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Back to Deal Flow
OfficeClosedacquisition

33 West Monroe Street

33 West Monroe Street, Chicago, IL·Feb 2, 2026, 10:20 AM

Deal Size

$60.0M

Cap Rate

Est. 6.50%

$/SF

$67

Size

900K SF

Occupancy

44%

Market SignalBearish (moderate/10)

The deal for 33 West Monroe Street presents significant risks due to its low occupancy rate of 44%, well below the downtown average of 72%. The cap rate of 6.50% does not adequately compensate for the high vacancy and the uncertainty surrounding tenant demand in the Chicago office market, which is currently under distress. Given the building's history of distress and the seller's need to relinquish the asset through a deed in lieu of foreclosure, this investment lacks the stability and upside potential typically sought in institutional-grade assets.

Buyer Strategy

Kohan Retail Investment Group's strategy appears opportunistic, focusing on distressed assets to capitalize on low acquisition costs. Their track record in purchasing troubled properties suggests a willingness to take on high-risk investments with potential for significant returns through aggressive leasing.

Seller Motivation

AmTrust RE is disposing of the asset due to financial distress, as evidenced by their surrendering of multiple properties in the Chicago market. This indicates a need for capital recycling and a shift away from underperforming assets.

Market Signal

This deal signals a broader trend of distress in the Chicago office market, with increasing foreclosures and asset handovers to lenders. The pricing reflects a significant drop from pre-COVID levels, indicating a shift in market sentiment towards caution and risk aversion among investors.

Financing
Loan

$60.0M

Lender

Principal Life Insurance

Parties
Buyer

Kohan Retail Investment Group

SellerAmTrust RE →
Location Analysis
Primary Market
Major employers include JPMorgan Chase, United Airlines, and various tech firms concentrated in the financial services and technology sectors.

Chicago's Loop has faced challenges with population stagnation and declining office occupancy rates, driven by remote work trends and a shift in tenant preferences. The downtown area is experiencing a demographic shift, with a focus on attracting younger professionals and a need for adaptive reuse of existing office spaces.

The competitive set includes other office buildings in the Loop, many of which are also struggling with occupancy. Recent transactions indicate a downward trend in pricing, with other distressed assets like 311 South Wacker Drive selling for a fraction of their previous values.

The supply pipeline is constrained, with limited new office developments due to high vacancy rates. However, there are discussions around adaptive reuse projects, which may further impact the competitive landscape.

Cap Rate Context

The cap rate of 6.50% is higher than the average cap rates for comparable office properties in the Chicago market, which typically range from 5.00% to 6.00%. This spread indicates a higher perceived risk associated with this asset, particularly given its low occupancy and the distressed nature of the transaction.

Rent Growth

Rent growth in the Chicago Loop has been stagnant, with recent reports indicating a decline in asking rents as landlords offer concessions to attract tenants. The current average asking rent is around $30/SF, which may not support significant upward movement in the near term.

Value-Add

There is potential for value-add through aggressive leasing strategies and repositioning efforts, but the current 44% occupancy presents a significant hurdle. The building's age and the need for potential renovations could also require substantial capital investment.

Tenant Assessment
Non-Credit
Rollover Risk

With a significant portion of the building unleased, the rollover risk is high. The near-term lease expirations are not quantified, but the low occupancy suggests a challenging environment for replacing tenants.

Risk Factors

High vacancy rate of 44% compared to the downtown average of 72%.

High

The buyer could implement aggressive leasing strategies and offer competitive rental rates to attract tenants, but this would require significant marketing efforts and potential capital expenditures.

Executive Signals

“Today’s CPI report is already something of a historical artefact.”

Seema Shah·Principal Asset Management·neutral

“A cooling jobs market would point to rising economic risk, but it would also keep the door open to rate cuts, particularly as the recent oil price shock has complicated expectations for monetary easin...”

Seema Shah·Principal Asset Management·bearish
Market Comparables

175 West Jackson Boulevard

Chicago · Office · acquisition

$41.0M6.50% cap

175 West Jackson Boulevard

Chicago · Office · acquisition

$58.5M6.50% cap

401 N. Michigan Ave.

Chicago · Office · acquisition

$132.5M6.50% cap
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