A rental sale that looked like a loss turned into a $90,000+ planning opportunity

A rental sale that looked like a loss turned into a $90,000+ planning opportunity

Avery BeasleyBusiness Member
Accountant · Dothan, AL · Member since 2026 · 4 posts · 3 votes

A rental sale that looked like a loss turned into a $90,000+ planning opportunity.

A client came to us planning to sell a rental property they'd owned for about four years. The sale price was below what they paid, so the assumption was simple: take the loss and move on.

When we reviewed the file, we found depreciation had never been claimed on the property. That matters more than most people realize. When you sell, the IRS reduces your basis by the depreciation you could have taken, whether you took it or not. Skip it, and you pay the tax consequences without ever getting the deduction.

Here's what we found:

About $54,000 in missed depreciation, recovered in one year through an accounting method change (Form 3115). No amended returns needed.

About $15,000 in current-year depreciation through the sale date.

About $21,000 loss on the sale, treated as ordinary under Section 1231 rather than a capital loss capped at $3,000 a year.

About $2,000 in unamortized loan costs, written off when the mortgage is paid off.

That's roughly $92,000 in ordinary deductions landing in a single tax year.

What we're doing with it

A deduction that large can push income well below where it normally sits, and leaving low brackets empty is a missed opportunity.

So we're advising the client to:

Do a Roth conversion sized to fill the lower brackets, so the conversion is taxed at rates well below what they'd normally pay.

Harvest long-term capital gains that may fall into the 0% or 15% bracket this year.

Close the sale before converting, since Roth conversions can't be undone.

Delay traditional retirement deferrals until 2027.

The result is a one-time, low-income year used to move retirement dollars into tax-free growth.

If you own rental property and aren't sure depreciation has been claimed correctly, it's worth a look before selling.

Ascension Tax Advisory, LLC
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  • Aaron ZimmermanBusiness Member
    Accountant · Chicago, IL · Member since 2018 · 2k+ posts · 1k+ votes
    6d

    Love it ! Great to be able to delve into the details to make sure everything is being done properly. Good catch on the depreciation and needing to file the 3115 to catch up!

  • Diana KhanPro Member
    Attorney · 10451 Mill Run Cir #755 Owings Mills, MD 21117 · Member since 2024 · 634 posts · 222 votes
    6d
    Quote from @Avery Beasley:

    A rental sale that looked like a loss turned into a $90,000+ planning opportunity.

    A client came to us planning to sell a rental property they'd owned for about four years. The sale price was below what they paid, so the assumption was simple: take the loss and move on.

    When we reviewed the file, we found depreciation had never been claimed on the property. That matters more than most people realize. When you sell, the IRS reduces your basis by the depreciation you could have taken, whether you took it or not. Skip it, and you pay the tax consequences without ever getting the deduction.

    Here's what we found:

    About $54,000 in missed depreciation, recovered in one year through an accounting method change (Form 3115). No amended returns needed.

    About $15,000 in current-year depreciation through the sale date.

    About $21,000 loss on the sale, treated as ordinary under Section 1231 rather than a capital loss capped at $3,000 a year.

    About $2,000 in unamortized loan costs, written off when the mortgage is paid off.

    That's roughly $92,000 in ordinary deductions landing in a single tax year.

    What we're doing with it

    A deduction that large can push income well below where it normally sits, and leaving low brackets empty is a missed opportunity.

    So we're advising the client to:

    Do a Roth conversion sized to fill the lower brackets, so the conversion is taxed at rates well below what they'd normally pay.

    Harvest long-term capital gains that may fall into the 0% or 15% bracket this year.

    Close the sale before converting, since Roth conversions can't be undone.

    Delay traditional retirement deferrals until 2027.

    The result is a one-time, low-income year used to move retirement dollars into tax-free growth.

    If you own rental property and aren't sure depreciation has been claimed correctly, it's worth a look before selling.

    @Avery Beasley, this is a great example of why it's worth reviewing everything before selling a rental property. I agree that looking at the full picture with a CPA can uncover opportunities that might otherwise be missed.

    As a real estate attorney and investor based in Maryland, I work with property owners on contracts, ownership, and real estate transactions. I've seen how important it is to have purchase documents, improvement records, and closing paperwork organized, especially when preparing for a sale.

    I appreciate you sharing this example, @Avery Beasley! It shows how legal preparation and tax planning can work together. 

  • G. Brian DavisPro Member
    Investor · Hatboro, PA · Member since 2016 · 3k+ posts · 881 votes
    6d

    I'd like to look at the tax consequences before selling, not after. A property can look like a loss based on the purchase and sale price and still have a very different tax outcome.

    I’d definitely have the CPA run the numbers before closing. There may be opportunities you don’t see just by looking at the sale price.

  • Real Estate Investor · Austin, TX · Member since 2017 · 113 posts · 31 votes
    5d

    Nice walkthrough, Avery. One lever worth adding to the pre-sale checklist: the 3115 catch-up doesn't just fix straight-line depreciation. A look-back cost seg can reclassify 5/7/15-year property and pull all of it into the same 481(a) adjustment in one year, including bonus depreciation at the placed-in-service year's rate. For a property placed in service around 2022, that vintage matters — 2022 was still in the 100% bonus window.

    Worth having the CPA model it both ways before the sale closes, because the one-year catch-up goes away once the sale year is gone.

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