Investor profile - MA
Dana Chiles
Dana Chiles is a real estate investor and operator based in Boston-Worcester, MA-NH. Public filings show activity across 16 properties held through 7 holding companies. Recent mortgage relationships include BEE Investments, BEE INV, and BRIGHT HORIZON FINANC.
Dana's Activity
As of December 2025, public records show approximately $37.2M in recorded mortgage exposure linked to this investor across at least 144 mortgage filings and 16 properties held through 7 holding companies. Activity appears concentrated in residential assets recorded between 2010 and 2023.
Associated People
Primary Geography
Boston-Worcester, MA-NH
ZIP codes: 02368, 02655, 02056, 02122, and 02043
Most recorded activity for this investor appears in RANDOLPH, OSTERVILLE, NORFOLK, DORCHESTER, and HINGHAM.
Property Type Breakdown
Associated Entities (7)
MA · 0 properties · 114 mortgages
MA · 0 properties · 21 mortgages
MA · 0 properties · 3 mortgages
+4 more not shown
Mortgages (144)
Top Lenders
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 07/15/2015 | $266k | Open | ATLANTIS MORTGAGE | BLUEROOM LLC | 11 TYLER ST, NORWELL, MA 02061 |
| 05/28/2015 | $283k | Open | Lending Spot | DUXBE LLC | 29 PERRY ST, MIDDLEBORO, MA 02346 |
| 04/08/2015 | $227k | Open | Lending Spot | BLUEROOM LLC | 56 GRANITE RD, MIDDLEBORO, MA 02346 |
+141 more not shown
Owned Properties (16)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 11 TYLER ST, NORWELL, MA 02061 | BLUEROOM LLC | Sold | $269k |
| 29 PERRY ST, MIDDLEBORO, MA 02346 | DUXBE LLC | Sold | $268k |
| 70 PLYMOUTH AVE, MARSHFIELD, MA 02050 | WENDY PUGLIESE | Owns - 11.0 yrs | $360k |
+13 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 Dana Chiles associated with?
Dana Chiles is associated with 7 entities based on extracted signatures from public records. Key entities include CHILES HOLDINGS LTD, BLACK BARON LLC, BLUEROOM LLC, DUXBE LLC, and MAHERAW CORP.
How many properties are associated with this investor?
At least 16 properties are associated with Dana Chiles and the entities they control, based on signatures extracted from recorded documents connecting Dana Chiles to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references BEE Investments, BEE INV, and BRIGHT HORIZON FINANC, indicating a mix of lending relationships.
How recent is their activity?
Records show activity from 2010 through 2023, with the most recent mortgage recorded in 2015.
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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