Investor profile - MT
Gary Oakland
Gary Oakland is a real estate investor and operator based in Billings, MT. Public filings show activity across 49 properties held through 17 holding companies. Recent mortgage relationships include Stockman Bank, First Interstate Bank, and HIGH SIERRA II.
Gary's Activity
As of December 2025, public records show approximately $124.5M in recorded mortgage exposure linked to this investor across at least 387 mortgage filings and 49 properties held through 17 holding companies. Activity appears concentrated in residential and misc assets recorded between 2010 and 2025.
Primary Geography
Billings, MT
ZIP codes: 59404, 59106, 59105, 59101, and 59405
Most recorded activity for this investor appears in BILLINGS and GREAT FALLS.
Property Type Breakdown
Associated Entities (17)
MT · 30 properties · 371 mortgages
MT · 0 properties · 175 mortgages
MT · 24 properties · 142 mortgages
+14 more not shown
Mortgages (387)
Top Lenders
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 12/05/2025 | $76k | Open | INFINITY HOME | HIGH SIERRA II INC | 175 N 27TH ST, BILLINGS, MT 59101 |
| 10/27/2025 | $816k | Open | Stockman Bank | CASCADE COMMUNITIES LLC | 1000 44TH AVE NE, GREAT FALLS, MT 59404 |
| 06/23/2025 | $1.0M | Open | Stockman Bank | INFINITY HOME LLC | - |
+384 more not shown
Owned Properties (49)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 1005 44TH AVE NE, GREAT FALLS, MT 59404 | CASCADE COMMUNITES LLC | Owns - 8 mos | $0 |
| 1101 44TH AVE NE, GREAT FALLS, MT 59404 | CASCADE COMMUNITES LLC | Owns - 8 mos | $0 |
| 904 44TH AVE NE, GREAT FALLS, MT 59404 | CASCADE COMMUNITES LLC | Owns - 8 mos | $0 |
+46 more not shown
FAQ
What type of real estate does this investor focus on?
Associated mortgages and deeds show activity in residential, misc, and vacant properties across Billings, MT.
What companies is Gary Oakland associated with?
Gary Oakland is associated with 17 entities based on extracted signatures from public records. Key entities include INFINITY HOME LLC, MEADOWLARK RANCH INC, OAKLAND BUILT HOMES INC, HIGH SIERRA II INC, and COPPER RIDGE DEVELOPMENT CORP.
How many properties are associated with this investor?
At least 49 properties are associated with Gary Oakland and the entities they control, based on signatures extracted from recorded documents connecting Gary Oakland to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references Stockman Bank, First Interstate Bank, and HIGH SIERRA II, indicating a mix of lending relationships.
How recent is their activity?
Records show activity from 2010 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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