--- title: "Using DSTs to Replace ‘Problem’ Properties: High-Touch Rentals, Tough Tenants, and Aging Buildings" description: "Learn more about Using DSTs to Replace ‘Problem’ Properties: High-Touch Rentals, Tough Tenants, and Aging Buildings" image: https://www.realized1031.com/hubfs/iStock-2213635605-modified-eca31b6d-e173-4b7d-b048-5297249cc4e8.jpg --- [![Realized 1031 Exchange Marketplace](https://www.realized1031.com/hs-fs/hubfs/Images/Brand/Logo/Realized/Realized-Logo-Black.png?width=240&height=80&name=Realized-Logo-Black.png "Realized 1031 Logo") ](https://www.realized1031.com/) - [Wealth Management Gap](https://www.realized1031.com/the-wealth-management-gap) - [Our Process](https://www.realized1031.com/how-realized-works) - [Financial Advisors](https://www.realized1031.com/advisor) - [Resources](https://www.realized1031.com/resources) - [The Company](https://www.realized1031.com/about-us) - [Articles](https://www.realized1031.com/blog) [Register](https://www.realized1031.com/marketplace) [Log In](https://www.realized1031.com/login) - Better Business Bureau Rating: **A+** - [FINRA BrokerCheck](https://brokercheck.finra.org/firm/summary/22333) - [Call](tel:1-877-797-1031) **(877) 797-1031** # Using DSTs to Replace ‘Problem’ Properties: High-Touch Rentals, Tough Tenants, and Aging Buildings Posted Mar 18, 2026 ![iS-2213635605](https://www.realized1031.com/hs-fs/hubfs/iStock-2213635605-modified-eca31b6d-e173-4b7d-b048-5297249cc4e8.jpg?width=2120&height=1192&name=iStock-2213635605-modified-eca31b6d-e173-4b7d-b048-5297249cc4e8.jpg) For many investment property owners, high-touch rentals, challenging tenants, and aging buildings are often referred to as "problem properties.” While these properties can drain time, energy, and resources, there are strategic ways to turn these burdens into opportunities with the help of [Delaware Statutory Trusts (DSTs)](https://www.realized1031.com/blog/delaware-statutory-trusts-dsts-and-1031-exchange-requirements-what-you-need-to-know). ### The Burden of Problem Properties Owning high-touch rentals comes with a myriad of responsibilities—from maintenance requests to tenant issues—that can quickly become overwhelming, especially without professional management. The situation is exacerbated when dealing with tough tenants, which can lead to inconsistent cash flow, increased wear and tear, and potentially costly evictions. Similarly, aging buildings command significant capital for repairs and updates, often outpacing the rent they can command in their current state. With these hurdles, property owners face the dilemma of continuing to invest time and money into properties that offer diminishing returns. ### A Strategic Shift with DSTs Enter the [Delaware Statutory Trust](https://www.realized1031.com/blog/how-delaware-statutory-trusts-dsts-can-diversify-your-real-estate-investment-portfolio). DSTs allow investors to relinquish direct management duties while maintaining an investment in high-quality real estate. Through a 1031 exchange, a property owner can swap their burdensome property for fractional ownership in a professionally managed portfolio of income-producing properties, held within a DST. This shift not only alleviates day-to-day operational headaches but also offers potential benefits in terms of diversification and tax efficiency. DST investments are predicated on institutional-grade real estate assets that are otherwise difficult for individual investors to access. This diversifies risk across various assets and geographies, enhancing return stability when compared to a single-asset investment under direct management. ### The Financial Advantage From a financial perspective, the DST offers significant tax advantages. By using a [1031 exchange](https://www.realized1031.com/blog/second-and-third-1031-exchanges-how-many-times-can-you-defer-taxes-on-the-same-property) to transition into a DST, property owners can defer capital gains taxes, providing more capital to be reinvested as compared to a straight sale. Additionally, DSTs allow for a continuity of tax advantages - including depreciation - without the financial obligations typically associated with managing real estate directly. Moreover, for individuals facing lender challenges—due to either personal financial situations or broader market issues—a DST can provide an attractive alternative. Since the DST holds the mortgage, individual investors aren’t required to qualify for financing on their own. This non-recourse debt option can be a relief for those unable to acquire new debts without selling off existing assets. ### Anecdotal Successes Consider a landlord in California who struggled with an aging fourplex. The high maintenance costs and frequent tenant turnover were leading to sleepless nights and shrinking profitability. By conducting a 1031 exchange into a DST, this investor moved from dealing with plumbing issues and late-night service calls to receiving regular, passive income distributions from their investment. Additionally, they avoided the capital gains taxes that would have