57 Winding Way, West Orange Township, NJ 07052 - Photo 1

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$5,700

For Rent
Active
Single Family
4 Beds
3 Full Baths
1 Partial Bath
3,400 Sq. Ft.
2 Car Garage

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Property Description

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!

Full Property Details

Full Property Details for 57 Winding Way

General

Rent: $5,700
Status: Active
Type: Single Family
Source: Garden_State
MLS ID: 3979888
Updated: 11/19/2025
Added to Site: 165 day(s) ago

Rental Information

Lease/Rent Term: 1 Month Advance, 1.5 Month Security, Credit Report, IncmVrfy, TenInsRq
Lease Terms: 1 Year
Rent Includes: Building Insurance
Availability: Immediately, Vacant

Interior

Number of Rooms: 14
2nd Floor/Level 2: 4 Or More Bedrooms, Bath Main, Bath(s) Other
1st Floor/Level 1: Bath(s) Other, Dining Room, Kitchen, Living Room, Office
Interior Features: Carbon Monoxide Detector, 1/2 Bath, Eat-In Kitchen, Galley Type Kitchen, Separate Dining Area
Number of Fireplaces: 2
Fireplace(s): Non-Functional
Appliances: Cooktop - Gas, Dishwasher, Dryer, Microwave, Refrigerator, Wall Oven(s) - Gas, Washer
Furnishings: Unfurnished
Flooring: Laminate, Tile, Wood

Rooms

Bathrooms

Total Bathrooms: 4
Full Bathrooms: 3
Half Bathrooms: 1

Bedrooms

Total Bedrooms: 4
Bedroom 1: 18 x 16, Second
Bedroom 2: 13 x 9, Second
Bedroom 3: 13 x 14, Second

Other Rooms

Living Room: 28 x 26, First
Family Room: 36 x 25, Ground
Kitchen: 9 x 22, First
Dining Room: 13 x 17, First
4th Bedroom: 16 x 13, Second
Office: 12 x 12, First
Rec Room: 37 x 25, Ground

Exterior

Exterior Features: Enclosed Porch(es), Patio

Parking

Garage: Yes
Garage Spaces: 2
Uncovered Spaces: 4
Garage Description: Carport-Attached

Location

County: Essex
Driving Directions: Gregory Ave to Winding Way
Location Details: Residential Area

Heating & Cooling

Cooling Type: 2 Units, Central Air Conditioning
Heating Type: 1 Unit, Forced Hot Air
Water Heater: Gas

Utilities

Sewer: Public Sewer
Water: Public Water
Utility Description: All Underground, Natural Gas

Structural Information

Description/Design: 2 Stories
Basement: Yes
Basement Desc.: Finished, Finished-Partially
Square Feet: 3,400
Year Built: 1937

Lot Features

Lot Size (Acres): 0.33
Lot Size: 76 x 190
Street/Road Desc.: City/Town Street
Driveway/Sidewalk: 1 Car Width
Lot Description: Corner, Level Lot

Financial Considerations

Owner Pays: No Utilities
Tenant Pays: Electric, Gas, Maintenance-Lawn, Sewer, Trash Removal, Water

Disclosures and Reports

APN: 1622-00052-0000-00001-0002-

Listed by Keller Williams Prosperity Realty

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Listing agent

— 57 Winding Way —

Keller Williams Prosperity Realty

973-696-0077

Schools

Schools serving 57 Winding Way

School District:West Orange Town School District

Name	Grades	Distance
West Orange High School 51 Conforti Avenue, West Orange, NJ 07052	9-12	2.6 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price History for 57 Winding Way Get Price Alerts and Save Property

Date

Details

Price

Change

Source

11/19/2025

Price Reduced

$5,700

-1.72%

MLS

10/01/2025

Price Reduced

$5,800

-2.52%

MLS

9/22/2025

Price Reduced

$5,950

-0.83%

MLS

8/06/2025

Listed

$6,000

—

MLS

Get Price Alerts and Save Property

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Prominent Properties Sir

57 Winding Way, West Orange Township, NJ 07052 (MLS# 3979888) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 57 Winding Way is currently listed for rent at $5,700 and was received on August 06, 2025. Want to learn more about 57 Winding Way? Do you have questions about finding other real estate for sale or rent in West Orange Township? You can browse all West Orange Township rentals or contact a Coldwell Banker agent to request more information.

57 Winding Way West Orange Township, NJ 07052