Investor profile - MA

Ben Oshaughnessy

Ben Oshaughnessy is a real estate investor and operator based in New York City, NY-NJ-CT. Public filings show activity across 4 properties held through 3 holding companies. Recent mortgage relationships include LEE BANK.

Contact info available

Ben's Activity

As of December 2025, public records show approximately $2.8M in recorded mortgage exposure linked to this investor across at least 7 mortgage filings and 4 properties held through 3 holding companies. Activity appears concentrated in commercial and multifamily assets recorded between 2021 and 2023.

Primary Geography

New York City, NY-NJ-CT

ZIP codes: 01201

Most recorded activity for this investor appears in PITTSFIELD.

Property Type Breakdown

Commercial50%
Multifamily25%
Vacant25%

Associated Entities (3)

CH 101 LLC

MA · 2 properties · 4 mortgages

active
Incorporated on 01/03/2022 in MAMailing Address: 97 E. HOUSATONIC STREET, PITTSFIELD, 01201, MA, USA
45 PINE STREET LLC

MA · 4 properties · 2 mortgages

active
Incorporated on 02/04/2021 in MAMailing Address: PO BOX 3491, PITTSFIELD, 01202, MA, USA
252 FIRST STREET LLC

MA · 1 property · 1 mortgage

active
Incorporated on 09/29/2020 in MAMailing Address: P.O. BOX 3491, PITTSFIELD, 01202, MA, USA

Mortgages (7)

DateAmountStatusLenderBorrowerAddress
08/15/2023$274kOpenLEE BANKCH 101 LLC106 WENDELL AVE,
PITTSFIELD, MA 01201
08/03/2022$220kOpenLEE BANK252 FIRST STREET LLC252 1ST ST,
PITTSFIELD, MA 01201
01/05/2022$700kOpenLEE BANKCH 101 LLC101 E HOUSATONIC ST,
PITTSFIELD, MA 01201

+4 more not shown

Owned Properties (4)

AddressDeeded ownerStatusConsideration
106 WENDELL AVE,
PITTSFIELD, MA 01201
CH 101 LLCOwns - 2.4 yrs$365k
101 E HOUSATONIC ST,
PITTSFIELD, MA 01201
CH 101 LLCOwns - 4.0 yrs$948k
45 PINE ST,
PITTSFIELD, MA 01201
45 PINE STREET LLCOwns - 4.8 yrs$170k

+1 more not shown

FAQ

What type of real estate does this investor focus on?

Associated mortgages and deeds show activity in commercial, multifamily, and vacant properties across New York City, NY-NJ-CT.

What companies is Ben Oshaughnessy associated with?

Ben Oshaughnessy is associated with 3 entities based on extracted signatures from public records. Key entities include CH 101 LLC, 45 PINE STREET LLC, and 252 FIRST STREET LLC.

How many properties are associated with this investor?

At least 4 properties are associated with Ben Oshaughnessy and the entities they control, based on signatures extracted from recorded documents connecting Ben Oshaughnessy to the entities.

Which lenders has this investor worked with?

Recent mortgage activity references LEE BANK, indicating a mix of lending relationships.

How recent is their activity?

Records show activity from 2021 through 2023, 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.

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