Winter Harbor Classified Ad Listings

26 Main St. A rare opportunity to own 3 acres with approximately 250 feet of waterfront on beautiful Hog Bay. This charming Franklin ranch offers sweeping water views toward Buckskin Island and a peaceful setting in the heart of Downeast Maine. Inside, the home features bright, comfortable living spaces filled with natural light, three bedrooms, and one bath, making it well suited for year-roun...

50 Greeley Ave. A unique opportunity to live in the heart of Bar Harbor while generating income from two additional units--or add a well-maintained three-unit property to your investment portfolio. Ideally located in Bar Harbor village, this versatile property offers a two-bedroom apartment on the first floor, a one-bedroom apartment with private deck on the second, and a third-floor studio. Th...

30 Old Brewer Farm Rd. Tucked away among the woods of Trenton, 30 Old Brewer Farm Road offers that increasingly difficult-to-find combination of space, privacy, flexibility and proximity to nearly everything that draws people to Bar Harbor and Acadia National Park. Set back from the road at the end of a wooded approach, the home feels quietly removed from the world, yet downtown Ellsworth is ap...

25C Guzzle Rd. 25 acres with 200+/- feet of frontage on Lower West Bay Pond. Perfect place to camp or build your year round home off the grid. This is a very secluded setting.

7 Harbor Lights Rd. One-time-only, pre-construction completion, discounted home site offering at Bar Harbor's newest neighborhood: Harbor Lights. Priced well below assessed value, this opportunity is available only for Lot 7. Move quickly to secure this high value home site. Lot 7 is straightforward to build on: it is the closest build site to the private, soon to be paved, neighborhood road in...

Tom Leighton Point Rd Lot 5C. Your Maine waterfront getaway awaits! Located on Tom Leighton Point Road in beautiful Milbridge, this 1.36-acre waterfront parcel offers approximately 152 feet of water frontage and an opportunity to create your own coastal retreat. Enjoy peaceful waterfront surroundings, beautiful natural scenery, and easy access to boating, fishing, kayaking, and all that Downeas...

49 Summit Rd. Welcome to 49 Summit Road in the village of Northeast Harbor. This classic American Foursquare, built in 1930, retains many beautiful original features, has had thoughtful improvements throughout the years, and provides an excellent layout. Simply, it just feels like home. Set back a bit from the road in a sweet neighborhood, it is a stones throw to the heart of town, public ocean...

Bailey Mountain Rd Lot 19. Welcome to Acadia from Bailey Mountain, a rare gated mountain-top community offering privacy, peace, and sweeping views of Acadia National Park, Schoodic Mountain, Mount Desert Island, and surrounding lakes and ocean waters. All lots are surveyed and perk tested, with underground utilities and quality roads maintained by the Homeowners Association for year-round acces...

Back Bay Rd Lot 18C. A rare opportunity to create your own coastal retreat on this beautiful 2.7-acre buildable parcel with spectacular ocean views overlooking the Milbridge Town Landing and Marina. Enjoy a front-row seat to the sights and activity of the working waterfront, with boats coming and going against the scenic backdrop of the Maine coast. The generous acreage offers plenty of room to...

67 Birch Pt. Affordable Maine Waterfront Without Compromise Imagine starting each day with coffee overlooking Flat Bay as the morning mist drifts across the water, then ending the evening with spectacular sunsets from your own shoreline. With 235 feet of ocean frontage, this thoughtfully designed 3-bedroom, 2-bath ranch offers the rare opportunity to enjoy the authentic Downeast Maine lifestyle...

119 State Highway 3. Discover the perfect blend of vintage character and modern convenience at 119 State Highway 3, located in the heart of desirable Hulls Cove in Bar Harbor, Maine. Situated on a comfortable 0.37-acre lot, this charming 3-bedroom, 2-bath farmhouse offers 1,587 sq. ft. of living space, acting as an ideal year-round home, vacation retreat, or investment rental. This home offers ...

Bailey Mountain Rd Lot 18. Welcome to Acadia from Bailey Mountain, a rare gated mountain-top community offering privacy, peace, and sweeping views of Acadia National Park, Schoodic Mountain, Mount Desert Island, and surrounding lakes and ocean waters. All lots are surveyed and perk tested, with underground utilities and quality roads maintained by the Homeowners Association for year-round acces...

Hamilton Hill Way Lot 24. Lot 24 on Hamilton Hill Way in Bar Harbor, Maine, offers jaw-dropping ocean views and an exceptional setting to build your custom dream home in an exclusive hillside neighborhood. The property overlooks downtown Bar Harbor, Frenchman Bay, and the scenic Porcupine Islands. The property benefits from convenient access to public town water and sewer services. Residents of...

60 Moose Run. Wake up to the sound of the tide and the scent of salt air in this 3-bedroom, 3-bath oceanfront home, set on a large, private lot that offers rare space and seclusion along the Jordan River on the Maine coast. Freshly painted and thoughtfully upgraded, the home is move-in ready for anyone craving true waterfront living. A standout feature: an oversized septic system, originally en...

372 Rays Point Rd. Set in the coastal community of Milbridge, this spacious 4 bedroom, 2 bath home offers privacy, oceanfront living, and room to enjoy the best of Downeast Maine. Situated on approximately 2 acres, this property features about 400 feet of shore frontage, giving you direct access to stunning views and the natural beauty of the Maine coast. Tucked away for a peaceful setting, thi...

18 Island Cove Ln. Extraordinary oceanfront retreat offering one of the most exceptional waterfront settings in the area. A remarkable heritage property designed for enjoying the Maine coast and creating generations of unforgettable family memories. This rare 4.5-acre coastal compound, with numerous renovations and recent expansions, combines sweeping 270-degree views of the harbor, open ocean,...

Kennel Brook Dr Lot 6. Nicely wooded 2.44-acre parcel located in the desirable town of Lamoine. This private lot offers a peaceful setting while remaining convenientlyclose to Acadia National Park, area beaches, Bar Harbor, and the full range of shopping, dining, and services available in Ellsworth. The propertyhas been soil tested and surveyed, providing a strong foundation for future developm...

2211 U S # 1. Renovated waterfront retreat on 4.3 level acres with 650 feet of private tidal frontage on Long Cove, an spacious s wrap-around deck, with a deep-water mooring in Sullivan Harbor -- 15 minutes to Acadia's Schoodic Peninsula".15 minutes to Acadia's Schoodic Peninsula". This property offers an amazing 4.3 acres of level yard with over 650 feet of tidal waterfrontage on Long Cove. If...

Blaisdell Cemetery Rd Lot 16-3. Taunton Bay Waterfront Land a Your Maine Retreat Awaits Discover the beauty of Downeast Maine with this 2.4-acre waterfront parcel offering 220 feet of deep-water frontage on Taunton Bay. With a new driveway already installed, this property offers an excellent opportunity to begin planning your own coastal Maine retreat. The elevated building site overlooks the b...

42 Dwelly Point Rd. Nestled on the quiet peninsula of Dwelly Point in Franklin, this exceptional 3.3-acre waterfront parcel offers a rare combination of privacy, natural beauty, and convenience. Carefully planned to preserve generous space between neighboring properties, the lot features a blend of open meadow, mature hardwoods and evergreens. The 200+ feet of frontage on scenic Taunton Bay is ...