2025Sold$1,680,000+15.9%$523/sqft
    Source: OneKey® MLS #879263
    7/18/2025Pending sale$1,450,000$452/sqft
    Source: OneKey® MLS #879263
    7/18/2025Listing removed$1,450,000$452/sqft
    Source: OneKey® MLS #879263
    7/7/2025Listed for sale$1,450,000+107.1%$452/sqft
    Source: OneKey® MLS #879263
    6/9/2009Sold$700,000-4%$218/sqft
    Source: Public Record

    Public tax history

    YearProperty taxesTax assessment
    2023-- $19,600
    2022-- $19,600
    2021-- $19,600

    Find assessor info on the county website

    Neighborhood: Wykagyl

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: William B Ward Elementary School
    • Middle: Albert Leonard Middle School
    • High: New Rochelle High School

    Source: OneKey® MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value

    $1,712,000

    Get a cash offer in 3 minutes

    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.

    Estimated market value

    $1,712,000