Strategies of Buying and Selling Simultaneously

Buying and Selling a Home at the Same Time

You may have found yourself in a position where you would like to buy one property while simultaneously selling another property. While doing this does present some unique challenges, it's completely possible to pull this off with the proper strategy and some degree of flexibility. 

The reasons and strategies for wanting to buy and sell simultaneously will differ from a primary homeowner looking to relocate to an investor seeking to execute a 1031 exchange to avoid capital gains taxes. In either instance, it's important to have a sound strategy and understand what the undertaking will involve. 

Selling A Primary Residence While Buying Another

There are several different ways to do this and how you do it will depend on your financial philosophies. There isn't necessarily a right and wrong way to approach this, some consider selling their home first the priority and then are willing to rent for a period of 6 months while they find the perfect replacement. This is usually the lowest stress avenue.

Some will be intent on executing the sale and purchase in such a way that both properties close in close succession to remove the extra step of renting. Money is a huge consideration for this move, particularly when financing is involved. In many instances, sellers will need the equity from the sale of their home to fund the down payment on the purchase of the second. 

If Financing is Necessary, Get Prequalified for a New Mortgage First

Before you get serious about selling your home, you should thoroughly research the possibility of buying a new primary residence. The Maui housing market can change rapidly at times, and the lending environment is changing as well. When you get prequalified with a local Maui lender, you can better determine your price range for a new home.

You can get accurate information about the interest rates available for your credit score and other qualifications. In addition, you can confirm that you can afford the loan payment for the size and quality of the home you are interested in.

Discuss Your Plans with a Real Estate Agent

After learning about your prequalification status, consulting with real estate agents in Maui is the next step. An experienced Maui real estate agent can help you determine how long your home may reasonably remain on the market.

In addition, you can get details on a realistic sales price. By analyzing the sales price in combination with closing costs and the current mortgage payoff balance, you can determine the sales proceeds that you have available for a down payment on your new home purchase. 

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Apply for a Home Equity Loan

While you may ideally want to sell your current house before buying a new one, this may not be an absolute requirement for some sellers. You could tap into your home’s equity by applying for an equity line of credit. Before moving forward with this possibility, be aware that the payment on the new home equity line will affect your debt-to-income ratio.

Mortgage lenders review your debt-to-income ratio as part of their qualification process. Because of this, you should discuss this option in detail with your lender to ensure that it will not impair your ability to qualify for a new mortgage.

Recent Sales on Maui

Sold
Closed: 05/24/2024
Listing Image for 912 N Niheu Pl 1 of 50 Listing Image for 912 N Niheu Pl 2 of 50 Listing Image for 912 N Niheu Pl 3 of 50 Listing Image for 912 N Niheu Pl 4 of 50 Listing Image for 912 N Niheu Pl 5 of 50 Listing Image for 912 N Niheu Pl 6 of 50 Listing Image for 912 N Niheu Pl 7 of 50 Listing Image for 912 N Niheu Pl 8 of 50 Listing Image for 912 N Niheu Pl 9 of 50 Listing Image for 912 N Niheu Pl 10 of 50 Listing Image for 912 N Niheu Pl 11 of 50 Listing Image for 912 N Niheu Pl 12 of 50 Listing Image for 912 N Niheu Pl 13 of 50 Listing Image for 912 N Niheu Pl 14 of 50 Listing Image for 912 N Niheu Pl 15 of 50 Listing Image for 912 N Niheu Pl 16 of 50 Listing Image for 912 N Niheu Pl 17 of 50 Listing Image for 912 N Niheu Pl 18 of 50 Listing Image for 912 N Niheu Pl 19 of 50 Listing Image for 912 N Niheu Pl 20 of 50 Listing Image for 912 N Niheu Pl 21 of 50 Listing Image for 912 N Niheu Pl 22 of 50 Listing Image for 912 N Niheu Pl 23 of 50 Listing Image for 912 N Niheu Pl 24 of 50 Listing Image for 912 N Niheu Pl 25 of 50 Listing Image for 912 N Niheu Pl 26 of 50 Listing Image for 912 N Niheu Pl 27 of 50 Listing Image for 912 N Niheu Pl 28 of 50 Listing Image for 912 N Niheu Pl 29 of 50 Listing Image for 912 N Niheu Pl 30 of 50 Listing Image for 912 N Niheu Pl 31 of 50 Listing Image for 912 N Niheu Pl 32 of 50 Listing Image for 912 N Niheu Pl 33 of 50 Listing Image for 912 N Niheu Pl 34 of 50 Listing Image for 912 N Niheu Pl 35 of 50 Listing Image for 912 N Niheu Pl 36 of 50 Listing Image for 912 N Niheu Pl 37 of 50 Listing Image for 912 N Niheu Pl 38 of 50 Listing Image for 912 N Niheu Pl 39 of 50 Listing Image for 912 N Niheu Pl 40 of 50 Listing Image for 912 N Niheu Pl 41 of 50 Listing Image for 912 N Niheu Pl 42 of 50 Listing Image for 912 N Niheu Pl 43 of 50 Listing Image for 912 N Niheu Pl 44 of 50 Listing Image for 912 N Niheu Pl 45 of 50 Listing Image for 912 N Niheu Pl 46 of 50 Listing Image for 912 N Niheu Pl 47 of 50 Listing Image for 912 N Niheu Pl 48 of 50 Listing Image for 912 N Niheu Pl 49 of 50 Listing Image for 912 N Niheu Pl 50 of 50

