617.973.6120fax 617.722.4921



  • Boston College Law School, JD, 1994
  • University of Massachusetts at Amherst, BA, 1991, summa cum laude, Commonwealth Scholar

Ann M. Sobolewski

617.973.6120fax 617.722.4921 V-card Download PDF

Ann is a member of the firm’s Environmental and Real Estate Departments, and concentrates her practice in real estate development and environmental permitting and litigation.

Ann represents property owners as well as commercial landlords and tenants in negotiations and disputes.  She has experience drafting and reviewing agreements including purchase and sale, indemnifications, conservation restrictions, leases, contracts and settlement agreements.

Ann has represented parties in legal proceedings arising out of federal and state hazardous waste sites, including private cost recovery actions, as well as in claims for insurance coverage for environmental contamination and remediation.  She has also represented clients in zoning and subdivision proceedings, from local permitting through appeals.  Her experience includes securing and challenging project approvals under the state Wetlands Protection Act (WPA), local wetlands bylaws, the Massachusetts Environmental Policy Act (MEPA), and waterways regulations.  Her permitting and permit appeal experience includes access for the disabled, asbestos, clean air, and clean water issues, among others.

Ann has represented parties in state administrative proceedings relating to environmental issues, in zoning and subdivision appeals, and in connection with local permitting of development projects, including comprehensive permit developments. Additionally, Ann performs zoning, environmental and title due diligence reviews, as well as representing landlords and tenants in commercial properties.

Representative Experience

  • Successfully obtained title to a property in Brookline, MA, under an adverse possession claim and defeated a claim to extinguish easement rights.
  • Represented parties for conversion of an industrial property into residential apartments, including MEPA.
  • Represented parties in large commercial developments regarding Chapter 40B and MEPA.
  • Defended MEPA certificates on client appeal such as a certificate issued for a condominiums conversion to a hotel and retail facilities on the North Shore.
  • Represented parties in Adjudicatory Hearings and Administrative Penalty Negotiations concerning asbestos violations, wetlands violations, clean water act compliance and environmental contamination.
  • Successfully defended the issuance of Chapter 91 licenses and Superseding Orders of Conditions for residential developments.
  • Resolved commercial litigation to enforce a guaranty.
  • Represented commercial landlords and tenants in various proceedings.
  • Appealed Conservation Commission denials to the Department of Environmental Protection, the Superior Court and the Appeals Court.
  • Defended commercial property owners in lawsuits brought under the Americans with Disabilities Act.
  • Represented parties in Massachusetts General Laws Chapter 21E litigation.
  • Defends appeals brought of the issuance of permits for commercial developments.
  • Represents property owners in disputes over easements; access, stormwater and groundwater management.

Reported Cases

  • Fieldstone Meadows Development Corp. v. Conservation Commission of Andover, 62 Mass. App. Ct. 265 (2004) - Landmark case limiting authority of local conservation commissions to impose restrictions under local wetland bylaws.
  • Becker v. Federal Railroad Administration, 999 F.Supp. 240 (D.Ct. 1996) - Represented a group of individuals in a challenge to the Federal Railroad Administration's compliance with the National Environmental Policy Act, as it pertained to the electrification of the northeast corridor train line between Boston and New York City.


Member of CREW Boston, successor to NEWiRE, New England's leading network of professional women working in commercial real estate.


Presenter, “Real Estate Law Conference”, MCLE, 2013
Panelist, Cape Cod Cranberry Growers' Association annual meeting, 2006, 2009
Co-author, Boston Zoning – Selected Issues, Boston Bar Association, 2003
Author, Three Steps to Recoup Site Remediation Expenses, New England’s Environment, November/December 2003

Ann was named Massachusetts Super Lawyer every year from 2011 - 2017.  She was also named Massachusetts Super Lawyer Rising Star in 2005, 2009 and 2010.

Outside Posternak

Plympton Massachusetts Conservation Commission, 2012
Plympton Massachusetts Zoning Board of Appeals, Chair, 2007 - 2012
Plympton Massachusetts Planning Board, Member, 2002-2007

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