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Find Tax Relief Attorneies Near You in Gloucester, MA

Browse tax relief attorneies serving Gloucester, Massachusetts. Updated 2026-07-14.

The top-rated tax relief attorneie in Gloucester, Massachusetts is H&R Block, rated 4.9 stars across 69 reviews. Other highly rated options include Lucy Dowd Law LLC, Babson Law Office - Annalei M. Babson, Esq., Orlando & Associates, P.C.. This directory lists 20 tax relief attorneies serving Gloucester.

Showing 20 tax relief attorneies in Gloucester, MAListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1H&R Block94 Middle St(978) 281-0553
2Lucy Dowd Law LLC33 Commercial St(717) 435-8271
3Babson Law Office - Annalei M. Babson, Esq.58 Middle St(978) 283-5759
4Orlando & Associates, P.C.1 Western Ave(978) 283-8100
5Law with Amy with Amy L. Connors, Esq.1 Western Ave(978) 886-0795
6Seaside Legal Solutions, P.C.123 Main St #301(978) 627-4500
7Law Offices of John F. Sommerstein1091 Washington St(617) 523-7474
8Law Office of Meredith A. Fine108 E Main St(978) 515-7224
9Frontiero Law Office, P.C.46 Middle St 1st Floor(978) 283-2850
10CannonMurrayLaw, llc224 Washington St(978) 989-9999
HB
94 Middle St
H&R Block
Tax Relief Attorney · Gloucester, MA

Serving Gloucester and the surrounding communities of Cape Ann, H&R Block handles tax relief matters including IRS installment agreements and offers in compromise. It assists clients facing wage garnishments or property liens from overdue tax obligations. The company takes a methodical approach to each case by first conducting a thorough review of the taxpayer's financial records and IRS notices. It then works directly with the tax authorities to negotiate a manageable resolution tailored to the individual’s financial situation.

LD
33 Commercial St
Lucy Dowd Law LLC
Tax Relief Attorney · Gloucester, MA

Lucy Dowd Law LLC serves clients in the Gloucester, Massachusetts metro area and throughout Essex County as a tax relief attorney. The firm assists individuals and small businesses facing complex tax disputes with federal and state authorities. Its team provides experienced representation for clients dealing with tax liens, wage garnishments, and other collection actions. Specific services include negotiating offers in compromise with the IRS and resolving Massachusetts state tax levies.

BL
58 Middle St
Babson Law Office - Annalei M. Babson, Esq.
Tax Relief Attorney · Gloucester, MA

Babson Law Office - Annalei M. Babson, Esq. handles a range of tax relief services, including IRS negotiation, tax lien resolution, and unfiled return assistance for clients in Gloucester, MA. The firm provides ongoing consultation and representation to address back taxes and reduce tax debt. It services single-family homes, apartments, retail businesses, and restaurants facing tax liabilities in the area.

OA
1 Western Ave
Orlando & Associates, P.C.
Tax Relief Attorney · Gloucester, MA

Homeowners, small-business owners, and property managers in Gloucester turn to Orlando & Associates, P.C. for assistance with IRS back taxes, wage garnishments, and tax lien resolution. The firm also helps clients negotiate offers in compromise and set up manageable payment plans to settle long-standing state and federal tax debts. Its practice extends throughout Essex County, including nearby communities such as Rockport and Manchester-by-the-Sea.

LW
1 Western Ave
Law with Amy with Amy L. Connors, Esq.
Tax Relief Attorney · Gloucester, MA

Offering ongoing tax representation as well as stand-alone assistance for specific disputes, Law with Amy with Amy L. Connors, Esq. serves individuals and businesses throughout Gloucester. Clients can receive help with IRS negotiations, offers in compromise, or payment plan setup. The firm can also provide recurring guidance for ongoing tax compliance needs. Service is available on both a one-time and as-needed basis.

SL
123 Main St #301
Seaside Legal Solutions, P.C.
Tax Relief Attorney · Gloucester, MA

Seaside Legal Solutions, P.C. serves Gloucester and the surrounding North Shore communities, handling federal and state tax debt disputes, IRS liens, and wage garnishments. It assists clients with offers in compromise and penalty abatement. The firm generally begins with a thorough review of the client’s financial situation before negotiating directly with taxing authorities to resolve outstanding liabilities.

LO
1091 Washington St
Law Offices of John F. Sommerstein
Tax Relief Attorney · Gloucester, MA

The Law Offices of John F. Sommerstein provides tax relief services, helping clients resolve disputes and negotiate with federal and state tax authorities. Serving the Gloucester area, it assists individuals and businesses with tax preparation, filing, and audit representation. The firm also addresses specific seasonal concerns, such as managing penalties and interest for taxpayers facing unexpected end-of-year tax liabilities.

