Investor Profile - MA
David Pennybaker
David Pennybaker is a real estate investor and operator based in Boston-Worcester, MA-NH. Public filings show activity across 1,022 properties held through 43 holding companies. Recent mortgage relationships include Village Bank, Winchester Savings Bank, and Cardinal Capital Group.
David's Activity
As of June 2026, public records show approximately $29.8M in recorded mortgage exposure linked to this investor across at least 83 mortgage filings and 1,022 properties held through 43 holding companies. Activity appears concentrated in residential and exempt assets recorded between 2015 and 2026.
Associated People
Primary Geography
Boston-Worcester, MA-NH
ZIP codes: 02465, 02458, 02453, 02466, and 02460
Most activity in WEST NEWTON, WALTHAM, NEWTON, AUBURNDALE, and NEWTONVILLE.
Property Type Breakdown
Associated Entities (43)
MA · 2 properties · 13 mortgages
MA · 1 property · 7 mortgages
+41 more entities not shown
Mortgages (83)
Top Lenders
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 10/27/2025 | $600k | Open | Guaranteed Rate Affinity, LLC | IMPERIAL HOME DEVELOPMENT LLC | 10 FOUNDRY AVE, WALTHAM, MA 02453 |
| 10/11/2024 | $200k | Closed | Winchester Savings Bank | 73 CLOVERDALE ROAD REALTY LLC | 71 CLOVERDALE RD, NEWTON HIGHLANDS, MA 02461 |
+81 more not shown
Owned Properties (1,022)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 10 FOUNDRY AVE #12, WALTHAM, MA 02453 | IMPERIAL HOME DEVELOPMENT LLC | Owns - 7 mos | $800k |
| 111 ADAMS ST, CLINTON, MA 01510 | VILLAGE BANK | Owns - 10 mos | $450k |
+1020 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 David Pennybaker associated with?
David Pennybaker is associated with 43 entities based on extracted signatures from public records. Key entities include VESUVIUS REALTY DEVELOPMENT LLC, 956 WALNUT STREET LLC, CORSI REALTY LLC, 962 WALNUT STREET LLC, and 41 CENTRAL AVE LLC.
How many properties are associated with this investor?
At least 1,022 properties are associated with David Pennybaker and the entities they control, based on signatures extracted from recorded documents connecting David Pennybaker to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references Village Bank, Winchester Savings Bank, and Cardinal Capital Group, indicating a mix of lending relationships.
How recent is their activity?
Records show activity from 2015 through 2026, 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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