Historic Island Retreat on Great Diamond Island with resort like amenities!

Stay in the original Surgeon’s Quarters on Great Diamond Island! This 2BR/2BA historic brick home blends charming details with modern updates. Enjoy wooded views from the screened porch and full access to Diamond Cove amenities: pool, fitness center, basketball court, bowling alley, 3 beaches, and more. Just a scenic ferry ride from Portland—your perfect island escape awaits!

Portland Short Term Rental License: STHR-007126-2025

Available starting April 24th, 2026

Welcome to 171 Diamond, a rare opportunity to stay in the original Surgeon’s Quarters at Fort McKinley on Great Diamond Island. This beautiful 2-bedroom, 2-bath freestanding brick home blends historic details with thoughtful modern upgrades—tin ceilings, original fireplace, a gas stove, custom window treatments, and hardwood floors.

Enjoy peace and privacy from your screened-in back porch with serene wooded views. You’ll also have access to a grill and picnic table perfect for BBQs/ Inside, the home is fully furnished with tasteful decor and a fully equipped kitchen, making it perfect for a cozy week away or extended getaway.

As a guest, you’ll have full access to all the Diamond Cove Homeowners Association amenities, including:


Heated outdoor pool
Fitness center
Indoor basketball court
Tennis & Pickleball Courts
Duckpin Bowling Alley and Game Room
Six private beaches
A playground
On-island restaurants - Diamonds Edge and Crown Jewel (seasonal)

Just 2 miles from Portland, a scenic ferry ride transports you to a peaceful, car-free island with rich history, coastal charm, and natural beauty. Whether you're collecting shells at the beach, relaxing poolside, or exploring island trails, 171 Diamond offers the perfect island escape.