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
- 94 days
- 132
- 1
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
$6,101/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/2/2026 | Pending sale | $1,199,000 |
Source:  NJMLS #26019164 Report a problem | ||
| 5/26/2026 | Listed for sale | $1,199,000-14.3% |
Source: NJMLS #26019164 Report a problem | ||
| 5/20/2026 | Listing removed | $1,399,000 |
Source: NJMLS #26014458 Report a problem | ||
| 5/4/2026 | Listed for sale | $1,399,000+55.4% |
Source: NJMLS #26014458 Report a problem | ||
| 10/5/2023 | Sold | $900,000+11.2% |
Source:  GSMLS #3856487 Report a problem | ||
| 8/19/2023 | Pending sale | $809,000 |
Source: NJMLS #23023251 Report a problem | ||
| 7/27/2023 | Listed for sale | $809,000-17% |
Source: GSMLS #3856487 Report a problem | ||
| 7/1/2023 | Listing removed | -- |
Source: GSMLS #3841638 Report a problem | ||
| 5/4/2023 | Listed for sale | $974,990 |
Source: GSMLS #3841638 Report a problem | ||
| 4/25/2023 | Listing removed | -- |
Source: GSMLS #3825942 Report a problem | ||
| 4/12/2023 | Pending sale | $974,990 |
Source: GSMLS #3825942 Report a problem | ||
| 4/10/2023 | Listing removed | -- |
Source: GSMLS #3825942 Report a problem | ||
| 3/23/2023 | Listed for sale | $974,990 |
Source: GSMLS #3825942 Report a problem | ||
| 3/16/2023 | Listing removed | -- |
Source: GSMLS #3825942 Report a problem | ||
| 3/10/2023 | Pending sale | $974,990 |
Source: GSMLS #3825942 Report a problem | ||
| 1/26/2023 | Listed for sale | $974,990+22% |
Source: GSMLS #3825942 Report a problem | ||
| 10/1/2022 | Listing removed | -- |
Source: GSMLS #3800810 Report a problem | ||
| 9/13/2022 | Listed for sale | $799,000 |
Source: GSMLS #3800810 Report a problem | ||
| 9/2/2022 | Listing removed | -- |
Source: GSMLS #3800810 Report a problem | ||
| 8/31/2022 | Listed for sale | $799,000 |
Source: GSMLS #3800810 Report a problem | ||
| 8/16/2022 | Listing removed | -- |
Source: GSMLS #3800810 Report a problem | ||
| 8/11/2022 | Listed for sale | $799,000-8.8% |
Source: GSMLS #3800810 Report a problem | ||
| 8/3/2022 | Listing removed | -- |
Source: GSMLS #3778440 Report a problem | ||
| 7/20/2022 | Listed for sale | $875,888+94.9% |
Source: GSMLS #3778440 Report a problem | ||
| 7/10/2022 | Listing removed | -- |
Source: GSMLS #3778440 Report a problem | ||
| 4/1/2019 | Sold | $449,500-47.4% |
Source: GSMLS #3510229 Report a problem | ||
| 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
Payment breakdown
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Neighborhood: 07052
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