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Small, Stephen J.

Stephen J. Small - Boston, MA

Attorney at The Wagner Law Group

Real Estate Lawyers in Boston, MA

One Financial Center Suite 3610 Boston, MA 02111

  • 1 Super Lawyers®
  • 43 Years 
    Experience

Boston Real Estate Lawyer

Updated: 02/28/2026

Areas of Practice

  • Real Estate

Attorney Information

Overview

Steve is recognized as the nation’s leading authority on private land protection options and strategies in which he has more than four decades of unmatched experience. He authored the Federal Tax Law of Conservation Easements, the series of Preserving Family Lands books, and The Business of Open Space: What’s Next?? As an attorney-advisor in the Office of Chief Counsel of the Internal Revenue Service, he was the initial draftsman of the federal Income Tax Regulations on Conservation Easements.

Steve represents individual, corporate, and family owners of ranchland, farmland, forestland, plantations, family estates, and historic property on federal tax planning and succession planning matters for family property, including conservation and preservation easements. He also advises government agencies and nonprofit organizations on a range of land protection projects, including leveraging land acquisition dollars through tax-advantaged planning and legal planning for property owners.

Steve advises and designs plans for conservation buyers, and represents individual and corporate clients in structuring bargain sales of easements and property to conservation and preservation organizations and government agencies. Steve spends considerable time on addressing a variety of tax and related issues faced by donors of land and conservation easements, including planning for “bargain sales.” He also represents landowners under IRS audit in connection with conservation easement donations.

Steve has advised on some of the largest land conservation cases in the country, including as adviser to the landowner in a major conservation purchase by a government agency (with a purchase price in excess of $100 million); as adviser to the prospective purchaser (state government agencies) in an offer to acquire a multi-thousand acre parcel (purchase price a multiple of $100 million); as counsel to the easement holder in the largest conservation easement transaction to date (more than 750,000 acres) in the United States; as counsel to the easement holder in one of the largest conservation purchases by a non-profit organization (purchase price in excess of $60 million); and as counsel to the donor in what is believed to be the most valuable (in dollar terms) land conservation contribution in the United States.

Steve has authored numerous books and articles, and speaks extensively at events, including seminars, workshops and continuing legal education programs across the country and abroad, on a wide variety of private land protection issues. He received an LL.M. in Taxation and a J.D. from Georgetown University Law Center, an M.S. in Journalism from Medill School of Journalism Northwestern University, and a B.A. from Yale University.


Awards and Honors

Super Lawyers® Selectees

SuperLawyers

Stephen J. Small included in a Super Lawyers® list

Honors

  • Texas Tech University Sowell Family Collection in Literature, Community and the Natural World Honor - April, 2017
  • Kingsbury Browne Conservation Lifetime Achievement Leadership Award - National Rally of the Land Trust Alliance, 2015
  • Conservation Award, The Trustees of Reservations, 1989
  • “Conservationist of the Year,” New England Wild Flower Society, 1991

Other Sources of Feedback About Stephen J. Small

Included on the 2005 Massachusetts Super Lawyers list


Education

  • Legal Education

    • Georgetown University Law Center, Washington, District of Columbia, 1981
      LL.M. in Taxation
    • Georgetown University Law Center, Washington, District of Columbia, 1978
      J.D.
      Honors: Estimated top 15%
      Honors: Winner, Nelson T. Hartson Memorial Award
  • Non Legal Education

    • Medill School of Journalism, Northwestern University, 1968
      M.S. in Journalism
    • Yale University, 1967
      B.A. (English)

Current Employment Position(s)

  • Of Counsel

Classes and Seminars

  • Mr. Small has given more than 400 speeches, workshops, lectures, and Continuing Legal Education (“CLE”) programs around the country, too numerous to list)
  • One typical example: “Tips for Getting it Right AND Staying Out of Trouble with the IRS, and More” - 28th annual Mass Land Conservation Conference, March 24, 2018

