18 High Head Road

Situated on 7 private acres, 18 High Head blends expansive saltwater frontage with newly renovated contemporary comfort. Completed in 2024-25, this comprehensive reconstruction transformed the property into a modern four-season masterpiece. Every detail was considered to ensure beauty, performance and year-round comfort. Perched overlooking the property’s 320 ft of pristine waterfront, both the main and guest houses enjoy ever-changing scenery, including working lobster boats, harbor seals, dolphins, and bald eagles. This extraordinary setting is a favorite for yachts, kayakers and fishermen. The main house features exquisite design elements including 2 flights of custom floating stairs, a 30’ natural stone fireplace, a new open kitchen, 3 bedrooms, 3.5 bathrooms and 12 heating/cooling zones. New doors and walls of windows capture natural light at every turn. The first-floor primary suite offers a sitting room, gas fireplace, bath and bedroom, all with sweeping water views. The first level also includes a new 80’ waterfront deck, dining area, kitchen island, laundry, mudroom and media room. An upper-level ensuite bedroom overlooks the courtyard. A lower-level suite includes a bedroom with a bath, den and patio, all with water views. Any guest would be delighted with the 2-bedroom, 2.5 bath guest house. A private drive and entry lead to a lower-level living area with half bath, gas fireplace, deck and a bedroom. The second level features a well-appointed eat-in kitchen with island, living area with private waterside deck, gas fireplace, 2 full baths, laundry and bedroom. High Head has 1000’ of new paved driveways, extensive stonewalls and patios, and scenic carriage path to a new deepwater dock. Enjoy the perfect balance of seclusion and accessibility to shopping, dining, botanical gardens, golf, and hiking all nearby, situated in the heart of Midcoast Maine, minutes from Boothbay Harbor, Damariscotta, Wiscasset, 70 minutes to Portland Jetport.