Investor profile - MA

Kenneth Cunningham

Kenneth Cunningham is a real estate investor and operator based in Boston-Worcester, MA-NH. Public filings show activity across 21 properties held through 46 holding companies. Recent mortgage relationships include MANSFIELD COOPERATIVE BANK, Bluestone Bank, and Rockland Trust.

Contact info available

Kenneth's Activity

As of December 2025, public records show approximately $16.4M in recorded mortgage exposure linked to this investor across at least 9 mortgage filings and 21 properties held through 46 holding companies. Activity appears concentrated in residential and misc assets recorded between 2015 and 2025.

Primary Geography

Boston-Worcester, MA-NH

ZIP codes: 02021, 02467, 01776, 02452, and 02026

Most recorded activity for this investor appears in CANTON, BOSTON, CHESTNUT HILL, SUDBURY, and WALTHAM.

Property Type Breakdown

Residential82%
Misc18%

Associated Entities (46)

SKJC LLC

MA · 0 properties · 3 mortgages

active
Incorporated on 05/29/2001 in MAMailing Address: 201 BEECH ST., ROSLINDALE, 02131, MA, USA
KENNETH E CUNNINGHAM TRUSTEE OF THE 21 BENNETT CIRCLE REALTY TRUST

MA · 0 properties · 1 mortgage

KENNETH E CUNNINGHAM TRUSTEE OF THE 18 ELDOR DRIVE REALTY TRUST

MA · 0 properties · 1 mortgage

+43 more not shown

Mortgages (9)

Top Lenders

MANSFIELD COOPERATIVE BANK
MANSFIELD COOPERATIVE BANK

$7.0M · 4 loans

Bluestone Bank
Bluestone Bank

$6.1M · 1 loan

Rockland Trust
Rockland Trust

$1.9M · 1 loan

DateAmountStatusLenderBorrowerAddress
05/17/2023$6.1MOpenBluestone BankKECKJM LLC-
01/31/2020$1.3MOpenMANSFIELD COOPERATIVE BANKZLJC LLC15 CENTRAL ST,
BRAINTREE, MA 02184
01/31/2020$1.2MOpenMANSFIELD COOPERATIVE BANKSKJC LLC10 BASSWOOD AVE,
NORTH ATTLEBORO, MA 02760

+6 more not shown

Owned Properties (21)

AddressDeeded ownerStatusConsideration
511 GROVE ST,
NEWTON, MA 02462
ROCKLAND TRUST COOwns - 2.3 yrs$1.9M
142 SUMMER ST,
ARLINGTON, MA 02474
-Sold$0
14 SUMMER ST,
MALDEN, MA 02148
MIDDLESEX SAVINGS BANKSold$160k

+18 more not shown

FAQ

What type of real estate does this investor focus on?

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

What companies is Kenneth Cunningham associated with?

Kenneth Cunningham is associated with 46 entities based on extracted signatures from public records. Key entities include SKJC LLC, KENNETH E CUNNINGHAM TRUSTEE OF THE 21 BENNETT CIRCLE REALTY TRUST, KENNETH E CUNNINGHAM TRUSTEE OF THE 18 ELDOR DRIVE REALTY TRUST, KECKJM LLC, and KENNETH E CUNNINGHAM TRUSTEE OF THE 173 DURNELL AVE REALTY TRUST.

How many properties are associated with this investor?

At least 21 properties are associated with Kenneth Cunningham and the entities they control, based on signatures extracted from recorded documents connecting Kenneth Cunningham to the entities.

Which lenders has this investor worked with?

Recent mortgage activity references MANSFIELD COOPERATIVE BANK, Bluestone Bank, and Rockland Trust, 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 2023.

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.

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