Damariscotta Homes with Waterfront

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

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.

$995,000

A landmark building in the heart of downtown Damariscotta, 11 Water Street offers a rare opportunity to shape its next chapter. Continue its current use as several apartments or reimagine the space for retail, dining, offices, or another community-centered purpose. Built in 1803 as the schoolhouse in Sheepscot Village, Maine, this distinctive property was relocated to the riverfront in Damariscotta in the 1950s. At that time, it was significantly enlarged and with the addition of a steeple, served as the Christian Science Church until 2010. The building was extensively renovated and thoughtfully updated in 2011 to accommodate the restaurant Savory Maine. At that time, the addition of a dormer and two skylights transformed the unfinished attic into a bright one-bedroom apartment and the church office became a studio apartment that is a very popular Airbnb. Two expansive waterfront decks were constructed and all of the electrical wiring and plumbing was replaced. Additional upgrades include Airkrete insulation throughout the exterior walls, roof, and between floors, mini-split heat pumps in all units, a full sprinkler system, and a new roof, fascia boards, and gutters. Today, the building offers four separate units--three one-bedroom apartments and one studio--while retaining the flexibility to accommodate a wide range of commercial or mixed-use possibilities. Located adjacent to a large public parking lot, the property enjoys a highly visible and convenient in-town setting in the heart of downtown Damariscotta. Its prime Midcoast location places it within easy reach of destinations such as Pemaquid Point Lighthouse, Pemaquid Beach Park, Boothbay Harbor, and the Camden-Rockport area. With its rich history, extensive upgrades, and exceptional location, this is a rare commercial opportunity well-positioned to attract customers, tenants, or clients for years to come.

11 Water St, Damariscotta

Listing courtesy of Newcastle Realty. 207-563-1003

$1,575,000

Rare opportunity to acquire a prime redevelopment property in Midcoast Maine. Nestled on nearly 40 acres, the Down Easter Inn in the picturesque town of Damariscotta, Maine, is a charming retreat steeped in rich heritage. With roots dating back centuries, this esteemed establishment is listed on the National Register of Historic Places boasting a Greek Revival façade that exudes timeless elegance. The main house plays host to nine bedrooms (some with their own fireplace), reception area, impressive front porch, dining room, living room, and kitchen. 22 guest rooms were added in the 1980s, each with their own ensuite. Adjacent to the inn, the cottage offers a private retreat with two-bedrooms, living room, kitchen, and bathroom. A separate two-car garage allows for additional storage or alternate use (bike rental storage, fitness center, gift shop, etc.), and the expansive grounds are ideal for weddings, games, and other events. Conveniently located just a short drive from Pemaquid Beach, Boothbay Harbor, and other local attractions, the Down Easter Inn presents a prime investment opportunity for Maine's thriving hospitality market.

220 Bristol Rd, Damariscotta

Listing courtesy of Keller Williams Realty.

$1,395,000

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

$1,749,000

4 Beds ⋅ 3 Baths

Perched high above the Damariscotta River with sweeping views of the village, harbor, and waterfront, this extraordinary newly constructed custom home offers luxury coastal living on 1.95± elevated acres with approximately 286 feet of privately owned waterfront. Offering 3,212± square feet, the thoughtfully designed residence features 4 bedrooms, 3 full baths, and walls of glass that capture breathtaking water views and natural light throughout. A welcoming farmer's porch leads to an open-concept living area where the great room and custom Shiloh kitchen create the perfect setting for entertaining. The kitchen is beautifully appointed with Taj Quartz countertops and backsplash, a custom hood vent, premium Thermador Professional wireless appliances, and custom cabinetry. Hardwood flooring extends throughout, complemented by central air conditioning for year-round comfort. The spacious junior suite enjoys tranquil river views, while the luxurious primary suite offers a private TimberTech balcony with glass railings overlooking the water. The spa-inspired primary bath features a soaking tub and elegant finishes designed for relaxation. Additional highlights include a custom laundry room with built-ins, expansive outdoor living spaces, an attached 24' x 28' garage, and a walk-out lower level with additional garage space ideal for kayaks, paddleboards, workshop space, or boat storage. Enjoy front-row views of Damariscotta's Fourth of July fireworks from the comfort of your own home. Ideally located just minutes from downtown Damariscotta's restaurants, shops, marinas, and LincolnHealth - Miles Campus, this home offers the perfect combination of privacy and convenience. Additional adjoining land with deep-water frontage is also available for purchase, creating a rare opportunity to expand the estate or establish a remarkable waterfront compound.

80 Riverview Lndg, Damariscotta

Listing courtesy of Newcastle Realty. 207-563-1003

$995,000

5 Baths

A landmark building in the heart of downtown Damariscotta, 11 Water Street offers a rare opportunity to shape its next chapter. Continue its current use as several apartments or reimagine the space for retail, dining, offices, or another community-centered purpose. Built in 1803 as the schoolhouse in Sheepscot Village, Maine, this distinctive property was relocated to the riverfront in Damariscotta in the 1950s. At that time, it was significantly enlarged and with the addition of a steeple, served as the Christian Science Church until 2010. The building was extensively renovated and thoughtfully updated in 2011 to accommodate the restaurant Savory Maine. At that time, the addition of a dormer and two skylights transformed the unfinished attic into a bright one-bedroom apartment and the church office became a studio apartment that is a very popular Airbnb. Two expansive waterfront decks were constructed and all of the electrical wiring and plumbing was replaced. Additional upgrades include Airkrete insulation throughout the exterior walls, roof, and between floors, mini-split heat pumps in all units, a full sprinkler system, and a new roof, fascia boards, and gutters. Today, the building offers four separate units--three one-bedroom apartments and one studio--while retaining the flexibility to accommodate a wide range of commercial or mixed-use possibilities. Located adjacent to a large public parking lot, the property enjoys a highly visible and convenient in-town setting in the heart of downtown Damariscotta. Its prime Midcoast location places it within easy reach of destinations such as Pemaquid Point Lighthouse, Pemaquid Beach Park, Boothbay Harbor, and the Camden-Rockport area. With its rich history, extensive upgrades, and exceptional location, this is a rare commercial opportunity well-positioned to attract customers, tenants, or clients for years to come.

11 Water St, Damariscotta

Listing courtesy of Newcastle Realty. 207-563-1003

Damariscotta Homes with Waterfront

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