Neighbor News
DiMatteo Group Relocated in October to New Location
John DiMatteo of Bethany serves as President of DiMatteo Group Financial Services. His daughter Jessica represents the third generation.

For over six decades, The DiMatteo Group in Shelton has always been committed to the local community as a well-respected business and philanthropic leader.
Founded in 1960 by the late Anthony DiMatteo of Shelton, the company has always been based in the Greater Bridgeport area. Currently, DiMatteo Group Financial Services and Tax & Accounting, both headquartered at 79 Bridgeport Avenue, Shelton will be relocating a few miles down the Bridgeport Avenue corridor to 1000 Bridgeport Avenue.
John DiMatteo of Bethany, President of DiMatteo Group Financial Services, explained what precipitated the move. "Our three divisions have been located in Shelton since 2003," he noted. "When DiMatteo Insurance was sold to Cross Insurance in 2019, our need for such a large office space changed, in large part due to the pandemic."
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As a result, their Financial Services and Tax & Accounting businesses will make the crosstown move starting on October 3 and will be located in adjacent suites at 1000 Bridgeport Avenue on the fifth floor.
"We are happy to continue serving our clients at another convenient location in Shelton," noted Rosemarie Esposito of Shelton, an officer of DiMatteo Group Tax & Accounting. She co-owns this business division with her sister Loretta Lesko of Shelton.
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DiMatteo Insurance, as it was originally called, opened it doors in Bridgeport over 62 years go. By 1970, Anthony's late wife Adeline "Lena" joined her husband and the company was renamed A.A. DiMatteo Insurance Service Center. (One "A" represents Anthony and the other "A" stands for Adeline.) In 1993, the founders turned over daily business operations to their four children and two of their spouses.
Today, the third generation has joined the financial services business. For the past six years, John Esposito of Middlebury has been affiliated with DiMatteo Group Financial Services and is currently a Financial Advisor with the firm. In addition, President John DiMatteo’s daughter Jessica DiMatteo of Bethany, has been working in the family business as a Financial Assistant for over two years.
DiMatteo Group supports many local charities through the DiMatteo Family Charitable Foundation. The Foundation was established over 17 years ago as a tribute to their founder and late father and grandfather Anthony “Tony” DiMatteo, who was battling cancer at the time. Since then, the Foundation has contributed over $508,000 for various local and national charities that support our community as well as to fund research, education and finding a cure for diseases.
The phones numbers will remain the same for both family business divisions. For more information, visit www.DiMatteoFinancial.com or call 203-924-5420 and www.DimatteoTax.com or 203-924-5320.
Securities and advisory services offered through Commonwealth Financial Network®, member FINRA/SIPC, a Registered Investment Adviser. Fixed insurance products and tax planning services offered through DiMatteo Group Financial Services are separate and unrelated to Commonwealth Financial Network.
DiMatteo Group Financial, 1000 Bridgeport Ave, Shelton, CT 06484 203-924-5420
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