Southport, ME Homes for Sale with Acreage

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

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

This Southport Island building lot offers a building site close to the shore, with leisurely access to its 150' (tie) deep water frontage. Views will include all of Boothbay Harbor's boating activity, plus that of a small, nearby marina. An excellent location for boaters, and/or those seeking Southport's renowned community, coastal charm, and low property taxes.

Jonathan Tindal Tindal & Callahan Real Estate

This Southport Island building lot offers commanding views of Boothbay Harbor's boating activity and islands, with a long and elevated perspective. At the shore, its 150' (tie) deep water frontage encourages convenient and protected water access for boaters. Less than a mile from the bridge to Boothbay Harbor, this location delivers the charm of Southport living with quick access to all of the

Jonathan Tindal 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

Jessica Pooley PRG Realty

Jessica Pooley PRG Realty