Lender · Chicago, IL · Member since 2025 · 204 posts · 101 votes
9mo
Great question and one I see often with homeowners who are about to step into real estate investing. You’re in a strong position with roughly 115k in equity, and the real decision comes down to sequencing. In many cases, upgrading the primary residence first makes the most sense because owner occupied financing typically offers better rates, lower down payment options, and more flexibility. Once you move, your current home can be converted into a rental, allowing rental income to be used for qualification and opening the door to investment loan options for the two to three unit property.
Buying rentals first can work, but it usually tightens the box. Investment properties require higher down payments and carry higher rates, and the added debt can impact your ability to qualify for the upgraded primary. A strategy I often like is purchasing the new primary first, converting the existing home to a rental, then using a HELOC, cash out refinance, or DSCR loan to acquire additional doors. The key is not which property you buy first, but how the financing is structured and timed. With the equity you have, this is very doable with the right plan in place.
Lender · Chicago, IL · Member since 2025 · 204 posts · 101 votes
9mo
Great question and one I see often with homeowners who are about to step into real estate investing. You’re in a strong position with roughly 115k in equity, and the real decision comes down to sequencing. In many cases, upgrading the primary residence first makes the most sense because owner occupied financing typically offers better rates, lower down payment options, and more flexibility. Once you move, your current home can be converted into a rental, allowing rental income to be used for qualification and opening the door to investment loan options for the two to three unit property.
Buying rentals first can work, but it usually tightens the box. Investment properties require higher down payments and carry higher rates, and the added debt can impact your ability to qualify for the upgraded primary. A strategy I often like is purchasing the new primary first, converting the existing home to a rental, then using a HELOC, cash out refinance, or DSCR loan to acquire additional doors. The key is not which property you buy first, but how the financing is structured and timed. With the equity you have, this is very doable with the right plan in place.
One approach some investors use is to purchase the rentals first, especially if you can get financing that keeps cash flow positive, then use the equity and rental income to upgrade your primary. Another option is to tap into your current home's equity for a bridge or HELOC to fund the upgrades while holding the old home as a rental. It depends on your comfort with leveraging, financing options, and how quickly you want to scale your rental portfolio.
CPA, CFP®, PFS · FL · Member since 2017 · 5k+ posts · 3k+ votes
9mo
Hi Lynk! I love the creative thinking around renting out your primary. This is actually a really common path and often one of the easiest ways to get started with rental real estate. From a financing standpoint, I agree with Ebonie that upgrading to a new primary first, then converting your current home into a rental, is usually the cleanest move. Primary residence loans tend to come with better rates, lower down payment requirements, and more flexibility than investment property loans. This also gives you an opportunity to upgrade your primary home if you want to.
From a tax perspective, there are a few important things to keep in mind. Once you move out and officially place the old home in service as a rental, you can begin taking depreciation and deducting rental-related expenses. That’s why, if you’re planning major improvements, it’s often better to do them after the property becomes a rental so the costs are properly treated as rental expenses or depreciable improvements rather than personal expenses.
It’s also important to understand passive versus non-passive income early on. Rental losses are typically considered passive, which means they may be limited in how they can offset other income like W-2 wages. However, depending on your income level, participation, and the type of rental strategy you use, those losses could make an impact on your tax bill. Looking at this from the beginning helps you decide what kinds of rentals (short-term vs. long-term) make the most sense with your current income and overall financial picture, especially if your goal is to scale.
One more thing to keep in mind is the Section 121 home sale exclusion. If you decide to sell the former primary within three years of moving out, you may still be able to exclude a large portion of the gain, even though it was rented in between. Depreciation recapture would still apply, but the exclusion can still be extremely valuable and is something you don’t want to overlook when planning your timeline.
Buying rentals first can still work, but it often complicates both financing and tax planning. You’re usually looking at higher down payments, higher interest rates, and less flexibility if you later want to upgrade your primary residence. Either way, you’re starting off on a great foot by thinking through this now and asking the right questions.