Leave a Message

By providing your contact information to Legacy Properties Sotheby's International Realty, your personal information will be processed in accordance with Legacy Properties Sotheby's International Realty's Privacy Policy. By checking the box(es) below, you expressly consent to receive marketing or promotional real estate communication from Legacy Properties Sotheby's International Realty in the manner selected by you. For SMS text messages, message frequency varies. Message and data rates may apply. Consent is not a condition of purchase of any goods or services. You may opt out of receiving further communications from Legacy Properties Sotheby's International Realty at any time. To opt out of receiving SMS text messages, reply STOP to unsubscribe. SMS text messaging is subject to our Terms of Use.

Thank you for your message. We will be in touch with you shortly.

 Damariscotta & Newcastle, Maine: Boating, Oysters, and Midcoast Charm

Damariscotta & Newcastle, Maine: Boating, Oysters, and Midcoast Charm

Damariscotta

Damariscotta maintains its original charm and authenticity well past the end of peak tourist season. Built along the tidal curves of the Damariscotta River, it remains a genuine Maine river town, shaped by cold water, working mudflats, and a history rooted deep in shipbuilding and the timber trade. Just across the river, Newcastle shares the same setting and character, earning its place as Damariscotta’s twin village.

In Damariscotta, nineteenth century red brick storefronts house a tight knit network of independent booksellers, coffee shops, hardware stores, and raw bars serving Pemaquid oysters pulled from the estuary just hours earlier. Across the short bridge connecting the two villages, daily life moves at a comfortable year round pace. It is the kind of place where neighbors catch up on the sidewalk, local boats follow the changing tides, and autumn brings the legendary Pumpkinfest regatta to the harbor.

Beyond Main Street, the landscape opens into quieter territory: historic shingled capes tucked behind stone walls, riverfront homes overlooking saltwater coves, and timbered acreage bordering Coastal Rivers conservation trails. Whether you are looking for a walkable village home or a private retreat set back among the pines, Damariscotta and Newcastle offer a grounded, classic way of life in Midcoast Maine.

Explore the active real estate listings across Damariscotta and Newcastle below, and learn more about the community through our Damariscotta Neighborhood Guide here.

177 Bristol Road, Damariscotta, ME 04543

Represented by Tom Field | Offered at $600,000177 Bristol Road (3000×2258)

This beautifully restored Craftsman Bungalow pairs a classic architectural style with a vibrant, mid-century modern interior flair. Within walking distance to one of Midcoast Maine's most charming downtowns with a great mix of bookstores, galleries, restaurants and shops as well as the public access to the Damariscotta River, the heart of Maine's bustling oyster industry. The home is set on more than an acre of a well landscaped yard with mature plantings, a custom concrete fire pit and the shade of stately maple trees.

Learn More


Newcastle: The Twin Village

Across the Damariscotta River, Newcastle offers a quieter counterpart to its better known twin. The village is closely tied to Damariscotta by the river and the bridge between them, yet has its own character, with historic homes, wooded roads, waterfront properties, and a distinctly residential pace.

Newcastle’s setting puts the river and surrounding landscape close at hand, while Damariscotta’s shops, restaurants, galleries, and everyday amenities remain just across the water. Together, the two villages form a small but well connected community in the heart of Midcoast Maine, offering easy access to the coast, conservation land, and the working waterfront that defines this part of Lincoln County.

For buyers, Newcastle offers an opportunity to be close to the energy of Damariscotta while enjoying a more residential setting, from established village properties to homes surrounded by woods and water.


44 Indian Trail Road, Newcastle, ME 04553

Represented by Crissy Stirratt | Offered at $1,350,00044 Indian Trail Road (3000×2000)

This exceptional +-80-acre property offers privacy, natural beauty, river frontage, and easy access to Midcoast Maine's best towns. Built in 2019 by architect 44 North to replace the original family farmhouse, the home offers a contemporary, light-filled interior. The 80 acres include open lawn, stone walls, forest, and more than 484 feet of frontage on the Marsh River, where the river wraps close to shore, creating beautiful water views and marshland scenery. This part of the property is across Sheepscot road and offers great potential. Indian Trail Road is quiet and sparsely settled, yet close to the shops, restaurants, and harbor views of Newcastle and Damariscotta to the north, and Wiscasset to the south.

Learn More

Explore this exceptional additional offering:

44-A Indian Trail Road, Newcastle, ME 04553

Offered at $1,050,000 | represented by Crissy Stirratt


217 W Old County Road, Newcastle, ME 04553

Represented by Randy Miller | Offered at $598,000217 W Old County Road (3000×2250)

Discover the perfect blend of privacy, space, and convenience of peaceful rural countryside. Tucked away on a quiet dead-end road with access to Deer Meadow Brook, this spacious home offers nearly 3,000 square feet of living space, including two kitchens and five bedrooms, providing plenty of room for family, guests, or a home office. Enjoy the tranquility of nature while being just minutes from the charming villages of Damariscotta and Newcastle,

Learn More

11 Academy Hill Road, Newcastle, ME 04553

Represented by Fred Hebert | Offered at $250,00011 Academy Hill Road (3000×2000)

This 1840's Cape Cod/Garrison in Newcastle village, is a short stroll from the shops, restaurants, and waterfront of Damariscotta and Newcastle. Original character runs throughout: wide plank pine floors, a brick bread oven, and period trim. The first floor holds a spacious kitchen, a living room with fireplace, an updated full bath, and two parlor rooms across the front. Upstairs are three bedrooms and a second full bath, plus attic space above both the ell and main house for storage or future expansion - 1,908 square feet in all.

Learn More

Explore all Legacy Properties Sotheby's International Realty listings across Maine and New Hampshire here.  

Work With Us

Follow Us on Instagram