$1,695,000

Kelawea Mauka III

912 N Niheu Pl, Lahaina

7 Beds 4 Baths 3,844 SqFt Residential MLS® # 401683 Date Sold: May 24, 2024
Sold
Closed: 06/10/2024
Listing Image for 110 Woodrose Pl Lot 94 1 of 50 Listing Image for 110 Woodrose Pl Lot 94 2 of 50 Listing Image for 110 Woodrose Pl Lot 94 3 of 50 Listing Image for 110 Woodrose Pl Lot 94 4 of 50 Listing Image for 110 Woodrose Pl Lot 94 5 of 50 Listing Image for 110 Woodrose Pl Lot 94 6 of 50 Listing Image for 110 Woodrose Pl Lot 94 7 of 50 Listing Image for 110 Woodrose Pl Lot 94 8 of 50 Listing Image for 110 Woodrose Pl Lot 94 9 of 50 Listing Image for 110 Woodrose Pl Lot 94 10 of 50 Listing Image for 110 Woodrose Pl Lot 94 11 of 50 Listing Image for 110 Woodrose Pl Lot 94 12 of 50 Listing Image for 110 Woodrose Pl Lot 94 13 of 50 Listing Image for 110 Woodrose Pl Lot 94 14 of 50 Listing Image for 110 Woodrose Pl Lot 94 15 of 50 Listing Image for 110 Woodrose Pl Lot 94 16 of 50 Listing Image for 110 Woodrose Pl Lot 94 17 of 50 Listing Image for 110 Woodrose Pl Lot 94 18 of 50 Listing Image for 110 Woodrose Pl Lot 94 19 of 50 Listing Image for 110 Woodrose Pl Lot 94 20 of 50 Listing Image for 110 Woodrose Pl Lot 94 21 of 50 Listing Image for 110 Woodrose Pl Lot 94 22 of 50 Listing Image for 110 Woodrose Pl Lot 94 23 of 50 Listing Image for 110 Woodrose Pl Lot 94 24 of 50 Listing Image for 110 Woodrose Pl Lot 94 25 of 50 Listing Image for 110 Woodrose Pl Lot 94 26 of 50 Listing Image for 110 Woodrose Pl Lot 94 27 of 50 Listing Image for 110 Woodrose Pl Lot 94 28 of 50 Listing Image for 110 Woodrose Pl Lot 94 29 of 50 Listing Image for 110 Woodrose Pl Lot 94 30 of 50 Listing Image for 110 Woodrose Pl Lot 94 31 of 50 Listing Image for 110 Woodrose Pl Lot 94 32 of 50 Listing Image for 110 Woodrose Pl Lot 94 33 of 50 Listing Image for 110 Woodrose Pl Lot 94 34 of 50 Listing Image for 110 Woodrose Pl Lot 94 35 of 50 Listing Image for 110 Woodrose Pl Lot 94 36 of 50 Listing Image for 110 Woodrose Pl Lot 94 37 of 50 Listing Image for 110 Woodrose Pl Lot 94 38 of 50 Listing Image for 110 Woodrose Pl Lot 94 39 of 50 Listing Image for 110 Woodrose Pl Lot 94 40 of 50 Listing Image for 110 Woodrose Pl Lot 94 41 of 50 Listing Image for 110 Woodrose Pl Lot 94 42 of 50 Listing Image for 110 Woodrose Pl Lot 94 43 of 50 Listing Image for 110 Woodrose Pl Lot 94 44 of 50 Listing Image for 110 Woodrose Pl Lot 94 45 of 50 Listing Image for 110 Woodrose Pl Lot 94 46 of 50 Listing Image for 110 Woodrose Pl Lot 94 47 of 50 Listing Image for 110 Woodrose Pl Lot 94 48 of 50 Listing Image for 110 Woodrose Pl Lot 94 49 of 50 Listing Image for 110 Woodrose Pl Lot 94 50 of 50

