1. Hales Property Management

1. Hales Property Management

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Chicago, IL

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Hales Property Management

3.8 (122 reviews)
Open 8:30 am - 5:00 pm

Services - Hales Property Management

Buyer's agent

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Since my previous review, the misconduct and neglect by Hales Property Management have only continued--and worsened. Despite being a licensed property management company that should be guiding condominium boards in compliance with the law, Hales has allowed repeated abuses by the Madison Manor Condominium Association to go unchecked. They have stood by as the Board retaliated against me for raising legitimate concerns, withheld services like window washing from my unit for multiple years, altered recorded documents to target me, and misrepresented key property boundaries--ignoring even official City of Chicago delineation maps and sidewalk surveys. In 2023, my unit's windows were only washed after repeated requests. In 2024, the service was never completed at all. In 2025, it again was ignored until I was forced to send a FedEx letter with signature confirmation. Hales was made aware of this each time and did nothing to intervene or correct the issue. That is not professional property management--it's active neglect and complicity. Even more concerning, Hales supported or enabled the Board's retaliation by restricting my access to the association's payment and communication portal, ignoring my formal requests to investigate rule violations, and continuing to provide no justification for their inaction. This was again restricted after my recent complaint regarding window issues. Hales knows better. As a licensed firm, they have a duty under Illinois law to prevent abuse and ensure transparency. Instead, they are shielding misconduct, wasting association funds on legal defense for indefensible actions, and refusing to provide documents that all unit owners are legally entitled to under the Condominium Property Act. If you are experiencing similar issues with Hales or another management firm, I strongly encourage you to submit a formal complaint to the Illinois Department of Financial and Professional Regulation (IDFPR). Hales must be held accountable before more owners are harmed by their inaction and complicity.

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5 months ago

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Rachel P.

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2 months ago

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Rachel P.

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3 months ago

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Rachel P.

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2 months ago

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Rachel P.

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10 months ago

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Rachel P.

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1 year ago

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Rachel P.

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9 months ago

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Rachel P.

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1 year ago

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Rachel P.

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1 year ago

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Rachel P.

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5 months ago

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Rachel P.

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1 year ago

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Rachel P.

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8 months ago

534-52 W Brompton Ave Condos have been without hot water for 7 days since November 24th. Hales Property Management has completely failed!

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Rachel P.

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9 months ago

Juan Monroig is very professional, reliable and easy to work with. Always on top of things, always return calls.

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Rachel P.

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10 months ago

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11 months ago

The issue was addressed and fixed to my satisfaction. Thanks Juan for your assistance

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2 years ago

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Rachel P.

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2 years ago

Ariel was the perfect contact for my project management needs. She was professional and easy to work with.

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Rachel P.

Thank you for your wonderful feedback of Ariel!

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1 year ago

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2 years ago

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2 years ago

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1 year ago

Chrissy is a great manager for our properties and bringing in new tenants. Takes the hardest parts out of ownership.

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2 years ago

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2 years ago

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Rachel P.

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2 years ago

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2 years ago

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Rachel P.

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2 years ago

Property manager and assistant are responsive and understanding, which I am so grateful for and find hard to come by these days

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2 years ago

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2 years ago

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4 years ago

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3 years ago

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4 years ago

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3 years ago

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2 years ago

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5 years ago

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Keith H.

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2 years ago

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Rachel P.

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6 years ago

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Rebecca H.

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2 years ago

Highly recommend! Hales is a great management team that is responsive and genuinely cares about their clients!

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2 years ago

Mary Claire was so helpful, kind, intelligent, resourceful, and got the job DONE! never using anyone besides her again!

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2 years ago

I cannot say enough great things about Hales. Amazing communication and always willing to help in anyway they can. Highly recommend them!

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2 years ago

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Page 1 of 4

Hales Property Management Reviews in Other Languages

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Review Highlights - Hales Property Management

Hales has provided professional and responsive property management services for my HOA for almost 10 years.

Mentioned in 12 reviews

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Metropolitan Rental Corporation - 525 W Arlington Pl courtyard

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(93 reviews)

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Review for the Building at 525 W Arlington Place and for Aaron with Metropolitan Rental Corp…read more I have lived in 4 different buildings around Chicago and this was by far the most pleasant and easy living experience I have had. I have loved living in the building and working with Aaron. I would recommend him to anyone. Working with Aaron: - Hands down, Aaron has been the best, most accommodating and helpful Building Manager I have ever worked with. - Texting or emailing him always resulted in my questions being answered quickly. - He told me how everything was flat out, without additional selling or sleezyness that I have seen with other building managers. - I ended up having to move out of the building before my lease was up (Not because I wanted to! I would have stayed for years) and Aaron went above and beyond in helping me through what could be a VERY stressful situation. He was amazing. With the Building: - It's an old hotel from the 1920's which added to the charm for me. Knowing that, it's an old building, but they have done a great job updating the apartments and the one bedroom I loved in was redone right before I moved in. - There are small quirks about the building and apartments but you are always going to get that unless you live in a brand new construction for 3 times the cost. - I always felt safe in and around the building as a younger lady living alone in a one bedroom. - Whenever I needed something fixed, the building engineer, Ahmed, was there within 24 hours fixing it just after a quick text. It was super convenient. Overall, If you are looking at this building, do it. It's worth having someone great to take care of things that come up and to have a great old building with lots of charm in one of the best parts of Chicago.

