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. Known for its picturesque tree-lined streets and a warm sense of community, Upper Gregory offers an idyllic suburban lifestyle that appeals to families, professionals, and retirees alike.

The homes for sale in Upper Gregory are a delightful blend of architectural styles, from classic colonials to contemporary designs, catering to diverse tastes and preferences. Each residence boasts spacious interiors, well-maintained yards, and modern amenities, making them perfect for both relaxation and entertaining. With a variety of options available, potential buyers can find homes that fit their needs, whether they are looking for cozy starter homes or expansive properties for larger families.

Upper Gregory is not just about beautiful homes; it’s also about the lifestyle. Residents enjoy easy access to local parks, recreational facilities, and scenic walking trails, making it an ideal spot for outdoor enthusiasts. The subdivision is conveniently located near major highways, providing quick commutes to New York City and other urban centers, while still maintaining a peaceful suburban atmosphere.

Families will appreciate the highly-rated schools in the area, ensuring a quality education for children. Additionally, the vibrant local community features shops, restaurants, and cultural attractions, making Upper Gregory a desirable place to call home.

Explore the homes for sale in Upper Gregory today and discover the perfect blend of comfort, convenience, and community in West Orange Township. Your dream home awaits!

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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