Investor Profile - MA
Stephen Bobola
Stephen Bobola is a real estate investor and operator based in Boston-Worcester, MA-NH. Public filings show activity across 17 properties held through 4 holding companies. Recent mortgage relationships include JEFFREY S RODMAN TR, The Cooperative Bank of Cape Cod, and RESP DEVELOPMENT.
Stephen's Activity
As of June 2026, public records show approximately $5.3M in recorded mortgage exposure linked to this investor across at least 6 mortgage filings and 17 properties held through 4 holding companies. Activity appears concentrated in residential and industrial assets recorded between 2020 and 2025.
Associated People
Primary Geography
Boston-Worcester, MA-NH
ZIP codes: 02639, 02360, 02673, 02664, and 02670
Most activity in DENNIS PORT, YARMOUTH, PLYMOUTH, WEST YARMOUTH, and SOUTH YARMOUTH.
Property Type Breakdown
Associated Entities (4)
MA · 34 properties · 4 mortgages
MA · 2 properties · 1 mortgage
+2 more entities not shown
Mortgages (6)
Top Lenders
$2.7M · 1 loan
$1.7M · 2 loans
$875k · 2 loans
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 04/03/2025 | $2.7M | Open | JEFFREY S RODMAN TR | SAND DOLLAR PROPERTIES LLC | 24 EASY ST #1, DENNIS PORT, MA 02639 |
| 02/05/2025 | $350k | Open | RESP DEVELOPMENT | SAND DOLLAR AT 422 COURT STREET LLC | 422 COURT ST, PLYMOUTH, MA 02360 |
+4 more not shown
Owned Properties (17)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 209 MAIN ST, WEST DENNIS, MA 02670 | SAND DOLLAR AT 209 MAIN ST LLC | Owns - 14 mos | $810k |
| 418 COURT ST #420, PLYMOUTH, MA 02360 | SAND DOLLAR AT 418 420 COURT STREET LLC | Owns - 16 mos | $750k |
+15 more not shown
FAQ
What type of real estate does this investor focus on?
Associated mortgages and deeds show activity in residential, industrial, and commercial properties across Boston-Worcester, MA-NH.
What companies is Stephen Bobola associated with?
Stephen Bobola is associated with 4 entities based on extracted signatures from public records. Key entities include SAND DOLLAR PROPERTIES LLC, SAND DOLLAR AT 418 420 COURT STREET LLC, SAND DOLLAR AT 422 COURT STREET LLC, and SAND DOLLAR AT 209 MAIN ST LLC.
How many properties are associated with this investor?
At least 17 properties are associated with Stephen Bobola and the entities they control, based on signatures extracted from recorded documents connecting Stephen Bobola to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references JEFFREY S RODMAN TR, The Cooperative Bank of Cape Cod, and RESP DEVELOPMENT, indicating a mix of lending relationships.
How recent is their activity?
Records show activity from 2020 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.
Elementix is not a consumer reporting agency, and this information does not constitute a consumer report. The data may not be used to make decisions about an individual's eligibility for personal credit, consumer housing, employment, insurance, or any other purpose governed by the Fair Credit Reporting Act.
Elementix may suppress certain contact indicators where legally required or where appropriate for safety or privacy reasons. Requests for removal, suppression, or correction of information must be submitted to [email protected]. Elementix reviews such requests only where required by applicable law. General objections or unsupported demands do not create a removal obligation.