When selling your stocks, it is possible to pick your cost basis on the shares that you sell. By handpicking the individual shares, you may be able to avoid capital gains taxes by selling shares that are at a loss (or at least have lower gains), even if your overall position in that investment has made money.
Consider your holding period
The easiest way to lower capital gains taxes is to simply hold taxable assets for one year or longer to benefit from the long-term capital gains tax rate.
Who qualifies for 0% capital gains in 2025. Starting in 2025, single filers can qualify for the 0% long-term capital gains rate with taxable income of $48,350 or less, and married couples filing jointly are eligible with $96,700 or less. However, taxable income is significantly lower than your gross earnings.
A few options to legally avoid paying capital gains tax on investment property include buying your property with a retirement account, converting the property from an investment property to a primary residence, utilizing tax harvesting, and using Section 1031 of the IRS code for deferring taxes.
Current tax law does not allow you to take a capital gains tax break based on your age. In the past, the IRS granted people over the age of 55 a tax exemption for home sales, though this exclusion was eliminated in 1997 in favor of the expanded exemption for all homeowners.
You could: Stagger the sale of assets over several tax years to make the most of using your CGT allowance over several years. You could sell part of a share portfolio on 3 April and the rest on 6 April to take advantage of two years' CGT allowance. Offset any losses you've made on other assets.
You can rebalance by redirecting new contributions, adjusting dividend reinvestments, or reallocating within tax-advantaged accounts. These methods could help you keep your portfolio aligned with your goals while avoiding the costs and tax consequences of selling investments.
Capital gains tax rates
A capital gains rate of 0% applies if your taxable income is less than or equal to: $47,025 for single and married filing separately; $94,050 for married filing jointly and qualifying surviving spouse; and. $63,000 for head of household.
Profits from a stock are taxed as either short-term or long-term capital gains. Tax rates on long-term capital gains are usually lower than those on short-term capital gains. That can mean paying lower taxes — and sometimes even no tax — on profits.
However, if you had significant capital losses during a tax year, the most you could deduct from your ordinary income is just $3,000. Any additional losses would roll over to subsequent tax years. The issue is that $3,000 loss limit was established back in 1978 and hasn't been updated since.
Your income or loss is the difference between the amount you paid for the stock (the purchase price) and the amount you receive when you sell it. You generally treat this amount as capital gain or loss, but you may also have ordinary income to report. You must account for and report this sale on your tax return.
Investors can cash out stocks by selling them on a stock exchange through a broker. Stocks are relatively liquid assets, meaning they can be converted into cash quickly, especially compared to investments like real estate or jewelry.
Recall that withdrawals from tax-deferred accounts are subject to ordinary income taxes, which can be taxed at federal rates of up to 37%. And if you tap these accounts prior to age 59½, the withdrawal may be subject to a 10% federal tax penalty (barring certain exceptions).
If you're more relaxed with your portfolio, you can use the 5/25 rule. This means that if an asset class makes up 20% or more of your portfolio, you'll adjust it if it changes by 5%. But for asset classes that make up less than 20%, you'll make changes if they shift by 25% from their intended allocation.
If you don't rebalance and restore your assets to the 80% vs. 20% stock/bond mix and stocks become too large a portion of your portfolio, then you might experience a greater loss than you're comfortable with on occasion. Rebalancing helps your investments stay on track to meet your financial goals.
What is tax-loss harvesting? 📝 Tax-loss harvesting is a tax strategy that involves selling nonprofitable investments at a loss in order to offset or reduce capital gains taxes incurred through the sale of investments for a profit. In other words, investments that are in the red could be your ticket to a lower tax bill.
It simply states that you can't sell shares of stock or other securities for a loss and then buy substantially identical shares within 30 days before or after the sale (i.e., for a 61-day period, since you count the day of the sale). If you do, the loss is disallowed for tax purposes.
As of 2022, for a single filer aged 65 or older, if their total income is less than $40,000 (or $80,000 for couples), they don't owe any long-term capital gains tax.
The term bed and breakfasting (sale and repurchase) of shares refers to transactions where shares are sold and bought back the next morning. This used to have Capital Gains Tax (CGT) benefits by crystallising a gain or a loss but is no longer tax effective over such a short period.
To qualify for the principal residence exclusion, you must have owned and lived in the property as your primary residence for two out of the five years immediately preceding the sale. Some exceptions apply for those who become disabled, die, or must relocate for reasons of health or work, among other situations.
Taxes aren't determined by age, so you will never age out of paying taxes. People who are 65 or older at the end of 2024 have to file a return for tax year 2024 (which is due in 2025) if their gross income is $16,550 or higher.
If it's your primary residence
You can sell your primary residence and avoid paying capital gains taxes on the first $250,000 of your profits if your tax-filing status is single, and up to $500,000 if married and filing jointly. The exemption is only available once every two years.