Keys-Caldwell, Inc. - Condominium & HOA Management Experts Reviews
Keys-Caldwell, Inc. - Condominium & HOA Management Experts
Keys-Caldwell, Inc. - Condominium & HOA Management Experts, 1162 Indian Hills Blvd, Venice, FL 34293
Keys-Caldwell specializes in managing condominium and homeowner associations in Sarasota County, offering tailored management proposals and CPA-level financial oversight since 1978.
Landlord vs. tenant ratings
Landlord Rating reflects how property owners rate this manager; Tenant Rating reflects how renters rate them. Both are 1–5 star ratings built from verified Google & Yelp reviews, weighted toward recent reviews.
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Rating breakdown
Based on 55 rated reviews from the last 3 years.
Keys-Caldwell, Inc. - Condominium & HOA Management Experts reviews
If I could give 0 I would. I paid my April assessment in person at your office on April 1. It cleared my bank on April 2, and I'm getting notifications that it hasn't been paid. I actually got through to a human a few weeks ago who said she'd look into it, but I've heard nothing back. Today I called again twice. Both times your horrid automated system hung up on me. Responses to some negative reviews say to email james. I've done that too. Figure out where you misplaced my money and give me the credit for my payment.
We’ve had a very positive experience working with Key Caldwell. Their team has been professional, responsive, and easy to work with. They do a great job communicating with residents and addressing concerns in a timely manner. It’s clear they care about the communities they manage and strive to provide quality service. We appreciate their dedication and the support they provide to both boards and homeowners. Highly recommend!
We’ve been working with Keys Caldwell as our HOA property manager for many years. Last summer, KCI was acquired by a new owner who began preparing for improved systems and ways of doing business. The conversion to their new Vantaca management platform at year-end was tough to get through and required patience from our Board and homeowners. But we are now fully past that hurdle and seeing the benefits. KCI’s new team has been responsive, proactive, and focused on bringing stronger structure and support to our community. They’ve helped us modernize operations, improve billing and financial pr…
On behalf of our HOA, I would like to compliment the staff of Keys-Caldwell on their professional response in resolving the many issues that arose as part of the company’s reorganization. All of the facets of providing excellent service to our homeowners and Board of Directors are now in place. We very much appreciate all their efforts and look forward to a long relationship. Sincerely, Steve Carr, President, Windwood Neighborhood Association
Keys-Caldwell has been our association's management company for about 20 years. When Jim Kraut retired a little over a year ago things went south in a hurry. There was substantial personnel turnover & morale had plummeted. Things got so bad at the beginning of 2026, we started looking around at other management companies as our frustration grew w/the new leadership team. However, we had a sit down with James Bradley (new owner) and agreed to try and work through the issues. Over the last couple of months, things have improved markedly. Bringing in Dominic Cirillo and better utilizing existing …
Finally a Management company that does what they say they are going to! very fortunate to have Keys Caldwell compared to the competition in Florida.
Horrible management company - they don’t care about you OR your property. It is literally impossible to get in touch with them via phone because all you get is a bot. If you leave a message, it will never be returned.! If you go in person, you are in line waiting with angry people trying to get answers. HOA‘s, don’t waste your money because they are not worth it. If I could give them a zero, it would be minus 0.
Edit 4/7/26- After leaving an unpleasant message on KC’s voicemail, I did receive a call back the next day. The lady I spoke with was pleasant, helpful and patient. I suggest they make their website and phones more user friendly, and staff more accessible. Perhaps then there will be fewer problems with this company. Original Review- Worst property management company I have ever dealt with. My HOA must be getting a huge discount to work with this disorganized company who make it impossible to speak with a human being. They can’t seem to get their records right either. Despite the fact th…
Literally no service to our HOA or our residents since they were purchased in December 2025.