LO
108 E Main St
Law Office of Meredith A. Fine
Tax Relief Attorney · Gloucester, MA

As tax season approaches in Gloucester, many individuals and small business owners face mounting pressure from unresolved tax issues. The Law Office of Meredith A. Fine responds by providing focused counsel on IRS and Massachusetts tax relief. Services address back taxes, wage garnishments, liens, and payment negotiations. The firm works to clarify legal options and pursue solutions that comply with current tax law. A thorough review of each client’s financial situation is conducted during the initial consultation.

FL
46 Middle St 1st Floor
Frontiero Law Office, P.C.
Tax Relief Attorney · Gloucester, MA

At Frontiero Law Office, P.C., a Gloucester-based practice focuses on tax resolution for individuals and businesses facing IRS or state tax liabilities. Their specialty includes negotiating offers in compromise, installment agreements, and penalty abatements to reduce tax burdens. They also represent clients in audits and appeals for back taxes or unfiled returns. This firm assists commercial enterprises such as local offices, warehouses, and food service operations with outstanding tax debt and collection notices.

CA
224 Washington St
CannonMurrayLaw, llc
Tax Relief Attorney · Gloucester, MA
KG
96 Middle St # 6
Kline Gardner & O'Connor, P.C.
Tax Relief Attorney · Gloucester, MA
(978) 283-3840
kgolawfirm.com
SF
46 Middle St
The Sullivan Firm PC
Tax Relief Attorney · Gloucester, MA
(978) 325-2721
estateplannermass.com/contact
BL
35 Main St
Beauparlant Law Offices
Tax Relief Attorney · Gloucester, MA
(978) 283-5056
beauparlantlaw.com
NM
85 Eastern Ave
Nancy M Finnegan, Attorney at Law
Tax Relief Attorney · Gloucester, MA
(978) 282-1138
nancymfinnegan.com
OR
46 Middle St
O'Reilly Edward J
Tax Relief Attorney · Gloucester, MA
(978) 283-3303
NM
45 Middle St #1
Nestor Mark L
Tax Relief Attorney · Gloucester, MA
(978) 283-7117
thelawofficeofmarknestor.com/meet-the-attorney-bio
OS
185 Main St
O'Shea Thomas
Tax Relief Attorney · Gloucester, MA
(978) 281-8640
BL
59 Main St
Beauport Law
Tax Relief Attorney · Gloucester, MA
(978) 281-0812
beauportlaw.com
LL
46 Middle St
Lees Law Office
Tax Relief Attorney · Gloucester, MA
(978) 281-0777
leeslaw.com
AJ
185 Main St
Andrew J. Freed Attorney at Law
Tax Relief Attorney · Gloucester, MA
(978) 525-3899
andrewjfreedlaw.com

What Does a a Tax Relief Attorney in Gloucester Cost?

Typical costs for a tax relief attorney in Massachusetts vary widely based on the complexity of the case. For straightforward matters such as setting up an installment agreement or requesting penalty abatement, flat fees generally range from $1,500 to $3,000. More complex cases like offers in compromise or audit representation often cost between $3,000 and $10,000, with some high-net-worth cases exceeding $15,000. Hourly billing is less common for these services but can run $300 to $600 per hour, and most attorneys require a retainer of $2,000 to $5,000 before starting work. Some firms offer payment plans for their fees, but you should always get a written fee agreement detailing what services are included.

This information is general and does not constitute legal advice. You should consult with a qualified tax relief attorney in Massachusetts to discuss your specific situation and obtain accurate cost estimates.

About tax relief attorneies in Gloucester

Tax relief attorney services in Gloucester, Massachusetts address a range of serious financial issues involving federal and state tax authorities. These include resolving back taxes, navigating IRS audits, stopping tax liens and levies, ending wage garnishment, negotiating offers in compromise, setting up installment agreements, and seeking penalty abatement. For Gloucester residents and business owners, the proximity to Boston and the presence of local fishing and maritime industries can create unique tax complications, such as self-employment tax liabilities or disputes over business expense deductions. A tax relief attorney provides legal representation to protect your assets, negotiate with the IRS and Massachusetts Department of Revenue (DOR), and ensure compliance with tax laws. The goal is to achieve a manageable resolution that stops aggressive collection actions and prevents further financial harm.

Federal tax issues often begin with a series of IRS notices, starting with a demand for payment and escalating to a Notice of Federal Tax Lien, which attaches to all property you own or acquire. If the debt remains unpaid, the IRS can file a Notice of Levy, seizing bank accounts, wages, or real estate. The IRS collection process has a 10-year statute of limitations from the date of assessment, meaning the agency generally cannot collect after that period expires, though certain actions like filing for bankruptcy or requesting a collection due process hearing can pause the clock. Innocent spouse relief is available if you filed a joint return and your spouse improperly reported income or claimed deductions without your knowledge; you must apply within two years of the IRS first attempting to collect. Currently not collectible status is an option if you can prove that paying the tax would cause financial hardship, such as having income below the IRS allowable expense standards, and it stops collection temporarily but does not eliminate the debt.

