eXp Commercial is one of the fastest-growing national commercial real estate brokerage firms. The Chicago Multifamily Brokerage Division focuses on listing and selling multifamily properties throughout the Chicago Area and Suburbs.
Friday, June 12, 2026
Ownership has significantly reduced the asking price to $1,175,000 on this stabilized, Regus-anchored office asset in the Chicago West Suburbs (Winfield, IL).
Now offered at an ultra-low basis of $84.53/SF and delivering a proven 9.00% actual yield, this property presents a rare opportunity to acquire secure, high-yield cash flow at a fraction of modern replacement cost. The Regus platform (IWG) is effectively stabilized at ~75% occupancy, completely insulating an incoming investor from traditional flexible workspace lease-up risks.
Investment Highlights:
* Asking Price: $1,175,000 ($84.53/SF)
* Actual Yield: 9.00% Cap Rate
* Corporate Anchor: Backed by International Workplace Group (IWG)
* Immediate Upside: ±3,325 SF of lower-level vacancy offers immediate lease-up potential alongside existing in-place income
* Strategic Location: Less than 1 mile from the Northwestern Medicine Central DuPage Hospital (CDH) campus
Review the Property Website & Download the Updated Offering Memo:
https://creconsult.net/property/1n131-county-farm-rd-13900-sf-office-winfield-il/
Randolph Taylor, CCIM
Vice President | Investment Sales
630.474.6441 rtaylor@creconsult.net
eXp Commercial - Chicago
#CommercialRealEstate #CRE #OfficeInvestment #NetLease #ValueAddRealEstate #ChicagoRealEstate #DuPageCounty #Regus #eXpCommercial #InvestmentProperty
Thursday, June 4, 2026
UPDATED FINANCIALS / CALL FOR OFFERS
Friday, June 5th @ 5:00 PM CST
We have released updated financials for this Regus-anchored office asset in Winfield, IL. The Regus platform has successfully completed its initial lease-up phase and is now ~75% occupied, insulating an incoming investor from traditional flexible workspace stabilization risks.
The updated Offering Memorandum now includes the Regus Partner Dashboard, proving the lease-up trajectory and presenting a truly stabilized asset to the market.
Investment Highlights:
* Strong Actual Yield: Current stabilization yields a 7.64% actual cap rate based on the Trailing 3-Month (T3) annualized run-rate.
* Conservative Basis Play: Secure acquisition entry point at just $100/SF ($1,395,000 asking price).
* Immediate Value-Add: The ~4,600 SF lower level offers in-place month-to-month income alongside prime lease-up potential at market rents.
* Strategic Location: Positioned in DuPage County's primary medical corridor, less than 1 mile from the Northwestern Medicine Central DuPage Hospital (CDH) campus.
Review the Updated OM & Partner Dashboard here:
https://creconsult.net/property/1n131-county-farm-rd-13900-sf-office-winfield-il/
Randolph Taylor, CCIM
Vice President | Investment Sales
630.474.6441 rtaylor@creconsult.net
eXp Commercial
#CommercialRealEstate #CRE #OfficeInvestment #ValueAddRealEstate #ChicagoRealEstate #DuPageCounty #Regus #eXpCommercial #InvestmentProperty
Monday, June 1, 2026
Deadline: Friday, June 5th @ 5:00 PM CST
We have released updated financials for this Regus-anchored office asset in Winfield, IL. The Regus platform has successfully completed its initial lease-up phase and is now ~75% occupied, insulating an incoming investor from traditional flexible workspace stabilization risks.
The updated Offering Memorandum now includes the Regus Partner Dashboard, proving the lease-up trajectory and presenting a truly stabilized asset to the market.
Investment Highlights:
* Strong Actual Yield: Current stabilization yields a 7.64% actual cap rate based on the Trailing 3-Month (T3) annualized run-rate.
* Conservative Basis Play: Secure acquisition entry point at just $100/SF ($1,395,000 asking price).
* Immediate Value-Add: The ~4,600 SF lower level offers in-place month-to-month income alongside prime lease-up potential at market rents.
* Strategic Location: Positioned in DuPage County's primary medical corridor, less than 1 mile from the Northwestern Medicine Central DuPage Hospital (CDH) campus.
Review the Updated OM & Partner Dashboard here: https://creconsult.net/property/1n131-county-farm-rd-13900-sf-office-winfield-il/
Randolph Taylor, CCIM
Vice President | Investment Sales
630.474.6441 rtaylor@creconsult.net
eXp Commercial
#CommercialRealEstate #CRE #OfficeInvestment #ValueAddRealEstate #ChicagoRealEstate #DuPageCounty #Regus #eXpCommercial #InvestmentProperty
Wednesday, May 27, 2026
Written submissions for this corporate office asset are due next Friday, May 29th at 5:00 PM CST.
