Set on more than 3.7 acres in North Haven, this brand-new estate combines architectural elegance with the relaxed spirit of Hamptons living. Thoughtfully designed to frame open views of Fresh Pond and Sag Harbor Bay, the property offers both a sense of privacy and easy access to the best of the area – just minutes from Sag Harbor Village, beaches, marinas, and waterfront dining. The 8,960 SF residence unfolds across three levels, blending striking scale with comfortable flow. A soaring double-height entry sets the tone, leading to a sunlit great room with walls of glass and a stone fireplace. The chef’s kitchen, outfitted with marble counters, a full butler’s pantry, and high-end appliances, connects seamlessly to indoor and outdoor dining areas through electronic glass doors. The main level also features a junior primary suite with spa-style bath, an additional living room with fireplace, home office or sitting room, laundry, mudroom, and access to the attached two-car garage. Upstairs, the primary suite enjoys sweeping water views, dual walk-in closets, and a resort-like bath with soaking tub and steam shower. A private sitting room or office with full bath extends the suite. Five guest bedrooms, each with en-suite baths and walk-in closets, share the second floor alongside a lounge with wet bar and terrace overlooking the property. The grounds are designed for leisure and entertaining, anchored by a 20′ x 50′ heated saline pool with integrated spa. A separate 320 SF pool house with kitchenette and firepit adds convenience and charm. Expansive rolling lawns, limestone patios, mahogany terraces, and the possibility of adding a tennis or pickleball court make the outdoor spaces as versatile as they are beautiful. Mature landscaping and perimeter hedges ensure peace and privacy. 27 Fresh Pond Road offers the rare combination of cutting-edge design, resort-level amenities, and a coveted North Haven location The main level spans 4,720 SF and welcomes you with a dramatic double-height foyer and custom white oak floating staircase. At its heart is an open chef’s kitchen with marble counters, a center island with seating, all high-end appliances, and a full butler’s pantry. Electronic glass doors seamlessly connect the dining area to two covered porches, while the soaring great room boasts floor-to-ceiling windows and a stone-clad fireplace. This level also includes a junior primary suite with porch access, dual walk-in closets, and a spa-like bath, plus a sitting room/office, second living room with fireplace, powder room, laundry with dual washer/dryers, mudroom, and direct access to the garage. Upstairs, the 4,240 SF second level offers a private primary suite with water views, two walk-in closets, and a luxurious bath featuring a soaking tub, steam shower, dual vanities, and private water closet. A connected sitting room or office includes its own full bath. An upper lounge with wet bar opens to a terrace overlooking the grounds, while the guest wing provides five additional en-suite bedrooms, each with walk-in closets. A second laundry room completes the level. Designed for entertaining, the 320 SF pool house offers a kitchenette, two outdoor seating areas, and a built-in gas firepit. The outdoor setting is anchored by a 20′ x 50′ heated saline gunite pool with integrated spa, surrounded by limestone patios, mahogany-covered terraces, an expansive rolling lawn, and room to add a tennis or pickleball court. The grounds are enhanced with lush landscaping and mature hedges for privacy. With its thoughtful design, resort-style amenities, and tranquil North Haven setting, 27 Fresh Pond Road is the perfect retreat for year-round living or an elevated seasonal escape.