Winter Harbor Classified Ad Listings

47 Watsons Reach. What if your Maine getaway could also be an investment property and future oceanfront home lot with guest house already beautifully in place? This lovely 2.6 acre shorefront property is located in the gated Swan Song Saltwater Farm complex in Sullivan, Maine on Flanders Bay. Beyond the fabulous area between Acadia National Park's Schoodic Peninsula and Mount Desert Island loca...

86 Grange Hall Rd. Calling all investors. Four-unit income producing property offering established tenants. 1800's Colonial with approximately 3,599 square feet finished on approximately 1.70 acres. Apartments are currently occupied by long-term tenants who would like to remain. Unit 4 is partially rented, leaving a separate one-bedroom apartment with a private kitchen, full bath and direct acc...

This open meadow on Sinclair Road is a rare chance to build in one of Northeast Harbor's most sought-after neighborhoods. It's just minutes from the village, with shops, dining, the school, the library, local clubs and the Northeast Harbor Fleet all close by. The setting gives you the quiet of the Maine coast and the convenience of being near town. The hardest part of the building process is al...

1312 Tunk Lake Rd. Welcome to Tunk Lake! A lake that is very special in history and its preservation. Very rarely do we see a property available on this pristine lake of 2071 acres and the third largest by size lake in Maine. The offering includes 13.7 acres with 880 feet of frontage. The cabin provides a three season get away on the shores of the lake. A dock is situated to provide easy access...

M50 L10 Grand Marsh Bay Rd. Tucked along the paved portion of Grand Marsh Bay Road in Corea, this 21.18-acre parcel offers exceptional privacy and a true Maine woodland setting, with heavily wooded acreage creating a serene, quiet environment and generous distance between neighboring homes. A previously cut-in driveway or path provides initial access, though it is slightly overgrown and ready t...

W Bay Rd Lot 14. Escape to the beauty of coastal Maine with this remarkable 14 + acre parcel offering approximately 600 feet of water frontage overlooking stunning marshlands teeming with wildlife and birds. A true nature lover's paradise, this property provides peaceful views, ever-changing tides, and an ideal setting for birdwatching, kayaking, or simply enjoying the serenity of the coast. Wi...

1008 W Bay Rd. For More Information Call Lisa Overlock or Noelle Padilla of Jones Real Estate Agency. 3 Bedrooms. 1 Bathroom. 1190 ft

1920 US Highway 1. One of kind property located in the town of Sullivan. Just minutes away from the Coastline. This 29 Acre lot has been well developed with a nice graveled road going throughout the property. Several building sites are already developed with gravel pads and stone rock walls. This property is also nicely wooded and has power already developed partway into the property. It would ...

209 Franklin Rd. Affordable, adorable, and spacious! This charming 2-bedroom, 1-bath home offers comfortable living in a great location. Inside, you'll find a roomy layout with plenty of storage, including a large walk-in closet. Outside, the property has even more to offer with a spacious two-bay garage, perfect for vehicles, storage, hobbies, or workshop space. The generous front and back yar...

102 Sargent St. MOTIVATED SELLER WITH NEW 2BR SEPTIC SYSTEM!! Charming year-round waterfront home near the marina in the quaint coastal town of Winter Harbor! This recently renovated 1-bedroom home combines classic Downeast Maine charm with an impressive list of recent improvements. The home also features a new 2BR septic system, new roof and siding installed in 2025, offering even more peace o...

73 Misty Harbor Dr Unit D8. Desirable End-Unit Condo in Misty Harbor - Coastal Living Just Minutes from Acadia Enjoy the ease of low-maintenance living in this attractive end-unit condominium in the sought-after Misty Harbor Condominiums. With 2 bedrooms, 1A baths, beautiful hardwood floors, and an oversized primary bedroom, this home offers comfort, privacy, and an exceptional location in the ...

219 Ripley Rd. Welcome to your private coastal retreat on beautiful West Carrying Place Cove. Set on 3.24 acres with approximately 300 feet of ocean frontage, this charming Cape Cod offers a peaceful setting to enjoy the best of Maine waterfront living. The home features 3 bedrooms and 2.5 bathrooms, including a spacious first-floor primary suite complete with a private bath and two walk-in clo...

131 Aspen Ln. Tucked along the Maine coast, this unique geodesic dome retreat offers an unforgettable blend of comfort, nature, and income potential. Set on 2 private acres, the 530 sq ft dome is thoughtfully designed and currently accommodates up to 10 guests, making it an ideal getaway for families, groups, or those seeking a one-of-a-kind coastal experience. A Rinnai heater ensures comfort o...

Unionville Rd Lot 5. Field and woods, surveyed, power on paved road.

159 Main St. Set above the waters of Prospect Harbor with sweeping views toward its iconic lighthouse, 159 Main Street is a remarkable Downeast Maine waterfront retreata offering approximately 570 feet of privately owned shoreline, deep-water access, potential for a seasonal dock and mooring, and the harbor's only beach suitable for launching a boat. Originally dating to 1900, the residence has...

61 Hillcrest Dr. Turnkey and comfortable Winter Harbor home with 2 beds and 2 baths. On a large parcel with an in-town location. The master suite includes its own bathroom and walk-in closet. A rear deck and a wonderful private backyard. Full basement with a newer furnace. Plus, a spacious garage with a second floor. Plenty of living and storage space. Enjoy the very quiet street while being cl...

106 Morse District Rd S. Check out this awesome opportunity with endless possibilities! Set on approximately 32 acres with 5 natural springs and numerous updates on the home; this property is ideal for homesteading, recreation, or simply enjoying the privacy and natural beauty of rural Maine - all while being within 15 minutes of the coast and many lakes! Adding versatility, the back room was f...

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 approximately 15 minutes ...

070-014 Sunrise Shore Rd. 12.30 wooded acres in the Sunrise Shores Subdivision in Steuben. Views of Pinkham Bay at the high point of the land. It's a secluded spot to build your house in. The septic design and soil tests have been done. Enjoy the wildlife all around you. 30 minutes to Ellsworth and 60 minutes to Bar Harbor.

80 Main St. The farmhouse, barn and oceanside cottage at 80 Main Street in Prospect Harbor are special places. The cottage is a popular vacation rental that a new owner can easily commandeer for their own enjoyment or continue the revenue stream. Waking up to the beautiful views of the harbor is an extraordinary experience. The architecturally compelling barn is a joy, just waiting for it's nex...