At a $1,395,000 asking price, the acquisition basis sits at an ultra-secure $100/SF—well below modern replacement cost thresholds. Because the asset utilizes an NOI-participation management structure with an elite global operator, it offers a highly unique alternative yield trajectory for value-add buyers.
KEY DEAL PARAMETERS:
- 66% anchored by a brand-new Regus flexible office platform (management agreement structure)
- Operational distributions scale rapidly from early platform ramp-up directly into a projected 8.97% Year 1 Proforma CAP Rate
- Proven local velocity with over 100 tenant inquiries and 40 executed agreements since launch (75% current occupancy)
- Prime location asset positioned in a high-demand DuPage County professional corridor less than 1 mile from the Northwestern Medicine Central DuPage Hospital (CDH) campus
The complete Offering Memorandum, model projections, and full property underwriting metrics can be retrieved directly through our secure deal vault.
Access the OM and submit a formal inquiry here:
https://creconsult.net/property/1n131-county-farm-rd-13900-sf-office-winfield-il/
For direct underwriting questions or to schedule a baseline review call:
Randolph Taylor, MBA, CCIM, MiCP
eXp Commercial
rtaylor@creconsult.net
(630) 474-6441
#CommercialRealEstate #CCIM #InvestmentSales #ChicagoCRE #ValueAddOffice #RealEstateInvesting #CoWorking #DuPageCounty
Tuesday, May 26, 2026
It is about maximizing leverage.
The strongest apartment transactions are usually the most structured transactions:
• stronger buyer competition
• better accountability
• reduced retrading risk
• improved negotiation leverage
• higher net proceeds
Many owners receiving direct off-market offers assume representation matters less today.
In reality, serious multifamily buyers often become more aggressive when a property is professionally represented and exposed through a coordinated process.
I wrote a new article breaking down why exclusive representation still creates measurable value for Chicago multifamily property owners.
Read the full article: https://creconsult.net/chicago-multifamily-exclusive-representation/
#ChicagoMultifamily #ApartmentBuildings #CommercialRealEstate #MultifamilyInvesting #ChicagoRealEstate
Thursday, May 21, 2026
Written submissions for this corporate office asset are due next Friday, May 29th at 5:00 PM CST.
At a $1,395,000 asking price, the acquisition basis sits at an ultra-secure $100/SF—well below modern replacement cost thresholds. Because the asset utilizes an NOI-participation management structure with an elite global operator, it offers a highly unique alternative yield trajectory for value-add buyers.
KEY DEAL PARAMETERS:
- 66% anchored by a brand-new Regus flexible office platform (management agreement structure)
- Operational distributions scale rapidly from early platform ramp-up directly into a projected 8.97% Year 1 Proforma CAP Rate
- Proven local velocity with over 100 tenant inquiries and 40 executed agreements since launch (75% current occupancy)
- Prime location asset positioned in a high-demand DuPage County professional corridor less than 1 mile from the Northwestern Medicine Central DuPage Hospital (CDH) campus
The complete Offering Memorandum, model projections, and full property underwriting metrics can be retrieved directly through our secure deal vault.
Access the OM and submit a formal inquiry here:
https://creconsult.net/property/1n131-county-farm-rd-13900-sf-office-winfield-il/
For direct underwriting questions or to schedule a baseline review call:
Randolph Taylor, MBA, CCIM, MiCP
eXp Commercial
rtaylor@creconsult.net
(630) 474-6441
#CommercialRealEstate #CCIM #InvestmentSales #ChicagoCRE #ValueAddOffice #RealEstateInvesting #CoWorking #DuPageCounty
Tuesday, May 19, 2026
Strategic price adjustment just implemented on 1N131 County Farm Rd in Winfield, IL. This ±13,900 SF freestanding office asset is now priced at $1,395,000, representing an aggressive ±$100/SF entry point in a premier medical corridor.
Key Investment Highlights:
* Strong Anchor: 66% leased to Regus under a long-term management-style agreement.
* Massive Yield Potential: Projected 15.3% Pro Forma CAP rate upon stabilization.
* Value-Add Upside: ±4,600 SF of immediate vacancy ready for lease-up.
* Premier Location: Less than 1 mile from Northwestern Medicine CDH hospital campus.
* High-Quality Condition: Renovated turnkey interior with full elevator access to all levels.
This asset offers a unique combination of durable in-place income from a national brand and measurable upside for a speculative investor or owner-user.
