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$1,700,000
4 Beds ⋅ 3 Baths ⋅ 1668772 MLS
Privately tucked away on one of Damariscotta's most sought-after village streets, this elegant residence offers a rare blend of historic charm, modern comfort, and captivating water views. Originally built in 1840, this beautifully maintained New England style home showcases timeless architectural detail alongside thoughtful updates, including rich Brazilian cherry floors, slate kitchen countertops, and recently renovated baths. Designed for both relaxation and entertaining, the home opens to an expansive deck overlooking the Damariscotta River, where you can take in sweeping sunset views and the picturesque Twin Villages of Damariscotta and Newcastle. The professionally landscaped grounds feature mature flowering shrubs, curated perennials, and a classic stone wall with steps leading toward the water's edge. Generous living spaces and ample guest accommodations that include a first floor bedroom option making hosting effortless. A two-car garage, connected by a welcoming breezeway, along with an additional third-bay garage at the street entrance, provide exceptional storage and flexibility. Enjoy the convenience of a short stroll to vibrant downtown Damariscotta and neighboring Newcastle, where you'll find an array of restaurants, cafés, retail shops, a theater, and a public library bringing together the very best of village living with the tranquility of a private setting.

19 Water St, Damariscotta

Listing courtesy of Legacy Properties Sotheby's International Realty.

$2,800,000
6 Beds ⋅ 4 Baths ⋅ 1664545 MLS
Damariscotta's most significant intown property is offered on the market for the first time in over 50 years. ''Oak Gables'' offers the peace and privacy of over 9 acres of lawn, fields and ancient apple trees on 1,200 feet of west facing Damariscotta River frontage. The circa 1840's estate home looks down over the property and features four separate bedrooms plus a lovely Primary Suite with breathtaking sunrise views over the''Johnny Orr Rapids''. On the lower level are office space and a completely separate apartment with its own kitchen and bath that enjoys similar views to the Primary. The Carriage House is a multi car space and what used to be the servants' quarters above is now a very nice apartment. Another attached, small studio apartment is located on the ground level. Both have amazing views. Set away from all of this is a three-bedroom cottage style home with a delightful screened porch overlooking the river. Also on the property is a functional riverfront boat house and a large in-ground swimming pool of some age. For the owner wishing to enjoy all the benefits of being in town and on the water but at the same time having complete privacy, this property will merit consideration.

36 Pleasant St, Damariscotta

Listing courtesy of Keller Williams Realty.

$1,395,000
1650826 MLS
A rare opportunity to acquire a downtown Damariscotta commercial property combining Main Street visibility with approximately 150 feet of frontage on the Damariscotta River. Features an existing multi-level brick commercial building totaling approximately 4,658± square feet, together with a substantial rear parcel currently providing parking and future flexibility. Located in the C-1 Downtown Commercial District and offered vacant, the site presents exceptional optionality for continued commercial use, adaptive reuse, or redevelopment, subject to municipal approvals. Downtown properties offering river frontage, parking control, and this level of land depth are seldom available, making this a highly distinctive Main Street offering.

100 Main St, Damariscotta

Listing courtesy of Newcastle Realty. 207-563-1003

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