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21 Winding WayWest Orange Twp., NJ 07052

Single Family · 5 Beds · 4 Full Baths · 2 Half Baths
$1,199,000 Active

21 Winding Way Overview

Time on Site:
35 days
Visits:
0

Beautifully updated and exceptionally maintained, this expansive 5-bedroom home in the highly sought-after Upper Gregory Section of West Orange offers luxury living, modern upgrades, and incredible entertaining space. Featuring 4 full baths, 2 half baths, a 2-car attached garage, and oversized driveway with parking for 6+ cars.Highlights include a brand-new 4-zone HVAC system (2024) with independent climate control on every level, new water heater (2024), and a spacious open-concept layout designed for today's lifestyle. The gourmet kitchen flows seamlessly into the family room with gas fireplace and features updated appliances plus a dual-zone wine refrigerator.The extraordinary finished basement showcases high ceilings, full bath, wet bar, recreation room, home theatre setup, surround sound wiring, and additional dishwasher creating the ultimate entertainment level. A stunning finished third-floor suite offers flexible living space ideal for a private office, creative studio, guest retreat, or bonus room with extended Wi-Fi wiring throughout.Additional features include oversized rooms, generous closet space, welcoming front porch, large backyard, and convenient access to parks, top-rated schools, shopping, major highways, and NYC transportation.

Listing provided courtesy of PROMINENT PROPERTIES SIR- MLS# 4030002MLS ProviderContact Information: 917-359-8990
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21 Winding Way Facts & Features

  • Type Single Family

Details

General

Association/HOA

  • Association Amenities: Billiards Room

Building Information

  • Renovated Year: 2025
  • Year Built: 2006

Location/Region

  • County Or Parish: Essex
  • Subdivision Name: Upper Gregory

Building Exterior/Construction

  • Construction Date/Year Built Des: Renovated

Community/Development

  • Community Living: No

Tax Information

  • City Tax: *
  • County Tax: *
  • Tax Amount Tax: *
  • Tax Annual Amount: $25,668.00
  • Tax Assessed Value: *
  • Tax Rate Amount: 2.627
  • Tax Rate Year: 2025
  • Tax Year: 2025

General Information

  • Exclusions: window dressings and wall mounted TV's
  • Primary Style: Colonial
  • Property Sub Type: Single Family
  • Property Type: Residential
  • Senior Community: No

Interior

Building Information

  • Basement Level Rooms: BathOthr,Exercise,GameRoom,RecRoom,SittngRm
  • In-Law Suite: No

Parking Information

  • Garage Spaces: 2

Beds/Baths

  • Bathrooms Full: 4
  • Bathrooms Half: 2
  • Bathrooms Total: 4.20
  • Bedrooms Total: 5
  • Bedroom 1 Dim: 16x23
  • Bedroom 1 Level: Second
  • Bedroom 2 Dim: 11x15
  • Bedroom 2 Level: Second
  • Bedroom 3 Dim: 19x13
  • Bedroom 3 Level: Second
  • Bedroom 4 Level: Second

Building Interior

  • Appliances: Carbon Monoxide Detector, Cooktop - Gas, Dryer, Washer
  • Garage Description: Attached Garage
  • Water Heater: Gas

General Information

  • Accessibility Features: No
  • Cooling: 4+ Units, Central Air
  • Fireplace Features: Family Room, Gas Fireplace
  • Fireplaces Total: 1
  • Flooring: Tile, Wood
  • Heating: 4+ Units, Forced Hot Air
  • Interior Features: BarWet, JacuzTyp, SmokeDet, StallShw, WlkInCls
  • Rooms Total: 17

Room Information

  • Den Dim: 13x11
  • Den Level: First
  • Dining Room Dim: 13x17
  • Dining Room Level: First
  • Family Room Dim: 21x15
  • Family Room Level: First
  • Kitchen Area: Center Island, Eat-In Kitchen
  • Kitchen Dim: 12x14
  • Kitchen Level: First
  • Level 1 Rooms: Breakfast Room, Den, Dining Room, Family Room, Foyer, Kitchen, Living Room, Pantry, Powder Room
  • Level 2 Rooms: 4 Or More Bedrooms, Bath Main, Bath(s) Other, Laundry Room
  • Level 3 Rooms: Office, Powder Room, Storage Room
  • Living Room Dim: 15x15
  • Living Room Level: First
  • Primary Bedroom Desc: Full Bath, Walk-In Closet
  • Other Room 1: Bedroom
  • Other Room 1 Dim: 13x12
  • Other Room 1 Level: Second
  • Other Room 2: Office
  • Other Room 2 Dim: 30x24
  • Other Room 2 Level: Third
  • Other Room 3: Exercise Room
  • Other Room 3 Dim: 17x15
  • Other Room 3 Level: Basement
  • Other Room 4: Game Room
  • Other Room 4 Dim: 17x15
  • Other Room 4 Level: Basement

Exterior

Parking Information

  • Parking Features: 2 Car Width
  • Parking Total: 4

Lot Information

  • Lot Features: Flag Lot
  • Lot Size Area: 13877 SQ. FT
  • Water Source: Public Water

Building Exterior/Construction

  • Architectural Style: Colonial
  • Construction Materials: Vinyl Siding
  • Roof: Asphalt Shingle

General Information

  • Exterior Features: Curbs
  • Pool Private: No
  • Sewer: Public Sewer
  • Utilities: Electric, Gas In Street, Gas-Natural

21 Winding Way Neighborhood

Community

07052 (West Orange Twp.) Demographics

44
Median Age
3,913
Population Density (per sq. mile)
59%
College Educated
$103,956
Estimated Median Income
11,497
Estimated Total Home Owners
5,307
Estimated Total Renters
68% / 32%
Estimated Owner / Renter Divide
3
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

21 Winding Way Monthly Cost

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$
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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

21 Winding Way Market Data

Based on the last 30 days in this zip code

$692,553
Average List Price
$2,725
Average Price per Square Foot
28
Properties Sold
66
Average Days on Market
122
Properties for Sale
Calculations provided by Reliance Network

21 Winding Way History

Date Event Value Agent
5/28/2026Source: Garden State MLS Status Change
Active
5/26/2026Source: Garden State MLS Added to Database
May 26, 2026
10/5/2023Source: Garden State MLS Status Change
Sold
8/19/2023Source: Garden State MLS Status Change
Under Contract
7/26/2023Source: Garden State MLS Added to Database
July 26, 2023