🏢 View Full Details, Financials, and Offering Memo: https://creconsult.net/property/1n131-county-farm-rd-13900-sf-office-winfield-il
For more information or to schedule a private tour, contact me directly.
Randolph Taylor, CCIM Vice President | Investment Sales eXp Commercial
630.474.6441 | rtaylor@creconsult.net
#CommercialRealEstate #CRE #InvestmentProperty #OfficeInvestment #Winfield #DuPageCounty #RealEstateInvesting #PriceReduction #Regus #ValueAdd #CCIM #eXpCommercial
Friday, May 15, 2026
Most Chicago multifamily owners are familiar with the Delaware Statutory Trust (DST) for 1031 exchanges, but there is a second "DST" that could cost you millions if you confuse the two.
Before you list your property, you need to understand how the Deferred Sales Trust stacks up against the traditional real estate route:
The Debt Trap: Why 1031 DSTs solve your mortgage replacement while Deferred Sales Trusts can trigger immediate IRS penalties.
Estate Planning: How to ensure your heirs receive a "Step-Up in Basis" rather than inheriting a massive tax bill.
Net Income: Comparing the "Real Estate Tax Shield" of depreciation against ordinary income tax rates.
Read the full breakdown here: https://creconsult.net/deferred-sales-trust-vs-delaware-statutory-trust/
Plan Your Exit Strategy: Selling your building is only half the battle—keeping your equity is the other half. I specialize in helping apartment owners navigate high-value dispositions and tax-advantaged reinvestment.
Let’s connect:
👤 Randolph Taylor | Multifamily Investment Sales
📞 (630) 474-6441
📩 rtaylor@creconsult.net
🌐 creconsult.net
#ChicagoRealEstate #MultifamilyBroker #1031Exchange #TaxDeferral #EstatePlanning #ApartmentSales #CRE #WealthPreservation #ChicagoMultifamily #DST #RealEstateInvesting
4 Key Differences: Deferred Sales Trust vs Delaware Statutory Trust

Comparing a Deferred Sales Trust vs Delaware Statutory Trust is one of the most critical steps for multifamily owners who want to sell but are paralyzed by the looming threat of capital gains taxes.
As a multifamily investment sales broker, I frequently speak with owners who are exhausted by property management. They want to sell, but they refuse to hand 30% to 40% of their equity over to the IRS, and they certainly do not want to buy another apartment building to manage.
In our recent guide on crafting a successful Chicago multifamily disposition strategy, we highlighted absolute triple-net (NNN) leases and the Delaware Statutory Trust (DST) as powerful 1031 exchange vehicles to solve this exact problem.
However, as you research these exit options, you will almost certainly run into a confusing roadblock: there is another DST out there.
Promoters heavily market the Deferred Sales Trust as a 1031 alternative, promising high yields and stock market flexibility. Because they share the exact same acronym, sellers often mistake them for the same thing. They are not.
When conducting a true comparison of a Deferred Sales Trust vs Delaware Statutory Trust, you must understand that they rely on completely different tax codes, hold entirely different assets, and carry drastically different risks. By understanding these options, you can confidently list and sell your property knowing your wealth is protected.
Here are four key facts to tell the two DSTs apart.
1. The Legal Framework: Section 1031 vs. Section 453
The foundational difference in a Deferred Sales Trust vs Delaware Statutory Trust setup lies in how they interact with the IRS tax code.
The Delaware Statutory Trust (The Real Estate Route) This structure operates under the standard 1031 exchange. When we sell your multifamily property, you reinvest your proceeds into a fractional share of institutional-grade, physical real estate. This could be a massive data center, a medical facility, or a 300-unit apartment complex. You remain invested in tangible real estate and preserve your wealth without the headaches of day-to-day management.
The Deferred Sales Trust (The Stock Market Route) This structure relies on the installment sale rules found in IRC Section 453 (External Link). Instead of buying new real estate, you sell your property to a specialized trust in exchange for a promissory note. The trust then sells the property to the final buyer for cash and invests that cash into traditional financial markets (stocks, bonds, and mutual funds) to fund your monthly note payments.
2. The Yield Illusion: Gross Payout vs. Net After-Tax Income
In the battle of yield between a Deferred Sales Trust vs Delaware Statutory Trust, many commercial investors are drawn to the installment option because promoters might promise a 6% to 8% payout. This looks attractive compared to the 4.5% to 5.5% cash-on-cash returns typical of today's real estate funds.
However, savvy sellers know you must look at the net-net-net after-tax return.
- The Ordinary Income Trap: Every dollar paid out from a Deferred Sales Trust promissory note is taxed as ordinary income. If you sit in a higher federal tax bracket, up to 40% of your Deferred Sales Trust income will be instantly eaten by taxes. A 7.5% gross yield quickly shrinks to a 4.5% net yield.