$5,513,000

Pineapple Hill

110 Woodrose Pl Lot 94, Kapalua

3 Beds 3.5 Baths 3,038 SqFt Residential MLS® # 401002 Date Sold: June 10, 2024
Sold
Closed: 06/28/2024
Listing Image for 216 Waipahe Pl 1 of 32 Listing Image for 216 Waipahe Pl 2 of 32 Listing Image for 216 Waipahe Pl 3 of 32 Listing Image for 216 Waipahe Pl 4 of 32 Listing Image for 216 Waipahe Pl 5 of 32 Listing Image for 216 Waipahe Pl 6 of 32 Listing Image for 216 Waipahe Pl 7 of 32 Listing Image for 216 Waipahe Pl 8 of 32 Listing Image for 216 Waipahe Pl 9 of 32 Listing Image for 216 Waipahe Pl 10 of 32 Listing Image for 216 Waipahe Pl 11 of 32 Listing Image for 216 Waipahe Pl 12 of 32 Listing Image for 216 Waipahe Pl 13 of 32 Listing Image for 216 Waipahe Pl 14 of 32 Listing Image for 216 Waipahe Pl 15 of 32 Listing Image for 216 Waipahe Pl 16 of 32 Listing Image for 216 Waipahe Pl 17 of 32 Listing Image for 216 Waipahe Pl 18 of 32 Listing Image for 216 Waipahe Pl 19 of 32 Listing Image for 216 Waipahe Pl 20 of 32 Listing Image for 216 Waipahe Pl 21 of 32 Listing Image for 216 Waipahe Pl 22 of 32 Listing Image for 216 Waipahe Pl 23 of 32 Listing Image for 216 Waipahe Pl 24 of 32 Listing Image for 216 Waipahe Pl 25 of 32 Listing Image for 216 Waipahe Pl 26 of 32 Listing Image for 216 Waipahe Pl 27 of 32 Listing Image for 216 Waipahe Pl 28 of 32 Listing Image for 216 Waipahe Pl 29 of 32 Listing Image for 216 Waipahe Pl 30 of 32 Listing Image for 216 Waipahe Pl 31 of 32 Listing Image for 216 Waipahe Pl 32 of 32

$955,000

Waiohuli Development

216 Waipahe Pl, Kihei

4 Beds 3 Baths 1,748 SqFt Residential MLS® # 402170 Date Sold: June 28, 2024
Sold
Closed: 06/10/2024
Listing Image for 50 Puu Anoano St 201 1 of 41 Listing Image for 50 Puu Anoano St 201 2 of 41 Listing Image for 50 Puu Anoano St 201 3 of 41 Listing Image for 50 Puu Anoano St 201 4 of 41 Listing Image for 50 Puu Anoano St 201 5 of 41 Listing Image for 50 Puu Anoano St 201 6 of 41 Listing Image for 50 Puu Anoano St 201 7 of 41 Listing Image for 50 Puu Anoano St 201 8 of 41 Listing Image for 50 Puu Anoano St 201 9 of 41 Listing Image for 50 Puu Anoano St 201 10 of 41 Listing Image for 50 Puu Anoano St 201 11 of 41 Listing Image for 50 Puu Anoano St 201 12 of 41 Listing Image for 50 Puu Anoano St 201 13 of 41 Listing Image for 50 Puu Anoano St 201 14 of 41 Listing Image for 50 Puu Anoano St 201 15 of 41 Listing Image for 50 Puu Anoano St 201 16 of 41 Listing Image for 50 Puu Anoano St 201 17 of 41 Listing Image for 50 Puu Anoano St 201 18 of 41 Listing Image for 50 Puu Anoano St 201 19 of 41 Listing Image for 50 Puu Anoano St 201 20 of 41 Listing Image for 50 Puu Anoano St 201 21 of 41 Listing Image for 50 Puu Anoano St 201 22 of 41 Listing Image for 50 Puu Anoano St 201 23 of 41 Listing Image for 50 Puu Anoano St 201 24 of 41 Listing Image for 50 Puu Anoano St 201 25 of 41 Listing Image for 50 Puu Anoano St 201 26 of 41 Listing Image for 50 Puu Anoano St 201 27 of 41 Listing Image for 50 Puu Anoano St 201 28 of 41 Listing Image for 50 Puu Anoano St 201 29 of 41 Listing Image for 50 Puu Anoano St 201 30 of 41 Listing Image for 50 Puu Anoano St 201 31 of 41 Listing Image for 50 Puu Anoano St 201 32 of 41 Listing Image for 50 Puu Anoano St 201 33 of 41 Listing Image for 50 Puu Anoano St 201 34 of 41 Listing Image for 50 Puu Anoano St 201 35 of 41 Listing Image for 50 Puu Anoano St 201 36 of 41 Listing Image for 50 Puu Anoano St 201 37 of 41 Listing Image for 50 Puu Anoano St 201 38 of 41 Listing Image for 50 Puu Anoano St 201 39 of 41 Listing Image for 50 Puu Anoano St 201 40 of 41 Listing Image for 50 Puu Anoano St 201 41 of 41

