Investor profile - IL
Phillip Degeratto
Phillip Degeratto is a real estate investor and operator based in Chicago, IL-IN-WI. Public filings show activity across 14 properties held through 6 holding companies. Recent mortgage relationships include Lakeside Bank, BMO Bank N.A., and Associated Bank.
Phillip's Activity
As of December 2025, public records show approximately $57.4M in recorded mortgage exposure linked to this investor across at least 56 mortgage filings and 14 properties held through 6 holding companies. Activity appears concentrated in commercial and industrial assets recorded between 2015 and 2025.
Associated People
Primary Geography
Chicago, IL-IN-WI
ZIP codes: 60402, 60153, 60155, 60409, and 60415
Most recorded activity for this investor appears in CHICAGO, BERWYN, BROADVIEW, CALUMET, and LYONS.
Property Type Breakdown
Associated Entities (6)
IL · 28 properties · 28 mortgages
IL · 2 properties · 17 mortgages
IL · 34 properties · 8 mortgages
+3 more not shown
Mortgages (56)
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 08/21/2025 | $2.9M | Open | Associated Bank | LITTLE BEAR HOLDINGS LLC | 4918 W N AVE, CHICAGO, IL 60639 |
| 06/10/2025 | $4.3M | Open | Lakeside Bank | LITTLE BEAR HOLDINGS LLC | 14425 PULASKI AVE, MIDLOTHIAN, IL 60445 |
| 02/04/2025 | $1.2M | Open | Associated Bank | AOP LLC | 3940 W WASHINGTON BLVD, CHICAGO, IL 60624 |
+53 more not shown
Owned Properties (14)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 14425 PULASKI AVE, MIDLOTHIAN, IL 60445 | LITTLE BEAR HOLDINGS LLC | Owns - 2.8 yrs | $0 |
| 6000 W 111TH ST, CHICAGO RIDGE, IL 60415 | LITTLE BEAR HOLDINGS LLC | Owns - 3.0 yrs | $1k |
| 8136 OGDEN AVE, LYONS, IL 60534 | LITTLE BEAR HOLDINGS LLC | Owns - 3.6 yrs | $500k |
+11 more not shown
FAQ
What type of real estate does this investor focus on?
Associated mortgages and deeds show activity in commercial, industrial, and vacant properties across Chicago, IL-IN-WI.
What companies is Phillip Degeratto associated with?
Phillip Degeratto is associated with 6 entities based on extracted signatures from public records. Key entities include WSSS LLC, AOP LLC, LITTLE BEAR HOLDINGS LLC, 87TH ST AND KEDZIE AVE LLC, and 522 CHARLOTTE LLC.
How many properties are associated with this investor?
At least 14 properties are associated with Phillip Degeratto and the entities they control, based on signatures extracted from recorded documents connecting Phillip Degeratto to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references Lakeside Bank, BMO Bank N.A., and Associated Bank, indicating a mix of lending relationships.
How recent is their activity?
Records show activity from 2015 through 2025, with the most recent mortgage recorded in 2025.
How is associated activity determined?
Elementix uses AI to extract signatures from recorded documents. These signatures are used to determine the relationships between people and entities. This is a novel approach that goes beyond looking at corporate filings and skip-tracing.
The information displayed on this page is compiled from recorded real estate documents, business filings, and other lawfully available sources. Elementix summarizes and analyzes public record activity related to investment real estate and associated business entities. Any contact indicators shown (such as email domain references or partial phone digits) are provided solely as unverified signals and may be incomplete or outdated.
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