- The Real Estate Tax Shield: By contrast, the income from a Delaware Statutory Trust is heavily sheltered by real estate depreciation. Because you own physical property, you receive a "phantom" expense deduction. Often, 50% to 70% of your DST yield is completely shielded from current-year income taxes.
The reality is that the actual take-home cash in your pocket is often nearly identical between the two, but the Deferred Sales Trust requires you to take on stock market volatility to get it.
3. The Fully Depreciated Property and the "Debt Trap"
If you have owned your apartment building for decades, you have likely fully depreciated the asset, meaning your cost basis is zero. This scenario exposes a massive hidden risk. A major deciding factor between a Deferred Sales Trust vs Delaware Statutory Trust is how they handle your existing mortgage.
To completely defer your taxes in a real estate transaction, the IRS requires you to replace whatever debt you pay off at closing.
- Delaware Statutory Trust Advantage: These funds come with pre-packaged, non-recourse debt baked right into the structure. If you need to replace $1 million in debt, you simply buy into a leveraged fund, effortlessly satisfying the IRS requirement without ever signing a personal loan document.
- Deferred Sales Trust Risk: A Deferred Sales Trust does not replace debt. The mortgage is simply paid off at closing. However, if your mortgage balance is higher than your depreciated cost basis, the IRS treats the difference as a "constructive payment." This triggers a massive, immediate tax penalty. A Deferred Sales Trust cannot protect you from this "debt over basis" trap.
4. Estate Planning: Generational Wealth Transfer
How do these structures perform when it is time to pass wealth down to your family? For legacy planning, a Deferred Sales Trust vs Delaware Statutory Trust offers vastly different outcomes.
If you hold a Delaware Statutory Trust until you pass away, your heirs inherit the physical real estate with a "step-up in basis." This incredible IRS provision effectively wipes out decades of deferred capital gains and depreciation recapture taxes, allowing your family to inherit the full value of the asset tax-free.
If you pass away while holding a Deferred Sales Trust, your heirs simply inherit the remaining balance of the promissory note. This is treated as "Income in Respect of a Decedent" (IRD). There is no step-up in basis, meaning your heirs inherit your tax liability along with the note.
Evaluating a Deferred Sales Trust vs Delaware Statutory Trust to Facilitate Your Sale
At the end of the day, my job as a multifamily investment sales broker is not to sell you trust products. My job is to help you successfully sell your property at the absolute highest market value and guide you toward the right exit strategy so you can actually keep your profits.
Ultimately, choosing between a Deferred Sales Trust vs Delaware Statutory Trust comes down to your ultimate financial goals and risk tolerance. If capital gains tax concerns are the only thing keeping you from listing your property and moving on to your next chapter, you have powerful options available to you.
By bringing in the right 1031 accommodators and financial planners, we can structure a highly profitable sale that transitions you out of the landlord business and into stable, passive retirement income.
Are taxes holding you back from selling? Let's discuss your options. Contact Randolph Taylor and the team at CRE Consult today to explore a disposition strategy tailored to your property.
https://creconsult.net/deferred-sales-trust-vs-delaware-statutory-trust/?fsp_sid=2508
Tuesday, May 12, 2026
Strategic price adjustment just implemented on 1N131 County Farm Rd in Winfield, IL. This ±13,900 SF freestanding office asset is now priced at $1,395,000, representing an aggressive ±$100/SF entry point in a premier medical corridor.
Key Investment Highlights:
* Strong Anchor: 66% leased to Regus under a long-term management-style agreement.
* Massive Yield Potential: Projected 15.3% Pro Forma CAP rate upon stabilization.
* Value-Add Upside: ±4,600 SF of immediate vacancy ready for lease-up.
* Premier Location: Less than 1 mile from Northwestern Medicine CDH hospital campus.
* High-Quality Condition: Renovated turnkey interior with full elevator access to all levels.
This asset offers a unique combination of durable in-place income from a national brand and measurable upside for a speculative investor or owner-user.
🏢 View Full Details, Financials, and Offering Memo: https://creconsult.net/property/1n131-county-farm-rd-13900-sf-office-winfield-il/
For more information or to schedule a private tour, contact me directly.
Randolph Taylor, CCIM Vice President | Investment Sales eXp Commercial 630.474.6441 | rtaylor@creconsult.net
#CommercialRealEstate #CRE #InvestmentProperty #OfficeInvestment #WinfieldIL #DuPageCounty #RealEstateInvesting #PriceReduction #Regus #ValueAdd #CCIM #eXpCommercial
Wednesday, May 6, 2026
We have just adjusted the pricing on this premier turnkey asset in Joliet’s primary professional corridor, positioned immediately adjacent to Ascension St. Joseph Medical Center.
