--- title: When is the Right Time to Sell Your Rental Property? description: It is hard to know the best time to sell your rental property but the experts at First Guardian Group can help you know the perfect time to sell! image: https://blog.fgg1031.com/hubfs/banner-business-color-1430124-e1548781123280.jpg --- [info@firstguardiangroup.com](mailto:) [(866)398-1031](tel:(866)398-1031) [![fgg](https://blog.fgg1031.com/hubfs/FirstGuardianGroup_2022/fgg.png)](https://brokercheck.finra.org/individual/summary/6470002) [![fgg-871923](https://blog.fgg1031.com/hubfs/FirstGuardianGroup_2023/fgg-871923.png)](https://www.bbb.org/us/ca/san-jose/profile/commercial-real-estate/first-guardian-group-1216-887513) [![logo](https://blog.fgg1031.com/hs-fs/hubfs/FirstGuardianGroup_2022/logo.png?width=175&height=56&name=logo.png "logo")](http://fgg1031.com) - [Home](https://fgg1031.com/) - [About Us](https://fgg1031.com/about-us/) - [Current Offerings](https://fgg1031.com/property-listings-directory/) - [Resource Center](https://fgg1031.com/resource-center/) - [Glossary](https://fgg1031.com/glossary/) - [Accommodators](https://fgg1031.com/accommodators/) - [FAQ](https://fgg1031.com/faqs/) - [Tax eBook](https://pages.fgg1031.com/resources/real-estate-tax-deferral-strategies-ebook) - [Real Estate eBook](https://pages.fgg1031.com/real-estate-investing-in-the-new-era2) - [QI eBook](https://pages.fgg1031.com/resources/qualifiedintermediary/ebook) - [Tax Calculator](https://fgg1031.com/tax-calculator/) - [Newsroom](https://fgg1031.com/newsroom/) - [Blog](https://blog.fgg1031.com/blog) - [Events](https://fgg1031.com/events/) - [Contact Us](https://fgg1031.com/contact/) ![search-interface-symbol](https://blog.fgg1031.com/hubfs/FirstGuardianGroup_2022/search-interface-symbol.png) ![loader](https://f.hubspotusercontent-eu1.net/hubfs/24949188/Business%20and%20Finance/global/22.gif) ![close](https://blog.fgg1031.com/hubfs/FirstGuardianGroup_2022/close.png) From Pages From Blog Pages Load More Load More **Sorry, we couldn't find a match for  "".** Check your spelling or try a related search term. 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By [Paul Getty](https://blog.fgg1031.com/blog/author/paul-getty) Many owners of rental properties have realized significant equity appreciation during the recent real estate boom and are asking themselves “Is it now time to sell?” Based on our interaction with hundreds of rental property owners, here are the top 8 reasons that can trigger a desire to sell rental properties now. ## 1. Older owners Let’s face it, many of us will reach a point in life when we shift our focus from accumulating wealth to enjoying our wealth. Many older rental property owners with portfolios of highly appreciated properties are seeking ways to convert their equity into income that can be used to finance a more carefree lifestyle including vacations, more time with grandkids, and opportunities to indulge in satisfying hobbies. Relative to younger investors, older investors are less likely to continue rental property ownership for the next 10-year appreciation cycle and, instead, harvest at least some of their accumulated wealth and enjoy their golden years. If you are approaching retirement and still have a large portfolio of rental properties that is diverting your time from more pleasurable pursuits, you may be more inclined to free-up cash from some of your holdings to enjoy the good life and start seriously working on your bucket list. ## 2. Higher income with different investments During the most recent 10-year cycle, most rental properties have appreciated much faster than rents. Expenses have also risen resulting in relatively low rates of net cash as a percentage of appreciated property value. In the San Francisco Bay area where our main office is located, we often see average net cash flow at no more than 1-2% of total property value. The sale of appreciated properties via a 1031 Exchange to defer taxes followed by reinvestment of proceeds into a replacement property alternative such as a Delaware Statutory Trust (DST) or other higher income producing properties can often result in a marked increase in net cash flow. Income from reinvested proceeds can also be partially to mostly sheltered from taxes through depreciation and tax write-offs thereby allowing investors to put most of the cash in their pockets rather than giving it to Uncle Sam.   ## 3. Desire to shift into a hassle-free lifestyle Directly owning rental properties comes with many burdens and risks that can unexpectedly generate high degrees of stress and anxiety. Tenant evictions, lawsuits, repairs, maintenance, property inspections, etc. are among many of the burdens that a landlord may face that can contribute to having an “enough is enough” moment coupled with a realization that life may be growing too short to deal with all the hassles. Fortunately, there are many lower stress, hassle free real estate options that can not only largely eliminate management burdens – but also often increase net cash flow. Since being recognized by the IRS in 2004 as a “like-kind” 1031 Exchange option, Delaware Statutory Trust (DST) structured properties have realized many billions of dollars from investors seeking real estate investments where day-to-day management headaches are no longer their responsibility and where they can receive steady monthly “mail-box” income. Multifamily DSTs have performed most favorably over the past real estate cycle, allowing investors to realize not only reliable hassle-free cash flow, but also, in many cases, equity appreciation through rental income increases. *Note that DSTs, like all real estate, have risks and that past performance is no guarantee of future results.* ## 4. Rent control Soaring property prices which have put smiles on the faces of many landlords have also unleashed an avalanche of protesters supporting tough rent control measures. The proposed laws may significantly impact rental property values and make life for landlords much more difficult. In mid-July of this year, the California Democratic Party endorsed Proposition 10, which would repeal the Costa-Hawkins Act that currently prevents California cities from capping rents on housing built after 1995. The initiative would also allow cities to limit price increases on rentals when they become vacant and increase costs of removing tenants. Rent control measure are already in place in five California cities causing a growing number of landlords to sell before controls further impact their already meager returns. Many of our California investors are selling now and reinvesting in properties in more landlord friendly states. ## 5. Expensive repairs As properties age, the likelihood of more expensive repairs significantly increases. Issues with roofs, foundations, termites, dry rot, air conditioning systems, clogged plumbing, etc. can wipe out a good portion of realized gains and lead to many headaches that could quickly take the fun out of owning rental properties. Owners of especially older properties are well advised to invest in comprehensive property inspections to determine if high repair bills are looming – and consider both the cost and hassle of addressing discovered problems versus selling now. ## 6. Moving The escalating costs of living in urban areas and dealing with growing traffic congestion, crime, and reduced quality of life are driving many landlords to consider moving to more attractive areas away from their rental properties. Many landlords who are involved in some degree of managing and maintaining their properties will consider selling if they no longer live nearby. Unless you have a very competent, reliable, and honest manager, becoming a remote landlord can lead to greater aggravation, loss of income, lack of control, and unplanned trips to tend to your remote rental properties. If you are planning to move, you should also consider selling your nearby rental properties.   ## 7. Changing lifestyle Health problems, loss of a loved one, divorce, etc. can trigger a desire to change one’s lifestyle and reduce burdens associated with owning rental properties. Many aging landlords may experience a “wake-up” call because of learning of a potential health issue that may be an early warning of more serious issues ahead.   ## 8. Kids don’t want it/don’t need it Many rental property owners invest years building real estate portfolios with a plan to transfer their properties to their children when they pass. Some landlords are shocked to discover that their children have little/no interest in managing properties and would much prefer to inherit money than real estate. We also meet with children who have inherited income properties and see many examples of siblings fighting with each other over how to deal with the properties. If you have children with little interest in managing properties, it may make sense that you take steps to sell now while you can control the outcome and then convert the properties you own into other real estate assets that may be more attractive to your heirs. DSTs are an option that many investors find appealing to solve estate planning issues. Since the DSTs are fully managed, heirs do not need to deal with day-to-day responsibilities. Most importantly, the ownership of the properties is held in the form of beneficial shares which allow heirs to more easily go their separate ways while still retaining personal options to cash out, reinvest, complete a new 1031 Exchange, etc. First Guardian Group specializes in assisting rental property owners to sell and reinvest into income producing properties that minimize the hassles commonly associated with property ownership. Our firm has worked with over 5,000 income property owners over our 16-year history and assisted many of our clients to achieve improved cash flow and peace of mind. Please contact us for a property evaluation, help with the sale of