RUN AWAY The worst company you can have. Not returning any calls. Not returning emails. A bunch of fake workers paid to do nothing from 8 to 5. No manager in charge. When I ask the front desk assistant when the phone was ringing "your not taking the call" she said no. I asked who's taking the calls then and who's returning the voicemail messages if the person in charge of taking the calls do nothing because she is scrolling on her cellphone ? She answered "All of us" that mean none of us and this is exactly what this company is all about. You have to get there and speak loud and clear to have …
HOA payment I made on 12/2/25 (six weeks ago) is still showing unpaid. Other homeowners have the same issue. Many phone calls and emails, and requests have gone unanswered. You only receive an automatically generated email (sometimes). A new President came to a Board meeting to explain "glitches" in the transition to a new system - when homeowners asked for the best way to communicate with them she offered an email - that ends up being the same one I've been sending email and website requests to.!!! Old system before transition showed this payment - new system doesn''t - shouldn't take six…
This has to be the worst of the worst for property management companies. They changed their hosting software to Vantaca on January 1, 2026. They HOA members used to able to do ACH without a fee. Now they charge every way you pay the HOA assessments with the exception of automatic payments from the members' banks and a personal check to a place in Altamonte Springs FL. So I sent in a personal check on Dec. 24, 2025 to the Altamonte Springs address. My check just cleared through the bank on Jan 12, 2026. The back side of the check indicates it was deposited through Southstate Bank on 12/31/2025.…
The absolute worst management company I have ever seen. These people have been trying to implement a new system, that seems like forever! They send an E Mail with the wrong address to send payments to, they still haven’t confirmed the HOA payment numbers , and now I can’t access the web site,. For some reason they have my wife’s E Mail tied to my account, so I can’t sign in, or open a new account. Calling is a joke. If our HOA pays them , they are crazy.
Horrible communication with property owners. Impossible to get answers to important questions. They owe me a month's fees which are 2 months trying to get settled. The office contact, Connie who I had to drive to their office to talk with, has been promising me a check, which is still not processed. Now my calls aren't being returned. They are changing over to a new pay system, which most of our homeowners can't access. We have not received new fees notice for January 1st payment. I will not be paying my one set of HOA dues because they haven't paid me my overdue amount. They supposedl…
The 2.3 stars should be a tell all for anyone thinking of using this management company. I didn’t even want to give them 1 star. They are absolutely horrible in every way. They dropped my community in the middle of a crucial time for us. They took our monthly payment and did absolutely nothing for us for the month they dropped us. They are rude and condescending as well, not at all a company that should be managing any community or anything else for that matter. *In response to your response about our board members, how would you then explain your other reviews then? It seems there is o…
Run from this HOA. The most devious company and employees I have ever had the misfortune of trying to resolve the simplest of issues. All the negative reviews are true and the same thing I've experienced, from blatantly charging erroneous fees on Estoppel letters, to ignoring phone calls, to lying about who is responsible in the office for specific job duties. They will gladly give you the run-around for weeks. If you are selling your property which they are in charge of, better triple check their statements on what you owe prior to closing. This company should be out of business.
This company is an absolute disgrace as is the HOA it represents. They give no guidance whatsoever to the uneducated and abusive HOA board members that it manages. It is sickening that the only recourse is court. You will never get answers from this business, if so they will be wrong and misleading. The website was down for the longest time and no questions were being answered, people were paying their dues and it was not getting posted. The reviews tell tale of the agony this company caused so many with their leadership. I never would post negative reviews, but please spare yourself an…
7 years working with them as our property management company. Wish I could give zero or negative stars! Terrible communication. Takes months and lots of calls and messages sent through the portal to get any sort of response. No one is accountable here. Pathetic that we use this company and pay them dearly for this horrid level of “service” if you can call it that.
Pathetic company. Horrible communication. No one takes accountability. They don't credit payments to proper account, then turn you over to collections and try to destroy your credit. They took double payments from me on two different accounts and credited all money to one account. Thus making it look like I wasn't paying my dues on other account all the while putting my overpayment of $6500 in an account of over payment that I had to request a refund for and try to explain to the collection agency. Thankfully, the collection company agreed with me. Waitng on my refund from Keys-Caldwell
I agree this is the worst and most unprofessional company and I deal with a lot of them can’t wait to get rid of this property of mine