The Northeast region of the United States is sprinkled with captivating island communities that present a mix of deep-rooted history, breathtaking vistas, and distinct coastal allure. Whether you are attracted to serene fishing towns, lively summer hotspots, or hidden hideaways, these islands deliver a retreat that is nearby yet feels entirely different. Accompany us as we highlight the 20 finest island communities in the Northeast, each with its unique narrative and concealed gems awaiting exploration.
20. Cranberry Isles, Maine
Situated off the shores of Mount Desert Island, the Cranberry Isles consist of five petite islands that represent the quintessential Maine island experience. Little Cranberry Island, also referred to as Islesford, features the Islesford Artists Gallery, a hidden treasure celebrating local artwork influenced by the surrounding splendor. With rugged shorelines, tranquil communities, and a close-knit populace, the Cranberry Isles provide a peaceful getaway where time appears to stand still. The average cost for a 3-4 bedroom residence here varies from $400,000 to $600,000, positioning it as a charming yet economically viable island retreat.
19. Deer Isle, Maine
Linked to the mainland by an elegant suspension bridge, Deer Isle enchants visitors with its genuine coastal character. The island’s picturesque harbors are sprinkled with lobster boats, highlighting its flourishing fishing sector. Art lovers will cherish the Haystack Mountain School of Crafts, a lesser-known establishment where craftsmen from across the globe gather to refine their skills amidst breathtaking natural backdrops. For those in search of a residence with 3-4 bedrooms, prices range from $350,000 to $600,000, reflecting the island’s combination of charm and accessibility.
18. Long Island, New York
Beyond the rush of New York City, the eastern communities of Long Island develop into a landscape of unspoiled shores and upscale living. The Hamptons, known for their lavish residences and celebrity inhabitants, showcase beautiful beaches like Cooper’s Beach in Southampton. At the far end, Montauk features the historic Montauk Point Lighthouse, the oldest in the state. For a hidden gem, explore the Lavender By the Bay farm in East Marion, where fields of lavender bloom during summer. The typical price for a 3-4 bedroom home on Long Island is between $572,541 and $700,000, reflecting its blend of suburban comforts and metropolitan charm.
17. Islesboro, Maine
Just a short ferry journey from the mainland leads you to Islesboro, a slender island celebrated for its peace and exclusivity. Affluent summer visitors have long treasured this sanctuary, yet it retains a relaxed vibe. Visit the Grindle Point Sailor’s Museum and Lighthouse, a lesser-known site where you can immerse yourself in maritime history and enjoy sweeping views of Penobscot Bay. For those attracted to its charm, a 3-4 bedroom home on Islesboro generally costs between $495,036 and $699,000.
16. North Haven, Maine
Encircled by the Fox Islands Thoroughfare, North Haven features undulating fields and impressive waterfront views. Only reachable by ferry or private boat, this secluded island nurtures a vibrant artistic community that flourishes in its scenic locale. The North Haven Arts & Enrichment Center hosts local performances and workshops, a delightful surprise for those seeking cultural experiences in this remote haven. Properties with 3-4 bedrooms on North Haven are available between $531,667 and $715,078, mirroring its exclusivity and natural beauty.
15. Grand Isle, Vermont
Located in the serene waters of Lake Champlain, Grand Isle stands as Vermont’s largest island community. Renowned for its scenic beauty and outdoor activities, it serves as a sanctuary for camping, boating, and fishing. Grand Isle State Park is a beloved location, but be sure to visit the Hyde Log Cabin, one of the nation’s oldest log cabins, offering insight into 18th-century frontier life. With average property values ranging from $589,175 to $756,300 for 3-4 bedrooms, Grand Isle balances historical charm with natural attractiveness.
14. Staten Island, New York
Frequently eclipsed by its vibrant neighbors, Staten Island features diverse neighborhoods and rich cultural landmarks. Enjoy a ride on the complimentary Staten Island Ferry for stunning views of the Manhattan skyline and the Statue of Liberty. Visit Historic Richmond Town, a living history village where centuries-old structures narrate tales of early American existence. The island’s greenbelt contains extensive pathways and parks, a hidden natural haven within the urban landscape. The price for a 3-4 bedroom house varies from $688,888 to $715,857, showcasing Staten Island’s increasing appeal as a suburban refuge within New York City.
13. Cuttyhunk Island, Massachusetts
As the outermost of the Elizabeth Islands, Cuttyhunk serves as a haven of unspoiled serenity. With a seasonal population that swells in summer while remaining under 100 residents year-round, it’s ideal for nature enthusiasts yearning for peace. There are no paved roadways or tourist traps—just tranquil beaches, prime fishing locations, and the gentle pulse of island life. Homes with 3-4 bedrooms here are priced between $870,000 and $1,000,000, reflecting the island’s distinct allure and exclusivity.
12. Fishers Island, New York
Located just off the Connecticut shoreline, Fishers Island is an exclusive retreat renowned for its immaculate beaches and private ambiance. Primarily reachable by ferry from New London, it’s a location where bicycles outnumber automobiles, and sandy pathways lead to waterfront panoramas. The Henry L. Ferguson Museum, a lesser-known site, shares insights into the island’s natural history and conservation endeavors. For those interested in a 3-4 bedroom residence, prices vary from $4,900,000 to $5,200,000, underscoring the island’s exclusivity and prestige.
