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.
Under contract
$1,199,000
21 Winding Way, West Orange Twp., NJ 07052
5beds
--sqft
Single Family Residence
Built in 2006
0.32 Acres Lot
$1,408,900 Zestimate®
$--/sqft
$-- HOA
What's special
High ceilingsAdditional dishwasherExtraordinary finished basementHome theatre setupGenerous closet spaceExtended wi-fi wiring throughoutRecreation room
- 44 days |
- 895 |
- 47 |
Zillow last checked:
Listing updated:
Listed by:
Sam Joseph 917-359-8990,
Prominent Properties Sir,
James Macdonald
Source: GSMLS,MLS#: 4030002
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Primary bedroom
- Description: Full Bath, Walk-In Closet
Bedroom 1
- Level: Second
- Area: 368
- Dimensions: 16 x 23
Bedroom 2
- Level: Second
- Area: 165
- Dimensions: 11 x 15
Bedroom 3
- Level: Second
- Area: 247
- Dimensions: 19 x 13
Bedroom 4
- Level: Second
- Area: 143
- Dimensions: 13 x 11
Dining room
- Level: First
- Area: 221
- Dimensions: 13 x 17
Family room
- Level: First
- Area: 315
- Dimensions: 21 x 15
Kitchen
- Features: Kitchen Island, Eat-in Kitchen
- Level: First
- Area: 168
- Dimensions: 12 x 14
Living room
- Level: First
- Area: 225
- Dimensions: 15 x 15
Basement
- Features: BathOthr, Exercise, GameRoom, RecRoom, SittngRm
Heating
- 4+ Units, Forced Air, Natural Gas
Cooling
- 4+ Units, Central Air
Appliances
- Included: Carbon Monoxide Detector, Gas Cooktop, Dryer, Washer, Gas Water Heater
- Laundry: Level 2
Features
- Bedroom, Office, Exercise Room, Game Room
- Flooring: Tile, Wood
- Basement: Yes,Finished,French Drain,Full
- Number of fireplaces: 1
- Fireplace features: Family Room, Gas
Property
Parking
- Total spaces: 4
- Parking features: 2 Car Width, Attached Garage
- Attached garage spaces: 2
- Uncovered spaces: 4
Features
- Exterior features: Curbs
Lot
- Size: 0.32 Acres
- Dimensions: 13877 SQ. FT
- Features: Flag Lot
Details
- Parcel number: 1622000490000000120002
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Roof: Asphalt Shingle
Condition
- Year built: 2006
- Major remodel year: 2025
Utilities & green energy
- Gas: Gas In Street, Gas-Natural
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Gas In Street, Natural Gas Connected
Community & HOA
Community
- Features: Billiards Room
- Security: Carbon Monoxide Detector
- Subdivision: Upper Gregory
Location
- Region: West Orange
Financial & listing details
- Tax assessed value: $977,100
- Annual tax amount: $25,668
- Date on market: 5/28/2026
- Exclusions: window dressings and wall mounted TV's
- Ownership type: Fee Simple
- Electric utility on property: Yes
Estimated market value
$1,408,900
$1.34M - $1.48M
$6,477/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/2/2026 | Pending sale | $1,199,000 |
Source: | ||
| 5/26/2026 | Listed for sale | $1,199,000-14.3% |
Source: | ||
| 5/20/2026 | Listing removed | $1,399,000 |
Source: | ||
| 5/4/2026 | Listed for sale | $1,399,000+55.4% |
Source: | ||
| 10/5/2023 | Sold | $900,000+11.2% |
Source: | ||
| 8/19/2023 | Pending sale | $809,000 |
Source: | ||
| 7/27/2023 | Listed for sale | $809,000-17% |
Source: | ||
| 7/1/2023 | Listing removed | -- |
Source: | ||
| 5/4/2023 | Listed for sale | $974,990 |
Source: | ||
| 4/25/2023 | Listing removed | -- |
Source: | ||
| 4/12/2023 | Pending sale | $974,990 |
Source: | ||
| 4/10/2023 | Listing removed | -- |
Source: | ||
| 3/23/2023 | Listed for sale | $974,990 |
Source: | ||
| 3/16/2023 | Listing removed | -- |
Source: | ||
| 3/10/2023 | Pending sale | $974,990 |
Source: | ||
| 1/26/2023 | Listed for sale | $974,990+22% |
Source: | ||
| 10/1/2022 | Listing removed | -- |
Source: | ||
| 9/13/2022 | Listed for sale | $799,000 |
Source: | ||
| 9/2/2022 | Listing removed | -- |
Source: | ||
| 8/31/2022 | Listed for sale | $799,000 |
Source: | ||
| 8/16/2022 | Listing removed | -- |
Source: | ||
| 8/11/2022 | Listed for sale | $799,000-8.8% |
Source: | ||
| 8/3/2022 | Listing removed | -- |
Source: | ||
| 7/20/2022 | Listed for sale | $875,888+94.9% |
Source: | ||
| 7/10/2022 | Listing removed | -- |
Source: | ||
| 4/1/2019 | Sold | $449,500-47.4% |
Source: | ||
| 9/6/2005 | Sold | $855,000 |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $25,668 -24.9% | $977,100 +33.9% |
| 2024 | $34,184 +5.6% | $729,800 |
| 2023 | $32,381 +1.9% | $729,800 |
| 2022 | $31,775 +1.6% | $729,800 |
| 2021 | $31,265 +3% | $729,800 |
| 2020 | $30,367 +3% | $729,800 |
| 2019 | $29,469 | $729,800 |
| 2018 | $29,469 +3.8% | $729,800 |
| 2017 | $28,389 +1.9% | $729,800 |
| 2016 | $27,856 +2% | $729,800 |
| 2015 | $27,309 +2.6% | $729,800 |
| 2014 | $26,623 +2.9% | $729,800 |
| 2013 | $25,864 +1.8% | $729,800 |
| 2012 | $25,404 +5.3% | $729,800 |
| 2011 | $24,122 +3.5% | $729,800 +292.8% |
| 2010 | $23,312 +3.5% | $185,800 |
| 2009 | $22,530 -3.9% | $185,800 |
| 2008 | $23,441 +7.5% | $185,800 |
| 2007 | $21,815 | $185,800 -9.7% |
| 2006 | -- | $205,800 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 07052
Getting around
49 / 100
Car-DependentNearby schools
GreatSchools rating
- 8/10Gregory Elementary SchoolGrades: K-5Distance: 0.1 mi
- 6/10Roosevelt Middle SchoolGrades: 7-8Distance: 0.3 mi
- 6/10West Orange High SchoolGrades: 9-12Distance: 2.6 mi
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- New Jersey
- Essex County
- West Orange
- 07052
- 21 Winding Way