Published Works

Articles

  • The Federal Tax Law of Conservation Easements, 1985
  • Preserving Family Lands: Book I, Essential Tax Strategies for the Landowner, 1988
  • Preserving Family Lands: Book II, More Planning Strategies for the Future, 1997
  • Preserving Family Lands: Book III, New Tax Rules and Strategies and a Checklist, 2002
  • The Business of Open Space: What’s Next??, 2013
  • A Modest Legislative Proposal to Shut Down Specific Tax Shelters - 2016
  • Note #1: Basis Allocation Rules and Deductions
  • Note #2: Sales, Swaps, Bargain Sales, Bargain Swaps!!!
  • Note #3: Amending Conservation Easements – Are There Really Any Rules?
  • Note #4: Amending Conservation Easements – Are There Really Any Rules? (continued)
  • Note #5: A White Paper – New Tax Incentives to Encourage Private Donations of Parkland and Recreation Land
  • Note #6: “Syndications” of Conservation Easement Deductions – Or, There’s Trouble in River City
  • Note #7: The Business of Open Space: What’s Next?? And I really Mean it!!
  • Note #8: Conservation Easement Appraisal Rules: History, Rules, Mistakes, Tips (Part I)
  • Conservation Easement Appraisal Rules: History, Rules, Mistakes, Tips (Part II)
  • Note #10: Conservation Easement Appraisal Rules: History, Rules, Mistakes, Tips (Part III)
  • Note #11: Claiming a Deduction for Donating a Conservation Easement (or a Gift of Land) – FILING YOUR TAX RETURN, THE IRS, AND GETTING IT RIGHT (Part I)
  • Note #12: Claiming a Deduction for Donating a Conservation Easement (or a Gift of Land) – FILING YOUR TAX RETURN, THE IRS, AND GETTING IT RIGHT (Part II)
  • Note #13: Leveraging Acquisitions Dollars, Or, What Does The Seller Really Really Want?
  • Note #14: How to Do, and Not to Do, a “Conservation Buyer” Transaction
  • Note #15: Using an Option to Help Save Land
  • Note #16: Once a Real Estate Developer, Not Always a Real Estate Developer . . . . Complicated Tax Planning
  • Proper – and Improper – Deductions for Conservation Easement Donations, Including Real Estate Developers, Tax Notes, October 11, 2004
  • Enhanced Income Tax Deductions Extended Through 2011!! – January 1, 2011
  • Much Better Income Tax Deduction Rules for S Corporations that Donate Conservation Easements - December 30, 2010
  • Conservation Easements, Appraisals Thereof, and Form 8283: The Good, The Bad, and The Ugly - 2010
  • Better Deductions for S Corporations That Donate Conservation Easements – October 21, 2008
  • The New Conservation Tax Incentives – October 14, 2008
  • Business in the Beltway: Landowners and Charities Farm Tax Break – Forbes, June 11, 2008
  • Encouraging Landowners to Save the Places They Love – Charles Stewart Mott Foundation News, October 17, 2007
  • Last Call – Charitable Giving, July 31, 2007
  • The Lawyer of the Land – July 31, 2007
  • The New Conservation Tax Incentives, Some Things We Know and Some Things We Don’t Know - August 17, 2006
  • President Signs Into Law New Conservation Tax Incentives Under the 2006 Tax Act!!! – August 17, 2006
  • A Modest Legislative Proposal to Shut Down Certain Tax Shelters - Tax Notes, May 23, 2016
  • IRS Notice Could Be Good News - Fall 2004
  • Tax Incentives and Land Protection Techniques - SHO26 ALI ABA 929, 950 (American Law Institute-American Bar Association, CLE 2002)
  • Understanding the Conservation Easement Estate Tax Provisions - Tax Notes, April 17, 2000
  • 1985, Preserving Lands: Legal Issues - (Newsletter; editor/publisher)

Bar Admissions

  • District of Columbia, 1978
  • Massachusetts, 1983

Other Affiliations

  • Board of Directors, Land Trust Alliance, 1991-1997
  • Former Member, Conservation Restriction Program Review Board, Executive Office of Environmental Affairs (Commonwealth of Massachusetts)
  • Former Member, Newton Commonwealth Golf Course Foundation

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