Find the perfect real estate agent in Cuttyhunk, MA

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Cuttyhunk, MA real estate

Compare the top 5 real estate agents in Cuttyhunk

Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for May 2025. *

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Learn more about what Cuttyhunk has to offer.

Cuttyhunk offers residents a charming coastal atmosphere with stunning views, rich maritime history, and a peaceful community environment.

Cuttyhunk, MA real estate

Cuttyhunk represents a world unto itself, an island haven at the end of the Elizabeth Islands chain where tranquility meets tradition. Known for its breathtaking coastal vistas and intimate community atmosphere, Cuttyhunk beckons those seeking an unparalleled blend of natural beauty and small-town camaraderie. With its rocky shores, scenic harbor, and rare chance to unplug from the mainland pace, the island offers endless opportunities to enjoy sunrises over Vineyard Sound, fresh-caught seafood from the dockside, and expansive sandy beaches that seem to stretch forever.

Cuttyhunk draws adventure-lovers with abundant boating, fishing, and swimming off Church’s Beach. Birdwatching and hiking are easily accessed along the island’s trails or from the Cuttyhunk Historical Society Museum, which offers a fascinating glimpse into the island’s maritime past. The charming Cuttyhunk Ferry Company connects island life with the vibrancy of New Bedford, providing a direct link to arts, events, and city amenities. Children enjoy the rare privilege of attending the town’s cherished Cuttyhunk Elementary School, celebrated for its one-room tradition and close-knit environment—often dubbed the smallest public school in the United States. For newcomers or growing families, this unique education fosters a sense of curiosity and community responsibility.

Despite its peaceful seclusion, essentials are readily available. The local Cuttyhunk Shellfish Farms offers fresh oysters and island provisions, while the Cuttyhunk Yacht Club enhances summers with sailing programs and watersports for all ages. Weekend visitors from Dukes County frequently mingle with year-round residents at the Post Office or Harbor Raw Bar, forging connections that last beyond the season.

If you dream of waterfront living with a strong sense of heritage and community spirit, Cuttyhunk stands poised to welcome you. Whether you’re looking to buy or sell a special island property, Agent Pronto can connect you with local real estate experts to guide every step in the Cuttyhunk journey.

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Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!

Sarah W.

Take the guesswork out of finding an agent.

With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.

We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Cuttyhunk to qualify the best agents for your specific needs.

We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.

Data analysis with a human touch.

Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Cuttyhunk. But we don’t stop there.

Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.

Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!


Frequently Asked Questions

There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.


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