Investor profile - KY
Jason Pennington
Jason Pennington is a real estate investor and operator based in Lexington, KY. Public filings show activity across 2 properties held through 8 holding companies. Recent mortgage relationships include Traditional Bank, Bank of the Bluegrass, and UNIVERSITY OF KENTUCKY FCU.
Jason's Activity
As of December 2025, public records show approximately $2.2M in recorded mortgage exposure linked to this investor across at least 11 mortgage filings and 2 properties held through 8 holding companies. Activity appears concentrated in residential and commercial assets recorded between 2018 and 2025.
Associated People
Primary Geography
Lexington, KY
ZIP codes: 40503 and 40508
Most recorded activity for this investor appears in LEXINGTON.
Property Type Breakdown
Associated Entities (8)
KY · 0 properties · 5 mortgages
KY · 0 properties · 3 mortgages
KY · 1 property · 3 mortgages
+5 more not shown
Mortgages (11)
Top Lenders
$1.5M · 5 loans
$445k · 3 loans
$283k · 2 loans
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 05/22/2024 | $100k | Open | Bank of the Bluegrass | SHADELAND INVESTMENTS LLC | 185 E AVE, LEXINGTON, KY 40508 |
| 08/18/2023 | $431k | Open | Traditional Bank | SHADELAND INVESTMENTS LLC | 185 E AVE, LEXINGTON, KY 40508 |
| 08/03/2023 | $431k | Open | Traditional Bank | CARRAWAY HOLDINGS LLC | 185 E AVE, LEXINGTON, KY 40508 |
+8 more not shown
Owned Properties (2)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 185 E AVE, LEXINGTON, KY 40508 | SHADELAND INVESTMENTS LLC | Owns - 2.4 yrs | $450k |
| 354 GLENDOVER RD, LEXINGTON, KY 40503 | GLENDOVER INVESTMENTS LLC | Owns - 3.9 yrs | $162k |
+0 more not shown
FAQ
What type of real estate does this investor focus on?
Associated mortgages and deeds show activity in residential and commercial properties across Lexington, KY.
What companies is Jason Pennington associated with?
Jason Pennington is associated with 8 entities based on extracted signatures from public records. Key entities include PENNINGTON & BOWMAN GROUP LLC, CARRAWAY HOLDINGS LLC, PENTECOSTAL HOLINESS TABERNACLE INC, SHADELAND INVESTMENTS LLC, and SHERMAN CHURCH OF CHRIST INC.
How many properties are associated with this investor?
At least 2 properties are associated with Jason Pennington and the entities they control, based on signatures extracted from recorded documents connecting Jason Pennington to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references Traditional Bank, Bank of the Bluegrass, and UNIVERSITY OF KENTUCKY FCU, indicating a mix of lending relationships.
How recent is their activity?
Records show activity from 2018 through 2025, with the most recent mortgage recorded in 2024.
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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