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

Welcome to this historic 19th century seaside cottage nestled in the scenic and sought-after enclave of Ocean Point in East Boothbay. The classic interior features many original details such as handcrafted moldings, wood floors, and built-ins. The large living room has floor-to-ceiling windows that open to sea breezes, water views and a fireplace for the cooler Maine days. An ample-sized cottage

Linda Painter Legacy Properties Sotheby's International Realty

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

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

Nestled in a tranquil, wooded parcel 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

Stephanie Branch 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

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

Nestled in the pines of the coveted Spruce Point neighborhood, this year-round cottage sits on the shores of Linekin Bay, with breathtaking ocean views and access to a newly renovated private shared dock. Fully furnished and rental-ready, this home has a strong rental history and includes all essentials—furnishings, linens, kitchenware, kayaks, and paddleboards. Spend your days enjoying picnics,

Jennifer Wais Keller Williams Realty

On Southport Island, this turn-key property features many recent improvements in a convenient location. The 4-bedroom, 3-bathroom home includes optional one-floor living, Vermont Castings wood stove, covered porch & open deck, granite kitchen, etc.. Fundamental improvements include connection to town water, a 2020 septic, 2021 roof, 2021 automatic generator, paved driveway, gardens & hardscape,

Jonathan Tindal Tindal & Callahan Real Estate

This new 3 bedroom, 2.5 bath home offers a blend of contemporary and traditional style with a cabin feeling but all the comforts of year round home. Walk to the Sprucewold Beach in minutes as this home offers beach shares that are exclusive to beach share owners with a private parcel of waterfront with a swimming area, kayak racks, and a deep water dingy dock. Tucked on a side road in Sprucewold,

Jana Caldwell Tindal & Callahan Real Estate