Article Courtesy of
WFTV Channel 9 Orlando
By Karla Ray
Published September 29, 2020
OSCEOLA COUNTY — 9 Investigates uncovered similar allegations of theft from a
different community against a former property manager now facing fraud charges.
investigative reporter Karla Ray has taken you every step of
the way through the turmoil at Turnberry Reserve in
Kissimmee that led to property manager Sherry Raposo being
arrested for allegedly stealing HOA money to bail out her
boyfriend when he was facing charges in North Carolina.
Now, homeowners at a different community in Seminole County
are asking investigators to reopen a different investigation
into Raposo and thousands of dollars that were moved from a
separate HOA bank account.
Sherry Raposo was once the property
manager for Wintergreen at Winter Park off of State Road 436
in Casselberry. After a similar HOA board takeover there,
records pointed to questionable account transfers, and a
Casselberry police investigation into possible theft made it
all the way to a conversation with prosecutors.
With income properties at Wintergreen at Winter Park, Joann Marks fought to
sit on the HOA board after she and others saw problems in 2017. That led to
a legal battle with the community’s former property manager, Management 35
Firm owner Sherry Raposo.
“During the court battle, the records were requested, and we got some we
never got all,” Marks said. “They kept saying we had them all, but obviously
we didn’t because, later on, that invoice pops up.”
Marks is referring to an invoice produced by Raposo for Casselberry police
after Marks raised questions about $14,400 taken out of the HOA account and
deposited into a Management 35 Firm account, which happened without being
reflected in meeting minutes.
“We were asking, ‘What’s this $14,400?’ Nobody would give us an answer,”
9 Investigates reviewed the case notes from CPD. Financial crimes
investigators followed all of the money and confirmed Raposo moved the
thousands of dollars into her business or personal accounts. Eventually,
Raposo submitted an invoice which “reflected a number of fees to include 320
hours of management labor costs, which included check input to homeowner
accounts, ledger updating, contacting all prior vendors to obtain copies of
checks and contracts and per the email rebuilding the HOA.”
The only witness to vouch for Raposo, the community’s former HOA President,
changed his story from not knowing anything about the money to claiming he
authorized the payment.
“Where are the checks? They’re part of HOA records. They have to be. That’s
by law,” Marks said. “Anything that’s done, the ledgers, the checks are HOA
records, and they were never given to us.”
In light of Raposo’s most recent arrest, we asked CPD whether they’d reopen
the case. In fact, the information reviewed by Osceola County financial
crimes investigators included documents from the CPD case.
In an email, Casselberry Police told us, “What the case really boiled down
to was who had the authority to make the moves. Due to the tumultuous state
of affairs among the opposing groups within the HOA it was unclear if
criminal theft occurred.”
“I firmly believe she hasn’t proven that she earned it, so that’s all I’m
saying,” Marks said. “You transfer money out of an account into your own
account, and you have no proof you did the work; you only have the say so of
a man the month prior claims he didn’t know anything about it. That seems
very suspicious to me. That’s how I feel about it.”