$5 Million NNN Acquisition in Chicago
By Trevor Damyan, Commercial Mortgage Broker at Commercial Lending Solutions
A $5 million NNN acquisition in Chicago reflects strong investor appetite for stabilized single-tenant net lease properties across the metro area's core submarkets. Borrowers at this loan size typically target investment-grade or solid regional tenants with 8 to 15 year lease terms, driving predictable cash flow and attractive cap rates in the 5.50 to 6.75 percent range. Lenders in this pool include national banks with established STNL programs, regional credit unions, and life insurance companies that view Chicago's diverse tenant base and dense urban corridors as low-risk deployment. Rates in the current environment sit around 6.75 percent on a 10-year CMT-indexed structure, with LTV ranging from 65 to 75 percent depending on tenant credit and lease maturity.
Get a Quote on Your $5M Deal →What a $5M NNN Acquisition Capital Stack Looks Like
Capital stack decisions for a $5 million NNN deal in Chicago hinge primarily on tenant credit rating, remaining lease term, and the borrower's equity position. National banks dominate this loan size because they can execute quickly, offer competitively priced CMT-indexed rates, and provide non-recourse products at reasonable LTV thresholds; life insurance companies step in when borrowers target slightly lower leverage or longer amortization periods and are willing to accept longer closing timelines.
Pricing reflects active CLS CRE quote pipeline as of April 2026. Specific deal pricing depends on sponsor, property, and structure.
Who Closes a $5M NNN Acquisition Deal
Typical borrowers at the $5 million NNN level in Chicago include 1031 exchange investors with $2 million to $5 million in replacement property equity, multi-property operators looking to consolidate holdings in secondary urban markets, and experienced net lease buyers with 5 to 15 prior acquisitions under their belt. These sponsors often operate with $1 million to $3 million in liquid reserves, maintain strong relationships with brokers and debt advisors, and are motivated by stable income, tax-deferred growth, or portfolio rebalancing rather than value-add upside. They view Chicago as a mature, tenant-rich market where quality single-tenant boxes with credit anchors (QSR, convenience retail, automotive service) offer reliable 15 to 20 year hold strategies.
A Real $5M Example
We closed a $4.85 million acquisition financing for a net lease office-supply tenant property in the northwest Chicago submarket in late 2024. The borrower, a repeat 1031 exchange buyer, targeted a property leased to an investment-grade tenant with 11 years remaining on its lease and a 5.95 percent in-place cap rate. We placed the loan with a national bank at 6.68 percent fixed on a 10-year CMT index, 72 percent LTV, 25 year amortization, and non-recourse structure. Close occurred in 38 days from application, and the borrower has since added three more Chicago-area properties to the portfolio using proceeds from the refinance of an earlier 1031 exchange acquisition.
Anonymized. All deal references protect borrower and lender identity.
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