57 Winding Way
West Orange, NJ, 07052 $ 950,000
Bedrooms4 Baths3.1 Sq 3,400 Monthly Estimate*
$ 5,927
for $950,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,400 square foot home was built in 1937 on a lot size of 0.33.
Welcome to 57 Winding Way, a timeless 4-bedroom, 3.5-bath brick Colonial with over 3,300 sq. ft. of living space, plus a finished basement with walk-out access to a tree-lined backyard. Located on a 0.33-acre lot in the desirable Gregory section of West Orange, just 17 miles from Manhattan, this home offers classic charm, generous space, and a peaceful setting near top-rated schools and NYC transit.Inside, you'll find original hardwood floors, custom built-ins, and a stone fireplace anchoring the spacious living room. The main level features a dining room, bright breakfast nook, half bath, laundry room, and galley kitchen with stainless steel appliances and wooded views. A flexible-use bonus room and full bath complete the floor.Upstairs, four bedrooms include a large primary suite with fireplace, built-ins, and private bath. The finished basement offers a 36' x 25' rec room with sliders to the yard and a spacious utility/workshop area.Additional highlights include a carport, screened-in porch, and mid-century character throughout. Close to South Mountain Reservation, and minutes to South Orange, Maplewood, and Montclair. A rare opportunity in a sought-after neighborhood!
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FeaturesInteriorInterior Amenities CODetect FireExtg StallTub WlkInCls WndwTret
Basement Finished-Partially
Flooring Laminate Tile Wood
Total Fireplaces 2
Fireplace Features Non-Functional See Remarks Wood Burning
Other Room 1 Level First
Kitchen Level First
Living Room Level First
Dining Room Level First
Other Room 2 Level Ground
Family Room Level Ground
Fuel Type Gas-Natural
Half Baths 1
Total Bedrooms 4
Kitchen Dimensions 9x22
Kitchen Features Galley Type
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GeneralSewer Public Sewer
Heating 1 Unit
Cooling 2 Units Central Air
Utilities All Underground Electric Gas-Natural
Possession Closing
Roof Slate
Appliances Carbon Monoxide Detector Cooktop - Gas Dishwasher Dryer Refrigerator Wall Oven(s) - Gas Washer
Water Heater Gas
Zoning Residential
Garage Spaces 2
Architectural Style Colonial
Pets Allowed Yes
Year Built 1937
Garage Carport-Attached
Township West Orange Twp.
Tax Year 2024
Ownership Fee Simple
County Essex
Possible Use Home-Office
Total Rooms 14
Full Baths 3
Status Active
Directions Gregory Ave to Winding Way
Open Parking Spaces 6
Tax Annual Amount 27560
Home Warranty Y/N No
Drive 1 Car Width Blacktop
Standard Status Active
Tax Assessed Value 933000
Town # 1622
Tax Lot 1.02
Primary Style Colonial
Sub Property Type Single Family
Community Living No
Farm Assessment No
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ExteriorExterior Amenities Deck Patio
Pool No
Lot Features Level Lot Wooded Lot
Water Source Public Water
Exterior Description Brick
Lot Dimensions 76X190
Lot Size Acres 0.33
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* Excluded FeaturesList ByKeller Williams Prosperity RealtyBroker
Affordability Calculator
- Monthly Principal & Interest
- $5,927
- Monthly Property Taxes
- $2,297
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in West Orange, NJ
Average List Price $796,708
Percent of Sale Price 16%
About West Orange, NJ 47,303 Population
6% Since 2002
$ 93,823 Median Income
42.3 Median Age
31% Households with Children
Trends Information provided by ATTOM Data Solutions.
291163 Elementary School
291353 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 11/19/2025 | $950,000 | -4.90% | Price Down |
| 9/22/2025 | $999,000 | -5.67% | Price Down |
| 8/20/2025 | $1,059,000 | -1.85% | Price Down |
| 8/6/2025 | $1,079,000 | -1.82% | Price Down |
| 7/17/2025 | $1,099,000 | | Listed Price |