State tax issues in Massachusetts involve the DOR, which enforces collection through similar tools: tax liens, bank levies, wage garnishments, and seizure of assets. Massachusetts imposes its own penalties, such as a 1 percent per month penalty for late payment (up to 25 percent of the tax due) and a 0.5 percent per month interest charge on unpaid balances. The state offers an offer in compromise program for taxpayers who cannot pay the full amount due, but it requires proving that the debt cannot be collected in full and that the amount offered is the most the DOR could reasonably collect. Massachusetts tax liens are public records that can damage your credit and complicate property sales; they remain in place until the debt is paid or resolved. Unlike the IRS, the DOR does not have a fixed 10-year statute of limitations for collections, so state tax debts can persist indefinitely unless you take proactive steps.

Resolution options for tax debt include the offer in compromise, which allows you to settle with the IRS or Massachusetts DOR for less than the full amount owed, typically requiring a lump sum payment or short-term installment plan. To qualify, you must demonstrate that you cannot pay the full debt and that the amount offered represents your reasonable collection potential, which is based on your income, assets, and future earning capacity. Installment agreements are more common and allow monthly payments over time; for balances under $50,000, the IRS offers streamlined agreements with minimal financial disclosure. Penalty abatement can reduce or remove penalties for first-time offenders or if you show reasonable cause, such as a serious illness, natural disaster, or reliance on incorrect advice from a tax professional. Bankruptcy can discharge certain tax debts, but only if they meet strict criteria: the tax must be income-based, the return must have been filed at least two years before filing bankruptcy, and the tax must have been assessed at least 240 days prior.

Hiring a tax relief attorney in Gloucester involves understanding fee structures and avoiding scams. Most attorneys charge flat fees ranging from $3,000 to $10,000 or more for complex cases like offers in compromise or audit representation, while simpler matters like installment agreements may cost $1,500 to $3,000. Hourly rates typically range from $300 to $600 per hour, though some firms charge a retainer upfront. Watch out for tax relief scams that promise to settle debts for pennies on the dollar or require large upfront fees before any work is done; legitimate attorneys do not guarantee results and provide clear written agreements. Enrolled agents are federally licensed tax practitioners who can represent you before the IRS, CPAs focus on accounting and tax preparation, and attorneys have the added ability to handle litigation and legal arguments in tax court. For complex cases involving liens, levies, or bankruptcy, an attorney is often the best choice because of their legal training and privilege protections.

You should hire a tax relief attorney as soon as you receive an IRS notice demanding payment, especially if it is a CP504 or LT11 notice threatening levy. If a revenue officer is assigned to your case, that means the IRS has escalated collection and may seize assets within weeks. Immediate action is critical if your bank account has been levied, wages are garnished, or you receive an audit notification. Unfiled returns are a red flag because the IRS can file substitute returns on your behalf, which often result in higher taxes and no deductions. In Gloucester, where many residents rely on seasonal income from fishing or tourism, failing to file estimated quarterly taxes can trigger penalties and interest that compound quickly. An attorney can help you file back returns, negotiate payment plans, and stop collection actions before they cause irreversible damage to your finances.

Frequently Asked Questions

What local Massachusetts laws affect tax relief cases in Gloucester?

Massachusetts has its own tax lien laws that differ from federal rules. The DOR can file a lien without a court order, and the lien attaches to all real and personal property in the state, including boats and fishing permits common in Gloucester. The state also has a six-year statute of limitations for criminal tax evasion, but no fixed time limit for civil collections, meaning state tax debts can be pursued indefinitely. Additionally, Massachusetts allows for a state-level offer in compromise that requires a detailed financial statement and a 20 percent down payment on the offer amount.

How much does a tax relief attorney cost in Gloucester, Massachusetts?

Typical flat fees for a tax relief attorney in Massachusetts range from $3,000 to $10,000 for an offer in compromise, and $1,500 to $3,000 for an installment agreement or penalty abatement. Hourly rates are usually $300 to $600, with a retainer of $2,000 to $5,000 required upfront. Some attorneys offer free initial consultations, but be cautious of firms that demand large upfront fees before providing any services. These figures are general estimates and actual costs depend on case complexity.

What is the legal process for resolving tax debt with a Massachusetts attorney?

The process typically begins with a consultation where the attorney reviews your tax notices, financial situation, and unfiled returns. Next, the attorney will request a power of attorney form (Form 2848 for IRS, Form M-2848 for Massachusetts) to represent you. For an offer in compromise, the attorney prepares a detailed financial statement and submits it to the IRS or DOR, which can take 6 to 12 months for a decision. If the offer is rejected, you can appeal within 30 days, or the attorney may negotiate an installment agreement or currently not collectible status instead.

Tax Relief Attorneies in Other Massachusetts Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each tax relief attorney's current standing with the State Bar of Massachusetts.