Discover a rare opportunity in the historic Roland Park Association at Little Dan Hole Pond. This unique property features two charming cottages on over 2 private acres, consisting of seven parcels in total, offering exceptional privacy and potential to expand. The main cottage includes a full kitchen and bath, a spacious upper-level sleeping area, and a wraparound porch with stunning water and mountain views—perfect for relaxing or entertaining. Enjoy your morning coffee on the upper balcony overlooking the property. The guest cottage offers its own kitchenette, full bath, and a cozy upstairs bedroom, ideal for guests or rental potential. As part of the Roland Park Association, you’ll have access to a private beach and tennis court on beautiful Little Dan Hole Pond. When seeking a seasonal getaway, this is the ultimate New England escape—where classic charm meets lakeside tranquility. On a private road, shown by appointment only.