57 Winding Way

West Orange, NJ 07052

$950,000
Price
4
Beds
3,400 Sq. Ft.
$279 / Sq. Ft.
3,400
Sq. Ft.
$279
per Sq. Ft.
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a bathroom with a toilet sink and shower
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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...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!
  1. Listed by TANG HO • KELLER WILLIAMS PROSPERITY REALTY

Property Details for 57 Winding Way

Style
Colonial
Directions
Gregory Ave to Winding Way
Days On Market
149
Pets Allowed
Yes
Primary Style
Colonial
LISTING UPDATED: 12/12/2025 12:39 PM

Property Details for 57 Winding Way

StatusActive
MLS #3976038
Days on Market171
Taxes$27,560 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1937
Lot Size0.33 AC / 14,374 SF
CountyEssex County

Location

Listing Courtesy of KELLER WILLIAMS PROSPERITY REALTY, TANG HO
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Building Information for 57 Winding Way

Stories-Year Built1937Building Size-Lot Size0.33 AC / 14,374 SF

Payment Calculator

$6,927 per month

30 year fixed, 6.15% Interest

Principal and Interest

$4,630

Property Taxes

$2,297

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 57 Winding Way

Summary
Location and General Information
  • Zoning: Residential
  • Address Included: Y
  • Building #: 57
  • Active Days on Market: 145
  • Renovated Year: 2025
  • County #: Essex
  • Town Name: West Orange Twp.
  • Community Living: No
  • Block Identifier: 52
  • Listing Type: Exclusive Right to Sell
  • Color of Building: White
  • Town #: 1622.0
  • Street # Display: 57.0
  • # Parking Spaces: 6
  • County Or Parish: ESSEX
  • Street Name: Winding Way
  • Zip Code: 07052-3821
Taxes and HOA Information
  • Assess Total Tax: *
  • Assess Amt Land Tax: *
  • Assess Amt Bldg Tax: *
  • Block ID Tax: *
  • Acres Tax: *
  • County Code Tax: *
  • County Tax: *
  • Tax Amount: $27,560
  • Street name Tax: *
  • Zip Code Tax: *
  • Street # Tax: *
  • City Code Tax: *
  • City Tax: *
  • Tax Amount Tax: *
  • Assessment Total: 933000.0
  • Tax ID For Property: 1622-00052-0000-00001-0002-
  • Tax Id Tax: *
  • Tax Rate Amount: $5
  • Tax Rate Tax: *
  • Tax Rate Year: 2024
  • Tax Year: 2024
  • Tax Year Tax: *
  • Lot ID Tax: *
  • Lot Size Tax: *
Parking
  • Parking/Driveway Description: 1 Car Width, Blacktop
  • # Garage Spaces: 2
  • Garage Description: Carport-Attached
Virtual Tour
Property
Lot Information
  • Appliances: CarbMDet, CookGas, Dishwshr, Dryer, Refrig, OvnWGas, Washer
  • Approx Sq Ft: 3400.0
  • Lot Description: Level Lot, Wooded Lot
  • Lot Identifier: 1.02
  • Approximate Lot Size: 76X190
  • Total Acres: 0.33
  • Construction Date/Year Built: 1937
  • Construction Date/Year Built Des: Approximate, Renovated
Property and Assessments
  • Assessment Bldg: 592000.0
  • Assessment Land: 341000.0
  • Farm Assessment: No
Utilities
  • Cooling: 2 Units, Central Air
  • Utilities: All Underground, Electric, Gas-Natural
  • Water: Public Water
  • Water Heater: Gas
  • Heating: 1 Unit
  • Fuel Type: Gas-Natural
  • Sewer: Public Sewer
Interior and Exterior Features
Exterior Features
  • Pool: No
  • Exterior Description: Brick
  • Exterior Features: Deck, Patio
Interior Features
  • Interior Features: CODetect, FireExtg, StallTub, WlkInCls, WndwTret
  • Flooring: Laminate, Tile, Wood
  • Roof Description: Slate
  • Basement: Yes
  • Basement Description: Finished-Partially
  • # Baths: 3.1
  • # Full Baths: 3
  • # Half Baths: 1
  • Bedroom 1 Level: Second
  • Bedroom 1 Dim: 18x16
  • Bedroom 2 Level: Second
  • Bedroom 2 Dim: 13x14
  • Bedroom 3 Level: Second
  • Bedroom 3 Dim: 13x9
  • Bedroom 4 Level: Second
  • Bedroom 4 Dim: 16x13
  • # Bedrooms: 4
  • Dining Room Dim: 13x17
  • Easement: Unknown
  • Family Room Dim: 36x25
  • Fireplace Desc: Non-Functional, See Remarks, Wood Burning
  • # Fireplaces: 2
  • Kitchen Dim: 9x22
  • Kitchen Area: Galley Type
  • Kitchen Level: First
  • Living Room Dim: 28x26
  • Dining Room Level: First
  • Family Room Level: Ground
  • Ground Level Rooms: Laundry Room, Rec Room, Utility Room, Walkout
  • Other Room 1 Dim: 12x12
  • Other Room 2 Dim: 37x25
  • Living Room Level: First
  • Level 1 Rooms: Bath(s) Other, Dining Room, Kitchen, Living Room, Office
  • Level 2 Rooms: 4 Or More Bedrooms, Bath Main, Bath(s) Other
  • Master Bedroom Desc: Walk-In Closet
  • # Rooms: 14
  • Other Room 3: Office
  • Other Room 1 Level: First
  • Other Room 4: Rec Room
  • Other Room 2 Level: Ground
  • Other Room 5: Utility Room
Rental
Rental Information
  • Home Warranty: false

