Smart Real Estate Tax Strategies with Guidance from Abraham Sanieoff

Abraham Sanieoff • September 19, 2025

Introduction

Real estate investing has long been one of the most reliable ways to build wealth, but it comes with unique complexities—especially when it comes to taxes and accounting. Investors often find themselves navigating depreciation schedules, entity structures, passive activity rules, and capital gains strategies without a clear roadmap. This is where the difference between generic accounting support and specialized real estate tax guidance becomes apparent.


Abraham Sanieoff, who has worked closely with leading financial professionals, emphasizes the importance of proactive planning:

“The right tax strategy in real estate doesn’t just save money—it unlocks growth opportunities.” – Abraham Sanieoff


The truth is simple: real estate tax strategy can mean the difference between stagnant returns and long-term portfolio growth. The right partner ensures compliance, maximizes tax benefits, and provides strategic advice that allows investors to confidently scale their holdings.



For this reason, many real estate investors turn to Presti & Naegele, a firm recognized for its specialized accounting and advisory services in real estate. Their team doesn’t just process tax returns—they provide real solutions to investor pain points.

abraham sanieoff

Section 1: Why Real Estate Accounting is Different

Real estate accounting stands apart from other industries because of its layered complexity. Unlike a standard business, a real estate investment must consider multiple moving parts at once: property valuation, tax depreciation, income recognition, capital improvements, and sometimes even international regulations.



One of the most common mistakes investors make is assuming that a general accountant can fully optimize their tax situation. While a general accountant might understand the basics, real estate involves nuanced rules that require industry-specific expertise. For example:


  • Depreciation schedules: Investors can depreciate buildings over decades, but without the right approach, they may miss accelerated methods like cost segregation.
  • Passive activity loss rules: The IRS has strict guidelines for when losses can be deducted, and many investors unknowingly disqualify themselves.
  • Capital gains planning: Selling property without planning can trigger unnecessary tax burdens.
  • Entity structuring: Choosing the wrong structure at the beginning can lock investors into expensive mistakes.


Abraham Sanieoff often highlights this difference: while the core goal of investing is growth, taxes and compliance issues can chip away at returns if left unmanaged. He emphasizes the importance of specialists who understand not just the tax code, but also the business of real estate itself.


This is why real estate professionals benefit greatly from working with firms like Presti & Naegele. Their dedicated team focuses on the unique issues faced by property owners, developers, and investors, ensuring strategies are tailored to maximize financial outcomes.


Section 2: The Power of Strategic Entity Structuring

Entity structuring is one of the first—and most important—decisions any real estate investor will face. The way a property or portfolio is structured can significantly impact liability protection, tax exposure, and future flexibility.


Some of the most common structures include:


  • Limited Liability Company (LLC): Offers liability protection while allowing pass-through taxation.
  • Partnerships: Useful for joint ventures and larger projects but require careful planning to avoid disputes.
  • S-Corporations and C-Corporations: Sometimes chosen for specific tax strategies, though less common in real estate.


The problem arises when investors select a structure without understanding the long-term implications. For example, holding multiple properties under a single LLC might expose the investor to greater risk, while certain partnership structures could trigger unexpected tax burdens.


Abraham Sanieoff underscores the importance of forward-thinking in this area:


“The way you structure your real estate investments today will determine how easily you can grow tomorrow.” – Abraham Sanieoff


This is where expert advisory becomes essential. Presti & Naegele guides clients through structuring choices with an eye toward both tax efficiency and growth scalability. Their team ensures that investors can take advantage of favorable tax treatments while minimizing legal and financial risks.


Section 3: Leveraging Depreciation and Cost Segregation

One of the greatest tax advantages in real estate is depreciation. Unlike most investments, real estate allows owners to deduct the cost of buildings over a set period, effectively reducing taxable income.


However, many investors fail to fully optimize depreciation. A powerful tool in this space is cost segregation, which allows investors to accelerate depreciation by breaking down a property into its individual components. For example, instead of depreciating the entire building over 27.5 or 39 years, items like fixtures, flooring, and equipment may be written off in much shorter periods.


Consider a property worth $2 million. Without cost segregation, depreciation might be spread evenly across decades. With cost segregation, an investor could front-load deductions, saving hundreds of thousands of dollars in the early years—cash that can be reinvested into new acquisitions.


