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. 

Newest Maui Properties For Sale

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Listing Image for 136 Kaniela St 1 of 31 Listing Image for 136 Kaniela St 2 of 31 Listing Image for 136 Kaniela St 3 of 31 Listing Image for 136 Kaniela St 4 of 31 Listing Image for 136 Kaniela St 5 of 31 Listing Image for 136 Kaniela St 6 of 31 Listing Image for 136 Kaniela St 7 of 31 Listing Image for 136 Kaniela St 8 of 31 Listing Image for 136 Kaniela St 9 of 31 Listing Image for 136 Kaniela St 10 of 31 Listing Image for 136 Kaniela St 11 of 31 Listing Image for 136 Kaniela St 12 of 31 Listing Image for 136 Kaniela St 13 of 31 Listing Image for 136 Kaniela St 14 of 31 Listing Image for 136 Kaniela St 15 of 31 Listing Image for 136 Kaniela St 16 of 31 Listing Image for 136 Kaniela St 17 of 31 Listing Image for 136 Kaniela St 18 of 31 Listing Image for 136 Kaniela St 19 of 31 Listing Image for 136 Kaniela St 20 of 31 Listing Image for 136 Kaniela St 21 of 31 Listing Image for 136 Kaniela St 22 of 31 Listing Image for 136 Kaniela St 23 of 31 Listing Image for 136 Kaniela St 24 of 31 Listing Image for 136 Kaniela St 25 of 31 Listing Image for 136 Kaniela St 26 of 31 Listing Image for 136 Kaniela St 27 of 31 Listing Image for 136 Kaniela St 28 of 31 Listing Image for 136 Kaniela St 29 of 31 Listing Image for 136 Kaniela St 30 of 31 Listing Image for 136 Kaniela St 31 of 31

$925,000

Wailuku

136 Kaniela St, Wailuku

3 Beds 2 Baths 830 SqFt Residential MLS® # 410555

Days on Market: 26

Compass Cell: 808-868-8604

Listing Image for 14 E Makahehi Pl 1 of 35 Listing Image for 14 E Makahehi Pl 2 of 35 Listing Image for 14 E Makahehi Pl 3 of 35 Listing Image for 14 E Makahehi Pl 4 of 35 Listing Image for 14 E Makahehi Pl 5 of 35 Listing Image for 14 E Makahehi Pl 6 of 35 Listing Image for 14 E Makahehi Pl 7 of 35 Listing Image for 14 E Makahehi Pl 8 of 35 Listing Image for 14 E Makahehi Pl 9 of 35 Listing Image for 14 E Makahehi Pl 10 of 35 Listing Image for 14 E Makahehi Pl 11 of 35 Listing Image for 14 E Makahehi Pl 12 of 35 Listing Image for 14 E Makahehi Pl 13 of 35 Listing Image for 14 E Makahehi Pl 14 of 35 Listing Image for 14 E Makahehi Pl 15 of 35 Listing Image for 14 E Makahehi Pl 16 of 35 Listing Image for 14 E Makahehi Pl 17 of 35 Listing Image for 14 E Makahehi Pl 18 of 35 Listing Image for 14 E Makahehi Pl 19 of 35 Listing Image for 14 E Makahehi Pl 20 of 35 Listing Image for 14 E Makahehi Pl 21 of 35 Listing Image for 14 E Makahehi Pl 22 of 35 Listing Image for 14 E Makahehi Pl 23 of 35 Listing Image for 14 E Makahehi Pl 24 of 35 Listing Image for 14 E Makahehi Pl 25 of 35 Listing Image for 14 E Makahehi Pl 26 of 35 Listing Image for 14 E Makahehi Pl 27 of 35 Listing Image for 14 E Makahehi Pl 28 of 35 Listing Image for 14 E Makahehi Pl 29 of 35 Listing Image for 14 E Makahehi Pl 30 of 35 Listing Image for 14 E Makahehi Pl 31 of 35 Listing Image for 14 E Makahehi Pl 32 of 35 Listing Image for 14 E Makahehi Pl 33 of 35 Listing Image for 14 E Makahehi Pl 34 of 35 Listing Image for 14 E Makahehi Pl 35 of 35

$1,050,000

↓ $45,000

Legends at Maui Lani

14 E Makahehi Pl, Kahului

3 Beds 2.5 Baths 1,584 SqFt Residential MLS® # 410554

Days on Market: 26

Shore To Shore Realty, Inc.

