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Need help calculating Cost Basis of Investment Property with rehab expenses for tax return

I purchased a rundown investment property back in November 2022 with plans to fix it up and rent it out long-term. Total acquisition cost including all closing costs and finder's fee came to about $320k. The rehab process took about 6 months and I ended up spending roughly $190k on renovations, including contractor labor, materials, permits, loan interest, and other miscellaneous expenses. Unfortunately, my employment situation changed unexpectedly (company relocated me to another state), so I had to sell the property shortly after completing the renovations without ever renting it out. I listed it in May 2023 and closed the sale in June. The property sold for $590k, but after paying realtor commissions and closing costs (about $38k), I walked away with approximately $552k. I'm totally confused about how to report this on my taxes. The property was held in my personal name, not an LLC. Should I report it as sale of an investment property? Can I add all the renovation costs to my cost basis? The amount on my 1099-S only shows the original purchase price, not including any of the rehab expenses. To make matters worse, I only have receipts/documentation for maybe 65% of the renovation expenses. I'm concerned about potentially owing a huge capital gains tax bill if I can't include these rehab costs in my basis. This is my first time selling an investment property - I'm not a real estate professional, just a regular W2 employee who also owns my primary residence and one other long-term rental property. Any guidance would be greatly appreciated!

One more consideration that could save you money - since you never actually rented out the property before selling it, you might want to double-check whether this qualifies as an investment property at all for tax purposes. The IRS generally requires that property be "held for productive use in a trade or business or for investment" to qualify for capital gains treatment. Since you purchased with the intent to rent but never actually did due to circumstances beyond your control, you should be fine. However, some aggressive IRS agents might try to argue this was personal property, especially given the short holding period. To strengthen your position, make sure you document your original investment intent - save any emails, texts, or notes about rental market research you did, listing the property on rental websites, communications with property managers, etc. Even though you never completed a rental, showing clear evidence of your investment intent helps establish this as investment property rather than personal use property. This documentation becomes especially important if you ever face an audit, since the distinction affects both your ability to claim the renovation expenses in basis and potentially the tax rates applied to any gains.

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Rosie Harper

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This is excellent advice about documenting investment intent! I'd add that even basic things like saving Zillow rental comparables you looked at, screenshots of rental listing sites you browsed, or notes about rental rates in the area can help establish your investment intent. Another thing that could strengthen your case - if you took out a loan for the property, check if it was classified as an investment property loan rather than a personal residence loan. Lenders typically require different documentation and rates for investment properties, so your loan paperwork could serve as additional evidence of your intent. Also, the fact that you mentioned owning another long-term rental property actually works in your favor here. It shows you're an active real estate investor, not someone who accidentally stumbled into a property transaction. That pattern of investment activity helps support the investment property classification even though this particular property never generated rental income.

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Ethan Taylor

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This is a complex situation but you're definitely on the right track thinking about including those renovation costs in your basis! A few additional points that might help: First, regarding documentation - while 65% receipts is actually pretty good, don't forget about bank records, loan statements, and even photos you might have taken during renovation. The IRS accepts various forms of proof, and contemporaneous photos showing the work being done can be surprisingly helpful in supporting your expense claims. Second, since you mentioned the property was in your personal name and you have another rental property, make sure you're treating this consistently with your other real estate investments on your tax returns. The IRS likes to see patterns of investor behavior. Also, consider whether any of those renovation expenses might qualify for specific tax benefits beyond just adding to basis. For example, if you installed energy-efficient systems, there might be additional credits available even though you sold before renting. Finally, given the complexity and the significant dollar amounts involved (potentially saving thousands in capital gains tax), this might be worth a consultation with a tax professional who specializes in real estate. They can review your specific situation and ensure you're maximizing all available benefits while staying compliant with IRS requirements. The silver lining is that even though your plans changed, the tax treatment should still work in your favor as long as you document everything properly!

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Luca Bianchi

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I went through a very similar situation last year with even larger wash sale amounts and completely panicked thinking I owed way more in taxes than expected. After reading through all the helpful responses here, I can confirm what everyone is saying is correct. The key insight that finally clicked for me was understanding that wash sales don't create additional taxable income - they just defer losses to future tax years. Your brokerage has already done all the complex math to arrive at that net gain figure of $55,786.95, which includes all the wash sale adjustments. One additional tip I learned the hard way: if you're planning to do any tax-loss harvesting near year-end, be very careful about the 30-day wash sale window extending into the new year. I accidentally triggered some wash sales in early January that affected my prior year's return, and I didn't realize it until I was already filing. Also, definitely keep detailed records of all your trades. The IRS explanations are confusing, but having a paper trail makes everything much clearer if you ever need to review the calculations or face an audit. Your $55,786.95 net gain is what you'll report on Schedule D - that's it!