$1,750,000

Masters 201

50 Puu Anoano St 201, Kaanapali

3 Beds 3 Baths 2,156 SqFt Residential MLS® # 399523 Date Sold: June 10, 2024
Buying Real Estate on Maui

Buying Real Estate on Maui

Read Evan's complete guide to buying a home or condo on Maui.

Read the Guide
Sold
Closed: 06/26/2024
Listing Image for 40 Kai Malu Dr 101 1 of 9 Listing Image for 40 Kai Malu Dr 101 2 of 9 Listing Image for 40 Kai Malu Dr 101 3 of 9 Listing Image for 40 Kai Malu Dr 101 4 of 9 Listing Image for 40 Kai Malu Dr 101 5 of 9 Listing Image for 40 Kai Malu Dr 101 6 of 9 Listing Image for 40 Kai Malu Dr 101 7 of 9 Listing Image for 40 Kai Malu Dr 101 8 of 9 Listing Image for 40 Kai Malu Dr 101 9 of 9

$2,160,000

La'i Loa 101

40 Kai Malu Dr 101, Wailea/Makena

3 Beds 3 Baths 1,742 SqFt Residential MLS® # 391886 Date Sold: June 26, 2024
Sold
Closed: 06/14/2024
Listing Image for 32 Kupalaiki Loop 1 of 29 Listing Image for 32 Kupalaiki Loop 2 of 29 Listing Image for 32 Kupalaiki Loop 3 of 29 Listing Image for 32 Kupalaiki Loop 4 of 29 Listing Image for 32 Kupalaiki Loop 5 of 29 Listing Image for 32 Kupalaiki Loop 6 of 29 Listing Image for 32 Kupalaiki Loop 7 of 29 Listing Image for 32 Kupalaiki Loop 8 of 29 Listing Image for 32 Kupalaiki Loop 9 of 29 Listing Image for 32 Kupalaiki Loop 10 of 29 Listing Image for 32 Kupalaiki Loop 11 of 29 Listing Image for 32 Kupalaiki Loop 12 of 29 Listing Image for 32 Kupalaiki Loop 13 of 29 Listing Image for 32 Kupalaiki Loop 14 of 29 Listing Image for 32 Kupalaiki Loop 15 of 29 Listing Image for 32 Kupalaiki Loop 16 of 29 Listing Image for 32 Kupalaiki Loop 17 of 29 Listing Image for 32 Kupalaiki Loop 18 of 29 Listing Image for 32 Kupalaiki Loop 19 of 29 Listing Image for 32 Kupalaiki Loop 20 of 29 Listing Image for 32 Kupalaiki Loop 21 of 29 Listing Image for 32 Kupalaiki Loop 22 of 29 Listing Image for 32 Kupalaiki Loop 23 of 29 Listing Image for 32 Kupalaiki Loop 24 of 29 Listing Image for 32 Kupalaiki Loop 25 of 29 Listing Image for 32 Kupalaiki Loop 26 of 29 Listing Image for 32 Kupalaiki Loop 27 of 29 Listing Image for 32 Kupalaiki Loop 28 of 29 Listing Image for 32 Kupalaiki Loop 29 of 29

$1,000,000

Kihei Kauhale Nani

32 Kupalaiki Loop, Kihei

4 Beds 2 Baths 1,422 SqFt Residential MLS® # 400985 Date Sold: June 14, 2024
View 6 More Listings

Consider a Bridge Loan

When looking at how to buy a house before selling yours, a bridge loan may be a great solution. A bridge loan, a short-term loan with a higher interest rate, can be used to refinance your current home mortgage or pull equity out as a second lien.

