Katherine C. Bailey


  • Overview


    Katherine “Kacy” Bailey focuses her practice on commercial real estate transactions and land use permitting and policy work. She is a member of the firm's Real Estate + Development Group.

    Land Use Permitting and Policy

    Ms. Bailey regularly assists businesses and developers in bringing their projects to fruition by guiding them through the permitting process before municipal land use boards and commissions. Ms. Bailey draws on her education and experience in urban planning to provide clients insights into municipal land use regulation. She has appeared before local planning and zoning boards and conservation commissions throughout eastern Massachusetts.

    At Robinson+Cole, Ms. Bailey is part of a team of attorneys who represent a national wireless communications carrier in the local permitting processes to locate new wireless communications facilities. She also regularly advises a national real estate trade association on state and local land use and real estate-related initiatives and trends across the country.

    Real Estate Transactions

    Ms. Bailey helps clients with the acquisition, disposition and financing of commercial and industrial properties. She conducts all pre-acquisition and financing due diligence, negotiates purchase and sale agreements, and counsels clients on land use and title issues. She also handles leasing matters on behalf of landlords and tenants in office and other commercial spaces.

    Affordable Housing Finance

    Ms. Bailey is part of a team at Robinson+Cole which represents a national lender in a variety of affordable housing and lending transactions. Ms. Bailey has experience conducting title and entity due diligence and negotiating loan documents on a variety of transactions involving taxable and tax-exempt bonds and tax credit programs.

    Pro Bono and Community Involvement

    Ms. Bailey is committed to doing pro bono work and being active in the community. She has handled leasing matters for Legal Services Food Hub, a project of Conservation Law Foundation, which helps farmers and food entrepreneurs with legal services. Ms. Bailey has captained efforts to urge lawmakers in Massachusetts to protect state funding for civil legal aid and to raise money directly for Greater Boston Legal Services. She is also a member of the Zoning Board of Appeals in Groveland, Massachusetts.

    Prior to joining Robinson+Cole, Ms. Bailey was associated with Massachusetts law firms focusing on land use and real estate litigation matters and municipal law. She also served as a judicial clerk for the justices of the Maine Superior Court and, while in law school, interned with Justice Charles W. Trombly Jr. at the Massachusetts Land Court.

  • Experience
    • Experience


      • Represented a national bank in its role as a lender for the Cambridge Housing Authority's (CHA) first four Rental Assistance Demonstration (RAD) conversion deals. The bank closed the tax-exempt bond financing for 511 units of public housing conversions under HUD's RAD program. The RAD program was created to give public housing authorities a tool to preserve and improve public housing properties by restructuring HUD subsidies into long-term contracts that facilitate the private financing of improvements. These first four transactions were part of a long-term project to convert all 2,129 of CHA's public housing units to RAD. 

      • Affordable Housing

      • Represented a large national bank in its role as lender in two related “back-to-back” tax-exempt bond financing transactions for the preservation and rehabilitation of a 156-unit and a 162-unit low-income senior housing development in Melbourne, Florida.

      • Represented institutional purchaser of Massachusetts low income housing tax credits as part of the financing of a redevelopment of a mill building into moderate- and low-income restricted apartments.

      • Land Use Permitting and Policy

      • Successfully obtained zoning, site plan, variance and wetlands regulatory approvals for the construction of a new wireless telecommunications tower in southeastern Massachusetts.

      • Successfully obtained a dimensional variance for a residential property built in violation of a setback requirement, saving the property from demolition.

      • Real Estate Transactions

      • Handled all aspects of a sale and short-term leaseback transaction of an industrial property in Malden, Massachusetts.

      • Represented purchaser of a fully-tenanted suburban office building in Canton, Massachusetts.

    • Professional Associations

      Professional Associations

      American Planning Association

      Massachusetts Real Estate Bar Association
    • Community Involvement

      Community Involvement

      Town of Groveland, Massachusetts, Zoning Board of Appeals
    • Publications


      "SJC: No Public Policy Favoring Easements by Necessity," REBA News. Vol 13. No. 3 (June 2016)
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    • Presentations


      "Planning Ethics – Dealing With Problem Boards and Board Members," moderated panel, which was sponsored by the American Planning Association's (APA) chapters and divisions (4/29/2016)
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    • News

      R+C in the News

      • January 31, 2018

        Boston Lawyers Walk to the Hill for Civil Legal Aid

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        • View article
      • February 3, 2017

        Boston Lawyers Join Annual Walk to the Hill

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      • May 6, 2016

        Kacy Bailey Moderates Planning Ethics Webinar at Massachusetts APA Webinar

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      • May 4, 2016

        Land Use Lawyers Participate in APA National Planning Conference

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      • February 11, 2016

        Robinson+Cole Lawyers Join Annual Walk to the Hill

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      • December 18, 2015

        Boston Lawyers Participate in 2015 WomenUp Event

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      • April 17, 2015

        Robinson+Cole Represents National Bank in HUD Rental Assistance Demonstration Conversion Deals with Cambridge Housing Authority

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      • December 19, 2014

        Boston Lawyers Address WomenUp Event

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      R+C News Releases