Photo of 21 Winding Way, West Orange NJ
     
21 Winding Way
Upper Gregory
West Orange , NJ 07052
West Orange Township
West Orange Public Schools
Essex County
Asking Price$1,199,000
Bedrooms5
Full Baths4
Partial Baths2
Acres0.32
Lot Dimensions13877 Sqft
Age20
HeatingNatural Gas
Fireplaces1
CoolingCentral Air
WaterPublic
SewerPublic
Garages2
BasementFull
Taxes (2025)$25,668
Parking2 Cars

Description
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.

Room Sizes

Location


Driving Directions
Gregory to Winding Way

Details
Architectural Type - Colonial
Garage(s) - Attached Garage
Parking - 2 Car Width
Flooring - Tile, Wood
Basement - Finished, French Drain, Full, Additional Bath,Exercise,GameRoom,Rec Room,Sitting Room
Fireplace(s) - Family Room, Gas Fireplace
Interior Features - Wet Bar,Jacuzzi Bath,Smoke Detector,Stall Shower,Walk in Closets
Appliances - Carbon Monoxide Detector, Cooktop - Gas, Dryer, Washer
Rooms List - Master Bedroom: Full Bath, Walk-In Closet
Kitchen: Center Island, Eat-In Kitchen
1st Floor Rooms: Breakfast Room, Den, Dining Room, Family Room, Foyer, Kitchen, Living Room, Pantry, Powder Room
2nd Floor Rooms: 4 Or More Bedrooms, Bath Main, Bath(s) Laundry Room
3rd Floor Rooms: Office, Powder Room, Storage Room

Roofing - Asphalt Shingle
Lot Features - Flag Lot
Exterior Features - Curbs, Vinyl Siding
Community Features - Billiards Room
Cooling - 4+ Units, Central Air
Heating - 4+ Units, Forced Hot Air, Gas-Natural
Hot Water - Gas
Sewer - Public Sewer
Water - Public Water
Additional Utilities - Electric, Gas In Street, Gas-Natural

Notes
Page: © 2026 EveryHome, Realtors, All Rights Reserved.
Data: © 2026 TREND, All Rights Reserved.
Information Deemed Reliable But Not Guaranteed.
The data relating to real estate for sale on this website appears in part through the TREND Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which EveryHome participates, and is provided by TREND through a licensing agreement.
Presentation: © 2026 EveryHome, Realtors, All Rights Reserved. EveryHome is licensed by the New Jersey Real Estate Commission - License 0901599
Real estate listings held by brokerage firms other than EveryHome are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.
Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. For information on those properties withheld from the internet, please call 215-699-5555

Assessment : 977100
Latitude : 40.76719
Longitude : -74.25931
EveryHome Number : 030002-52026
Listing Courtesy PROMINENT PROPERTIES SIR
Zoning Designation