your income property, 1031 Exchanges, and to find attractive hassle-free income properties. ### [Paul Getty](https://blog.fgg1031.com/blog/author/paul-getty) Paul M. Getty is one of the most experienced 1031 exchange specialists in the United States, with a career in real estate that spans over 35 years and more than $5 billion in commercial transactions across every major asset class. His work covers single-family rentals, apartments, retail, office, multifamily, and student and senior housing, giving him a practical understanding of how different property types perform across market cycles and how investors can move between them using tax-deferred exchange strategies. As President and CEO of FGG1031 | First Guardian Group, Paul advises investors through the full 1031 exchange process, from identifying qualifying replacement properties to structuring acquisitions through Delaware Statutory Trusts (DSTs) and wholly owned real estate. His guidance covers both the compliance requirements of a valid exchange and the investment decisions that determine long-term portfolio outcomes – a combination that is difficult to find in a single advisor. Paul holds a California and Texas real estate broker license and carries Series 22, 62, 63, and 82 securities licenses as a registered representative with Emerson Equity LLC, member FINRA /SIPC. He has represented buyers and sellers across complex commercial transactions, sourced and structured debt and equity, and worked alongside nationally recognized firms including Marcus Millichap, CBRE, JP Morgan, and Morgan Stanley. Before founding FGG1031, he co-founded Venture Navigation, a boutique investment banking firm whose M&A and IPO activity generated over $700 million in investor returns. Paul holds an MBA in Finance from the University of Michigan and a bachelor’s degree in chemistry from Wayne State University. He has also completed coursework in artificial intelligence at Stanford University. He is the author of four books on real estate investing and tax deferral strategy, including Tax Deferral Strategies Utilizing the Delaware Statutory Trust (DST) and Real Estate Investing in the New Era, both available on Amazon. A frequent speaker on 1031 exchanges, DST investing, and real estate tax strategy, Paul Getty is a recognized voice for investors and advisors seeking guidance on capital preservation through tax-deferred real estate investment. ## Your Comments : This is a search field with an auto-suggest feature attached. - There are no suggestions because the search field is empty. - Latest Posts - Popular Posts [Partial 1031 Exchange: How It Works, What Gets Taxed, and When It May Make Sense](https://blog.fgg1031.com/blog/partial-1031-exchange-how-it-works) [ 1031 Exchange](https://blog.fgg1031.com/blog/topic/1031-exchange) [721 UPREIT Options in DST Programs (Part 3)](https://blog.fgg1031.com/blog/721-upreit-options-in-dst-programs) [ Real Estate Investors](https://blog.fgg1031.com/blog/topic/real-estate-investors) [ DST](https://blog.fgg1031.com/blog/topic/dst) [ 721 Exchange](https://blog.fgg1031.com/blog/topic/721-exchange) [ UPREIT](https://blog.fgg1031.com/blog/topic/upreit) [ New featured](https://blog.fgg1031.com/blog/topic/new-featured) [Can a 9% Taxable Return Beat a 4.5% Tax Advantaged DST?](https://blog.fgg1031.com/blog/can-a-9-taxable-return-beat-a-4.5-tax-advantaged-dst) [ Real Estate Investors](https://blog.fgg1031.com/blog/topic/real-estate-investors) [ DST](https://blog.fgg1031.com/blog/topic/dst) [ New featured](https://blog.fgg1031.com/blog/topic/new-featured) ### Categories - 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[CPA (1)](https://blog.fgg1031.com/blog/tag/cpa) - [Cost Segregation (1)](https://blog.fgg1031.com/blog/tag/cost-segregation) - [Mortgage (1)](https://blog.fgg1031.com/blog/tag/mortgage) - [PPM (1)](https://blog.fgg1031.com/blog/tag/ppm) - [Rent Relief (1)](https://blog.fgg1031.com/blog/tag/rent-relief) - [Retail (1)](https://blog.fgg1031.com/blog/tag/retail) - [The Tax Cuts and Jobs Act (1)](https://blog.fgg1031.com/blog/tag/the-tax-cuts-and-jobs-act) see all ### Read more of what you like. ## [Investor Exit Strategies from 1031 Exchanges and DSTs](https://blog.fgg1031.com/blog/investor-exit-strategies-from-1031-exchanges-and-dsts) ## [Safeguarding Your Wealth: An Introduction to Asset Protection for Real Estate Investors](https://blog.fgg1031.com/blog/safeguarding-your-wealth-an-introduction-to-asset-protection-for-real-estate-investors) ## [Making the Most of Your Rental Property Tax Benefits - A Quick Refresher](https://blog.fgg1031.com/blog/making-the-most-of-your-rental-property-tax-benefits) [![FGG_Footer_White](https://blog.fgg1031.com/hs-fs/hubfs/FirstGuardianGroup_2022/FGG_Footer_White.png?width=300&height=95&name=FGG_Footer_White.png "FGG_Footer_White")](http://fgg1031.com) 97 East Brokaw Road, Suite 350, San Jose, CA 95112 [(866) 398 1031](tel:(866)%20398%201031) [info@firstguardiangroup.com](mailto:info@firstguardiangroup.com) ## Recent