Port Barrington Property Management

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Leverage our consulting expertise to maximize returns and protect your assets!

Port Barrington Property Management

Three Pentacles, PLLC provides reliable, full-service property management, real estate brokerage, and consulting services for owners who want their investments protected and performing at their best. Maximize returns. Minimize stress. Manage with confidence.

Why Property Owners Choose Three Pentacles, PLLC

Three Pentacles, PLLC offers professional property management in Chicagoland, delivering exceptional services for property owners and investors. With years of experience, we are recognized as one of the best property management services in Chicagoland, ensuring that your investment properties are well-maintained and profitable. Our team specializes in tenant placement services in Chicagoland, helping you find tenants fast in Chicago and suburbs. We secure qualified renters for your property. We understand how important it is to have reliable tenants, and our thorough screening process ensures that only the best candidates are selected.

In addition to tenant placement, we provide online rent collection for landlords in Chicagoland, streamlining the payment process for both property owners and tenants. Our rent payment management services in Chicagoland are designed to make it easier for you to track payments, reduce late fees, and keep your cash flow consistent. For unexpected situations, such as repairs or tenant-related issues, we offer emergency property maintenance Chicagoland to address urgent concerns quickly and efficiently. We also provide affordable property maintenance services in Chicagoland, ensuring your properties are always in top shape without breaking your budget.

For landlords needing legal assistance, we offer professional eviction services for landlords in Chicagoland, ensuring a smooth and legal process when it becomes necessary to remove problematic tenants. At Three Pentacles, PLLC, we prioritize your peace of mind, taking care of the day-to-day operations so you can focus on growing your investment portfolio. Whether you need tenant placement services or emergency maintenance, our team is committed to providing the highest level of service, making us your trusted partner in property management in Chicagoland.

What sets Three Pentacles, PLLC apart from other property management companies

Owning rental property should build wealth, not create headaches. At Three Pentacles, PLLC, we act as a true partner, handling the details while keeping you informed and in control.

What clients say about our work

Jacky R.

Can’t thankful enough Arthur for helping and walk me through all the way of Closing. If there’s a 10 out 10 Stars. 🌟I’ll give him 10 ⭐️ Stars. Thank you so much Three Pentacles, PLLC. More Power. All the best! ✅

Lou M.

“Art’s vision and brokerage system reflect the latest trends in the real estate business.”

Bill J.

“Arthur and staff have been very informative, insightful, and professional. My first impression was great! It’s nice to know and respect the amount of knowledge and wisdom that Arthur has accumulated.”

Mike E.

“Arthur first brings an extremely high level of integrity. Clearly, he is intelligent and creative, but none of that matters without integrity. Secondly, as a broker, Arthur learns each subject area he chooses for study thoroughly and deeply. Whether he is discussing RESPA, computers, or sales, it is clear that Arthur knows his areas of expertise well.”

Cynthia U.

“I have found Arthur and his support staff to be very approachable and more than willing to help with any question or concern that may arise. I know because I have a lot of them! I am also very impressed with how technologically advanced the company is ahead of any other firm in the industry.”

Nina T.

“I think Mr. van der Vant is very experienced, very responsible and very sharp. He has taken classes, he has written books, and people whom were once his partners in business, told me that he is one of the very few businessmen who has a big knowledge about the foreclosure market. It is always good to be surrounded by smart people. It is a pleasure to work with him. He is always on time and he always picks up the phone when you call him.”

Kevin S.

“I have NEVER been given, or seen, this level of support and attentiveness before from any broker. Arthur is super knowledgeable, attentive, and GENEROUS with his vast Real Estate experience and knowledge. He’s also a nice guy, and very easy to work with.”

Maria S.

“I love getting my big checks, and fast.”

Sherry Y.

“This is a very knowledgeable broker… I really enjoy having the opportunity to work with Arthur.”

Rumen T.

“It is a great company with very experienced broker, a company that provides everything for the client from real estate contract to closing. Thank you!”

Anita F.

“I left another real estate brokerage after 15 years and started working with this company, because this one is dedicated and actively moving our business into the future, it’s also accomplishing that at a conservative cost. Thank you.”

Tina S.

“I’m grateful that I don’t have to reinvent the wheel everyday, like I used to do. Looking forward to a good year!!!”

Todd P.

“This is a company that has a vision, a bright future and a focus that any real estate person should look into whether you are new to the business or an experienced veteran.”

Christian M.

“Art is nice and professional. He is very well informed on maintenances and care for units. Good at communicating, quick to respond to questions or requests.”

Navin N.

“Art is one of the best out there. Highly encourage folks to work with him.”

Aaron S.