Nothing but great things to say about living at the Granada property. Maintenance is very…read moreresponsive and the leasing agent, Aaron, is very kind and looks out for the tenants. Location cannot be beat.

Alliance Properties

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(70 reviews)

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We had another flawless experience with Jim Flanders, this time while selling the same home he…read morehelped us buy 6 years ago. We have kept a great relationship with Jim through the years, and my husband has worked with him on buying and selling some of our investment property. So when it came time to sell our city home in Logan Square as we made the move to the suburbs, we knew Jim Flanders was the one to help us do this. We were building a new construction home in the burbs, so we had a lot of lead time in knowing that we needed to list the property. This was a tricky balance since we didn't want to list the home too quickly (and risk selling it and being homeless for many months until our new house was ready), but we didn't want to miss the peak market season during the summer months and wait until the fall or winter to list it. We also have 2 toddlers at home, so the idea of having to keep the house "showing ready" for an extended period of time was daunting. In a perfect world, we would be able to get under contract quickly with a buyer, but negotiate a later close date and get the best of both worlds. Jim helped us do a walkthrough of the house and pointed out the things he recommended we do to get the house in showing form (painting the walls, caulking some areas, clearing out toy congested areas) but only focused on what he felt would actually make a difference rather than asking us to invest a bunch of money in things that ultimately do not help sell quicker or at a higher price. Jim helped guide us in our timing, thanks to his knowledge and understanding of the market. We listed on a Wednesday in July, and decided to have an open house that very weekend. Jim came and managed the open house for us and the first couple to see the home made an offer that same day. They did not have a real estate agent, and Jim led all the conversations directly with the buyer and negotiated the terms and conditions for the contract. He was able to negotiate a 90 day closing, which gave us plenty of time to stay in our home and enjoy it before needing to vacate. The best quality about Jim Flanders is his easy going personality and honest approach. He always has your back and wants the best for you. But he is not pushy. He will not talk you into doing yourself a disservice just to get a quicker commission. He truly wants to advise you and guide you to get the best results possible and his patience is incredible. He will be there as many times as you need him for as long as you need him, to make sure everything goes smoothly. It was one thing for us to have the utmost trust in Jim, but the most impressive thing was how much the buyers also trusted Jim. They opted not to get their own real estate agent and were fine working directly through Jim (even though he was representing us, the sellers) because they also could feel that Jim had everybody's best interests at heart. This is where Jim Flanders really sets himself apart from other realtors I've worked with. He forms relationships, not just with his clients, but with the opposite clients as well. He took time to have many phone conversations with the buyers to put them at ease, talk through the inspection findings, and negotiate our terms. They trusted him so much that when it came time to close, they didn't even ask for a final walk through of the house before closing. We couldn't have asked for a smoother and less stressful process of selling our home. We got the price we wanted, the closing date we wanted, and all the negotiations and conversations were easy and friendly.

We cannot recommend Jim more highly. He is a consummate professional, honest, thoughtful and…read moreoutrageously knowledgeable about the Chicago property market. We took the plunge this year and started the search for our first home. Jim was incredibly generous with his time working with us, and helped us figure out what we actually wanted and where we would be happy. In May, Jim showed us a home we fell in love with and he guided us through every step of the process, from winning the bid, inspections, closing and held our hands every step of the way. Knowledge and professionalism aside, Jim is just a legend and we just enjoyed hanging out with him and having the chats at showings. The second we get a sniff that any of our friends or people we meet are looking to buy, we instantly stop the conversation to tell them 'YOU HAVE TO WORK WITH JIM FLANDERS'. Thank you Jim.

Westward360 - Lobby@Belden center

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(432 reviews)

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I've been talking to Chris ever since he has been working with my building and they do such a great…read morejob. For me every time I've called they've answered my questions. My landlord just signed up with their management company and I think they're doing a great job. My contact Chris is always there he answers his phone he answers every question he's very informative and it's very comforting knowing that they're always on top of things. Even though I just found out they're raising the rent they make sure that they send you the proper information so you're always on top of things and informed about everything. So far so good great job guys and girls.

Westward 360 is a comically bad company…read more Where to begin? 1. Our first rep would take weeks to respond to HOA queries, then went radio silent. We later learned she went on maternity leave with no notice and the office is so disorganized that no one was aware her inbox was going unresponded to. 2. Basic invoice reimbursement can take months. Not weeks, months. This is not an isolated incident and has happened multiple times in the last two years or so I've been part of our small building's HOA. 3. We were extended a property tax appeal via a law firm that partners with Westward. Perfect! ... 5 followups. 5 followups over five weeks later, the appeal was never done, and unit owners who had been counting on the appeal through Westward were left with hiked taxes. No offer of compensation. The best explanation they could offer was that emails following up (on THEIR OFFER) had gone to spam for one of two individuals managing our property, and an offer to send the appeal...a full week after the deadline had expired. My email asking how they planned to circumvent the state deadline, as well as an additional SEVENTH followup, have gone unanswered. For weeks. Again. This barely scratches the surface, but I truly have never had anything close to this experience with a supposedly professional agency in my life. The sense I get is that the company's reps are entirely based overseas and saddled with absolutely untenable account numbers. I have sympathy for them, but not for Westward's business practices. Stay as far away as you can - I truly would not even rent a unit in a building managed by this company. If you are saddled with them, god help you.

Hales Property Management - propertymgmt - Updated July 2026

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