142 Little Fresh Pond Road

Set directly on Little Fresh Pond in Southampton, this distinctive four-bedroom, three-bathroom waterfront residence offers a rare combination of privacy, expansive indoor-outdoor living, and approximately 81 feet of water frontage with a private dock. Situated on .62± acres and thoughtfully renovated and expanded in 2004, the home has been designed to take full advantage of its peaceful setting and connection to the water. The first floor is centered around a sun-filled great room, where expansive sliding glass doors open directly onto more than 1,000± square feet of decking, creating a seamless transition between the interior and the waterfront landscape beyond. The open-concept kitchen is designed for both everyday living and entertaining, featuring an impressive suite of appliances including a Wolf oven, induction range and wok burner, along with Thermador refrigeration, Sub-Zero freezer drawers and an Asko dishwasher. A formal dining room provides a dedicated space for gatherings, while two comfortable bedrooms and a full bathroom complete the main level. Additional features include stainless steel siding, a heated two-car garage, smart Lutron lighting, built-in vacuum system & radiant heat throughout the first-floor living areas, kitchen and primary bathroom. Occupying the second floor, the private primary suite serves as a true retreat. The oversized bedroom opens to its own private balcony, while a dedicated dressing room features two built-in closets. The spacious primary bathroom is appointed with two separate vanities, an oversized soaking tub, steam shower, radiant heated floors and a Toto Washlet. Electric skylights bring additional natural light into the upper level, further enhancing the home's bright and airy atmosphere. The finished lower level adds approximately 840± square feet of versatile living space and includes a fourth bedroom, full bathroom and generous recreation room with direct walkout access. A thoughtfully designed laundry area with ample countertop space and a sink adds functionality to the lower level, while wine storage tucked beneath the stairs provides a practical finishing touch. Outdoor living is an integral part of the property. More than 1,000± square feet of decking, a covered porch and retractable awning provide multiple areas for dining, lounging and entertaining while overlooking Little Fresh Pond. A private dock and walkway lead directly to the water, offering an exceptional setting for enjoying the pond throughout the seasons.