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$945,000
2 Beds 2 Baths
Plum Point Cottage: Contemporary Island Home set on a hill with ocean views designed by architect Christopher Glass. With 400+/- feet of rocky waterfront, this property offers stunning sunrises over Bounty Cove and Penobscot Bay. The first floor welcomes you with a small mud room and features an open-concept kitchen and dining area with new marble tile floors, a living room with built-ins, and a mechanical room with laundry area. Enjoy more ocean views from the spacious second floor including a family room with more built-ins and a wet bar and two bedrooms with a full bath. Watch the moon rise though the ''moon window'' during the winter solstice; the moon light will shine through and fill the foyer with light. Enjoy the stars at night through the sky lights and Venus rising in the morning. The sun deck matches the roof line providing full shade during the summer solstice. A detached two-car garage with new doors provides ample space with stairs leading to a large unfinished storage area above. Rest easy knowing that the roof on the house and garage was recently shingled, the exterior of both buildings have been vapor blasted and painted, all new PDQ doors and Marvin windows have been recently installed along with 3 new insulated garage doors. The house is well insulated with walls that are 1 foot think. This 2.7+/- acre property has a natural landscape inner mixed with the remains of old cutting gardens above the rocky coastline and a private beach, offering your own island escape. Stay connected with 1 gibibyte upload and download speed fiber optic internet. The beautiful island of Islesboro is a 20-minute ride from the mainland town of Lincolnville, accessed by a public car ferry, water taxi or private boat or small airplane.

391 Main Rd, Islesboro

Listing courtesy of Cates Real Estate. ginnie@catesre.com

$630,000
3 Beds 2 Baths
Set along the shore of Meadow Pond on Islesboro, this well-maintained Cape-style farmhouse offers 165 feet of frontage and 0.94 acres of beautifully landscaped grounds. The property features established gardens, fruit trees, and winding paths that create a peaceful, private setting. Inside, the home blends classic charm with modern updates, including state-of-the-art fiber broadband internet. The kitchen offers granite countertops and a spacious pantry, with multiple living areas including a living room with a gas fireplace, sitting room, dining area, sunroom, and a dedicated office. The sunroom is a standout space, with a wall of windows overlooking the deck, meadow, and pond. The primary bedroom features a vaulted ceiling and enjoys similar views of the landscape leading to the water. The home has been thoughtfully updated over time, with improvements including newer windows, an efficient heating system, updated electrical, and a recently replaced roof. Outside, a spacious deck with an automated awning provides a comfortable place to take in views of Meadow Pond. Additional features include a one-car garage, low-maintenance vinyl siding, and a shed ideal for storage or workshop space. Life on Islesboro is defined by its strong sense of community and natural beauty. This 14-mile-long island in Penobscot Bay offers a mix of year-round and seasonal living, with amenities including a community center, health center, K-12 school, and local businesses. Residents enjoy boating, kayaking, scenic walks, and seasonal events, all while remaining connected to the mainland via ferry from Lincolnville. A rare opportunity to enjoy waterfront living in one of Midcoast Maine's most distinctive island communities.

1052 Meadow Pond Rd, Islesboro

Listing courtesy of Realty of Maine.

$1,495,000
3 Beds 3 Baths
Set on the peaceful north end of Islesboro, this exceptional waterfront property offers a rare combination of privacy, modern construction, and effortless access to the shore. With 5.77 acres and 262 feet of open shoreline, you can enjoy one of the island's most sought-after features: direct, stair-free access to the water, allowing you to walk right from your yard to the beach. Built in 2025, this beautifully crafted log-style home offers 2,200 square feet of thoughtfully designed living space. Cathedral ceilings and a dramatic wall of windows fill the open-concept kitchen and living area with natural light, creating a bright, welcoming atmosphere that brings the outdoors in, and opens to a covered back porch facing the shoreline. The first floor features two spacious bedrooms, including a primary suite with a walk-in closet and sliding doors that open to a screened-in porch, the ideal spot to relax and take in the coastal air. Upstairs, a large third bedroom with its own bathroom offers a private retreat for guests or family. Tucked at the end of a long private road, the setting is both quiet and secluded. A newly built detached two-car garage adds practicality and convenience, completing this turnkey island retreat. This property is a rare opportunity to own a newly constructed waterfront home in one of Islesboro's most peaceful and private locations. For those seeking additional space or a multi-generational compound, there is also the option to purchase the full 13-acre offering, which includes a separate, well-maintained 4-bedroom, year-round home, creating a truly unique and versatile coastal estate.

1590 Pripet Woods Ln, Islesboro

Listing courtesy of The New England Real Estate Company, LLC. lisadg@thenewenglandreco.com

$895,000
3 Beds 2 Baths
Discover Mill Creek Cottage: Watch the Mill Creek rise and fall from this private 1.92± acre property with 200'± of waterfront on Mill Creek, offering stunning views of Broad Cove and Gilkey Harbor. This year-round, 3-bedroom, 2-full-bath, cedar-shingled, cape-style cottage is elevated above Mill Creek, with a commanding view over the water. The property welcomes you with a long driveway that leads your eyes to a scenic waterfront. Conservation land frames the right side of the view, protecting it in perpetuity. The western exposure provides stunning sunsets. Interior highlights include a spacious first-floor primary bedroom with an adjacent full bathroom and a comfortable living room with a wood-burning stove. Outside, an open deck and a covered porch are ideal for seasonal enjoyment, and a detached garage is off the driveway. There is a new storm door, and most of the rooms have freshly primed or painted walls and ceilings. The property is close to the ferry and downtown Islesboro activities. Stay connected with fiber-optic broadband internet with 1 gigabit connection speeds. Islesboro is a 20-minute ride from the mainland town of Lincolnville, accessed by a public car ferry, water taxi, private boat, or small airplane.

232 Mill Creek Rd, Islesboro

Listing courtesy of Cates Real Estate. info@catesre.com

$585,000
3 Beds 1 Baths
Rarely does a property like this become available in Islesboro's storied and much-loved summer colony, Sabbathday Harbor. Perfectly sited, up high on the shores of East Penobscot Bay, this classic cottage offers sweeping easterly water views extending to Cape Rosier and approximately 100 feet of bold, accessible shoreline. The first floor features a living room with a wood stove and doors that open to a spacious water view deck, a functional galley kitchen, and a full bath. The generous wrap-around deck provides the perfect vantage point for sunrise coffee, afternoon reading, or evening gatherings with the bay as your backdrop. Upstairs, three charming bedrooms capture the light and sea breezes. A separate simple structure could make for a fun getaway space. Steeped in tradition and rich in natural beauty, this property invites you to create lasting memories for generations to come in one of Maine's most cherished summer enclaves.

766 Billy Shore Dr, Islesboro

Listing courtesy of Legacy Properties Sotheby's International Realty.

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