This home's estimate is 17.1% higher than the average sale price ($1.48M) of 6 comparable homes.
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- Property details
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21 Winding Brook Rd, New Rochelle, NY 10804
About this home
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.
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Market trends in 10804, NY
Last updated July 2026
Buyer's Market
Seller's Market
Seller's market
- COMING SOON$1,275,0004 beds2.5 baths2,650 sq ft44 Hillside Ln, New Rochelle, NY 10804Listing by Keller Williams NY Realty
- $998,0003 beds2 baths1,488 sq ft7 Overhill Rd, New Rochelle, NY 10804Listing by Berkshire Hathaway HS NY Prop
- 3D WALKTHROUGH$1,195,0004 beds2.5 baths2,664 sq ft45 Rugby Rd, New Rochelle, NY 10804Listing by Howard Hanna Rand Realty
- $419,0001 bed1 bath965 sq ft1270 North Ave Unit 1c, New Rochelle, NY 10804Listing by Douglas Elliman Real Estate
See all
Provided by Redfin
Sale history for 21 Winding Brook Rd
$523/sq ft
$452/sq ft
$452/sq ft
$218/sq ft
$227/sq ft
$227/sq ft
$218/sq ft
$257/sq ft
$273/sq ft
$257/sq ft
$164/sq ft
$185/sq ft
$164/sq ft
** Price available after signing in.
Tax history for 21 Winding Brook Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Parking
- Parking Information
- Carport YN: No
- Parking Features: Driveway, Garage, Heated Garage, Storage
- Garage Information
- Garage Spaces: 2
- Has Garage
Interior
- Fireplace Information
- Has Fireplace
- Fireplaces Total: 1
- Heating & Cooling
- Cooling: Central Air
- Heating: Forced Air
- Interior Features
- 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
- Laundry Features: Laundry Room
- Appliances: Dishwasher, Dryer, Freezer, Gas Range, Refrigerator, Stainless Steel Appliance(s), Washer
- Levels: Three Or More
- Patio And Porch Features: Deck, Patio
- Room Information
- Basement YN: Yes
- Attic: Crawl
- Rooms Total: 9
- Basement: Finished
- Bathroom Information
- Bathrooms Full: 3
- Bathrooms Half: 1
Exterior
- Exterior Features
- Construction Materials: HardiPlank Type
- Waterfront YN: No
- Property Information
- Living Area Source: Public Records
- Living Area (Sq. Ft.): 3211.00
- Building Area Total (Sq. Ft.): 4228.00
- Building Area Source: Plans
- Property Sub Type: Single Family Residence
Financial
- Tax Information
- Tax Year: 2025
- Tax Source: Municipality
- Tax Annual Amount: $26,424
- Financial Information
- Buyer Financing: Conventional
Utilities
- Utility Information
- Sewer: Public Sewer
- Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected
Location
- School Information
- Elementary School: William B Ward Elementary School
- Elementary School District: New Rochelle
- Middle Or Junior School: Albert Leonard Middle School
- Middle Or Junior School District: New Rochelle
- High School: New Rochelle High School
- High School District: New Rochelle
- Location Information
- County Or Parish: Westchester County
- Community Information
- Community Features: Other, Playground
Public facts
- Beds: 5
- Baths: 3.5
- Sq. Ft.: 3,211
- Stories: —
- Lot Size: 0.32 acres
- Style: Single Family Residential
- Year Built: 1958
- Year Renovated: —
- County: Westchester County
- APN: 551000A0000072657000041
Around this home
Schools
Public K-5 • Assigned • 0.5mi
Public 6-8 • Assigned • 0.8mi
Public 9-12 • Assigned • 2.3mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 98° expected this year, 16 days in 30 years
27% chance of strong winds in next 30 years
3 unhealthy days expected this year, 5 days in 30 years
Sun exposure
In this area, properties receive around 8.7 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.
Nearby similar homes
New listings for sale in 10804
Home values near 21 Winding Brook Rd
| Address | Redfin Estimate |
|---|---|
3 Beds | 2.5 Baths | 2047 Sq. Ft. | $1,443,517 |
4 Beds | 2.5 Baths | 3032 Sq. Ft. | $1,374,029 |
| Address | Redfin Estimate |
|---|---|
5 Beds | 3.5 Baths | 3205 Sq. Ft. | $1,489,339 |
4 Beds | 2.5 Baths | 2112 Sq. Ft. | $1,207,513 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 3.5 Baths | 2787 Sq. Ft. | $1,328,451 |
4 Beds | 2.5 Baths | 1840 Sq. Ft. | $1,465,264 |
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