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Oceans Commercial · Licensed Florida real estate brokerage
Serving Winter Park and the Orlando metro
1031 exchanges
Buying and selling real property inside the 45- and 180-day windows of a like-kind exchange. We find, underwrite and negotiate replacement property, and we time dispositions for owners who plan to exchange — alongside your qualified intermediary, CPA and attorney, never in their place.
Section 1031 of the Internal Revenue Code lets an owner sell real property held for investment or for use in a trade or business, acquire other like-kind real property, and defer the gain on the sale.
Three points matter more than the rest. First, only real property qualifies. For exchanges completed after December 31, 2017, equipment, vehicles and other personal property no longer do. Second, like-kind is a broad standard for real estate. Whether a property is improved or unimproved goes to its grade or quality, not its kind, so vacant land and an improved commercial building are generally like-kind to each other. Third, the tax is deferred, not eliminated. Your basis carries over into the replacement property, and any cash or non-like-kind property you receive at closing — “boot” — is taxable up to the amount of your gain.
Two exclusions come up often in land work. Property held primarily for sale — a builder’s or developer’s inventory of lots, for example — is dealer property and does not qualify. And real property in the United States is not like-kind to real property outside it. Whether a particular parcel is investment property or dealer property is a question for your CPA, and it is worth asking before you sign a contract, not after.
The exchange is reported on IRS Form 8824 for the year the relinquished property is transferred. Nothing in the 2025 federal tax law changed Section 1031 itself.
Since the 2017 tax law; personal property is out.
Land, retail, industrial, multifamily and office are like-kind to one another when held for investment or business use.
Basis carries over; boot is taxed up to the gain.
Lots and parcels held primarily for sale do not qualify.
Domestic and foreign real property are not like-kind.
The calendar
Both periods begin on the day the relinquished property is transferred and run concurrently. They are counted in calendar days; a deadline that lands on a weekend or holiday does not move.
Identify up to three properties of any value. Most exchanges use this rule.
Identify any number of properties whose combined fair market value is no more than 200% of the value of the property you sold.
If you exceed both limits, the exchange survives only if you acquire at least 95% of the total value of everything you identified.
*The IRS extends the 45- and 180-day deadlines only when it announces relief for a federally declared disaster (Internal Revenue Code §7508A; Rev. Proc. 2018-58). Sources: IRC §1031(a)(3); Treasury Regulation §1.1031(k)-1(b)–(c); IRS Form 8824 instructions.
Structures
The structure should follow your goals, not the other way round. These are the shapes an exchange usually takes. Which one fits — and whether any of them does — is a conversation with your tax advisor.
Our focus
Much of the land in our market is sold by families and long-term holders to homebuilders and developers. Because improved and unimproved real property are like-kind, an owner who sells acreage can exchange into property that produces income — a single-tenant net-lease building, small-bay industrial, self-storage, a multifamily property — and defer the gain on the land sale.
The difficulty is the calendar. Income property with credit tenants and clean title does not appear on demand, and 45 days is not long to find it, underwrite it and identify it in writing. The exchanges that work are the ones where the search starts while the land is still under contract, so that on day 0 there is a short list rather than a blank page.
Two cautions. If the land was subdivided and held for sale, it may be dealer property that does not qualify; your CPA decides that, not the sale contract. And a builder’s takedown contract — where lots close in phases over several years — creates several transfer dates, each with its own 45 and 180 days. Plan the exchange around the takedown schedule, not just the first closing.
And the purchase-price range that follows from them.
Against your objectives for income, management and hold period.
Where the replacement property has income in place.
Survey, title, environmental and inspection periods, and whether they fit inside day 180.
Value against the 200-percent limit, and which backup to carry.
Lender, title and intermediary dates, tracked against day 180.
Roles
An exchange has three professionals in it besides your real estate representation. The qualified intermediary holds the sale proceeds and documents the exchange. The CPA determines what qualifies, advises on structure, and reports the exchange on Form 8824. The attorney reviews the exchange agreement and the purchase contracts. We coordinate with all three, and we are careful about the line between their work and ours.
We cannot act as your qualified intermediary, and we cannot hold exchange funds. Under Treasury Regulation §1.1031(k)-1(k), a taxpayer’s real estate agent or broker within the prior two years is a disqualified person for that role. The rule exists so that no one who works for you controls the money. If proceeds pass through your hands, or through the hands of someone who is your agent, the exchange fails. Choose your intermediary before the relinquished property closes, and confirm the exchange agreement limits your rights to the funds, as the safe harbor requires.
We also do not tell you whether a transaction qualifies. That is tax and legal advice, and the answer depends on facts we do not have: how the property was held, related-party ownership, prior exchanges, your return’s due date. What we can do is give your advisors accurate, timely information about the properties, the contracts and the dates, and keep the property side moving so their advice has something to attach to.
Questions we hear
Generally, yes. Under the Treasury regulations, whether real property is improved or unimproved goes to its grade or quality, not its kind, so land held for investment and an income-producing building are like-kind to each other. The land must have been held for investment or business use rather than primarily for sale, and every other requirement of §1031 must be met. Confirm your facts with your CPA before you contract to sell.
No. Under Treasury Regulation §1.1031(k)-1(k), a taxpayer’s real estate agent or broker within the prior two years is a disqualified person, so we cannot serve as your qualified intermediary or hold exchange funds. Choose an independent qualified intermediary before your relinquished property closes.
If no replacement property has been identified in a signed writing delivered by midnight of day 45, the exchange fails and the sale is treated as a taxable sale. Up to that moment you may revoke an identification and substitute another in writing. Identify early, and keep a backup on the list.
Only when the IRS announces relief for a federally declared disaster, which does happen in Florida after hurricanes. Otherwise the periods are fixed in calendar days. The 180-day period can also end sooner: it ends on the due date of your tax return for the year of the sale, including extensions, if that comes first. Ask your CPA whether filing an extension gives you the full period.
Possibly not. Property held primarily for sale — subdivided lots marketed to buyers, for example — is dealer property and is excluded from §1031. Whether your parcels are investment property or dealer property depends on your facts and is a question for your CPA and attorney.
Related-party exchanges carry special rules. If either related party disposes of the exchanged property within two years after the last transfer, the deferred gain is generally recognized, with narrow exceptions, and an anti-abuse rule blocks structures designed to let a related party cash out through an intermediary. Raise this with your CPA and attorney before you sign anything.
Educational information only — not tax or legal advice. Oceans Commercial and the Lifestyle Group team are licensed Florida real estate professionals. We are not attorneys, CPAs, or qualified intermediaries, and we cannot serve as your qualified intermediary or hold exchange proceeds. Under Treasury Regulation §1.1031(k)-1(k), a taxpayer’s real estate agent or broker within the prior two years is generally a “disqualified person.” Whether a transaction qualifies for tax deferral under Internal Revenue Code §1031 depends on your specific facts. The 45-day identification and 180-day exchange deadlines are strict and are generally extended only when the IRS announces relief for a federally declared disaster. Please consult your own tax advisor, attorney, and qualified intermediary before you sell or contract to sell any property you intend to exchange. Information current as of September 2026; tax laws and IRS guidance change.
Tell us your closing date and what you need to replace. We will start the search before the calendar does.
Drake Dickerson — Partner, Land & Commercial · (407) 489-4774
Oceans Commercial · Licensed Florida real estate brokerage