2435 Glenwood Ave | Joliet, IL
📉 New Price: $1,250,000 ($121/SF)
🏢 Building Size: ±10,311 SF
Investment Highlights:
✔️ Turnkey Condition: Recently renovated with full elevator access to all levels.
✔️ Fully Furnished: High-end commercial-grade office furniture included in the sale.
✔️ Zoning: B-1 (Ideal for medical, professional, or nonprofit use).
✔️ Strategic Exit: Perfect for an owner-user looking for immediate occupancy or an investor seeking a sale-leaseback scenario.
This is a rare opportunity to acquire a fully renovated, move-in-ready asset at an incredibly competitive basis in a high-barrier-to-entry medical corridor.
Review the full Offering Memorandum and photos here:
https://creconsult.net/property/2435-glenwood-ave-10311-sf-office-joliet-il/
Message me directly or call 630-474-6441 to schedule a private tour.
#CRE #CommercialRealEstate #JolietIL #MedicalOffice #OfficeInvestment #OwnerUser #ValueAdd #eXpCommercial #IllinoisRealEstate
9,410 SF | NEW REDUCED PRICE: $1,050,000 ($112/SF)
Turnkey, fully furnished suburban office opportunity in a park-like setting, ideal for immediate build-out or customized professional/medical use.
Investment Highlights:
✔️ Open, flexible floor plan ready for immediate occupancy
✔️ Fully furnished with newer commercial-grade cubicles and desks
✔️ Park-like professional setting with 36 on-site parking spaces
✔️ Positioned immediately adjacent to Ascension St. Joseph Medical Center
✔️ Perfect for an owner-user or a value-add investor
Full details and Offering Memorandum download:
https://creconsult.net/property/2439-glenwood-ave-9410-sf-office-joliet-il/
Contact Randolph Taylor at (630) 474-6441 or rtaylor@creconsult.net to schedule your private tour.
#CRE #CommercialRealEstate #OfficeInvestment #OwnerUser #IllinoisRealEstate #MedicalOffice #eXpCommercial #ValueAdd #JolietIL #RealEstateDeals #TurnkeyInvestment
Monday, May 4, 2026
2026 Multifamily Investment Outlook | CoStar Webinars

Understanding the precise Multifamily Investment Outlook is essential for thriving in today’s dynamic commercial real estate market. As a multifamily owner, navigating this landscape requires more than just gut instinct—it demands hard, actionable data. Whether you are holding strong in the Chicago market or managing a national portfolio, knowing where demand is heading, how cap rates are shifting, and what capital markets are doing is crucial to maximizing your asset's long-term value.
That is why I am thrilled to share an incredible resource with you. As a multi-family investment sales broker with eXp Commercial, I pride myself on partnering with the best data providers in the industry to give my clients an edge. CoStar, our premier national data partner, is hosting two highly anticipated "State of the Market" webinars this May. These events are specifically designed to give you the exact Multifamily Investment Outlook you need to make profitable, data-backed decisions for the remainder of the year.
Elevating Your 2026 Multifamily Investment Outlook
If you want to understand the macro trends impacting your micro-level property performance, mark your calendar for these two free, expert-led sessions. Attending these will directly enhance your personal Multifamily Investment Outlook.
1. US National Multifamily Outlook
Understanding demand patterns, construction pipelines, and regional rent growth is essential for underwriting and operational strategy.
- Date & Time: Wednesday, May 13 at 1:00 PM EST
- Presenter: Grant Montgomery, National Director of Multifamily Analytics at CoStar
- What You Will Learn:
- Demand and Absorption Trends: Discover the leading markets and shifting demand patterns.
- New Supply Delivery: Get the latest updates on the construction pipeline and delivery shifts.
- Vacancy Trends: Understand regional disparities and quality-class differences.
- Rent Growth: Gain a clear outlook on market trends and pricing power.
- Capital Markets: Review current multifamily investment conditions.
Register for the Multifamily Outlook Here
2. US National Capital Markets Outlook
Interest rates and market volatility are the top concerns for investors right now. This session will break down the economic backdrop dictating commercial real estate liquidity and asset values so you can adjust your Multifamily Investment Outlook accordingly.
- Date & Time: Thursday, May 14 at 1:00 PM EST
- Presenter: Chad Littell, National Director of US Capital Markets Analytics at CoStar
- What You Will Learn:
- Economic Backdrop: Monitoring market volatility and what it means for your portfolio.
- Key Metrics to Watch: A deep dive into interest rates and financing environments.
