1578 & 1590 Pripet Wood Lane | Multiple Waterfront Offerings

Discover an exceptional coastal compound on the peaceful north end of Islesboro, where expansive acreage, shoreline access, and privacy come together in a truly uncommon offering. Spanning 13 acres with approximately 514 feet of open waterfront, the property provides direct, easy access to the beach without stairs. Abutting conservation land and reached by a long private drive, the setting feels secluded and removed from the everyday. At the heart of the compound is a beautifully three bedroom crafted log-style residence completed in 2025. The approximately 2,200-square-foot home combines rustic warmth with a bright, contemporary layout. Adding another dimension to the property is the original 1968 residence, a comfortable four bedroom, two-bath home designed for year-round use. All of the living space is conveniently located on a single floor, and the home retains plenty of character. There is a separate two-car garage provides ample room for vehicles, equipment, and storage, as well as a boat house. Outdoor living is an integral part of the compound. A covered porch and waterside fire pit provide inviting places to gather, unwind, and enjoy the shoreline. Both residences have fenced yards with gated paths leading directly to the beach. For those interested in gardening or a more self sufficient lifestyle, the property also includes a newly installed greenhouse and 10 young fruit trees. With two distinct homes, substantial acreage, protected surroundings, and rare open waterfront, this Islesboro compound offers remarkable versatility for extended family, private retreats, and generations of shared summers. Offered separately.

Discover a private coastal escape on the quieter northern end of Islesboro, where expansive acreage, immediate waterfront access, and new construction come together in an exceptional setting. The property encompasses eleven acres with approximately 260 feet of shoreline, offering the rare convenience of level access to the beach directly from the grounds--no stairs or difficult terrain required. Completed in 2025, the 2,200-square-foot log-style residence was designed to make the most of its natural surroundings. The heart of the home is an airy kitchen and living space defined by soaring cathedral ceilings and a broad expanse of windows that captures abundant daylight and views toward the water. A covered rear porch extends the living area outdoors, providing an inviting place to gather while overlooking the shoreline. Two bedrooms are located on the main level, including a generous primary suite with a walk-in closet and direct access to a screened porch. Upstairs, a spacious third bedroom and private bath provide comfortable accommodations for visitors or family members. Privacy is a defining feature of the property. The home is reached by a lengthy private drive, creating a peaceful sense of separation from the surrounding island community. A recently completed detached garage with room for two vehicles adds valuable storage and everyday functionality. Offered as a move-in-ready waterfront property, this Islesboro retreat combines contemporary comfort with the timeless appeal of island living. An expanded 13-acre purchase is also available for those interested in creating a larger family compound or multi-generational estate. That offering includes an additional four-bedroom, year-round residence, providing an uncommon opportunity to establish a substantial private coastal property.

Set on two private acres on the northeast side of Islesboro, this thoughtfully updated coastal retreat offers an idyllic setting overlooking East Penobscot Bay. Originally conceived as a classic Maine camp, the property has evolved into a comfortable four season home that combines its original character with the conveniences of modern island living. The single-story interior is designed for easy everyday living, centered around an inviting open living space and framed by a dramatic glass enclosed entry. Beyond, a covered porch provides an exceptional spot to take in the water views and enjoy the changing landscape throughout the seasons. The home includes four bedrooms, including a bright built-in bunk room, along with two full bathrooms. Practical updates include a new washer and dryer and 1GB high-speed internet. The waterfront setting is equally appealing. A gradual path leads toward the shore, creating an easy place to launch a kayak, swim, or simply spend time beside the bay. Above the approximately 120+/- foot long seawall, a stone terrace and fire pit provide a natural gathering place for long afternoons, evening fires, and waterfront dinners featuring lobster from the local fleet. The grounds have been designed with both recreation and privacy in mind, including a fenced area. Just across the driveway, a substantial boathouse and workshop offer ample room for equipment and storage, with ceiling mounted hoists making it convenient to store kayaks and smaller boats. Additional improvements include a recent property survey along with enhancements to the easement and driveway. Located on peaceful Pripet Woods Lane, the property enjoys a quiet, low-traffic setting with nearby access to Islesboro Island Trust trails. Private, waterfront, and surrounded by the natural beauty of coastal Maine, this is an inviting island escape with the flexibility to serve as a seasonal getaway or a year-round home. Septic not designed for 4 bedrooms.