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Yara Assad

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Thanks for sharing your experience @Luca Bianchi! This whole thread has been incredibly helpful. I was getting really stressed thinking I might owe taxes on both the net gain AND somehow need to account for that $373k wash sale amount separately. Your point about the 30-day window extending into the new year is something I hadn't considered. I do some trading in December/January so I'll definitely need to be more careful about that timing. One quick follow-up question for anyone who might know - if I had wash sales that crossed over from December to January, would those show up on this year's 1099 or next year's? I'm wondering if I need to double-check anything for potential cross-year wash sale issues. But the main takeaway I'm getting is: report the $55,786.95 net gain on Schedule D and I'm done. The wash sale complexity has already been handled by my brokerage. Such a relief!

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Diego Vargas

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@Yara Assad Great question about cross-year wash sales! If you sold at a loss in December and bought the same security in January, that December loss would be disallowed and should show up on this year s'1099 the (year of the sale .)The January purchase would have an adjusted cost basis that will affect next year s'1099. However, brokerages sometimes miss these cross-year scenarios in their automated calculations, especially if you re'doing a lot of trading around year-end. It s'worth double-checking your December statements against your 1099 to make sure all the wash sale adjustments look correct. You re'absolutely right though - report that $55,786.95 net gain and you re'done! The brokerage has handled the complexity. Just something to keep in mind for future tax planning. @Luca Bianchi - your advice about keeping detailed records saved me during my audit too. The IRS wanted to see specific trade dates and amounts, and having everything organized made the process much smoother.

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Isaac Wright

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I just wanted to add my perspective as someone who went through almost the exact same confusion last year. The numbers on your 1099 can be really intimidating at first glance - I remember staring at mine thinking "how is there a net gain when my cost basis is higher than my proceeds?!" The wash sale mechanism is actually working in your favor here, even though it's confusing. Those $373k in disallowed losses aren't disappearing - they're being added to the cost basis of your replacement shares. So when you eventually sell those shares (without triggering another wash sale), you'll get to claim those losses then. Think of it this way: the wash sale rule prevents you from claiming a loss and then immediately buying back the same position to capture that loss for tax purposes while maintaining the same investment exposure. Instead, it defers that loss until you actually reduce your position in that security. Your brokerage has done all the heavy lifting here. Just report that $55,786.95 net gain on Schedule D and you're all set. The wash sale calculations are already baked into that number. One practical tip: if you're planning to do any year-end tax planning or loss harvesting in the future, try to avoid buying back the same securities for at least 31 days to avoid these wash sale complications altogether.

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AstroAce

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Great question! You're mostly correct about economic nexus thresholds - staying under $100k in sales or 200 transactions typically means you don't need to collect sales tax in most states. However, there are a few important things to keep in mind: 1. **Home state physical nexus**: You'll still need to collect sales tax for customers in your home state regardless of your sales volume, since you have physical presence there. 2. **Etsy handles most of it**: Since you're selling on Etsy, they actually collect and remit sales tax for you in most states under marketplace facilitator laws. This is a huge advantage and simplifies things significantly. 3. **Keep records**: Even though you're under the thresholds now, it's good practice to track your sales by state so you'll know when you're approaching any limits if your business grows. 4. **Product taxability**: Handmade jewelry is generally taxable, but it's worth double-checking your specific state's rules since some have exemptions for certain handcrafted items. At your expected sales volume of $2,500-3,000, you're definitely safe from economic nexus in other states. Just make sure you understand your home state's requirements for small sellers - some states have minimum thresholds or simplified processes for micro-businesses.

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Nora Brooks

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This is really helpful! I'm actually in a similar situation with my small candle business. One question though - you mentioned that some states have exemptions for handcrafted items. Do you know which states have these kinds of exemptions? I've been trying to research this but finding specific information about craft exemptions has been really difficult. Also, when you say "simplified processes for micro-businesses," what does that typically look like? Is it just easier paperwork or are there actual reduced requirements?

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Adrian Connor

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For craft exemptions, unfortunately they're pretty rare and vary widely by state. A few states like New Hampshire have broader exemptions for certain handmade items sold at craft fairs, but these typically don't extend to online sales. Most states treat handmade goods the same as any other retail product for sales tax purposes. The "simplified processes" I mentioned usually refer to things like: - Quarterly instead of monthly filing for small sellers - Simplified registration forms - Lower or waived registration fees - Streamlined reporting (some states let you file annual returns if you owe less than a certain amount) For example, some states don't require you to register for a sales tax permit until you hit a certain threshold like $1,000 in annual sales. Others have "occasional seller" exemptions for very small volumes. Your best bet is to check your specific state's department of revenue website for "small seller" or "micro-business" programs. They're getting more common as states recognize the burden on tiny businesses. Given your candle business size, you might qualify for some of these simplified options even if you need to collect tax.

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Paolo Conti

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Don't forget about the American Opportunity Tax Credit (AOTC) if you're pursuing your undergraduate degree! It's worth up to $2,500, and the best part is that up to $1,000 of it is REFUNDABLE - meaning you can get it back even if you don't owe any taxes. This is separate from the Child Tax Credit. The key with education credits and taxable grants is how you allocate your expenses. You can choose to allocate your Pell Grant to living expenses instead of tuition, which makes it taxable income BUT then lets you claim the AOTC on your tuition expenses. This is often better mathematically!

