New York Investor Acquires Retail Portfolio On North Milwaukee Avenue In Chicago For $5.2M
1514 North Milwaukee Avenue
$5,200,000
$549/SF
Building Size
9,470 SF
Asset Type
Retail
Closing
Apr 2, 2026
AI
A retail portfolio located at 1514, 1519 & 1525–29 North Milwaukee Avenue in Chicago’s Wicker Park neighborhood has been sold for $5,200,000. The property encompasses a total area of 9,470 square feet, resulting in a price per square foot of $549. The portfolio is fully leased to several tenants, including Crossroads Trading Co., 2nd STREET, Thursday Boot Co., and Saint Alfred.
Summary of transation details:
- Property Type: Retail
- Transaction Amount: $5,200,000
- Location: 1514, 1519 & 1525–29 North Milwaukee Avenue, Chicago
- Square Footage: 9,470
- Price per Square Foot: $549
- Buyer's Location: New York
- Seller's Location: Chicago
The transaction was facilitated by brokers Danny Spitz and Brewster Hague from Greenstone Partners. The property was sold by a Chicago-based investment firm.
Players
Chicago Retail Market Snapshot
Boundary boundary · Retail · Sale transactions
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Purchase Price
Annual NOI
Loan Amount
Interest Rate (%)
Loan Term (yrs)
Down Payment (%)
Cap Rate
3.05%
Cash-on-Cash
-0.87%
Monthly Payment
$14,164
Annual Debt Svc
$169,964
Annual Cash Flow
$-11,334
DSCR
0.93