Jen Hawkins O'Hanlon, REALTOR®

Get to know our team's exceptional members.

Jen Hawkins O'Hanlon, REALTOR®
Jen Hawkins O'Hanlon, REALTOR®

Jen Hawkins O'Hanlon, REALTOR®

Team Leader

Jen O'Hanlon is a Massachusetts REALTOR® with Compass Real Estate and the founder of The O'Hanlon Group. Licensed since 1993, she brings more than 30 years of real estate experience representing buyers and sellers throughout Martha's Vineyard, including Edgartown, Oak Bluffs, Vineyard Haven, West Tisbury, Chilmark, and Aquinnah. She specializes in luxury homes, waterfront and beachfront properties, vacation homes, investment real estate, and second-home ownership.

Jen's practice focuses on representing luxury buyers, high-net-worth sellers, and families navigating the sale or purchase of legacy Island properties. Her experience includes luxury listings, waterfront estates, investment properties, new construction, probate sales, and complex transactions, with many sales exceeding $2 million.

In 2026, The O'Hanlon Group was recognized by RealTrends Verified as one of America's Top 1.5% of Small Real Estate Teams. Jen was also recognized by RealTrends City Rankings as the #1 Small Team on Martha's Vineyard by both sales volume and transaction sides. In 2025 alone, she closed more than $30 million in real estate sales.

Jen is a member of Compass Sports & Entertainment, an invitation-only division of Compass that serves professional athletes, entertainers, executives, and other high-profile clients through a trusted nationwide referral network. She is also a founding member of Compass Resort, a national network of agents specializing in luxury resort, second-home, and vacation markets.

Known for strategic pricing, elevated digital marketing, professional video content, and expert negotiation, Jen has built a reputation as one of Martha's Vineyard's leading listing agents. Her marketing combines high-end photography, cinematic video, targeted digital advertising, social media, and Compass's exclusive technology platform to maximize exposure for every listing.

A year-round Martha's Vineyard resident, Jen provides clients with deep local market knowledge and trusted guidance throughout every stage of the buying and selling process. Her commitment to exceptional service is reflected in consistently outstanding client reviews across Google, Zillow, Realtor.com, and FastExpert, making her a trusted resource for buyers and sellers throughout Martha's Vineyard.

Outside of real estate, Jen enjoys photographing Martha's Vineyard, riding her Thoroughbred, Bruce, and spending time with her daughter, Grace. Her passion for the Island extends well beyond real estate, giving her an authentic appreciation for the lifestyle she enjoys sharing with her clients.

Jen Hawkins O'Hanlon, REALTOR®

Team Leader

BROWSE MY PROPERTIES

  • For Sale

    4 Nomans Watch Road Aquinnah

    $3,350,000

    4 Nomans Watch Road, Aquinnah, MA 02535

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  • For Sale
    Open House: 7/28/2026, 11:00 AM - 12:00 PM

    15 Twenty First Street North Edgartown

    $2,775,000

    15 Twenty First Street North, Edgartown, MA 02539

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  • For Sale

    41 & 0 Cook Road Vineyard Haven

    $1,790,000

    41 & 0 Cook Road, Vineyard Haven, MA 02568

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  • For Sale

    261 Sandpiper Lane # 12 Vineyard Haven

    $1,250,000

    261 Sandpiper Lane # 12, Vineyard Haven, MA 02568

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  • For Sale

    21 Butler Avenue Oak Bluffs

    $1,075,000

    21 Butler Avenue, Oak Bluffs, MA 02557

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  • For Sale

    22 Firehouse Lane Oak Bluffs

    $940,000

    22 Firehouse Lane, Oak Bluffs, MA 02557

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WORK WITH THE O'HANLON GROUP

As a team, we work in harmony for the benefit of our clients. We handle multiple transactions at once and are able to execute a complex marketing strategy by leveraging team resources. We can be in several physical locations at once to ensure showings are always possible for our buyers and sellers. Our clients benefit from the combined experience of our agents and administrative staff.

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