Fairfield and Westport CT Real Estate Guide

Local insights on buying, selling, and living in Fairfield County

Save Money, Have Fun, Do a 1031!

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If you own an investment property and are thinking of selling it to buy a different one (or two), you can do a 1031 Exchange and enjoy great benefits!  What’s so great about it, and how do you do it?

Here’s how it works-

  1. With IRS code 1031, owners can defer paying all capital gains on investment
    property. This means that if you own property used for business or investment, you can sell it and use the proceeds from the sale to reinvest in another investment property of greater or equal value to defer paying taxes on your profit.
  2. You have to declare that you are doing a 1031 Exchange before you close on the sale.
  3. You have to meet the 180-day rule: Investors have 180 calendar days to complete the exchange and close on all intended purchases.
  4. You have to meet the 45-day rule:  Identify up to three possible replacement properties within the first 45 days of the 180 day period. You can also sell multiple properties and buy one big property.   If you identify more than three properties, the total cost of the identified properties can’t be more than twice the value of what you are selling.  If you identify more than three properties and they end up totaling more than 200 percent of what you are selling, then you have to buy 95 percent- worth of the properties you identified in order to complete the exchange. Your replacement property must cost more than the net sale price of your existing investment property for full tax deferral. 
  5. You Must use a Qualified Intermediary (QI) to facilitate the 1031 exchange.  The QI takes care of everything for you including preparing the exchange agreement, handling escrow, and coordinating with the closing agents.  The QI must be a third party to the transaction.  He or she can’t just be an attorney or a Realtor® in the transaction that puts the sale proceeds and funds in an escrow account, nor can the QI be a relative. These are IRS regulations. 
  6. You cannot have access to the proceeds from your sale. It must be held by a qualified third party until it can go directly toward your purchase(s).

And here are six amazing benefits of doing 1031 Exchanges-

  1. You enjoy huge savings on taxes.
  2. You can shelter your earnings in real estate, legally!
  3. You can diversify or consolidate your investment property.
  4. You can gain buying power by reinvesting.
  5. You can create more income to build your wealth.
  6. There’s no limit to the frequency or quantity of 1031 exchanges you can do.
  7. You can have the property(ies) you want to have.

Consider an “equity build strategy” suggested by the Midland company (referenced below) that looks like this:

  • Defer paying up to 25 percent in taxes on your gains.
  • Sell a moderately producing property to buy a higher income-producing property and increase your monthly income.
  • Pay no federal, state, capital gain, or income taxes on the sale of the property.
  • Do 1031 exchanges over and over for a lifetime, and the tax liability will never be passed on to your heirs.
  • Base your strategy on cash flow, and you will have success in any market. The key is to get the highest percentage income on your purchase.  Even if the dollar amount is small, it will grow over time.  For example, if you can sell a property making seven percent cash-on-cash and buy a property that makes 23 percent cash-on-cash, you are well on your way to implementing an excellent equity build strategy!  Equity bulid strategy

It’s a good idea to use a QI that is local or that works in many states and is familiar with the varying regulations and taxes in different states. You want a QI that has experience and is bonded and insured. You also want to look for one that is a member of the National Federation of Exchange Accommodators and that is a Certified Exchange Specialist (CEC).

Here are some resources to get you started:

IPX1031

1031 Exchange Made Simple

Midland Self-Directed IRAs & 1031s

For help selling and locating properties, please reach out to yours truly!

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Author: Luxury Coastal CT Real Estate Specialist Linda Raymond at William Raveis Southport

Luxury Coastal Real Estate Specialist | Fairfield Beach, Southport & Westport CT | Waterfront & Lifestyle Transitions | William Raveis Real Estate Buying or selling a home can feel overwhelming, or exciting. It is one of life’s biggest transitions — and it often comes with more questions than answers. How do I price my home for top dollar? What upgrades matter most to buyers? How can I compete for Fairfield Beach or Westport CT homes for sale without overpaying? I’m Linda Raymond, a Fairfield County Realtor with William Raveis, and I'm here to guide you to make informed decisions so your move is smooth, strategic, and successful! As a lifelong Connecticut resident who has lived and worked in Westport, Fairfield, Southport, and neighboring towns, I bring deep local knowledge and community connections. My clients trust me for personalized service, innovative marketing, and results-driven strategies that help sellers achieve the best price and buyers find the right fit — whether that’s a luxury home in the Fairfield Beach Area or Westport or a first home in a welcoming neighborhood. With nearly 100 five-star reviews and recognition as a Luxury Property Specialist, Chairman’s Elite Club member, and Connecticut Magazine’s Five-Star Professional Award winner, my track record speaks for itself. But what I value most are the long-term relationships I’ve built. Many of my clients return — or refer friends and family — because they know I’ll put their goals first. Whether you’re upsizing, downsizing, or relocating to Fairfield County, I’ll start by listening closely to your needs and priorities. Then, I’ll create a custom plan to help you move forward with confidence. Let’s make your next move rewarding — and even exciting. Call or text me today at 203.912.4440 to connect with a trusted Fairfield and Westport CT Realtor.

2 thoughts on “Save Money, Have Fun, Do a 1031!

  1. Luxury Coastal CT Real Estate Specialist Linda Raymond at William Raveis Southport's avatar

    Ha! It doesn’t need to be commercial property, in fact, many 1031s are done with residential rental properties!

    Like

  2. Niki Ketchman's avatar

    Wow, Linda. Are you dipping a toe in commercial real estate? Your blog lays out a way to make lots of money. All one needs is the money to invest in the initial real estate.

    Liked by 1 person

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