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1514 North Milwaukee Avenue

New York Investor Acquires Retail Portfolio On North Milwaukee Avenue In Chicago For $5.2M
SOLDRetail

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

Danny Spitz

Greenstone Partners

Broker

$215M

vol

24 deals

Broker

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