Investor profile - KY
Grady Stewart
Grady Stewart is a real estate investor and operator based in Lexington, KY. Public filings show activity across 65 properties held through 18 holding companies. Recent mortgage relationships include South Central Bank, Monticello Banking Company, and Magnolia Bank.
Grady's Activity
As of December 2025, public records show approximately $130.8M in recorded mortgage exposure linked to this investor across at least 77 mortgage filings and 65 properties held through 18 holding companies. Activity appears concentrated in residential and vacant assets recorded between 2010 and 2025.
Associated People
Primary Geography
Lexington, KY
ZIP codes: 40508, 40513, 40502, 40220, and 40504
Most recorded activity for this investor appears in LEXINGTON, LOUISVILLE, and GEORGETOWN.
Property Type Breakdown
Associated Entities (18)
KY · 0 properties · 19 mortgages
KY · 0 properties · 9 mortgages
KY · 5 properties · 8 mortgages
+15 more not shown
Mortgages (77)
Top Lenders
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 11/25/2025 | $1.0M | Open | MATTHEW S DAWSON | CHOCOLATE FACTORY LLC | 750 WESTLAND DR, LEXINGTON, KY 40504 |
| 09/29/2025 | $3.2M | Open | Magnolia Bank | ROANOKE APARTMENTS LLC | 475 HODGENVILLE RD, ELIZABETHTOWN, KY 42701 |
| 08/21/2025 | $100k | Open | Farm Credit Mid-America | HIGHLAND GROUP LLC | 1198 MANLEY LEESTOWN RD, FRANKFORT, KY 40601 |
+74 more not shown
Owned Properties (65)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 4117 TAYLORSVILLE RD, LOUISVILLE, KY 40220 | JEDA HOMES LLC | Owns - 13 mos | $375k |
| 4065 FORSYTHE DR, LEXINGTON, KY 40514 | I KNOWD IT LLC | Owns - 2.0 yrs | $295k |
| 4115 TAYLORSVILLE RD, LOUISVILLE, KY 40220 | DOGS LLC | Owns - 3.0 yrs | $875k |
+62 more not shown
FAQ
What type of real estate does this investor focus on?
Associated mortgages and deeds show activity in residential, vacant, and office properties across Lexington, KY.
What companies is Grady Stewart associated with?
Grady Stewart is associated with 18 entities based on extracted signatures from public records. Key entities include STEWART COMPANIES LLC, OFF SEASON LLC, JUST IN TIME LLC, DOGS LLC, and KEARNEY LLC.
How many properties are associated with this investor?
At least 65 properties are associated with Grady Stewart and the entities they control, based on signatures extracted from recorded documents connecting Grady Stewart to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references South Central Bank, Monticello Banking Company, and Magnolia Bank, indicating a mix of lending relationships.
How recent is their activity?
Records show activity from 2010 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.
Elementix is not a consumer reporting agency, and this information does not constitute a consumer report. The data may not be used to make decisions about an individual's eligibility for personal credit, consumer housing, employment, insurance, or any other purpose governed by the Fair Credit Reporting Act.
Elementix may suppress certain contact indicators where legally required or where appropriate for safety or privacy reasons. Requests for removal, suppression, or correction of information must be submitted to compliance@elementix.ai. Elementix reviews such requests only where required by applicable law or where information is factually inaccurate. General objections or unsupported demands do not create a removal obligation.