Investor profile - FL
Robert Montgomery
Robert Montgomery is a real estate investor and operator based in Orlando, FL. Public filings show activity across 13 properties held through 25 holding companies. Recent mortgage relationships include Hancock Whitney Bank, Byline Bank, and Live Oak Bank.
Robert's Activity
As of December 2025, public records show approximately $17.6M in recorded mortgage exposure linked to this investor across at least 26 mortgage filings and 13 properties held through 25 holding companies. Activity appears concentrated in residential and commercial assets recorded between 2014 and 2025.
Associated People
Primary Geography
Orlando, FL
ZIP codes: 32541, 32250, 32533, 32776, and 33020
Most recorded activity for this investor appears in DESTIN, SUN CITY CENTER, HOMESTEAD, SORRENTO, and TAMPA.
Property Type Breakdown
Associated Entities (25)
FL · 0 properties · 138 mortgages
FL · 1 property · 8 mortgages
FL · 26 properties · 4 mortgages
+22 more not shown
Mortgages (26)
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 09/10/2025 | $1.3M | Open | Hancock Whitney Bank | GREAT WINE VENTURES LLC | 541 HARBOR BLVD, DESTIN, FL 32541 |
| 04/10/2024 | $360k | Open | First Horizon Bank | MONTY REAL ESTATE LLC | 175 N INDUSTRIAL LOOP, LABELLE, FL 33935 |
| 02/09/2024 | $800k | Open | KRILL SUZANNE | 913 N LIME AVE LLC | 913 N LIME AVE, SARASOTA, FL 34237 |
+23 more not shown
Owned Properties (13)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 530 MOUNTAIN DR, DESTIN, FL 32541 | GREAT WINE VENTURES LLC | Sold | $425k |
| 534 MOUNTAIN DR, DESTIN, FL 32541 | GREAT WINE VENTURES LLC | Sold | $1.5M |
| 541 HARBOR BLVD, DESTIN, FL 32541 | GREAT WINE VENTURES LLC | Owns - 5.4 yrs | $716k |
+10 more not shown
FAQ
What type of real estate does this investor focus on?
Associated mortgages and deeds show activity in residential, commercial, and vacant properties across Orlando, FL.
What companies is Robert Montgomery associated with?
Robert Montgomery is associated with 25 entities based on extracted signatures from public records. Key entities include DISNEY VACATION DEVELOPMENT LLC, GREAT WINE VENTURES LLC, RCM PROPERTIES LLC, MONTY REAL ESTATE LLC, and ELDERS OF SORRENTO ALF LLC.
How many properties are associated with this investor?
At least 13 properties are associated with Robert Montgomery and the entities they control, based on signatures extracted from recorded documents connecting Robert Montgomery to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references Hancock Whitney Bank, Byline Bank, and Live Oak Bank, indicating a mix of lending relationships.
How recent is their activity?
Records show activity from 2014 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.
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