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Asking Price - $1,199,000
Days on Market - 15
21 Winding Way
Upper Gregory
West Orange , NJ 07052
Featured Agent
EveryHome Realtor
Asking Price
$1,199,000
Days on Market
15
Bedrooms
5
Full Baths
4
Partial Baths
2
Acres
0.32
Lot Dimensions
13877 Sqft
Age
20
Heating
Natural Gas
Fireplaces
1
Cooling
Central Air
Water
Public
Sewer
Public
Garages
2
Basement
Full
Taxes (2025)
$25,668
Parking
2 Cars
Additional Details Below
Featured Agent
EveryHome Realtor
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
Living Room
15 x 15 1st Floor
Dining Room
13 x 17 1st Floor
Kitchen
12 x 14 1st Floor
Family Room
21 x 15 1st Floor
Den Room
13 x 11 1st Floor
Other Room 1
13 x 12 2nd Floor
BedRoom 1
16 x 23 2nd Floor
BedRoom 2
11 x 15 2nd Floor
BedRoom 3
19 x 13 2nd Floor
BedRoom 4
13 x 11 2nd Floor
Other Room 2
30 x 24 3rd Floor
Other Room 3
17 x 15 Basement
Location
Driving Directions
Gregory to Winding Way
Listing Details
Property Information
Summary
Architectural Type
•Colonial
Garage(s)
•Attached Garage
Interior Features
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
Exterior Features
Exterior Features
•Curbs, Vinyl Siding
HOA/Condo Information
Community Features
•Billiards Room
Utilities
Cooling
•4+ Units, Central Air
Heating
•4+ Units, Forced Hot Air, Gas-Natural
Additional Utilities
•Electric, Gas In Street, Gas-Natural
Miscellaneous
Lattitude : 40.76719
Longitude : -74.25931
Listed By: Sam Joseph of PROMINENT PROPERTIES SIR
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Notes
Page: © 2026 EveryHome, Realtors, All Rights Reserved.
The data relating to real estate for sale on this website comes in part from the IDX Program of Garden State Multiple Listing Service, L.L.C. Real estate listings held by other brokerage firms are marked as IDX Listing. Information deemed reliable but not guaranteed. Copyright © 2026 Garden State Multiple Listing Service, L.L.C. All rights reserved. Notice: The dissemination of listings on this website does not constitute the consent required by N.J.A.C. 11:5.6.1 (n) for the advertisement of listings exclusively for sale by another broker. Any such consent must be obtained in writing from the listing broker.
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.
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