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We specialize in consumer legal issues for seniors, disabled individuals, veterans and their families.

We offer legal services related to: 


  • Trust & Estate Planning

  • Medicaid (Title XIX) & Medicare Planning 

  • Veteran's Benefits Applications

  • Business Succession Planning

  • Closings on Residential Real Estate Properties

  • Consumer Debt Reduction

  • Probate & Estate Administration

  • Living Wills

  • Healthcare Proxies

  • Consultations on Other Legal Matters  

About Us

"My family members suffered from both cognitive and physical difficulties related to aging.  Having experienced this personally, I appreciate the difficulty families face in addressing and discussing these issues with their loved ones." 

Matthew Stillman


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Matthew Stillman


Stillman & Associates LLC

I am personally aware of the need to understand and explain the intricacies of Elder Law, Estate Planning, Medicaid Planning and Veterans’ Benefits to clients and their families. 


I have had great success in obtaining benefits for clients.  Whatever your goal may be, we can assist you in achieving it.


My specific and unique knowledge of multiple benefits systems and how they interact allows my clients to maximize their coverage for assistance, while reducing their exposure to outside collections.


I counsel clients daily on such issues as: Estate Planning, Trusts & Estates (Planning and Drafting), Estate Administration, Medicaid and Veterans’ Benefits Planning.  My office will illustrate and explain a wide spectrum of planning options, which allows our clients to choose either an aggressive or a conservative approach towards planning.


Again, my office strives to ensure that all opportunities are utilized and that no legal and/or planning opportunities are missed or overlooked.


Areas of Practice

  • Trusts & Estates

  • Medicaid (Title XIX) & Medicare 

  • Veteran's Benefits 

  • Business Succession 

  • Residential Real Estate Closings

  • Consumer Debt Reduction

  • Probate & Estate Administration

  • Living Wills

  • Healthcare Proxies

  • Other Legal Matters  

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Licenses to Practice

Work Experience


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Hourly: $300 per hour


Payment Types

Cash, Check, Credit Card

Speaking Engagements




Experience & Fees


Local Attorneys

Jack Reardon Photo

"Matthew is a very knowledgeable and passionate attorney who specializes in trusts, estates and elder law. He is highly respected by his colleagues in this community. I have known him for many years, and recommend him wholeheartedly for anyone looking for top-notch assistance."

"I endorse this lawyer."

Jack Reardon


Old Saybrook, CT

F. William O'Connor Photo


"Veterans benefits expert."

F. William O'Connor


Avon, CT

"In the area of veterans' benefits law, you will be hard pressed to find a better attorney than Matt here in Connecticut, let alone in the country."  


'His extensive knowledge of Veterans' Administration law, coupled with his experience in estate planning and elder law, make Matt one of the go-to attorneys in his field.  


I would enthusiastically recommend Matt to anyone who needs assistance in the aforementioned legal specialties.'

Posted on Avvo (Legal Website, on Nov. 18, 2011

"Excellent experience. Trustworthy, extremely knowledgeable and very responsive lawyer."

"I needed an elder care legal expert in the New Haven area. Because of my situation, I needed a timely response.


I left messages with four different law firms after hours. Mr. Stillman's office was the first response in the morning, and within five minutes I was on the phone with Mr. Stillman who immediately provided his counsel and time to deal with the matter at hand.


He created the necessary documents in the morning, met my mother at the Yale Hospital that afternoon to obtain a signature and returned the signed documents later the same day."

Posted on Avvo (Legal Website, on May 22, 2014



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Main: (203) 951-0600

Fax: (203) 951-0602




23 Boston Street (2nd Floor)

Guilford, CT 06437

Current or Prospective Clients

Please let us know what questions we can address, or what concerns you may have.  We will respond as promptly as possible. 

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Stillman & Associates | Senior Law Experts