c.1918 Island Maine Estate For Sale on 8.8 Acres $5.5M

$5,500,000

A crown jewel of waterfront living, this grand 1918 island Maine estate brings timeless Renaissance Revival elegance to an unrivaled peninsular setting. Conceptualized by celebrated architect Wilson Eyre, the residence is enveloped by 8.8 sprawling acres and framed by over 3,500 feet of shoreline, delivering panoramic water views from virtually every angle.

Realtor Comments

The Grace Cottage, Hermit’s Point. Eight bedrooms, seven fireplaces. Replete with all the requisite amenities for an elegant summer’s stay including pool, dock and stone lodge. Newly priced at $5,500,000.

More Maine Properties

8bd
9.5ba+
9,025sqft
8.8 acres
Circa 1918

Contact Realtor: John Oldham
Brokered by Island Property
Google Maps
Niche

Pros of Living in Islesboro, ME

Unmatched Privacy & Coastal Beauty
- Surrounded by Penobscot Bay, Islesboro boasts quiet beaches, sheltered coves, and scenic harbors (like Dark Harbor). It offers a peaceful, slow-paced sanctuary far removed from the traffic and bustle of mainland coastal tourism.
Strong, Tight-Knit Community
- With a year-round population of around 600–700 residents, the island fosters a supportive, close community. Neighbors look out for one another, and local events, community centers, and the island school serve as vital social anchors.
High-Speed Fiber Internet Access
- Unlike many remote rural islands, Islesboro established a municipally owned fiber-optic network (GWI) providing high-speed internet to every household, making it a reliable destination for remote workers and creative professionals.
Excellent K-12 Island School
- The Islesboro Central School serves students from kindergarten through high school in a small class-size setting, featuring personalized instruction, strong community backing, and unique maritime/outdoor education opportunities.

Cons of Living in Islesboro, ME

Ferry Dependency & Logistics
- Everyday life revolves around the Maine State Ferry Service schedule (M/V Margaret Chase Smith). Ferry trips can be delayed or canceled due to fog, ice, severe winter winds, or mechanical maintenance, requiring careful planning for commutes and medical care.
High Housing Costs & Limited Inventory
- Real estate is expensive, heavily driven by the seasonal luxury market and historic Dark Harbor estates. Year-round housing is scarce, and entry-level options for first-time buyers or renters are extremely hard to come by.
High Cost of Goods & Services
- Getting goods, construction materials, fuel, and groceries onto the island requires transport fees. Local island stores cover essential daily items, but comprehensive grocery runs, big-box shopping, or specialized hardware require trips to the mainland (Camden, Belfast, or Rockland).
Severe Seasonality & Winter Isolation
- The population swells significantly during the summer months and shrinks dramatically in the off-season. Winter brings cold winds, quiet streets, shortened ferry schedules, and a reduced selection of open local services.