This charming, renovated 1887 Victorian is located on a quiet lane on 1.44+/- acres in the Village of Dering Harbor on Shelter Island in a park-like setting. A delightful screened porch which serves as an outdoor living and lounge area, wraps almost entirely around the home, greeting you as you ascend up the path through the privet hedges from the road. The entry foyer is spacious and welcoming, flowing to the living room which has French doors to the screened porch. The dining room has a fireplace, doors to screened porch, butlers pantry, beautiful sunlight. The kitchen, new in 2021, has a center island and high end appliances, with a delightful screened-in back porch with outdoor dining with views to the harbor and gardens. A library, outfitted with comfortable couch and media, has a full bath with marble tile adjacent with easy access to the pool area. The second floor has five guest bedrooms. The primary bedroom has a new full bath. The additional four guest bedrooms have access to a hall full bath with an original ball and claw tub and a separate half bath. The third floor is finished with two bonus rooms and a full bath, currently non-operational. The 20' x 40' heated Gunite pool is surrounded by hedges, gardens and established landscapes, with outdoor shower close by. A stone's throw away is the deep water dock on Dering Harbor with 50 ft. of shoreline, bulkhead, an approximately 100-foot deep water dock, and 4 feet+/- at low mean tide with a staircase to sandy beach. Bounded by hedge with wonderful shade trees, there is seating facing the dock, offering privacy and incredible sunset views to one of the most scenic vantage points on Shelter Island. There have been many other upgrades since 2022, including central air, primary bathroom, outdoor shower, and fresh painting throughout. Annual Town taxes are: 8 Gardiner Way: $19,014.74 and 15A Harbor Lane: $627.57. Annual Village taxes which include water are: 8 Gardiner Way: $4,448.86 and 15A Harbor Lane: $146.84