Tucked away on Southport's Turtle Cove is a coastal retreat. An elegant private home combining Maine charm with contemporary conveniences set on 2.6 acres with broad, westerly views across Sheepscot River. 825 Hendricks Hill Road is a gracious four-bedroom, four-and-a-half-bath home encompassing approximately 5,000 square feet of living space, designed with both comfort and entertaining in mind.

Dennis Gleason Legacy Properties Sotheby's International Realty

Located on one of the most picturesque side roads in Boothbay Harbor, this contemporary 3 bedroom 3 bath home is in a prime location on Roads End, with spectacular westerly views of the harbor. Watch the Windjammers, fireworks, and just about everything that comes and goes in the harbor right from your own deck. Sited on .78 of an acre, this level site has a private backyard and deck that's

Jana Caldwell Tindal & Callahan Real Estate

Welcome to Coveside - a classic New England-style multi-unit property on beautiful Southport Island. This versatile property offers a unique opportunity for investment or owner-occupied living with the added benefit of rental income. Enjoy deeded waterfront access directly across the street on Decker Cove, complete with a dock and float providing direct access to Townsend Gut—perfect for boating

Emilie Hawke Tindal & Callahan Real Estate

Wonderful project opportunity at Ocean Point. This 3-bedroom, 2-bath cottage boasts a prime waterfront location with its own beach on Linekin Bay. Beyond the cottage, you can hike across the street to the Ocean Point Preserve, offering 15 acres and Tibbetts Pond, known for its abundant bird life. The location is ideal for sailing, fishing, or simply enjoying the bay's activity from the comfort of

Mary Ripley Tindal & Callahan Real Estate

Harbor Ledge rises dramatically above the Atlantic on the shores of Southport, offering an unrivaled Maine coastal retreat for the discerning luxury buyer. Set on 1.2± acres with over 350 feet of deep-water ocean frontage, this modern masterpiece captures panoramic 180 views of the Atlantic Ocean, Boothbay Harbor, and the storied islands of Mouse, Burnt, Squirrel, Ram, and Damariscove.From

John Scribner LandVest, Inc.

A woodland retreat located on the desirable King Phillips Trail loop in East Boothbay, this year-round home provides the authentic coastal Maine lifestyle. King Phillips Trail - a scenic 2 mile loop, is renowned for its access to Boothbay Shores amenities/dock and proximity to oceanfront walking paths along the Damariscotta and Little Rivers. This 3 bedroom, 2 bath home with many updates is a

Stephanie Branch Legacy Properties Sotheby's International Realty

Built on the Southport's rugged rocky shoreline, this 1920s cottage is loaded with charm and delivers breath-taking ocean views. Updated and well-maintained, the home offers a ground-floor primary bedroom, custom kitchen, an enormous deck, and abundant bedroom and gathering spaces--ideal for hosting friends and family in this quintessential coastal Maine setting. On over an acre of land, the

Jonathan Tindal Tindal & Callahan Real Estate

Classic Maine island farm with 5 bedrooms, ocean breezes, newer barn, stunning perennial gardens, pastoral wooded walking trails and multiple porches to sit and ponder. Minutes to the town dock at Newagen Harbor and next door to the Southport Library. Plenty of room for critters, crafts, canning, woodworking and boat storage. Ideal location for a seasonal farm stand offering produce and

Poe Cilley Vitalius Real Estate Group

Tucked away on a scenic knoll surrounded by spruce trees and natural landscaping, this Southport Island retreat offers the perfect escape—whether for summer getaways or year-round living. Spread across three levels, the home provides ample space for family and guests, with a primary suite, 2-3 additional bedrooms, and 2.5 baths. The heart of the home is the spacious great room, where the

Clint Miller Newcastle Realty