For how that might work (or not) in practice, you might want to check out Vermont, which has had many years an extra transfer tax on land held fewer than 6 year

For how that might work (or not) in practice, you might want to check out Vermont, which has had many years an extra transfer tax on land held fewer than 6 years. https://tax.vermont.gov/sites/tax/files/documents/LGT-178%20Instr.pdf https://tax.vermont.gov/sites/tax/files/documents/LGT-178%20... The table of rates on page 6 says they'll charge up to 80% of your gain on land held less than 4 months. It doesn't seem to cover improvements, though, so it's anti-land flipping tax not an anti-house flipping tax AFAICT.