Escape to waterfront living at 149 Sleepy Hollow Road in low-tax Wakefield, NH—your gateway to all-season adventure on Pine River Pond! This beautifully built home offers a unique opportunity for lake access without the need for a massive house. Perched at the edge of a scenic channel leading directly into Pine River Pond, you can hop on your pontoon or jet ski from your private dock and be cruising the 5-mile lake in minutes. The oversized, like-new two-car garage offers abundant space for all your toys, and above it sits a stylishly finished 1-bedroom, 1-bath residence, complete with heat pumps for efficient heating and cooling, and a whole-house generator for peace of mind. Relax on your deck overlooking tranquil waters, roast marshmallows around the firepit, or sunbathe on your private sandy beach. The 1250-gallon septic system supports future expansion if more space is needed. Golfers will love nearby Province Lake Golf Club and dining at the Carriage House, while locals and visitors alike frequent the iconic Poor People's Pub just 10 minutes away. With direct snowmobile access in the winter and lake life in the summer, this property is a rare, turnkey four-season retreat just a short drive from Wolfeboro, North Conway, Portsmouth, and even Boston. Immediate showings available—this is lake life, made easy.