Investor profile - MA
Richard Otoole
Richard Otoole is a real estate investor and operator based in Boston-Worcester, MA-NH. Public filings show activity across 9 properties held through 10 holding companies. Recent mortgage relationships include Pacific Life, Santander Bank, and BANK OF AMERICA NA AS AGENT.
Richard's Activity
As of December 2025, public records show approximately $986.1M in recorded mortgage exposure linked to this investor across at least 12 mortgage filings and 9 properties held through 10 holding companies. Activity appears concentrated in residential assets recorded between 2015 and 2025.
Primary Geography
Boston-Worcester, MA-NH
ZIP codes: 02114 and 02118
Most recorded activity for this investor appears in BOSTON.
Property Type Breakdown
Associated Entities (10)
MA · 2 properties · 4 mortgages
MA · 0 properties · 2 mortgages
MA · 0 properties · 2 mortgages
+7 more not shown
Mortgages (12)
Top Lenders
$360.0M · 1 loan
$280.3M · 2 loans
$157.5M · 1 loan
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 05/01/2024 | $280k | Open | Santander Bank | 22 DRYDOCK LLC | 22 DRYDOCK AVE, BOSTON, MA 02210 |
| 05/01/2024 | $280.0M | Open | Santander Bank | 22 DRYDOCK LLC | 22 DRYDOCK AVE, BOSTON, MA 02210 |
| 11/21/2022 | $29.1M | Open | M&T Realty Capital Corporation | RELATED VILLAGE PARK LLC | 497 E PLEASANT ST, AMHERST, MA 01002 |
+9 more not shown
Owned Properties (9)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 142 CHARLES ST, BOSTON, MA 02114 24 | STEPHEN KNIGHT AND ELIZABETH KNIGHT AS TRUSTEES OF THE 92 MT VERNON STREET REALTY TRUST | Sold | $250k |
| 142 CHARLES ST, BOSTON, MA 02114 24 | MORAG WEMYSSDUNN | Sold | $500k |
| 142 CHARLES ST, BOSTON, MA 02114 24 | EARL LEWIS | Sold | $350k |
+6 more not shown
FAQ
What type of real estate does this investor focus on?
Associated mortgages and deeds show activity in residential properties across Boston-Worcester, MA-NH.
What companies is Richard Otoole associated with?
Richard Otoole is associated with 10 entities based on extracted signatures from public records. Key entities include SOUTH END 10 LLC, 22 DRYDOCK LLC, RBK II TENANT LLC, RELATED VILLAGE PARK LLC, and RREF II DRYDOCK LLC.
How many properties are associated with this investor?
At least 9 properties are associated with Richard Otoole and the entities they control, based on signatures extracted from recorded documents connecting Richard Otoole to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references Pacific Life, Santander Bank, and BANK OF AMERICA NA AS AGENT, 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 2024.
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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