Upper Gregory Homes for Sale

Upper Gregory Homes for Sale

Welcome to Upper Gregory, a charming subdivision nestled in the heart of West Orange Township, Essex County, New Jersey. This picturesque community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, young professionals, and retirees alike. With its tree-lined streets and welcoming atmosphere, Upper Gregory is a neighborhood where neighbors become friends, and community spirit thrives.

The homes for sale in Upper Gregory boast a variety of architectural styles, each exuding character and charm. From classic colonials to modern designs, there’s something for everyone in this sought-after enclave. Many properties feature spacious yards, perfect for outdoor gatherings and playtime with the kids, while others come equipped with contemporary amenities that cater to today’s lifestyle. Whether you’re looking for a cozy starter home or a more expansive residence, Upper Gregory has options to suit your needs and budget.

Residents of Upper Gregory enjoy easy access to local parks, shopping centers, and top-rated schools, making it a family-friendly choice. The area is also conveniently located near major highways and public transportation, providing a seamless commute to nearby cities and attractions.

With a vibrant community and a variety of homes for sale, Upper Gregory is not just a place to live; it’s a place to thrive. Come explore this delightful neighborhood and discover your dream home today!

Newest Upper Gregory Homes for Sale

$775,000
4 Beds 2.1 Baths 4050383 MLS
Cherished and thoughtfully maintained by the same owners since 1986, 11 Winding Way is a wonderful home in West Orange's beloved Upper Gregory neighborhood. This home offers a beautiful blend of architectural pedigree and gracious, light-filled living. The spacious living room is anchored by a stone fireplace and has elegant leaded windows, charming built-ins and high ceilings that reflect the home's original character. Sunlight drenches each room in warmth and creates an ever-changing interplay of light and space. Handsome hardwood floors flow throughout the first level, where the updated kitchen offers both style and function. On the second level, a gracious landing leads to three well-proportioned bedrooms, including a serene primary suite with en suite bath and three closets. Bedroom 2 offers generous proportions, while bedroom 3 enjoys the added charm of access to a private balcony. A hall ba with tub/shower and a linen closet complete this level. The third flr provides a versatile fourth bdrm, ideally suited as a home office or guest retreat, along with two dedicated storage areas. The unfinished basement is clean, dry, and full of potential as additional recreation space. Outside, a level yard and inviting patio create an effortless setting for entertaining or quiet evenings al fresco. Last but not least is the terrific location- just 1 block from Gregory Elem, a half mile from Roosevelt middle school, jitney stop nearby and 2 mi from SO train station. Welcome Home!

11 Winding Way, West Orange Twp.

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