11. Isles of Shoals, New Hampshire
Imbued with historical intrigue, the Isles of Shoals are a compact archipelago rich in pirate legends and maritime stories. Star Island, one of the few accessible isles, hosts conferences and retreats in its historic Oceanic Hotel. Wander the island to uncover hidden burial grounds and legends of Captain Kidd’s buried treasure, all while surrounded by the stark beauty of the ocean. A 3-4 bedroom residence on these islands commonly ranges from $1,900,000 to $2,200,000, showcasing their rich heritage and unmatched solitude.
10. Monhegan Island, Maine
Recognized as a haven for artists, Monhegan Island has attracted painters and creatives for over a century with its dramatic cliffs and untouched terrain. With no vehicles on the island, visitors navigate by foot along numerous hiking routes. The cliffside path to Black Head provides breathtaking ocean views and is a favorite among those in search of both natural beauty and a dash of wilderness. The average price for a 3-4 bedroom property here ranges from $923,000 to $1,100,000, reflecting the island’s exclusive character and artistic appeal.
9. Vinalhaven, Maine
Home to one of Maine’s largest lobster fishing fleets, Vinalhaven features rugged terrain and a tight-knit community. The island’s granite quarries, once thriving industries, are now tranquil swimming holes like Lawson’s Quarry—a hidden gem for a refreshing swim. The Vinalhaven Historical Society provides insight into the island’s rich maritime and quarrying heritage. Residences with 3-4 bedrooms are priced between $349,000 and $456,782, making it a relatively economical choice for island living in Maine.
8. Chebeague Island, Maine
Chebeague Island’s rustic charm lies in its unspoiled beaches and traditional New England character. Reachable via ferry from Portland or Yarmouth, the island is ideal for laid-back bike rides and beachcombing. The Chebeague Island Inn, a beautifully restored 1920s establishment, adds a touch of elegance and features a porch offering expansive ocean views—an ideal destination for watching the sunset. A 3-4 bedroom home on Chebeague Island generally costs between $675,911 and $841,762, combining tranquility with convenient mainland access.
7. Peaks Island, Maine
A brief ferry journey from Portland transports you to Peaks Island, a lively community with an artistic essence. The island is home to the Umbrella Cover Museum, an eccentric venue celebrating the ordinary in an imaginative manner. Rent a golf cart or bicycle to journey along the island’s picturesque roads, historic battery remains, and stunning ocean views that endear it to both locals and tourists. For those contemplating a 3-4 bedroom home, prices span from $530,000 to $830,000, offering a combination of affordability and closeness to Portland.
6. Fire Island, New York
This vehicle-free paradise off Long Island’s southern shore is a tapestry of sandy shores and vibrant communities. From the lively boardwalks of Ocean Beach to the tranquil sands of Watch Hill, Fire Island caters to varied preferences. Nature lovers will admire the Sunken Forest, a rare maritime holly woodland concealed behind the dunes—a genuine natural marvel that few mainlanders are aware of. Property prices for 3-4 bedrooms here vary from $900,000 to $1,200,000, a reflection of its appeal and tranquil charm.
5. Shelter Island, New York
Situated between the North and South Forks of Long Island, Shelter Island lives up to its name with serene shores and a secluded allure. Nearly one-third of the island is protected in Mashomack Preserve, a concealed gem of wetlands, woodlands, and coastline ideal for hiking and birdwatching. The island’s calm ambiance makes it a refuge for those striving for a break from the city’s hustle. Homes with 3-4 bedrooms range from $1,350,000 to $1,650,000, emphasizing its luxurious and private environment.
4. Block Island, Rhode Island
A quick ferry ride from the mainland, Block Island provides miles of unspoiled beaches and breathtaking cliffs. Mohegan Bluffs, with its towering clay cliffs and a steep staircase leading to the secluded beach below, is a must-visit. The island’s Southeast Lighthouse, positioned near the bluffs, adds a historic element to the spectacular scenery. With its laid-back atmosphere, Block Island serves as an ideal destination for relaxation. For those captivated by its charm, 3-4 bedroom homes priced between $2,800,000 and $3,000,000 reflect the island’s upscale allure.
3. Martha’s Vineyard, Massachusetts
Renowned for its scenic beaches and lighthouses, Martha’s Vineyard is a collage of varied and lively communities. Discover the vibrant Gingerbread Cottages of Oak Bluffs or stroll through the tranquil village of Chilmark. For a lesser-known site, visit the Mytoi Japanese Garden on Chappaquiddick Island, a peaceful retreat that provides a contemplative escape amidst carefully curated landscapes. Three to four-bedroom homes typically range in price from $1,500,000 to $1,800,000, underscoring its identity as a high-end New England getaway.
2. Nantucket, Massachusetts
With its cobbled pathways and traditional shingle-style homes, Nantucket radiates ageless elegance. The Whaling Museum offers a captivating insight into the island’s maritime legacy. For a hidden pleasure, explore the Coskata-Coatue Wildlife Refuge, a secluded sanctuary reachable by four-wheel drive or strenuous hike, where seals can often be seen basking on the shore. For 3-4 bedroom residences, costs fluctuate between $2,100,000 and $2,250,000, reinforcing its status as one of the most sought-after island destinations.
1. Bar Harbor, Maine
Topping our list is the delightful coastal town of Bar Harbor located on Mount Desert Island. Serving as the gateway to Acadia National Park, it showcases stunning coastal views and a plethora of outdoor pursuits. Beyond the well-trodden paths, explore Bubble Rock, a precariously balanced glacial erratic that provides sweeping vistas of the park. Bar Harbor’s historical architecture and lively downtown create a destination that captivates every visitor’s heart. Properties with 3-4 bedrooms are priced between $630,000 and $797,000, making it an appealing yet fairly accessible choice for island living.