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Thank you for this info! I'm still confused though about allocation. How do I "choose" where my Pell Grant goes? On paper it went directly to the school first, then they sent me the excess. Can I still allocate it differently on my taxes than how the money actually flowed?

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Paolo Conti

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Yes, you absolutely can allocate differently on your taxes! The IRS gives you the choice of how to allocate your grants for tax purposes, regardless of how the money physically flowed. For example, if you had $5,000 in tuition and $7,000 in Pell Grants, you could choose to allocate $5,000 of your grant to tuition (tax-free) and $2,000 to living expenses (taxable). OR you could allocate all $7,000 to living expenses (making it all taxable), but then claim the AOTC on the full $5,000 tuition amount. The second method often results in a better overall outcome despite creating more taxable income.

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Amina Sow

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Quick tip that saved me huge last year as a single mom with Pell grants - file as Head of Household! The standard deduction is much higher ($20,800 for 2024 tax year) than filing single. Since you're unmarried, pay more than half the cost of keeping up a home, and have a qualifying dependent living with you for more than half the year, you should qualify.

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GalaxyGazer

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Head of Household is a gamechanger for sure! Just be careful with that "paying more than half the cost of keeping up a home" requirement. Do student loans count toward that calculation since technically it's borrowed money? Or just grants?

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Student loans absolutely count toward the household support calculation! The IRS doesn't distinguish between borrowed money and other sources when determining if you paid more than half the household costs. What matters is that YOU used those funds (whether loans, grants, or other income) to cover rent, utilities, food, and other household expenses for yourself and your dependent. So if your student loans and Pell Grants covered your rent, groceries, utilities, etc., and that totaled more than half of your total household expenses for the year, then you meet the Head of Household requirement. Just make sure to keep good records of how you used those funds in case the IRS ever asks.

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Ravi Sharma

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Carmen, congratulations on your landscaping business doing well! For your $8,500 trailer purchased in November, you have a couple of great options. Since you placed it in service in 2023, you can take 80% bonus depreciation, which would give you an immediate deduction of $6,800. The remaining $1,700 would be depreciated over 5 years using regular MACRS. Alternatively, you could elect Section 179 and deduct the full $8,500 immediately if your business has enough profit to absorb the deduction. The key difference is that Section 179 requires business income to use, while bonus depreciation can create a loss. You'll need to file Form 4562 (Depreciation and Amortization) with your tax return regardless of which method you choose. Make sure to keep detailed records showing 100% business use, including a mileage log if you ever use your personal vehicle to tow it. Given that your business is doing well, either option could work great for you. The choice often comes down to whether you want to maximize this year's deduction or spread some of it out for future years. Definitely worth discussing with your accountant when they return!

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Sean Murphy

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This is really helpful, Ravi! I'm new to business taxes and had no idea about Form 4562. Quick question - when you mention keeping a mileage log for towing, does that apply even if I have a dedicated truck that's only used for business? I bought the trailer specifically because my personal vehicle couldn't handle the weight, so now I'm wondering if I need to track mileage for the truck too since it's connected to the trailer usage.

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Malik Thomas

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Good question, Sean! If your truck is used exclusively for business (including towing the trailer), you actually have even better options. You can depreciate the truck separately using bonus depreciation or Section 179 as well, assuming it qualifies as business property. For record-keeping, since it's 100% business use, you don't need to track personal vs. business mileage like you would with a mixed-use vehicle. However, you should still maintain records showing the business purpose of trips and total business miles driven annually - this supports your 100% business use claim if the IRS ever asks. The key is documenting that both the truck and trailer are legitimate business assets used exclusively for your landscaping operations. Keep receipts, maintenance records, and a simple log showing business use helps establish the pattern. Much cleaner than trying to split personal/business use!

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Natalie Khan

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Carmen, you've got some excellent advice here already! Just wanted to add one practical tip from my experience with equipment purchases - make sure you have clear documentation that the trailer was "placed in service" in November 2023. The IRS considers equipment placed in service when it's ready and available for its intended use, not necessarily when you first used it. Keep your purchase receipt, any delivery documents, and ideally some photos or records showing when you first had it available for business use. I learned this lesson when I bought equipment in December but couldn't use it until January due to weather - the IRS considered it placed in service the following year, which affected my depreciation timing. Also, since you mentioned this is your first major business purchase, consider setting up a simple asset tracking system now. It'll make future tax seasons much easier when you have multiple pieces of equipment to track. A basic spreadsheet with purchase dates, costs, depreciation methods, and business use percentages will save you hours later!

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Emily Jackson

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That's such a great point about the "placed in service" date, Natalie! I wish someone had told me this when I started my business. I actually made a similar mistake with some equipment I bought in late December - I thought the purchase date was what mattered, but the IRS goes by when it's actually ready for business use. For anyone reading this, another thing to watch out for is if you buy equipment but need to make modifications or get permits before you can use it. The placed-in-service date would be when those are complete, not when you bought it. I had to learn this the hard way with a commercial vehicle that needed special licensing. Carmen, your November purchase timing is actually perfect since you likely had it ready to use right away. Just keep those receipts and maybe a photo of it loaded with your landscaping equipment - that'll clearly show business use if anyone ever questions it.

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