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

$1,145,000

↓ $50,000

Pukalani

30 Pahaa Pl, Makawao/Olinda/Haliimaile

4 Beds 3 Baths 1,020 SqFt Residential MLS® # 410550

Days on Market: 27

Keller Williams Realty Maui-Ka Cell: 808-280-6969

Listing Image for 31 Pakau Pl 67a 1 of 45 Listing Image for 31 Pakau Pl 67a 2 of 45 Listing Image for 31 Pakau Pl 67a 3 of 45 Listing Image for 31 Pakau Pl 67a 4 of 45 Listing Image for 31 Pakau Pl 67a 5 of 45 Listing Image for 31 Pakau Pl 67a 6 of 45 Listing Image for 31 Pakau Pl 67a 7 of 45 Listing Image for 31 Pakau Pl 67a 8 of 45 Listing Image for 31 Pakau Pl 67a 9 of 45 Listing Image for 31 Pakau Pl 67a 10 of 45 Listing Image for 31 Pakau Pl 67a 11 of 45 Listing Image for 31 Pakau Pl 67a 12 of 45 Listing Image for 31 Pakau Pl 67a 13 of 45 Listing Image for 31 Pakau Pl 67a 14 of 45 Listing Image for 31 Pakau Pl 67a 15 of 45 Listing Image for 31 Pakau Pl 67a 16 of 45 Listing Image for 31 Pakau Pl 67a 17 of 45 Listing Image for 31 Pakau Pl 67a 18 of 45 Listing Image for 31 Pakau Pl 67a 19 of 45 Listing Image for 31 Pakau Pl 67a 20 of 45 Listing Image for 31 Pakau Pl 67a 21 of 45 Listing Image for 31 Pakau Pl 67a 22 of 45 Listing Image for 31 Pakau Pl 67a 23 of 45 Listing Image for 31 Pakau Pl 67a 24 of 45 Listing Image for 31 Pakau Pl 67a 25 of 45 Listing Image for 31 Pakau Pl 67a 26 of 45 Listing Image for 31 Pakau Pl 67a 27 of 45 Listing Image for 31 Pakau Pl 67a 28 of 45 Listing Image for 31 Pakau Pl 67a 29 of 45 Listing Image for 31 Pakau Pl 67a 30 of 45 Listing Image for 31 Pakau Pl 67a 31 of 45 Listing Image for 31 Pakau Pl 67a 32 of 45 Listing Image for 31 Pakau Pl 67a 33 of 45 Listing Image for 31 Pakau Pl 67a 34 of 45 Listing Image for 31 Pakau Pl 67a 35 of 45 Listing Image for 31 Pakau Pl 67a 36 of 45 Listing Image for 31 Pakau Pl 67a 37 of 45 Listing Image for 31 Pakau Pl 67a 38 of 45 Listing Image for 31 Pakau Pl 67a 39 of 45 Listing Image for 31 Pakau Pl 67a 40 of 45 Listing Image for 31 Pakau Pl 67a 41 of 45 Listing Image for 31 Pakau Pl 67a 42 of 45 Listing Image for 31 Pakau Pl 67a 43 of 45 Listing Image for 31 Pakau Pl 67a 44 of 45 Listing Image for 31 Pakau Pl 67a 45 of 45

