Len Benefico
About Len
A lifelong Chicagoan with nearly 35 years of experience in residential real estate, Len is a trusted name in the Chicago market. A consistent multi-million dollar producer and recipient of the Legend's Chicago Magazine Five Star Award for service excellence for 10+ years and counting, Len has built a business rooted in results, referrals, and long-standing client relationships.
Known for his thorough market knowledge, patience, and practical advice, Len is a true partner to his buyer clients whether they’re buying their first home, moving up, downsizing, or investing in apartment buildings of any size. He guides clients through every step of the process with clarity, professionalism, and a commitment to making their goals the priority.
Sellers benefit from Len’s strategic pricing, staging insights, and sharp negotiation skills, all aimed at maximizing value and ensuring smooth, profitable sales.
Outside of real estate, Len has enjoyed playing and coaching both volleyball and basketball and leisure time in Wisconsin at his summer cottage.
Whether you’re buying, selling, or simply exploring your options, Len brings decades of experience and a personal touch to every real estate journey.
The Benefico Sullivan Group’s Past Sales
The Benefico Sullivan Group’s Exclusive Real Estate Listings
See what people are saying about Len
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Aileen D. We are grateful for Len and Chrissy for helping us find our beloved home. They guided us with patience and professionalism throughout the entire journey.Also, a very special thanks goes to Len for his exceptional skills and the way he explained every part of the home buying process in such a clear and reassuring way. He made what could have been an overwhelming process so much easier to navigate, and we always felt we were in capable hands. Chrissy was just as kind, attentive, and detail-oriented making sure nothing slipped through the cracks and that we always felt cared for along the way.We highly recommend them to anyone looking to buy or sell a home-you won't find a better team!
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Thao D. Lenny Benefico was instrumental in helping me purchase my first home located in Skokie back in 2005. Despite a challenging bidding war where I initially ranked third out of eight buyers, I maintained the same re-bid under Lenny's expert guidance and ultimately secured the home. Since then, it has been and will be the only place I call home. Fast forward to 2024, Lenny now partnered with Chrissy, once again worked their magic by assisting with selling my mother's charming vintage home in Chicago. Their unparalleled expertise, combined with their charisma, keen eye for design, meticulous attention to details, and insightful renovation advice, led to a verbal cash offer during a tour and swift closing, all while in the typical slow fall season. Both experiences were seamless and transparent. They genuinely care for their clients and all parties involved. Lenny and Chrissy are my trusted realtors for life!
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SalknoNorth Park Len was exceptionally helpful from the very beginning as he responded within minutes to my inquiry for the purchase of a condo in Chicago. He paid close attention to my needs and was ready to arrange visits as soon as something in my area of interest arose. Anytime Len noticed something of concern, he was in touch offering suggestions for how I go about addressing any problems. His attention to every detail and expertise in helping me navigate terrain I was unfamiliar with was most appreciated.
