Investor Profile - FL
Richard Cassara
Richard Cassara is a real estate investor and operator based in Orlando, FL. Public filings show activity across 57 properties held through 23 holding companies. Recent mortgage relationships include Wells Fargo Bank, Northwestern Mutual, and Walker & Dunlop.
Richard's Activity
As of June 2026, public records show approximately $962.2M in recorded mortgage exposure linked to this investor across at least 25 mortgage filings and 57 properties held through 23 holding companies. Activity appears concentrated in residential and vacant assets recorded between 2017 and 2025.
Associated People
Primary Geography
Orlando, FL
ZIP codes: 33810, 33844, 34748, 32174, and 33908
Most activity in LAKELAND, LEESBURG, HAINES, CHOKOLOSKEE, and OCALA.
Property Type Breakdown
Associated Entities (23)
FL · 1 property · 3 mortgages
FL · 0 properties · 2 mortgages
+21 more entities not shown
Mortgages (25)
Top Lenders
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 06/30/2025 | $17.6M | Open | Northwestern Mutual | HYDE PARK VENTURE IV LLC | 14253 W COLONIAL DR, WINTER GARDEN, FL 34787 |
| 09/08/2023 | $156.1M | Open | Northwestern Mutual | JAMAICA BAY VENTURE III LLC | 15235 S TAMIAMI TRL, FORT MYERS, FL 33908 |
+23 more not shown
Owned Properties (57)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 2309 PEAVINE CIR, LAKELAND, FL 33810 | CYPRESS LAKES INVESTMENTS LLC | Owns - 2 mos | $194k |
| 2265 CYPRESS CROSS LOOP, LAKELAND, FL 33810 | CYPRESS LAKES INVESTMENTS LLC | Owns - 2 mos | $220k |
+55 more not shown
FAQ
What type of real estate does this investor focus on?
Associated mortgages and deeds show activity in residential, vacant, and recreational properties across Orlando, FL.
What companies is Richard Cassara associated with?
Richard Cassara is associated with 23 entities based on extracted signatures from public records. Key entities include MEADOWS VENTURE I LLC, ROLLING GREENS VENTURE I LLC, TAHITI VILLAGE VENTURE I LLC, JAMAICA BAY VENTURE III LLC, and HYDE PARK VENTURE IV LLC.
How many properties are associated with this investor?
At least 57 properties are associated with Richard Cassara and the entities they control, based on signatures extracted from recorded documents connecting Richard Cassara to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references Wells Fargo Bank, Northwestern Mutual, and Walker & Dunlop, indicating a mix of lending relationships.
How recent is their activity?
Records show activity from 2017 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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