Property History for 57 Winding Way

DateEvent & SourcePriceAppreciation
Dec 11, 2025

Listed (Active)

NJMLS #25025360

—
Dec 7, 2025

Under Contract

NJMLS #25025360

—
Nov 19, 2025

Price Change

NJMLS #25025360

$950,000—
Nov 19, 2025

Price Change

GSMLS #3976038

$950,000—
Sep 22, 2025

Price Change

NJMLS #25025360

$999,000—
Sep 22, 2025

Price Change

GSMLS #3976038

$999,000—
Aug 20, 2025

Price Change

NJMLS #25025360

$1,059,000—
Aug 20, 2025

Price Change

GSMLS #3976038

$1,059,000—
Aug 6, 2025

Price Change

NJMLS #25025360

$1,079,000—
Aug 6, 2025

Price Change

GSMLS #3976038

$1,079,000—
Jul 17, 2025

Price Change

GSMLS #3976038

$1,099,000—
Jul 17, 2025

Price Change

GSMLS #3976038

$1,079,000—
Jul 17, 2025

Price Change

GSMLS #3976038

$1,059,000—
Jul 17, 2025

Price Change

GSMLS #3976038

$999,000—
Jul 17, 2025

Listed (Active)

GSMLS #3976038

$950,000—
Jul 16, 2025

Listed (Active)

NJMLS #25025360

$1,099,000—
Apr 24, 2025

Sold (Public Record)

Public Record #1558542821

$858,000

+2.2% / yr

Oct 17, 2003

Sold (Public Record)

Public Record #250163946

$535,000—
DateEvent & SourcePrice
12/11/2025

Listed (Active)

NJMLS #25025360

—
12/07/2025

Under Contract

NJMLS #25025360

—
11/19/2025

Price Change

NJMLS #25025360

$950,000
11/19/2025

Price Change

GSMLS #3976038

$950,000
09/22/2025

Price Change

NJMLS #25025360

$999,000
09/22/2025

Price Change

GSMLS #3976038

$999,000
08/20/2025

Price Change

NJMLS #25025360

$1,059,000
08/20/2025

Price Change

GSMLS #3976038

$1,059,000
08/06/2025

Price Change

NJMLS #25025360

$1,079,000
08/06/2025

Price Change

GSMLS #3976038

$1,079,000
07/17/2025

Price Change

GSMLS #3976038

$1,099,000
07/17/2025

Price Change

GSMLS #3976038

$1,079,000
07/17/2025

Price Change

GSMLS #3976038

$1,059,000
07/17/2025

Price Change

GSMLS #3976038

$999,000
07/17/2025

Listed (Active)

GSMLS #3976038

$950,000
07/16/2025

Listed (Active)

NJMLS #25025360

$1,099,000
04/24/2025

Sold (Public Record)

Public Record #1558542821

$858,000

+2.2% / yr

10/17/2003

Sold (Public Record)

Public Record #250163946

$535,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 57 Winding Way

Taxable ValueLand$341,000Additions$592,000Total$933,000
Tax Record2024$27,561 ($2,297 / month)
Home Facts
Beds0Total Finished SqFt3,198 SqFtAbove Grade Finished SqFt3,198 SqFtStories2Lot Size14,440 SqFtStyleSingle Family ResidenceYear Built1937ZoningR-5CountyESSEXAPN22 00052-0000-00001- 02

Schools near 57 Winding Way

This home is within West Orange Public School District.
Rating
School
Type
Grades
Distance
Edison Middle School
Public - 6
West Orange High School
Public - 9 to 12
Redwood Elementary School
Public - K to 5
Pleasantdale Elementary School
Public - K to 5
Rating
School
Distance
Edison Middle School
Public6

West Orange High School
Public9 to 12

Redwood Elementary School
PublicK to 5

Pleasantdale Elementary School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 57 Winding Way, West Orange, NJ 07052

57 Winding Way is a single family home for sale in West Orange, NJ 07052. This property was listed for sale on July 17, 2025 by KELLER WILLIAMS PROSPERITY REALTY, it's currently listed at $950,000. It has been on the market for a total of 171 days and was last sold on April 24, 2025. This listing's school district is West Orange Public School District. Nearby schools include Edison Middle School, West Orange High School and Redwood Elementary School. 57 Winding Way is a 4-bed, 4-bath, 3,400 sqft single family home built in 1937.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of KELLER WILLIAMS PROSPERITY REALTY, TANG HO

The data relating to the real estate for sale on this website comes in part from the Internet Data Exchange Program of the NJMLS. Real estate listings held by brokerage firms other than (insert office name) aremarked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website. All information deemed reliable but not guaranteed. Last date updated: 01/06/2026 01:46 AM. Source: New Jersey Multiple Listing Service, Inc. © 2026 New Jersey Multiple Listing Service, Inc. All rights. The data relating to the real estate for sale and sold listing information on this website comes from the New Jersey Multiple Listing Service, Inc. Virtual Office Website (VOW) program. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. Sold listings may have been listed and/or sold by a real estate brokerage other than (insert office name). All information deemed reliable but not guaranteed. NLMLS makes no representation or warranty regarding the accuracy of the data. This data and information is protected under federal copyright laws which prohibit the unauthorized copying or alternation of all or any part of copyrighted materials, including certain compilations of data and information. Copyright violators may be subject to severe fines and penalties under federal law. Source: New Jersey Multiple Listing Service Inc. Last date updated: 01/06/2026 01:46 AM © 2026 New Jersey Multiple Listing Service Inc. All rights reserved.