Investor Profile - MA
Timothy Caraboolad
Timothy Caraboolad is a real estate investor and operator based in Boston-Worcester, MA-NH. Public filings show activity across 20 properties held through 11 holding companies. Recent mortgage relationships include NORTHERN BK AND TR, MARTHAS VINEYARD SB, and Hingham Savings.
Timothy's Activity
As of June 2026, public records show approximately $8.3M in recorded mortgage exposure linked to this investor across at least 9 mortgage filings and 20 properties held through 11 holding companies. Activity appears concentrated in residential and exempt assets recorded between 2015 and 2022.
Associated People
Primary Geography
Boston-Worcester, MA-NH
ZIP codes: 02118, 02115, 02539, 02116, and 02062
Most activity in BOSTON, EDGARTOWN, NORWOOD, and AUBURN.
Property Type Breakdown
Associated Entities (11)
MA · 0 properties · 2 mortgages
MA · 0 properties · 2 mortgages
+9 more entities not shown
Mortgages (9)
Top Lenders
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 10/13/2017 | $475k | Closed | Hingham Savings | 11 RUTLAND LLC | 11 RUTLAND SQ, BOSTON, MA 02118 |
| 02/15/2017 | $350k | Open | NORTHERN BK AND TR | 6 UNION PARK LLC | 6 UNION PARK, BOSTON, MA 02118 |
+7 more not shown
Owned Properties (20)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 37 COOLIDGE ST, AUBURN, MA 01501 | NATIVE SUN WELLNESS INC | Sold | $0 |
| 99 WESTOVER PKWY, NORWOOD, MA 02062 | TIMOTHY CARABOOLAD | Sold | $850k |
+18 more not shown
FAQ
What type of real estate does this investor focus on?
Associated mortgages and deeds show activity in residential, exempt, and commercial properties across Boston-Worcester, MA-NH.
What companies is Timothy Caraboolad associated with?
Timothy Caraboolad is associated with 11 entities based on extracted signatures from public records. Key entities include 11 RUTLAND LLC, 6 UNION PARK LLC, 90 WALTHAM LLC, DJREI LLC, and 287 SHAWMUT REALTY LLC.
How many properties are associated with this investor?
At least 20 properties are associated with Timothy Caraboolad and the entities they control, based on signatures extracted from recorded documents connecting Timothy Caraboolad to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references NORTHERN BK AND TR, MARTHAS VINEYARD SB, and Hingham Savings, indicating a mix of lending relationships.
How recent is their activity?
Records show activity from 2015 through 2022, with the most recent mortgage recorded in 2017.
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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