Investor Profile - MA
Matthew Calkins
Matthew Calkins is a real estate investor and operator based in Boston-Worcester, MA-NH. Public filings show activity across 27 properties held through 14 holding companies. Recent mortgage relationships include Everett Bank, Dedham Savings, and MASSACHUSETTS COOP BK.
Matthew's Activity
As of June 2026, public records show approximately $11.0M in recorded mortgage exposure linked to this investor across at least 14 mortgage filings and 27 properties held through 14 holding companies. Activity appears concentrated in residential and commercial assets recorded between 2015 and 2025.
Associated People
Primary Geography
Boston-Worcester, MA-NH
ZIP codes: 02446, 02465, 02125, 02467, and 02128
Most activity in BROOKLINE, DORCHESTER, WEST NEWTON, CHESTNUT HILL, and EAST BOSTON.
Property Type Breakdown
Associated Entities (14)
MA · 0 properties · 2 mortgages
MA · 4 properties · 1 mortgage
+12 more entities not shown
Mortgages (14)
Top Lenders
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 05/28/2025 | $840k | Open | DIRECT CU | 362 EAST STREET LLC | 362 E ST, DEDHAM, MA 02026 |
| 03/08/2024 | $4.0M | Open | Everett Bank | 820 DC LLC | 820 BLUE HILL AVE #828, DORCHESTER CENTER, MA 02124 |
+12 more not shown
Owned Properties (27)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 362 E ST, DEDHAM, MA 02026 | 362 EAST STREET LLC | Owns - 12 mos | $1.2M |
| 145 AUBURNDALE AVE, WEST NEWTON, MA 02465 | KENYON STREET LLC | Owns - 14 mos | $0 |
+25 more not shown
FAQ
What type of real estate does this investor focus on?
Associated mortgages and deeds show activity in residential and commercial properties across Boston-Worcester, MA-NH.
What companies is Matthew Calkins associated with?
Matthew Calkins is associated with 14 entities based on extracted signatures from public records. Key entities include 18 PARIS STREET LLC, THORNDIKE INVESTMENTS LLC, PETRA DEVELOPMENT LLC, 14 WOLCOTT ROAD LLC, and SIXTY SEVEN CRAWFORD LLC.
How many properties are associated with this investor?
At least 27 properties are associated with Matthew Calkins and the entities they control, based on signatures extracted from recorded documents connecting Matthew Calkins to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references Everett Bank, Dedham Savings, and MASSACHUSETTS COOP BK, 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 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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