” Art with Three Pentacles is easily one of the most knowledgeable property managers in Chicagoland. When I was looking for a new management company, I called a good 10 places. during the time I had a tenant I was in the middle of evicting. Without pitching me, Art asked thoughtful questions to learn more about the situation. He clearly has immense knowledge of the eviction process and housing court system. After our call, I engaged his services and he’s been prompt and supportive ever since. He has been navigating my difficult tenant situation with grace, using strategies that never crossed my mind. I feel secure knowing Art has my best interests forward, and is clearly able to manage my property within state and county compliance. He’s worth every penny, and if you’re looking for a property manager, he’s your guy.”

Jeff F.

“The owner of Three Pentacles is an outstanding property manager across the board. He has the technical understanding and experience with repairs to hire out for routine and major work in a methodical and cost-effective way, and he will go above and beyond to address emergency situations like the flooding of a basement apartment. By doing so, he not only serves the best interests of property owners but their tenants as well. Most impressive of all, he is extremely knowledgeable about everything related to leasing apartments, from obtaining a through background check of prospective tenants, to making sure leases comply with any local regulations, and taking the proper steps to evict a tenant when necessary. I would highly recommend Three Pentacles.”

Gena M.

“Experience was great love working with Three Pentacles, PLLC.”

Mercedes A.

“I highly recommend Three Pentacles PLLC. They have great attention to detail and go above and beyond to provide excellent service.”

AI optimized

We know what renter's are looking for and how your property compares

We know the number of active comparable listings and how they compare to your property.
We know the rental prices of active comparable listings and how they compare to your property.
- What that means to you is that we can get a monthly rent $100/m above comparable listings.
We know the number of views your listing receives in comparison to other properties in the area.
We know the inquiries your listing receives in comparison to other properties in the area.
- What that means to you is that your property had 12 more renter’s contacts than similar listings in the area.
We know how the rental market is changing day-by-day and its affect on your property.
- What that means to you is that renters view your listing 3.2% more than comparable listings in the area.
We know what renter’s are searching for in your area. For example:
- 7% want bicycle storage,
- 80% want central air-conditioning,
- 63% want a dishwasher,
- 58% want a balcony or a deck,
- 8% want a pool,
- 1% want a disability access, etc.

About our analytics

We know what renter's want to spend and how much money they make before they contact us

What price points renter’s are searching for in your area. For example:
- 24% are looking for a property $1,500/m to $2,000/m,
- 38% are looking for a property $2,000/m to $2,500/m,
- 21% are looking for a property $2,500/m to $3,000/m, etc.
What renter’s annual income is in your area. For example:
- 12% searching make <$40,000,
- 24% searching make $40,000-$60,000,
- 28% searching make $60,000-$80,000,
- 21% searching make $80,000-$100,000,
- 10% searching make $100,000-$160,000, etc.
AI shows us all rental listings in your area, their prices, square footage, and how their price compares to your property.

What that means to you is that in the last 14 days, we were able to increases rents by 10% for your property, over comparable listings in your area.

We find best tenants

We screen applicants using a private detective agency

Marketing. We’re reaching over 30 Million visitors each month!

Screening. Credit, income, and rental history are just the start. Using a private detective agency we perform comprehensive background checks in civil and criminal courts in all 50 states. We uncover evictions, bankruptcies, judgments, and also review 12 months of bank statements to ensure a complete picture of every applicant.

Tenant Retention. We keep good tenants by providing them quality housing and tools to make their life easier. Using smartphone apps (Apple & Android) our tenants can request maintenance, pay rent, view communications and documents wherever they are.

Our Online Technology. Our tenants can pay rent electronically using eChecks (ACH), Debit Cards, and Credit Cards. Our tenants can also pay rent in CASH at any 7/11, CVS, Walgreens, and Kroger stores.

Personal touch

We are "Real Experts in Real Estate" ™

Our competitive advantage is experience that runs deep. We’ve been active in the local real estate market since 1988, giving us firsthand knowledge of neighborhood trends, pricing, and risk that only time can teach. We are truly Real Experts in Real Estate ™ , backed by multiple industry designations and certifications and participation in more than 10,000 real estate transactions across all market cycles.

Beyond day-to-day management, we serve as trusted advisors to our clients. Since 2010, we’ve been appointed as receivers in both state and federal courts, working through complex, high-stakes situations that demand precision and accountability. We bring that same level of expertise to every property we manage. Through our consulting-driven approach, owners and investors gain direct access to our experience, insight, and judgment. Having a seasoned professional by their side to protect assets, solve problems, and make confident decisions.

Leadership that sets the standard

Our competitive advantage is perspective earned over decades

Since 1988, we’ve been deeply involved in the local real estate market, not just as managers, but as owners, developers, and operators. Our experience spans construction and condominium development, mortgage banking, and title insurance, giving us a full-spectrum understanding of how real estate truly works from acquisition to exit. With more than 10,000 transactions completed, we bring practical insight shaped by real-world results.

For property owners and investors, this means more than day-to-day oversight; it means a trusted, long-term partner who helps protect assets, navigate market cycles, and make confident decisions throughout the life of your investment.

