Rolling Hill Real Estate

Rolling Hill Real Estate

Welcome to Rolling Hill, an enchanting subdivision nestled in the picturesque Chatham Township of Morris County, NJ. This charming community is synonymous with tranquility and elegance, offering a perfect blend of suburban comfort and natural beauty.

Rolling Hill boasts an array of beautifully designed homes, each with unique architectural styles that harmoniously blend with the lush landscape. Residents enjoy spacious lots, manicured lawns, and a sense of privacy that enhances the serene atmosphere of the neighborhood. The tree-lined streets provide a perfect backdrop for leisurely strolls, morning jogs, or bike rides, making it an ideal place for families and outdoor enthusiasts alike.

The location of Rolling Hill is second to none, with its proximity to Chatham’s vibrant downtown area. Here, you’ll find an assortment of delightful shops, gourmet restaurants, and cozy cafés, all contributing to the community's warm, inviting charm. Additionally, the area is known for its highly-rated schools, making it a top choice for families seeking quality education for their children.

For those who appreciate the great outdoors, Rolling Hill is conveniently located near several parks and recreational facilities, offering ample opportunities for hiking, picnicking, and enjoying nature. Commuters will also appreciate the easy access to major highways and public transportation, providing a seamless connection to New York City and beyond.

In Rolling Hill, you’re not just purchasing a home; you’re investing in a lifestyle. Experience the warmth and community spirit that make this subdivision a hidden gem in Chatham Township. Come and discover your dream home in Rolling Hill today!

Newest Listings in Rolling Hill

$2,499,000
5 Beds 4.1 Baths 4050597 MLS
Situated on a near half-acre, level corner lot in the sought-after Rolling Hill neighborhood of Chatham Township, this spectacular custom home was built from the foundation up in 2015 with exceptional craftsmanship and thoughtful design. A grand 20 ft tall, two-story foyer welcomes you into the home, where exquisite moldings and elegant finishes set the tone throughout. The main level features a Formal Living Rm & Formal Dining Rm, Butler's Pantry and a private Office with fireplace. A stunning 52 foot long chef's Kitchen features a massive 12-foot center island with seating, abundant prep space, and a large walk-in pantry. A Mudroom and Powder Rm are adjacent to the Kitchen. The Family Rm is truly exceptional with a fireplace flanked by Double French doors opening to an expansive deck spanning the length of the home. The outdoor living space offers areas for dining and lounging beside a beautiful stone fireplace while enjoying breathtaking views of Fairmount Country Club. Upstairs, you'll find five spacious Bedrooms, including a magnificent Primary Suite with 15 ft ceilings, fireplace, an oversized walk-in closet, and a luxurious spa-inspired bath. There is also a convenient 2nd floor Laundry Rm. The finished lower level offers a Rec Rm/Game Rm with fireplace, Leisure Rm/Gym, & Full Bath. A 2nd Mud Room leads to a 2-car Garage. This remarkable home combines timeless elegance, modern luxury and an exceptional location --This is an opportunity not to be missed!

332 Southern Boulevard, Chatham Twp.

$3,299,000
7 Beds 7.2 Baths 4020874 MLS
Experience the pinnacle of luxury living in this newer 7 bed/7FB/2HB masterpiece. Perfectly nestled in highly desirable Rolling Hill section, this extraordinary residence offers an unmatched blend of elegance, modernization & comfort. Every detail of the four-level home has been thoughtfully curated, from the flexible, open-concept floor plan to exquisite craftsmanship throughout. A stunning white chef's kitchen w/ attached breakfast room & butler's pantry anchors the main level, seamlessly flowing into sophisticated living & entertaining spaces. Custom designed gas fireplaces give a refined yet cozy feel to the first floor family room, living room & lower-level family room. A large mudroom off the oversized 3-car garage offers every day convenience. A first floor ensuite bedroom/office offers flexibility. The 2nd floor features five en-suite bedrooms including a jack-n-jill. The primary suite is a private retreat w/ two WIC's & sprawling spa bath.A secluded 3rd level offers additional versatility w/ bonus room, bedroom, & full bath-ideal for guests or extended living. Expansive lower level features wide plank floors, a 2nd family room, fitness area, game room, private bedroom, & full bath. Outdoors, enjoy your own private oasis complete w/ bluestone patio, mature landscaping & plenty of space for gatherings. Additional highlights include striking copper roof over front porch & overhangs, underground sprinkler system, whole-home generator, & indoor/outdoor speaker system.

85 May Dr, Chatham Twp.

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