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KaiEsmeralda

How to handle tax reporting for real estate development business expenses and profits?

So I've got this real estate development business going where we purchase land, spend about 2-3 years developing it, and then sell the property with a newly constructed house at a profit. I'm really confused about the tax reporting aspects though. Do I need to be reporting all my expenses year by year as they happen - things like holding costs (interest payments), design fees, permit fees, construction materials, etc? Or can I just keep detailed records of all these expenses and then report the whole thing as capital gains profit when I eventually sell the developed property? The timing of when to claim these expenses for tax purposes has me completely stumped and I want to make sure I'm doing it right before tax season.

Debra Bai

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What you're describing is actually a pretty common question for real estate developers. The answer depends on whether your business is considered "dealer" or "investor" status by the IRS. If you're considered a "dealer" (someone who regularly buys and sells real estate as ordinary course of business), then you'll typically need to report your expenses as they occur on Schedule C as ordinary business expenses. The profit would then be subject to ordinary income tax rates plus self-employment tax. However, if you're considered an "investor" (which is less common for active developers), you might be able to capitalize those costs and only report them when you sell the property. In that case, the profit could potentially qualify for capital gains treatment, which generally has more favorable tax rates. Given that you're actively developing properties with the intent to sell them for profit rather than holding them for appreciation or rental income, you're most likely going to be considered a dealer for tax purposes. This means you should probably be reporting expenses as they occur.

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But what if the development business is structured as an LLC? Would that change how expenses are reported or is it still determined by the dealer vs investor distinction?

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Debra Bai

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The legal structure (LLC, corporation, etc.) doesn't automatically change the dealer vs. investor classification. The IRS looks at the nature of your activities regardless of how you're structured. Even if you operate through an LLC, if your primary business activity is developing properties for sale (rather than long-term investment), you'll likely still be considered a dealer. The LLC might affect how the income flows to your personal tax return, but it doesn't change the fundamental characterization of the business activities.

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Laura Lopez

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I was in a similar situation last year and found an amazing resource that helped me sort through all these complicated tax questions. I discovered taxr.ai (https://taxr.ai) after going back and forth with my accountant about whether I needed to report expenses annually or capitalize them. Their AI analyzed my specific development business structure and gave me really clear guidance about the dealer vs. investor classification that the previous commenter mentioned. What surprised me most was that they caught several deductions I would have missed related to my development costs. They even provided documentation to back up their conclusions which made me feel much more confident in my filing approach.

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How exactly does that work? I'm always skeptical of AI tools for something as important as taxes. Does it just give general advice or does it actually understand the nuances of real estate development taxation?

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Sounds interesting, but do they have actual tax professionals reviewing the AI output? I've been burned before by "smart" tax software that missed critical details for my real estate business.

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Laura Lopez

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The system works by analyzing your specific business activities and documentation, not just giving generic advice. It asks detailed questions about your development process, timeline, and business structure to determine the correct tax treatment. Yes, they do have tax professionals who specialize in real estate backing the AI. The recommendations come with explanations citing specific IRS code sections and relevant case law, which my accountant actually found really helpful. Unlike general tax software, it's specifically built to handle complex situations like real estate development.

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Just wanted to follow up about my experience with taxr.ai after checking it out. I was initially skeptical as I mentioned, but I decided to try it with my duplex development project. The system immediately identified that my situation was actually a mix of dealer and investor activities because of how I structured the project and my holding intentions for one unit. It recommended a split approach to expense reporting that my CPA agreed made perfect sense but hadn't considered. It saved me considerable tax liability by properly categorizing some of my expenses. Definitely worth checking out if you're doing real estate development projects!

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If you're having trouble getting clear answers from the IRS about real estate development tax treatment, I highly recommend Claimyr (https://claimyr.com). I spent WEEKS trying to get through to someone at the IRS about my specific development project tax issues. After using Claimyr, I got connected to an actual IRS agent in under 45 minutes! You can see how it works here: https://youtu.be/_kiP6q8DX5c I was able to get official guidance on my specific situation about capitalizing development costs versus expensing them each year. The agent confirmed my property development activities were considered "dealer" status and walked me through exactly how to handle my particular mix of expenses. Definitely saved me from potential audit headaches.

