Bill Flemming

LICENSE: 471-000179

(847) 495-5000
(847) 495-5000 (Office)


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Dependable, Thorough, Honest – “Give BILL a BUZZ!”

What a pleasure it is to serve home buyers and sellers in and around my hometown, Chicago! A 30+ year veteran REALTOR®, I love heading to work each day as I am passionate about real estate and giving every client personalized service. Outgoing, a great listener, and fair-minded, I take time to understand your needs, and act accordingly.

As a managing broker for more than 25 years - There’s very few situations in a Real Estate Transaction that I have not seen. Rest-assured, if there is a bump in the road, I have most-likely been there and maneuvered through it successfully in the past. An excellent communicator, my team and I I keep you well-informed… from our initial contact, to the closing table, and beyond.

As a listing specialist, I offer a comprehensive marketing strategy that makes your home stand-out among potential buyers. My seasoned know-how extends to lease homes, condos, land development, new construction and historic homes.

My team of experienced agents, under my direct watch, handle the buying process. We are enthusiastic about life and real estate. We enjoy career sales of more than 2.5 Billion and these days our team will commonly sell 70-100 homes per year. 

I am the Principal Owner and Managing Broker of HomeSmart Connect, and represent clients in commercial and residential real estate markets.

Being an Inverness Soccer Commissioner, and former Indian Princess Chief, I strive to be an ally of my community and with my kids and others. A sports fan that enjoys boating & volleyball, I spend time with my amazing wife and three amazing daughters every chance I get.

I am committed and pro-active about putting your needs first; let’s talk soon if you are contemplating a home sale or purchase in Chicago or Chicago’s Northwest Suburbs.

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Professional Experience

2013 - Today

Principal/Managing Broker

HOMESMART Connect Real Estate


2011 - Today


Referral Connections LTD


1999 - 2011


RE/MAX Unlimited Northwest

1990 - 1999

Managing Broker

RE/MAX Suburban

1988 - 1990

Broker Associate

Starck Realtors

1986 - 1988

Sales Associate

Merrill Lynch Realty

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Reviews on Zillow Real Estate on Zillow

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Sold a town home in 2017 for approximately $150K in McHenry, IL 60051.

Bill Flemming and his team have been great to work with. My wife and I bought our house and sold the same house using Bill, and we couldn't be happier! They were helpful at every stage of the process, ...

Bought a home in 2015 in Elgin, IL 60124.

I have worked with Bill over the years in the purchase of 2 homes and the sale of one and he is very knowledgable, professional and helpful. He really listened to what we were looking for and was sure ...

Sold a single family home in 1996 in Algonquin, IL 60102.

Bill has sold 3 homes for us and helped buy all our homes as well. Bill has always been honest and helpful and has great marketing ideas!! Bill always is very accurate with his pricing and very good at ...