Blogs - [Investing in Senior Housing October 20, 2022](https://blog.fgg1031.com/blog/investing-in-senior-housing) - [A Closer Look at the 7 Deadly Sins October 20, 2022](https://blog.fgg1031.com/blog/a-closer-look-at-the-seven-deadly-sins) - [What is a Springing LLC? October 20, 2022](https://blog.fgg1031.com/blog/what-is-a-springing-llc) ## Useful Links - Home - About Us - Blogs - Testimonials from Past Customers - Resource Center - Current Offerings Disclaimer: There is no guarantee that any strategy will be successful or achieve investment objectives. All real estate investments have the potential to lose value during the life of the investments. This material does not constitute an offer to sell nor a solicitation of an offer to buy any security. Such offers can be made only by the confidential Private Placement Memorandum (the “Memorandum”). Please be aware that this material cannot and does not replace the Memorandum and is qualified in its entirety by the Memorandum. This material is not intended as tax or legal advice so please do speak with your attorney and CPA prior to considering an investment. This material contains information that has been obtained from sources believed to be reliable. However, FGG1031, First Guardian Group, LightPath Capital, Inc., and their representatives do not guarantee the accuracy and validity of the information herein. Investors should perform their own investigations before considering any investment. There are material risks associated with investing in real estate, Delaware Statutory Trust (DST) and 1031 Exchange properties. These include, but are not limited to, tenant vacancies, declining market values, potential loss of entire investment principal. Past performance is not a guarantee of future results: potential cash flow, potential returns, and potential appreciation are not guaranteed in any way and adverse tax consequences can take effect.  The income stream and depreciation schedule for any investment property may affect the property owner’s income bracket and/or tax status. An unfavorable tax ruling may cancel deferral of capital gains and result in immediate tax liabilities. All financed real estate investments have a potential for foreclosure. Delaware Statutory Trust (DST) investments are commonly offered through private placement offerings and are illiquid securities. There is no secondary market for these investments. Like any investment in real estate, if a property unexpectedly loses tenants or sustains substantial damage, there is potential for suspension of cash flow distributions. Costs associated with the transaction may impact investors’ returns and may outweigh the tax benefits. IRC Section 1031, IRC Section 1033, and IRC Section 721 are complex tax codes; therefore, you should consult your tax and legal professional for details regarding your situation. DST 1031 properties are only available to accredited investors (generally described as having a net worth of over one million dollars exclusive of primary residence) and accredited entities only (generally described as an entity owned entirely by accredited individuals and/or an entity with gross assets of greater than five million dollars). If you are unsure if you are an accredited investor and/or an accredited entity, please verify with your CPA and Attorney prior to considering an investment. Securities offered through registered representatives of [LightPath Capital, Inc.](http://www.lightpathcapital.com/) Member [FINRA](http://www.finra.org/) / [SIPC](https://www.sipc.org/). FGG1031, First Guardian Group, and LightPath Capital, Inc. are separate entities. Copyright 2022, All Rights Reserved, FGG1031 [![FGG_Footer_White](https://blog.fgg1031.com/hs-fs/hubfs/FirstGuardianGroup_2022/FGG_Footer_White.png?width=300&height=95&name=FGG_Footer_White.png "FGG_Footer_White")](http://fgg1031.com) 97 East Brokaw Road, Suite 350, San Jose, CA 95112 [(866) 398 1031](tel:(866)%20398%201031) [info@firstguardiangroup.com](mailto:) [![Bitmap](https://blog.fgg1031.com/hubfs/FirstGuardianGroup_2023/Bitmap.png)](https://brokercheck.finra.org/individual/summary/6470002) ## Recent Blogs - [Understanding the Difference Between Inheritance and Estate Tax August 3, 2023](https://blog.fgg1031.com/blog/understanding-the-difference-between-inheritance-and-estate-tax) - [Public or Private Real Estate? Your Investment Portfolio May Need Both July 27, 2023](https://blog.fgg1031.com/blog/public-or-private-real-estate-your-investment-portfolio-may-need-both) - [How to Use 1031 Exchange Funds to Improve Your Replacement Property July 20, 2023](https://blog.fgg1031.com/blog/how-to-use-1031-exchange-finds-to-improve-your-replacement-property) ## Useful Links - [Home](http://fgg1031.com/) - [About Us](https://fgg1031.com/about-us/) - [Blogs](https://blog.fgg1031.com/blog) - Testimonials from Past Customers - [Resource Center](https://fgg1031.com/resource-center/) - [Current Offerings](https://fgg1031.com/property-listings-directory/) FGG1031 | First Guardian Group and Emerson Equity LLC do not provide legal or tax advice. Securities offered through [Emerson Equity LLC](http://www.emersonequity.com/) Member [FINRA/SIPC](http://finra.org/) and MSRB registered. Emerson Equity LLC is unaffiliated with any entity herein. 