Little Diamond Island offers a rare blend of off-the-grid calm and easy access to city conveniences, a quiet, ferry-served enclave of Portland in the heart of Casco Bay. Reached by the year-round Casco Bay Lines ferry, the island favors a car-light lifestyle—think footpaths, golf carts, and bikes—along rocky pocket beaches, spruce groves, and broad ocean views. Day-to-day errands are simple with mainland trips, while sunsets, sea breezes, and starry skies take center stage at home.
Families are part of Portland Public Schools, with many younger students attending the island-based Peaks Island School before continuing on the mainland for secondary grades. The small-community feel makes it easy to plug into school events, while cultural and athletic opportunities in the city are just a scenic boat ride away. For parks and programs—from swim lessons to youth sports—the city’s Portland Parks, Recreation & Facilities offers a deep lineup, including easy ferry-to-picnic days at the Eastern Promenade.
A short hop connects you to neighboring Peaks Island and Great Diamond Island; the historic Diamond Cove and its seasonal dining at the Inn at Diamond Cove are local favorites. Paddlers love the nearby routes supported by the Maine Island Trail Association, while the mainland’s shops and services in South Portland and broader Cumberland County round out everyday needs.
Whether you’re dreaming of a cottage by the tide or preparing to sell, Agent Pronto can connect you with a top local agent who understands both island living and the mainland market.