- Sales Volume: Analyzing our second year of double-digit growth.
- Cap Rates: Why we are seeing "more of the same" in the near term.
- Asset Values: Exploring price stability versus market inflections.
Register for the Capital Markets Outlook Here
Applying These Insights to the Chicago Market
National data is incredibly valuable, but it is the local application that truly generates wealth. As an expert in the Chicago market, I help owners translate these broad national trends into actionable local strategies. If CoStar’s data shows a stabilization in cap rates or shifts in regional vacancy, you need to know exactly how that impacts your specific building's equity and cash flow.
Whether you attend the webinars or not, taking a proactive approach to your portfolio is non-negotiable in this economic climate. I specialize in helping owners navigate complex market conditions by utilizing a highly localized Multifamily Investment Outlook.
Reach out to me today if you need assistance with:
- Operations & Yield Optimization: Are your rents keeping pace with the market trends highlighted by CoStar?
- Valuation & BOVs (Broker Opinion of Value): Discover exactly what your property is worth in today's capital markets.
- Strategic Disposition: Timing the market for a profitable exit.
- 1031 Exchange Reinvestment: Successfully moving your equity from a management-intensive property into a high-yield, passive investment.
Contact Us Today to Discuss Your Portfolio
Don't leave your investment strategy to chance. Leverage the power of eXp Commercial, the premier data from CoStar, and local market expertise to maximize your multifamily returns this year.
https://creconsult.net/multifamily-investment-outlook-costar/?fsp_sid=2480
Wednesday, April 29, 2026
Fairway Lakes Estates offers a massive head start in one of Will County's most desirable luxury submarkets. Because the heavy lifting is already underway—with rough grading and paved internal roadways in place—developers can significantly accelerate their path to vertical construction.
With the newly approved $20B Joliet Technology Center poised to drive regional executive housing demand, this 77-acre, 60-lot master plan is perfectly positioned for builders looking to capture high-end homebuyer demand in the Frankfort 60423 zip code.
Review the Offering Memorandum, site surveys, and full details here:
https://creconsult.net/property/fairway-lakes-estates-77-38-acres-residential-development-frankfort-il/
Message me directly to discuss how this asset fits into your acquisition pipeline, or to schedule a private site walkthrough.
#LandAcquisition #RealEstateDevelopment #HomeBuilders #FrankfortIL #ChicagoCRE #CommercialRealEstate #WillCounty #ResidentialDevelopment #eXpCommercial
Thursday, April 23, 2026
Chicago Multifamily Disposition Strategy: 2 Proven Ways to Avoid Taxes

If you have owned a multifamily property in the Chicago area for any significant amount of time, you likely face a common dilemma: you are tired of the day-to-day grind of property management, but you are terrified of the tax bill that comes with selling. For many aging owners looking toward retirement and estate planning, mastering a Chicago multifamily disposition strategy is the ultimate key to cashing out without losing your hard-earned equity.
Table of Contents
Between federal capital gains, state taxes, and depreciation recapture, owners can face a tax exposure upwards of 40% to 43% of their net proceeds. That is a massive hit to your legacy.
Fortunately, selling your apartment building does not have to mean surrendering half of your wealth to the government. With a proven Chicago multifamily disposition strategy, you can defer your capital gains taxes, preserve your principal, and transition your equity into passive, institutional-grade "mailbox money."
Here is a look at how local apartment owners are successfully navigating their exits.
The Foundation of a Chicago Multifamily Disposition Strategy: The 1031 Exchange
A 1031 Exchange allows you to roll the proceeds from the sale of your multifamily property into a new "like-kind" investment property, completely deferring your capital gains tax under current IRS guidelines (Note: this is your authoritative outbound link).
However, many owners do not want to trade one set of toilets, tenants, and trash for another. If your goal is stability, passive income, and risk aversion, here are the two primary paths you should consider for your Chicago multifamily disposition strategy.
Option 1: The Delaware Statutory Trust (DST)
Note: We are discussing the Delaware Statutory Trust, which is an IRS-approved 1031 replacement property, not to be confused with a Deferred Sales Trust.
A Delaware Statutory Trust (DST) allows you to purchase fractional ownership in large, institutional-grade properties—such as a $100 million portfolio of data centers, student housing, or medical facilities.
The Pros of a DST:
- 100% Passive: You have zero management responsibilities.
- Built-in Debt: To satisfy the IRS, you must replace the debt from your old property. DSTs come with pre-packaged, non-recourse debt. You do not have to personally qualify for or sign a new mortgage.
- Institutional Quality: You gain access to high-tier assets managed by top-tier sponsors.