been triggered by a direct sale, maximizing the capital reinvested. ### Moving Forward While not without risks, such as holding period illiquidity, DSTs offer a viable option for investors seeking to shift from challenging properties to a more hands-off investment approach. With the added benefit of potentially higher-quality assets and operational ease, this strategy can be an optimal fit for investment property owners overwhelmed by the hassles of managing "problem" properties. For those who find themselves resonating with such challenges, it’s worth exploring how DSTs could provide both relief and opportunity, all while building a more diversified real estate investment portfolio. Download The Guide To DSTs [![The Investor's Guidebook To DSTs](https://www.realized1031.com/hs-fs/hubfs/Images/UI/graphics/composites/DST-eBook-250.png?width=250&height=250&name=DST-eBook-250.png "See if Delaware Statutory ...") ](https://www.realized1031.com/blog/using-dsts-to-replace-problem-properties-high-touch-rentals-tough-tenants-and-aging-buildings#blogform) Download eBook ---   --- ### The Investor's Guidebook To DSTs ![Download The Guide To DSTs](https://www.realized1031.com/hs-fs/hubfs/Images/UI/graphics/composites/DST-eBook-550.jpg?width=550&height=650&name=DST-eBook-550.jpg) See if Delaware Statutory Trusts are right for you. By providing your email and phone number, you are opting to receive communications from Realized. If you receive a text message and choose to stop receiving further messages, reply STOP to immediately unsubscribe. Msg & Data rates may apply. To manage receiving emails from Realized visit the Manage Preferences link in any email received. 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The Burden of Problem Properties Owning high-touch rentals comes with a myriad of responsibilities—from maintenance requests to tenant issues—that can quickly become overwhelming, especially without professional management. The situation is exacerbated when dealing with tough tenants, which can lead to inconsistent cash flow, increased wear and tear, and potentially costly evictions. Similarly, aging buildings command significant capital for repairs and updates, often outpacing the rent they can command in their current state. With these hurdles, property owners face the dilemma of continuing to invest time and money into properties that offer diminishing returns. A Strategic Shift with DSTs Enter the Delaware Statutory Trust. DSTs allow investors to relinquish direct management duties while maintaining an investment in high-quality real estate. Through a 1031 exchange, a property owner can swap their burdensome property for fractional ownership in a professionally managed portfolio of income-producing properties, held within a DST. This shift not only alleviates day-to-day operational headaches but also offers potential benefits in terms of diversification and tax efficiency. DST investments are predicated on institutional-grade real estate assets that are otherwise difficult for individual investors to access. This diversifies risk across various assets and geographies, enhancing return stability when compared to a single-asset investment under direct management. The Financial Advantage From a financial perspective, the DST offers significant tax advantages. By using a 1031 exchange to transition into a DST, property owners can defer capital gains taxes, providing more capital to be reinvested as compared to a straight sale. Additionally, DSTs allow for a continuity of tax advantages - including depreciation - without the financial obligations typically associated with managing real estate directly. Moreover, for individuals facing lender challenges—due to either personal financial situations or broader market issues—a DST can provide an attractive alternative. Since the DST holds the mortgage, individual investors aren’t required to qualify for financing on their own. This non-recourse debt option can be a relief for those unable to acquire new debts without selling off existing assets. Anecdotal Successes Consider a landlord in California who struggled with an aging fourplex. The high maintenance costs and frequent tenant turnover were leading to sleepless nights and shrinking profitability. By conducting a 1031 exchange into a DST, this investor moved from dealing with plumbing issues and late-night service calls to receiving regular, passive income distributions from their investment. Additionally, they avoided the capital gains taxes that would have been triggered by a direct sale, maximizing the capital reinvested. Moving Forward While not without risks, such as holding period illiquidity, DSTs offer a viable option for investors seeking to shift from challenging properties to a more hands-off investment approach. With the added benefit of potentially higher-quality assets and operational ease, this strategy can be an optimal fit for investment property owners overwhelmed by the hassles of managing \"problem\" properties. 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