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Happy Tuesday! Mortgage rates just hit their highest point in over a year, which is either irrelevant to your week or the only thing you’ve thought about since Monday, depending on whether you’re in the market. But your house, it turns out, has plenty to say to your tax return either way. Let’s get to it.
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This week’s lineup:
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🏡 Buying your first home? Here’s the checklist to run before you sign
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🔁 Refinancing changes more on your return than your monthly payment
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📦 Downsizing in retirement: the money math and the stuff no spreadsheet can tell you
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🌳 An ex-IRS agent tried to write off a pool, a vase, and his landscaping. It went about as well as you’d expect
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Filing Made Simple
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🏡 Buying your first home: A tax checklist before you sign
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The Quick & Bristly: Points paid at purchase can be fully deductible the year you pay them, but only if you itemize — and with the 2026 standard deduction at $16,100 (single) or $32,200 (married filing jointly), plenty of new buyers won’t clear that bar in year one. Most closing costs aren’t deductible at all; they get added to your cost basis instead, quietly waiting to help you out years down the road, like a coupon you forgot you clipped.
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Nobody hands first-time buyers a syllabus. You get a lender, a stack of documents nobody reads in full, and a closing date that arrives faster than you’re emotionally prepared for.
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Somewhere in there, your tax return quietly changes shape, and most of what changes isn’t obvious until you’re sitting across from someone in April wondering why the “homeowner tax perks” everyone mentioned aren’t showing up.
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Before you sign, run through this checklist:
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Know where you stand on itemizing
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Add up your expected mortgage interest, property taxes, and other itemized deductions for the year.
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Compare that total to the 2026 standard deduction: $16,100 single, $32,200 married filing jointly.
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Remember SALT is capped at $40,400 and mortgage interest is capped on the first $750,000 of debt.
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If the total doesn’t clear the standard deduction, don’t count on a bigger refund just because you bought a house.
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Check whether your points qualify for a full deduction
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Confirm the loan is secured by your main home.
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Confirm paying points is standard practice in your area and the amount isn’t unusually high.
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Confirm you’re paying the points with your own funds, not money borrowed from the lender.
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If all three check out, points are fully deductible the year you pay them.
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Separate what’s deductible now from what builds basis
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Set aside appraisal fees, title insurance, recording fees, and attorney fees — not deductible now, but added to your cost basis.
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Save the closing disclosure somewhere you’ll actually find it again. That basis bump matters when you sell and lean on the Section 121 exclusion.
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Confirm your property tax proration
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Check the settlement statement for how property taxes were split between you and the seller based on days owned.
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Deduct only your share — not the full total that may show up later on your year-end mortgage statement.
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👉 See if you’re leaving deductions on the table before you close
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Tax Strategies
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🔁 Refinancing your mortgage: What changes on your tax return
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The Quick & Bristly: Points on a refinance get amortized over the life of the loan instead of deducted all at once, so no, you don’t get to write off the whole thing and buy yourself a nice dinner. Cash-out refinance interest is only deductible on the portion used to buy, build, or substantially improve the home. Switch lenders, and leftover points from your old loan become deductible immediately, which is the tax code’s version of a parting gift.
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With rates sitting at a 13-month high, this is not exactly prime refinancing season, and if you locked in something reasonable a couple years ago, congratulations, hold onto it like a family heirloom.
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But rates move, and whenever yours drops enough to make the math work, refinancing isn’t a fresh start on your taxes the way it feels like one on your monthly payment. The old loan’s leftover paperwork doesn’t disappear, and the new one comes with its own set of rules that have nothing to do with your interest rate and everything to do with how the loan is actually used.
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Points don’t work the same way twice
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Purchase points: fully deductible the year paid.
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Refinance points: divide by the number of loan payments and deduct a slice each year. $6,000 in points on a 30-year refi ≈ $200/year, which will not, in fact, change your life.
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Sell or refinance again with a different lender before the term’s up? Whatever’s left becomes deductible in full that year.
