Some aspiring homeowners who live in high-priced real estate markets are taking a surprising path: They're buying their “second home” while continuing to rent their primary residence. The purchase may be a place to escape for the weekends, a place to spend vacations, or a place to consider renting to others as a money-maker.
Even so, buying a home and continuing to rent may not necessarily be the right move for you. Here are some considerations.
How good an investment is it, to purchase a second home first? A lot depends on the nature of the property. There’s a big difference in buying a fixer-upper and putting in some sweat equity on the weekends versus buying a pristine place and sweating over where to place your chaise on the deck.
All real estate is, of course, local, and appreciation prospects vary tremendously amid regions. Look at what prices are likely to do in the vacation-oriented areas.
In other words, a home purchased in a city or suburb was likely to appreciate in value more quickly than a weekend place you might buy in a beach town or rural locale.
Can You Afford It?
This question is the big one, and it’s easy to get wrong.
If the rent for the place you’re living day-to-day—and don't forget, it's likely to escalate in the future—plus the costs of the second home are pushing 50 percent of your income, the idea doesn’t make sense. One way to keep the costs of your vacation place in check is to buy in a place with a homeowners' association that takes care of predictable maintenance: lawn care, snow removal, and the like.
Also, understand that the very act of buying a second home is likely to be more expensive than buying a first. “From a lender’s perspective, it’s considered more risky,” Yun explains. So if you need a mortgage, the down-payment requirement will likely be a little higher, as will the interest rate on the loan—to the tune of 50 to 100 basis points, Yun says. The lender's reasoning: If you fall on hard times and can't make payments, it’s easier to walk away from a place that isn’t your primary residence; after all, you’ll still have somewhere to live.
Will It Be a Moneymaker?
Resale Potential
Will It Be a Moneymaker?
Resale Potential
If you rent your home out for less than 14 days a year, you don’t have to pay taxes on the money. More than that, though, and you’re entering a complicated world of taxation that requires clear and diligent record-keeping.
You’ve also become a landlord, which is a hassle at a minimum and sometimes turns into a second job.
Even as you think about buying a second home, think about selling it down the road. One way to increase the resale potential is if your market could include not just vacation-home seekers but seniors seeking a place to relocate for their golden years.
If that’s a consideration, think about what an older person might want in a home as you look: Wide halls and doorways, a master bedroom suite on the first floor, an entry without stairs. You might not be able to capture all of these things—a very small percentage of the housing stock in the U.S. has all of them—but the more the better.

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