$2,400,000
8 Bed • 6.5 Bath • 5,058 Sq. Ft.
2 Roberts Road #202
Monsey, NY 10952
Listed with Rodeo Realty Inc
$3,320,000
Est. $19,678/moNew City, NY 10956 · Rockland County
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THE ROLLINGWOOD RETREAT — Where everyday living feels like a five-star escape. Set on 1.84 lush, private acres at the end of a coveted cul-de-sac, this extraordinary 8,700+ sq. ft. estate brings together grand scale, sophisticated design and a true resort lifestyle—just 45 minutes from Manhattan. A stately circular driveway creates an impressive arrival, leading to custom iron double doors and a dramatic marble foyer that immediately sets the tone. Completely renovated in 2023 with exceptional attention to detail, the home is elegant yet inviting, designed equally for unforgettable entertaining and effortless everyday living. The main level unfolds with a beautiful open flow. A striking living room is anchored by a floor-to-ceiling marble fireplace, while the expansive family room is wrapped in windows, filling the space with natural light beneath three statement crystal chandeliers. At the heart of the home, the chef's kitchen pairs classic white cabinetry and marble surfaces with an oversized wood center island, premium Wolf appliances, paneled refrigeration, wine storage and a generous pantry. Multiple dining spaces make intimate dinners, holidays and large-scale gatherings equally at home here. A private first-floor guest suite with its own entrance adds exceptional flexibility for family or guests. An impressive staircase leads upstairs to a warm and beautifully appointed lounge with a stone fireplace, wood detailing and rich flooring. Four generously sized bedrooms and two full baths accompany an exceptional primary suite designed as its own private retreat. The suite features two walk-in closets, a fireplace and three private balconies, including one overlooking the backyard. Its spa-inspired marble bath is a showpiece, with soaring cathedral ceilings, double vanities, a freestanding jetted tub and glass-enclosed shower. The finished walkout lower level takes the home's versatility even further, with a second kitchen, a family and dining areas, four additional rooms and three full baths—an incredible setup for extended family, guests, recreation or private living quarters. But the experience of Rollingwood may be best understood outside. Beyond the walls, 1.84 acres of beautifully landscaped, park-like grounds become your own private resort. Spend summer days beside the heated in-ground pool, unwind in the outdoor hot tub, host dinner from the built-in grill, or gather around the outdoor fireplace as the evening settles in. Expansive stone patios create multiple areas for lounging and entertaining, while a basketball court and playground complete a property designed to be enjoyed by every generation. This is the kind of home where weekends feel like vacations, summers are spent poolside, holidays have room for everyone, and entertaining can be as intimate or as grand as you imagine. 12 Rollingwood Drive is more than an exceptional home—it's a lifestyle rarely available in one property: privacy, space, luxury and your own resort, all without leaving home.
As reported by the listing office; verify enrollment with the district.
Listed with Real Broker NY LLC · Yehudit Stern · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 17, 2026, 7:08 PM ET. ©2026 One Key MLS.
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Market Insights
Current Listings
New in the last 30 days
25
Sep 2026
Average Price
Active listings
$1,078,390
Sep 2026
Average Days on Market
Active listings
101 days
Sep 2026
Computed from 145 active OneKey MLS listings in New City, NY.
$2,400,000
8 Bed • 6.5 Bath • 5,058 Sq. Ft.
2 Roberts Road #202
Monsey, NY 10952
Listed with Rodeo Realty Inc
$3,500,000
9 Bed • 7 Bath • 5,500 Sq. Ft.
33 Morris Road
Spring Valley, NY 10977
Listed with Keller Williams Hudson Valley
$4,000,000
3 Bed • 1 Bath • 1,272 Sq. Ft.
2 Rita Avenue
Monsey, NY 10952
Listed with HomeCoin.com