Free Tool for Investors

How much can you keep?

Selling a rental property can trigger a significant federal capital gains tax bill — often 15 to 20 percent of your profit. A 1031 like-kind exchange lets you defer that tax entirely by rolling your equity into a new investment property. Tennessee’s zero state income tax makes this strategy even more powerful here.

How a 1031 Exchange Works for Tennessee Investors

A 1031 exchange lets you sell an investment property and roll the proceeds into a replacement property of like kind — deferring the federal capital gains tax and depreciation recapture you would otherwise owe. You are not avoiding the tax; you are moving it forward, so your full equity keeps working.

Three rules carry most of the weight. You have 45 days from closing to identify up to three candidate replacement properties in writing, and 180 days to close on one of them. The proceeds must never touch your hands — a qualified intermediary holds them from the sale through the purchase. And both properties must be held for investment or business use, not as your primary residence.

Tennessee makes this strategy unusually efficient. With no state income tax, only the federal bill is at stake, so the deferral you see above is the whole deferral. Around Fentress County the common exchanges we handle are long-term rentals in Jamestown, cabin rentals near Big South Fork and Dale Hollow, and acreage bought as a build-to-rent play.

Every situation has its own wrinkles — basis, boot, related-party rules. Run your numbers above for the estimate, then talk to your CPA and a qualified intermediary before you list. See our guide to investing in Fentress County, TN for current land, rental and off-market opportunities.

Team Denehy · Investor Tools
1031 Exchange Deferral Estimator

Selling an investment property? See how much in capital gains taxes you could defer by rolling your equity into a new “like-kind” property here in the Upper Cumberland.

🏠Property You’re Selling
$
Your adjusted cost basis in the property
$
$
Typically 6–8% of sale price
📋Tax & Exchange Details
Tennessee has no state income tax on gains
$
Total depreciation taken (taxed at 25% — enter $0 if unsure, ask your CPA)

ⓘ Tennessee has no state income tax on capital gains. Your primary tax liability is federal — a significant advantage for Upper Cumberland investors.

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Taxes You Could Defer
Federal capital gains + depreciation recapture
—
Equity Available to Reinvest
Net proceeds available for next property
📈Full Gain & Deferral Breakdown
Gain Calculation
Sale Price—
Selling Costs—
Adjusted Cost Basis—
Realized Capital Gain—
Tax Deferral Estimate
Capital Gains Tax (federal)—
Depreciation Recapture Tax (25%)—
Tennessee State Tax$0 — No state income tax
Total Tax Deferred via 1031—
To Defer 100% of Your Taxes You Must Reinvest At Least:
—
Into a like-kind property of equal or greater value and debt within 180 days
ⓘ Important 1031 Exchange Rules: You have 45 days from closing to identify replacement properties and 180 days to close on the new property. A Qualified Intermediary (QI) must hold your funds — you cannot take possession of the sale proceeds. This tool uses standard federal rates and is for estimation only. Always consult a Qualified Intermediary and your CPA before starting an exchange.

Ready to trade up in the Upper Cumberland?

A 1031 Exchange can dramatically accelerate your portfolio growth. We can point you toward replacement properties that meet your timeline and return targets.

Talk to Team Denehy →
Ready to Talk Numbers?

Let’s find the right opportunity.

Tim & Lori can walk you through what these numbers mean for your specific situation and point you toward properties that fit your criteria.

Talk to Tim & Lori

(931) 218-6606

tim@denehyhomes.com  ·  (931) 218-6606  ·  Jamestown, TN 38556