1031 Risk Disclosure: - There is no guarantee that any strategy will be successful or achieve investment objectives; - Potential for property value loss – All real estate investments have the potential to lose value during the life of the investments; - Change of tax status – The income stream and depreciation schedule for any investment property may affect the property owner’s income bracket and/or tax status. An unfavorable tax ruling may cancel deferral of capital gains and result in immediate tax liabilities; - Potential for foreclosure – All financed real estate investments have potential for foreclosure; ·Illiquidity – Because 1031 exchanges are commonly offered through private placement offerings and are illiquid securities. There is no secondary market for these investments; - Reduction or Elimination of Monthly Cash Flow Distributions – Like any investment in real estate, if a property unexpectedly loses tenants or sustains substantial damage, there is potential for suspension of cash flow distributions; - Impact of fees/expenses – Costs associated with the transaction may impact investors’ returns and may outweigh the tax benefits No offer to buy or sell securities is being made. Such offers may only be made to qualified accredited investors via private placement memorandum. Risks detailed in a private placement memorandum should be carefully reviewed, understood and considered before making such an investment. Prospective strategies and products used in any tax advantaged investment planning should be reviewed independently with your tax and legal advisors. Changes to the tax code and other regulatory revisions could have a negative impact upon strategies developed and recommendations made. Past performance and/or forward looking statements are never an assurance of future results. Many of the investments offered will be only available to those investors meeting the definition of an Accredited Investor under SEC Rule 501(A) and offered as Regulation D private placement securities via a Private Placement Memorandum (“PPM”). Prospective investors must receive, read and understand all of the risks associated with buying private placement securities. Investments are not guaranteed or [FDIC](http://fdic.org/) insured and risks may include but are not limited to illiquidity, no guarantee of income or guarantee that all tax advantages or objectives will be met and complete loss of principal investment could occur. **Risk Disclosure:** Alternative investment products, including real estate investments, notes & debentures, hedge funds and private equity, involve a high degree of risk, often engage in leveraging and other speculative investment practices that may increase the risk of investment loss, can be highly illiquid, are not required to provide periodic pricing or valuation information to investors, may involve complex tax structures and delays in distributing important tax information, are not subject to the same regulatory requirements as mutual funds, often charge high fees which may offset any trading profits, and in many cases the underlying investments are not transparent and are known only to the investment manager. Alternative investment performance can be volatile. An investor could lose all or a substantial amount of his or her investment. Often, alternative investment fund and account managers have total trading authority over their funds or accounts; the use of a single advisor applying generally similar trading programs could mean lack of diversification and, consequently, higher risk. There is often no secondary market for an investor's interest in alternative investments, and none is expected to develop. There may be restrictions on transferring interests in any alternative investment. Alternative investment products often execute a substantial portion of their trades on non-U.S. exchanges. Investing in foreign markets may entail risks that differ from those associated with investments in U.S. markets. Additionally, alternative investments often entail commodity trading, which involves substantial risk of loss. NO OFFER OR SOLICITATION: The contents of this website: (i) do not constitute an offer of securities or a solicitation of an offer to buy of securities, and (ii) may not be relied upon in making an investment decision related to any investment offering by FGG1031 | First Guardian Group, Emerson Equity LLC, or any affiliate, or partner thereof. FGG1031 | First Guardian Group does not warrant the accuracy or completeness of the information contained herein. Copyright 2026, All Rights Reserved, FGG1031