- Tax Benefits: Because the IRS views a DST as direct real estate ownership, you get to carry over your tax basis and continue claiming depreciation to shelter your passive income.
The Cons of a DST:
- Illiquidity: Your money is locked in for the hold period of the fund (typically 5 to 10 years). You have no control over when the asset is sold.
- Moderate Yields: Because these are highly stable, premium assets, cash-on-cash returns generally hover in the 4.5% to 5.5% range.
Option 2: Absolute Triple-Net (NNN) Leases
If you dislike the fractional ownership model of a DST, the next best option for your Chicago multifamily disposition strategy is an Absolute Triple-Net (NNN) Lease. This involves buying a single-tenant commercial property (like a corporate-backed CVS, Dollar General, or fast-food chain). The corporate tenant pays for all taxes, insurance, and maintenance.
The Pros of a NNN Lease:
- Total Control: You own the building outright and control when to sell.
- Management-Free: The tenant is responsible for the roof, parking lot, and everything in between.
The Cons of a NNN Lease:
- Personal Debt Liability: To replace your existing debt for the 1031 exchange, you must personally qualify for and sign a new commercial mortgage.
- Concentration Risk: If your single tenant vacates or files for bankruptcy, your building is 100% vacant, but your mortgage payment is still due.
- Negative Leverage: With today's commercial interest rates, your amortizing loan payment will take a substantial bite out of your monthly cash flow, often bringing your actual cash-on-cash return lower than a DST.
Assemble the Right Team for Your Chicago Multifamily Disposition Strategy
At CREConsult, brokered by eXp Commercial, we know that successfully selling a Chicago apartment building is not just about negotiating the highest price—it is about protecting what you keep. We are not just "one-and-done" transactional brokers. We understand that your property sale is a critical component of your overall estate planning and wealth preservation.
Executing a flawless Chicago multifamily disposition strategy requires you to assemble the exact team you need for a seamless transition:
- An Expert Broker to maximize your sale price and negotiate the best terms.
- A Qualified Intermediary (QI) to legally hold your funds and maintain your tax-deferred status.
- A Securities-Licensed Financial Planner (RIA) to facilitate your entry into institutional DST funds.
If you are considering selling but feel trapped by the looming tax bill, let's talk.
Contact us today for a complimentary valuation of your property and a confidential discussion about your exit options.
https://creconsult.net/chicago-multifamily-disposition-strategy/?fsp_sid=2368
Monday, April 20, 2026
Priced at just $104/SF, 1N131 County Farm Rd offers a unique investment profile anchored by the modern Regus flexible office platform.
Key Highlights:
Active Yield: Ownership participates directly in Regus platform NOI.
High Momentum: reached ±75% occupancy with 100+ inquiries since early 2025.
Significant Upside: Includes ±4,600 SF of near-term lease-up potential.
Stabilization: Clear trajectory to a 15%+ Pro Forma CAP rate.
Location: Signalized corner steps from Northwestern Medicine CDH.
Asking Price: $1,450,000
Full Details & Financials: https://creconsult.net/property/1n131-county-farm-rd-13900-sf-office-winfield-il/
#CRE #InvestmentRealEstate #WinfieldIL #CCIM #eXpCommercial
Tuesday, April 7, 2026
4,000 SF | $975,000
5.55% Cap | 8.36% Pro Forma
• Six storefronts
• In-place rents ~$20/SF (market ~$28/SF)
• 21,000+ VPD on Montrose
• 3.1% submarket vacancy
Stabilized income today with upside through rent growth and MTM rollover.
Full details: https://creconsult.net/property/3217-3229-west-montrose-avenue-chicago-7-unit-retail/
#CRE #RetailInvestment #ChicagoRealEstate #ValueAdd #InvestmentProperty
Wednesday, April 1, 2026
9,410 SF | $1,100,000 ($117/SF)
• Delivered vacant (former owner-occupied)
• Fully finished lower level
• Near Ascension St. Joseph Medical Center
• Zoned B-1 (office/medical/nonprofit)
Turn-key suburban office opportunity ideal for an owner-user or investor.
Full details: https://creconsult.net/property/2439-glenwood-ave-9410-sf-office-joliet-il/
#CRE #OfficeInvestment #OwnerUser #IllinoisRealEstate
10,311 SF | $1,295,000 ($126/SF)
• Move-in ready (recently renovated)
• Fully finished lower level
• Near Ascension St. Joseph Medical Center
• Zoned B-1 (office/medical/nonprofit)
Turn-key suburban office opportunity ideal for an owner-user or investor.
