Investor Profile - MA
John Caldwell
John Caldwell is a real estate investor and operator based in Boston-Worcester, MA-NH. Public filings show activity across 22 properties held through 10 holding companies. Recent mortgage relationships include First Citizens Bank, SECURIAN LIFE INS, and UNITED OF OMAHA LIFE.
John's Activity
As of June 2026, public records show approximately $73.1M in recorded mortgage exposure linked to this investor across at least 7 mortgage filings and 22 properties held through 10 holding companies. Activity appears concentrated in office and residential assets recorded between 2015 and 2025.
Associated People
Primary Geography
Boston-Worcester, MA-NH
ZIP codes: 01742, 01826, 02453, 02129, and 01832
Most activity in CONCORD, DRACUT, BOSTON, WALTHAM, and CHARLESTOWN.
Property Type Breakdown
Associated Entities (10)
MA · 0 properties · 2 mortgages
MA · 0 properties · 2 mortgages
+8 more entities not shown
Mortgages (7)
Top Lenders
$43.4M · 2 loans
$17.0M · 1 loan
$6.8M · 1 loan
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 11/09/2022 | $22.8M | Open | First Citizens Bank | AP CONCORD 530 OWNER LLC | 530 VIRGINIA RD, CONCORD, MA 01742 |
| 11/30/2021 | $17.0M | Open | SECURIAN LIFE INS | PIP1 HAVERHILL LLC | 20 COMPUTER DR #24, HAVERHILL, MA 01832 |
+5 more not shown
Owned Properties (22)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 18 CONGRESS AVE #3, CHELSEA, MA 02150 | JOHN CALDWELL | Owns - 2.9 yrs | $489k |
| 561 VIRGINIA RD, CONCORD, MA 01742 | SILICON VALLEY BANK | Sold | $22.8M |
+20 more not shown
FAQ
What type of real estate does this investor focus on?
Associated mortgages and deeds show activity in office, residential, and industrial properties across Boston-Worcester, MA-NH.
What companies is John Caldwell associated with?
John Caldwell is associated with 10 entities based on extracted signatures from public records. Key entities include AP CONCORD 555 OWNER LLC, AP CONCORD 530 OWNER LLC, PARADIGM CLOCK LLC, PIP1 HAVERHILL LLC, and APCA HARBOR SEAFOOD LLC.
How many properties are associated with this investor?
At least 22 properties are associated with John Caldwell and the entities they control, based on signatures extracted from recorded documents connecting John Caldwell to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references First Citizens Bank, SECURIAN LIFE INS, and UNITED OF OMAHA LIFE, indicating a mix of lending relationships.
How recent is their activity?
Records show activity from 2015 through 2025, with the most recent mortgage recorded in 2022.
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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