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263 Bristol Rd, Damariscotta
$1,575,000
4 Beds ⋅ 4 Baths ⋅ 1682196 MLS
Steeped in history and beautifully reimagined for modern living, the renowned Benjamin Day House is an exceptional Maine estate overlooking the Damariscotta River. Built in 1754 and widely recognized as one of Damariscotta's oldest surviving homes, the residence stands among a small handful of 18th-century properties that helped shape the community's earliest history. Set on nearly 3 private acres with water views, mature trees, historic stone walls, and extensive gardens featuring heirloom and historically inspired plantings, the property showcases remarkable beauty and tranquility just minutes from downtown. Original wide-plank pumpkin pine floors, hand-hewn beams, fireplaces and preserved architectural details blend seamlessly with extensive recent renovations, including a new kitchen, updated baths, new smart sun glass windows and exterior doors, refinished floors, electrical upgrades, mini-split for heating and cooling, efficiency improvements, exterior restoration, landscaping, and two new decks. The impressive three-story post-and-beam barn includes an auxiliary dwelling unit and providing extraordinary flexibility as a guest residence, rental, studio, workshop, business space, event venue, or potential standalone home, with its designated utilities. Built for Benjamin Day by Nathaniel Chapman and thoughtfully stewarded for more than 270 years. This rare property unites historic pedigree, modern comfort, versatile living space, and captivating Midcoast Maine scenery. This is your opportunity to own a true piece of Midcoast Maine History!

263 Bristol Rd, Damariscotta

Listing courtesy of Keller Williams Realty.

325 Bristol Rd, Damariscotta
$1,200,000
5 Beds ⋅ 4 Baths ⋅ 1676215 MLS
Another exceptional project by Kevin and Sara Ellis of Ellis Homes! This beautifully renovated 1930 waterfront Cape thoughtfully blends the character and craftsmanship of its traditional roots with a fresh, contemporary sensibility. Designed for both everyday living and effortless entertaining, the spacious granite-and-stainless kitchen flows seamlessly into the dining area, with access to the outdoor deck. A generous walk-in pantry features a farmhouse sink and beverage refrigerator, with a separate door allowing it to be tucked away when entertaining. The formal living room is warm and inviting, centered around a fireplace and complemented by custom built-in shelving--perfect for displaying books, collections, and treasured keepsakes. The main level also offers a bedroom and full bath. Upstairs are three additional bedrooms, a guest bath, laundry, and a luxurious primary suite. Step out from the primary bedroom onto your private sunset deck--a wonderful spot to unwind at the end of the day. The sumptuous primary bath features a soaking tub and an expansive walk-in closet. Throughout the home, rich red oak flooring adds warmth and continuity, while heated tile floors provide comfort in the bathrooms and mudroom. Just a short stroll from the waterfront, the property offers easy access for swimming, kayaking, and enjoying the beauty of the Maine coast. The seller has also installed a seven-bedroom septic system, creating exciting potential for a future studio or guest cottage. Impressive craftsmanship, thoughtful design, and an exceptional waterfront setting come together in this distinctive Midcoast Maine home.

325 Bristol Rd, Damariscotta

Listing courtesy of Newcastle Realty. 207-633-4433
36 Pleasant St, Damariscotta
$2,600,000
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.

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