Set on the serene north end of Islesboro, this rare coastal compound offers the kind of privacy, flexibility, and natural beauty that's increasingly hard to find. With 13 acres, 525 feet of open shoreline, and direct, stair-free access to the water, this property stands apart from nearly every other waterfront offering on the island.The centerpiece is a stunning 2025 built log style home, thoughtfully designed with over 2,200 square feet of warm, inviting living space. Cathedral ceilings and a wall of windows flood the open kitchen and living area with natural light, creating an airy yet cozy gathering space. The first floor features two spacious bedrooms, including a primary suite with a walk-in closet and sliding doors leading to a screened-in porch, perfect for quiet mornings or summer evenings. Upstairs, a large third bedroom with its own bath provides a private retreat for guests or family. A detached two-car garage adds convenience and storage. The second home, built in 1968, is a well-maintained, year-round residence offering four bedrooms and two baths, all on one level. Full of character and functionality, it includes a charming bunk room with built-in beds and clever storage, making it ideal for hosting. A covered porch and waterside fire pit create easy spaces for relaxation and entertaining. Included are 10 fruit young trees and a new greenhouse, perfect for those looking to embrace a more self sufficient or garden focused lifestyle. Both homes enjoy fenced backyards with gated access to the beach.The setting is exceptionally private, tucked at the end of a long drive and bordered by conservation land.Whether you're seeking a multi-generational retreat, an income-producing opportunity, or a private island escape, this property delivers unmatched versatility. Offered as a complete compound or the 2025 home with 5.77 acres, (See separate listing )
Listed By
Agency Name: The New England Real Estate Company, LLC
Agency Contact: lisadg@thenewenglandreco.com
Agent Name: Lisa Decker Griffith
Shown By
Agent Name: Alison Day
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group
Choose a date and time to see 1578 &1590 Pripet Woods Road, Islesboro, ME 04848.
I will get in touch with you shortly.
Estimated Payment
$ 8,065.75 per month $5,563.92 Principal & Interest $1,772.67 Property Tax $729.17 Homeowner's Insurance
1578 &1590 Pripet Woods Road | MLS# 1658893
This single family home located at 1578 &1590 Pripet Woods Road, Islesboro, ME 04848 is currently listed for sale with an asking price of $2,500,000. This property was built in 2025 and has 7 bedrooms and 5 full baths with 3854 sq. ft. Search Islesboro real estate on alisonday.masiellogrouprealestate.com today.