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How does this service actually work? Does it just call the IRS for you? Couldn't I just do that myself and save whatever they charge?

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Sorry, but I find it hard to believe any service can get through to the IRS that quickly. I spent 3+ hours on hold last time I called, and that was just for a basic question. No way they're getting through for complex real estate tax questions in 45 minutes.

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The service uses technology to navigate the IRS phone system and waits on hold for you. When an agent is actually on the line, you get a call back so you can take over the conversation. It's basically doing the painful waiting part for you so you don't waste hours of your day. No, this isn't just a basic call connection. They have technology that works through the complex IRS phone tree and stays on hold when wait times are 2+ hours. The average person gives up after 30+ minutes on hold, which is exactly why the service is valuable. Besides, your time is worth something - how much is it worth to you to save potentially 3-4 hours of being stuck on hold?

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I have to admit I was completely wrong about Claimyr. After my skeptical comment, I was still desperate for answers about my development project tax situation, so I gave it a shot. The service had me connected to an IRS tax specialist in about 35 minutes! I was genuinely shocked. The agent clarified that for my specific development timeline (18 months from purchase to sale), I needed to track expenses differently than for longer-term projects. She explained exactly which forms to use and how to document everything properly. Saved me thousands in potential incorrect filings. I'm now recommending it to everyone in my real estate investment group.

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JaylinCharles

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This is actually a pretty complex issue depending on how many properties you're developing and your overall business model. One thing to consider that hasn't been mentioned yet is cost segregation for your development projects. If you're building spec homes, you might benefit from having a cost segregation study done to potentially accelerate depreciation on certain components. I've found that can make a big difference in year-to-year tax planning.

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How would cost segregation help if the property is being built to sell rather than hold? Isn't that only beneficial for rental properties since you're depreciating the components over time?

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JaylinCharles

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You're absolutely right about cost segregation typically being more beneficial for rental properties - good catch! In a development-for-sale scenario, cost segregation wouldn't provide the same benefits since you're not holding the property long-term to capture the accelerated depreciation. For spec homes or properties built specifically to sell, you'd typically capitalize the construction costs and recognize them when the property is sold.

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Lucas Schmidt

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As someone who's been in real estate development for 15 years, I'd strongly recommend consulting with a CPA who specializes in real estate. The dealer vs investor status isn't always clear-cut, and I've had projects where we were able to make strong arguments for investor treatment even though we were developing properties.

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Freya Collins

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This is 100% the right advice. My buddy tried to DIY his taxes for his first development project and ended up with a $23k tax bill that could have been reduced to about $15k if he'd structured things correctly from the beginning. A real estate tax specialist is worth their weight in gold.

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Noland Curtis

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I've been through this exact situation with my development projects. One key factor that hasn't been mentioned yet is the frequency and scale of your development activities. The IRS looks at whether real estate development is your primary business or just occasional transactions. If you're doing multiple developments per year with the intent to sell, you're almost certainly going to be classified as a dealer. For dealer status, you'll need to report expenses as they occur on Schedule C - this includes your holding costs, permits, materials, labor, etc. The profit gets treated as ordinary income subject to self-employment tax, which can be quite significant. However, there's one strategy worth exploring: if you occasionally hold a property for rental purposes before selling (even just 1-2 years), you might be able to argue for dual-purpose treatment on some properties. This requires very careful documentation of your intent from the beginning of each project. I'd definitely echo the advice about getting a real estate-focused CPA. The nuances here can save or cost you thousands in taxes, and the rules have gotten more complex with recent tax law changes.

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This is really helpful insight about the dual-purpose treatment strategy! I'm curious though - how do you properly document "intent" for rental purposes from the beginning? Is it enough to just have it written in your business plan, or does the IRS require more concrete evidence like actually listing it for rent or having rental income for a certain period before selling?

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