Investor profile - FL
Deborah Lester
Deborah Lester is a real estate investor and operator based in Orlando, FL. Public filings show activity across 5 properties held through 11 holding companies. Recent mortgage relationships include STATE FARM BANK, Berkadia Commercial Mortgage LLC, and C III COMMERCIAL MORTGAGE.
Deborah's Activity
As of December 2025, public records show approximately $34.0M in recorded mortgage exposure linked to this investor across at least 15 mortgage filings and 5 properties held through 11 holding companies. Activity appears concentrated in multifamily and residential assets recorded between 2012 and 2025.
Associated People
Primary Geography
Orlando, FL
ZIP codes: 33579, 32210, 33629, and 33880
Most recorded activity for this investor appears in RIVERVIEW, TAMPA, WINTER HAVEN, and JACKSONVILLE.
Property Type Breakdown
Associated Entities (11)
FL · 15 properties · 28 mortgages
FL · 1 property · 3 mortgages
FL · 1 property · 3 mortgages
+8 more not shown
Mortgages (15)
Top Lenders
$14.0M · 1 loan
$9.0M · 1 loan
$9.0M · 1 loan
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 08/23/2019 | $1.8M | Closed | Crews Bank & Trust | SOUTHERN CROSSING LLC | - |
| 06/21/2018 | $650k | Closed | Crews Bank & Trust | MYSTERIOUS PINK APARTMENTS LLC | - |
| 04/09/2018 | $250k | Closed | NVR Mortgage Finance | MYSTERIOUS PINK APARTMENTS LLC | - |
+12 more not shown
Owned Properties (5)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 13208 FAWN LILY DR, RIVERVIEW, FL 33579 | MATTHEW LESTER | Owns - 9.1 yrs | $486k |
| 3002 W SITIOS ST, TAMPA, FL 33629 | OAKLEY RHINEHART CASSIDY LLC | Owns - 10.5 yrs | $500k |
| 200 CYPRESS GARDENS BLVD, WINTER HAVEN, FL 33880 | CAS HOLDINGS LLC | Owns - 10.6 yrs | $0 |
+2 more not shown
FAQ
What type of real estate does this investor focus on?
Associated mortgages and deeds show activity in multifamily, residential, and commercial properties across Orlando, FL.
What companies is Deborah Lester associated with?
Deborah Lester is associated with 11 entities based on extracted signatures from public records. Key entities include OAKLEY RHINEHART CASSIDY LLC, LAKEVILLE PARTNERS LLC, MYSTERIOUS PINK APARTMENTS LLC, RHO GROUP LLC, and RHO INVESTORS LLC.
How many properties are associated with this investor?
At least 5 properties are associated with Deborah Lester and the entities they control, based on signatures extracted from recorded documents connecting Deborah Lester to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references STATE FARM BANK, Berkadia Commercial Mortgage LLC, and C III COMMERCIAL MORTGAGE, indicating a mix of lending relationships.
How recent is their activity?
Records show activity from 2012 through 2025, with the most recent mortgage recorded in 2019.
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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