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$795,000
3 Beds 3 Baths 1674661 MLS
Situated on more than 13 private acres with over 300 feet of stunning frontage on the beautiful Medomak River, this exceptional antique Cape offers a rare blend of historic character, remarkable versatility, and an idyllic coastal Maine setting. Rich with warmth and timeless appeal, the home showcases beautifully patinated wide pine floors, three inviting fireplaces, three or more comfortable bedrooms, and two-and-a-half baths. Every room reflects the craftsmanship and charm of a bygone era while providing comfortable spaces. Beyond the home, the possibilities are extraordinary. A unique mini event center is perfect for celebrations, gatherings, workshops, or entertaining, while a separate artist's/writer's studio offers an inspiring retreat. The enormous barn, workshop, and garage provide indoor parking for up to five vehicles, boats, or recreational equipment, making this an ideal property for collectors, hobbyists, or anyone needing exceptional storage and workspace. The grounds are simply breathtaking, with rolling lawns stretching toward the river, mature trees, a classic flagpole, and abundant privacy. The property abuts a large 100+ acre conservation parcel. Whether you're launching a kayak, enjoying a peaceful evening by the water, or simply taking in the ever-changing views, the Medomak River becomes an extension of your backyard. Despite its peaceful, secluded feel, this remarkable property is just minutes from the village of Waldoboro, where you'll enjoy convenient grocery shopping, local restaurants, theater, and everyday amenities. A truly special Maine waterfront estate where history, beauty, and endless possibilities come together.

1793 Friendship Rd, Waldoboro

Listing courtesy of Keller Williams Realty.

$285,000
1674224 MLS
Be a part of Waldoboro's exciting growth while enjoying the peace and privacy of your own waterfront retreat. Nestled just outside the revitalized downtown, this exceptional 7 acre parcel is privately tucked away at the end of a deeded ROW, offering the perfect balance of convenience and seclusion. The property features approximately 270 feet of owned tidal frontage on the Medomak River, rolling fields, apple trees, and beautiful perennial flower beds...a lasting reminder of the property's history as a small flower farm. Whether you're envisioning a year-round residence, seasonal escape, or homestead, the setting offers endless possibilities. Much of the groundwork has already been completed with a drilled well, a professionally designed 3-bedroom septic plan, and a recorded boundary survey, giving the next owner a valuable head start. Just minutes from Waldoboro Village and approximately 15 minutes from Damariscotta, Friendship, and the coast.

679 Friendship Rd, Waldoboro

Listing courtesy of Drum & Drum Real Estate Inc..

$2,450,000
3 Beds 3 Baths 1663865 MLS
Set between the timeless coastal communities of Waldoboro and Bremen, this remarkable 167-acre saltwater farm offers a rare and enduring connection to Maine's unspoiled past. Held and thoughtfully cared for by the one family for more than half a century, the land reflects a legacy of stewardship, enriched through traditional oxen-powered farming. At its center stands a classic antique Cape Cod farmhouse, rich in character and authenticity, featuring three bedrooms, three baths, a formal dining room, and multiple working fireplaces that evoke the warmth and simplicity of an earlier era. Supporting structures include a garage, a charming carriage house, and a substantial pole barn, offering flexibility for agricultural pursuits, livestock, or inspired new uses. The landscape is both diverse and harmonious, unfolding across open organic fields, a serene stretch of old-growth forest alive with wildlife, and a private peninsula extending into the waters of Broad Cove. Here, sweeping views, tidal access, and exceptional privacy create a setting that is breathtaking. Whether envisioned as a working farm, a private coastal retreat, or a legacy family compound, 275 Harriman represents a truly rare opportunity to own a meaningful piece of Maine's coastal heritage.

275 Harriman Rd, Waldoboro

Listing courtesy of L&S Realty.

$850,000
3 Beds 2 Baths 1640937 MLS
MID-COASTAL SALTWATER FARM, pampered and updated circa 1814 center chimney cape retaining many colonial features while offering 21st century amenities, a perfect blend of old and new. Wide pine floors, exposed beams and three original fireplaces create the sense of a by-gone era. Well designed newly installed kitchen with separate working pantry, fireplaced dining room, spacious fireplaced living room with soapstone wood stove, office or den, bedroom, full bath and laundry on the first floor. The second floor consists of an en-suite primary bedroom and bath. Attached barn with hayloft and two stalls that open to the well maintained grounds that surround this fine home. Included are a spacious private granite patio with a ''post & beam'' pavilion, a ''post & beam'' carport, numerous planting beds , a small orchard and forest leading to extensive frontage on a tidal estuary. Potentially ''electric self-sufficient'' with a substantial solar generating station.

935 Dutch Nck, Waldoboro

Listing courtesy of RE/MAX JARET & COHN. rockland@jaretcohn.com

$1,199,000
4 Beds 4 Baths 1643400 MLS
Tucked into idyllic Butter Point in Waldoboro, this waterfront retreat feels like a secret you've been let in on. The original 1997 cottage is all Maine charm - a stone fireplace, warm knotty pine, and cozy gathering spaces that frame the water just beyond the windows. In 2020, a thoughtful addition was crafted to mirror the classic lines of the original structure while quietly elevating everything with modern, luxury finishes. The result is a seamless blend of old and new: expansive glass that floods the home with natural light, elevated materials throughout, and sightlines that pull your eye straight out to the Medomak River where the Narrows open toward Broad Cove. Massive windows run the length of the waterside elevation, making the tide, sky, and ever-changing light part of the daily rhythm of the home. Whether you're curled up by the fire, gathered around the table, or stepping out with your morning coffee, the connection to the cove is constant and effortless. Outside, the property lives just as large. A substantial barn offers storage for up to four vehicles or boats, gear, and workshop space, which could also be converted to a large apartment for your Airbnb visions. The space is further complemented by ample parking below the house and an additional small garage tucked out back. It's the ideal setup for someone who wants a refined coastal home without sacrificing room for projects, toys, or hobbies. From the handcrafted feel of the original camp to the elevated comforts of the 2020 expansion, this Butter Point property is that rare combination of character, privacy, and truly unforgettable water views—ready to be enjoyed in every season.

101 Butter Pt, Waldoboro

Listing courtesy of Pooley Realty Group. jessicapooleyrealtor@gmail.com

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