The worked example: a $40,000 parcel
Say you own a rural parcel with a fair market value of $40,000, bought years ago for $15,000, and you’re in the 24% federal income-tax bracket with 15% on capital gains. Here’s each path, honestly costed.
Path A — sell at market (if you can)
| Sale price | $40,000 |
| Agent commission (6%) + closing (~2%) | −$3,200 |
| Capital gains tax (15% of $25,000 gain) | −$3,750 |
| Carrying costs while listed (say 18 months) | −$900 |
| Net to you | ≈ $32,150 |
If your land sells near market value in reasonable time, that’s a strong result — and probably your answer. But rural land routinely doesn’t. Which leads to the version sellers actually face:
Path B — sell to a cash land buyer
| Cash offer (45% of market) | $18,000 |
| Capital gains tax (15% of $3,000 gain) | −$450 |
| Net to you | ≈ $17,550 |
Path C — donate at fair market value
| Cash received | $0 |
| Deduction: $40,000 FMV × 24% bracket | +$9,600 tax saved |
| Capital gains tax | $0 (no sale occurs) |
| Commissions, closing, listing costs | $0 (we pay closing) |
| Qualified appraisal (donor’s cost) | −$400–600 |
| Net benefit to you | ≈ $9,100 + carrying costs ended |
In a 32% bracket the deduction is worth about $12,800; in a 37% bracket, $14,800 — and the donation completes in weeks, not listing seasons. So the real comparison is rarely A versus C. It’s B versus C: a discounted cash sale against a no-hassle deduction plus impact. That’s closer than most people expect, and for high-bracket owners of hard-to-sell land, C wins on arithmetic alone.
When selling wins
- Your land is genuinely liquid — buildable, road access, active market — and will fetch near-market value within months.
- You need the cash itself, not a tax offset.
- You take the standard deduction and a donation wouldn’t change that.
- Your bracket is low, making the deduction worth proportionally less.
When donating wins
- The realistic alternative is a 30–60¢-on-the-dollar cash offer — or no offer at all (see all five exits).
- Carrying costs are eating you: taxes, HOA dues, liability on land you’ll never use.
- You’re in a higher bracket and have owned the land over a year — the FMV deduction and avoided gains do real work (rules here).
- The land is appreciated long-held ground — like farmland bought decades ago — where selling would trigger a large gains bill.
- You want the outcome to mean something: your parcel funds veteran job training and housing rather than a margin.
A 60-second decision checklist
- Get a realistic price: what would it actually sell for, and how long would that take? (Ask an agent for comps, or note the offers you’ve already received.)
- Total your annual carrying costs and multiply by the years you’d likely keep waiting.
- Compute the deduction: estimated FMV × your marginal rate (if you itemize and have held >1 year).
- Compare the cash-buyer net against the deduction value plus ended carrying costs.
- Close call? Talk to your tax advisor — then take whichever exit your numbers picked.
If the numbers point to donation, the inquiry takes two minutes and the review costs nothing. If they point to selling — genuinely, go sell it. We’d rather you exit well than exit through us.
And it doesn’t have to be either/or: you can donate part of a parcel and sell the rest, or donate one property to offset the gain from selling another — the two strategies built for owners with more land than problems, or more problems than buyers.