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Bobby Cayre And Ben Ashkenazy Secure $98M Loan For 700 North Michigan Avenue Retail Property

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FINANCED
$98,000,000

Illinois

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Retail300,000 SF
Financed 09/05/2025
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Property Image
FINANCED

Bobby Cayre And Ben Ashkenazy Secure $98M Loan For 700 North Michigan Avenue Retail Property

700 North Michigan Avenue

See Similar Deals
Retail300,000 SF
Financed 09/05/2025
Contact now

Summary

ILLINOIS
Asset Type:Retail
Price Per Square Foot:$326
Total Square Footage:300,000 SF
Transaction Type:Loan

The asset involved is a retail property located at 700 North Michigan Avenue in Chicago, with a total square footage of 300,000. The transaction features a loan amount of $98,000,000, which includes provisions for both senior and junior loans secured against the property.

Summary of transation details:

Bobby Cayre and Ben Ashkenazy made a payment of $65 million to Aareal Capital to maintain control of the Chicago Place Mall, which allowed them to secure a new senior loan of $33 million. An affiliate of Aurora Capital also issued a junior loan of $65 million, which is set to mature in 2040, helping to mitigate immediate financial pressures amid challenges on the Magnificent Mile such as vacancies and declining rental rates.

Players

LENDER


12 deals$981.4M volume
LANDLORD



Details

FINANCED
IMAGE: Bobby Cayre & Ben Ashkenazy DATE: 09/05/2025 ADDRESS: 700 North Michigan Avenue MARKET: Chicago ASSET TYPE: Retail ~ SF: 300,000 LENDER: Aareal Capital Corporation & Aurora Capital Associates LANDLORD: Bobby Cayre - Aurora Capital Associates; Ben Ashkenazy - Ashkenazy Acquisition LOAN AMOUNT: $98,000,000 NOTE: Bobby Cayre and Ben Ashkenazy paid down $65M to Aareal Capital to keep control of the 300K-sf Chicago Place Mall at 700 N. Michigan Ave., securing a new $33M senior loan on the property. An Aurora Capital affiliate also issued a $65M junior loan maturing in 2040, staving off near-term distress as the Magnificent Mile faces vacancies and falling rents.

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Deal Type
Debt Service Coverage Ratio (DSCR)

1.05x

Max Loan Amount

$98,000,000.00

Monthly NOI$653,333.33
Monthly Debt Service$619,426.66
Change in Cash Flow$0.00
Refinance Proceeds$0.00