With interest-only payments, you can tap into your equity to use as a down payment to purchase a second home. You can also potentially decrease your first home’s mortgage payments, which will be beneficial if the closing dates do not align perfectly.

Choose a Low Down Payment Loan Program

While many mortgage lenders will require you to make a sizable down payment when you buy a house, there are lending solutions available that allow you to put down 5% or less. A Fannie Mae loan, for example, only requires 3% down. While the interest rates on these loans are competitive, you may be responsible for Mortgage Payment Insurance (MPI).

MPI could add hundreds of dollars to your monthly mortgage payment. With a low down payment loan, however, you may not need to access your current home’s equity to complete your purchase.

Borrow Against Your Retirement Account

Generally, your retirement account’s funds are inaccessible to you until you reach the age of 59.5 years old. Most withdrawals taken before you reach this age can trigger a penalty and will be taxable. However, the IRS allows you to withdraw funds without penalty to buy a house.

There are specific rules and requirements that you should research thoroughly before pursuing this option. Your retirement account funds can be used for a down payment as well as closing costs, and this could eliminate the need to sell your house before buying a new one.

Add a Contingency to the Sales Contract

If you have determined that the other options available are not suitable for your unique situation, another possibility is available. When considering how to buy a second home without selling the first, a sales contingency could be written into the new sales contract. A sales contingency can be worded so that your purchase is dependent on the sale of the current house. 

While this can seem like the perfect solution, be aware that many sellers may not accept this contingency. Like you, other sellers may be trying to sell their house to buy another property. If they delay their sale because of a sales contingency, they may not be able to structure their own timeline to suit their needs. Your real estate agent can work with you to structure a sales contingency with an agreeable seller.

Turn Your Home Into an Investment Property

If you are concerned about the possibility of having two mortgage payments at the same time, you could consider renting out your first home. The monthly rent from your rental property could cover its mortgage payment, property taxes, and other expenses. The remaining rental income is a profit that can be used as desired.

If you are unable to qualify for a new home loan for your purchase with the old mortgage in place, renting the property can help. Once you have a signed lease in place on your first home, your mortgage lender can apply that income to your debt-to-income ratio. 

Before turning your home into a rental, consult with your realtor. Your real estate agent can provide you with a fair market rental rate for the property. This information is required to determine if its monthly rent will cover its expenses. The IRS allows you to write off many property expenses, including upkeep costs, management fees, property taxes, etc. Depending on the situation, a property owner could possibly turn a profit on a rental house while enjoying a tax loss.

Consider Buying a Second Home

Buying a second home has advantages to consider as well. If you buy a second home, you can enjoy traveling back and forth between the locations as desired. When you are not using a home for personal use, you could rent it out as a rental property. A second home also has tax benefits. 

Even if you do not use the second home to produce rental income, you may qualify for the same homeowner tax deductions as you benefit from with your first home. Before buying a second home or turning your current home into a rental property, consider speaking to a tax advisor and a management company to explore all of the financial ramifications in detail.

Executing a 1031 Exchange

1031 Exchange Maui

When doing a 1031 exchange, you'll typically be selling the property you are going to exchange first and then immedietley seeking a replacement property. Read my full rundown on how to successfully navigate the process here. 

Explore Your Options Today

Keep in mind that you can combine multiple solutions presented here as you walk through the real estate process. For example, you could take out a home equity loan on your current home to access down payment funds to purchase your second home. At the same time, you could turn your first home into a rental property to generate monthly income.

This example is only one of many ways to combine these solutions and set up a scenario that suits your needs. Contact a local real estate agent to learn more about the housing and rental market.

Get In Touch With Evan!

Evan Harlow Maui

Evan Harlow ranks among the best real estate agents on Maui annually and is in the top 1% of Coldwell Banker agents worldwide in production. Evan has the expertise, experience, and work ethic to help you achieve your real estate buying and selling goals. We promise exceptional service and support from the beginning of the process through closing and beyond. See what Evan's clients are saying on Google.

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