Bridge Loan on Historic Downtown Chicago Office Building










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This bridge loan is secured by a 560,000+ sq. ft. mixed-use building in the heart of downtown Chicago. The asset was acquired for $13,000,000 in late 2024 and generates strong in-place rental income from long-term leases with institutional and national tenants. The subject collateral includes upper-floor office and commercial space with significant upside through additional lease-up. The property’s central location in Chicago’s Loop provides unmatched foot traffic, connectivity, and long-term value appreciation.
This loan is structured at a 62% loan-to-value (LTV) ratio, with strong debt service coverage from existing rental income. A high-quality tenancy mix and a diversified revenue stream offer both immediate yield and long-term security for investors.
Bridge Loan on Historic Downtown Chicago Office Building Details
Structure
- Tax Document
- 1099-INT
- Offering Structure
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BPDNx
SENIOR BPDN - PROMISSORY NOTE SECURED BY COLLATERAL SECURITY AGREEMENTTHIS PROMISSORY NOTE IS SECURED BY THE ISSUER'S PLEDGE OF THE RELEVANT UNDERLYING COLLATERAL LOAN (AS DEFINED BELOW) TO THE LENDER (AS DEFINED BELOW) UNDER THE COLLATERAL SECURITY AGREEMENT AND PROMISSORY NOTE. HOWEVER, EXCEPT TO THE LIMITED EXTENT PROVIDED IN THE PROMISSORY NOTE WITH RESPECT TO THE UNDERLYING COLLATERAL LOAN, THIS NOTE IS NON-RECOURSE TO THE ASSETS, FUNDS AND ACCOUNTS OF YIELDI, LLC (THE "BORROWER", "COMPANY" OR "ISSUER") OR ANY OF ITS AFFILIATES, EMPLOYEES, AGENTS, STOCKHOLDERS, PARENTS, OR SUBSIDIARIES EXCEPT TO THE EXTENT OF THE VALUE OF COLLATERAL LOAN NET PAYMENTS ACTUALLY RECEIVED IN RESPECT OF THE UNDERLYING BORROWER LOAN.
Example Return on Investment
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Investment Amount:
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Annual ROI:
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Why We Like This Opportunity

Bridge Loan on Historic Downtown Chicago Office Building Highlights
This bridge loan is secured by a 560,000+ sq. ft. mixed-use building in the heart of downtown Chicago. The asset was acquired for $13,000,000 in late 2024 and generates strong in-place rental income from long-term leases with institutional and national tenants. The subject collateral includes upper-floor office and commercial space with significant upside through additional lease-up. The property’s central location in Chicago’s Loop provides unmatched foot traffic, connectivity, and long-term value appreciation.
This loan is structured at a 62% loan-to-value (LTV) ratio, with strong debt service coverage from existing rental income. A high-quality tenancy mix and a diversified revenue stream offer both immediate yield and long-term security for investors.

About the Neighborhood
Located in the iconic Loop district of Chicago, the property sits within the city’s core commercial and institutional hub. The area is home to major corporate headquarters, universities, cultural landmarks, and a vast transportation network. With constant foot traffic, proximity to public transit, and ongoing investment in infrastructure and redevelopment, the Loop remains one of the most resilient commercial markets in the Midwest.
Office and mixed-use properties in the area continue to attract national tenants and institutional capital, creating a strong foundation for ongoing occupancy and value retention. The combination of prime location and stabilized tenancy makes this asset highly desirable.

Why We Like this Opportunity
This deal presents a compelling opportunity to invest in a well-leased, income-producing asset in one of the strongest commercial corridors in the country. The borrowers are experienced operators with a track record of successful real estate investments and are using this loan to consolidate ownership through a buyout of a minority stakeholder.
With long-term leases, conservative leverage, and a clear exit via conventional refinance, this investment offers a strong blend of downside protection and income reliability in a prime urban market.
Experienced Borrower
The borrower is a successful real estate investor in high-end real estate industry in Florida. He’s sold multiple Florida homes for over $2M+ and has a high net worth and strong liquidity.Investment Summary Of Bridge Loan on Historic Downtown Chicago Office Building
Investors have an opportunity to invest in borrower payment dependent notes, the cash flow of which is dependent on the payment of interest and principal repayment on the Loans. Investors are scheduled to receive an annualized monthly interest payment of Login for details over the Loans' estimated remaining term of 12 Months. Principal is expected to be returned on or before maturity through a refinancing with a traditional bank loan. It is important to note that the Loans are eligible for prepayment, and principal may be repaid prior to the 12 Months estimated remaining term. If the Loans are paid off before maturity, investors are expected to receive at least three months of interest payments in addition to return of principal.
How Do I Get Paid?
This loan had an initial term of 12 Months with an option at Yieldi's discretion to extend. As of April 7, 2025 there are 12 Months remaining. Investors will immediately receive monthly interest payments at an annualized rate of Login for details on the principal balance over the life of the loan. If you invest in this loan in the middle of a month, you will receive a prorated interest payment for your investment for your first investment month and then full monthly payments thereafter. All payments are made automatically via ACH on the 1st of each month and investors all paid by the 10th of the month.
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