$1,629,500

The Parkways

31 Pakau Pl 67a, Kahului

5 Beds 3.5 Baths 2,429 SqFt Residential MLS® # 410544

Days on Market: 27

Compass-W

In Escrow Short Term Rental
Listing Image for 2695 S Kihei Rd 5-116 1 of 49 Listing Image for 2695 S Kihei Rd 5-116 2 of 49 Listing Image for 2695 S Kihei Rd 5-116 3 of 49 Listing Image for 2695 S Kihei Rd 5-116 4 of 49 Listing Image for 2695 S Kihei Rd 5-116 5 of 49 Listing Image for 2695 S Kihei Rd 5-116 6 of 49 Listing Image for 2695 S Kihei Rd 5-116 7 of 49 Listing Image for 2695 S Kihei Rd 5-116 8 of 49 Listing Image for 2695 S Kihei Rd 5-116 9 of 49 Listing Image for 2695 S Kihei Rd 5-116 10 of 49 Listing Image for 2695 S Kihei Rd 5-116 11 of 49 Listing Image for 2695 S Kihei Rd 5-116 12 of 49 Listing Image for 2695 S Kihei Rd 5-116 13 of 49 Listing Image for 2695 S Kihei Rd 5-116 14 of 49 Listing Image for 2695 S Kihei Rd 5-116 15 of 49 Listing Image for 2695 S Kihei Rd 5-116 16 of 49 Listing Image for 2695 S Kihei Rd 5-116 17 of 49 Listing Image for 2695 S Kihei Rd 5-116 18 of 49 Listing Image for 2695 S Kihei Rd 5-116 19 of 49 Listing Image for 2695 S Kihei Rd 5-116 20 of 49 Listing Image for 2695 S Kihei Rd 5-116 21 of 49 Listing Image for 2695 S Kihei Rd 5-116 22 of 49 Listing Image for 2695 S Kihei Rd 5-116 23 of 49 Listing Image for 2695 S Kihei Rd 5-116 24 of 49 Listing Image for 2695 S Kihei Rd 5-116 25 of 49 Listing Image for 2695 S Kihei Rd 5-116 26 of 49 Listing Image for 2695 S Kihei Rd 5-116 27 of 49 Listing Image for 2695 S Kihei Rd 5-116 28 of 49 Listing Image for 2695 S Kihei Rd 5-116 29 of 49 Listing Image for 2695 S Kihei Rd 5-116 30 of 49 Listing Image for 2695 S Kihei Rd 5-116 31 of 49 Listing Image for 2695 S Kihei Rd 5-116 32 of 49 Listing Image for 2695 S Kihei Rd 5-116 33 of 49 Listing Image for 2695 S Kihei Rd 5-116 34 of 49 Listing Image for 2695 S Kihei Rd 5-116 35 of 49 Listing Image for 2695 S Kihei Rd 5-116 36 of 49 Listing Image for 2695 S Kihei Rd 5-116 37 of 49 Listing Image for 2695 S Kihei Rd 5-116 38 of 49 Listing Image for 2695 S Kihei Rd 5-116 39 of 49 Listing Image for 2695 S Kihei Rd 5-116 40 of 49 Listing Image for 2695 S Kihei Rd 5-116 41 of 49 Listing Image for 2695 S Kihei Rd 5-116 42 of 49 Listing Image for 2695 S Kihei Rd 5-116 43 of 49 Listing Image for 2695 S Kihei Rd 5-116 44 of 49 Listing Image for 2695 S Kihei Rd 5-116 45 of 49 Listing Image for 2695 S Kihei Rd 5-116 46 of 49 Listing Image for 2695 S Kihei Rd 5-116 47 of 49 Listing Image for 2695 S Kihei Rd 5-116 48 of 49 Listing Image for 2695 S Kihei Rd 5-116 49 of 49

$1,399,999

Kamaole Sands 5-116

2695 S Kihei Rd 5-116, Kihei

3 Beds 2 Baths 1,211 SqFt Residential MLS® # 410545

Days on Market: 27

Keller Williams Realty Maui-Ki Cell: 808-859-2086

Listing Image for 349 Kuualoha St 1 of 38 Listing Image for 349 Kuualoha St 2 of 38 Listing Image for 349 Kuualoha St 3 of 38 Listing Image for 349 Kuualoha St 4 of 38 Listing Image for 349 Kuualoha St 5 of 38 Listing Image for 349 Kuualoha St 6 of 38 Listing Image for 349 Kuualoha St 7 of 38 Listing Image for 349 Kuualoha St 8 of 38 Listing Image for 349 Kuualoha St 9 of 38 Listing Image for 349 Kuualoha St 10 of 38 Listing Image for 349 Kuualoha St 11 of 38 Listing Image for 349 Kuualoha St 12 of 38 Listing Image for 349 Kuualoha St 13 of 38 Listing Image for 349 Kuualoha St 14 of 38 Listing Image for 349 Kuualoha St 15 of 38 Listing Image for 349 Kuualoha St 16 of 38 Listing Image for 349 Kuualoha St 17 of 38 Listing Image for 349 Kuualoha St 18 of 38 Listing Image for 349 Kuualoha St 19 of 38 Listing Image for 349 Kuualoha St 20 of 38 Listing Image for 349 Kuualoha St 21 of 38 Listing Image for 349 Kuualoha St 22 of 38 Listing Image for 349 Kuualoha St 23 of 38 Listing Image for 349 Kuualoha St 24 of 38 Listing Image for 349 Kuualoha St 25 of 38 Listing Image for 349 Kuualoha St 26 of 38 Listing Image for 349 Kuualoha St 27 of 38 Listing Image for 349 Kuualoha St 28 of 38 Listing Image for 349 Kuualoha St 29 of 38 Listing Image for 349 Kuualoha St 30 of 38 Listing Image for 349 Kuualoha St 31 of 38 Listing Image for 349 Kuualoha St 32 of 38 Listing Image for 349 Kuualoha St 33 of 38 Listing Image for 349 Kuualoha St 34 of 38 Listing Image for 349 Kuualoha St 35 of 38 Listing Image for 349 Kuualoha St 36 of 38 Listing Image for 349 Kuualoha St 37 of 38 Listing Image for 349 Kuualoha St 38 of 38

$1,300,000

Maui Lani Community

349 Kuualoha St, Kahului

4 Beds 2 Baths 1,494 SqFt Residential MLS® # 410542

Days on Market: 27

eXp Realty Cell: 808-339-5606

View 6 More Listings

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.

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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