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Seller’s Guide

How to Sell Investment Property (Without Overpaying in Tax)

When it comes to selling an investment property, there are three main decisions: how to sell, when to sell and how to manage the taxes. This guide breaks those down for single-family rentals, small multifamily and apartment buildings, and explains when a direct buyer makes sense.

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In This Guide: Reasons owners sell · Ways to sell an investment property · Taxes: gains and recapture · 1031 and installment sales · Selling with tenants

By Skyline Capital Investments · · 3 min read

Why owners sell investment property

There are a few common reasons. Equity has built up and is earning very little compared with what it could earn elsewhere. Insurance, taxes and maintenance keep going up while rents level off. Management has become a second job. A loan is coming due at a much higher rate. Or the owner wants to trade into a larger property, a different market or something more passive.

Knowing your main reason helps you choose the route, because the best price, the quickest sale and the least hassle rarely come from the same sale.

Ways to sell an investment property

Each route fits a different property and a different goal.

  • List with an agent or broker: the widest exposure, and often the best price for a clean, well-occupied property.
  • Sell directly to an investor: less upside, but more speed and certainty, especially with repairs, vacancy or difficult tenants.
  • Sell to a tenant or neighbor who already knows the property.
  • Offer seller financing: the buyer pays over time, which can widen the buyer pool and spread your tax.
  • Do a 1031 exchange: sell and buy another investment property while deferring the tax.
  • Don’t sell yet: sometimes refinancing or hiring a property manager is the better answer.

Taxes when you sell an investment property

How you are taxed often decides the best structure, so run the numbers with your CPA before you accept an offer. Federal long-term capital gains on property held more than a year are taxed at 0, 15 or 20 percent depending on income, and higher earners may owe the 3.8 percent net investment income tax on top.

Depreciation you took, or were allowed to take, is generally recaptured and taxed federally at up to 25 percent. State income tax may also apply. The home sale exclusion for a primary residence does not cover a property you only rented out.

Two ways to defer or spread the tax

In a 1031 exchange, gain is deferred when you reinvest in like-kind real property through a qualified intermediary. You have 45 days from closing to identify replacement property and 180 days to close on it.

In an installment sale, you finance part of the price for the buyer, and the gain is spread over the years you receive payments. For owners with a large gain who don’t want to buy another property, this can be the more flexible option.

Selling with tenants in place

Most investment properties sell with tenants in place, and leases generally transfer to the new owner. Have a current rent roll, copies of leases, deposit records and a plan for giving notice before any showings. A buyer who plans to keep the tenants makes this much simpler.

How we can help

If your investment property is an apartment building with five or more units, Skyline Capital Investments may buy it directly and as-is, with seller-carry terms or a delayed closing for your 1031 exchange when that helps. If it has one to four units, send it through the same form and we will connect you with a partner who buys smaller rentals.

Selling? Spread the tax with seller-carry terms

If a large tax bill is what is keeping you from selling, an installment sale may help. When you carry part of the price as a note, the gain is generally reported as you receive payments instead of all in the year of sale. Some parts of the gain, such as certain depreciation recapture, can still be due up front, so run the numbers with your CPA first.

Skyline Capital Investments buys apartment buildings with five or more units and can offer seller-carry terms, or a delayed closing that fits your 1031 timeline. Send the address and unit count and we typically respond within 48 hours. How seller financing works · How an installment sale is taxed · Seller financing calculator.

Get A Seller-Carry Offer

How It Works

  1. 01

    Share the basics

    Send the address, unit count and, if you have them, the rent roll and T-12.

  2. 02

    Get clear feedback

    We typically respond within 48 hours on fit and how we see value.

  3. 03

    Compare a written LOI

    If it fits, price and terms go in writing so you can weigh it against listing.

  4. 04

    Close on your timeline

    Including seller-carry terms or a delayed close for a 1031.

Common Questions

How much tax will I pay when I sell an investment property?

It depends on your gain, how long you held the property, how much depreciation you took and your income and state. Federal long-term gains run 0 to 20 percent, recapture up to 25 percent, plus the 3.8 percent NIIT for higher earners. Our capital gains tax calculator gives a rough estimate to take to your CPA.

Can I avoid capital gains tax on an investment property?

You can often defer it with a 1031 exchange or spread it with an installment sale. The primary-residence exclusion does not apply to a property you only rented out.

Do I need to fix the property before selling?

Not for a direct sale. Investors who buy as-is price the repairs in. For a listed sale, fixing safety issues and obvious problems can help.

Can I sell an investment property with tenants?

Yes. Leases usually transfer with the sale, and many buyers prefer an occupied property.

Do you buy single-family rentals?

We buy apartment buildings with five or more units. For one to four units, submit the form and we will connect you with a partner who buys smaller rentals.

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