Sell First or Buy First?

Most move-up buyers hit this question long before they feel ready — and there isn’t a single right answer.
The right choice depends on your timing, your finances, and how much risk you’re comfortable carrying during the transition.

Why This Question Is So Hard

On paper, the decision sounds simple. In real life, it rarely is.

Your current house often holds most of your equity, while your next home may cost more. And the timing between selling and buying rarely lines up as neatly as people expect.

What many people worry about most is being stuck between homes — essentially having no place to live if the timing doesn’t work out. That fear alone causes many buyers to stall or avoid making a decision at all.

Others worry about the opposite: buying first and carrying two homes, or feeling pressured to sell later under less-than-ideal conditions.

Add in changing market conditions, financing details, and the emotional weight of leaving a familiar place, and it’s easy to feel stuck before you’ve even started.

Option 1: Sell First

Selling your current house before buying your next home is often the more conservative approach. It provides clarity around your budget, removes the risk of carrying two properties, and gives you stronger leverage when you’re ready to buy.

When you sell first, you know exactly how much equity you have to work with. That certainty can make financing simpler and your offers more attractive to sellers, especially in competitive situations where clean terms matter.

The tradeoff is timing. Selling first can mean a temporary move — whether that’s short-term housing, staying with family, or negotiating a rent-back. For many homeowners, the idea of being “between homes” feels uncomfortable, even if it’s brief.

This approach tends to work best for buyers who value financial certainty and flexibility, and who want to minimize risk during the transition — even if that means a less convenient interim step.

Option 2: Buy First

Buying your next home before selling your current house prioritizes continuity. It allows you to move once, take your time finding the right home, and avoid the pressure of matching two transactions perfectly.

This option can feel more comfortable emotionally, especially for families who don’t want to worry about temporary housing or multiple moves. It can also give you more control over timing and choice, particularly if you’re looking for a very specific type of home.

The challenge is financial overlap. Buying first often means qualifying to carry two homes at once, even temporarily. It can also introduce more pressure later if your current house needs to sell within a certain window to keep the plan manageable.

Buying first tends to make the most sense for buyers with strong financial flexibility, conservative debt levels, and a clear understanding of the risks involved if the sale takes longer than expected.

The 3 Factors That Actually Decide This

What We See Most Often in Connecticut

There Is a Third Option Most People Miss

So… Which Is Right for You?

Next Steps