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Cash-out refinances have a use-of-funds test
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Interest is only deductible on cash used to buy, build, or substantially improve the home securing the loan.
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Spend it on tuition, credit cards, or a boat, and that portion of interest isn’t deductible, no matter how firmly the loan is still secured by your house.
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Keep records of what the cash actually paid for. “I think some of it went to the kitchen” is NOT documentation.
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Same lender vs. different lender
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Refinance with your existing lender, and you generally keep amortizing the old loan’s leftover points alongside the new ones. Switch lenders, and those leftover points become fully deductible the year the old loan ends. Loyalty, as usual, does not pay.
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👉 See how refinance points get deducted, step by step
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Every Thursday, we go to work.
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The TaxStache Business Edition is built for owners and operators. Quick hits on entity structure, quarterly deadlines, deduction strategy and the IRS rule changes that actually affect your bottom line. Plus a weekly download you can put to use the same afternoon.
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If you run a business (or you’re building one), Thursday is definitely your day.
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Would you like to receive our Thursday Business Edition?
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Wacky Tax Tales
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🌳 Langer v. Commissioner — The home office that somehow needed a pool
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Image by Andres M.
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The Quick and Bristly: Henry Langer, a former IRS agent, ran a financial investigations business from his Minnesota home. When the IRS audited his 2001 return, the Tax Court sided with the government on nearly everything: no depreciation on the landscaping, no deduction for a swimming pool, a crystal vase, or a stack of other personal expenses dressed up as business write-offs. The court upheld a $56,474 deficiency and an $11,295 penalty, on the grounds that a former IRS agent “should have known better.”
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Every so often the Tax Court publishes an opinion that reads less like a legal document and more like a very slow, very expensive intervention. Langer v. Commissioner is a case about a home office, technically. Mostly it’s a case about how far a person will go to convince a federal court that a swimming pool is a business expense.
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Henry and Patricia Langer bought a 5,500-square-foot Minnesota home in 1984. Patricia ran a piano teaching business from it, while Henry ran a financial investigations business from the same house. An earlier ruling had already fixed the business-use numbers at 5.73% of the home for the piano studio and 7.27% for the investigations office. Reasonable enough. What came next was not.
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The landscaping problem
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In 1999, the Langers landscaped the property and added outdoor lighting, over $28,000 combined, and tried to depreciate the landscaping like it was office equipment.
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The court said no: land generally isn’t depreciable, and this landscaping wasn’t tied closely enough to a depreciable asset to qualify.
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The lighting fared better — partially depreciable over 39 years, at the same business-use percentages. Small win. Very small.
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The expenses that weren’t even close
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$2,446 in pool supplies, claimed because parents waited poolside during piano lessons. The court called this “beyond belief and contrary to all reason,” which is Tax Court for, “Absolutely not.”
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A $2,635 crystal vase, bought to cheer Henry up after 9/11 and because he likes fresh flowers — a purchase with real emotional logic and zero business logic.
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Valentine’s and birthday flowers, a graduation party, alumni club dues, sweaters, holiday decorations, a nativity set, cookbooks, and a TV, all claimed as business expenses, all denied. At some point this stops looking like a tax strategy and starts looking like a Christmas list.
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65% business use of a Mercedes SUV with no mileage log, plus a $5,223 interest deduction that included an undocumented loan from the Langers’ own daughter. Both were, shockingly, disallowed.
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The penalty, and the closing line
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In a surprise to no one, Henry admitted he never bothered to research the rules before claiming any of this. The court wasn’t sympathetic, upholding the $56,474 deficiency and the $11,295 penalty on top of it. The real, exportable lesson: landscaping and lighting tied to a genuine home office can be partially deductible at your actual business-use rate. Everything else here is a reminder that “my clients technically stood near this” is not a substantiation strategy, even when you used to work for the agency now reading your return.
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👉 See what actually qualifies for the home office deduction
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The quick (and slightly prickly) stories we didn’t have time to get to:
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If you made it this far, you’re our kind of nerd. Hit reply and tell us which story you want us to dive deeper into next week.
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