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About John Arena

Licensed Associate Real Estate Broker - Nantucket Office
12 Oak Street, Nantucket, MA 02554

Official Real Estate Company of the Boston Red Sox

"For clients to view you as exceptional, you must add things which cannot be measured with money."


Xavier High School, Middletown CT 1984

Semester at Sea, University of Pitt, Spring '87

University of Vermont 1988
Degree: Political Science and Economics


John is an accomplished mountain climber having reached two of the seven summits Kilimanjaro and Aconcagua. His recent summits include Pico de Orizaba, in Mexico, in February of 2017, and Mount Rainier in 2016, and Mt. Whitney in September 2017.

Professional Specialty

Certified Homeownership Professional

Community Involvement

John is also involved in a handful of philanthropic efforts including The Nantucket Cottage Hospital, Nantucket Hospice, and the American Diabetes Association.


John first started spending summers on Nantucket in the 1980's. After graduating from the University of Vermont, with a degree in Political Science and Economics, John traveled extensively, lived in Colorado and Australia before finally settling in Boston. After working for over twelve years as an investment advisor at Fidelity Investments, John moved back to Nantucket full time. He's lived here for over 15 years working as a real estate broker and part-time developer. His brother, Tommy, owns Arena Construction, a local residential and commercial construction company. Together, they have bought, sold, built, renovated and rented many Nantucket properties over the past twenty years. With his deep passion for Nantucket* and vast real estate experience, not only as a real estate broker, but also as an investor, developer and homeowner, John is uniquely qualified to help you with all of your Nantucket real estate needs. When not doing real estate, John enjoys traveling, fishing, skiing, relaxing on the beach, and climbing.


Worked at Fidelity Investments, mostly in high net worth sales, as a registered investment advisor, from 1990-2002.

Has worked in real estate sales and rentals on Nantucket, and St. Barths, for over 15 years.

Areas Covered

In addition to Nantucket Island sales and rentals, John is also available to help with any of your St. Barth's Island sales and rental requests.

In The News

N Magazine Article

  • John has represented me on the purchase and sale of a couple of properties on Nantucket and I am very satisfied with his representation. He is very knowledgeable of the Nantucket market and is excellent at analyzing and reviewing the business aspects of the deal; especially, if you are buying a pro... (Bought and sold a Single Family home in Nantucket, MA.)

  • John Arena has lived and worked as a real estate agent on Nantucket for 15+ years and knows the Nantucket real estate market better than anyone. He understood my criteria for buying a house and found me a wonderful place at a great price. (Bought a Cooperative home in Nantucket, MA.)

  • John has a great understanding of local real estate trends and what buyers and renters are interested in. He was very helpful in transforming the vision for our property into reality and was able to offer valuable advice in terms of maximizing an income stream from seasonal rentals, while creating ... Mike (Bought a Single Family home in Nantucket, MA)

  • John Arena worked hard to learn what was important to me in a home, found me the perfect place, and guided me seamlessly through the buying process. John continues to be invaluable as a rental agent. He is always available to answer questions, share insight, and he has helped tremendously to improv... (Bought a Single Family home in Nantucket, MA.)

  • I decided to look for property on Nantucket this Summer. I was concerned about the experience even though I have some experience in real estate, as Nantucket is a very unique market. I wanted to find a realtor who was not just familiar with the market but who also was savvy and had a good perspect... Steven J

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NMLS Mortgage Loan Originator ID 998103
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