21 Winding Brook Road
New Rochelle, NY 10804
Map
- 5 beds
- 4 baths
- 3,211 sqft
- 13,939 sqft lot
- $451 per sqft
- 1958 build
- – on site
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.
Last checked:
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Checking…
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Last updated Jul 14, 2025
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MLS# 879263 —
The Building
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Year Built:1958
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Basement:true
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Architectural Style:Split Level
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Construction Materials:HardiPlank Type
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Patio And Porch Features:Deck, Patio
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Building Area Units:Square Feet
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Building Area Total:4228
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Building Area Source:Plans
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Laundry Features:Laundry Room
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Attic:Crawl
Interior
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Levels:Three Or More
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Living Area:3211
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Total Rooms:9
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Interior Features:First Floor Bedroom, Ceiling Fan(s), Chandelier, Double Vanity, Eat-in Kitchen, Entrance Foyer, High Ceilings, His and Hers Closets, Marble Counters, Open Floorplan, Open Kitchen, Primary Bathroom, Quartz/Quartzite Counters, Recessed Lighting, Sauna, Soaking Tub, Walk-In Closet(s), Washer/Dryer Hookup, Wet Bar
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Fireplaces Total:1
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Fireplace:true
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Living Area Source:Public Records
Financial & Terms
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Lease Considered:false
The Property
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Lot Size Acres:0.32
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Parcel Number:1000-000-007-02657-000-0041
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Property Type:Residential
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Property Subtype:Single Family Residence
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Lot Size SqFt:13,939 Sqft
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Property Attached:false
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Waterfront:false
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Horse:false
Listing Agent
- Contact info:
- Agent phone:
- (516) 729-3609
- Office phone:
- (914) 725-7737
Taxes
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Tax Year:2025
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Tax Source:Municipality
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Tax Annual Amount:26424
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Included In Taxes:Sewer,Trash
Beds
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Total Bedrooms:5
Baths
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Full Baths:3
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Half Baths:1
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Total Baths:4
The Listing
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Special Listing Conditions:None
Heating & Cooling
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Heating:Forced Air
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Cooling:Central Air
Utilities
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Sewer:Public Sewer
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Utilities:Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected
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Water Source:Public
Appliances
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Appliances:Dishwasher, Dryer, Freezer, Gas Range, Refrigerator, Stainless Steel Appliance(s), Washer
Schools
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High School:New Rochelle High School
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Elementary School:William B Ward Elementary School
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High School District:New Rochelle
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Middle School:Albert Leonard Middle School
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Elementary School District:New Rochelle
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Middle School District:New Rochelle
The Community
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Association:false
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Senior Community:false
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Pool Private:false
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Spa:false
Parking
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Parking Features:Driveway, Garage, Heated Garage, Storage
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Garage:true
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Garage Spaces:2
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Carport:false
Monthly cost estimate
Asking price
$1,450,000
| Expense | Monthly cost |
|---|---|
|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$7,764
|
| Taxes | $2,202 |
| Insurance | $398 |
| Utilities | $418 See report |
| Total | $10,782/mo.* |
| *This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Transit Score®
Provided by WalkScore® Inc.
Transit Score measures a location's access to public transit. It is based on nearby transit routes frequency, type of route (bus, rail, etc.), and distance to the nearest stop on the route. Transit Scores range from 0 (Minimal Transit) to 100 (Rider’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
| Date | Event | Source | Price | % Change |
|---|---|---|---|---|
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7/6/25
Jul 6, 2025
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Listed / Active | ONEKEY | $1,450,000 | |
|
7/4/25
Jul 4, 2025
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Coming Soon | ONEKEY | $1,450,000 |
81% of nearby similar homes sold for over asking price
Similar homes that sold in bidding wars went $201k above asking price on average, but some went as high as $480k over asking price.
