Investor profile - MA

Ryan Sillery

Ryan Sillery is a real estate investor and operator based in Boston-Worcester, MA-NH. Public filings show activity across 74 properties held through 18 holding companies. Recent mortgage relationships include MutualOne Bank, CLEAN JOE, and Crowd Lending.

Contact info available

Ryan's Activity

As of December 2025, public records show approximately $175.8M in recorded mortgage exposure linked to this investor across at least 42 mortgage filings and 74 properties held through 18 holding companies. Activity appears concentrated in residential and vacant assets recorded between 2014 and 2025.

Primary Geography

Boston-Worcester, MA-NH

ZIP codes: 02127, 02131, 02043, 02493, and 02109

Most recorded activity for this investor appears in BOSTON, ROSLINDALE, HINGHAM, WESTON, and ABINGTON.

Property Type Breakdown

Residential93%
Vacant7%

Associated Entities (18)

TIC TACK TOE LLC

MA · 0 properties · 12 mortgages

active
Incorporated on 05/31/2022 in MAMailing Address: 218 WILLARD STREET, SUITE 302, QUINCY, 02169, MA, USA
232 OLD COLONY LP

MA · 0 properties · 6 mortgages

branch
Incorporated on 12/12/2014 in MAMailing Address: C/O 232 OLD COLONY GP LLC, 300 A STREET, SUITE 101, BOSTON, 02210, MA, USA
CPC 156 EAST LLC

MA · 1 property · 4 mortgages

active
Incorporated on 10/21/2020 in MAMailing Address: 218 WILLARD STREET, SUITE 302, QUINCY, 02169, MA, USA

+15 more not shown

Mortgages (42)

DateAmountStatusLenderBorrowerAddress
09/11/2025$1.3MOpenCAPITAL RESOURCESTIC TACK TOE LLC13 FAWN LN,
NANTUCKET, MA 02554
04/30/2024$200kOpenNIELLO CAPITALREGAL SWORD CONSTRUCTION LLC43 CLUBHOUSE DR,
HINGHAM, MA 02043
04/18/2024$0OpenMutualOne BankREGAL SWORD CONSTRUCTION LLC43 CLUBHOUSE DR,
HINGHAM, MA 02043

+39 more not shown

Owned Properties (74)

AddressDeeded ownerStatusConsideration
14 W BROADWAY,
BOSTON, MA 02127 120
PATRICK CROWESold$214k
241 GLEN RD,
WESTON, MA 02493
-Sold$107k
232 OLD COLONY AVE,
BOSTON, MA 02127 101, 202, 303
MICHAEL ALBASold$182k

+71 more not shown

FAQ

What type of real estate does this investor focus on?

Associated mortgages and deeds show activity in residential and vacant properties across Boston-Worcester, MA-NH.

What companies is Ryan Sillery associated with?

Ryan Sillery is associated with 18 entities based on extracted signatures from public records. Key entities include TIC TACK TOE LLC, 232 OLD COLONY LP, CPC 156 EAST LLC, CPC 241 GLEN LLC, and REGAL SWORD CONSTRUCTION LLC.

How many properties are associated with this investor?

At least 74 properties are associated with Ryan Sillery and the entities they control, based on signatures extracted from recorded documents connecting Ryan Sillery to the entities.

Which lenders has this investor worked with?

Recent mortgage activity references MutualOne Bank, CLEAN JOE, and Crowd Lending, indicating a mix of lending relationships.

How recent is their activity?

Records show activity from 2014 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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