Full details: https://creconsult.net/property/2435-glenwood-ave-10311-sf-office-joliet-il/
#CRE #OfficeInvestment #OwnerUser #IllinoisRealEstate
Tuesday, February 17, 2026
Chicago Multifamily Mortgage Rates – February 2026 Market Update

Stabilizing Debt Costs Create Tactical Opportunities for Apartment Owners
Updated: February 2026
Chicago multifamily mortgage rates are stabilizing with incremental compression across Agency and Bank executions. Capital markets are gradually improving, providing apartment owners and investors with renewed clarity heading into 2026.
This update outlines current multifamily mortgage rates in Chicago and what they mean for refinancing, acquisitions, and valuation strategy.
Multifamily Mortgage Rates – February 2026
| Loan Type | 5-Year | 7-Year | 10-Year |
|---|---|---|---|
| Bank | 5.94% ▼ 0.21 | 5.95% ▼ 0.21 | 6.01% ▼ 0.12 |
| Agency | 4.68% ▼ 0.24 | 4.82% ▼ 0.23 | 4.88% ▼ 0.19 |
| Agency SBL | 6.34% — | 6.34% — | 6.24% — |
| CMBS | 6.85% ▼ 0.02 | 6.80% ▼ 0.02 | 6.50% ▼ 0.02 |
📌 Source: CREConsult Capital Markets | February 2026
📌 Benchmark references: CommLoan Multifamily & Commercial Mortgage Indices
Why Chicago Multifamily Mortgage Rates Matter in 2026
Debt costs directly impact:
- Property valuation
- Cap rate spreads
- Cash flow
- Refinance feasibility
- Acquisition underwriting
With Chicago multifamily mortgage rates showing measured compression, owners now have a clearer window to structure long-term fixed-rate debt before potential Treasury volatility later in 2026.
Current Lending Trends Impacting Chicago Multifamily Owners
1. Agency Loans Lead on Pricing
Agency multifamily mortgage rates in Chicago remain the most competitive:
- 5-Year: 4.68%
- 7-Year: 4.82%
- 10-Year: 4.88%
The spread advantage versus CMBS (over 200 basis points on 5-year terms) reinforces Agency dominance for:
- Stabilized Class A and B multifamily
- Institutional-quality assets
- Suburban core markets
- Non-recourse executions
Fannie Mae and Freddie Mac programs continue to attract capital due to stability and flexible amortization structures.
2. Bank Multifamily Rates Tighten Modestly
Chicago bank multifamily mortgage rates are now:
- 5-Year: 5.94%
- 7-Year: 5.95%
- 10-Year: 6.01%
While pricing has improved by approximately 20 basis points, underwriting remains disciplined:
- DSCR above 1.25x
- Leverage typically 60–65% LTV
- Strong sponsor liquidity required
Banks are competitive on stabilized mid-market properties but cautious on transitional assets.
3. Agency SBL Supports Smaller Assets
Agency Small Balance Loan (SBL) pricing remains stable:
- 5- and 7-Year: 6.34%
- 10-Year: 6.24%
This channel continues to support:
- 5–50 unit apartment buildings
- Workforce housing
- Suburban Chicago markets such as Aurora, Naperville, and Glen Ellyn
SBL remains attractive due to non-recourse options and simplified execution.
4. CMBS Rates Hold Steady
Chicago CMBS multifamily mortgage rates:
- 5-Year: 6.85%
- 7-Year: 6.80%
- 10-Year: 6.50%
Slight tightening suggests improving bond market stability, though pricing remains elevated relative to Agency.
Best suited for:
- Large portfolios
- Cross-collateralized structures
- Higher leverage scenarios
- Long-term hold strategies
Chicago Multifamily Market Fundamentals Remain Resilient
Debt markets are stabilizing while fundamentals remain strong:
- Sub-4% vacancy in core submarkets
- Steady renter demand
- Moderate but sustainable rent growth
- Controlled new supply relative to national averages
Chicago multifamily mortgage rates are no longer volatile — they are predictable. Predictability restores transaction confidence.
Strategic Outlook for Chicago Apartment Owners
Owners should evaluate:
- Refinancing maturing 2026–2027 debt
- Locking fixed-rate loans before Treasury shifts
- Recapitalization opportunities
- Strategic dispositions into improved liquidity
Debt structure is now a competitive advantage.
Work With a Chicago Multifamily Specialist
With over 26 years in multifamily brokerage, I help apartment owners align valuation, capital markets, and exit timing to maximize returns.
If you are considering:
- Refinancing
- Selling
- Recapitalizing
- Evaluating portfolio value
A structured review of your asset and current Chicago multifamily mortgage rates can clarify the optimal strategy.
https://creconsult.net/chicago-multifamily-mortgage-rates-february-2026/?fsp_sid=2252
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