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

Discover a rare opportunity to own a piece of coastal Maine's heritage. This enchanting summer cottage is located on Mouse Island just off the shores of Boothbay Harbor. This serene retreat is where time slows down and simple pleasures take center stage. Mouse Island consists of 16 acres of common land shared with two other island cottages. Island amenities include a south-facing beach, a tennis

Karen Roberts Tindal & Callahan Real Estate

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

Desirable 2.7 ACRE LOT located in Boothbay Harbor's Spruce Point Heights. Don't miss out on this rare opportunity to build your dream home in this coveted association, a highly sought-after neighborhood located 10 minutes from the Boothbay Harbor village, Boothbay Harbor Country Club , Coastal Maine Botanical Gardens, and endless local favorites. Looking for the best of both worlds? This

Katherine Hogan Compass 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

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

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

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

This Southport land is in a desirable location on Cameron Point Road. Just under an acre with a gentle slope with a wooded mixture of trees. The building site is off the road for privacy and a possible seasonal water view towards Moffat Cove. Enjoy Southport's low tax base and wonderful community. This lot has been surveyed and soils tested and with covenants to protect your investment.

Jana Caldwell Tindal & Callahan Real Estate

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

Jessica Pooley PRG Realty

Model unit now available to tour! The Boothbay Regional Development Corporation is building 20 new townhome condominiums in the heart of the peninsula. These homes are only available to income-eligible buyers. Each home will be priced individually to be affordable to households making no more than 120 o/o of the Area Median Income. Please see pricing sheet in photos for details. These homes

Emily McConnell Vitalius Real Estate Group, LLC

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

Now accepting reservations! The Boothbay Regional Development Corporation is building 20 new townhome condominiums in the heart of the peninsula. These homes are only available to income-eligible buyers. Each home will be priced individually to be affordable to households making no more than 120% of the Area Median Income ($101,160). These homes feature two bedrooms, one and a half baths, and an

Emily McConnell Vitalius Real Estate Group, LLC

Now accepting reservations! The Boothbay Regional Development Corporation is building 20 new townhome condominiums in the heart of the peninsula. These homes are only available to income-eligible buyers. Each home will be priced individually to be affordable to households making no more than 120% of the Area Median Income ($101,160). These homes feature two bedrooms, one and a half baths, and an

Emily McConnell Vitalius Real Estate Group, LLC

Now accepting reservations! The Boothbay Regional Development Corporation is building 20 new townhome condominiums in the heart of the peninsula. These homes are only available to income-eligible buyers. Each home will be priced individually to be affordable to households making no more than 120% of the Area Median Income ($101,160). These homes feature two bedrooms, one and a half baths, and an

Emily McConnell Vitalius Real Estate Group, LLC