12 Rollingwood Drive, New City, NY 10956 - Luxury Fire Island Homes

$3,499,999

THE ROLLINGWOOD RETREAT — An entertainer's dream set on 1.84 private acres off a coveted cul-de-sac, where scale, privacy and design come together in perfect harmony. Arrive through a stately circular driveway and step inside custom iron double doors into a dramatic, light-filled foyer that immediately sets the tone.… Read More Completely renovated in 2023, the home offers a refined yet welcoming atmosphere designed for both grand entertaining and effortless everyday living. The main level unfolds with an elegant, open flow, where a stunning living room anchored by a floor-to-ceiling marble fireplace and statement chandelier creates a warm, hotel-like ambiance. The chef's kitchen is both sophisticated and functional, featuring marble surfaces, custom cabinetry, a statement island and premium Wolf appliances, all seamlessly connecting to the dining spaces—ideal for everything from intimate dinners to large-scale gatherings. A first-floor bedroom and full bath provide the perfect setup for guests or extended stays. Upstairs, a beautifully designed second level offers four spacious guest bedrooms with Jack & Jill baths, along with a private study/lounge complete with a stone fireplace and custom millwork. The primary suite is a true retreat, featuring dual walk-in closets, two private balconies and a spa-inspired marble bath with soaring ceilings, double vanities, a soaking tub and glass-enclosed steam shower—creating a serene escape within the home. The finished lower level expands the living space to an impressive 8,700+ square feet, offering exceptional flexibility with a full summer kitchen, expansive living areas, additional bedrooms, and full baths—ideal for extended family, guests, or a private in-law suite, bringing the total potential bedroom count to nine. Beyond the walls of the home lies the true showpiece: a fully realized outdoor resort designed for unforgettable moments. Enjoy a heated in-ground pool, hot tub, built-in grill, expansive stone patios, basketball court, playground, and multiple lounge areas—each space thoughtfully designed for relaxation and entertaining at any scale. Just 45 minutes from Manhattan and moments from parks, country clubs, and local amenities, 12 Rollingwood Drive offers a rare opportunity to live a true resort lifestyle—where every weekend feels like a getaway and every gathering becomes unforgettable. Read Less

Listing Courtesy of Corcoran Baer & McIntosh, 845-358-9440.

Listing Snapshot

Days Online

Last Updated

Jun 21, 2026

Property Type

Single Family Residence

Beds

Full Baths

Partial Baths

Square Ft.

6,511

Year Built

1973

Property Tax

$37,497

MLS Number

962772

Additional Details

Appliances & Equipment

Description: "Cooktop", "Dishwasher", "Dryer", "Microwave", "Refrigerator", "Stainless Steel Appliance(s)", "Washer", "Gas Water Heater"

Basement

Description: "Finished", "Full", "See Remarks"

Building

Area: 6511, Architecture: "Colonial", Building Area: 8711, Construction Materials: "Advanced Framing Technique", "Brick", Year Built: 1973, Effective Year built: 2023

Cooling

Details: "Central Air"

Exterior Features

Features: "Balcony", "Basketball Court", "Basketball Hoop", "Fire Pit", "Garden", "Gas Grill", "Mailbox", "Playground", Patio Features: "Patio"

Fireplaces

Total Fireplaces: 4

Floors

Flooring: "Hardwood"

Garage

Garage Spaces: 2

Heating

Heating: "Baseboard", "Natural Gas"

Laundry

Description: "Laundry Room"

Lot

Features: "Back Yard", "Cul-De-Sac", "Landscaped", "Level", "Near Golf Course", "Private", "Secluded", "Views", Acres: 1.84

Pool

Features: "In Ground", "Outdoor Pool", Private Pool

Utilities

Sewer: "Public Sewer", Water Source: "Public", Utilities: "Electricity Connected", "Natural Gas Connected", "Sewer Connected", "Water Connected"

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