Perched on a hill, this waterfront house encompasses three levels of living. Thoughtfully designed and well cared for, this home provides calming water views and direct access to Wiggy's freshwater Pond from almost every room. The main level boasts a kitchen fitted with high-end appliances and opens to the dining room, deck, and airy living room with exposed beams, a gas fireplace, and large windows throughout, offering an abundance of natural light. The first-floor primary has an ensuite bath, a walk-in closet with generous shelving, and direct access to the deck. Upstairs is the second bedroom with ensuite bath and walk in closet. Extra storage is found in the attic space. The versatile loft space overlooks the living room and is a perfect spot for a home office, play area, or reading nook. The lower level includes two guest bedrooms, full bathroom, laundry room, additional storage and second refrigerator, as well as a family room that opens to the stone patio and outdoor shower. The exceptional views and grounds serve as an oasis of privacy, complete with well-maintained flower beds and lush plantings. Wander down to the water's edge where Wiggy's Pond can be enjoyed year-round. Launch kayaks or a paddleboard, cool off in the summer with a dip, drop in a line and fish, or ice skate in the winter. A detached two car garage and a garden shed provide ample storage and more possibilities. The Sengekontacket Community offers numerous amenities to support an active lifestyle. Association members have access to the dock and clubhouse, which can be reserved for small gatherings. Additionally, there are tennis/ pickleball courts, greenbelt trails, and water enthusiasts will appreciate the convenient access to Sengekontacket Pond. This home is ready for occupancy and offered fully furnished (there is a small exclusion list). Whether you're looking for an investment property or seeking a permanent residence, this Oak Bluffs home makes every day feel like a retreat.