Investor profile - FL
Ashley Trimboli
Ashley Trimboli is a real estate investor and operator based in Jacksonville, FL. Public filings show activity across 4 properties held through 7 holding companies. Recent mortgage relationships include GREGORY NELSON, Barwick Banking Company, and Provident Trust Group.
Ashley's Activity
As of December 2025, public records show approximately $4.5M in recorded mortgage exposure linked to this investor across at least 8 mortgage filings and 4 properties held through 7 holding companies. Activity appears concentrated in multifamily and residential assets recorded between 2017 and 2023.
Primary Geography
Jacksonville, FL
ZIP codes: 32084 and 33713
Most recorded activity for this investor appears in SAINT AUGUSTINE and SAINT PETERSBURG.
Property Type Breakdown
Associated Entities (7)
FL · 0 properties · 3 mortgages
FL · 0 properties · 3 mortgages
FL · 0 properties · 2 mortgages
+4 more not shown
Mortgages (8)
Top Lenders
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 02/08/2023 | $580k | Open | Barwick Banking Company | HIPNAUTIC HISTORIC LLC | 10 SYLVAN DR, SAINT AUGUSTINE, FL 32084 |
| 05/28/2021 | $200k | Closed | Barwick Banking Company | 18 SUMMERS SANCTUARY LLC | 3930 COASTAL HWY, SAINT AUGUSTINE, FL 32084 |
| 04/13/2021 | $405k | Open | GREGORY NELSON | CASTAWAY COTTAGES FL LLC | 10 SYLVAN DR, SAINT AUGUSTINE, FL 32084 |
+5 more not shown
Owned Properties (4)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 3946 3RD AVE N, SAINT PETERSBURG, FL 33713 | JAMIE SHEILS | Sold | $89k |
| 10 SYLVAN DR, SAINT AUGUSTINE, FL 32084 | CASTAWAY COTTAGES FL LLC | Owns - 4.7 yrs | $455k |
| 3930 COASTAL HWY, SAINT AUGUSTINE, FL 32084 | 18 SUMMERS SANCTUARY LLC | Sold | $375k |
+1 more not shown
FAQ
What type of real estate does this investor focus on?
Associated mortgages and deeds show activity in multifamily, residential, and vacant properties across Jacksonville, FL.
What companies is Ashley Trimboli associated with?
Ashley Trimboli is associated with 7 entities based on extracted signatures from public records. Key entities include VILANO HOLDING GROUP LLC, RINCON PROPERTY HOLDINGS LLC, 18 SUMMERS SANCTUARY LLC, CASTAWAY COTTAGES FL LLC, and HIPNAUTIC HISTORIC LLC.
How many properties are associated with this investor?
At least 4 properties are associated with Ashley Trimboli and the entities they control, based on signatures extracted from recorded documents connecting Ashley Trimboli to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references GREGORY NELSON, Barwick Banking Company, and Provident Trust Group, indicating a mix of lending relationships.
How recent is their activity?
Records show activity from 2017 through 2023, with the most recent mortgage recorded in 2023.
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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