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!
For sale
Price cut: $20K (8/6)
$1,079,000
57 Winding Way, West Orange, NJ 07052
4beds
--sqft
Est.:
Single Family Residence
Built in ----
-- sqft lot
$-- Zestimate®
$--/sqft
$-- HOA
What's special
Galley kitchenTree-lined backyardFinished basementRec roomPrivate bathOriginal hardwood floorsFlexible-use bonus room
- 21 days
- on Zillow |
- 1,364 |
- 57 |
Likely to sell faster than
Zillow last checked: 7 hours ago
Listing updated: August 06, 2025 at 07:37am
Listed by:
Tang Ho 908-494-0877,
Keller Williams Prosperity Realty
Source: NJMLS,MLS#: 25025360

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Natural Gas, Forced Air
Cooling
- Central Air
Features
- Basement: Partially Finished
- Number of fireplaces: 2
- Fireplace features: 2 Fireplaces
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage
- Garage spaces: 2
- Details: Carport
Features
- Patio & porch: Deck / Patio
- Pool features: None
- Has view: Yes
- View description: East
- Waterfront features: None
Lot
- Features: Corner Lot
Details
- Parcel number: 220005200000000102
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick
Community & HOA
Community
- Features: Close/Parks
Location
- Region: West Orange
Financial & listing details
- Tax assessed value: $588,400
- Annual tax amount: $27,560
- Date on market: 7/17/2025
- Ownership: Private
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