Experience you can rely on

Our experience is measured not just in years, but in results

That experience is matched by leadership and trust within the industry. Our managing broker served as President of the CCIM Illinois Chapter, sat on the Board of Directors of the Chicago Association of Realtors, and maintains an associate membership with the Chicago Bar Association (CBA). Since 2010, also been appointed as Illinois Receiver in state and federal courts, roles reserved for professionals relied upon to manage complex, high-risk assets. We offer consulting as part of our client relationships, allowing owners and investors to leverage this depth of expertise every day. Simply put, this is an opportunity to have seasoned real estate professionals by your side, protecting your investment, guiding decisions, and delivering peace of mind.

Trusted advisors for owners and investors, offering consulting as part of the relationship, so you’re never alone.

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About Port Barrington

Port Barrington, Illinois is a small, scenic village located along the Fox River in Lake and McHenry Counties, approximately 45 miles northwest of downtown Chicago. Known for its waterfront views, peaceful residential atmosphere, and access to outdoor recreation, Port Barrington offers residents a quiet and relaxed suburban lifestyle while remaining connected to the broader Chicago metropolitan area. With a population of roughly 1,400 residents, the village appeals to families, retirees, and nature enthusiasts seeking privacy and natural beauty.

The history of Port Barrington dates back to the mid twentieth century, when the area was first developed as a residential community taking advantage of the Fox River’s scenic riverfront. The village was officially incorporated in 1959, establishing local governance to manage growth, maintain infrastructure, and preserve the residential and natural character of the community. Its riverfront location has always been a defining feature, providing both recreational and aesthetic appeal to residents.

Port Barrington covers approximately 3 square miles, with a mix of single family homes, waterfront properties, and estate sized lots. Housing styles range from traditional ranch and Colonial homes to more contemporary designs. Many properties include private docks, expansive yards, and wooded areas, creating a secluded, natural environment. The village’s low density and attention to preserving open space contribute to a serene and private living experience.

Education for residents is provided through nearby school districts, including Community High School District 155, Barrington Unit School District 220, and Community Consolidated School District 300. These schools are recognized for strong academic programs, extracurricular opportunities, and athletics. Private and parochial schools in surrounding communities provide additional options, giving families a broad selection of quality education opportunities.

The local economy of Port Barrington is largely residential, with most residents commuting to employment centers in nearby suburbs or Chicago. While there are limited businesses within the village itself, residents have access to shopping, dining, and services in nearby Barrington, Fox River Grove, and other surrounding communities. The area’s scenic and quiet character attracts professionals, executives, and retirees who prioritize a peaceful home environment.

Recreation and outdoor amenities are central to life in Port Barrington. The village’s location along the Fox River offers boating, fishing, and water sports opportunities. Nearby forest preserves and parks provide hiking, biking, bird watching, and nature observation. Residents often enjoy private outdoor activities on their properties, including gardens, trails, and river access. The village emphasizes the preservation of natural areas, enhancing the quality of life for those who value outdoor recreation and tranquility.

Cultural and civic life in Port Barrington is intimate and community oriented. The village hosts small neighborhood events and volunteer initiatives that encourage local engagement and foster community pride. Civic leadership prioritizes public safety, infrastructure maintenance, and environmental preservation, ensuring the village retains its natural beauty and residential character. The small population and low density create a close knit atmosphere where neighbors know one another and community identity is strong.

Transportation access in Port Barrington is convenient for regional commuting. The village is located near Illinois Route 59 and U.S. Route 12, providing direct connections to surrounding suburbs and employment centers. While there is no Metra rail service in the village, nearby stations in Barrington and Fox River Grove provide commuter access to downtown Chicago. O’Hare International Airport and other regional transportation hubs are within an hour’s drive, supporting travel for work or leisure.

Demographically, Port Barrington is a small, stable, and affluent community. Median household income is above the national average, reflecting the high value of residential properties, many of which are waterfront or estate style. Homes are primarily owner occupied, contributing to long term stability and strong neighborhood cohesion. The population is composed largely of families, retirees, and professionals who value a quiet, private, and scenic suburban lifestyle.

For prospective residents, Port Barrington offers a unique combination of waterfront living, natural beauty, and a peaceful, low density environment. Its Fox River access, large homes, and scenic surroundings make it ideal for those seeking tranquility without sacrificing access to Chicago and surrounding suburban amenities. With its commitment to preserving natural areas, maintaining infrastructure, and fostering community engagement, Port Barrington continues to be one of Lake and McHenry Counties’ most scenic and desirable residential communities.

Protecting your property and maximizing returns

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Our expertise

At Three Pentacles, PLLC, we provide comprehensive real estate services, combining expert brokerage and property management to meet all your needs. From acquisitions and sales to leasing, rent collection, and maintenance, our team ensures your property thrives. With experience across all property types, we deliver tailored strategies and hands-on support for long-term success.