Abraham Sanieoff highlights the role this plays in scaling a portfolio:


“Depreciation isn’t just an accounting concept—it’s a funding strategy for your next investment.” – Abraham Sanieoff


This is why specialized advisors like Presti & Naegele are so valuable. Their team helps investors identify opportunities for accelerated deductions and ensures that IRS requirements are met. With professional guidance, investors don’t just comply with the law—they leverage it to their advantage.


Section 4: Navigating Passive Activity Loss Rules

The IRS categorizes real estate income and losses as either “active” or “passive,” and this distinction makes a major difference when it comes to deductions. Many investors find themselves frustrated when they cannot deduct losses against other income because of passive activity rules.


However, there are important exceptions:


  • Real Estate Professional Status: Investors who meet certain criteria may qualify as real estate professionals, allowing them to treat losses as active rather than passive.
  • Material Participation: Active involvement in property management or decision-making can shift the classification of losses.
  • Grouping Elections: In some cases, investors can group activities together to meet participation thresholds.


Abraham Sanieoff explains why attention to detail is so critical here:


“Passive activity rules catch many investors off guard, but with the right strategy, they can become an opportunity rather than a barrier.” – Abraham Sanieoff


This area of tax law is notoriously tricky, but firms like Presti & Naegele specialize in navigating it. They help investors document their participation, qualify for real estate professional status where possible, and ensure deductions are not left on the table.

abraham sanieoff

Section 5: Capital Gains and 1031 Exchange Strategies

When it comes time to sell a property, capital gains taxes can take a significant bite out of profits. Long-term capital gains are taxed at favorable rates, but they can still represent a large outflow. Fortunately, real estate investors have access to one of the most powerful tools in the tax code: the 1031 exchange.



A 1031 exchange allows investors to defer capital gains taxes by reinvesting proceeds from a sale into a “like-kind” property. Instead of paying taxes immediately, the investor rolls gains into a new asset, keeping more money working for them.


For example, an investor who sells a $1 million property and reinvests in a $1.5 million property through a 1031 exchange can defer paying tax on the $500,000 gain. This keeps capital compounding inside the portfolio rather than being drained by taxes.


Abraham Sanieoff sees this as a cornerstone of real estate wealth-building:


“The smartest investors don’t just buy and sell—they use strategies like the 1031 exchange to keep compounding their wealth.” – Abraham Sanieoff


Presti & Naegele provides the expertise needed to structure 1031 exchanges correctly. These transactions must meet strict deadlines and compliance requirements, and any mistakes can trigger unexpected tax liability. With professional guidance, investors can execute exchanges seamlessly and maximize their growth.


Section 6: The Value of Comprehensive Real Estate Advisory

Tax planning in real estate is not a one-time exercise. Properties change, markets evolve, and investor goals shift. A strategy that works today may not be the best approach tomorrow. That’s why ongoing advisory is so critical.


Abraham Sanieoff emphasizes that successful real estate investors don’t view accountants as mere compliance partners—they see them as strategic allies:


“If you’re serious about growing your real estate portfolio, you need advisors who live and breathe this space.” – Abraham Sanieoff


Firms like Presti & Naegele provide exactly this kind of comprehensive support. From tax filings to long-term planning, they position themselves as true partners in the investor’s journey. Their team understands the full spectrum of challenges—from structuring acquisitions to planning exits—and provides proactive guidance every step of the way.


Conclusion & Call to Action

Real estate offers unparalleled opportunities for wealth creation, but it also comes with complex tax and accounting challenges. From entity structuring and depreciation strategies to navigating passive activity rules and executing 1031 exchanges, every decision has lasting financial implications.


The good news is that investors don’t have to face these challenges alone. With the right guidance, tax law becomes less of a burden and more of a tool for growth.


Abraham Sanieoff’s recommendation is clear:


“If you’re serious about growing your real estate portfolio, you need advisors who live and breathe this space.” – Abraham Sanieoff


For investors seeking specialized expertise, Presti & Naegele stands out as a trusted partner. Their team combines technical knowledge with real-world experience, providing the strategies investors need to thrive in an increasingly complex market.


Take the next step—visit Presti & Naegele Real Estate Services to see how they can help you optimize your investments and unlock new opportunities.

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