Investor profile - IL
Josh Degraff
Josh Degraff is a real estate investor and operator based in Chicago, IL-IN-WI. Public filings show activity across 33 properties held through 2 holding companies. Recent mortgage relationships include IFF, Cook County Land Bank Authority, and Chicago Community Loan Fund.
Josh's Activity
As of December 2025, public records show approximately $2.4M in recorded mortgage exposure linked to this investor across at least 45 mortgage filings and 33 properties held through 2 holding companies. Activity appears concentrated in residential and multifamily assets recorded between 2010 and 2024.
Associated People
Primary Geography
Chicago, IL-IN-WI
ZIP codes: 60402, 60153, 60438, 60104, and 60429
Most recorded activity for this investor appears in BERWYN, MAYWOOD, LANSING, BELLWOOD, and SOUTH HOLLAND.
Property Type Breakdown
Associated Entities (2)
IL · 26 properties · 45 mortgages
IL · 1 property · 1 mortgage
Mortgages (45)
Top Lenders
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 02/14/2020 | $296k | Closed | IFF | BREAKING GROUND INC | 2100 S 4TH AVE, MAYWOOD, IL 60153 |
| 01/13/2020 | $378k | Closed | IFF | BREAKING GROUND INC | 2334 EUCLID AVE, BERWYN, IL 60402 |
| 11/26/2019 | $186k | Closed | IFF | BREAKING GROUND INC | 1417 S 16TH AVE, MAYWOOD, IL 60153 |
+42 more not shown
Owned Properties (33)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 1417 S 16TH AVE, MAYWOOD, IL 60153 | OCWEN LOAN SERVICING LLC | Sold | $0 |
| 3708 WENONAH AVE, BERWYN, IL 60402 | FEDERAL HOME LOAN MORTGAGE CEPORATION | Owns - 7.2 yrs | $0 |
| 132 BOHLAND AVE, BELLWOOD, IL 60104 | FEDERAL NATL MORTGAGE ASSN BY ASSIGNMENT | Owns - 7.3 yrs | $10 |
+30 more not shown
FAQ
What type of real estate does this investor focus on?
Associated mortgages and deeds show activity in residential, multifamily, and misc properties across Chicago, IL-IN-WI.
What companies is Josh Degraff associated with?
Josh Degraff is associated with 2 entities based on extracted signatures from public records. Key entities include BREAKING GROUND INC and FILLMORE HOLDINGS LLC.
How many properties are associated with this investor?
At least 33 properties are associated with Josh Degraff and the entities they control, based on signatures extracted from recorded documents connecting Josh Degraff to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references IFF, Cook County Land Bank Authority, and Chicago Community Loan Fund, indicating a mix of lending relationships.
How recent is their activity?
Records show activity from 2010 through 2024, with the most recent mortgage recorded in 2020.
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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