Available Listings

$2,500,000 (USD)
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Islesboro Area Single Family Home

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1578 &1590 Pripet Woods Road Islesboro, ME 04848

7 Bed
5 Baths
3854 sqft
MLS# 1658893
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 )
Listing Courtesy of MAINE LISTINGS - IDX / The New England Real Estate Company, LLC / Lisa Decker Griffith
$1,700,000 (USD)
Active

Islesboro Area Single Family Home

Active

1590 Pripet Woods Lane Islesboro, ME 04848

3 Bed
3 Baths
2200 sqft
MLS# 1658888
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.

Offered at 1.7M USD, 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.
Listing Courtesy of MAINE LISTINGS - IDX / The New England Real Estate Company, LLC / Lisa Decker Griffith