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Tax advice on capital gains for appreciated property sale in NYC
Looking to sell our home in Brooklyn, NYC to move back to NZ. I've used some of the online calculators and looks like we might be set to pay around 400K in taxes. Sheesh. Trying to find out if there's any creative things we can do. A quick rundown on the details -
- Bought the 2 family property for 920k (20% desposit = $184,000) Remainder on mortgage (currently sits at $586,000 owned).
- Would be looking at a sale price of approximately 2.5m +/- (given comps in the area).
- Purchased in 2016 - and has been our primary residence the whole time.
- Married filing jointly (1x US Citizen 1x US Resident). Joint income 500k (although I lost my job end of 2024 so this might halve depending on how it fits with the tax year).
- We have completely gut renovated the property. But have done most of the work ourselves (while living in it, yep). Could dig up receipts for larger ticket items - kitchens/brownstone facade restoration etc. While we've put around 400k into the renovations. Might have useable receipts for approx $150k.
Before purchasing the house, spent a long time researching areas I thought were going to appreciate. Which it has. And then after spending thousands of hours renovating it, want to make sure we're taking the very most from this deal as possible.
If anyone has any insight/recommendations/people to talk to on ways we can mitigate the taxes on a sale. Would be really appreciated!
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Hey Rene – congrats on the appreciation, and good call looking into this now. You’re staring down a big gain, and honestly, getting your basis right is the single most important thing you can do to reduce your tax bill here.
There’s a lot of noise in these threads sometimes, and I just want to offer some clarity as a CPA who works with real estate full-time. Some folks love to act like you need a receipt for every screw, and that if you can’t show perfect records, you’re doomed. That’s not how this actually works.
Yes – the IRS does expect taxpayers to maintain records “sufficient to establish” their numbers (Treas. Reg. §1.6001-1), but they also know people lose things and do renovations over years. Courts have consistently allowed credible estimates based on reasonable reconstruction – that’s straight from Cohan v. Commissioner, a foundational tax case. So if you spent $400k on renovations, you don’t need $400k of receipts – but you do need a solid narrative to back it up.
That said, no reasonable CPA is going to claim a $400k improvement basis with zero documentation. You’ll need to put together a support file – card or bank statements showing purchases, categorized spreadsheets tying out to projects, photos, permits, emails, inspection reports – anything that helps tell the story. Self-performed labor isn’t basis, but the materials you bought for it are.
A good CPA is allowed to rely on your info as long as it’s not clearly wrong or incomplete (Treas. Reg. §1.6694-1(e) and Circular 230). If someone tells you otherwise, they might just not understand their actual responsibilities. We have to take this work seriously, but that doesn’t mean freaking out and turning clients away because they can’t produce a shoebox of receipts.
If you’re willing to put in a little time now to reconstruct the expenses and organize it clearly, you’ll likely be able to support the full basis or something very close to it – and that could mean six figures in tax savings.
Happy to help if you need guidance on how to structure the support file or talk it through with a CPA. You’ve got a great opportunity here – just don’t leave money on the table because someone misunderstood the rules.
- Dylan Brown
- [email protected]
